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.

Vacation Rentals in Westport, CT and nearby

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}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Change Dates
    Price
    per night
    |||
    |||
    $0
    $453 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Don't let other travellers get your favourite Westport area vacation rental. You're so close to securing your perfect getaway. Book today.
    Applied filters:
    Nearby
    Clear All
    Westport
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Westport
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Westport
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Westport
    3 Bedrooms, 9 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Terrace
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Ocean Views
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This direct waterfront getaway boasts an open floor plan with spectacular full water views throughout. Experience glorious energizing sunrises and exquisite sunsets to begin and end your magical days in this tranquil setting. Custom modern European inspired gourmet kitchen with top of the line... View all property information
    Location Information
    Westport, Connecticut 06880
    Westport
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Terrace
    • Patio
    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Located directly on Long Island Sound in the residential section of Saugatuck Shores, this recently renovated, 3 bedroom, 2 bathroom house offers unobstructed panoramic views of the water from the first floor front porch and the second floor deck. It has new stainless kitchen appliances, new oak... View all property information
    Location Information
    Westport, Connecticut 06880
    Westport
    3 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Private Garden
    • Air Conditioning
    • Satellite TV
    • Washer
    • Grill
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Its a great house on half an acre. Starting at 199 Per night. Walk to everything. Yes really one minute to stores restaurants markets and lots of stores etc. Shuttle stops at our door to take you to the trains. Buses are two house away. 24/7 open stores at one minute walk too.... View all property information
    Location Information
    Westport, Connecticut 06880

    The following rentals are within 15 kilometres of Westport, Connecticut.

    Rowayton
    2 Bedrooms, 9 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Patio
    • Grill
    • Satellite TV
    • Waterfront
    • Balcony
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    We live in a private association called Bell Island. We are surrounded by incredible views of Long Island Sound and Farm Creek Preserve and our beaches are reserved for use by residents and their guests only. Our home is on a tidal estuary called Farm Creek. The creek is fed by the Long Island... View all property information
    Location Information
    Rowayton, Norwalk 06853
    Weston
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    • Patio
    • Air Conditioning
    • Internet Access
    • Balcony
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Master Bedroom with four additional bedrooms -- two are double height with lofts. The home features 18' soaring ceilings, an incredible wrap around deck overlooking lawns and gardens. Large Italian eat-in kitchen/family room. Office for 4. Home theater. Whole-house B&O system. Badminton, ping pong,... View all property information
    Location Information
    Weston, Connecticut 06883
    1 / 21
    4.5 of 5 stars (2) Very good
    Stamford
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Patio
    • Washer
    • Satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Completely updated apartment in lovely rural setting but close to everything. Get away without going very far. Take a break from sterile hotel rooms while on business. Private entrance, 2 bedroom, 1.5 bath, fully equipped kitchen, dining room, living room, french doors to patio, balcony off... View all property information
    Location Information
    Stamford, Connecticut 06903
    4 of 5 stars Reviewed 21 August 2015
    The apartment was in a lovely setting, attached to the family house, but totally private. Liz the landlord was very friendly, helpful and knowledgeable of the area. The...
    See all reviews
    1 / 16
    Weston
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Waterfront
    • Satellite TV
    • Air Conditioning
    • Porch
    • Washer
    • Patio
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Escape to bucolic Saugatuck River views in a romantic renovated historical home; 6 minutes to Westport Center and less than 10 minutes to the train station. Enjoy beautiful views of the river from almost every room. A unique gem, lovingly filled with tranquil places to relax, read, eat and... View all property information
    Location Information
    Weston, Connecticut
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Stamford
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Internet Access
    • Secure Parking
    • Grill
    • Private Garden
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    From April, 25 to October, 25 you are being invited to spend the time on a 2 bedroom 29' boat at one of the best marinas in Stamford. All facilities including full kitchen, bathroom, shower (2), indoor/outdoor dining area+grill, TV, WiFi, sun deck. Right next to restaurants!! Boat tours are... View all property information
    Location Information
    Stamford, Connecticut 06902
    1 / 14
    5 of 5 stars (1) Excellent
    Bridgeport
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Patio
    • Waterfront
    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Balcony
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Enjoy spectacular sunrises and sailing regattas while sipping coffee from the back decks of this charming townhome. Black Rock is a historical peninsula within walking distance to trendy restaurants, tranquil beaches, and Metro North train station with just over an hour ride to New Yok City. Ride... View all property information
    Location Information
    Bridgeport, Connecticut 06605
    5 of 5 stars Reviewed 24 July 2014
    This property is located in a quiet residential location, directly behind one of many small yacht clubs in this area. We found it spacious enough for our family of 2 adults and 2...
    See all reviews
    Stamford
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Want to see the Statue of Liberty and the Aircraft Carrier Intrepid Museum from the water, to cross the Hell Gate (a narrow tidal strait in the East River in New York City) or just spend the day in the sun and have a romantic dinner on the water? Select from various options available!... View all property information
    Location Information
    Stamford, Connecticut 06902
    Stamford
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool...
    • Washer
    • Satellite TV
    • Shared Garden
    • Internet Access
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    At this premier luxury 5 story community with a suburban feel, there is an assortment of urban amenities like award-winning landscaped grounds, a resort-style heated swimming pool and a 24 hour fitness center for residents to enjoy. The beautiful apartment homes at Stamford Corners offer residents... View all property information
    Location Information
    Stamford, Connecticut
    Fairfield
    6 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    PLEASE NOTE - WE ONLY RENT BY THE MONTH! THAT IS THE MINIMUM STAY. Our family beach house is available for rent for both months this coming August in 2016. Right on the sand, our beach house faces the Long Island Sound. The house has 6 bedrooms and an airy open plan lower floor, perfect for... View all property information
    Location Information
    Fairfield, Connecticut 06824
    Stamford
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Parking
    • Satellite TV
    • Private Garden
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Magnificent, fully furnished the ground floor apartment (1700 sq. feet) in one of the best areas of Stamford. Bedroom with 1 queen bed and sliders to private patio; spacious family room with fireplace, apple TV and sofa-bed suitable for 2; office with internet and work place; fully equipped... View all property information
    Location Information
    Stamford, Connecticut 06902
    Stamford
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other traveller has booked this property
    Enquire for rates
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Grill
    • Air Conditioning
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This exquisite property located in the heart of downtown Stamford offers luxurious apartments. Residents will enjoy great amenities such as a furnished sky terrace with outdoor grills & fire pits, a lounge & screening room and a 24 hr fitness center. The fabulous apartments at The Blvd offer... View all property information
    Location Information
    Stamford, Connecticut
    Stamford
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other traveller has booked this property
    Enquire for rates
    Amenities & Details
    • Internet Access
    • Grill
    • Satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This exquisite property located in the heart of downtown Stamford offers luxurious apartments. Residents will enjoy great amenities such as a furnished sky terrace with outdoor grills & fire pits, a lounge & screening room and a 24 hour fitness center. The fabulous apartments at The Blvd offer... View all property information
    Location Information
    Stamford, Connecticut