Beach house vacation rentals in Old Saybrook

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Top-rated beach house rentals in Old Saybrook

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Top guest favorite

A charming cottage is set against a backdrop of lush greenery, featuring a welcoming front porch with a white railing. Natural light illuminates the exterior, showcasing the textured shingle siding and a gabled roof. The grassy area extends toward the tree line, creating a serene atmosphere.

Home in East Hampton

4.95 out of 5 average rating, 233 reviews

Private beach, fully updated house, on 2 acres.

Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.

Guest favorite

The exterior of a two-story beach cottage is displayed at night, featuring illuminated steps and strings of lights adorning the railings. A front door painted in a soft blue stands out, while windows above allow glimpses of the home’s interior. Nearby vehicles are parked on the driveway.

Home in Milford

5 out of 5 average rating, 9 reviews

Salty Kisses Cottage Relax

Salty kisses beach cottage is simply adorable. The perfect getaway. Your happy place, always fresh linens, tasteful coastal decor. Direct water views Beach access across street Amazing sunrise and sunsets. At the end of the road is Silver Sands State Park with showers and food. Walk on the boardwalk to Walnut Beach. Live music, milford creamery, bees knees, pizza, lazy lobster and specialty stores. We have a lovely backyard for grilling and chillin. Downtown & Lisman landing only 1-2 mile walk.

Guest favorite

A bright living area features an arched glass ceiling, allowing natural light to flood the space. Colorful stained glass adds a decorative touch. Two comfortable chairs and a sofa provide seating, while a large TV is positioned for entertainment, enhancing the cozy ambiance.

Home in Bristol

4.87 out of 5 average rating, 95 reviews

Bristol, RI The Ship of Dreams-Historical District

Make your way up the turret in this 1800's home to the two floor 5 room nautically themed apartment, new kitchen, bath and laundry. Skylights for stargazing. Deck overlooking Bristol village rooftops and ocean view. Walking distance to restaurants, shops, etc. Walk to ferry - Newport/Providence (seasonal) Walk to/Ride to East Bay Bike Path Historical home w/private back yard Parking for 2 vehicles Beach - walking distance Located on side street from Parade RWU 1.8 miles Walk to Pickleball

Superhost

The kitchen showcases a modern design with white cabinetry and stainless steel appliances. A wooden dining table is surrounded by red metal chairs, while an open layout is enhanced by natural light streaming through large sliding doors leading to the outdoor space.

Home in Montauk

5 out of 5 average rating, 20 reviews

Family Friendly Designer 3bd Centrally Located

Enjoy Montauk for all its pleasures and call this immaculate golf course house your home. Nestled on quiet Fairlawn Drive, you will enjoy a short walk to town, the train station, or the beach. The Manor is just down the street. Take a stroll up to the Fort Hill Cemetery for spectacular sunset views over Fort Pond Bay. If you plan to bring a bike, everything is within biking distance, and plenty is within walking distance. The golf course is just across the street. Rental Registry # 22-953

Superhost

A spacious kitchen features wooden cabinetry and an island with seating. Natural light streams in from a large window above the sink. A dining table is surrounded by chairs, while a glass-front cabinet and shelves display various items. An organized countertop holds kitchen essentials.

Home in Narragansett

4.68 out of 5 average rating, 22 reviews

Kayaks Treefort Zipline&Beaches!

Relax with your family or friends at this adventurous place to stay. Only a 3 block walk to the Narrow River to launch 1-5 kayaks. 6 min drive or 15 min bike ride (5 adult bikes and 2 kid bikes) to URI Bay Campus (only free beach) or 7 min drive to Narragansett Town Beach (best surfing in RI/New England!). You share all outside amenities- kayaks, bikes, swing, zipline, trampoline and treehouse with the separate guest suite on lower level. Big private porch & deck with wood pellet gill!

Guest favorite

An outdoor dining area is visible, featuring a glass-top table surrounded by six chairs beneath a large umbrella. A grill sits nearby, with a view of the water and lush greenery in the background, creating a relaxing setting for meals and gatherings.

Home in Hampton Bays

4.98 out of 5 average rating, 111 reviews

Hamptons Beachfront- Relax & Getaway- On the bay

Awesome Beachfront vacation home located directly on a private sandy beach right on Shinnecock Bay. Suntan, swim, kayak or just chill and relax in a float right on the beach in the backyard. Hungry- no worries you can bbq right off the back deck or walk to one of the best Caribbean restaurants in the Hamptons. You’ll love my place because of the location and the ambiance- vacation vibes. My place is perfect for couples, solo adventurers, business travelers, and families (with kids).

Guest favorite

A rustic red cottage is visible, framed by lush greenery and cloudy blue skies. The structure features a stone foundation and a welcoming star accent on the wall. A paved driveway leads up to the entrance, surrounded by manicured lawns and shaded by tall trees.

Home in Niantic

4.9 out of 5 average rating, 31 reviews

Bella’s Beach Cottage

NEW! Great amenities and beach location. Family friendly rustic 1950’s beach cottage in a private beach community, in Niantic, CT. Beach parking pass included, walk and/or park steps away from our private beach & walk into Rocky Neck State Park. A short drive to great restaurants, The Niantic Boardwalk, Foxwoods and Mohegan Casinos, shopping (Niantic, Westbrook Outlets, Clinton Crossing), Mystic Aquarium and Seaport, Garde Arts Center, The Kate & Niantic Children's Museum.

Superhost

The exterior of the two-story home is framed by vibrant flowers in shades of pink, white, and green. A gravel driveway leads to the entrance, while manicured lawn areas complement the lush foliage. A small balcony is visible above the front door, enhancing the inviting appeal.

Home in Narragansett Beach

4.75 out of 5 average rating, 28 reviews

Narragansett Oceanview 5Br/3b A/C beaches Newport

“Seaview” is a wonderful 5 bedroom, 3 bath ocean view home to share with family or friends for a summer vacation in Narragansett, Rhode Island (The Ocean State). Relax on one of the porches or decks in this spacious house offering all the comforts of “ A home away from home”. We are just a few minutes from the best beaches in Rhode Island, close to historic Wickford and great Sightseeing in Newport. It can accommodate 12-14 guests.

Superhost

A spacious living room features a cozy seating area arranged around a brick fireplace. Exposed wooden beams add character to the high ceiling, while a decorative bookshelf holds various items. Natural light is provided by generous windows, complemented by vibrant artwork on the walls.

Home in Sag Harbor

4.93 out of 5 average rating, 14 reviews

Near Beach & Sag Harbor in the Heart of Hamptons!

In the heart of the Hamptons, house with cathedral ceiling near bay beach. Spacious living room, comfy Southwest decor, eat-in-kitchen, washer/dryer, wifi, on a quiet cul-de-sac street, organic lawn, near a great beach. 2-3 bedrooms available. Drive into SAG Harbor, Southampton or East Hampton for dining, shopping, sightseeing, plus gorgeous, award-winning ocean beaches. No smoking inside this home; no pets

Guest favorite

A patio overlooks the calm waters of Napeague Harbor, featuring two lounge chairs under large umbrellas. Surrounding plants and flower pots add greenery, while an American flag gently flutters in the breeze. The serene landscape is complemented by distant boats on the water.

Home in Montauk

5 out of 5 average rating, 30 reviews

House on Napeague Harbor, Amagansett

This family-friendly, rustic beach house was designed around the position of the setting sun and weather co-operating, most evenings guests are not disappointed. The shallow water of the Harbor is a mere 50' from the house - enjoy breakfast on the patio while cormorants and egrets cruise the harbor. Windsurfers, kite-surfers are active when the wind is up; kayakers and SUPers love the calmness of the bay.

Top guest favorite

A charming white house with blue shutters and a bright blue door is set against a clear sky. Lush green grass surrounds the home, with vibrant pink azaleas and well-maintained hedges adding color to the inviting exterior.

Home in mystic

4.98 out of 5 average rating, 187 reviews

Charming Downtown Mystic Historic House

Enjoy Mystic in historic John Denison house. We are close to all Mystic has to offer. Great views, location, and impeccable cleanliness. Perfect for couples, solo adventurers, business travelers, and families. Guests required age 25 or older verified by Gov ID to book. Declared pet fee $150. Undeclared pets incur an automatic $500 charge. Please note: narrow stairs to the 2nd floor.

Guest favorite

A serene beach scene is captured at sunset, featuring soft, warm hues in the sky blending with the calm water. The sandy shore curves gently along the edge, with distant islands visible on the horizon, creating a peaceful coastal atmosphere.

Home in Sag Harbor

4.95 out of 5 average rating, 20 reviews

Beach Cottage | Steps to Water | Firepit

Kick back and relax in this calm, stylish beach cottage in Sag Harbor. It is the perfect spot for a single or couple to enjoy the Hamptons beachy lifestyle. Fully appointed for your stay, just bring your bathing suit. Outside is your own patio with sitting area, dining table with umbrella, firepit/BBQ area, and my own tiny cottage across the lawn so I am readily accessible.