Beach house vacation rentals in Old Saybrook

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Popular amenities for Old Saybrook beach house rentals

Beachfront house rentals

Top guest favorite
A charming lake house is nestled among lush greenery, featuring a light yellow exterior and dark shutters. A sun design adorns the front, and a welcoming entrance includes a blue mat. The tranquil lake is visible in the background, enhancing the peaceful setting.
Home in Eastford
4.92 out of 5 average rating, 103 reviews

Serenity Ashford Lake

RachelRating, 5 stars6 days ago
The Ashford Lake cottage was absolutely perfect for our sister birthday weekend! The hot tub, fire pit, screened in porch, and dock all were perfect for catching up, relaxing, and enjoying each other's company. The house was fully stocked with everything we could possibly need and everything was extremely clean. Jason was extremely attentive and made sure we had everything we needed throughout our stay. I can't recommend this cottage enough and hope to visit again in the future!
Guest favorite
An aerial view captures the Reed House situated near the shoreline, with the Long Island Sound visible in the background. Surrounding homes and a sandy beach area are present, while lush green lawns and a winding waterway enhance the natural setting.
Home in Waterford
4.95 out of 5 average rating, 117 reviews

Coastal New England Waterfront Home-The Reed House

TimmRating, 5 stars3 weeks ago
Perfect location and accommodations for extended family to stay for a college graduation weekend! Clean, spacious and well appointed. Nice views and enjoyed using the kayaks on the bay. Garon’s responsiveness and communication were excellent.
Guest favorite
The open living area showcases a modern kitchen with a central island and several bar stools. Sunlight streams through large glass doors, highlighting the neutral tones of the furnishings and the expansive water view. Wood detailing adds warmth to the atmosphere.
Home in Milford
4.96 out of 5 average rating, 221 reviews

Designer Beach Retreat on Exclusive Cedar Beach

ChristopherRating, 5 stars2 days ago
We love staying at Cail and Jayne’s beach home in Milford! This is our second time at one of their homes, first time on the marsh side of street. It’s a beautiful setting and great for bird watching! This is also why I love staying at superhost properties. Communication is always fast and easy, the place is spotless, tons of amenities, easy to follow instructions, comfortable beds, and the home is decorated beautifully. My Mom and I were sad to leave. Tl;dr: Great home, great hosts, great location. Highly recommended!
Top guest favorite
The entrance of the home is framed by white, picket fencing and vibrant floral landscaping. A covered porch with classic columns supports a welcoming entrance. The door features decorative glass elements, providing an inviting touch to the exterior.
Home in North Fork
4.98 out of 5 average rating, 102 reviews

Designer's Dream - Charming Boathouse

MarkRating, 5 stars1 month ago
This was our second time renting Brian's place for a getaway and this stay was as excellent as the last. We love this house so much and Brian could not be a better host. His communication is stupendous; he was always immediately available to respond to any questions we had.
Guest favorite
The living area features a large sectional sofa with a throw pillow, a dark coffee table, and a dining area with a wood table. Sliding glass doors open to a scenic view of the Thames River and the outdoor deck.
Home in Montville
4.91 out of 5 average rating, 127 reviews

Thames River Cottage · Near Casinos + USCGA

KarmeliaRating, 5 stars2 weeks ago
Pleasant stay, super clean and very responsive host
Guest favorite
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
4.94 out of 5 average rating, 198 reviews

True Ocean Front Vacationing - Groton/Mystic

MimiRating, 5 stars2 weeks ago
The house was very clean, with a beautiful, large, well stocked kitchen. The view was lovely and it was wonderful hanging out on the deck. The beds were very comfortable. The house would be a little more practical if one of the bedrooms had two beds, so more people could sleep in the actual bedrooms. The pull out beds were not as comfortable and the bed in the loft is only accessible with a ladder. However, for a small group or people who aren’t picky about their sleeping arrangements it is a fantastic place to stay. You can’t beat the view and proximity to the water!
Guest favorite
A sunlit living area is furnished with a white sofa and two dark armchairs, arranged around a glass coffee table. Large windows with shades allow natural light to fill the space. A decorative chandelier hangs from the ceiling, adding a touch of elegance.
Home in North Fork
4.94 out of 5 average rating, 262 reviews

Dream Get Away

MichaelRating, 5 stars1 month ago
We had a great stay at Stephen's house in Greenport. The house was absolutely beautiful, there was plenty of space, and it had everything you could possibly need for a great stay. You can tell the house is cherished, lived in, and cared for by the owners. The location is perfect and the town of Greenport is full of amazing restaurants, beautiful sights (who knew it was full of gorgeous cherry blossoms?), and there are many things to do in the area.
Guest favorite
Home in New London
4.89 out of 5 average rating, 132 reviews

Beauty and the Beach!

JillRating, 5 stars1 month ago
This house is amazing, even more spacious than the photos indicate. Everything was spotlessly clean. The hosts were great communicators, and made sure I had everything I needed. The rooms were nicely furnished and so beautiful. I’d definitely stay here again.

Beach house rentals with a pool

Guest favorite
A serene backyard showcases a heated saltwater pool bordered by vibrant wildflowers. Tall trees provide shade, while a cozy seating area, visible in the background, complements the tranquil setting. Sunlight illuminates the landscape, highlighting the lush greenery and colorful blooms.
Home in North Fork
5 out of 5 average rating, 34 reviews

North Fork paradise between beaches and vineyards

AndrewRating, 5 stars4 months ago
We had a lovely stay at Karine’s cute house! The kitchen was very nicely outfitted, beds were super comfortable, and the big wood-burning fireplace was excellent! We appreciated all the cool artwork around the house, and Karine’s wonderful photography book! We got to enjoy lots of bird life, and we were lucky to have a bit of snow. What a beautiful and peaceful spot. We can’t wait to come back in warmer weather to enjoy the pool and lovely big deck and yard!
Top guest favorite
Home in North Fork
4.97 out of 5 average rating, 205 reviews

Private Oasis W/Stunning Vinyard and Pool Views

RebeccaRating, 5 stars3 weeks ago
We loved staying at this home - it was the perfect place for our group of ten. The outdoor space was definitely the highlight, with the pool & spa being our favorite part of the trip. The only thing to note is that we weren’t supplied quite enough toilet paper or paper towels, though I did not reach out for more - It was the last evening when we ran out and we were leaving early the next morning. The trash requirements were a surprise after booking, but going to the transfer station was easy enough, and it is listed on the house rules. Overall, an excellent stay and would absolutely return!
Guest favorite
A vibrant backyard features a sparkling pool surrounded by lush greenery and flowering trees. A gracefully arching weeping tree adds character, while the well-maintained lawn provides space for relaxation and enjoyment. The serene setting invites leisure during warmer months.
Home in North Fork
4.94 out of 5 average rating, 34 reviews

Bailey House

ZarinaRating, 5 stars8 months ago
It was a lovely stay. Great location. House felt like a home and had great vibes.
Guest favorite
A sunny pool area is presented, featuring a bright blue pool surrounded by a deck. Loungers line the edge of the pool, and a floating inflatable adds a fun touch. A large, natural wood structure with multiple windows sits prominently in the background, framed by lush greenery.
Home in East Hampton
4.88 out of 5 average rating, 77 reviews

Chic, serene and private! One block to the water

LinaRating, 5 stars3 weeks ago
Went with a bunch of my girlfriends and had such an amazing time! Lisa's home was amazing and we all felt right at home! So happy that it was a common ground where my girlfriends and I were able to gather around and create unforgettable memories.
Top guest favorite
An octagonal pool is surrounded by wooden decking and lush greenery. A red umbrella provides shade over a nearby seating area, enhancing the outdoor space. The clear blue water reflects sunlight, creating a serene atmosphere for relaxation.
Home in Stonington
4.97 out of 5 average rating, 225 reviews

Perfect New England Getaway has a pool/ hot tub

CarrieRating, 5 stars2 weeks ago
The home is beautiful, clean, and very comfortable. We were there for six nights celebrating our son’s graduation from the United States Coast Guard Academy, and couldn’t have found a better place. Our family enjoyed gathering and spending time together. The house had everything you could need - Tracy and Patrick clearly care about creating an inviting place for families to enjoy and were very responsive. The location was perfect with easy access to restaurants, a grocery store, New London, Mystic, Foxwoods and Point Judith.
Top guest favorite
A spacious living area features large windows dressed with natural shades, allowing ample light to filter in. Comfortable seating includes a plush sofa with blue accents, woven chairs, and a wooden coffee table. A modern kitchen area with a wine fridge is visible in the background.
Home in East Hampton
5 out of 5 average rating, 38 reviews

Stunning Central E. Hampton Home w/ gunite pool.

HilaryRating, 5 stars1 month ago
Beautiful home and easy stay! It was perfect for a girls trip and so comfortable and beautiful. I wouldn’t recommend for families but absolutely would for adults who want a relaxing and enjoyable stay!
Guest favorite
A private swimming pool is surrounded by lush greenery, featuring landscaped areas with various plants. The pool's clear blue water reflects the sunlight, while the patio area is paved with bricks. A safety fence encloses the pool for added security.
Home in Port Jefferson
4.92 out of 5 average rating, 123 reviews

Port Jefferson Convenient, Cozy and Chic!

JaneRating, 5 stars4 weeks ago
This was our 3rd stay at Johnna's listing. We are already reserved for our 4th stay in 2 months. My Husband and I are every comfortable and extremely pleased with the accomodations.
Top guest favorite
An expansive swimming pool is shown in the foreground, surrounded by families and individuals enjoying the water. Beyond the pool lies a sandy beach filled with beachgoers and colorful umbrellas, with the ocean visible in the background under a clear sky.
Home in New London
4.86 out of 5 average rating, 104 reviews

The Classic #2 @ Ocean Beach: 6 Queen Beds

ChristianRating, 5 stars2 weeks ago
We stayed here for a long term collegiate rental. It was everything we could've asked for. Great proximity to the beach and plenty of space to have people over. The hosts were very responsive and accommodating. It was an absolute pleasure to call this property home for our senior year!

Private beach house rentals

Top guest favorite
A spacious living area showcases a comfortable gray sofa adorned with a decorative pillow. A light wooden coffee table sits in front, while a large television is mounted on the wall. The open floor plan connects seamlessly to a dining area, illuminated by natural light.
Home in East Lyme
5 out of 5 average rating, 10 reviews

Family-Friendly Getaway Near Niantic Shoreline

HectorRating, 5 stars2 weeks ago
The home was beautiful. It had everything we needed. The bottle of wine on the counter as a welcoming was very thoughtful. The area was very clean and spacious. There were plenty of instructions provided to make everything seamless and easy to figure out. My wife and I look forward to returning to this specific listing in the future.
Top guest favorite
Home in Old Lyme
5 out of 5 average rating, 19 reviews

Sky of Blue, Sea of Green

CarrieRating, 5 stars1 week ago
We really enjoyed our stay at Carie’s! The house was clean and cute. Our kids loved the game room and hot tub, and the yard was perfect for our dogs. The area is very walkable and lively post-Memorial day. We highly recommend this rental!
Guest favorite
A spacious deck offers multiple folding chairs oriented towards a colorful sunset, with the sun partially hidden behind the horizon. The surrounding area features a well-maintained neighborhood, including homes with varied architecture and greenery in the foreground.
Home in Old Lyme
4.94 out of 5 average rating, 16 reviews

Old Lyme Shores Beach house! Walk to water!

BrynneRating, 5 stars1 month ago
Loved the house. Amazing little community with a gorgeous beach just a short walk away. Thoughtfully stocked with so many supplies, which was unexpected. Lots of seating. My partner and I agreed the beds were possibly the most comfortable we’ve slept on, ha! Would definitely stay here again.
Superhost
A well-appointed living room features a comfortable sofa positioned around a wood coffee table. A modern chandelier hangs from the ceiling. Large windows provide natural light, while a sleek fireplace serves as a focal point. A small desk is visible in the background.
Home in East Lyme
5 out of 5 average rating, 4 reviews

Niantic Cove Waterfront Escape: Relax & Unwind

KaileeRating, 5 stars10 months ago
Great little house. Very well stocked and very clean. High quality all around! Little beach area is very rocky so not for lounging but a great launch point for small boats. Water in the area is very calm. Neighborhood is very quiet and cute with lots of amenities.
Superhost
An aerial view captures a scenic shoreline with calm waters extending to the horizon. A collection of residential homes lines the beach, alongside a road and a pool area, highlighting the proximity to the water. Clear skies provide a bright backdrop.
Home in Westbrook
4.88 out of 5 average rating, 8 reviews

Plan your summer getaway! 3 Night Minimum

MelissaRating, 5 stars6 months ago
Unique mid-century mod house design with glass walls viewing the deck & garden, comfortable furniture, fully equipped kitchen, short safe walk to the beach & nearby playground. Responsive hosts. Pristine bathrooms & plush linens. Sauna! Parents of young children may want to block access to the spiral stairs & loft. Older kids will want to hang out in the cool loft! Also perfect for yoga… Great food & brews at nearby Haywire Burger Bar! We plan to return. Thank you Melissa & Patricia
Guest favorite
A charming single-story cottage is situated within a grassy yard, framed by low shrubbery. The exterior features light grey siding and multiple windows allowing natural light. Nearby, a gravel pathway leads to additional structures, with trees visible in the background.
Home in East Lyme
5 out of 5 average rating, 6 reviews

Charming Niantic 2 bed Cottage

Nitz N JoelRating, 5 stars1 week ago
Amanda & David were great Host , super responsive and helpful. The home was the perfect stay for our Memorial Day weekend. Cozy yet spacious. Peaceful neighborhood. Beautiful backyard ! Niantic Boardwalk just a walk away. 20 mins away from all the Mystic activities , Walmart a little over 10 mins away for any last minute needs. We will definitely recommend and stay again!
Top guest favorite
A cozy living area is furnished with two sofas, each adorned with decorative pillows. A glass coffee table sits in the center, while vertical blinds cover a nearby window, allowing soft light to enter. A door leads to the outside, and a lamp adds additional lighting.
Home in East Lyme
4.97 out of 5 average rating, 39 reviews

Make a memory

AlexaRating, 5 stars1 week ago
Had a girls trip here this weekend and our stay was great! it wasn’t the most luxurious of places but it was cozy and gave the vibes of a beachside motel. Incredible location made it worth the price, overall really enjoyed our stay!
Top guest favorite
A charming exterior showcases a bright yellow facade with white accents. The entrance features a blue door framed by two lamps, along with a welcoming front porch. Lush greenery surrounds the property, enhancing its attractive curb appeal.
Home in Groton
4.97 out of 5 average rating, 116 reviews

Mystic Manor-Walk to Mystic Pizza

IvanRating, 5 stars1 week ago
This place is amazing and was absolutely perfect for our family! We enjoyed every moment spent in this beautiful, cozy home. The thoughtful design, immaculate cleanliness, attention to every small convenience, and kid-friendly features made our stay incredibly comfortable. The location couldn’t be better—everything we wanted to explore was within a short 10-minute drive, and charming cafes and restaurants were just a quick 3-minute walk away. This trip was special to us, and thanks to Kyle and Jen, it exceeded all our expectations. We couldn’t be happier with our choice and will definitely recommend this house to all our friends. We know exactly where we’ll stay next time we’re in Mystic!

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