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Holiday rentals in Saybrook Point

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Top-rated holiday rentals in Saybrook Point

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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 Niantic
4.97 out of 5 average rating, 226 reviews

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.

Top guest favourite
A two-story home features a light-colored exterior with traditional shutters and a welcoming front porch. The yard is neatly landscaped with greenery and flowers. A wooden deck is visible at the back, providing an inviting outdoor space.
Home in Old Saybrook
4.97 out of 5 average rating, 146 reviews

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

Top guest favourite
A two-story beach cottage is presented with a light exterior and a spacious balcony. Large sliding glass doors are visible at the lower level, providing easy access to the outdoor space. Nearby, a driveway is seen leading towards the garage.
Cottage in Westbrook
4.91 out of 5 average rating, 112 reviews

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

Top guest favourite
Home in Old Saybrook
4.96 out of 5 average rating, 27 reviews

The Saybrook Point Bungalow, Stroll to Downtown

Charming 2-bedroom cottage in Old Saybrook Point neighborhood, just a 1-mile sidewalk stroll to Main Street shops and restaurants. The primary bedroom features a king bed that can convert to two XL twins upon request, plus a second bedroom with a twin. A large couch can sleep a fourth guest. Enjoy warm, modern touches throughout, a Smart TV in the living room, a sunny back porch, and a quiet yard perfect for morning coffee or relaxing after a day exploring this beautiful beach town.

Guest favourite
A welcoming view of Belle Vue Cottage features a well-kept lawn with a sign indicating its name. The cottage is framed by trees, with a driveway leading to it. A garage is visible in the background, contributing to the serene atmosphere of the neighborhood.
Cottage in Old Saybrook
4.98 out of 5 average rating, 166 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 favourite
A two-story waterfront home is set against a serene evening sky, featuring a spacious front lawn. Large windows invite natural light, while a balcony provides an upper-level retreat. A stone patio with seating is visible, enhancing outdoor relaxation options.
Home in Old Saybrook
4.94 out of 5 average rating, 36 reviews

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.

Top guest favourite
Home in Old Saybrook
5.0 out of 5 average rating, 103 reviews

Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace

Explore our Old Saybrook retreat on Great Hammock Rd, a cozy spot near the beach. Perfect for romance or family fun, it boasts stunning views and amenities. Relax in the hot tub, use bikes for local exploration, and enjoy evenings by the fire pit. Indoors, a fireplace adds warmth. Book now for a delightful getaway with views, memories, and the charm of Old Saybrook! Please note Our property is strictly an animal-free zone due to severe allergies persisting in the family.

Top guest favourite
A comfortable living area is highlighted by patterned walls and natural light from two windows. A white sofa adorned with blue and patterned pillows is complemented by a striped rug. Two seating options, including a chair and a sofa, provide additional comfort.
Flat in Old Lyme
4.97 out of 5 average rating, 118 reviews

Private apartment in the heart of Old Lyme village

This rare village gem is located in the heart of historic Old Lyme, CT. The freshly renovated two bedroom apartment with private entry is a quick walk to the historic arts community, a block from the river for exploring and a quick ride to lake or beach. The property features various flower and vegetable gardens with a stunning pergola and patio for outdoor dining. Conveniently located off I-95 to access nearby quaint New England waterside towns, shops and restaurants.

Top guest favourite
A white two-story house is featured, with black-shuttered windows and a decorative front porch lantern. An American flag flutters at the front, and a neatly maintained fence surrounds the lawn. A tree without leaves is visible in the background on a clear day.
Home in Essex
4.97 out of 5 average rating, 98 reviews

Ideal Historic Home in Essex Village

Welcome to village life in the heart of Essex Village. This is the longest running and most visited vacation rental home on Main St in Essex, CT. Chosen as the best small town in America by Norman Crampton in his book, The 100 Best Small Towns in America. Essex also appears in 1000 Places to Visit Before You Die. Located on the Connecticut River, this friendly New England community has been welcoming travelers since before the American Revolution.

Top guest favourite
A charming entrance is framed by an archway adorned with decorative ironwork. The door, painted in a soft turquoise, is complemented by a welcoming wreath. Lush green foliage surrounds the entryway, creating a serene outdoor environment.
Cottage in Old Saybrook
4.75 out of 5 average rating, 258 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 favourite
The exterior of the cottage is characterized by distinctive brown shingles, complemented by a bright blue sky overhead. Windows are symmetrically arranged, while a decorative sun emblem adds visual interest. An American flag waves near the apex, and a pumpkin is placed near the entrance.
Cottage in Old Saybrook
4.9 out of 5 average rating, 68 reviews

Luxury Driftwood Cottage @ Saybrook Point

The Driftwood Cottage is your next seaside getaway, with two King beds and a full and just steps away from the Saybrook Point Marina nestled between the Long Island Sound and Connecticut River. Whether you are docking for the weekend, attending a wedding, or need a romantic getaway. Enjoy the warmth and history of Historic Old Saybrook with our cozy cottage as home base. We love Connecticut and making ever-lasting memories for our guests!

Top guest favourite
A living area features a comfortable sectional sofa adorned with decorative pillows. Two light blue armchairs are positioned beside a small table with a patterned top, while a television stand and a floor lamp complete the inviting space. Sunlight is visible through a window.
Home in Old Saybrook
4.92 out of 5 average rating, 116 reviews

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!

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