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Holiday Rentals in Weymouth

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    Travellers to Weymouth are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    2 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    2 Bedrooms, Sleeps 5Quick View
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    About this property
    Just sitting back and relaxing whilst watching a host of maritime vessels from traditional trawlers to luxury yachts coming into and out of the harbour from the comfort of this perfectly positioned apartment is one way to spend your time whilst on holiday here. Tradewinds is a 1st floor apartment...
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    Weymouth, Dorset DT4 8TJ
    Holiday Rental House - 2 Bedrooms, Sleeps 4
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    Coastguard Lookout is situated in the popular Weymouth suburb of Wyke Regis, just minutes from Pirates Cove, a popular sandy inlet at the famous Fleet lagoon. A large natural inlet of water, the Fleet lagoon is a haven for wildlife. Coastguard Lookout is a newly built high specification...
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    Weymouth, Dorset DT4 9NB
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    26 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    • Wi-Fi
    • Outdoor Dining Area
    • Secure Parking
    • Ocean Views
    • Central Heating
    • Washer
    • Patio
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Henley House is a 5 star rated, large, four bedroomed detached property ideal for 1 or 2 week holidays and weekend breaks throughout the year. It offers comfortable accommodation for up to 8 people. The property is particularly well positioned in a quiet cul-de sac in the prestigious Bincleaves...
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    Weymouth, Dorset DT48SB
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    9 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Washer
    • Ocean Views
    • DVD Player
    • Central Heating
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mariner's View is a 2-bedroom 19th century, mid-terrace cottage, renovated and modernised, but still retaining some original Victorian features. Upstairs bathroom, with shower over bath. Gas central heating. Spacious lounge and dining room, interlinked through an archway. Kitchen: fridge,...
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    Weymouth, Dorset DT4 9BD
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    29 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Outdoor Dining Area
    • Washer
    • Central Heating
    • DVD Player
    • Parking
    • Shared Indoor Pool
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kingfisher Retreat is a luxury lodge on the popular Warmwell Holiday Park, set in a private cul-de-sac accessed via a barrier. It sleeps up to 4 guests in 2 bedrooms plus there is a sofabed in the lounge should this be required. It boasts an open plan fully fitted kitchen, lounge and dining area...
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    Weymouth, Dorset DT2 8JE
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Review
    2 Bedrooms, Sleeps 4Quick View
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    About this property
    This modern ground floor apartment is just outside the village of Preston near Weymouth and sleeps four people in two bedrooms. Magnolia Rest is a modern ground floor apartment just outside the village of Preston near Weymouth. The cottage sleeps four people in two bedrooms which are a double with...
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    Weymouth, Dorset DT3 6RX
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    14 Reviews
    5 Bedrooms, Sleeps 12Quick View
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    • Washer
    • Patio
    • DVD Player
    • Satellite TV
    • Balcony
    • Wi-Fi
    • Central Heating
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1920s townhouse sleeping 12. Ten minutes walk from the beach in a very desirable residential area, next to Greenhill's beautiful sea front gardens. Number 6 is a recently refurbished large house, well equipped for family holidays. The house is located right next to the Lodmoor Nature Reserve and...
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    Weymouth, Dorset DT47TU
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    About this property
    This attractive detached stone cottage is set on an elevated site above the Dorset village of Upwey and can sleep two people. The Garden Cottage is an attractive detached stone cottage set on an elevated site above the Dorset village of Upwey and can sleep two people. Inside the property is one...
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    Upwey, Weymouth DT3 5QE
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • Washer
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    Pet friendly
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    About this property
    This well-presented, semi-detached cottage in Weymouth sleeps six people in three bedrooms. Acacia House is a comfortable, semi-detached cottage set in a residential area in Weymouth, Dorset. There are three bedrooms on the first floor, a ground floor bathroom and a first floor shower room....
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    Weymouth, Dorset DT4 0HS
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    About this property
    This is a wonderful Grade II listed, 17th century thatched cottage, nestling opposite the village church in the picturesque Dorset village of Upwey, just four miles from Weymouth, and can sleep four people in two bedrooms. Snooks Cottage is a wonderful Grade II listed, 17th century thatched...
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    Upwey, Weymouth DT35QE
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • Washer
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    About this property
    This wonderful semi-detached cottage in a courtyard location is situated close to Weymouth and sleeps six people in three bedrooms. Casterbridge is a quality semi-detached cottage, one of five on-site in a courtyard setting, on the edge of Upwey near Weymouth. This superb holiday home is set...
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    Upwey, Weymouth DT3 5QD
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Washer
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    Pet friendly
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    About this property
    This wonderful semi-detached cottage is in a courtyard location, on the edge of Upwey village near Weymouth. Budmouth is a superb semi-detached cottage, one of five on-site, on the outskirts of Upwey and 3.5 miles from Weymouth in Dorset. This wonderful cottage is set mostly on the ground floor...
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    Upwey, Weymouth DT3 5QD
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    • Washer
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    Pet friendly
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    This wonderful semi-detached cottage is situated in a courtyard location, on the edge of Upwey near Weymouth. Everdene is an outstanding semi-detached cottage, one of five in a courtyard setting on the outskirts of the village of Upwey, 3.5 miles from Weymouth. This superb holiday home is set...
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    Upwey, Weymouth DT3 5QD
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 3Quick View
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    • Private Garden
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    Pet friendly
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    1 OF 3 SINGLE STOREY BARN CONVERSIONS A SHORT DRIVE TO BEACHES These delightful barn conversions nestle within a pleasant spot yet close to many amenities, their location makes an ideal base to explore a wide variety of places of interest amongst the wonderful county of Dorset. Explore the...
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    Chickerell, Weymouth DT3 4EA
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    2 Bedrooms, Sleeps 4Quick View
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    About this property
    1 OF 3 SINGLE STOREY BARN CONVERSIONS A SHORT DRIVE TO BEACHES These delightful barn conversions nestle within a pleasant spot yet close to many amenities, their location makes an ideal base to explore a wide variety of places of interest amongst the wonderful county of Dorset. Explore the...
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    Chickerell, Weymouth DT3 4EA
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, Sleeps 5Quick View
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    • Private Garden
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    Pet friendly
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    About this property
    1 OF 3 SINGLE STOREY BARN CONVERSIONS A SHORT DRIVE TO BEACHES These delightful barn conversions nestle within a pleasant spot yet close to many amenities, their location makes an ideal base to explore a wide variety of places of interest amongst the wonderful county of Dorset. Explore the...
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    Chickerell, Weymouth DT3 4EA
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    6 Reviews
    1 Bedroom, Sleeps 2Quick View
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    Little Gem is a contemporary ground floor apartment located in Park Mews in Weymouth town centre. Situated within a peaceful mews development, this apartment is perfect for couples looking for a relaxing break yet close to all amenities including a short walk to the beach. Internally, the property...
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    Weymouth, Dorset DT4 7DH
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Review
    2 Bedrooms, Sleeps 4Quick View
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    3 Catherine House is located in the centre of Weymouth, home to a fine selection of eateries, bars, restaurants and shops whilst the esplanade, attractions and beach are a short walk away. This apartment is rear facing, away from the bustle of the high street. Internally, this modern first floor...
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    Weymouth, Dorset DT4 8EH
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    27 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Balcony
    • Central Heating
    • Terrace
    • Ocean Views
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fully self-contained first floor Georgian apartment consisting of one double bedroom, a twin bedroom, and a fully equipped kitchen/lounge boasting three large period sash windows giving superb views of the entire bay. Perfect for families or couples looking for a short break by the seaside. The...
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    Weymouth, Dorset DT4 7EA
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    • Hot Tub
    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    This semi-detached modern cottage is in the centre of Weymouth and sleeps four people in two bedrooms. Taylor's Retreat is a semi-detached, modern cottage in the centre of Weymouth. The cottage sleeps four people in two bedrooms which are a double and a twin room. There is also a bathroom, a...
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    Weymouth, Dorset DT4 7HW
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, Sleeps 5Quick View
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    Pet friendly
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    About this property
    This semi-detached house is in the town of Preston near to Weymouth and can sleep five people in three bedrooms. Oceana is a lovely semi-detached house situated in the town of Preston just one mile from Weymouth in Dorset. The house can sleep five people and has one king-size double bedroom, one...
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    Weymouth, Dorset DT3 6DG
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • DVD Player
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    Pet friendly
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    About this property
    In Weymouth, on a residential street and opposite a busy funeral parlour, a semi-detached three-storey town house, just a 10 minute walk from the beach and town centre. Small enclosed patio (table/chairs) at the back. Inside, contemporary and bright. Living room with wood floor (rugs), leather...
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    Weymouth, Dorset DT4 0AR
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 4Quick View
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    • Private Garden
    • Internet Access
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    Pet friendly
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    WORKING FARM, 130 ACRES, CATTLE AND HORSES This converted semi-detached barn is perfectly positioned to enjoy the delights Dorset has to offer. Approached via a farm lane and overlooking the working farm, guests are welcome to roam the land and see the animals. While away the hours exploring...
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    Chickerell, Weymouth DT3 4BS
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    82 Ocean Views is a stylishly furnished apartment with partial sea views, located on the fourth floor of the development, in an enviable position on Portland's seafront. The apartment has been finished to the highest standard with high quality flooring and polished granite worktops exemplifying the...
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    Weymouth, Dorset
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    This end-terrace cottage in the village of Preston near Weymouth and sleeps four people in three bedrooms. Chapel Cottage is an end-terrace cottage in the village of Preston near Weymouth. The cottage sleeps four people in three bedrooms which are a ground floor double, a four poster double and a...
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    Weymouth, Dorset DT3 6BX
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 4
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    11 Reviews
    7 Bedrooms, Sleeps 12Quick View
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    Within the heart of the popular seaside town of Weymouth you will find Beachaven, a stunning home away from home. This large terraced house is just a few minutes’ walk from Weymouth’s bustling promenade and nationally renowned Blue Flag beach as well as its many attractions including Brewer’s Quay...
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    Weymouth, Dorset DT4 7HG
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 12
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    5 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • Washer
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    Sleeping up to six people in three bedrooms, this detached holiday home is just over a mile from the sea front, on the edge of Weymouth. Sunny Gardens is a cosy holiday home on the edge of Weymouth, just over a mile from the beach. There is a ground floor double bedroom, a ground floor room with a...
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    Weymouth, Dorset DT4 0PG
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Review
    2 Bedrooms, Sleeps 4Quick View
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    • Washer
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    This wonderful terraced cottage is situated in a courtyard location, one of a group of five on the edge of Upwey near Weymouth and sleeps four people in two bedrooms. Bramshurst is a superb terraced cottage, the middle one of three, in a courtyard development of five holiday cottages, on the...
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    Upwey, Weymouth DT3 5QD
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    6 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    Grandview is a beautiful three bedroom apartment with a convenient setting for enjoying Weymouth Beach and walking the surrounding coastline. Step inside the living area and you’ll be greeted by dramatic views of the famous Jurassic coastline. With welcoming sofas that seat up to 6 and a flame...
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    Weymouth, Dorset DT4 7SH
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Review
    2 Bedrooms, Sleeps 5Quick View
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    5 Catherine House is a stylish second floor apartment situated in the bustling seaside town of Weymouth. Its central position provides an ideal base for exploring Weymouth and the surrounding areas. The hustle and bustle of the town centre, bars and restaurants are right on the doorstep. Internally...
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    Weymouth, Dorset DT4
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, Sleeps 4Quick View
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    Painters Cottage is a stylish and comfy cottage set within the Dorset countryside, in the picturesque village of Sutton Poyntz. Offers stunning hiillside and coastal walks, and in close proximity to Weymouth and Dorchester, a perfect location for exploring Dorset’s Jurassic coastline. Internally,...
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    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, Sleeps 6Quick View
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    In Weymouth, at the end of a quiet residential cul de sac, a three-storey town house, just a 10 minute walk from the beach, marina and town centre. Small enclosed decked patio area (table/chairs) at the back. Inside, contemporary and bright. Living room with wood floor, leather sofas and TV/DVD....
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    Weymouth, Dorset DT4 0GB
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    This wonderful semi-detached cottage is situated in the village of Upwey, near Weymouth and sleeps four people in two bedrooms. Shepherd Oak is a quality semi-detached cottage, in a courtyard setting and is one of five on-site, 3.5 miles from Weymouth. This superb holiday home is set mostly on the...
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    Upwey, Weymouth DT3 5QD
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The “Upwey” Apartment is a two bedroomed holiday apartment situated just 100 metres to Weymouth’s famous award winning sandy beach, and it is also situated just 100 metres to Weymouth’s town centre, 500 metres to the train station and a 15 minute walk to Weymouth’s beautiful old harbour. The...
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    Weymouth, Dorset DT4 7AP
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1 Review
    1 Bedroom, Sleeps 4Quick View
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    Ocean Views is situated on the Jurassic coast beside Chesil Beach. The development also features a health and fitness centre complete with an indoor swimming pool. Being home to some of the finest small boat sailing waters in northern Europe the Isle of Portland is an ideal setting for sailing,...
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    Weymouth, Dorset
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ocean Views perched in an enviable position on Portland’s seafront, situated on the Jurassic coast beside Chesil Beach. The apartments have been finished to a high standard with high quality flooring, wooden decked balconies and polished granite worktops. The development also featuresa health and...
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    Weymouth, Dorset
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    Nothe View is a spacious four bedroom townhouse set over three storeys. Situated within the Admirals Quarter development, Nothe View perfectly combines contemporary comfort and design with environmental sensitivity. Internally, the property is finished to a high standard and boasts glimpses of the...
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    Weymouth, Dorset DT4
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    Sea Shell Cottage offers great accommodation in the heart of the highly desirable Brewers Quay area of Weymouth. The cottage has been furbished to an exceptional standard, achieving a finish which offers all the conveniences of modern living whilst retaining the original character of the property....
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    Weymouth, Dorset DT4 8TS
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    5 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    Stones Throw is part of a residential development voted Supreme Winner of the Housing Design Awards for innovative eco-friendly development. The houses are part of our Olympic legacy, home to the athletes during the sailing events in 2012. Internally, Stones Throw’s ultra-modern open plan living...
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    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    Chesil View House offers stylish accommodation that was originally a fisherman’s cottage in the beautiful village of Fortuneswell, nestled amongst the hills of Portland. Internally the property is furnished to a high standard with spectacular views from the top of the house of Chesil Beach, Lyme...
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    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    12 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    Littlecot is a four bedroom cottage, set over three floors. Furnishined caringly throughout with finishing touches from Laura Ashley and some rooms boasting sea views of Portland Harbour, Chesil Beach and The World Heritage Status Jurassic Coastline. Internally, the tasteful decoration complete...
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    Weymouth, Dorset DT4
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    The Rise is a two bedroom, first floor apartment within Seagate House, a development of small self-catering apartments .These are set in a quiet location yet just a short walk away from the hustle and bustle of vibrant Weymouth. Internally, the property offers spacious living areas with comfortable...
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    Weymouth, Dorset DT4 8RS
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Reviews
    3 Bedrooms, Sleeps 7Quick View
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    Whitestones is a three storey, grade 2 listed terraced house situated in a pedestrianised street close to shops, bars and restaurants. The property benefits from a great location just a few minutes’ walk from Weymouth’s sandy beach, promenade and marina. The large and bright L-shaped living and...
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    Weymouth, Dorset DT4 7DT
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    1 Review
    4 Bedrooms, Sleeps 7Quick View
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    Cormorant View is a spacious house situated in a gated cul-de-sac within walking distance of the shops, restaurants, attractions and sandy beaches of Weymouth. Internally this spacious accommodation is furnished to a high standard and offers fantastic views over the River Wey, nature reserve and...
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    Weymouth, Dorset DT4 0AJ
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    8 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    Pet friendly
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    Situated on Portland’s scenic seafront with the famous Chesil Beach almost on your doorstep is 105 Ocean Views, a contemporary and stylish two bedroom apartment. With sophisticated furnishings and plenty of space for a group of four, this will make a wonderful getaway for a family or a group of...
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    Weymouth, Dorset
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Review
    4 Bedrooms, Sleeps 9Quick View
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    Pet friendly
    Kid friendly
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    Set in the popular seaside town of Weymouth is your ideal family home from home. Bonaventure has been tastefully decorated throughout by an interior designer who has included supreme comfort and all the personal touches you and your family will enjoy. Inside you will find a fully equipped and well...
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    Weymouth, Dorset DT4 8RQ
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Pinks Cottage was built around 1860 and is a fine example of a traditional fisherman’s cottage built with Portland stone. The property has been refurbished to a high standard with the bedrooms offering views either towards Portland, Lyme Bay or Chesil Beach. Externally, the property boasts a...
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    Location Information
    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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