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Old Saybrook Center Rentals

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Results: 48 Rentals

  • Cape Overlooking South Cove of Old Saybrook
    From $385 per night (USD)

    VRBO

    Cape Overlooking South Cove of Old Saybrook

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Wonderful home just a quick walk from the historic town of Old Saybrook and 2 miles from the Town Beach. Spectacular vi ...

    From $385 per night (USD)

    VRBO

    Details
  • Convenience and Privacy in Exclusive North Cove!  Close to beaches and downtown!
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    Expedia

    Convenience and Privacy in Exclusive North Cove! Close to beaches and downtown!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Very private 3 bedroom, 1.5 bath home in the exclusive community of North Cove. Minutes from Route 9 and I95. Bright op ...

    Click For Pricing

    Expedia

    Details
  • Downtown, Main Street, Center of it All Location
    From $250 per night (USD)

    VRBO

    Downtown, Main Street, Center of it All Location

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Second Floor apartment in a historic building. Tastefully furnished and updated with a brand new kitchen, open floor pl ...

    From $250 per night (USD)

    VRBO

    Details
  • Saybrook Point Cottage  - Charming and Private
    From $189 per night (USD)

    VRBO

    Saybrook Point Cottage - Charming and Private

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Charming, one bedroom cottage is located on historic Saybrook Point where the Connecticut River meets Long Island Sound. ...

    From $189 per night (USD)

    VRBO

    Details
  • Luxury Cottage near Saybrook Point Marina- Dog Friendly!
    From $288 per night (USD)

    VRBO

    Luxury Cottage near Saybrook Point Marina- Dog Friendly!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Nestled between the Long Island Sound and the Connecticut River, Cove Street Cottage is your luxury getaway. You won’t h ...

    From $288 per night (USD)

    VRBO

    Details
  • Downtown Old Saybrook Oasis
    From $450 per night (USD)

    Expedia

    Downtown Old Saybrook Oasis

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to your dream home in the heart of charming downtown Old Saybrook. This metculously designed 4-bedroom, 2 bath ...

    From $450 per night (USD)

    Expedia

    Details
  • Convenient and cute in Downtown Old Saybrook
    From $125 per night (USD)

    VRBO

    Convenient and cute in Downtown Old Saybrook

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to Old Saybrook! Our apartment sits over our garage and is attached to our primary residence. It is conveniently ...

    From $125 per night (USD)

    VRBO

    Details
  • Newly Renovated Private Quiet Cape 1\/2 mile from the beach
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    Expedia

    Newly Renovated Private Quiet Cape 1\/2 mile from the beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Located on a private drive surrounded by pastures overlooking the Oyster River. Peaceful and Quiet. Close to beaches, pa ...

    Click For Pricing

    Expedia

    Details
  • Luxury & Premier Location-THE CASHMERE COTTAGE! Near the Kate \/ Saybrook Point!\n
    From $320 per night (USD)

    VRBO

    Luxury & Premier Location-THE CASHMERE COTTAGE! Near the Kate \/ Saybrook Point!\n

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Indulge in the charm of the Cashmere Cottage, a delightful 2-bedroom, 2-bathroom home exuding style, comfort, and cozy e ...

    From $320 per night (USD)

    VRBO

    Details
  • Fenwood Coastal Getaway Private Beach Access
    From $384 per night (USD)

    Expedia

    Fenwood Coastal Getaway Private Beach Access

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to your perfect beach getaway! This charming beach house offers everything you need for a relaxing and comfortab ...

    From $384 per night (USD)

    Expedia

    Details
  • Beach community with private beaches
    From $350 per night (USD)

    VRBO

    Beach community with private beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Spacious Beach house within a 5 minute walk to private association beaches. Plenty of space on the sand even in peak sea ...

    From $350 per night (USD)

    VRBO

    Details
  • adorable ranch in beach community
    From $350 per night (USD)

    Expedia

    adorable ranch in beach community

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    beautiful beautiful private beach-knollwood beach old saybrook, so much to do in the area three bedroom, one bathroom ad ...

    From $350 per night (USD)

    Expedia

    Details
  • Saybrook Manor House, Walk to Cove Beach!
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    VRBO

    Saybrook Manor House, Walk to Cove Beach!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Relax and enjoy the Connecticut sea breeze at this Saybrook Manor home where luxury and comfort combine for the perfect ...

    Click For Pricing

    VRBO

    Details
  • Lovely easy to maintain cottage on Long Island Sound
    From $850 per night (USD)

    Expedia

    Lovely easy to maintain cottage on Long Island Sound

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

    This cottage has been in the same family since 1958. Updated several times over the years it sleeps 12 and has breath ta ...

    From $850 per night (USD)

    Expedia

    Details
  • ⚓️Perfect Summer Oasis with nautical touches….. 59 steps to private beach ⛱
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    VRBO

    ⚓️Perfect Summer Oasis with nautical touches….. 59 steps to private beach ⛱

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    5

    Spacious 4 bedroom, 2-story cottage with large yard, steps to private beach and basketball court in sought after Saybroo ...

    Click For Pricing

    VRBO

    Details
  • 54 Steps to the Beach
    From $421 per night (USD)

    VRBO

    54 Steps to the Beach

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Beautiful, newly renovated spacious beach house 3 bedroom 2 Full baths. **Bed sheets,blanket, and comforters are NOT p ...

    From $421 per night (USD)

    VRBO

    Details
  • Great family home, big back yard with grill and fire pit.
    From $350 per night (USD)

    VRBO

    Great family home, big back yard with grill and fire pit.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    One floor, 1100 square feet on a 1/2 acre on a quiet residential street. Convenient to the beach, great walks, close t ...

    From $350 per night (USD)

    VRBO

    Details
  • Wonderful location, walk to beach, private yard, credit cards
    From $356 per night (USD)

    Expedia

    Wonderful location, walk to beach, private yard, credit cards

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The Cottage was chosen as one of the top ten unique places to stay in Ct. 'Awesome Cottage! Great Owner! Absolutely love ...

    From $356 per night (USD)

    Expedia

    Details
  • Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
    From $270 per night (USD)

    VRBO

    Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Updated furnishings, and freshly painted. Full bath with easy to clean flooring and full size washer and dryer. Inviting ...

    From $270 per night (USD)

    VRBO

    Details
  • Walk to Private Beach - Saybrook Manor Vacation Rentals
    From $238 per night (USD)

    VRBO

    Walk to Private Beach - Saybrook Manor Vacation Rentals

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Relax and enjoy the sea breezes at our home located in a quiet shoreline neighborhood setting with easy access to beache ...

    From $238 per night (USD)

    VRBO

    Details
  • Stunning Seascape Home For A Dream Family Holiday
    From $2500 per night (USD)

    VRBO

    Stunning Seascape Home For A Dream Family Holiday

    Bedrooms:
    6
    Bathrooms:
    9
    Sleeps:
    16

    The home sits right on the Long Island Sound, with stunning views of the water. Nine bedrooms, new kitchen (with two ref ...

    From $2500 per night (USD)

    VRBO

    Details
  • 3 BR, 3.5 BA luxury Home sleeps 7 GreatViews, Wildlife. Academic Rental Possible
    From $477 per night (USD)

    VRBO

    3 BR, 3.5 BA luxury Home sleeps 7 GreatViews, Wildlife. Academic Rental Possible

    Bedrooms:
    5
    Bathrooms:
    3
    Sleeps:
    7

    Waterfront, one level, 3 bed, 3.5 marble/tile baths, 2700 sq ft beautifully appointed, completely renovated, luxury wat ...

    From $477 per night (USD)

    VRBO

    Details
  • ⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕
    From $447 per night (USD)

    VRBO

    ⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    14

    Built in 1795 by Captain Nathaniel Clarke (a descendant of Capt. Thomas Clarke. The Nathaniel Clarke Homestead is stee ...

    From $447 per night (USD)

    VRBO

    Details
  • All Year Beach Home
    From $135 per night (USD)

    VRBO

    All Year Beach Home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This cozy Knollwood Beach home has 3 bedroom, plus a LR trundle bed that sleeps 2 in the family room , 2 full baths - is ...

    From $135 per night (USD)

    VRBO

    Details
  • 5 Bedroom Cottage Steps From The Beach @ Great Hammock Beach - JULY RENTAL ONLY
    From $350 per night (USD)

    VRBO

    5 Bedroom Cottage Steps From The Beach @ Great Hammock Beach - JULY RENTAL ONLY

    Bedrooms:
    1
    Bathrooms:
    5
    Sleeps:
    12

    We are booked for the 2022 season! Check back with us next year! We will not reply to any inquiries for 2022. Thank yo ...

    From $350 per night (USD)

    VRBO

    Details
  • Newly Renovated House - 5 Minute Walk to Private Beach!
    From $425 per night (USD)

    VRBO

    Newly Renovated House - 5 Minute Walk to Private Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This adorable ranch has everything you could possibly want while on vacation! The newly renovated, 2-bedroom, 2 bath ho ...

    From $425 per night (USD)

    VRBO

    Details
  • Luxurious Beach Home!
    From $619 per night (USD)

    VRBO

    Luxurious Beach Home!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Enjoy you vacation time at this Newly Remodeled Luxurious Beach Home,With two first floor full Baths and bedrooms With ...

    From $619 per night (USD)

    VRBO

    Details
  • 3 Minute Walk To Beach in Sought After Indian Town Private Beach Assoc.
    From $229 per night (USD)

    VRBO

    3 Minute Walk To Beach in Sought After Indian Town Private Beach Assoc.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Indian Town is a wonderful private beach association with two beaches to choose from. The harbor between them offers cl ...

    From $229 per night (USD)

    VRBO

    Details
  • Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook
    From $175 per night (USD)

    VRBO

    Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Our Great Hammock Beach cottage is a seasonal rental with 4 bedrooms and 1 bath. Recently installed central air conditio ...

    From $175 per night (USD)

    VRBO

    Details
  • Beautiful Cottage Cove!
    From $454 per night (USD)

    VRBO

    Beautiful Cottage Cove!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Come stay at this tastefully updated 4 bedroom-2.5 bath home. Large kitchen and spacious rooms. Remodeled bathrooms. Sit ...

    From $454 per night (USD)

    VRBO

    Details
  • SeaStar Beach House \nCLOSE WALK TO OCEAN
    From $359 per night (USD)

    VRBO

    SeaStar Beach House \nCLOSE WALK TO OCEAN

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    *****SEASTAR****** Enjoy the beauty and Seascape of Knollwood Beach located in beautiful and scenic Old Saybrook Conne ...

    From $359 per night (USD)

    VRBO

    Details
  • Family Friendly, Beach Themed Cottage - Chalker Beach
    From $235 per night (USD)

    VRBO

    Family Friendly, Beach Themed Cottage - Chalker Beach

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    This is a beautiful, Cape Cod style cottage that is only an 8 minute walk from the beach. Located in the private Chalker ...

    From $235 per night (USD)

    VRBO

    Details
  • Stunning cottage
    From $304 per night (USD)

    VRBO

    Stunning cottage

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Great Hammock beach is an exceptional summer community with fishing, swimming and kayaking. enjoy walking the beautiful ...

    From $304 per night (USD)

    VRBO

    Details
  • Cozy cottage in Old Saybrook beach community, walking distance to private beach.
    From $300 per night (USD)

    Expedia

    Cozy cottage in Old Saybrook beach community, walking distance to private beach.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Recently renovated, cozy cottage in Old Saybrook beach community, walking distance to two private beaches. Home has eve ...

    From $300 per night (USD)

    Expedia

    Details
  • Charming Old Saybrook Home: Half-Mi to Sand & Sea!
    From $225 per night (USD)

    VRBO

    Charming Old Saybrook Home: Half-Mi to Sand & Sea!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Complement your next escape to the Connecticut coastline with a stay at this charming Old Saybrook vacation rental! Loca ...

    From $225 per night (USD)

    VRBO

    Details
  • KNOLLWOOD BEACH! Old Saybrook, CT - Beautiful 4 bedroom home ,WALKto the beach!
    From $500 per night (USD)

    Expedia

    KNOLLWOOD BEACH! Old Saybrook, CT - Beautiful 4 bedroom home ,WALKto the beach!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Relax at the beach! Cape Cod 4 bedroom home within walking distance to Knollwood Beach! Large lot with deck, beach cha ...

    From $500 per night (USD)

    Expedia

    Details
  • Spacious Modern Ocean Front Beach House in IndianTown Beach Old Saybrook, CT
    From $1500 per night (USD)

    VRBO

    Spacious Modern Ocean Front Beach House in IndianTown Beach Old Saybrook, CT

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Located in the popular, family community of Indian Town Beach Association, this luxurious 4 bedroom, 3 bathroom beach ho ...

    From $1500 per night (USD)

    VRBO

    Details
  • Beach House steps to private beaches in sought after location!
    From $384 per night (USD)

    Expedia

    Beach House steps to private beaches in sought after location!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    You will fall in love with this beautiful beach house in the sought-after Indian Town beach. Beautiful views of Harvey B ...

    From $384 per night (USD)

    Expedia

    Details
  • August & Sept weeks available- Beach Cottage in Old Saybrook CT
    From $341 per night (USD)

    VRBO

    August & Sept weeks available- Beach Cottage in Old Saybrook CT

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    5

    Sparkling clean, quiet and comfortable 2 bedroom, 1 1/2 bath cottage, summer weeks still available. Short walk to privat ...

    From $341 per night (USD)

    VRBO

    Details
  • Saltwater Gospel-Indian Town, Old Saybrook CT
    From $400 per night (USD)

    Expedia

    Saltwater Gospel-Indian Town, Old Saybrook CT

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to 58 Nehantic Trail, Old Saybrook CT. Located in the beach community of Indiantown within walking distance to ...

    From $400 per night (USD)

    Expedia

    Details
  • Beautiful Marsh Views in a Beach Community
    From $425 per night (USD)

    VRBO

    Beautiful Marsh Views in a Beach Community

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Sun-filled home within a bike ride to a private beach community with gorgeous marsh views and access to a private dock. ...

    From $425 per night (USD)

    VRBO

    Details
  • Lovely 3 BR Beach house with beach just a 1 block walk away
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    Expedia

    Lovely 3 BR Beach house with beach just a 1 block walk away

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Lovely 3 bedroom beach house 1 block from 3 private association beaches. Cottage includes 3 bedrooms on the second floor ...

    Click For Pricing

    Expedia

    Details
  • Charming Old Saybrook Cottage < 1 Mi to Beach
    From $288 per night (USD)

    VRBO

    Charming Old Saybrook Cottage < 1 Mi to Beach

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Slip on your sandals and embrace the seaside when you book this Old Saybrook vacation rental! Ideally situated less than ...

    From $288 per night (USD)

    VRBO

    Details
  • 'Grandma's Cottage' w\/ Sunroom: Walk to Beach
    From $231 per night (USD)

    Expedia

    'Grandma's Cottage' w\/ Sunroom: Walk to Beach

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Take a step back in time and embrace a peaceful retreat from the comfort of this 3-bedroom, 1-bathroom vintage vacation ...

    From $231 per night (USD)

    Expedia

    Details
  • Great Hammcock Getaway
    From $250 per night (USD)

    VRBO

    Great Hammcock Getaway

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Summary: Explore our Old Saybrook retreat on Great Hammock Rd, a cozy spot near the beach. Perfect for romance or family ...

    From $250 per night (USD)

    VRBO

    Details
  • Cozy Yacht with Marina Views
    From $204 per night (USD)

    VRBO

    Cozy Yacht with Marina Views

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Unique boat experience- 37' (41' LOA) Silverton has a cozy atmosphere with main bedroom in the front, an open concept li ...

    From $204 per night (USD)

    VRBO

    Details
  • Beach house with views that has access to Tennis, Basketball and Private Beach.
    From $470 per night (USD)

    VRBO

    Beach house with views that has access to Tennis, Basketball and Private Beach.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Very quaint and charming New England year-round beach home in a private community with beautiful sunset views. NO PART ...

    From $470 per night (USD)

    VRBO

    Details
  • Marsh View Home!
    From $360 per night (USD)

    VRBO

    Marsh View Home!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Enjoy spectacular sunsets from the deck of our Marsh Side home located in beautiful Old Saybrook, Connecticut or watch t ...

    From $360 per night (USD)

    VRBO

    Details