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New Milford Vacation Rentals

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    All 24 Rentals in New Milford
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    Don't let other travelers get your favorite New Milford area vacation rental. You're so close to securing your perfect getaway. Book today.
    New Milford
    4 Reviews
    4 BedroomsSleeps 8Quick View
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    New Milford
    5 BedroomsSleeps 10Quick View
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    New Milford
    2 BedroomsSleeps 6Quick View
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    New Milford
    3 BedroomsSleeps 6Quick View
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    • Washer
    • Satellite TV
    • Patio
    • Grill
    • Air Conditioning
    • Parking
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    New Milford, Connecticut 06776
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    New Milford
    3 BedroomsSleeps 6Quick View
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    Amenities & Details
    • Washer
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    New Milford, Connecticut 06776
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    New Milford
    8 BedroomsSleeps 22Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    New Milford, Connecticut 06776
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 22
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    The following rentals are within 15 miles of New Milford.
    Pawling, NY
    10 Reviews
    3 BedroomsSleeps 6Quick View
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    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Parking
    • Porch
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 1, 2017
    We had booked this home for a group of girl friend attending a show at Daryl's House. We all loved the house it was charming and quaint but also very comfortable, spotlessly...
    Reviewed February 20, 2017
    Great house! Cute town within walking distance. The house is so comfortable you may not want to go out! If we go back to Pawling, I'd definitely stay here again. I highly...
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    About this property
    Historic beauty built in 1900 in the heart of the village Town of Pawling only a 90 min metro north train ride from Manhattan and no need for a car you can walk to the house and to most things or take a local taxi if needed for places outside of the village. .. Short walk to Metro North train(2...
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    Location Information
    Pawling, New York 12564
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Woodbury
    3 Reviews
    4 BedroomsSleeps 8Quick View
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    Amenities & Details
    • Wi-Fi
    • Balcony
    • Washer
    • Patio
    • Air Conditioning
    • Grill
    • DVD Player
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 21, 2015
    We came to Woodbury to meet as a family & acknowledge the passing of our father in the town we all grew up in. Douglas was extremely helpful and encouraging in our arranging for...
    Reviewed June 12, 2015
    This property is conveniently located near I84 and the restaurants/shops of Woodbury and Southbury, Conn. It is a beautiful house with a fully equipped kitchen, washer/dryer...
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    About this property
    This four bedroom antique, photograph, and sculpture filled, light-splashed two story home on Connecticut's Antique Trail has spacious indoor and outdoor lounging areas in a beautiful acre private garden setting three minutes from Woodbury's historic town center. Even better its only one minute...
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    Location Information
    Woodbury, Connecticut 06798
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Bethlehem
    5 BedroomsSleeps 16Quick View
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    • Balcony
    • Grill
    • Terrace
    • Housekeeping Included
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Judd Farm House is situated on 33 acres, the house is in farm country. It is surrounded by rolling hills of Litchfield. There are country roads for walking and biking with very little traffic. It is a perfect retreat for a group there are generous size bedrooms tastlefully decorated. There is a...
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    Bethlehem, Connecticut 06795
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 16
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    Wingdale, NY
    4 BedroomsSleeps 11Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Satellite TV
    • Mountain Views
    • Washer
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get away from it all in this vacation home on private lake and nature preserve nestled in the foothills of the Berkshires. Perched on a peninsula on the shores of Lake Weil (viewable via Google map), this stunning 4-bedroom contemporary home offers exclusive use of your own 30-acre lake. Pack a...
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    Location Information
    Wingdale, New York 12594
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    Bethlehem
    1 BedroomSleeps 4Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come in, freshen up and enjoy the complimentary snacks and beverages waiting for you in this spacious vaulted ceiling queen bed guest rental in Bethlehem, Connecticut. Our private top floor guest suite is fully equipped for comfort and easy on the budget. The things that are important to you are...
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    Location Information
    Bethlehem, Connecticut 06751
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Southbury
    1 Review
    2 BedroomsSleeps 6Quick View
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    Amenities & Details
    • Washer
    • Internet Access
    • Secure Parking
    • Mountain Views
    • Balcony
    • Patio
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 7, 2015
    My husband and I, and our doggies, enjoyed the Coach House so much. We became friends with the owner who was very accomodating. He even loaned us his ornaments, so we could...
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    About this property
    Charming, recently renovated, two-story, 1,200 square-foot coach house built in 1795 and set in a tranquil 3-acres of lawns, gardens, orchards and forest at the heart of the historic Village of South Britain founded in 1715 by settlers from the south of England, This vacation home an hour and a...
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    Location Information
    Southbury, Connecticut 06488
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Bethlehem
    6 BedroomsSleeps 12Quick View
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    Amenities & Details
    • DVD Player
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Washer
    • Patio
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This sophisticated and modernized 18th Century rambling farmhouse is set amount towering tress, huge lawns, flower beds, parterre vegetable and herb gardens, 2 ponds, stone walls, pasture and woods. There are five bedrooms, including one huge family suite with a Q bed, twin bed and a crib. All...
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    Bethlehem, Connecticut 06751
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Bethlehem
    5 BedroomsSleeps 10Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This sophisticated and modernized 18th Century rambling farmhouse is set amount towering tress, huge lawns, flower beds, parterre vegetable and herb gardens, 2 ponds, stone walls, pasture and woods. There are five bedrooms, including one huge family suite with a Q bed, twin bed and a crib. All...
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    Location Information
    Bethlehem, Connecticut 06751
    Private Room - 5 Bedrooms, Sleeps 10
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    Holmes, NY
    9 Reviews
    3 BedroomsSleeps 10Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Grill
    • Satellite TV
    • Patio
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 16, 2016
    Review received! Just one more thing to do… We have received your review for Property #141424 Once you confirm it, we can work on getting it live! Read the review below; if...
    Reviewed July 6, 2016
    Great little getaway for the weekend. Really enjoyed the lake, the barbecue, and the canoes. There isn't much else to do, so a long vacation may not be the best idea. I think an...
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    About this property
    Fully furnished gorgeous home directly on beautiful Whaley Lake only 1-1½ hours from New York City. Two levels each with full kitchen and bath. Washer & dryer, wireless internet, plenty of parking. The units can be rented separately or together. Lower level with huge panoramic windows overlooking...
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    Location Information
    Holmes, New York 12531
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Morris
    3 BedroomsSleeps 11Quick View
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    • Waterfront
    • Satellite TV
    • Air Conditioning
    • Patio
    • Grill
    • Wi-Fi
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Direct waterfront house with private sandy beach located on the West shoreline of Bantam Lake. Contemporarty A frame style house with 3 bedrooms - 2.5 baths and cozy loft area. All amenities.
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    Location Information
    Morris, Connecticut 06763
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 11
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    Newtown
    3 BedroomsSleeps 6Quick View
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    • Washer
    • Housekeeping Included
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A historic and charming three bedroom, two bath saltbox farmhouse on the grounds of the beautiful and private McLaughlin Vineyards. The house is conveniently located in Northern Fairfield County, about four miles from I-84 and only 90 minutes from mid-town Manhattan. With a large expansive front...
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    Location Information
    Newtown, Connecticut 06482
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    New Preston
    1 Review
    3 BedroomsSleeps 6Quick View
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    Amenities & Details
    • Grill
    • Satellite TV
    • Washer
    • DVD Player
    • Central Heating
    • Wi-Fi
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 7, 2014
    We arrived all type A with many plans to hike and swim, ended up enjoying the comfort of the house, cooking, hanging out together. Switching from indoor seating for outdoor...
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    About this property
    Near Lake Waramaug $300 per night with a 3-night minimum $1800 per week. June $6,000 per month July $6,000 per month Aug $6,000 per month Memorial Day to Labor Day $14,000. During the winter months-mid-October-mid-March, I seek long term rentals. I only rent by the month during this...
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    Location Information
    New Preston, Connecticut 06777
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Sherman
    2 BedroomsSleeps 5Quick View
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    Amenities & Details
    • Washer
    • Mountain Views
    • Grill
    • Housekeeping Included
    • Waterfront
    • Central Heating
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private secure community with million dollar homes. Perfect weekend retreat. 90 minutes from NYC. This two bedroom cottage has all the necessary amenities. Includes access to two private beaches on Candlewood Lake and Green Pond. Just renovated with new wood floors, new appliances, new...
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    Location Information
    Sherman, Connecticut 06784
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Washington
    4 BedroomsSleeps 8Quick View
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    • Parking
    • Private Yard
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    South Street is a mint condition 4 bedroom home with a heated pool, wonderful flat private quiet yard with a swing set far back from the street. The home is in Washington, the most desirable historic rural town in Litchfield County with wonderful restaurants, land preserves, private schools,...
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    Location Information
    Washington, Connecticut 06793
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Roxbury
    2 BedroomsSleeps 4Quick View
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    Amenities & Details
    • Private Yard
    • Mountain Views
    • Air Conditioning
    • Grill
    • Secure Parking
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The best way to experience Roxbury Connecticut... A completely Private Apartment in Modern contemporary home located on Route 67 in Roxbury Connecticut. 2 Bedrooms, Full Kitchen, Full Bathroom, Living Room, Oversized Deck, Outdoor Grill, and 3+ Acres of Land with Outdoor Seating. Close to...
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    Location Information
    Roxbury, Connecticut 06783
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Warren
    7 BedroomsSleeps 14Quick View
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    • Washer
    • Hot Tub
    • Air Conditioning
    • Waterfront
    • Patio
    • DVD Player
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note that this property can be rented in conjunction with VRBO listing 3921932ha (Evolve #256841) for discounted rates. Please inquire for additional information ** If you’re searching for the perfect place to stay for your next family gathering, “Carriage House” is just the spot for...
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    Location Information
    Warren, Connecticut 06777
    Rental Home - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    New Preston
    3 BedroomsSleeps 8Quick View
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    • Satellite TV
    • Central Heating
    • Internet Access
    • Waterfront
    • Porch
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Visit the beautiful shores of Lake Waramaug in this charming 3-bedroom, 2-bathroom New Preston vacation rental cottage that comfortably sleeps 6 with room for up to 8. Relax and recharge on the brand new stone patio and spend your days by the water on the private lakefront area and dock. With 1,300...
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    Location Information
    New Preston, Connecticut 06777
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Southbury
    3 BedroomsSleeps 8Quick View
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    • Housekeeping Included
    • Patio
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is in a historic village with 22 others clustered around the Congregational Church across the street from the house. Built in 1795 it has four large corner rooms on both floors On the first floor there's a central entry hall, with dining and library to either side, straight ahead are...
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    Location Information
    Southbury, Connecticut 06488
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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