We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals and Homes in Windham, CT

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
    25 Holiday Rentals in Windham
    loading...
    Sort by

    The following rentals are within 40 kilometers of Windham, Mystic Country, Connecticut.

    From
    €139
    / Night
    Payment Protection
    View Details
    1 / 16
    5 of 5 stars (3) Excellent
    East Hampton, CT
    15 Bedrooms, 7 Bathrooms, Sleeps 39 | Quick View
    Overview Reviews (3)
    From
    €274
    / Night
    Payment Protection
    View Details
    1 / 39
    4 of 5 stars (1) Very good
    Brooklyn
    6 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
    Overview Reviews (1)
    From
    €260
    / Night
    Payment Protection
    View Details
    1 / 15
    5 of 5 stars (1) Excellent
    Waterford, CT
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Overview Reviews (1)
    From
    €88
    / Night
    Payment Protection
    View Details
    1 / 14
    5 of 5 stars (1) Excellent
    New London, CT
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Overview Reviews (1)
    From
    €200
    / Night
    Payment Protection
    View Details
    1 / 13
    4.5 of 5 stars (2) Very good
    Overview Reviews (2)
    From
    €93
    / Night
    Payment Protection
    View Details
    1 / 9
    3.5 of 5 stars (3) Average
    Jewett City
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Overview Reviews (3)
    Amenities & Details
    • Grill
    • Sauna
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Our waterfront cottage is near many New England attractions including Mystic, CT, Watch Hill, RI, and minutes from Foxwoods Casino and Mohegan Sun Casino. The large property features 500 feet of waterfront, a large Finnish wood-burning sauna, rowboats, dock, campfire pit, a large field,... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 30 August 2014
    An amazing location with very friendly people. It has a beautiful pond that the whole family can enjoy. The sauna is to die for. It has row boats, volley ball net and a fire bong...
    2 of 5 stars Reviewed 4 August 2014
    Did not know that there were multiple cabins. The beach and dock was shared by all. The cabins were very small especially the bathroom. Bathroom only had sink and toilet, shower...
    See all reviews
    From
    €186
    / Night
    Payment Protection
    View Details
    1 / 10
    Pomfret
    3 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Overview
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    The Little House is a fully furnished and equipped early American farmhouse (pre-1800) located on the Abington side of Pomfret, in a secluded storybook location on 145 acres of preserved land, adjacent to the Airline Trail, and close to the Wolf Den State Forest, Mashamoquet State Park, and the New... View all property information
    Make Enquiry
    From
    €232
    / Night
    Payment Protection
    View Details
    1 / 6
    Lebanon
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Grill
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Across the street from stunning Lake Williams a one bedroom, fully furnished, clean and neat walk up apartment. Lake views with full use of 3 beaches: boating (motor & sail), swimming, fishing, kayaking, canoeing, paddle boarding, etc. Real country feel with proximity to walking trails -Rails to... View all property information
    Make Enquiry
    From
    €279
    / Night
    Payment Protection
    View Details
    1 / 6
    New London, CT
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Accommodations: 4-6 bedroom house with 3 new full bathrooms (sleeps 4-14)all with room air conditioners and remote controlled color TV's. Charming well-landscaped colonial house within walking distance to the beach. New kitchen, 3 bathrooms with newly tiled floor, wood cabinets and tub/shower.... View all property information
    Make Enquiry
    From
    €789
    / Week
    Payment Protection
    View Details
    1 / 5
    East Lyme, CT
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The Cozy Nest Cottages are a small group of vintage cottages located across the street from the Niantic River in East Lyme, Connecticut. The cottages are secluded, on a dead end street, and border the Oswegatchie Hills, one of the last stretches of pristine woods on the Connecticut coastline. There... View all property information
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    €181
    / Night
    Payment Protection
    View Details
    1 / 20
    Lebanon
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Lovely cottage nestled on quiet lot near one of the most gorgeous beaches you've ever seen - Lollipop Island. The water is crystal clear and great for kayaking, canoeing, sailing, swimming, fishing and just enjoying the sun and sunsets. The cottage has a beach cart, two kayaks and two bicycles... View all property information
    Make Enquiry
    From
    €107
    / Night
    Payment Protection
    View Details
    1 / 2
    East Haddam, CT
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    Overview
    Amenities & Details
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Duplex house in a country setting, beautiful views, hill for sliding down in the winter. House does not have any carpets. Freshly painted, all new kitchen appliances, cabinets, kit. floor, new deck View all property information
    Make Enquiry
    From
    €266
    / Night
    Payment Protection
    View Details
    1 / 14
    Groton Long Point, CT
    3 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
    Overview
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Charming sunny cottage steps from the beach. Water views in several directions. Three bedrooms, one bath, plus wonderful private hot water outside shower. View all property information
    Make Enquiry
    From
    €697
    / Night
    Payment Protection
    View Details
    1 / 7
    Preston
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Fishing...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Dalice Elizabeth Winery is located on historic Lake Amos in Preston CT. Enjoy picturesque rolling hills as well as a large private pond and over 300 feet of waterfront on Amos Lake, perfect for ice skating, ice fishing, or cross country skiing. Upon entering the estate, one will feel as if they... View all property information
    Make Enquiry
    From
    €204
    / Night
    Payment Protection
    View Details
    1 / 8
    New London, CT
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Lovely, quiet 3 bedroom (sleeps 6) 1930’s home in family neighborhood; wood floors, working fireplace, washer/dryer on first floor, with lots of original detail throughout. Our house is a side-by-side two family. We live in one side and rent out the other nightly (3 night minimum) and weekly... View all property information
    Make Enquiry
    From
    €232
    / Night
    Payment Protection
    View Details
    1 / 18
    Groton Long Point, CT
    5 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
    Overview
    Amenities & Details
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Ocean Views
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Cozy and inviting beach cottage. Thirty-second walk to private-beach. Ten-minute drive to historic downtown Mystic, fine dining and other amenities. Local seafood in nearby Noank and historic Carson's Restaurant. Fifteen-minute drive to historic Mystic Seaport and quaint Seaport shopping village.... View all property information
    Make Enquiry
    From
    €116
    / Night
    Payment Protection
    View Details
    1 / 12
    Jewett City
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Overview
    Amenities & Details
    • Fireplace
    • Grill
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Our waterfront property is near many New England attractions including Mystic, CT, Watch Hill, RI, and minutes from Foxwoods Casino and Mohegan Sun Casino. The large property features 8 cottages, 500 feet of waterfront, a large Finnish wood-burning sauna, rowboats, dock, campfire pit, a large... View all property information
    Make Enquiry
    From
    €279
    / Night
    Payment Protection
    View Details
    1 / 7
    New London, CT
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    Overview
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    You won't find a prettier backyard...you can even get married here! 4 BedroomS, 3 Full baths, Living Room, Dining Room, Huge Kitchen and Fireplaced Den make this house a perfect getaway for any group of family or friends. We love our neightborhood! It's quiet, friendly neighbors and best of all... View all property information
    Make Enquiry
    From
    €464
    / Week
    Payment Protection
    View Details
    1 / 8
    East Lyme, CT
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The Cozy Nest Cottages are a small group of vintage cottages located across the street from the Niantic River in East Lyme, Connecticut. The cottages are secluded, on a dead end street, and border the Oswegatchie Hills, one of the last stretches of pristine woods on the Connecticut coastline. There... View all property information
    Make Enquiry
    From
    €738
    / Night
    View Details
    1 / 21
    4.5 of 5 stars (3) Very good
    East Haddam, CT
    7 Bedrooms, 4 Bathrooms, Sleeps 21 | Quick View
    Overview Reviews (3)
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    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. 2015! Just 1 3/4 hours from New York or Newport RI or 2 hrs. from Boston! Canoe, kayak,... View all property information
    Make Enquiry
    Get the List
    From
    €279
    / Night
    View Details
    1 / 15
    Haddam, CT
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Secluded behind a stand of tall pines, the Laurel Cottage has been restored and expanded to include a full kitchen, bathroom with double pedestal bathtub and a large subway tiled shower. A cozy double brass bed in the Great Room and a luxurious pull out queen size bed on the all season porch... View all property information
    Make Enquiry
    From
    €302
    / Night
    View Details
    1 / 21
    New London, CT
    6 Bedrooms, 3 Bathrooms, Sleeps 15 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Sunny & Charming 6 bedroom 1910 colonial is 4 houses away from Private Beach with new kitchen, 2.5 baths (1 is newly redone), hardwood floors, stone fireplace, 1st floor washer and dryer, oil heat, new windows, and private beach rights on Long Island Sound. The house is four doors from the beach... View all property information
    Make Enquiry
    From
    €348
    / Week
    Payment Protection
    View Details
    1 / 4
    East Lyme, CT
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The Cozy Nest Cottages are a small group of vintage cottages located across the street from the Niantic River in East Lyme, Connecticut. The cottages are secluded, on a dead end street, and border the Oswegatchie Hills, one of the last stretches of pristine woods on the Connecticut coastline. There... View all property information
    Make Enquiry
    From
    €464
    / Week
    Payment Protection
    View Details
    1 / 5
    East Lyme, CT
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The Cozy Nest Cottages are a small group of vintage cottages located across the street from the Niantic River in East Lyme, Connecticut. The cottages are secluded, on a dead end street, and border the Oswegatchie Hills, one of the last stretches of pristine woods on the Connecticut coastline. There... View all property information
    Make Enquiry
    From
    €418
    / Night
    Payment Protection
    View Details
    1 / 10
    New London, CT
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Ocean Views
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    About this property
    RARE FIND...Awesome Contemporary House with Private Beach with the BEST VIEWS IN THE AREA!!! Seperate Apartment in lower level that exits onto your Private Beach. Loads of great space. Master Suite with King Bed and Private Bath. Great modern kitchen that overlooks the beach. Fireplace in... View all property information
    Make Enquiry