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Holiday Rentals in Middletown

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    ₹ 15,968 Average
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    All 26 Rentals in Middletown
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    The following rentals are within 30 kilometres of Middletown.
    East Hampton lakefront lakehouse1 / 21
    (3)Very good
    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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    Private 2 bedroom near Yale, downtown, great restaurants and parks1 / 9
    (1)Excellent
    Hamden
    2 Bedrooms, 1 Bathroom, Sleeps 4 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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    • 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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    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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    • 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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    Wallingford, Connecticut 06492
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Deep River
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Patio
    • Housekeeping Included
    • Cable/satellite TV
    • Washer
    • Sauna
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Peace Barn is a cozy retreat close to art and culture and parks. You’ll love my place because of the outdoor space and the comfy beds. My place is good for families, couples, and furry friends. The Peace Barn sits on 15 acres of private land which can be used for group retreats, film making,...
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    Deep River, Connecticut 06417
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Guilford
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Patio
    • Grill
    • Wi-Fi
    • Balcony
    • Porch
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property is located down a dirt road off of the beaten path. Enjoy an extraordinary country wooded vacation, holiday, getaway or reunion retreat for the two of you, the whole family, or up to 6-8 friends and family. Situated on 40 wooded acres of absolute privacy in the middle of 1100 acres of...
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    Guilford, Connecticut 06437
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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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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    • 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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    East Haddam, Connecticut 06423
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 24
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    Madison
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Air Conditioning
    • Patio
    • Private Garden
    • Internet Access
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 500 sq ft room has a 10 ft window seat on one side and sliders to a very private patio on the other. An enormous sectional couch facing a big, flat-screen with Netflix and DVDs makes it a great room to relax in. Short walk to private beaches and to a downtown full of coffee shops. Great...
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    Madison, Connecticut 06443
    Condo/Apartment - 1 Bathroom, Sleeps 3
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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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    Bloomfield
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BEAUTIFUL 100% NEWLY renovated Victorian Mansion, on 3.5 acre private ESTATE., directly alongside the ELEGANT greens and fairways of the prestigious private TUMBLE BROOK COUNTRY CLUB. LARGE INGROUND SWIMMING POOL. Great GOLF COURSE views from every window. PRIVATE- AWAY FROM THE ROADS- Large,...
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    Bloomfield, Connecticut 06002
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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 15 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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    Cromwell, Connecticut 06457
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lyme
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Grill
    • Air Conditioning
    • Private Garden
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Flat Rock Farm offers visitors a sophisticated home in the pastoral town of Lyme, CT, an easy two hour drive from NYC or Boston. Whether your objective is a family vacation, gathering of friends, or romantic escape, Flat Rock Farm offers visitors the perfect getaway. Set on an historic property,...
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    Lyme, Connecticut 06371
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Middlefield, Connecticut 06455
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Hartford
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • 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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    Hartford, Connecticut 06019
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Manchester
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in 1904 by renowned architect Charles Platt and home to Clifford Cheney, the mansion is now registered as a national historic landmark. Located only 15 minutes from Hartford but feels like a world away. Enjoy the expansive views of the Great Lawn from every South facing window in the home....
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    Manchester, Connecticut 06040
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    North Haven
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Private Garden
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly remodeled home with 4 bedrooms, 1.5 baths, family room, finished basement that can easily accommodate 8 people and is near everything. Just a quick commute to Yale, SCSU, Quinnipiac and University of New Haven, very close to the best restaurants in the greater New Haven area and within...
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    North Haven, Connecticut 06473
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Meriden
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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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    Meriden, Connecticut 06450
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Moodus
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
    • Air Conditioning
    • Parking
    • Grill
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy your Connecticut getaway on a private lake beach during your stay at this 2-bedroom, 1-bathroom vacation rental cottage in Moodus! This cozy cottage is within walking distance to beautiful Moodus Reservoir and comfortably sleeps up to 5 guests. You can spend your days boating, swimming and...
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    Moodus, Connecticut 06469
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Hamden
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Patio
    • Grill
    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Royal Master Suite offers the finest set of amenities similar to those found in any luxury resort. With plenty of room to live, breathe, read, or sleep in comfort, this boudoir is truly a treat. This Colonial Home has a warm, inviting atmosphere with a hostess who is knowledgeable about...
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    Hamden, Connecticut 06514
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Middlefield
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • 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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    Middlefield, Connecticut 06455
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    North Haven
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Balcony
    • Washer
    • Parking
    • Terrace
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our lovely house in North Haven, CT has been recently remodeled. It is centrally located and just minutes from Yale, Quinnipiac, UNH, SCSU and Albertus as well as shopping, the best restaurants, hiking trails in West Haven, Hamden and Wallingford, state parks and many local attractions including...
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    North Haven, Connecticut 06473
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Farmington
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • 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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    Farmington, Connecticut 06032
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amston
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your northeast escape awaits at this peaceful 2-bedroom, 2-bathroom vacation rental home! Ideally located in Amston, this well-appointed abode boasts a spare bedroom, sleeping arrangements for 4, and a relaxing outdoor space featuring a furnished patio and gas grill. With the various waterfront...
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    Amston, Connecticut 06231
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    North Haven
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Patio
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located within walking distance of the North Haven Fair Grounds, our house is the perfect launch pad for your New England Adventure. We are just minutes from Yale, Quinnipiac, UNH, SCSU & Albertus, shopping, great restaurants, hiking trails, state parks and many local attractions including Stony...
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    North Haven, Connecticut 06473
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Mountain Views
    • Internet Access
    • Air Conditioning
    • Balcony
    • Secure Parking
    • Washer
    • Sauna
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One bedroom, furnished, deluxe condo in the core of Portland, Oregon…with fantastic views of the West Hills, PSU, and Downtown Portland. The condo is just East of the Portland State University Campus. Rented on a month by month basis. Convenient to all aspects. Attributes: √ Near the top of the...
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    Portland, Connecticut 97201 2249
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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