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 stars1 week 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
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, 222 reviews

Designer Beach Retreat on Exclusive Cedar Beach

SaraRating, 5 starstoday
We had a great stay! Incredible one-of-a-kind view over the marsh. We saw so many different beautiful sea birds and an incredible sunset. Very short walk from the beach. Great place to stay with young kids. Well stocked kitchen with supplies and basic seasonings. Would return! Very cozy great family getaway! There are extensive requirements for clean up upon check out.
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 Uncasville
4.91 out of 5 average rating, 128 reviews

Thames River Cottage · Near Casinos + USCGA

MelRating, 5 stars2 weeks ago
Great space, accurate description
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 East Shore
4.95 out of 5 average rating, 113 reviews

Beach Haven - waterfront, near Yale, sunsets

Lauren RRating, 5 stars1 week ago
My family and I had such a wonderful stay at this house. The house was immaculate and well stocked for our stay. Matthew and Celia are great hosts. We really appreciated the basket of snacks and dog cookies that were left for us and our fur babies (Thank you!). They truly thought of everything and it felt like “home” the entire time we were there. The views from the back deck are truly spectacular. We spent many hours sitting in the sunroom and out on the deck enjoying the sights. My pups enjoyed daily walks at the sea wall park that was steps from the house. I can’t say enough great things about our stay. Thanks to our hosts for sharing their beautiful home with me and my family.
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, 199 reviews

True Ocean Front Vacationing - Groton/Mystic

MimiRating, 5 stars3 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.
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 Niantic
4.98 out of 5 average rating, 41 reviews

Make a memory

AnnRating, 5 starstoday
It was a great place & extremely peaceful. The air is the tiny bit salty. We slept will the windows cracked. I heard a bird call at night, that got me right to sleep.

Beach house rentals with a pool

Top guest favorite
Home in North Fork
4.97 out of 5 average rating, 206 reviews

Private Oasis W/Stunning Vinyard and Pool Views

RebeccaRating, 5 stars4 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!
Superhost
A contemporary home is depicted with a clear blue pool in the foreground, surrounded by a spacious wooden deck. Lush greenery and autumn foliage frame the property, while sliding glass doors provide views of the interior.
Home in The Hamptons
4.94 out of 5 average rating, 131 reviews

Peaceful Retreat in Immaculate Architect’s House

JessikahRating, 5 stars1 month ago
Michael’s place was amazing, means a few friends stayed this weekend for my birthday. He was always willing to help and very accommodating! The house itself is so beautiful and had everything we needed! It was our first time in The Hamptons and he gave us tons of recommendations!
Guest favorite
Home in Stonington
4.99 out of 5 average rating, 107 reviews

4BR Private Indoor Heated Pool - Lux Mystic Home

JoshRating, 5 stars1 day ago
We thoroughly enjoyed our short stay in Mystic at this great home. The pool was the biggest hit, but the kitchen/living room area was an amazing place for our group to gather for meals and games. Location is spectacular as you can just park at the house and walk to all the great restaurants the area has to offer and if you have kids, there’s a great playground just a short walk away. We would definitely stay here again!
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, 227 reviews

Perfect New England Getaway has a pool/ hot tub

ApoorvRating, 5 starstoday
Went with family for a weekend trip. Tracy and Patrick’s home is lovely, very beautiful and well maintained. And everyone enjoyed including my kid who found a lot of toys to play.
Superhost
An outdoor area features a rectangular pool surrounded by a wooden deck. Lounge chairs are positioned along the pool's edge, and a shaded seating area is located nearby under an umbrella. Lush trees provide privacy and a natural backdrop.
Home in The Hamptons
4.84 out of 5 average rating, 100 reviews

East Hampton Oasis - Pool and Hot Tub

MaryRating, 5 stars1 week ago
We had the most beautiful weekend stay at Tim’s home! Everything is accurately described and the pool and hot tub were amazing!! All the beds were very comfortable. Was perfect for a 5 girl weekend getaway!! Tim was incredibly communicative and checking in was a breeze. The location is PERFECT in East Hampton!! So many amazing restaurants and bars nearby. 100% will stay here again for my next Hamptons trip. Thank you so much Tim!!
Top guest favorite
A spacious outdoor pool is surrounded by a stone patio, featuring a pink flamingo floatie. Aqua-colored lounge chairs are positioned nearby on a gravel surface, with greenery and trees framing the area for privacy.
Home in The Hamptons
4.98 out of 5 average rating, 127 reviews

Beach House Feel - newly renovated backyard Oasis

StephanieRating, 5 stars4 weeks ago
Absolutely wonderful stay! Christine was extremely helpful and responsive. She was so clear with instructions and everything was exactly as described. The house was very clean and exactly as described. The yard was also very big. Perfect for a weekend getaway as it was close to everything. Highly recommend if you are looking for somewhere to stay near Hampton Bays. Would absolutely return.
Guest favorite
An outdoor patio features multiple wooden lounge chairs arranged around a central fire pit. A gunite pool with clear water reflects the surrounding greenery. The main house, visible in the background, showcases a classic design with white siding and large windows.
Home in The Hamptons
4.86 out of 5 average rating, 267 reviews

Exclusive Sag Harbor Compound

RobertRating, 5 stars3 weeks ago
Benjamins place was a wonderful stay for our family. Coming from the City it was amazing to have so much grass with peace and quiet. It is a short walk to the Main Street and Sag Harbor downtown. We had planned to go out and enjoy some activities during the couple of days we stayed but instead found the place so relaxing we spent most of it in the home. The separate house was nice for a master bedroom and quiet. We would highly recommend this house to anyone wanting to have a relaxing and quiet vacation in the Hamptons near Sag Harbor. Hope to be back again!
Guest favorite
An inviting pool is set among a lush green lawn, surrounded by tall trees. Two rows of lounge chairs are positioned neatly on one side, providing a comfortable space for relaxation. A stone pathway leads to the pool's edge, enhancing the tranquil setting.
Home in North Fork
4.96 out of 5 average rating, 112 reviews

Quiet, Upscale Retreat by the Beach with NEW Pool

JoanneRating, 5 stars2 months ago
We had a lovely stay at Eric's home. The home exceeded our expectations and we felt right at home. The decor was warm and inviting. Everything you could possibly need was in the stunning, modern kitchen. The beds were all comfortable and we slept very well. The property was very peaceful. We enjoyed seeing deer, turkeys and hawks each day. The fixtures in the home were modern, clean and high-end. It was great being so close to Greenport with it's wonderful restaurants and shops. We can't wait to return.

Private beach house rentals

Guest favorite
A patio area is shown, featuring a round table and colorful chairs. In the background, a sunlit lawn is dotted with trees, leading to a spacious pool area. A seating arrangement with cushions invites relaxation, surrounded by lush greenery.
Home in North Fork
5 out of 5 average rating, 35 reviews

North Fork paradise between beaches and vineyards

AndrewRating, 5 stars5 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
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, 11 reviews

Stay a While in Niantic, Comfort by the Coast

Brandon And HannahRating, 5 stars4 days ago
This was one of the best Airbnbs we’ve ever stayed in. So clean. Well equipped - hosts thought of everything. Wildlife in the backyard was a fun plus. Highly recommend.
Guest favorite
A serene lakeside view captures the still water reflecting soft hues of the sunset. Trees frame the scene, with gentle clouds above. The peacefulness of the no-motor lake and surrounding nature are emphasized by the calm surface of the water.
Home in Niantic
4.94 out of 5 average rating, 64 reviews

Lakeside bliss

KatherineRating, 5 stars1 week ago
We had an absolute PERFECT stay here! First off- the house. This home is so charming in every way. We loved the way it’s decorated and laid out, and it’s so cozy, clean and beautiful. You are truly able to relax here. Also, the bed is extremely comfortable, the water pressure is great, and the A/C works very well. However, perhaps the best part of this house is the view! There are sliding doors in the living room and bedroom, and the view of the lake is breathtaking. The area is super safe and quiet, and you are in walking distance to downtown Niantic and the Boardwalk which you cannot beat! Also only about 20 minutes from Mystic. I cannot forget to mention how amazing our host, Katie, was! Super attentive and responsive with messaging, and she was even here doing yard work when we arrived so she greeted us which was such a nice touch. Overall, we will DEFINITELY be looking to stay here again! Loved every minute of it.
Top guest favorite
Home in Old Lyme
5 out of 5 average rating, 20 reviews

Sky of Blue, Sea of Green

KaylaRating, 5 stars1 day ago
This house had so many amenities and was exactly as described! We enjoyed having access to grills, a hot tub, game room, and all of the household/beach necessities! The house and game decor were super cute and the adults loved the competitive scrabble game on the wall. There was a small ant problem in the kitchen (which the owner was aware of) that was there despite attempts to keep the dishes and garbage can clean, but that was our only minor complaint. Overall, loved the place and would consider staying 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 Niantic
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
Top guest favorite
A tranquil outdoor scene features four white lounge chairs arranged under a striped umbrella by the water's edge. A wooden dock extends into the calm water, surrounded by lush greenery and a scenic sunset sky filled with soft clouds.
Home in South Kingstown
4.97 out of 5 average rating, 101 reviews

Stunning Waterfront Cottage with Big Yard & Dock!

OscarRating, 5 stars2 weeks ago
It was a very relaxing home surrounded by beautiful waterfront wildlife( a pair of swans and other birds ) and views. It was well worth the stay and I would like to stay there again and I would recommend it to family and friends in the future.
Guest favorite
Adirondack chairs and lounge chairs are arranged on a spacious deck overlooking the calm waters of Long Island Sound. A fire pit is positioned on the deck, providing an inviting space for relaxation. The shoreline and distant landscape can be seen in the background.
Home in South End
5 out of 5 average rating, 62 reviews

Beachfront Greenport Villa

StacyRating, 5 stars1 week ago
Megan home is tastefully done. Relaxing colors, perfect layout. Large windows to see the water from every room. The most comfortable bed I have ever sleep in. Will be asking where I can get one. You can relax on the deck overlooking the sound or explore the town of Greenport 3 miles down the street. A farm to table restaurant is a beach walk away. We look forward to coming back. Thank you Meghan.

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