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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 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

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.

4.97 out of 5 average rating, 226 reviews
Top guest favorite
A charming cottage is depicted with a shingle exterior, a welcoming front porch, and a chimney. The grassy landscape is flanked by flowering shrubs, and a path leads to the entrance. A red barn is visible in the background, enhancing the rural setting.
Home in Waterford

Niantic River Beach Cottage | Waterviews

Kick back and relax in this quiet, stylish New England beach cottage with water views, a private neighborhood beach, an outdoor shower, and a sunny patio for coffee or evening wine. Just minutes from downtown Niantic, you’ll find beaches, cafés, bakeries, ice-cream stands, seafood, boutiques, boat launches, trails, outdoor concerts, and more—all within a short drive or bike ride. Perfect for a romantic getaway, a family weekend, or some quiet coastal downtime. See why guests love staying here!

4.98 out of 5 average rating, 170 reviews
Top guest favorite
A serene sunset is captured over the bay, with warm hues reflecting on the water's surface. Silhouettes of wooden posts emerge from the calm waves, creating a tranquil atmosphere. The horizon showcases a mix of colors as the day transitions to evening.
Home in Springs

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.

4.95 out of 5 average rating, 266 reviews
Superhost
A spacious deck overlooks calm waters, with a view of boats and distant shoreline. The wooden surface provides ample space for relaxation, while white railings frame the serene scene. Soft clouds drift across the sky, reflecting in the water's surface.
Home in Groton

True Ocean Front Vacationing - Groton/Mystic

Bright and airy contemporary beach house with breathtaking views of Long Island Sound. Conveniently located just 15 mins to Mystic/Stonington; 23 to Foxwoods/Mohegan Sun . Relax on the lower deck and drop a fishing line in the ocean as it greets the seawall at high tide. Or retreat to a private roof deck to enjoy your favorite beverage as you take in the most romantic time of the day, the golden hour featuring beautiful sunsets. Parking for 3-4 cars. We hope you enjoy this escape by the sea!

4.94 out of 5 average rating, 228 reviews
Top guest favorite
A vibrant sunset reflects on calm waters, with shades of orange and purple illuminating the sky. Silhouettes of small boats are visible along the sandy shoreline, while gentle waves create a serene atmosphere. The scene offers a tranquil view of Long Island Sound at dusk.
Home in New Haven

Beach Haven - waterfront, near Yale, sunsets

Everything you need for an amazing vacation, year-round, in our comfortable home right on the beach! Walk out the back door and dip your toes in the sand and in Long Island Sound. Enjoy spectacular views from the back patio, sun room, and most rooms in the house. Watch the sunset while soaking in the hot tub. Sit by the gas fireplace with a book. Stroll along the lovely nearby sea wall. 10-minute drive to Yale and all downtown New Haven has to offer. 5-minute drive to Lighthouse Point Park.

4.96 out of 5 average rating, 146 reviews
Guest favorite
A wooden deck features outdoor seating with a coffee table, positioned to overlook the tranquil Thames River. Clear skies and reflective water enhance the serene setting, while surrounding trees add a touch of nature to the inviting outdoor space.
Home in Waterford

Thames River Retreat · CT College+Casinos+USCGA

This home on the Thames River is the ultimate getaway for a family seeking relaxation and outdoor adventures. With five bedrooms, three and a half bathrooms, a spacious kitchen, and a comfortable living room with stunning views of the water and private beach. The master bedroom with on suite bathroom, large deck overlooking the river, with direct access to the backyard where you can lounge on the private beach, play lawn games, or take a dip in the river. We have 2 kayaks available for use.

4.9 out of 5 average rating, 114 reviews
Top guest favorite
An aerial view showcases a coastal neighborhood with homes situated along a sandy beach. Vibrant blue waters and marshlands surround the area, emphasizing its seaside location. The arrow points to the property's location within the community, illustrating proximity to the beach.
Home in Milford

Designer Beach Retreat on Exclusive Cedar Beach

Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!

4.97 out of 5 average rating, 270 reviews
Guest favorite
An open living area features a light-colored wooden floor, with a cozy gray sofa adorned with dark blue cushions. A round, wooden coffee table is positioned in front. A mirror and framed art decorate the walls, while a ceiling fan offers a gentle breeze.
Home in Old Saybrook

Seas the Day at the CT Shoreline

Welcome to a slice of heaven by the water. Spacious 4BR updated beach cottage. Well-equipped kitchen, outdoor shower & gas grill. Sunny enclosed porches downstairs & upstairs. 2 decks for friends & family to stretch out while dining al fresco or simply lounging. 5 minute walk to 2 private beaches & 3 miles to 2 town beaches & the center for unique shops & eateries. Plus... fiber optic wifi, free coffee bar, games, bikes, beach toys, beach wagon & umbrellas. Spas, outlets & casinos nearby.

4.88 out of 5 average rating, 34 reviews
Top guest favorite
An open-concept kitchen and living space features modern appliances and a wood-topped island with seating for three. Light cabinets and blue walls create a bright environment, while a hallway visible in the background leads to the entrance of the cottage.
Home in Branford

The Lighthouse: Beach Cottage Getaway by the Sea!

Relax at this unique and tranquil getaway. Long Island Sound to the left, hiking trails to the right. Come kick your feet up at this quiet dead-end road. Enjoy all the modern amenities in this gem of a cottage community. Restaurants and nightlife are just a quick stroll away. Avoid roadside hotels and take a vacation for a night, week, or longer! Check in anytime and at your convenience!No keys to lose or to return! This property provides secure, keyless entry with an August Smart Lock!

4.98 out of 5 average rating, 253 reviews
Top guest favorite
Home in Branford

Steps to Beach • Hot Tub • Game Room • Water Views

Beautiful coastal beach house directly across from a private beach and tennis club with complimentary guest access. Backing up to a serene marsh with stunning views, this home offers a peaceful, upscale setting perfect for families and groups. Relax in the hot tub with outdoor TV, fire pit, and kayaks. Inside features 4 bedrooms, a workspace, and a new game room with a 100” TV, pool table, shuffleboard, and darts. Minutes from Branford’s town center, dining, and waterfront attractions.

4.99 out of 5 average rating, 109 reviews
Guest favorite
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

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.

4.94 out of 5 average rating, 36 reviews
Superhost
The image captures a serene beach scene at sunset, showcasing calm waters reflecting pastel hues of pink and blue. Beachfront houses line the shore, with sandy areas leading toward the water's edge. Gentle waves lap against the shore, creating a peaceful atmosphere.
Home in Niantic

PRIVATE BEACH: A SLICE OF HEAVEN @ NIANTIC

INSTANT BOOK: Sept '26 - End Sept '27 = AVAILABLE SUMMER 2026: Sept **2027 Summer Available: June - End Sept** Steps away from CT Shoreline - back of beach house Amazing Views - Waterfront Outdoor Seating (2nd week May - until Nov 6th) *certain holidays/summer excluded in booking minimums/packages *discounts applied to nightly rate only *we can not combine multiple discounts, yet highest % will apply *if available, also apply 10% non-refundable booking option

4.92 out of 5 average rating, 173 reviews

Popular amenities for Old Saybrook beach house rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Beach house rentals with a pool

Guest favorite
Home in Waterford

Coastal Escape w/ Pool - Near Niantic & Beaches

4.74 out of 5 average rating, 19 reviews
Guest favorite
A spacious balcony extends along the side of the house, offering unobstructed views of the shimmering water. Weathered wooden benches provide seating, while the gentle waves can be observed lapping against the shore in the distance.
Home in North Fork

North Fork Sound Front Home with Pool

4.89 out of 5 average rating, 44 reviews
Superhost
An open living space features light-colored flooring and white walls. A dining table with four chairs is visible alongside a television mounted on a wall. Large glass doors lead to an outdoor area, enhancing the airy feel of the room.
Home in Mattituck

NoFo Getaway: Pool, Farm Views, Beach Sunsets

4.83 out of 5 average rating, 23 reviews
Home in Amagansett

Unit 211: Cottage | Ocean View | Striper

5.0 out of 5 average rating, 3 reviews
Guest favorite
Home in Springs

East Hampton Beach House · Heated Pool

4.84 out of 5 average rating, 50 reviewsA heated pool is set within a landscaped yard, bordered by lush greenery. A dining table for ten is positioned nearby, accompanied by lounge chairs. Two white lounge chairs with red accents are situated at the pool's edge, while stepping stones lead through the vibrant grass.
Home in Greenport

3 bedroom Greenport Village with Heated Pool

The 19th-century farmhouse features a charming exterior with dark wood shingles and large windows. A grassy yard surrounds the house, creating an inviting outdoor space. The salt-water swimming pool is visible in the foreground, reflecting the clear sky, complementing the serene setting.
Home in Springs

Peaceful woodland retreat in Springs

Superhost
An open living area features a modern sectional sofa facing a coffee table, with light-colored tiled floors and large windows letting in natural light. The space includes a dining area with tall chairs visible in the background, offering views of the outdoors.
Home in New London

Sunset Oasis 1 @ Ocean Beach: $1Mil View 6 Queen

4.92 out of 5 average rating, 215 reviews

Private beach house rentals

Guest favorite
A charming cottage sits elevated on wooden stilts, framed by sandy beach. A set of white stairs leads up to a spacious deck with railings. Nearby, beach chairs are positioned on the sand, and a striped umbrella provides shade.
Home in Clinton

The Viola Beach Cottage

4.89 out of 5 average rating, 9 reviews
Guest favorite
A wide view of Long Island Sound is captured from a private deck, featuring tranquil water and distant boats on the horizon. A white railing frames the scene, while greenery and a flagpole are visible in the foreground, indicating a peaceful outdoor setting.
Home in Guilford

Picturesque Waterfront Villa

4.9 out of 5 average rating, 21 reviews
Superhost
The property is nestled among lush greenery, showcasing a spacious roofline and large windows. A clear view of the water is visible beyond the tree line, blending the home with the natural surroundings. The scene reflects a peaceful atmosphere in a scenic location.
Home in Waterford

Beach Home with View

4.81 out of 5 average rating, 43 reviews
Top guest favorite
Home in East Lyme

Little Beach House

4.97 out of 5 average rating, 31 reviews
Guest favorite
Home in Niantic

Lake House - A

5.0 out of 5 average rating, 5 reviews
Superhost
A spacious outdoor deck overlooks the tranquil waters of Long Island Sound, featuring comfortable lounge seating and a fire pit. The serene beach is visible in the background, framed by lush greenery, inviting relaxation and outdoor gatherings under the open sky.
Home in East Haven

Oceanfront Couples Retreat | Pvt Beach + Firepit

4.88 out of 5 average rating, 81 reviews
Guest favorite
A spacious living area is furnished with comfortable seating options in neutral tones. Large windows provide unobstructed views of the waterfront, letting in ample natural light. Ceiling fans enhance the air circulation, while hardwood floors add warmth to the space.
Home in West Haven

Beautiful, Spacious, Waterfront Home on the Bay

4.98 out of 5 average rating, 43 reviews
Superhost
Home in Colchester

Enjoy Labor Day by the lake at a discount!

4.8 out of 5 average rating, 5 reviews

Pet-friendly beach house rentals

Guest favorite
Home in Madison

Coastal getaway with water views in every room

4.91 out of 5 average rating, 68 reviews
Guest favorite
Two kayaks in vibrant shades of yellow and green are neatly positioned against a light-colored shed. Each kayak features seating areas and foot wells. Two paddles are visible beside them, suggesting options for outdoor water activities.
Home in Waterford

Cheerful Cape. Sleeps 8. Near beach/ river

4.84 out of 5 average rating, 19 reviews
Guest favorite
Home in Groton

The Love Shack- A Waterfront Romantic Paradise.

4.8 out of 5 average rating, 10 reviews
Guest favorite
Home in Madison

NEW Charming Coastal Bungalow steps from the Beach

5.0 out of 5 average rating, 12 reviews
Guest favorite
An outdoor cabana offers ample seating with green cushions arranged around a low table. Sandy beach and ocean views are visible through the open sides, where sun loungers are positioned nearby. A yellow umbrella provides shade, enhancing the coastal relaxation atmosphere.
Home in Westerly

Ocean front The Beach House

4.96 out of 5 average rating, 93 reviews
Top guest favorite
A weathered wooden sign is attached to a large tree, directing visitors towards the beach. The sign is marked with the words 'TO THE BEACH' and is surrounded by a grassy area with additional trees in the background, offering a sense of calm and connection to nature.
Home in North Fork

The North Star: Greenport Waterview Beach Getaway

4.96 out of 5 average rating, 69 reviews
Guest favorite
Home in East Hampton

MAGNIFICENT PRIVATE RIVERFRONT HOME, 10% off

4.82 out of 5 average rating, 66 reviews
Superhost
A sandy beach stretches along the shoreline, bordered by calm waters. Gentle waves lap at the shore under a clear blue sky, while rocky formations are visible in the distance. The beach environment is spacious, ideal for family activities and relaxation.
Home in Old Lyme

Beach Front Hawks Nest Beach (B)

4.79 out of 5 average rating, 28 reviews

Destinations to explore