
Waterfront vacation rentals in Gloucester
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Gloucester
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Popular amenities for Gloucester waterfront rentals
Waterfront apartment rentals

Mary's By The Sea
Ideal location walking distance to shops and restaurants. Unit provided everything we needed for our stay very much recommend this apartment to anyone planning to travel to Rockport

Harborside Oasis | Harbor View | Heart of Downtown
This is a beautiful apartment located in the heart of Rockport. Will definitely come back here if possible for another trip!

Newly Renovated Ocean View 2 Bdrm Apt
Our first trip to the Boston area couldn’t have been better! This Airbnb was absolutely perfect for our family of four. The bedroom I stayed in had its own balcony with a beautiful ocean view—ideal for peaceful summer mornings or warm, relaxing nights. The open-concept living room and kitchen gave us plenty of space to unwind after a day of exploring. But what really sets this place apart are two unbeatable features: first, you won’t find easier access to public transportation—there’s a bus stop just a 30-second walk away that takes you right into Boston. Second, the hosts, Milan and Anna, were some of the kindest and most helpful we’ve ever met. Their local tips made our stay even better. Great amenities, smartTV, updated shower, dishwasher, laundry, grill available to use, etc. Right next to the house is a beautiful walkway that stretches down the beachfront of Winthrop. We’re already talking about coming back as the Boston area is second to none!

Enjoy Stunning Sunrises&Sunsets Ocean Views 33
Everything was perfect , felt right at home the beds were the most comfortable I’ve ever slept on ! Shower was wonderful /great water pressure.

Amazing Ocean View In-Law Apt.
I needed a special place for a special weekend. I didn't want to propose in a loud, busy Boston location. I wanted private, quiet and intimate. Thats what the photos felt like and I'm happy to say that was the exact experience. April is a perfect time with sunny weather in the 50's. We had a pleasant conversation with Susan in the shared driveway on our way to dinner. She recommended Seaport Grill, specifically the Chilean Sea Bass. It did not disappoint. Plus the Hammond Castle. It was an unforgettable weekend. She said Yes!

Ocean view studio with hot tub & access to Boston
This place is a perfect Nahant beach get-away. We were there for a wedding over the weekend, and were so lucky to find Elyse's place! Elyse is a wonderful host, and she communicated everything in such a detailed manner that finding the place/checking in was a breeze. It poured rain all weekend, but the cozy, clean unit that is decorated beautifully and is so conveniently located to everything made us feel at home. The unit has everything you need - even a lovely deck overlooking Boston Harbor. Elyse was gracious enough to offer to turn on the hot tub for us while we were arriving, and she had great local recommendations. While we did not get to use the hot tub or go to the beach because of the rain, we hope to return and take full advantage of how special this place is again!

4 Bed 2.5 Bath Water view Downtown with Parking
Great place to stay. Super accommodating and friendly to do business with.

Oceanfront Pool. Close to Boston. Free Parking.
This was a perfect location for a long weekend getaway! Proximity to public transportation makes this place an awesome option for Boston travels, the ocean is absolutely gorgeous! I ran the Boston marathon on my visit and the hot tub was incredible for recovery! The bed is so comfortable and even though we didn’t cook anything, we easily could have! Having a washer and dryer in the unit available meant that I don’t have piles of laundry to do when I get home!
Waterfront house rentals

2 Bedroom Beach Bungalow, Steps from the Beach!
The location was perfect. We selected the cottage because of the proximity to Hampton State Park Beach which was, as is described in the posting, only a few steps away. The cottage is also quite close to the boardwalk. It would be great for a group that wanted the best of both - quiet neighborhood and accessible to eating and entertainment. The cottage was clean and cozy, just right for our party of four, and had available many little items travers might need or left behind at home. Sharon was helpful and very responsive.

Beach House on a Private Beach!
Gabriela's beach house was so beautiful and the views were unbelievable! Right on the beach and the house had plenty of space for my family and I. She was very responsive as well! I would definitely stay again!

Views over Lobster Cove! Book spring weekends
Property was just as pictured, which I find extremely important. This spot is off the beaten path and quiet with a nice little walking bridge for a stroll. Close enough by car, to all the attractions of Glouchester when your ready to get out and about.

WATERFRONT-15 min to BOS/3BdRm/2BA
We stayed at Jenny and Thom’s for a family reunion weekend in Newton where the festivities were at my sister’s house who lived nearby. The home was perfect for what we needed . It is very cozy, nicely decorated, very clean, and well equipped. The view from the back is so peaceful and we even saw a swan! The beds are very comfortable and the bathrooms are squeaky clean. Directions for care of the home are very clear - and little details like labels for the lights were helpful. Jenny was always available if we had any issues but we had none. We would stay again!

Quaint Little New Hampshire Lake House Getaway!
James was an excellent host for my family and me. We thoroughly enjoyed the place and its beautiful surroundings.

Beach access, walking distance to downtown!
We had a wonderful stay at Hampton Beach. The house is right across the street from the beach and has a great view from the top floor. The house is cute and comfy and Larissa was very helpful and responsive in communication. The house is also within walking distance of many shops, restaurants, ice cream places, etc. Just of note, the house is right next to the street and parking lot so it's a great location if you are walking to the beach but not super quiet if you want to sit outside at the house. There is also only one parking space that goes with the house so when it is busy can be difficult to park a second car. That didn't effect our stay, though, and we really enjoyed the house and location.

The Sunset Lighthouse Marblehead
we stayed with Jay for a little over 3 months and could not of had a better host. absolutely beautiful home with all the amenities you could ask for. stunning sunsets and sunrises with an amazing sun room. accessible parking and highly recommended walking to castle rock right down the street. Beach is phenomenal and all the neighbors were pleasant. all linens and mattress were absolutely amazing. Master bedroom is designed for those star gazers. I highly recommend staying with Jay this was a gem and we would love to book again.

Little Lake House, the Bungalow
One of the best places l've ever stayed! The lake view is absolutely amazing-so peaceful and beautiful. The whole vibe is just perfect for a relaxing weekend. I wish everyone could experience this place at least once. It's truly a hidden gem, with the best views and the best atmosphere. Highly recommend for anyone looking to unwind and enjoy nature.
Waterfront condo rentals

Beachfront | Panoramic Views | "Oceanfront Oasis"
An amazing beachfront getaway! The property was clean, well-maintained, and offered breathtaking views of the ocean. Waking up to the sound of waves and enjoying sunsets from the patio was a dream. The host was responsive and made everything seamless. Perfect for a relaxing stay—can’t wait to come back!

2 minutes walk to Beach parking and Wi-Fi
The Condo is perfect place to start from, centrally located and mere minutes walking to whatever your interested it, entertainment, food/drink, and of course the beach! The space itself, clean and functional, lends to a comfy place to unwind after a busy day. Diana is a fantastic host who was always available. She communicated everything we needed and more when necessary.

Beachfront Getaway
This is a way to truly get away. The studio was gorgeous, the bed was incredibly comfortable and having the ocean right outside was amazing. We only booked for a weekend, but I wish we had booked for a week - so amazing!! Everything was perfect!!

Summer bliss in our oceanfront 2BR condo awaits!
Excellent condo, clean and felt like we were at home. I would stay here again in a minute. Highly recommended. Thank you Jose.

Beachfront Summer Fun
My family and I enjoyed our stay at Diane’s wonderful place. The views were superb and the walk to beach was less than 30 seconds! The pristine condo had everything we needed and more. We would recommend her place to anyone traveling to Hampton Beach.

Sunrise In Bed~Couples Retreat
Clean and comfortable. The Sunrise view from the bed was beautiful. It was low season and the noise from the road was noticeable in the daytime but quiet in the morning and evening. Not many restaurants open at this time but I expected this. I recommend this accommodation for a relaxing stay. Great location and beach walkability. The hosts were very responsive. It was a perfect 2 nights for me.

Oceanfront, private balcony, panoramic view Ocean
Beautiful view of the ocean. Steps the beach! Very clean. Hosts were very communicative & friendly.

Welcome to "Sea Forever" Ocean front studio condo
MaryJane was a wonderful host and her place was cute with a beautiful location. Exactly what we were looking for. Would highly recommend this condo
Quick stats about waterfront rentals in Gloucester
Total rentals
160 properties
Nightly prices starting at
$111 CAD before taxes and fees
Total number of reviews
7.8K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
10 properties have a pool
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- Hampton Beach
- Wells Beach
- Boston Common
- TD Garden
- Fenway Park
- Harvard University
- North Hampton Beach
- Ogunquit Playhouse
- New England Aquarium
- Long Beach
- Faneuil Hall Marketplace
- Prudential Center
- Freedom Trail
- Long Sands Beach
- Good Harbor Beach
- Crane Beach
- Symphony Hall
- Boston Public Library
- Rye North Beach
- Aaronap Cellars
- Minot Beach
- Isabella Stewart Gardner Museum
- John Hancock Tower
- Boston Children's Museum