Waterfront vacation rentals in Madison

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Popular amenities for Madison waterfront rentals

Waterfront apartment rentals

Top guest favorite
The studio features a bed dressed in neutral bedding, complemented by decorative pillows. Natural light filters through two windows, illuminating a soft area rug. A small side table holds a plant, while a cozy seating area is arranged with a white couch and tabletop.
Apartment in Branford
4.95 out of 5 average rating, 21 reviews

Stony Crk Studio ideal for trvl nurses…

CarolRating, 5 stars4 months ago
Great stay in Stony Creek Village with a view of Long Island Sound and short walk to the pier, Stony Creek Market (breakfast & lunch). I used the Library and went to services at the Stony Creek Congregational Church. Overall, a nice experience.
Top guest favorite
The bedroom features a queen bed with a colorful marine-themed bedding set. Light blue walls complement the natural wood flooring. Two windows allow ample natural light, with blinds for privacy. Decorative elements include beach-themed art, a nightstand, and a dresser.
Apartment in Northport
4.99 out of 5 average rating, 147 reviews

Amazing one bdrm flat at the beach!

BethRating, 5 stars1 week ago
Jeannette was there to greet us and made sure we knew where everything was and that we had everything we needed. She even provided breakfast. Her place was immaculate. The location was amazing. She made our departure very easy. We are looking forward to staying there again. If you looking for a great place to stay, this is it.
Guest favorite
A glass desk is positioned beside large windows, offering views of the water and sky. A cozy chair with a fluffy seat cover complements the desk. A stack of books, binoculars, and a soft-lit lamp are arranged on the desk, enhancing the workspace atmosphere.
Apartment in Stonington
4.95 out of 5 average rating, 289 reviews

Mystical Ocean View in Historic Stonington Borough

YuwenRating, 5 stars4 weeks ago
Sam's place exceeded our expectations! The view was marvelous, and the house was beautifully decorated with a wonderful collection of books we truly enjoyed. The kitchen was fully equipped with everything we needed, and the room was super clean. We had a great time during our two-day stay. The small town offered so much to explore, and the nearby seafood market was a delightful surprise. we had fresh lobster at a very reasonable price. We highly recommend Sam's place for a relaxing and enjoyable getaway!
Top guest favorite
A scenic view of a marina features a vibrant shipyard with a large vessel under construction, surrounded by historic buildings and greenery. Two pedestrians stroll along a path by the water, while power lines are visible above, adding to the coastal atmosphere.
Apartment in Stonington
4.97 out of 5 average rating, 217 reviews

Mystic River Getaway - Walk To Downtown & Seaport!

SarahRating, 5 stars1 week ago
We just came home from our long weekend in Mystic and Anthony’s place was a great find. We comfortably fit myself, my husband, and my 2 year old with ample space. The house was walking to distance to many amenities including downtown Mystic which we enjoyed. I would highly recommend Anthony’s place to anyone else traveling to Mystic!
Guest favorite
A two-story house with a light blue exterior features a wraparound porch supported by white railings. Rows of stacked firewood and large windows enhance the welcoming atmosphere, surrounded by tall trees and well-maintained landscaping.
Apartment in Guilford
5 out of 5 average rating, 6 reviews

Lakefront Country Oasis

SergioRating, 5 stars11 months ago
Margie’s place is an amazing hidden gem. The inside is very clean and comfortable. The outside is an experience of its own. The lake will drop your blood pressure immediately. Gorgeous surroundings. The dogs are friendly and lovable. We will be back! 👍🏼
Top guest favorite
A cozy outdoor fire pit area features four Adirondack chairs gathered around a warm fire. Soft lighting from string lights above enhances the tranquil setting, with natural greenery surrounding the space. Guests are seen enjoying conversation, adding to the inviting atmosphere.
Apartment in Chester
4.99 out of 5 average rating, 95 reviews

The Millhouse Downtown Chester

PhilipRating, 5 stars1 month ago
This is our second time staying at this property. Four of us were visiting people in the area and The Millhouse is a great location to explore the area, with nice places to eat only steps away on Chester Center Main Street. The stream-side location makes it a very unique experience and the interior of the property is very nicely decorated and maintained.
Guest favorite
A bright sleeping area features a spacious bed with light blue bedding. A cozy seating area includes a gray sofa and a decorative chair beside a small coffee table. Natural light enters through a window dressed in turquoise curtains, with a television mounted on the wall.
Apartment in Middlebury
4.92 out of 5 average rating, 121 reviews

Cozy Apartment with Water View of Brook

EvelindaRating, 5 stars1 week ago
We were recently in town to visit family, staying at Traci’s made our visit enjoyable and relaxing. Check-in was easy, the apartment was clean with a comfortable bed and a peaceful view of the brook. Overall, we had a pleasant stay, thank you Traci!
Guest favorite
A two-story beach apartment is shown with a light blue exterior and white railings. A staircase leads up to a front deck, surrounded by colorful flower beds. Large windows on the upper level provide ample natural light, while an inviting entrance is seen below.
Apartment in Milford
4.97 out of 5 average rating, 63 reviews

Steps to the Beach. Lovely 2-Bedroom apt

Matthew JoelRating, 5 stars9 months ago
Solid stay. Very clean and as pictured/described. Seemed newly renovated. Steps from the beach. Hope to stay here again next year.

Waterfront house rentals

Guest favorite
Home in Coventry
4.98 out of 5 average rating, 113 reviews

Cozy cottage 5 minutes from UConn

JdRating, 5 stars1 day ago
Immaculate space. Location and views are incredible. Check in was easy, hosts were very communicative and you can tell they put a great deal of energy into their home. They also included fresh eggs from their farm. We were obsessed with it and will definitely rebook.
Top guest favorite
The exterior of a two-story oceanfront home is shown, featuring a light grey shingle facade. A vibrant teal front door is flanked by large windows. Stairs lead to a spacious deck, while ample parking is made available underneath. The ocean is visible in the background.
Home in Milford
5 out of 5 average rating, 96 reviews

Oceanfront Retreat: Modern Beach House

ShannonRating, 5 stars1 week ago
We had a relaxing overnight with our two pups! The bay/sound area is so peaceful. Our dogs enjoyed swimming before the tide came in and we kayaked along the shoreline. The inside was stunning and had everything you needed and more! We door dashed lobster rolls from the Bonfire Grille nearby (10/10) and ended the night in the hot tub! Coffee on the sunny patio was a great perk, too! Thanks again!!
Guest favorite
The waterfront deck features two striped lounge chairs positioned for relaxation, overlooking calm waters. A backgammon game set is displayed on a low table beside a straw basket. A sun hat and sandals rest on the deck, enhancing the laid-back coastal ambiance.
Home in Centerport
4.94 out of 5 average rating, 153 reviews

The Harbor House: Beachfront Home 1 hour from NYC

JiagengRating, 5 stars1 month ago
Beautiful layout and views: The living room extends to an expansive harbor view as we opened the door. When we turn around the lofty A frame transitions into the bedroom connected by a wooden spiral stair. Interior appliances are good and functional. Plenty of Pillows and blankets to get cozy. The Weber Grill is great to use. We used public transport and Uber and it was pretty easy to get around - 15 mins to nearby scenes and restaurants.
Guest favorite
The beachfront home features a wrap-around balcony and large windows that provide views of the shore. The exterior is surrounded by a stone wall and sandy beach, with a staircase leading down to the water from the deck.
Home in North Fork
5 out of 5 average rating, 12 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

TimothyRating, 5 stars1 month ago
We had a wonderful weekend stay at Eileen's beautiful waterfront home. The view from the living room and primary bedroom of the water was so peaceful. The kitchen was well appointed and the cozy living room made for a wonderful family gathering spot when we weren't dining out at the fabulous nearby restaurants, visiting wineries, or viewing local scenery. Eileen was incredibly responsive to small questions we had. We would definitely book again!!
Guest favorite
The image captures a serene view of the ocean from a wooden porch, showcasing calm waters and a sandy beach. A neatly maintained lawn extends to the shoreline, with a few small boats visible in the distance under a clear blue sky.
Home in Niantic
4.96 out of 5 average rating, 192 reviews

Beachfront Paradise

SandraRating, 5 stars2 weeks ago
I went there to relax and to see and hear the ocean... it didn't disappoint... Not only sand and ocean waves, but I got a birds-eye view of a small members only marina (dealing mostly in sailboats). Plus the added enjoyment of watch boat traffic since we're close to NY and the islands. Plenty of beach to play on and constant sm wave action. Lots of restaurants, stores and Costco all within 15 minutes of the house if you need something. I would definitely return to enjoy this sanctuary. Sandy Y. Manchester CT
Top guest favorite
A serene view of the Long Island Sound showcases several sailboats gently drifting on the blue water. The scene is framed by a simple fence and grassy area, with a clear blue sky above, creating a peaceful coastal atmosphere.
Home in East Shore
4.98 out of 5 average rating, 174 reviews

WaterviewsTakeWedding pics,CollegeTours Yale&Beach

LaurrenRating, 5 stars1 week ago
Cannot say enough good things about this charming home! The house had beautiful bay windows with a spectacular view, large bedrooms with plenty of room, and was very clean. Directly across the street was a waterfront park with trails along the coastline that were a blast to explore. And it was close to everything. Highly recommend!
Top guest favorite
The exterior of a charming two-story house is shown, featuring a spacious stone patio with seating areas. A large umbrella provides shade over a table set for outdoor dining. Lush greenery surrounds the home, complemented by large windows and a distinctive red front door.
Home in Clinton
5 out of 5 average rating, 12 reviews

Waterside retreat! 4BR/3BA with private dock/views

EvelynRating, 5 stars9 months ago
We had the pleasure of staying at Alan's place over Labor Day weekend and it did not disappoint. It was a beautiful setting right across from the water with a dock and walking distance to the town beach , where there are also walking paths along the water. We thoroughly enjoyed sitting out on the expansive front porch watching the birds and fishermen. We rented kayaks from the place around the corner. The house is very charming. There are many nooks and crannies to sit and relax and to enjoy the outdoor scenery. There is plenty of space for everyone to spread out and have their own space. The beds were comfortable with two bedrooms upstairs and 2 bedrooms downstairs. You can access the house from the back where it is only one step in and you are on the main level of the home which is really upstairs. The kitchen is more than adequate with upgraded appliances. Alan was a perfect host/ always available to answer any questions. We will definitely be back!
Top guest favorite
A spacious living area features large bay windows, allowing natural light to illuminate the room. Comfortable seating is arranged around a central area rug, creating a welcoming space for relaxation. A stone wall adds a natural element, complementing the light-colored walls.
Home in Haddam
4.95 out of 5 average rating, 22 reviews

Luxe Lake House Retreat Between Boston & New York

DelphineRating, 5 stars2 weeks ago
The place is so peaceful and gorgeous, almost like being in a nature preserve but not far from anything either. We saw deer, a fox, a heron, and lots of adorable chipmunks. It was the perfect place to stay during a graduation weekend where the town was bustling and we needed a place to decompress when not on campus. The lawn is simply stunning, and there are incredible views on the the pond and the sky from pretty much every room in the house. We were there during a wet spring and everything was green and fresh. It must be spectacular in the fall or during a snowy winter. Shawn is a super kind, attentive host. We hope to come back in 3 years for our next graduation! Thank you for letting us stay here!

Waterfront condo rentals

Guest favorite
A living area features shiplap walls and ample natural light from large windows. A dark sectional sofa is positioned next to a glass coffee table with a small plant. An open kitchen area is visible, along with access to a screened porch through sliding doors.
Condo in North Fork
4.84 out of 5 average rating, 106 reviews

Beautiful condo on Long Islands Northfolk

LauraRating, 5 stars1 month ago
We very much enjoyed our stay at the Cliffside for our wedding weekend! Alice was very flexible with us, which we appreciated because getting married is chaotic enough LOL. Would highly recommend staying here. The unit was spotless and had a wonderful view. We could not have asked for a better stay!
Top guest favorite
Two wooden Adirondack chairs are positioned on a spacious sun deck, overlooking expansive views of lush greenery and the waterfront. The bright blue sky complements the serene atmosphere, creating an inviting space for relaxation and enjoyment of the natural surroundings.
Condo in The Hamptons
5 out of 5 average rating, 229 reviews

Montauk Waterfront Condo w/ Sunset Views

RachelRating, 5 stars1 week ago
We loved Montauk - low key, wild and upmarket at the same time. This apartment was perfect, super quiet yet near everything and loved seeing wild deer from the terrace
Guest favorite
A clean, rectangular outdoor pool is framed by a white fence and surrounded by colorful hanging flower baskets. Lounge chairs line the poolside, inviting relaxation under a wooden trellis that casts dappled shadows across the deck.
Condo in Uncasville
4.94 out of 5 average rating, 32 reviews

Cozy Vacation Villa 5 minutes from Mohegan

WilliamRating, 5 stars3 weeks ago
The stay was very peaceful, friendly neighbors. The scenery was great, Desiree was there for any concerns we had, and with timely response. I would anyone that want a pleasurable stay while in Norwich, this is the place to be. Thanks again, for a wonderful stay. William & Potreen
A spacious outdoor dining area features a rectangular table surrounded by six chairs. The setting provides a clear view of the ocean, with a grassy area and parking visible in the background, offering a serene space for meals or relaxation.
Condo in North Fork
4.89 out of 5 average rating, 152 reviews

Beautiful Waterview Condo on the North Fork of LI

SarahRating, 5 stars1 month ago
Mia’s place is excellent. Exactly what the listing describes and more — Mia is a great host and super attentive despite us being a last minute booking, she even helped us through a tough time late in the day when I thought my daughter’s stuffie had been picked up by the maid service. Above and beyond!
Superhost
Condo in The Hamptons
4.89 out of 5 average rating, 9 reviews

Endless Summer Studio Condo w Balcony Bayview

StephenRating, 5 stars22 months ago
We really enjoyed staying at Lynn’s place! Very clean and had a great view of the ocean from the deck. Lynn was very responsive and made the experience seamless. We would definitely stay with Lynn again.
Superhost
A living room features a light-colored sofa against a neutral wall, complemented by a striped area rug. A wall-mounted TV and decorative elements, including a mirror and wall hooks, enhance the space. Soft lighting is provided by two standing lamps, creating a welcoming environment.
Condo in North Fork
4.9 out of 5 average rating, 125 reviews

Seaside Summer Escape –2BR Waterfront Condo w/Pool

DebbieRating, 5 stars1 month ago
We had a great time at Julie’s place. Would love to visit again…perhaps in the Fall. Loved the balcony overlooking the Sound. Julie was very responsive to my questions. She got back to me immediately. I would highly recommend Julie’s home!
Guest favorite
Two blue Adirondack chairs are positioned on a manicured lawn, facing a vibrant sunset over the ocean. The sky displays pink and orange hues as the sun sets on the horizon, creating a serene outdoor setting.
Condo in North Fork
4.92 out of 5 average rating, 139 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

MorganRating, 5 stars2 weeks ago
We had a great stay! Instructions were clear and the home had everything we needed.
Top guest favorite
A cozy living area features a spacious sectional sofa, accompanied by a coffee table and a wood-burning fireplace. Natural light enters through glass doors that lead to the outdoor space. A desk is provided for remote work, and decorative plants enhance the ambiance.
Condo in Uncasville
4.98 out of 5 average rating, 81 reviews

King Bed - hot tub - saunas - 1 mile Mohegan Sun

DanielleRating, 5 stars2 weeks ago
We stayed at Taylor's place because of the proximity to Mohegan Sun! What we got was an adorable space in a beautiful neighborhood that was super close to the concert venue! It truly is a nice neighborhood! It was peaceful with beautiful water views and fountains! Everything in the house was nice and clean! It was awesome that there were little snacks and water! Such a nice touch! It was super easy to get into the villa, easy to lock and just a great spot! Keyless..perfect! Thank you, Taylor! We will return if you'll have us again!

Quick stats about waterfront rentals in Madison

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$31,347 GYD before taxes and fees

  • Total number of reviews

    680 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

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