Waterfront vacation rentals in Gloucester

Find and book unique waterfront rentals on Airbnb

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Popular amenities for Gloucester waterfront rentals

Waterfront apartment rentals

Guest favorite
An inviting living space features a kitchenette with a stone accent wall and a modern concrete countertop. Comfortable seating is arranged beside large windows, allowing natural light to fill the area. A door leads to an outdoor space, enhancing accessibility and openness.
Apartment in Rockport
4.94 out of 5 average rating, 178 reviews

Mary's By The Sea

BarbaraRating, 5 stars6 months ago
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
Guest favorite
A modern living area is presented, featuring a gray sofa adorned with decorative pillows. A glass coffee table sits in front of the sofa, reflecting the soft light from nearby windows. The open kitchen area, visible in the background, showcases white cabinetry and contemporary appliances.
Apartment in Rockport
4.95 out of 5 average rating, 130 reviews

Harborside Oasis | Harbor View | Heart of Downtown

JoseRating, 5 stars4 weeks ago
This is a beautiful apartment located in the heart of Rockport. Will definitely come back here if possible for another trip!
Guest favorite
A scenic view captures a charming two-story white house overlooking the ocean, framed by a vibrant blue sky with scattered clouds. The foreground features a street with pedestrians, while vehicles are parked nearby. Greenery line the roadside, enhancing the coastal setting.
Apartment in Winthrop
4.93 out of 5 average rating, 133 reviews

Newly Renovated Ocean View 2 Bdrm Apt

CarsonRating, 5 stars2 days ago
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!
Guest favorite
Two large windows frame a view of the ocean, allowing natural light to fill the space. Bare trees are visible outside, adding a seasonal touch to the serene landscape. Soft window coverings enhance the calm atmosphere of the room.
Apartment in Beverly
4.92 out of 5 average rating, 102 reviews

Enjoy Stunning Sunrises&Sunsets Ocean Views 33

JessicaRating, 5 stars1 week ago
Everything was perfect , felt right at home the beds were the most comfortable I’ve ever slept on ! Shower was wonderful /great water pressure.
Superhost
An expansive view of the ocean showcases rolling waves under a partially cloudy sky. A deck is visible, outfitted with outdoor seating, surrounded by lush greenery and coastal vegetation, creating a serene outdoor space.
Apartment in Magnolia
4.85 out of 5 average rating, 109 reviews

Amazing Ocean View In-Law Apt.

DavidRating, 5 stars1 day ago
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!
Top guest favorite
Apartment in Nahant
4.94 out of 5 average rating, 124 reviews

Ocean view studio with hot tub & access to Boston

EmilyRating, 5 stars1 week ago
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!
Top guest favorite
A spacious family room features large windows offering panoramic ocean views. A modern kitchen island with a marble countertop is complemented by four beige chairs. Natural light illuminates the room, highlighting the comfortable seating area and subtle decorative elements.
Apartment in Rockport
4.99 out of 5 average rating, 121 reviews

4 Bed 2.5 Bath Water view Downtown with Parking

JoeRating, 5 stars1 month ago
Great place to stay. Super accommodating and friendly to do business with.
Top guest favorite
The outdoor area features a serene saltwater pool surrounded by lounge chairs, all set against a backdrop of panoramic ocean views. A pergola provides partial shade, and vibrant flowers add a touch of color to the landscaped surroundings.
Apartment in Winthrop
4.96 out of 5 average rating, 236 reviews

Oceanfront Pool. Close to Boston. Free Parking.

KellyRating, 5 stars3 days ago
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

Top guest favorite
Home in Hampton Beach
4.96 out of 5 average rating, 272 reviews

2 Bedroom Beach Bungalow, Steps from the Beach!

ZaynaRating, 5 stars1 week ago
Out of the Airbnbs I’ve stayed at, this one has been my favorite! Sharon was very accommodating, left the best personal touches, and was so friendly and welcoming. Highly recommend this place for you & your loved ones
Guest favorite
Home in Annisquam
4.95 out of 5 average rating, 22 reviews

Beach House on a Private Beach!

CourtneyRating, 5 stars2 weeks ago
Great house! Great beach! Great hosts!!!
Guest favorite
A small wooden deck offers a view overlooking Lobster Cove, featuring a bottle of wine with two glasses set on the railing. Surrounding greenery and nearby houses complement the serene water view, with a clear sky enhancing the scene.
Home in Annisquam
4.95 out of 5 average rating, 133 reviews

Views over Lobster Cove! Book spring weekends

CarolRating, 5 stars7 months ago
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.
Guest favorite
An enclosed outdoor deck is framed by wooden posts, providing a view of the Charles River. Sunlight reflects off the water, highlighting the calm surface. A nearby dock is visible, along with lush greenery surrounding the area.
Home in Newton
4.84 out of 5 average rating, 577 reviews

WATERFRONT-15 min to BOS/3BdRm/2BA

KatieRating, 5 stars2 weeks ago
Super responsive hosts and a great place to stay!
Guest favorite
Home in Salem
4.95 out of 5 average rating, 149 reviews

Quaint Little New Hampshire Lake House Getaway!

NaserRating, 5 stars3 weeks ago
James was an excellent host for my family and me. We thoroughly enjoyed the place and its beautiful surroundings.
Guest favorite
A charming exterior view showcases a two-story home surrounded by lush greenery and vibrant white flowers. A spacious wrap-around deck is visible, offering access to the entry. Sunlight highlights the textured siding, creating an inviting atmosphere in the peaceful neighborhood.
Home in Rye
4.91 out of 5 average rating, 53 reviews

*Ocean View* Charming beach house

EmmaRating, 5 stars1 week ago
House was spacious in a quiet neighborhood. The beach is a short walk away. There was some mold in the bottom of the shower which was the only downside, but it did not detract from the overall stay. Would stay here again!
Guest favorite
Home in Hampton Beach
4.95 out of 5 average rating, 41 reviews

Beach access, walking distance to downtown!

MargaretRating, 5 stars1 month ago
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.
Guest favorite
Home in Derry
4.92 out of 5 average rating, 466 reviews

Little Lake House, the Bungalow

HarikaRating, 5 stars3 weeks ago
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

Superhost
An oceanfront view captures a row of beachside condos with sandy yards leading to the shore. The clear blue sky complements the colorful facades of the buildings, while beach chairs are arranged on the sand, inviting relaxation by the water.
Condo in Salisbury
4.85 out of 5 average rating, 112 reviews

Beachfront | Panoramic Views | "Oceanfront Oasis"

Robert CapelliRating, 5 stars5 months ago
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!
Superhost
Aerial view captures a coastal town with sandy beaches and a vibrant boardwalk. The shoreline is lined with visitors enjoying the beach, and various buildings are visible, showcasing a mix of accommodations and attractions along the waterfront.
Condo in Hampton Beach
4.83 out of 5 average rating, 229 reviews

2 minutes walk to Beach parking and Wi-Fi

RebeccaRating, 5 stars1 week ago
Our stay was great! Weather was dreary and chilly, but Diana's place was cozy and spacious, just right for two girls out for a fun weekend. Appreciated the coffee and coffee maker, and ice in the freezer. Diana was very responsive and proactive when I was having trouble with the internet. (weather and user related, not her fault at all) There were plenty of extra blankets and pillows, towels (though we brought our own) and most anything we could have anticipated needing before we could get to a store for staples. It was nice and quiet, but then again, Rainy April weekend. Can't wait to come back when the weather is warmer! Definitely would be back again.
Top guest favorite
A well-appointed studio features a seating area with a striped sofa and a wooden dresser. A kitchenette is visible alongside a dining table for two. Large glass doors open to a balcony with ocean views, framed by light-colored curtains and allowing natural light to fill the space.
Condo in Hampton Beach
4.98 out of 5 average rating, 154 reviews

Beachfront Getaway

SamanthaRating, 5 stars8 months ago
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!!
Superhost
An outdoor balcony is furnished with wooden seating and a coffee table, providing ocean views and a serene atmosphere. The nearby sandy beach can be seen in the background, framed by a clear blue sky and a gentle horizon.
Condo in Hampton Beach
4.94 out of 5 average rating, 110 reviews

Summer bliss in our oceanfront 2BR condo awaits!

DavidRating, 5 stars3 months ago
Really enjoyed our stay here. The condo was clean and the electronic fireplace made us felt at home and comfortable. I especially loved the small touches with the books and games tucked away above the tv waiting to be found. Also we got a nice surprise on NYE with some fireworks on the beach. The hardest thing to figure out was where the trash room was but José sent a picture which helped a lot.
Top guest favorite
A serene sunset is captured over the horizon, with a vibrant gradient of orange and yellow hues illuminating the sky. Smooth, dark stones dot the foreground, reflecting the warm colors of the sunset, creating a calm, tranquil atmosphere at the water's edge.
Condo in Hampton Beach
4.97 out of 5 average rating, 264 reviews

Beachfront Summer Fun

SamanthaRating, 5 stars5 days ago
Diane was great to communicate with and made evrything super easy for our stay!
Guest favorite
A spacious kitchen features a large island with four metal bar stools arranged around it. The cabinets have a light wood finish, while the backsplash displays a mosaic tile design. Modern appliances, including a refrigerator and coffee maker, complement the stylish layout.
Condo in North End
4.93 out of 5 average rating, 123 reviews

Boston Harbor View!Free Parking!North End 3 bed

AnneRating, 5 stars2 weeks ago
We stayed Thursday night through Sunday 4-2-25 thru 4-6-25. Almost everything was in walking distance. We tried a new restaurant every night, eating mostly Italian. We weren't to far from Quincy Market, we had brunch almost every day and did shopping. It is right across the street from the wharf and we had a beautiful view from the living room. We went to go and see the Red Sox game for opening day. Couldn't have asked for better weather and a wonderful place to stay. Any questions we had were answered quickly and they game us great recommendations for restaurants. We will definitely be going back again, rating was 5 stars! Anne Duran
Guest favorite
A multi-story yellow building stands along the shoreline, featuring numerous balconies with unobstructed views of the ocean. The beach is visible in the foreground, with gentle waves lapping at the shore and a figure walking leisurely along the water’s edge.
Condo in Hampton Beach
4.95 out of 5 average rating, 157 reviews

Sunrise In Bed~Couples Retreat

TraceyRating, 5 stars6 months ago
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.
Guest favorite
A cozy dining area is highlighted by a round table surrounded by four white chairs. Large windows offer expansive views of the ocean, while vibrant blue and green curtains complement the beach-themed decor. A comfortable armchair and side table complete the inviting space.
Condo in Hampton Beach
4.95 out of 5 average rating, 125 reviews

Oceanfront, private balcony, panoramic view Ocean

AlyssaRating, 5 stars6 months ago
Beautiful view of the ocean. Steps the beach! Very clean. Hosts were very communicative & friendly.

Quick stats about waterfront rentals in Gloucester

  • Total rentals

    160 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 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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