Holiday rentals in Old Lyme Shores

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Top-rated holiday rentals in Old Lyme Shores

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A comfortable living area is showcased, featuring two sofas adorned with orange and blue cushions. Natural light fills the space through multiple windows, while a flat-screen TV is mounted on a wooden accent wall. A rug complements the neutral tones of the room.
Home in Old Lyme
5 out of 5 average rating, 38 reviews

Sky of Blue, Sea of Green

Pet and kid friendly. Seasonal hot tub! No pet fee, fenced yard. Off-street parking. City water. Games and separate gameroom with bikes and outdoor toys. Beach supplies! Beachside community, 3 blocks to Beach. Several restaurants and convenience stores within easy walking distance. Could be a great vacation for those without a car, 10 minutes to Old Saybrook Amtrak station, everything you need is nearby and / or easily walkable. NEWLY ADDED --- 6 person hot tub available from April - Oct!

Superhost
The exterior of the cottage features light green siding and a welcoming front porch. An American flag is displayed to the left, while well-maintained flower beds with colorful blooms are positioned along the gravel pathway leading to the entrance.
Cottage in Old Lyme
4.92 out of 5 average rating, 86 reviews

Sound View Beach Cottage

Prime location. Cozy up just steps from the beach. Across the street from The Pavilion. Enjoy the beach by day and bar/restaurant night life. This charming 500 sq. ft. cottage is updated and fully furnished. 2 bedrooms & 1 bath. 2 queen size beds and a sofa bed in the living room. Brand new luxury kitchen appliances, for some delicious gourmet dinners. Smart Flat screen TV & WiFi provided. Propane fire pit in backyard with grill. Pet friendly. Parking provided. Make this your year round getaway!

Guest favourite
The interior of the cabin features a spacious bed framed by large windows that invite natural light. A small dining table is set beside a plant, and the wooden ceiling enhances the cozy ambiance. A decorative blanket adds a splash of color to the bed.
Cabin in Montauk
4.96 out of 5 average rating, 490 reviews

Tiny Cottage in Hither Woods, Montauk

A little cabin on our property in Hither Woods. A cozy hideaway conveniently located 12 minutes walk from Gurney's Beach Resort, 16 minute walk from public path to beach, and 6 minutes drive from Montauk town for restaurants and nightlife. Good for couples and solo adventurers, the space is private and homey, with outdoor shower and Chimenea fire pit. The main house is 65ft away, but we honor your privacy. The cottage comes with WiFi, window A/C and complimentary coffee or tea. Parking for 1 car

Top guest favourite
A charming exterior view of the guest house is presented, featuring a brick path leading to the entrance. Surrounding greenery includes well-maintained grass and trees, providing a natural setting. Flowerbeds with various plants add color to the landscape, creating an inviting atmosphere.
Flat in Old Lyme
5 out of 5 average rating, 54 reviews

Private Guest House Near the Beach • 1BR / 1.5BA

1 bedroom/1.5 bath guest house with open concept floor plan in convenient location. Bedroom with attached bath has a queen bed and tv with Roku. Half bath off the living space with a washer/dryer. Kitchen has stainless steel appliances and granite countertops, plus a large table. Living room has leather seating and a large tv with Roku. High speed Wifi and central A/C throughout. Private entrance; non-smoking and no pets allowed; off-street parking for one car. 5 mins from beach & local parks!

Guest favourite
A charming two-story house is nestled among lush greenery, with large windows reflecting sunlight. The wooden exterior features shingle siding, and a gentle slope of grass leads up to the entrance. Surrounding trees create a serene, private atmosphere.
Flat in Sag Harbor
4.96 out of 5 average rating, 163 reviews

Hamptons Hills Escape

Located in a quiet and safe neighborhood tucked into the woods of Sag Harbor, yet just a 10-minute drive from Sag Harbor town. Down the road is "Morton's Wildlife Refuge" with a beautiful walk to a beach and where birds eat seed directly from your hand. The lovely Long Beach is 5 minutes away - day passes are available. You only have one entrance/exit to deal with, the white door at the top of the wooden stairs that are pictured. Perfect for a couple looking to cook, relax, and spin records.

Top guest favourite
A tranquil lake scene is captured at sunrise, featuring a wooden dock extending into the water. Soft pink and orange hues reflect on the lake's surface, complementing the surrounding greenery. Two Adirondack chairs sit near a fire pit, inviting relaxation by the scenic view.
Home in East Haddam
4.93 out of 5 average rating, 299 reviews

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.

Top guest favourite
A balcony view captures a serene beachfront scene at sunset, with gentle waves lapping at the sandy shore. A detailed metal chair is positioned on the deck, providing a quiet spot to enjoy the tranquil waters and cloudy sky.
Home in East Lyme
4.97 out of 5 average rating, 211 reviews

Beachfront Paradise

Beautiful beachfront home available weekly in season (6/20/26-9/5/26) 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, movie theatre, 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.

Top guest favourite
Home in Old Lyme
5 out of 5 average rating, 21 reviews

Casa Swan

Enjoy the Connecticut shoreline in our year round beach house. There is plenty of room with 3 bedrooms, living room, enclosed front porch, fully equipped kitchen and backyard. Short walk to Soundview beach. Enjoy great dining and shopping in Old Saybrook, Essex, Mystic, Chester and Niantic. The neighborhood is quiet and safe for walks to the beach. Plenty of things to do within a short drive, Mystic Aquarium, Mohegan Sun , Foxwoods, Essex Steam Train, Clinton Outlets and much more.

Top guest favourite
A living room features natural light streaming through windows, enhancing the warm wood floors. A brown sofa is paired with a woven lounge chair, and a blue coffee table is centered on a light-patterned rug. Wall-mounted shelves display framed art and decorative items.
Cottage in Old Saybrook
4.96 out of 5 average rating, 102 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.

Top guest favourite
The charming barn exterior is illuminated by warm string lights, highlighting its rustic wood finish. Adirondack chairs are arranged in the lush, level yard, inviting relaxation. A covered porch extends from the barn, enhances outdoor living space while offering a cozy atmosphere as twilight approaches.
Barn in Essex
4.96 out of 5 average rating, 182 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.

Top guest favourite
Tiny home in East Lyme
4.98 out of 5 average rating, 132 reviews

Lakeside Serenity Tiny House

Embrace Lakeside Serenity Unwind in our cozy tiny home at The Island RV Park, right on Pattagansett Lake. A retreat for relaxation, with a queen bed, full amenities, and fast Wi-Fi. Perfect for romantic escapes or peaceful solo retreats. Help yourself to our shared kayaks and watercraft (available May - Oct) to get out on the water!

Top guest favourite
The farmhouse, constructed in 1856, is showcased with its classic white exterior and black accents. Large windows allow natural light to fill the space, while lush greenery surrounds the property. A pebble pathway leads to the entrance, enhancing the inviting atmosphere.
Home in Old Lyme
4.97 out of 5 average rating, 212 reviews

Modern Farmhouse with Hot Tub in Old Lyme, CT

Originally built in 1856 this farmhouse has been lovingly restored with stylish and modern amenities for a perfect vacation getaway. Nestled in the heart of downtown, historic Old Lyme the property is convenient to shops, restaurants and local shoreline activities including water sports and hiking.

Popular amenities for Old Lyme Shores holiday rentals