Waterfront vacation rentals in Middlesex County

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Popular amenities for Middlesex County waterfront rentals

Waterfront apartment rentals

Guest favorite
The spacious attic living area features a combination of cozy seating options, including a leather couch, two upholstered chairs, and a coffee table with decorative lanterns. Natural light filters in through the windows, illuminating the warm hues of the decor. A dining table is visible in the background.
Apartment in Mystic
4.96 out of 5 average rating, 69 reviews

"Meteor": River View Penthouse in Downtown Mystic

Marie Rating, 5 stars4 weeks ago
We will definitely stay here again. The apartment is pristine and decorated perfectly. We played records on the antique player and relaxed on the deck overlooking the Mystic River. Bed is very comfortable. Big roomy bathroom with a soaking bath. Fully equipped kitchen. Didn’t miss a TV. Assigned parking is a HUGE bonus. Aiden was great and polite and answered all of my questions promptly.
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.
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 stars1 month 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 spacious living area features a comfortable sectional sofa facing a sleek coffee table. Natural light floods in through large windows, highlighting the polished wood floor. A modern kitchen with bar stools is visible in the background, creating an inviting open layout.
Apartment in Stonington
4.91 out of 5 average rating, 75 reviews

Stevedore Landing-#3 · walk Mystic-Train/EV Lvl-2

TaylorRating, 5 stars2 weeks ago
Place was very clean, very comfortable, and had everything we needed for a short stay in mystic. Awesome location too!
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
The entrance to the Joab Griffin House features a rich purple door framed by a white façade and classic architectural elements. Two potted plants flank the door, adding greenery to the entrance. An American flag gently waves nearby, enhancing the welcoming atmosphere.
Apartment in West Granby
4.9 out of 5 average rating, 131 reviews

Majestic Farmhouse Private & Peaceful Guest Apt.

CindyRating, 5 stars9 months ago
This was a quick trip to the area to break up the drive to a further destination. Joy's little 18thc apartment was perfect. Joy met and explained everything needed, and was very helpful with local suggestions for dining and activities.Was'nt here long enough to experience any of the hiking trails,.etc but truly seems like a place I'd like to return. if you're lucky, you will meet the inimitable Baloo!

Waterfront house rentals

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, 223 reviews

Designer Beach Retreat on Exclusive Cedar Beach

SaraRating, 5 stars1 day ago
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.
Guest favorite
The lake house features a spacious deck overlooking the water, with a private dock extending into the lake. Surrounded by lush greenery, the home has multiple outdoor seating areas and provides easy access to kayaks and boats, enhancing the scenic lakeside environment.
Home in Clinton
4.89 out of 5 average rating, 18 reviews

Boulder Lake House Retreat

AmandaRating, 5 stars1 day ago
Great stay! Although it was a rainy weekend, we had a great weekend!! There were close restaurants and coffee shops and the house itself was perfect. Great aesthetic to the home, very cozy and relaxing.
Top guest favorite
Home in Coventry
5 out of 5 average rating, 143 reviews

Waterfront 10 min to Uconn - fire pit outdoor tv

KellyRating, 5 stars3 weeks ago
This was our second stay. The house is cute and comfortable. Nice outdoor space with a sandy beach area and shallow lake entry. Jena is great to work with.
Guest favorite
A modern home is nestled among lush green trees, featuring a stone exterior and a driveway that leads to a two-car garage. Large windows are visible, allowing for ample light. The entrance is accentuated by a red door, providing a welcoming focal point.
Home in North Stonington
4.96 out of 5 average rating, 122 reviews

The Perch

DeniceRating, 5 stars7 months ago
I have stayed at lots of places in the last few years . . . and this place ranks right at the top. It is beyond beautiful. The water views from the living room and both bedrooms made it hard to leave and come home. It's actually even more amazing than the pictures. Don't think twice! Book this place now!
Guest favorite
A spacious deck overlooks a serene lake, featuring a patterned outdoor rug and a table with seating. An umbrella provides shade, while a grill stands ready for use. Vibrant flowers add color, complementing the clear blue sky and peaceful surroundings.
Home in Exeter
4.97 out of 5 average rating, 125 reviews

Come relax at Lakeside Landing

JamesRating, 5 stars1 day ago
This stay was for a family gathering as my daughter graduated from North Kingstown on Thrusday. Tonya was an amazing hostess and the home was more than what we anticipated. we will most definitely utilize her home every time we visit! LOVE YOUR JOURNEY!
Guest favorite
A charming two-story house features white siding and traditional dark shutters. A small American flag is displayed prominently at the front. The front yard is surrounded by greenery, and a driveway leads to a garage on the left side. Tall trees provide shade nearby.
Home in East Haddam
4.87 out of 5 average rating, 47 reviews

Historic House by the River

DhaniRating, 5 stars1 month ago
This house and host exceeded all expectations. House was historic facing the CT River & Goodspeed Opera House. Great sunsets. House is clean and well appointed with comfortable beds and bathroom facilities. Kitchen is spacious and eating areas comfortable. Andrea is extremely responsive and accommodating. Will be back again.
Top guest favorite
A charming two-story house features a shingle exterior and large windows, providing ample natural light. Lush green grass surrounds the home, complemented by mature trees offering shade. A small front porch with white chairs invites relaxation while enjoying the serene landscape.
Home in Stonington
4.97 out of 5 average rating, 113 reviews

Unobstructed Water Views & Huge Patio with Hot Tub

KathleenRating, 5 stars1 week ago
Joan has a beautiful home and made for sucg a relaxing girls retreat. The location was great nothing was more then 20 minute drive to local shops or casino and beaches. Home is beautiful and comfortable and we all loved a morning coffee in the sun room.
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 New Haven
4.98 out of 5 average rating, 174 reviews

WaterviewsTakeWedding pics,CollegeTours Yale&Beach

LaurrenRating, 5 stars2 weeks 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!

Waterfront condo rentals

Top guest favorite
An aerial view displays the condo complex adjacent to the waterfront, featuring a central pool surrounded by a landscaped patio. The blue ocean extends beyond the property, with boats visible in the distance under a clear sky, enhancing the serene coastal environment.
Condo in Montauk
5 out of 5 average rating, 26 reviews

Sun N Sound Resort, Montauk, NY

DevinRating, 5 stars1 week ago
Perfect spot for a Montauk getaway. Walking distance to everything dockside has to offer, great pool and lounge chairs on the property, very simple check-in via code with the front desk. Nick was kind and communicative our whole stay. We’ll be coming back!
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 Greenport
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 Montauk
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 Norwich
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
Guest favorite
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 Greenport
4.89 out of 5 average rating, 153 reviews

Beautiful Waterview Condo on the North Fork of LI

JeffreyRating, 5 stars3 weeks ago
Great retreat for a long weekend. Enough space for family of four. Easy access to everything in the Greenport area. Mia was very responsive, and the place was great. We would stay here again!
Superhost
Condo in Montauk
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 Greenport
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 Greenport
4.92 out of 5 average rating, 139 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

MorganRating, 5 stars3 weeks ago
We had a great stay! Instructions were clear and the home had everything we needed.

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