Old Saybrook Center Rentals
- 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
- Click For Pricing
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 PricingExpedia
- 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
- 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
- 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
- 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
- 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
- Click For Pricing
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 PricingExpedia
- 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
- 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
- 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
- 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
- Click For Pricing
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 PricingVRBO
- 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
- Click For Pricing
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 PricingVRBO
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- Click For Pricing
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 PricingExpedia
- 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
- 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
- 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
- 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
- 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
- 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