Vacation rentals in Saybrook Point

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Top-rated vacation rentals in Saybrook Point

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Guest favorite

Cottage in Deep River

4.92 out of 5 average rating, 26 reviews

Serene Waterfront Cottage

Welcome to Smuggler’s Cove Cottage. Rumor has it that this quaint cottage was once the scene of infamous rum running. Today, it’s our little slice of heaven away from the chaotic city life. It’s the perfect place to curl up and read a book by the fire when it’s chilly out. During the warmer months, take full advantage of the spacious waterfront patio & docks. Whether you’re sunbathing or having a drink watching the local geese and ducks float by, this tranquil cottage has everything you need.

Guest favorite

Guest suite in Old Lyme

4.89 out of 5 average rating, 275 reviews

Luxurious Old Lyme King Bedroom Suite

First floor king bedroom suite in Ludington House, a historic home centrally located in the charming village of Old Lyme. Perfect for couples. Luxuriously appointed with California King bed, spacious kitchenette, bathroom and separate entrance. Private porch with view. Close to restaurants, beaches, art galleries and museum. Located in stunning historic mansion (location of film "Christmas at Pemberley Manor" 2018). Sorry - no pets, it will not work with our own pets. Guests must be 21 plus.

Guest favorite

Cottage in Old Saybrook

4.93 out of 5 average rating, 14 reviews

Serene Coastal Cottage steps from South Cove

Welcome to your perfect private seaside escape! Nestled in the heart of Old Saybrook, this cozy 1-bedroom cottage blends classic New England charm with modern comfort. Just a short stroll from the beach and historic downtown, this cottage is ideal for a relaxing getaway or a romantic retreat. Wake up to salty sea breezes and enjoy your morning coffee on the deck. Whether you're exploring the nearby attractions, dining at local restaurants, or unwinding with a book, you’ll feel right at home.

Top guest favorite

Cottage in Old Saybrook

4.98 out of 5 average rating, 132 reviews

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.

Guest favorite

Home in Old Lyme

4.89 out of 5 average rating, 9 reviews

Old Lyme Farmhouse

Welcome to our cute, stylishly updated 1901 farmhouse! The property is 1.5 acres, with a wildflower meadow, on a quiet street across from a nature preserve. Its walking distance from two public boat launches on the mouth of Connecticut river. Near great beaches and rivers, the FloGris Art Museum, an Audubon center, and a cozy main-street, it’s a perfect place for families, bird watchers, kayakers, cyclists, and anyone seeking a peaceful, quiet escape. Bring your binoculars!

Top guest favorite

Home in Lyme

4.98 out of 5 average rating, 280 reviews

“The Answer” Your Unique, Tidal, Riverfront Escape

“The Answer” is listed in “Only In Your State” 2024 - titled “This Riverfront Retreat Will Be Your New Favorite Destination” and Travellers Worldwide 2022 and 2023 Kayaks included This unique glass-front, tidal river retreat, is privately nestled on historic Hamburg Cove. It offers gorgeous year-round, tranquil tidal water and valley views. Extraordinarily and serene. The interior is open/spacious and bathed in light. Wake up to the many sounds of nature.

Guest favorite

Tiny home in East Lyme

4.96 out of 5 average rating, 102 reviews

Lakefront Retreat Tiny House

Discover a tranquil lakeside escape in our cozy tiny house, nestled within a boutique RV Park in East Lyme, CT, just 15 minutes from Mystic. Perfect for couples seeking a romantic getaway or individuals looking for a serene retreat. Compact in size but loaded with all the comforts you need: a comfy queen bed, smart TV and fast WiFi, a fully-equipped kitchen, a bathroom with full sized shower and flushing toilet, inviting decor and an unbeatable lake view!

Top guest favorite

Cottage in Old Saybrook

4.96 out of 5 average rating, 82 reviews

1920’s charming dollhouse near South Cove

Simple, no frills guest cottage near South Cove in Old Saybrook. Drop your kayak /paddle board in at the end of the street, walk to town for dinner or a show at the Katherine Hepburn Theater, or enjoy a day at town beach only 1.5 miles away. This is a shabby chic escape in a friendly, quiet neighborhood. A few quirks but tons of charm! If you are looking to unplug and sit by the fire pit, read a book, and go to the beach, this is the place for you.

Guest favorite

Home in Old Saybrook

4.73 out of 5 average rating, 231 reviews

The Cottage

Step into a piece of history with this charming, fully converted 1930s changing house. Ideally located, it’s just a short stroll to downtown or a scenic bike ride to the beach, putting the best of the area right at your doorstep. Inside, you’ll discover a thoughtfully designed studio layout, offering the perfect setting for a peaceful getaway. The Cottage seamlessly blends comfort, convenience, and character, creating a truly inviting retreat.

Guest favorite

Barn in Essex

4.96 out of 5 average rating, 160 reviews

River Barn, Sidewalk Stroll into Essex Village

The Coolest Airbnb in Connecticut (Conde Nast Traveler 2021) The barn is a perfect retreat. Ideal for those looking to take a break from city life or those working remotely. Would also make for a lovely place to call home while you are selling or renovating your own home. Couples, two good friends, singles, or a family with an older child will enjoy the configuration. It will also make for a lovely getaway for a couple with a newborn.

Guest favorite

Barn in Old Lyme

4.93 out of 5 average rating, 165 reviews

Town's End Farm

Finished 1,000+ sq. ft. private 1 bdr apartment with closet, kitchen, bath, dining/living area, workspace, w/ garden in 100+ year old carriage stable. W/in stone's throw of Congregational and Catholic churches - great for weddings. Close to shore, Connecticut River, Florence Griswold Art Museum. Easy access to I-95. Secluded getaway in the heart of quaint New England town. Owner occupies separate living quarters.

Guest favorite

Tiny home in East Lyme

4.99 out of 5 average rating, 141 reviews

Luxury Tiny Home Near Rocky Neck

Home away from home at our chic hideaway! Create a culinary masterpiece in the fully-appointed kitchen. Pamper yourself with heated floors in the bathroom, outdoor fire pit and heater. An elevated platform perfect for camping or yoga. Nestled just minutes from the picturesque Rocky Neck and McCooks beach, this is the ultimate small family romantic retreat or solo experience!