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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 16 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
    (3)Very good
    East Hampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    3/2 Private Lakefrobt Home 4 steps to the water-Kayaks, SUP, Canoe & Paddle Boat1 / 35
    (2)Excellent
    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Stunning Waterfront Estate on Connecticut River at Historic Knowles Landing1 / 39
    (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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    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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    $500 off 2020 book by12/31/19 CT Victorian Lakefront Mansion Truly Memorable1 / 21
    (3)Very good
    East Haddam
    7 Bedrooms, 4 Bathrooms, Sleeps 22 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. 2020. 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 22
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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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    Bright, cheery contemporary ranch style home1 / 17
    (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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    Marlborough
    9 Bedrooms, 10 Bathrooms, Sleeps 22 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Washer
    • Private Outdoor Pool (Heated)
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Meadowbrook Estate- Elegance in the peaceful countryside. ELEGANT ACCOMODATIONS for the wedding party, the bridal party, the groom’s family, renewal of vows, golden anniversaries , family reunions, or Wellness/Corporate Retreats. The Estate’s 8,000-sq ft space,...
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    Location Information
    Marlborough, Connecticut 06447
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 22
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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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    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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    East Hartford
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Immerse yourself in bliss as you imagine yourself enjoying breakfast in this picturesque eat-in kitchen. Conveniently located just 10 minutes to Downtown Hartford, Manchester, and South Windsor you'll find yourself with endless options for restaurants, shopping, parks, and entertainment. Enjoy...
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    Location Information
    East Hartford, Connecticut 06108
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Cromwell
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Children's Pool
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious townhome is in the desirable Fox Meadows Condo complex in Cromwell, cT; home to the Tournament Players Golf Club. The condo offers vaulted ceilings and lots of natural light. The lower level has a garage with remote control and a workout room. The main level houses a living room,...
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    Location Information
    Cromwell, Connecticut 06416
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Hartford
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Apt is nice and comfortable,very close to downtown Hartford,two hrs away from New York,I am renting out my extra room,you will enjoy staying here as I am a nice and friendly person,please make sure you respect yourself by acting appropriate,this is why I would mostly prefer a woman living with...
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    Location Information
    Hartford, Connecticut 06105
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    West Hartford
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Soak in all that Hartford has to offer from this 2,000-square-foot home tucked in a quiet corner of West Hartford! From the 3-bedroom, 2.5-bathroom house, easily visit the rose gardens at Elizabeth Park, the Mark Twain House & Museum, and the Wadsworth-Atheneum Museum of Art. After days spent...
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    Location Information
    West Hartford, Connecticut 06117
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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