Perched on the scenic Cape Ann, Gloucester is a beautiful vibrant coastal city in Massachusetts that boasts a wide variety of exciting options. Although it is popular for fishing and other water activities, it also serves as a hub for glitzy nightlife, contemporary art, business, and fashion. In addition, it has a plethora of mind-blowing and blood-twisting attractions such as museums, pristine beaches, and gorgeous parks. It is also blessed with exciting culinary cultures and a wide range of beautiful, luxurious vacation rentals. If you’re looking for nice accommodation, read on to know more about best Airbnb vacation rentals in Gloucester, Massachusetts.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 09, 2024.
1. Colorful studio best for couples (from USD 150)
Are you a couple looking for a quiet, romantic place to stay away from the chaos of the city? Check out this hidden located close to the beach and just a walking distance to downtown. It is a cozy studio that features warm, eye-catching interior décor and can accommodate up to three guests. It features a sumptuous living room with cozy lighting and a comfy sofa. Next, is the bedroom area that comes with a comfy double bed and clean bedding. There are a fully equipped kitchen and a Euro-style bathroom with toiletries. Other features include a deck and a private garden, among others.
Top guest reviews
Amenities & Room:
the space is charming and comfortable with a beautiful outdoor garden for dining and relaxingand though it's small it was quite comfortablethe apartment is very well equipped with many thoughtful touches and richard was a genial hostthis is a fun comfortable eclectic spaceCleanliness:
place was clean and lots eclectic decorationsit was a very nice clean and convieniently locatedthe space is clean and in a great locationexcellent funky decor and every nook and cranny was very cleanit's clean and cozy as described with a lot of quirky design featuresHost:
richard is a class act and a great hostrichard was a gracious and knowledgable hostsuch an awesome place and richard is a fantastic hostso peaceful and quiet neighbors were friendly and didn't make any noiserichard is a genuinely kind host and a great conversationalistRead more reviewsLocation:
the location was wonderfulhe recommended several great restaurants and nearby sites in walking distancethis is a unique eclectic place to be sure but that suited us just fine
2. Romantic hideaway with beach views (from USD 65)
Discover this hidden gem tucked away in a quiet secluded area near a private beach. It is a gorgeous one-bedroom vacation rental with a bungalow taste on it and is suitable for a couple. From the tranquil turquoise waters to the romantic sunsets, there’s always something romantic about this place. It has a divine interior which is carefully designed. The kitchen is spacious and well-equipped with high-quality appliances, granite countertops, and a fridge. The living area is furnished with cozy sofas, a TV, a table, and a door leading to the deck. There are comfy beds, Wi-Fi, laptop-friendly workspace, free parking, and a bathroom.
Top guest reviews
Amenities & Room:
i enjoyed having my morning coffee and breakfast with a view and the sunsets were incrediblethe view from the living room is amazingthe bed was like sleeping on a cloudthe deck facing the dunes is great for breakfast and cocktailsthe unit is super cozy and has an incredible viewCleanliness:
the place was tidy and cleanthe apartment itself was very cleaneverything was very clean and there were little goodies everywherethe cottage was meticulously clean tastefully decorated and the personal touches they left throughout were so appreciatedthe space was comfortable and cleanHost:
the owners are incredibly nice and helpfulthe accommodations were very nice the hosts were gracious and thoughtful and the beach was perfectthanks to our hosts this stay was exceptionalgreat hosts quick responses the best viewgwen and terry are outstanding hosts and made sure that i had everything i neededRead more reviewsLocation:
great location with amazing scenerysplash landing was a great location for a weekend get awaysuch a great location we had a refreshing timewhat a beautiful location and a lovely space by the seathe location on a this calm peaceful beach was perfect
3. Seaside apartment with modern amenities (from USD 228)
Oozing with seaside charm and rewarding tranquility, this is a stylish one-bedroom apartment, a vacationer’s dream destination, situated just a walking distance from the beach. Deep your feet in the pristine waters as you enjoy a stroll on the beach. Its interior is spacious, bright, and tastefully decorated. It has a cozy queen bed with clean, warm linen and pillows. The kitchen is well-appointed with modern appliances and a fridge. Free Wi-Fi and a flat-screen TV are there to offer entertainment. Also, there’s a super clean bathroom with essential toiletries. Other features include a hairdryer, hangers, and a fire extinguisher.
Top guest reviews
Amenities & Room:
the amenities were fantastic from comfortable beach chairs umbrellas to fishing rodsthe cottage is very comfortable and has everything you needthe room was just as described but even more lovely than we imaginedour room was absolutely amazingCleanliness:
very clean and comfortableit was very clean very quaint and well-decoratedtheir place was beautiful and cleansquish inn is impeccably clean cozy and welcomingit was sparkling clean and a perfect location for usHost:
great hosts and great peoplethey are kind and thoughtful hostsgenuinely kind host who wants to make sure you have the perfect stayhosts were attentive and provided nice extra touchesawesome place and awesome hosts amazing beachRead more reviewsLocation:
a great locationfor starters the location is absolutely amazingthe location is wonderful - safe beautiful easy to accessthe location and beach were great we really enjoyed our timea beautiful room a few steps away from a long and quiet private beach
4. Beautiful one-bedroom cottage (from USD 225)
Enjoy romantic sunsets from this gorgeous one-bedroom cottage located a walking distance from Lighthouse Beach, Cambridge Beach, and the Market Restaurant. Filled with a romantic atmosphere, this eclectic cottage can comfortably accommodate three people. There’s a lovely seating area downstairs furnished with nice sofas, a table, and a flat-screen TV. Above it, is a charming bedroom with a queen-size bed and cathedral ceilings. Next, there’s a well-appointed kitchen and a backyard patio where you can relax with a glass of wine. Temperatures are regulated by heating floors and air conditioning. Wi-Fi, free parking, a laptop-friendly workspace, and a bathroom are provided.
Top guest reviews
Amenities & Room:
the cottage is very quaint and comfortabledoug has done a fantastic job renovating the cottage into a cozy retreat in annisquamthe bunny cottage was absolutely cozy clean and delightfulCleanliness:
the space was clean and comfortable with great touchesdoug’s place was so charming and cleanthey absolutely loved it they said it was impeccably clean and loved the personal touchesthe cottage was clean and exactly like the picturethis place is great doug keeps it super clean and is very approachable for any questionsHost:
dough was a wonderful hostadorable small space with a cozy feel and very hospitable ownersdoug was an amazing host his travel book is extremely usefulthank you for hosting us if ever we are back to massachusetts this is where we will landawesome hosts will revisit next time i visit family in the areaRead more reviewsLocation:
great location a tiny house with a lot of magicsuch a cute place in a very peaceful settingit was a great and peaceful location with everything we neededgreat place to spend a few nights in gloucester areathis is a wonderful place to kick back and relax
5. Lovely getaway near the ocean (from USD 200)
Nestled in a tranquil, lush green neighborhood, this is a nice three-bedroom vacation rental that invites you to come and experience the romantic, coastal vibe. It is located a stone-throw away from major social joints such as breweries, shopping centers, and Hammond Castle. The living area is furnished with comfy sofas and a flat-screen TV to keep you entertained. The kitchen is fully equipped with high-quality appliances and top-class utensils. Each bedroom comes with a comfy bed, clean linen, and storage areas. There’s a lovely deck to relax with a glass of wine and enjoy the fresh breeze. There are two bathrooms, Wi-Fi, and free parking.
Top guest reviews
Amenities & Room:
we found the house very comfortable and cozyCleanliness:
the house was simple and cleanclean home and nicely furnishedhouse was clean & welcoming & convenientplace is clean and centrally locatedRead more reviewsLocation:
beautiful house in a great locationbeautiful house in a nice locationour stay was great good location and excellent tips for things to do nearbyamazing place to stay good location and host left excellent tips for things near bytiffany's place is an adorable house within walking distance to downtown gloucester including a nearby ice cream shop
6. Spacious apartment near the beach (from USD 99)
Located about 15 minutes from downtown Gloucester and just a walking distance from Wingaersheek beach, this is a spacious, cozy one-bedroom apartment with a glamorous interior. It comes with a nice dining area and a well-equipped, spacious kitchen with lovely countertops, a fridge, and top-class appliances. The living area is air and tastefully furnished with a cushy sofa, a table, and a TV. In the bedroom, there’s a queen-sized bed, clean bedding, and storage spaces. There’s air conditioning throughout and free parking for guests on the premises. Also, this apartment is just within a touching distance of beautiful restaurants, and a vibrant shopping center.
Top guest reviews
Amenities & Room:
comfy bed good ac helped in muggy weatherthis space has so much room we loved having our own entrance and all of the rooms were largeCleanliness:
very clean and spaciousa very great place very clean the bed is very comfortablequiet clean and spacious very easy to findbeautiful spacious and very clean private space in west gloucesterthe apartment was super clean and well equipped for our little familyHost:
the hosts were very kindour hosts were quick to respond and very helpful with our questionshosts are incredibly kind and offer great suggestions for fun things to dowe really enjoyed staying here and the hosts were very kindrachel is very responsive to messages and very helpful with local infoRead more reviewsLocation:
nice secluded area close to towngreat location in a nice quiet location that is just a quick few minutes' drive to townawesome space super close to downtown and very spaciousreally close to beaches and downtown but also a nice quiet getawaya nice and quiet place at walking distance from a park (walk/run)Weekly discount: 15% off
7. Awesome studio for a couple
Situated in a quiet, peaceful area away from the hustle and bustle of the city, this is a romantic studio with a wonderful outdoor space with grill facilities where you can enjoy a barbeque or hold a party. It has a spacious interior that has a gorgeous fireplace. The seating area is furnished with cushy sofas, a table, and a flat-screen to keep you entertained. Next to it is a nice dining area and a door leading to the outdoor space. Its sleeping area has a comfy queen bed for a great night’s sleep. Other features are a bathroom and free on-street parking.
Gloucester, Massachusetts, United States
3.47 km (2.2 mi) from Good Harbor BeachAccommodates: 3
Top guest reviews
Amenities & Room:
loved having access to the washer and dryer with detergent a kitchen table high top and barCleanliness:
place was clean and spacious highly recommendHost:
kelly and bobby are wonderful hosts and super accommodatingeach of the hosts’ recommendations in downtown gloucester were excellentRead more reviewsLocation:
really cool space and close to the beachsecure accommodation in a quiet neighborhoodgreat location with great hostskelly and bobby’s place was great for our night away to gloucester
8. Gorgeous bungalow-style apartment
Nestled in a nice, picturesque neighborhood in Gloucester, this is a lovely two-bedroom apartment that is within a walking distance from MBTA commuter rail. Outside, it has a beautiful area with a grill and a firepit. Its interior is bright, spacious, and intricately decorated. It comes with a well-equipped kitchen with modern appliances and top quality utensils. The living area is airy and furnished with nice, cozy sofas, a table, and a flat-screen TV. The bedrooms are beautiful and come with large comfy beds, clean linen, and storage areas. There’s air conditioning throughout, free on-street parking, and a bathroom with necessary toiletries.
Gloucester, Massachusetts, United States
3.37 km (2.1 mi) from Good Harbor BeachTop guest reviews
Amenities & Room:
lisa and bob's place was great the furniture was very comfortable and the house was cozy without being crampedthe beds are very comfortable and are a warm welcome after a fun-filled daythis house is cozy quaint and sereneCleanliness:
very clean and comfortable housethe frig was spotless decorations are attractive and not overwhelmingHost:
the hosts were very responsive and checked in to make sure that things were going wellthey were totally attentive and committed to serving us and making our stay just perfectRead more reviewsLocation:
it's in a great locationwonderful town to walk around and exploreit's located in the perfect place to enjoy this part of new englandthis is a wonderful place to come for a restful visitsuper close to boston and salem which was excellent
9. Splendid, airy beach studio
Very appealing from a distance, this is a breathtaking one-bedroom beach studio that acts as a small paradise for honeymooners and love birds looking to enjoy a peaceful, romantic alone time. Situated near downtown Gloucester and important social amenities, this place ensures guests enjoy a wonderful stay. It comes with a spacious living area with a sofa, a TV, and a table. The cooking area is well-equipped to ensure you enjoy your cooking. There’s a large, comfy bed in the sleeping area with clean bedding. Its bathroom comes with a bathtub, a hairdryer, and toiletries. Free high-speed Wi-Fi is also accessible.
Gloucester, Massachusetts, United States
685 meters (0.5 ft) from Good Harbor BeachTop guest reviews
Amenities & Room:
she made a delightful breakfast treat which was enjoyed with fresh coffee and milk each morningwe didn’t miss having a full kitchen but an electric tea kettle would have been usefulthe bathroom was bigger than expected and the beach chairs and umbrella were very usefulthe studio was terrific it was open with a mini bed for our daughterit was so charming and cozyCleanliness:
the linens were clean and the bathroom sink/toilet/shower seemed clean but everything else was filthyeverything was clean neat and colorfulsuper clean great parking and very niceher apartment is particularly clean and well-appointedfelt very safe in terms of covid as everything was very clean 10/10 would recommend staying hereHost:
barbara was a wonderful hostbarbara was a good hostbarbara is a wonderful hostbarbara was a great hostshe responded so quickly when we accidentally locked ourselves out she was super responsiveRead more reviewsLocation:
great space within walking distance a beautiful beachthe location was quiet and restful with a lovely walk to the beachnice walk in the neighborhood and an easy 15 minute walk to the beachgreat location close to beach where we ended our weekendoutstanding accommodation & great location
10. Tastefully furnished one-bedroom apartment
Are you a pet lover looking for a wonderful apartment where you can live with your dog in Gloucester? Perched on the harbor side of East Main Street in East Gloucester, this beautiful one-bedroom apartment is exactly what you’re seeking. Its bedroom is furnished with a comfy queen bed with warm, clean bedding, and storage spaces. The kitchen is well-appointed with the best kitchen appliances, a sink, and a fridge. In the living room, there’s a TV, comfy sofas, a table, a nice dining area next to it. There are Wi-Fi and air conditioning throughout, heating, a bathroom, and free parking.
Gloucester, Massachusetts, United States
1.75 km (1.1 mi) from Good Harbor BeachTop guest reviews
Amenities & Room:
i had the luxury of enjoying a new gas heater and new windowsthe cottage is cozy and adorablethe upstairs a/c works very well since the upstairs is small and cools off quicklythe main heating in the living room looked like a storage heaterthe cottage was comfortable even with what some would consider a small bathroomCleanliness:
very clean and very well maintainedit was clean and very comfortablethe house is very clean and cheerythe house was quaint clean and comfortable with everything we neededcomfortable living room space downstairs and comfortable bedroom upstairs with clean linens comfortable bed and plenty of towelsHost:
ken was a great host and his suggestions were perfecthe was kind and communicativeken was super friendly and a wonderful hostken was a great host and respectful of our privacyken was a great host with great informationRead more reviewsLocation:
ken's place is located in a great area of glosta close to many great /walkable spotseasy to get to and close to downtown gloucesterclose to area attractions and beachescentrally located and easy walk or bike-ride to downtown restaurants galleries beachesit is cute and cozy and in a great location between the beach and downtown
Enjoy world-class accommodation in Gloucester, Massachusetts
Gloucester is a vibrant city and a place of many possibilities that’s it’s always flowing with tourists seeking fun, entertainment, and adventure. In order to enjoy a wonderful time during your vacation, you also need wonderful accommodation. With Airbnb vacation rentals, you’ll be able to enjoy the time of your life.
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