
Waterfront vacation rentals in Old Saybrook
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Old Saybrook

Total vacation rentals
Explore 30 vacation rentals in Old Saybrook

Nightly prices starting at
Old Saybrook vacation rentals start at ﺩ.ﺇ 477 per night before taxes and fees

Verified guest reviews
Over 1,090 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 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 waterfront rentals in Old Saybrook
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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.
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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.
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Sunny Daze
This dreamy houseboat rests gently at a family-owned marina, where time seems to slow and nature leans in close. Surrounded by peaceful river views, tall grasses, and birdsong, it’s a floating haven for those seeking calm and creativity. Whether you’re sipping coffee on the deck at sunrise or watching the moon ripple across the water, this riverside retreat invites you to drift, dream, and just be. Enjoy a fire or jump on a paddle board or kayak f or an adventure down the river it has it all!
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Peaceful Riverfront Cottage w/Dock, Walk to Beach
This lovely Cottage sits directly on the Patchogue River with scenic views of the river and marshlands from every room and just a 1/4 mile walk or bike to the Beach. Private, but close to so much, it’s Perfect for a Romantic Getaway, or a long Vacation. Outside, you can enjoy the breeze from the Riverfront Deck, Sun Bathe, Crab or Fish on the Lower Dock, watch the Eagles fly by, or wander about the wooded property. Bring or rent a Kayak and paddle down the river right to the Long Island Sound.
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Cozy cottage 5 minutes from UConn
Wake up to the morning sun over the lake in the loft, or rise after the sun in one of the two back bedrooms. Enjoy a morning coffee or tea while enjoying the lake view from the live edge bar top overlooking the water and watch for the Swans, Bald Eagles, and Blue Herons. After a hike on the trails, kayaking up the lake into conservation land, or fishing off the dock, relax in the hot tub. As the sun sets over the trees cuddle up on the couch with a good book and keep an ear out for the owls.
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Water Forest Retreat -Octagon
Water Forest retreat is a very private 122ft.² electrified and heated cedar octagon next to a brook on 56 acres of forest with a pond, waterfall, marsh and hiking trails. Cozy up in this quiet comfortable space while listening to Goldmine brook while you sleep. Fire pit, heated outhouse with composting toilet, outdoor dining area, brook, pond and trail head are just steps away. We also have a TREE HOUSE and HIKER’S HAVEN house by the brook. Please click on our profile picture to read more.
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A Beach House Gem
Beautiful beach cottage with a private beach. Sleeps up to 6 comfortably with two full beds and 1 queen in the master. with a beautiful balcony Full bath upstairs,1/2 off the kitchen entrance outside key on the key chain The main living area has a TV, air conditioning, and sliding doors to a deck. The updated kitchen has a dishwasher, microwave, cooktop, oven, and coffee maker. There are 2 parking spots in front of the garage The house is not winterized there are no bookings from Nov1
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Lake Home w/Game Room 5 Min To Foxwoods & Mohegan
Relax and enjoy the breathtaking views of this new contemporary lake front home. Offering the best of New England, 5 min. from Foxwoods, 10 min. from Mohegan Sun, with multiple choices of hiking, boating, shopping and dining. Stunning 14' cathedral ceilings, fully equipped kitchen w/ granite counter tops, tiled shower w/ full amenities and a full game room. You can not get any closer to the water! This 1 Bdrm, w/ open low ceiling loft, sleeps 6, 1100 square ft. building completed in 2022.
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Updated cottage "Beriozka" on Cedar Lake
Originally from Russia (hence the name “Beriozka” meaning Birch Tree) I live in Stamford CT. About 7-8 years ago I’ve discovered Chester/ Essex area and fell in love. I’ve been coming here during summer to enjoy river rides, during winter just to see snow on the ground of old towns and needless to say during fall – when all the beauty of nature unfolds. Then came an idea to have an own place here and when an opportunity came to buy this small cottage on Cedar Lake I’ve jumped on it.
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Amazing 2BR Riverfront Gem
Unwind at this happy getaway on the river. Extremely comfortable house with amazing views in a peaceful neighborhood. The well-equipped kitchen overlooking the river is a pleasure for any cook. You will love to see our fairy-lit lawn, wishing well, chimenea, and charming décor. Only minutes to beaches, groceries, coffee shops, hiking trails and amazing CT scenery at every turn! Other favorites include Chamard Vineyard, Shopping Outlets, fantastic Restaurants, music, and lots more.
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Beautiful View Cottage
Welcome to "Belle Vue Cottage". This charming and inviting cottage is located in a quiet and peaceful neighborhood in the South Cove area of Old Saybrook. Spend your days relaxing at Harvey's Beach, perusing the shops and restaurants along Main Street, taking in a show at The Kate, and unwind at the end of the day in your backyard oasis equipped with an outdoor TV and fire pit. We are less than a mile from Saybrook Point Inn and Spa, and 10 minutes to Water's Edge Resort and Spa.
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Large Waterfront Luxury Apartment
Located in Downtown Historic New London, this waterfront apartment features astounding views of the Thames River and Long Island Sound. Conveniently located, the apartment is within walking distance to restaurants, bars, galleries, the Amtrak train station and the Ferry terminals which service Block Island, Fishers Island and Long Island. The apartment also boasts a large deck overlooking the Thames with access to a grill and sitting area.
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Popular amenities for Old Saybrook waterfront rentals
Waterfront apartment rentals

"Meteor": River View Penthouse in Downtown Mystic
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Mystical Ocean View in Historic Stonington Borough
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Mystic River Getaway - Walk To Downtown & Seaport!
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The Millhouse Downtown Chester
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Cozy Apartment with Water View of Brook
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Fair Haven Heights Entire 1 Bedroom Apartment
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Lakeside apartment 2.5 miles from Wesleyan campus!
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The Pond Mill Retreat w/ 2 Bdrms & Pool
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Waterfront house rentals

Hot tub with river & casino view
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1 Bedroom Suite in the Heart of Mystic
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Luxe Bolton Lake
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Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
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Waterfront Oasis 4Bdr/2b
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Red Bird Waterfront Home. Dock available extra!
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Cozy Cape on the Cove
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PRIVATE BEACH: BEACHFRONTS & BALCONIES @ NIANTIC
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Waterfront condo rentals

Sun N Sound Resort, Montauk, NY
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Beautiful condo on Long Islands Northfork
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Montauk Waterfront Condo w/ Sunset Views
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Beautiful Waterview Condo on the North Fork of LI
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Waterfront Escape | Private Beach, Pool & Views
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Beachside Waterview 2Br Condo w/ Pool in Greenport
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King Bed - hot tub - saunas - 1 mile Mohegan Sun
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Waterfront Condo C-204 at The Cliffside Resort
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When is the best time to visit Old Saybrook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 951 | ﺩ.ﺇ 1,146 | ﺩ.ﺇ 1,146 | ﺩ.ﺇ 1,381 | ﺩ.ﺇ 1,520 | ﺩ.ﺇ 1,675 | ﺩ.ﺇ 1,653 | ﺩ.ﺇ 1,598 | ﺩ.ﺇ 1,469 | ﺩ.ﺇ 1,194 | ﺩ.ﺇ 1,058 | ﺩ.ﺇ 1,102 |
| 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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- Yale University
- Mohegan Sun
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- Ocean Beach Park
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- Mystic Aquarium
- Southampton Beach
- Hammonasset Beach State Park
- Soundview Beach
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- Ocean Beach
- Wölffer Estate Vineyard
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- Wesleyan University
- Long Island Aquarium
- Ditch Plains Beach
- Mount Southington Ski Area
- Stonington Vineyards
- Stony Brook University





