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Upwey Holiday Homes

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    $129 Average
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    Travellers to Upwey are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    All 15 Rentals in Upwey
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    The Swallows1 / 12
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Vitality Cottage1 / 57
    (11)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Upwey Cottage - Weymouth1 / 21
    (17)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    The Brambles1 / 12
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Central Heating
    • Private Garden
    • Wi-Fi
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Brambles is a delightful 1 bedroom holiday cottage furnished with lone travellers, couples and pairs in mind. Situated just off the stunning Chesil Beach in the small, tranquil village of Langton Herring near Weymouth, it is one of seven family run farm holiday cottages comprising Character...
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    Upwey, Weymouth DT3 4JB
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Cobblestone House1 / 24
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Secure Parking
    • Grill
    • Central Heating
    • Wi-Fi
    • Patio
    • Satellite TV
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 February 2017
    Cobblestone House nestled in a tranquil valley where the only night-time sounds are the hoots of the tawny owls, yet it is just a few miles from the supermarkets and car parks...
    Reviewed 4 January 2015
    This is a beautiful cottage and the perfect setting for seeing the New Year in. The kitchen-dining area is large and really well equipped and snuggling in front of the wood...
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    About this property
    Situated along a country lane on the edge of the picturesque village of Upwey, Cobblestone House has been skilfully refurbished by its current owners to offer highly desirable, family accommodation.Dating back to the 1500's, when it served as the Granary for the nearby Friary, Cobblestone House...
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    Upwey, Weymouth DT3 4EN
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 4LG
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    BUDMOUTH, superb, modern cottage, en-suite, Smart TV, in Upwey, Ref 9321571 / 22
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 August 2016
    I stayed here for a week at the beginning of August with my Wife and two teenage children (16 and 13). The property itself was nice and modern and perfectly laid out for the...
    Reviewed 7 August 2016
    The cottage/apartment was very well appointed, with Smart TV's & excellent WiFi and broadband, good quality furnishings, and a very compact but functional kitchen. We made use...
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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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    EVERDENE, superb semi-detached cottage, en-suite, off road parking, in Upwey, Ref 9321601 / 24
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 April 2017
    Everdene a barn/cottage in a picturesque village called Upwey in Dorset it is definitely a wow factor and we definitely will be booking it again.
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    About this property
    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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    SNOOKS COTTAGE, woodburning stove, off road parking, garden, in Upwey, Ref 9169151 / 22
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 February 2015
    We spent one week at Snooks Cottage with our large dog and to be honest we could not fault it. From the very helpful joining instructions and the welcome hamper (including dog...
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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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    CASTERBRIDGE, superb semi-detached cottage, en-suite, Smart TV, dog-friendly, in Upwey, Ref 9321611 / 24
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 November 2016
    We have just spent a long weekend here with two teenagers. Smart tvs and hairdryers in every bedroom are brilliant for families. Two very good sized bathrooms. Very well...
    Reviewed 2 April 2016
    Just spent a brilliant week here in this new modern cottage. Great location for our visit to walking the coastal paths - in fact very pretty walks straight from the door. Very...
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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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    3 Bedrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mellstock is set in the idyllic Dorset village of Upwey which is famous for its Wishing Well and Dorset Cream teas. This holiday home has countryside views and a cottage garden. Internally the owner has created a homely feel throughout with muted colours and generous furniture. A sparkling stream...
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    Upwey, Weymouth DT3 5QF
    Holiday Rental House - 3 Bedrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    Pump Lodge1 / 8
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • DVD Player
    • Secure Parking
    • Central Heating
    • Shared Garden
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 June 2015
    Pump lodge is a sweet little home from home, it has everything you could possibly want and need for an over night stay, and more. It is based in an idyllic village with...
    Reviewed 17 June 2015
    Holiday let had everything we needed and was plenty of room for three people.Great location...Very close to townOwners were very helpful and welcoming :)Very good...
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    About this property
    Pump Lodge is a one bedroom, self-contained home nestled in the grounds of Pump Cottage near the village of Upwey, Dorset. <BR><BR>The cosy bedroom is situated on the first floor; it contains a king-size bed and an additional futon that would sleep either a child or a young adult.<BR><BR>The fully...
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    Upwey, Weymouth DT3 4EW
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    BRAMSHURST, superb terraced cottage, en-suite, dog-friendly, watersports nearby, in Upwey, Ref 9321591 / 17
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 2016
    We had a fantastic weeks stay in this new, modern and fully equipped holiday home. It had everything we needed for a short break and we felt very at home. The location is...
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    About this property
    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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    Location Information
    Upwey, Weymouth DT3 5QD
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Washer
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sixpenny Cottage takes its name from a Treasure Trove of James I Six Pence pieces discovered in the fireplace of an old shepherd's cottage that once stood on the site. Now, it is a holiday home that offers beautiful and tranquil surroundings. Having been designed to give a separate entrance from...
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    Location Information
    Upwey, Weymouth DT3 4EL
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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