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Old Saybrook
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Old Saybrook, CT Holiday Rentals, Apartments and Villas
Holiday Rentals
USA
Connecticut (CT)
Old Saybrook, CT Holiday Rentals, Apartments and Villas
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Internet or Wifi (67)
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Kid friendly (65)
Pet friendly (23)
Smoking allowed (3)
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Holiday Rental House (66)
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Cabin Holiday Rental (0)
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Waterfront (20)
Boat Available (1)
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Private Beach (0)
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Distance from
5 km
Harvey's Beach
General William Hart House
The Trove
Katharine Hepburn Cultural Arts Center & Museum
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68 rentals
in Old Saybrook.
⚓Capt Nathaniel Clarke Historic HomesteadWeddings�Reunions❤Magnificent Yard�
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 14
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Idyllic Saltaire Retreat at Cornfield Point, Old Saybrook, CT
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Beachfront Classic New England Home With Direct Views Of Long Island Sound
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 12
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Saybrook Point Cottage - Charming and Private
83 reviews
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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�� Steps to the Beach ⚓ Cozy Year Round Cottage � Pet Friendly
8 reviews
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Wonderful location, walk to beach, private yard, credit cards
4 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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OCEAN/BEACH FRONT, HUGE YARD, SUNSET VIEW
8 reviews
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Cozy cottage in Old Saybrook beach community, walking distance to private beach.
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2 bedrooms
2 bathrooms
Sleeps 6
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3 BR, 3.5 BA luxury Home sleeps 7 GreatViews, Wildlife. Academic Rental Possible
20 reviews
Holiday Rental House
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3 bedrooms
5 bathrooms
Sleeps 7
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Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook
4 reviews
Holiday Rental House
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4 bedrooms
1 bathroom
Sleeps 8
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Cozy Yacht with Marina Views
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Beautiful waterfront home with private sand beach and amazing views
Condo/Apartment
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0 bedrooms
1 bathroom
Sleeps 6
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Vintage Cottage- 2 Bedrooms, Sleeps 6 Comfortably, Chalker Beach
30 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
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Lovely 3 BR Beach house with beach just a 1 block walk away
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3 bedrooms
1 bathroom
Sleeps 6
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Downtown, Main Street, Center of it All Location
5 reviews
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 5
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Quaint Cottage--Private Beach Access with Parking
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Storybook Cottage
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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adorable ranch in beach community
39 reviews
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 4
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A GETAWAY TO REMEMBER AT THE JEWEL BOX * NORTH COVE
7 reviews
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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'Grandma's Cottage' w/ Sunroom: Walk to Beach
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 5
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Cozy 3-bedroom house, front porch & super close to ocean.
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3 bedrooms
2 bathrooms
Sleeps 8
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Recently Updated, Old Saybrook Beach Cottage
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 8
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Stunning cottage
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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SeaStar Beach House -Knollwood Private beach -CLOSE WALK TO BEACH/OCEAN
10 reviews
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 4
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NEW! Saybrook Manor House, Walk to Cove Beach!
5 reviews
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 8
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Fully Updated Cornfield Point Beach House, Old Saybrook, CT
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 7
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Newly Renovated Private Quiet Cape 1/2 mile from the beach
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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August & Sept weeks available- Beach Cottage in Old Saybrook CT
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 5
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Cozy Beach House - 5 min walk! to Knollwood Beach
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 4
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⚓️Perfect Summer Oasis with nautical touches….. 59 steps to private beach ⛱
Holiday Rental House
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4 bedrooms
1 bathroom
Sleeps 5
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Saltwater Gospel-Indian Town, Old Saybrook CT
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Waterfront Beachfront
2 reviews
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Perfect Academic Rental: 3-Bedroom Home w/large 4-season sun room, Walk to Beach
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Newly Renovated House - 5 Minute Walk to Private Beach!
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Pristine cottage at Cornfield Point
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Great family home, big back yard with grill and fire pit.
6 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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1910 Beach home: CT's most exquisite private beach!
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 10
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3 Minute Walk To Beach in Sought After Indian Town Private Beach Assoc.
50 reviews
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Luxury Cottage near Saybrook Point Marina- Dog Friendly!
10 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Cape Overlooking South Cove of Old Saybrook
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Pickleball, Tennis, Basketball, Kids Playground, Kayak, Jog, Walk. & Bike
4 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Private Oceanfront sleeps 12 ~ 3bds 2bth Linens included
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 12
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Charming Old Saybrook Home: Half-Mi to Sand & Sea!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Family Friendly, Newly Renovated Cottage - Chalker Beach
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Chalker Beach House Steps to the Water!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Paradise in Old Saybrook
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Convenience and Privacy in Exclusive North Cove! Close to beaches and downtown!
9 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Beach community with private beaches
4 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Spectacular Home with Deep Water Dock
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Saybrook Almost Beach-Front, Private Beach, Boat Launch, Shallow Dock, Secluded
5 reviews
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Frequently Asked Questions about Old Saybrook
Do any holiday rentals in Old Saybrook have a pool?
Yes, here are some popular holiday rentals in Old Saybrook that have a pool:
⚓Capt Nathaniel Clarke Historic HomesteadWeddings�Reunions❤Magnificent Yard�
Idyllic Saltaire Retreat at Cornfield Point, Old Saybrook, CT
Beachfront Classic New England Home With Direct Views Of Long Island Sound
See all holiday rentals with a pool in Old Saybrook on Tripadvisor
Do any holiday rentals in Old Saybrook have internet access?
Yes, here are some popular holiday rentals in Old Saybrook that have internet access:
⚓Capt Nathaniel Clarke Historic HomesteadWeddings�Reunions❤Magnificent Yard�
Idyllic Saltaire Retreat at Cornfield Point, Old Saybrook, CT
Beachfront Classic New England Home With Direct Views Of Long Island Sound
See all holiday rentals in Old Saybrook on Tripadvisor
What are the best pet friendly rentals in Old Saybrook?
The best pet friendly rentals in Old Saybrook are:
⚓Capt Nathaniel Clarke Historic HomesteadWeddings�Reunions❤Magnificent Yard�
Idyllic Saltaire Retreat at Cornfield Point, Old Saybrook, CT
Beachfront Classic New England Home With Direct Views Of Long Island Sound
See all pet friendly holiday rentals in Old Saybrook on Tripadvisor
What are some great rentals in Old Saybrook that are kid friendly?
Some of the most popular kid friendly rentals in Old Saybrook are:
⚓Capt Nathaniel Clarke Historic HomesteadWeddings�Reunions❤Magnificent Yard�
Idyllic Saltaire Retreat at Cornfield Point, Old Saybrook, CT
Beachfront Classic New England Home With Direct Views Of Long Island Sound
See all kid friendly holiday rentals in Old Saybrook on Tripadvisor