
Waterfront vacation rentals in Guilford
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Top-rated waterfront rentals in Guilford
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Waterfront apartment rentals

Amazing one bdrm flat at the beach!
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.

Mystic River Getaway - Walk To Downtown & Seaport!
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!

The Millhouse Downtown Chester
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.

Lakefront Country Oasis
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! 👍🏼

Bright, private 1,000 sq. ft. 1-Bedroom Apartment
I had an excellent stay! Andy is responsive and accommodating. The space is lovely and as described , clean, and comfortable, tastefully decorated and stocked with starters needed for an easy stay, …. Example, dish soap, salt, pepper, bathroom supplies.

Cozy Apartment with Water View of Brook
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!

Steps to the Beach. Lovely 2-Bedroom apt
Solid stay. Very clean and as pictured/described. Seemed newly renovated. Steps from the beach. Hope to stay here again next year.

Lakeside apartment 2.5 miles from Wesleyan campus!
I spent the weekend at this beautiful lakeside apartment. The apartment is attached to the main home, but it is very private. There is a sloped driveway, that leads to the house. There is plenty of parking at the top near the street, and an individual space for guests, down pretty close to the door where to check-in, so I didn't have far to bring my luggage to my vehicle. My stay was so peaceful and allowed me some rest and relaxation. People were boating, fishing, and swimming in the lake. I enjoyed getting some sunshine on the upper balcony. Mark and Tina are the perfect hosts! They are the nicest couple you will ever meet. They made me feel right at home, including my dogs. Communication was excellent as any requests via text were immediately answered, and they were very flexible. I wish my stay was longer. I am hoping my schedule will allow me to return and stay again in the future. Thank you, Mark and Tina, for a wonderful weekend. I hope to see you again!
Waterfront house rentals

Casa al Mare Beachfront Retreat Oceanview
Great location, home was perfect for the occasion and the view/beach was beautiful.

Designer Beach Retreat on Exclusive Cedar Beach
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.

Cozy cottage 5 minutes from UConn
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.

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

The Eagle- Private Beach
Great location with private beach access. Cozy 2-bedroom slept our family of 4 comfortably. Comfortable beds, great shower pressure, and large yard out back. I’m originally from Branford and we visit my parents regularly. Will definitely keep Abigail’s home in mind for future visits!

Coastal getaway with water views in every room
Meaghan’s place was everything we needed and more! Loved the views, the waves, the sea breeze, the bird observing, the walks to Grass Island, the together time with family in a quiet, secure & well appointed setting. Meaghan equipped us with everything! She was very responsive to answer questions. This is one of those treasured memories. Can’t wait until we get back again to this special location! Thank you!

Entire home - Cheerful 4 bedroom on the shoreline.
Phil’s place was wondeful! The home is beautifully furnished and comfortable. My family and I were in town for my daughter’s wedding at GYC. There was plenty of space for all of us to be comfortable. Phil is a gracious host who greeted us upon arrival. He had great local recommendations and was timely with his responses. I highly recommend a stay at this gem of a home.

Waterside retreat! 4BR/3BA with private dock/views
I wanted to have a very special 50th birthday celebration for my daughter whose 49th year had not been that great! I came across Alan's property online , booked it and hoped it would work for my gathering. Believe me it was everything I could have wanted... plus. A perfect backdrop to my weekend event. The online pictures certainly represent the property accurately, but it's the feeling you get when you walk into this home that is unique, and it really can't be explained in print. (Sorry AI). The location, views and provisions make it multigenerational user friendly. It was nice to know that Alan was there in case we needed something. You will NOT regret this one!!
Waterfront condo rentals

Beautiful condo on Long Islands Northfolk
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!

Montauk Waterfront Condo w/ Sunset Views
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

Cozy Vacation Villa 5 minutes from Mohegan
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

Beautiful Waterview Condo on the North Fork of LI
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!

Endless Summer Studio Condo w Balcony Bayview
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.

Seaside Summer Escape –2BR Waterfront Condo w/Pool
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!

Beachside Waterview 2Br Condo w/ Pool in Greenport
We had a great stay! Instructions were clear and the home had everything we needed.

King Bed - hot tub - saunas - 1 mile Mohegan Sun
We considered staying at Mohegan Sun for our weekend event there, but we are so glad we chose to stay here instead. It was a peaceful little escape! Taylor thought of everything and we never ran into any issues. Thanks for a great stay!
Quick stats about waterfront rentals in Guilford
Total rentals
20 properties
Nightly prices starting at
G$25,098 GYD before taxes and fees
Total number of reviews
1K 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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- Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Napeague Beach
- Shinnecock Hills Golf Club
- Walnut Public Beach
- TPC River Highlands
- Ocean Beach Park
- Thunder Ridge Ski Area
- Woodmont Beach
- Amagansett Beach
- Jennings Beach
- Seaside Beach
- Silver Sands Beach
- Bushnell Park
- Quotonset Beach
- Heckscher State Park
- Sunken Meadow State Park
- Calf Pasture Beach
- Centerport Beach
- Outer Beach at Smith Point County Park