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 Old Saybrook, 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}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    €0
    €217 Average
    €1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Don't let other travellers get your favourite Old Saybrook area holiday rental. You're so close to securing your perfect getaway. Book today.
    Applied filters:
    Nearby
    Clear All
    1 / 21
    4.5 of 5 bubbles (6) Very good
    Old Saybrook
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 8
    Old Saybrook
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    1 / 59
    5 of 5 bubbles (1) Excellent
    Old Saybrook
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    1 / 5
    Old Saybrook
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our home is located in a quiet, friendly beach neighborhood. In summer you have access to 2 private beaches on the LI Sound. Both are within blocks of the house and can be walked in about 5 minutes or driven in about 2 minutes. There is a marina, children's playground, gazebo and more. In the... View all property information
    Location Information
    Old Saybrook, Connecticut 06475
    1 / 35
    5 of 5 bubbles (1) Excellent
    Old Saybrook
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Porch
    • Grill
    • Satellite TV
    • Wi-Fi
    • Parking
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Please contact us for Mid-week special Rates !!! Relax and enjoy the sea breezes at our home located in a quiet shoreline neighborhood setting with easy access to beaches, boating, restaurants, and shopping. Luxury and comfort combine for the perfect getaway. Enjoy a day in the sand at our... View all property information
    Location Information
    Old Saybrook, Connecticut 06475
    1 / 21
    Old Saybrook
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • DVD Player
    • Washer
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A 3 bedroom, 1 1/2 bath home overlooking the Cornfield Point Private Beach on the Long Island Sound. FIRST FLOOR: A fully stocked kitchen with microwave and coffee maker. A dining area and formal dining room. A one half bath. A bedroom with two twin beds. Laundry Room also available. There is a... View all property information
    Location Information
    Old Saybrook, Connecticut 06475
    1 / 19
    Old Saybrook
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Air Conditioning
    • Parking
    • Satellite TV
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    A newly renovated home at the end of a cul de sac which offers privacy in a quiet neighborhood. It is a lovely open concept house that has a large deck and patio with water views. There is a very large side yard perfect for family volleyball and baseball games. The kitchen is fully equipped. There... View all property information
    Location Information
    Old Saybrook, Connecticut 06475
    1 / 5
    Old Saybrook
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Direct Ocean Front-walk down the stairs and you are on the beach!! Three (3) Bedrooms (1 Queen, 1 Full, 1 Twin) plus loft with twin bed and pull out sofa. Enclose porch facing ocean for eat-in dining. Spacious living room, full kitchen. Outdoor shower with heated water. Kayaks provided. Gas grill.... View all property information
    Location Information
    Old Saybrook, Connecticut 06475

    The following rentals are within 15 kilometers of Old Saybrook, Connecticut.

    1 / 25
    Niantic
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Private Garden
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beach House Spacious 3 story Connecticut beach house. Sleeps 11. Washer-dryer, jacuzzi in master, premium furnishings and linens. Discounted Winter rates. Summer rentals are Saturday to Saturday. If you are interested in our customized tours to Cuba, see below. Havana apartment also for rent.... View all property information
    Location Information
    Niantic, Mystic Country 06357
    1 / 73
    5 of 5 bubbles (8) Excellent
    Chester
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Balcony
    • Wi-Fi
    • Grill
    • Air Conditioning
    • DVD Player
    • Outdoor Dining Area
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Connecticut Retreat was built by a pair of New Yorkers who wanted a 'spiritual and artist retreat' convenient to NYC but far from the fast-paced lifestyle of the City. The Retreat is situated on 10 wooded acres surrounded by 1000 acres of forest. Take a short walk through the woods to the... View all property information
    Location Information
    Chester, Connecticut 06412
    5 of 5 bubbles Reviewed 24 September 2014
    The hosts were very easy going and combined with a clean, comfortable house in a lovely scenic location it made for a most enjoyable stay.
    5 of 5 bubbles Reviewed 12 July 2014
    We were in a bit of a lurch on a family getaway and needed a house due to our children (ages 3, 4 & 16) and not partial to hotels for the length of time we were there (10 nights...
    See all reviews
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 8
    East Lyme
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Satellite TV
    • Terrace
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    East Lyme, Connecticut 06333
    1 / 12
    Old Lyme
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Parking
    • Ocean Views
    • Satellite TV
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    I challenge you to find a cottage that provides more than our Pail and Shovel Inn at Old Colony Beach in Old Lyme, Connecticut! Known as - pail and shovel inn - all in one word online, we offer the following: Beds in 3 bedfrooms - King-size Bed (1) - Trundle (two twins) (2) - Twin/Single Bed... View all property information
    Location Information
    Old Lyme, Connecticut 06371
    1 / 7
    Old Lyme
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Washer
    • Ocean Views
    • Central Heating
    • Grill
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Amazing remodel of this beachside, 4BR, 2Bath colonial. Two private beaches to choose from in this gated community. Dogs are welcome and a fenced area is provided! Plenty of room for 4 to 5 cars off street. The association includes access to basketball court, tennis courts, baseball diamond,... View all property information
    Location Information
    Old Lyme, Connecticut 06371
    1 / 10
    Westbrook
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Patio
    • Housekeeping...
    • DVD Player
    • Shared Garden
    • Private Garden
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Rates Are Based on A 7 Night Minimum Stay for 2 Guests<BR> Located in the Quaint, Historic, Shoreline Town of Westbrook, CT Lies this Unique 2 Bedroom Cottage! Escape from It All ~ Walk to the Beach or Stroll Down to the Dock on the Property's Riverfront. The Cottage is 1/2 mile from Town Center... View all property information
    Location Information
    Westbrook, Connecticut 06498
    1 / 9
    Niantic
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • Parking
    • Satellite TV
    • DVD Player
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Just 2 blocks from beaches and kayaking on Long Island Sound, this charming, open lay-out renovated cottage with large fenced in yard at Black Point, Niantic (East Lyme) is available for the entire summer - or portion of. Near CT attractions; Mystic Seaport, Rhode Island Beaches. Walk to quiet... View all property information
    Location Information
    Niantic, Mystic Country 06357
    1 / 9
    Westbrook
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Perfect Getaway! Walk to the Beach or Relax on the Patio overlooking the Properties Dock by the River! Close to Area Attractions such as Goodspeed Opera House, Gillette's Castle, Towns of Mystic, Essex and New Haven Near Vineyards, Mohegan Sun & Foxwoods Casinos, Antiquing, Parks, Museums, Art... View all property information
    Location Information
    Westbrook, Connecticut 06498
    1 / 26
    Deep River
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Patio
    • Housekeeping...
    • Satellite TV
    • Washer
    • Sauna
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    Deep River, Connecticut 06417