
House vacation rentals in Old Saybrook
Find and book unique houses on Airbnb
Quick stats about house rentals in Old Saybrook

Total vacation rentals
Explore 90 vacation rentals in Old Saybrook

Nightly prices starting at
Old Saybrook vacation rentals start at G$20,911 GYD per night before taxes and fees

Verified guest reviews
Over 2,490 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
90 of Old Saybrook vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Old Saybrook rentals

4.9 Average rating
Old Saybrook stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Old Saybrook
Guests agree: these houses are highly rated for location, cleanliness, and more.

Luxe Bolton Lake
Stay at Luxe Bolton Lake and feel like you are a million miles from home! The Luxe features a beautiful waterfront, 3 bedrooms/3 full bathrooms and a year-round outdoor jacuzzi. Also included: gorgeous primary bedroom suite, artistic furnishings, cozy fireplace, coffee bar, complimentary snacks, speedy WiFi, large deck, fire pit, kayaks, board games, and much more. The Luxe is perfectly suited for families and guests of all ages, so come stay at Luxe and make memories that will last a lifetime!

Beachfront Paradise
Beautiful beachfront home available weekly in season third week of June through Labor Day) and nightly (2 night min.) off season. Step out the door and into the sand. Sit on the porch and watch sailboat races from Niantic Bay Yacht Club just steps away. Close to downtown Niantic with restaurants, shops, etc. 18 miles from Mohegan Sun Casino. Attractions within 1/2 hour: Beautiful Mystic, CT, several vineyards, Harkness State Park, Eugene O'Neill Theatre, U.S. Coast Guard Academy, golf courses.

Entire House Magical Waterfront Getaway
4 MINUTES TO MOHEGAN SUN! Yet quiet and secluded! Waterfront home! Come relax in this 3 bedrooms 2 baths well appointed home with breathtaking view of the Poquetanuck Bay! Enjoying the absolutely gorgeous view from the balcony or porch! Or simply relax, sit around, enjoy each other’s company! Smart TV grants you easy access to thousands of streaming apps! 25 minutes to Ocean Beach, Mystic seaport, Mystic aquariums, Submarine and Library Museum in Groton! 15 minutes away from Foxwood casino!

Year Round Beach House in Old Saybrook, CT.- Pets
Our Beautiful Home is Located in Saybrook Manor Association and only a short walk to the beach . We have 4 Bedrooms that can accomadate 8 people,pull out couch,2 bathrooms, a Dining Room,Kitchen, and Spacious Living room.Our Yard is fenced in for your privacy & pets.Our home comes with many ammenities such as movies,games,kayaks, Clamming &Crabbing tools,Bikes,Floats & Beach Chairs.We have a beautiful backyard to enjoy games,barbecue or just to relax & unwind.Enjoy our beautiful & quaint beach

Romantic Getaway at The Lake!
Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

Stunning Artisan Waterfall Escape, Walk Downtown
Rated one of the top 70 airbnb's near NYC on the online mag "Curbed". Featured on EarthxTV "House of What" series. Over 10 years of craftsmanship went into creating a work of art using more than 80% recycled materials. Known locally as "The Recycle House," this is the perfect place to stay to explore shops and galleries in downtown Chester - just steps away. When you are done shopping, come back and relax in the zen-like garden overlooking a waterfall or curl up inside by the fire place.

Steps to Beach! *Cozy Cottage* Pet Friendly
Relax and enjoy the beach life in this newly renovated charmer just steps from The Saybrook Manor Assoc private beach which is only available to Saybrook Manor Assoc members. Enjoy cooking your favorite family meals in our fully stocked kitchen or venture out to some of the best restaurants on The CT Shore with a short 5-15 min drive. Free wifi for work or entertainment , private outdoor patio dining and serenity await you. You will feel at home in our little slice of heaven on The Shore.

The Farmhouse
Enjoy staying at our charming Farmhouse in the heart of our working dairy farm. Our farm sits on some of the most beautiful hills in Cornwall with the famous Gateway to Cornwall view where you can see our dairy cows grazing in the grandeur of nature. Come say hello to the cows in the barn during milking or watch the herd cross the road evoking sites you might expect to see in small European farming villages. You'll likely see us on our tractors bringing hay and water to our cows!

Red Bird Waterfront Home. Dock available extra!
Looking for a stylish and spacious place to stay for your next group trip? Look no further than this waterfront home, perfect for families looking to relax and create lasting memories by the ocean. Interested in hosting an event? Ask us! This beautiful home offers stunning views of the water and plenty of space for your family to enjoy. Whether you're looking to spend your days lounging on the beach, exploring the nearby attractions, or simply relaxing with your loved ones.

The Beach House (Costa Casa Pelo Mar)
NEWLY RELISTED AT A GREAT VALUE! Amazing amenities and beach location. Family friendly home in a private beach community, in Niantic, CT. Parking pass included, to walk/park steps away from our private beach & walk into Rocky Neck State Park. A short drive to downtown Niantic, great restaurants, Foxwoods & Mohegan Casinos, Shopping (Niantic, Westbrook Outlets, Clinton Crossing), Mystic Aquarium and Seaport, Garde Arts Center, The Kate & SE CT Children's Museum

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON
INSTANT BOOK: June 2026 - Jan 2027 = All Open Availability SUMMER 2026: June + July + Aug Steps away from CT Shoreline in back of beach house! Amazing Views - Waterfront Outdoor Deck w/ Seating (2nd week May - until Nov 6th) *certain holidays/summer excluded in booking minimums *discounts applied to nightly rate only *we can not combine multiple discounts, yet highest % will apply *if available, also apply 10% non-refundable booking option

Best of both worlds!
Great location- 1 mile to the beach, 1/2 mile to shops and restaurants, and less than a 1/4 mile to a park! The house is set back from the road with a good size driveway. The inside is newly renovated and we are working to finish the yard area for the summer! The house has WiFi, large yard, and a great front porch that gets a ton of sun. We’ve made great memories there over the years and are now looking to share it with others!
Popular amenities for Old Saybrook house rentals
House rentals with a pool

Casino Wine Down House w/Pool, Game Room, Big Deck

3 BR/Pool. Walk to Beach & Town!

Private Oasis W/Stunning Vinyard and Pool Views

Breathtaking home with unforgettable views & pool!

FREE Private Indoor Heated Pool - Mystic Home

Serenity + privacy; 1 block to waterfront dining

East Hampton Oasis - Pool and Hot Tub

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos
Weekly house rentals

Stunning house on CT river !

Adorable Beach House on LI Sound

Beachside Bliss w/ Game Room, Gym & Golf Green

Adorable Cottage with porch, walk to water & town

SeaStar Scenic Marsh View Close Walk To Ocean

Money Point Beach House- Deck+Views + Beach Access

Quarry House: Mid-Century Modern

Guilford Field House
Private house rentals

Beachside @ 455 Seaside

Lake House w/Game Rm 5 Min From Foxwoods & Mohegan

Mulberry Seaside Cottage

Essex village carriage house

The Farmhouse Stay

The Dollhouse Mystic, Casinos, Beaches, Parks

Newly renovated beach home in Cornfield Point.

Beach Sanctuary on the Long Island Sound
When is the best time to visit Old Saybrook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$66,497 GYD | G$58,551 GYD | G$64,406 GYD | G$63,361 GYD | G$71,516 GYD | G$82,599 GYD | G$82,599 GYD | G$82,599 GYD | G$72,980 GYD | G$67,961 GYD | G$62,524 GYD | G$62,733 GYD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
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- Beach house rentals Old Saybrook
- Rentals with a fireplace Old Saybrook
- Rentals with a patio Old Saybrook
- Rentals with a fire pit Old Saybrook
- Rentals with outdoor seating Old Saybrook
- Family-friendly rentals Old Saybrook
- Rentals with a washer and dryer Old Saybrook
- Waterfront rentals Old Saybrook
- Beachfront rentals Old Saybrook
- Rentals with beach access Old Saybrook
- Cottage rentals Old Saybrook
- Pet-friendly rentals Old Saybrook
- House rentals Connecticut
- House rentals United States
- Beach
- Yale University
- Cooper's Beach, Southampton
- Fairfield Beach
- Charlestown Beach
- East Matunuck State Beach
- Mohegan Sun
- Southampton Beach
- Ocean Beach Park
- Foxwoods Resort Casino
- Mystic Seaport Museum
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- Point Judith Lighthouse
- Hammonasset Beach State Park
- Sleeping Giant State Park
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Long Island Aquarium
- Blue Shutters Beach
- Ski Sundown
- Wölffer Estate Vineyard
- University of Connecticut
- Mount Southington Ski Area
- Orient Beach State Park





