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 and House Rentals in Old Saybrook, 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.
mm/dd/yyyy mm/dd/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
    $283 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Don't let other travelers get your favorite Old Saybrook area vacation rental. You're so close to securing your perfect getaway. Book today.
    Applied filters:
    Nearby
    Clear All
    1 / 16
    Old Saybrook
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    1 / 23
    Old Saybrook
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    1 / 20
    Old Saybrook
    5 Bedrooms, 1 Bathroom, Sleeps 12 | Quick View
    Show Prices
    1 / 22
    Old Saybrook
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Air Conditioning
    • Internet Access
    • Patio
    • Parking
    • Satellite TV
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    Old Saybrook, Connecticut 06475
    1 / 24
    Old Saybrook
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Satellite TV
    • Internet Access
    • Grill
    • Air Conditioning
    • Patio
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    Old Saybrook, Connecticut 06475
    1 / 14
    Old Saybrook
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Patio
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    Old Saybrook, Connecticut 06475
    1 / 18
    Old Saybrook
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Washer
    • Balcony
    • Patio
    • Parking
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    Old Saybrook, Connecticut 06475
    1 / 18
    Old Saybrook
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Parking
    • DVD Player
    • Satellite TV
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    Old Saybrook, Connecticut 06475
    1 / 6
    Old Saybrook
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    Location Information
    Old Saybrook, Connecticut 06475
    1 / 21
    4.5 of 5 bubbles (6) Very good
    Old Saybrook
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Porch
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This adorable cottage sits on the marsh and is a block and a half from the beach. Indian Town (the neighborhood) has 3 private beaches for residents. There is also a small marina. It is a great place to watch fireworks on the 4th of July! <BR><BR>3 bedrooms: Master with queen bed, kids room... View all property information
    Location Information
    Old Saybrook, Connecticut 06475
    5 of 5 bubbles Reviewed August 18, 2016
    the cottage is very neat and clean with everything you need.coorage is in walking distance to the beaches. We all had a great time!
    5 of 5 bubbles Reviewed August 17, 2016
    This pretty cottage is perfect for a couple or family with small chilfren. It was beautifully appoiinted. The backyard large enough for hanging out and the front porch fielded a...
    See all reviews
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    1 / 8
    Old Saybrook
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A 2 Room, Small Cottage overlooking the Cornfield Point Private Beach on the Long Island Sound. INCLUDES: A fully stocked kitchen with microwave, coffeemaker, and toaster. A dinette table for four, A full-size custom futon sleeper sofa, a one half bath, with attached outdoor private hot and cold... View all property information
    Location Information
    Old Saybrook, Connecticut 06475
    1 / 59
    5 of 5 bubbles (1) Excellent
    Old Saybrook
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Waterfront
    • Satellite TV
    • Parking
    • Wi-Fi
    • Washer
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Cornfield Point Waterfront Beach House is located in a quiet shoreline neighborhood setting. Kids can ride their bikes. Lovely large yard with great water-view for relaxing, picnics and outdoor family activities. Feel like at home with fully equipped kitchen and most amenities that you need.... View all property information
    Location Information
    Old Saybrook, Connecticut 06475
    5 of 5 bubbles Reviewed September 15, 2015
    The house was excellent, well-maintained. We had four adults and two young children. It had a private beach, rocky but access to a very sandy beach with beach passes only a 10th...
    See all reviews
    1 / 35
    5 of 5 bubbles (1) Excellent
    Old Saybrook
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    other traveler 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 / 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 / 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 / 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
    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

    The following rentals are within 5 miles of Old Saybrook, Connecticut.

    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 Yard
    • Private Yard
    • 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 / 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
    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 Yard
    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
    Get the List
    1 / 7
    Old Lyme
    3 Bedrooms, 7 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Ocean Views
    • Satellite TV
    • Patio
    • Washer
    • Hot Tub
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This house is a great family vacation spot. It has fabulous views of the mouth of the CT River and Long Island Sound including the two lighthouses. You can swim and fish off the dock. WE leave canoes and kayaks for you to use. you can paddle easily to a great beach that is part of a nature preserve... View all property information
    Location Information
    Old Lyme, Connecticut 06371
    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 Yard
    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 / 18
    Old Lyme
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Porch
    • Central Heating
    • Grill
    • DVD Player
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    OLD LYME SHORES, BEACH ASSOCIATION. Adorable, fully furnished 3 bedroom, 1 ba. plus Hot/Cold outdoor shower house. Cottage sleeps 6-8. Minutes to private, sandy beach. Home offers large, enclosed front porch, complete with it's summer time wicker funiture. Cable TV,DVD and CD player. Bedrooms... View all property information
    Location Information
    Old Lyme, Connecticut 06371
    1 / 27
    Old Lyme
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Washer
    • DVD Player
    • Internet Access
    • Satellite TV
    • Parking
    • Porch
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Looking to rent a vacation beach house on the Connecticut shoreline? Here it is! Beautiful, private beach community. Short walk to a well kept beach. This cottage offers plenty of sleeping room with 4 bedrooms, screened porch, private back deck with new gas grill and fire pit in yard. Completely... View all property information
    Location Information
    Old Lyme, Connecticut 06371