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Portland Holiday Homes

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    Don't let other travellers get your favourite Portland area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 15 Rentals in Portland
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    Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    The following rentals are within 25 kilometres of Portland.
    East Hampton lakefront lakehouse1 / 21
    (1)Excellent
    East Hampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Hartford
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Stunning Waterfront Estate on Connecticut River1 / 38
    (3)Very good
    Middle Haddam
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Grill
    • Hot Tub
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2018
    We had 3 couples and 3 children stay at Knowles Landing for a long weekend. It was a great place for longtime friends spread out on the East Coast to get together and enjoy a...
    Reviewed 4 August 2017
    This is a beautiful historic home on the CT River in Middle Haddam. I'm from CT but was not very familiar with the Haddam area and as it turns out this was one of the most...
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    About this property
    The Captain's House, a 3,400 SF 3-level renovated waterfront Victorian, features 5 bedrooms, 3-1/2 baths, gourmet kitchen,wraparound deck, badminton/volleyball court and 40' dock. A magical place to relax & recharge... Knowles Landing is one of the most beautiful waterfront estates on the...
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    Location Information
    Middle Haddam, Connecticut 06456
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Experience Waterfront Lake Living in CT - Inspiring Lake Views 365 Days a Year1 / 35
    (1)Excellent
    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 February 2017
    This was the perfect setting and perfect home for my stay in Ct. Everything you could possibly need or want is provided. Luxury linens, comfy beds, wifi. So many amenities. The...
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    About this property
    Thanks for checking out my property! As an FYI, the calendar is up to date. If your desired dates show available, this information is accurate. WiFi and canoe/kayak/paddle boat and life preservers are complementary. Minimum age requirements and maximum occupancy of 6 adults and 2 minor guests...
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    Location Information
    East Hampton, Connecticut 06424
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Newly remodeled 1891 Queen Anne Victorian mansion1 / 10
    (1)Excellent
    Wallingford
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • Terrace
    • Air Conditioning
    • Patio
    • Parking
    • Cable/satellite TV
    • Internet Access
    • Porch
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 October 2017
    This was our first B&B and we had such an enjoyable stay. This Inn is beautifully decorated, clean and the inn keepers are so pleasant and attentive. Would certainly go back!
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    About this property
    Welcome to The Wallingford Victorian Inn We are a B&B The room rate posted is for one suite that will sleep 2 We have 5 suites available for rental if your party is larger The rate is per suite per night The Wallingford Victorian Inn regally presides over the corners of North Main Street and...
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    Location Information
    Wallingford, Connecticut 06492
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Middlefield
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Parking
    • Wi-Fi
    • Waterfront
    • Private Garden
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful newly remodeled cottage is located on Lake Beseck in picturesque Middlefield, Ct. The views of the lake are serene and produce an immediate feeling of tranquility. This is a family home and has all the amenities that you need to feel at home including a complete kitchen. Betty's Boat...
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    Location Information
    Middlefield, Connecticut 06455
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Meriden
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 3 level Townhouse located in the Prestigious area of Mattabassett in Meriden. Enjoy beautiful Mountain View’s. Maintance free grounds, walking paths, ponds, pik nik tables, swings, baseball area, community pool (summertime) and so much more. Conveniently located to major highways,...
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    Location Information
    Meriden, Connecticut 06450
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Save $500 off September CT Lake Front  Victorian Mansion Truly Memorable1 / 21
    (3)Very good
    East Haddam
    7 Bedrooms, 4 Bathrooms, Sleeps 24 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Waterfront
    • Washer
    • Wi-Fi
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ideal Connecticut location on Beautiful Crystal Clear Bashan Lake. Victorian Mansion with magnificent water views. Perfect setting for family vacations, and family reunions!! Taking reservations thru Dec. 2018. Just 1 3/4 hours from New York or Newport RI or 2 hrs. from Boston! Canoe, kayak,...
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    Location Information
    East Haddam, Connecticut 06423
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 24
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    Bright, cheery contemporary ranch style home1 / 20
    (1)Excellent
    Cromwell
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • Hot Tub
    • Washer
    • Secure Parking
    • Air Conditioning
    • Outdoor Dining Area
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 September 2015
    I loved staying at this comfortable home. The area, Middletown CT is centrally located and the home,on Rolling Green is centrally located. It's about 20 minutes from everywhere...
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    About this property
    This house is bright and cheerful even during winter months due to the large paladian windows and cathedral ceilings. If you find that you are traveling to Connecticut for work assignment or vacation, consider this option to hotel living. Our home will welcome you from travel or work with it's...
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    Location Information
    Cromwell, Connecticut 06457
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Hartford
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    • Grill
    • Central Heating
    • Sauna
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house sits on 2.6 wooded acres, and there are a total of 9 rooms which includes: UPPER LEVEL: Four bedrooms, two baths, large dining room and kitchen overlooking mountain and deck, 32 inch TV, WiFi, and full kitchen awaiting the chef. There is a King bed in Master bedroom, a Queen in Guest...
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    Location Information
    Hartford, Connecticut 06019
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    East Haddam
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Sanctuary is a mind/body retreat and wellness center situated on a 40 acre, solar-powered land preserve with a walking labyrinth, permaculture gardens, beaver ponds, forest trails, an apiary, goats and chickens. We host yoga classes, meditation, sound healings, music, and various...
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    Location Information
    East Haddam, Connecticut 06423
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Chester
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Washer
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This striking 2.7 acre New England property blends historic design elements with modern amenities and is perched on a hillside overlooking the peaceful town of Chester, Connecticut. Its historic charm and vast amenities provide a unique backdrop unlike any other. The living room quickly becomes a...
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    Location Information
    Chester, Connecticut 06412
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    Middlefield
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Waterfront
    • Private Garden
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Clarke's Landing is newly built 2 story lakefront house with heat and air conditioning! It is a family home and has all the amenities that you would have at home.Everything is NEW! It includes cable and WiFi internet, new quality linens, paper goods, shampoo,spices, beach towels, chairs , floats...
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    Location Information
    Middlefield, Connecticut 06455
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Farmington
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax and unwind by the water when you stay at this 3-bedroom, 2-bathroom vacation rental house in Farmington. Situated in a quiet community, this home boasts accommodations for up to 6 guests and 2,200 square feet of living space. Spend your days exploring the area, visiting museums, or take a day...
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    Location Information
    Farmington, Connecticut 06032
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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