Old Saybrook Center Rentals
- From $467 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 $467 per night (USD)VRBO
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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 PricingExpedia
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VRBO
Delightful retreat in the heart of Old Saybrook. Summertime bliss!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Most summer dates are reserved already, but send me a message to inquire... as we will have cancellations. We're certain ...
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Expedia
Old Saybrook Home w\/ Screened Porch & Ocean View!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Ocean views, salty breezes, and the soothing soundtrack of coastal Connecticut await you at this charming 2-bedroom, 1-b ...
Click For PricingExpedia
- From $421 per night (USD)
VRBO
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 $421 per night (USD)VRBO
- From $193 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 $193 per night (USD)VRBO
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VRBO
Luxury Cottage walking distance to Saybrook Point Marina, 2 King Beds
- 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 ...
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- From $153 per night (USD)
Expedia
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 $153 per night (USD)Expedia
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VRBO
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 PricingVRBO
- From $367 per night (USD)
VRBO
Luxury & Premier Location-THE CASHMERE COTTAGE! Near the Kate \/ Saybrook Point!\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Indulge in the charm of the Cashmere Cottage, a delightful 2-bedroom, 2-bathroom home exuding style, comfort, and cozy e ...
From $367 per night (USD)VRBO
- From $427 per night (USD)
VRBO
Great family home, fenced in back yard and Weber grill.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
One floor, 1200 square feet on a 1/2 acre on a quiet residential street. Convenient to the beach, great walks, close t ...
From $427 per night (USD)VRBO
- From $510 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 $510 per night (USD)VRBO
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VRBO
Wonderful location, walk to beach, private yard, credit cards
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
The Cottage was chosen as one of the top ten unique places to stay in Ct. 'Awesome Cottage! Great Owner! Absolutely love ...
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- From $365 per night (USD)
Expedia
Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Updated furnishings, and freshly painted. Full bath with easy to clean flooring and full size washer and dryer. Inviting ...
From $365 per night (USD)Expedia
- From $441 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 $441 per night (USD)VRBO
- From $446 per night (USD)
Expedia
adorable ranch in beach community
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 4
beautiful beautiful private beach-knollwood beach old saybrook, so much to do in the area three bedroom, one bathroom ad ...
From $446 per night (USD)Expedia
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VRBO
Saybrook Manor House, Walk to Cove Beach!
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 8
Relax and enjoy the Connecticut sea breeze at this Saybrook Manor home where luxury and comfort combine for the perfect ...
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- From $986 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 $986 per night (USD)Expedia
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VRBO
⚓️Perfect Summer Oasis with nautical touches….. 59 steps to private beach ⛱
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 5
Spacious 4 bedroom, 2-story cottage with large yard, steps to private beach and basketball court in sought after Saybroo ...
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- From $398 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 $398 per night (USD)Expedia
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VRBO
Beautiful Family Friendly Beach Home in Old Saybrook!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy lazy beach days and cozy summer nights in this 4 bedroom 2 and a half bath home. Full kitchen with seating for 7. ...
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- From $853 per night (USD)
Expedia
Charming year-round beach home in Indian Town, Old Saybrook
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this lovely house in picturesque Old Saybrook. With 3 bedrooms including a king, queen, and twin with trundle ...
From $853 per night (USD)Expedia
- From $357 per night (USD)
VRBO
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 $357 per night (USD)VRBO
- From $402 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 $402 per night (USD)VRBO
- From $519 per night (USD)
VRBO
Newly Renovated House - 5 Minute Walk to Private Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
This adorable ranch has everything you could possibly want while on vacation! The newly renovated, 2-bedroom, 2 bath ho ...
From $519 per night (USD)VRBO
- From $665 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 $665 per night (USD)VRBO
- From $220 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 $220 per night (USD)VRBO
- From $549 per night (USD)
VRBO
Beautiful Cottage Cove!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Come stay at this tastefully updated 4 bedroom-2.5 bath home. Large kitchen and spacious rooms. Remodeled bathrooms. Sit ...
From $549 per night (USD)VRBO
- From $247 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 $247 per night (USD)VRBO
- From $288 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 $288 per night (USD)VRBO
- From $380 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 $380 per night (USD)VRBO
- From $2875 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 $2875 per night (USD)VRBO
- From $449 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 $449 per night (USD)VRBO
- From $425 per night (USD)
VRBO
⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
SPECIAL RATES FOR OCT AND NOV. Built in 1795 by Captain Nathaniel Clarke (a descendant of Capt. Thomas Clarke. The Nat ...
From $425 per night (USD)VRBO
- From $188 per night (USD)
VRBO
All Year Beach Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $188 per night (USD)VRBO
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Expedia
Charming Old Saybrook Home: Half-Mi to Sand & Sea!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Complement your next escape to the Connecticut coastline with a stay at this charming Old Saybrook vacation rental! Loca ...
Click For PricingExpedia
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VRBO
Old Saybrook family gem very close to local beaches!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Five bedroom family friendly home and the best of Old Saybrook. Our home is close to the beaches, dozens of fine restau ...
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- From $1135 per night (USD)
Expedia
Waterfront home in the town of Old Saybrook, CT, walk to beach in a minute.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to our home. The beach is just a minute or 2 away from the home. Truly magically sunrise. If you are on the back ...
From $1135 per night (USD)Expedia
- From $428 per night (USD)
VRBO
Charming 3-bedroom cottage in Old Saybrook with AC, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Make memories at this Old Saybrook summer home, just a 2-minute walk to your private neighborhood beach! This charming c ...
From $428 per night (USD)VRBO
- From $1766 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 $1766 per night (USD)VRBO
- From $287 per night (USD)
VRBO
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 $287 per night (USD)VRBO
- From $402 per night (USD)
VRBO
Newly Renovated Beach Cottage in Old Saybrook CT - AIR CONDITIONED!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Sparkling clean, fully air-conditioned, quiet and comfortable 2 bedroom, 1 1/2 bath cottage, summer weeks still availabl ...
From $402 per night (USD)VRBO
- From $391 per night (USD)
VRBO
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 $391 per night (USD)VRBO
- From $369 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 $369 per night (USD)VRBO
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VRBO
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 PricingVRBO
- From $341 per night (USD)
Expedia
Charming Old Saybrook Cottage < 1 Mi to Beach
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 7
Slip on your sandals and embrace the seaside when you book this Old Saybrook vacation rental! Ideally situated less than ...
From $341 per night (USD)Expedia
- From $359 per night (USD)
VRBO
'Grandma's Cottage' w\/ Sunroom: Walk to Beach
- Bedrooms:
- 1
- Bathrooms:
- 6
- 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 $359 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Explore our Old Saybrook retreat on Great Hammock Rd, a cozy spot near the beach. Perfect for romance or family fun, it ...
From $268 per night (USD)Expedia
- From $670 per night (USD)
VRBO
The Beach life at Knollwood beach , Year round house short walk to the beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this year round coastal sanctuary! This stylish home is perfectly positioned within the charming Knollwood Be ...
From $670 per night (USD)VRBO
- From $357 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 $357 per night (USD)VRBO
- From $236 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 $236 per night (USD)VRBO
- From $502 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 $502 per night (USD)VRBO