
Old Saybrook Center Rentals
- From $775 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 $775 per night (USD)VRBO
- From $259 per night (USD)
Expedia
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 $259 per night (USD)Expedia
- From $583 per night (USD)
VRBO
Beautiful Cottage Cove!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Come stay at this tastefully updated 4 bedroom-2.5 bath home. Large kitchen and spacious rooms. Each room has its own TV ...
From $583 per night (USD)VRBO
- From $299 per night (USD)
VRBO
'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 $299 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 $467 per night (USD)
Expedia
Cape Overlooking South Cove of Old Saybrook
- Bedrooms:
- 1
- 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)Expedia
- From $478 per night (USD)
VRBO
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 $478 per night (USD)VRBO
- From $294 per night (USD)
VRBO
Family Friendly, Beach Themed Cottage - Chalker Beach
- Bedrooms:
- 1
- 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 $294 per night (USD)VRBO
- From $339 per night (USD)
VRBO
SeaStar Beach House\nCLOSE WALK TO OCEAN Private Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
*****SEASTAR****** Enjoy the beauty and Seascape of Knollwood Beach located in beautiful and scenic Old Saybrook Conne ...
From $339 per night (USD)VRBO
- From $411 per night (USD)
Expedia
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 $411 per night (USD)Expedia
- From $512 per night (USD)
VRBO
Driftwood Cottage @ 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 ...
From $512 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 $332 per night (USD)
VRBO
Charming Old Saybrook Cottage < 1 Mi to Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 5
Slip on your sandals and embrace the seaside when you book this Old Saybrook vacation rental! Ideally situated less than ...
From $332 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $504 per night (USD)
VRBO
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
SPECIAL RATES FOR OCT AND NOV. Built in 1795 by Captain Nathaniel Clarke (a descendant of Capt. Thomas Clarke. The Nat ...
From $504 per night (USD)VRBO
- From $368 per night (USD)
Expedia
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 $368 per night (USD)Expedia
- 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 $419 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 $419 per night (USD)VRBO
- Click For Pricing
VRBO
Convenience and Privacy in Exclusive North Cove! Close to beaches and downtown!
- Bedrooms:
- 1
- 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 PricingVRBO
- From $463 per night (USD)
Expedia
Great family home, fenced in back yard and Weber grill.
- Bedrooms:
- 1
- 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 $463 per night (USD)Expedia
- From $232 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 $232 per night (USD)VRBO
- From $458 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 $458 per night (USD)VRBO
- From $188 per night (USD)
VRBO
Year Round Beach house
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This cozy Knollwood Beach home has 3 bedroom, plus a LR open up couches that sleep 2 in the family room, 2 full baths - ...
From $188 per night (USD)VRBO
- From $341 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 $341 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Newly Renovated Beach Cottage in Old Saybrook CT - AIR CONDITIONED - ACADEMIC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2025/26 ACADEMIC RENTAL AVAILABLE-Sparkling clean, fully air-conditioned, quiet and comfortable 2 bedroom, 1 1/2 bath co ...
From $399 per night (USD)VRBO
- From $337 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 $337 per night (USD)VRBO
- From $357 per night (USD)
VRBO
Cozy cottage in Old Saybrook beach community, walking distance to private beach.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
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 $413 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 $413 per night (USD)VRBO
- From $502 per night (USD)
VRBO
Beach house with views that has access to Tennis, Basketball and Private Beach.
- Bedrooms:
- 2
- 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
- From $301 per night (USD)
Expedia
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $301 per night (USD)Expedia
- From $511 per night (USD)
VRBO
Fenwood Coastal Getaway Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to your perfect beach getaway! This charming beach house offers everything you need for a relaxing and ...
From $511 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $481 per night (USD)
VRBO
Old Saybrook family gem very close to local beaches!
- Bedrooms:
- 1
- 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 ...
From $481 per night (USD)VRBO
- 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 $674 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 $674 per night (USD)VRBO
- From $879 per night (USD)
Expedia
Beautiful Family Friendly Beach Home in Old Saybrook!
- Bedrooms:
- 2
- 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. ...
From $879 per night (USD)Expedia
- From $497 per night (USD)
VRBO
Charming year-round beach home in Indian Town, Old Saybrook
- Bedrooms:
- 1
- 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 $497 per night (USD)VRBO
- From $431 per night (USD)
VRBO
Charming 3-bedroom cottage in Old Saybrook with WiFi and AC
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to this seasonal, summer cottage located in the picturesque Great Hammock community of Old Saybrook, CT. This ch ...
From $431 per night (USD)VRBO
- From $270 per night (USD)
VRBO
Little Cottage of Gratitude Saybrook Manor walk to beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This adorable cottage features a cozy coastal decor. Sleep in a queen or full bedroom or the queen sleeper sofa in the ...
From $270 per night (USD)VRBO
- From $527 per night (USD)
Expedia
Direct Waterfront -Charming 3-BR house with AC, fitness room in Old Saybrook
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Consider this house your home away from home while you visit Old Saybrook. This serene property boasts 3 bedrooms, inclu ...
From $527 per night (USD)Expedia
- From $267 per night (USD)
VRBO
Charming 1920's no frills cottage in peaceful Old Saybrook
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore the shoreline in this quaint 1920'2 Sears Kit house. Walk to South Cove at the end of the street for beautiful s ...
From $267 per night (USD)VRBO
- From $345 per night (USD)
VRBO
Charming 2-bedroom cottage short walk to beach located at Chalker Beach,
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located in Chalker Beach,, this dream cottage getaway is a short walk to the private beach and playground for the kids. ...
From $345 per night (USD)VRBO










































