Gloucester, Massachusetts is the oldest seaport and working art colony in North America. There are a lot of things you can do when staying in this coastal city. Bring your family or your friends to go whale watching, sailing, kayaking, and fishing. Explore the lighthouses, museums and historical places. See the Gloucester Fisherman’s Memorial at the Gloucester Harbor. Visit the Rocky Neck Art Colony’s Studios and Gallery and check out the works of dozens of painters, photographers, potters, jewelry makers, and textile designers. Feast on fresh seafood at Gloucester House. This is a coastal city, after all. Fresh seafood is a must. And visit the Hammond Castle, with its organ with 8,200 pipes and a 30,000-gallon swimming pool that switches from fresh to saltwater with a lever. Stay at a vacation rental in Gloucester, Massachusetts, and continue to revel in the charming appeal of the city.
This private vacation rental in Gloucester, Massachusetts offers panoramic views of the harbor and is less than a mile away to the beach. It’s very pet-friendly since the owners have three Labradors that run around the property freely. This two-bedroom apartment is on the second floor of the owner’s house and each bedroom has their own bathrooms. The full kitchen is complete with a stove, microwave, coffee maker, and toaster. There is also an open-plan dining and living area with cable TV, WiFi, sofa, and a breakfast bar with four stool chairs.
Prime Gloucester Property - Overlooking Harbor with Private Pool
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.
Top guest reviewswas private comfortable place with a viewOur two grandsons aged 6 and 3 loved the freedom to climb the boulders in the yard and LOVED the three dogsAnd a toenail in the living roomWell equipped with just about everything one would needThe view of the harbor cannot be beat
Host:She even shipped us back some clothes we accidentally left behindDot Rebecca and pups could not have been more welcomingDot and Rebecca were awesome hostsIt was really nice to have the dogs (Stella Dash and Chester all cute as heck)This property was exceptionally charming comfortable relaxing and Rebecca and Dot were so fun and helpful and wonderfully informative about the area and things to doRead more reviewsThe location is a little bit of heaven and our visit was perfectgreat view Close to everything for day trips dining and beachesIf you like quilts you will be be in quilting heaven as Dot makes amazing quilts and pot holders some of which are for saleFive of us comfortably at Rebecca's home over the long Columbus Day weekend for the annual Cape Ann Plein Air CompetitionTheir garden was at the end of the season
This private fully updated getaway can sleep up to seven people and is a few minutes’ walk away from Good Harbor Beach. The kitchen has new appliances. The living room has WiFi and a flat-screen TV. There’s also an outdoor shower for those times when you just came from the beach and need to wash off before heading inside the house. And there’s also a new deck with a gas grill.
Good Harbor Beach House - Walk to Shops
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.
Top guest reviewsThere was plenty of room and the cottage was equipped with everything you might needThe bedrooms have window AC unitsI think for the size of the propertyIt was cozy and clean and felt like homeThe living space is a bit small with limited seating for dining and TV viewing but we ate most meals outside and spent most days at the beachThe Sandpiper cottage was exactly as describedThe owners were very easy to contact and very responsive
Host:and the beach was very dog friendly off seasonThis made the living area very warmThe hosts are wonderful and meet all your needs Thanks again for helping make some great memories for our familyThey had everything they needed Being able to walk to Good Harbor Beach was supergreat location love the outdoor showerRead more reviewsIt is a "Home Away" from homeAlthough the temperatures were well below normal and not ideal beach weatherThe perfect place to relax eat lobsterIt is not lakeside orIt is probably a 15 min walk to the Good Harbor beach Very convenient to Rockport and other great sites
This recently updated sunny home is just minutes away from Good Harbor and Long Beach, New England’s most beautiful beaches. The home has three bedrooms, two with queen-sized beds and one with two single beds, good for six people. It comes with a newly renovated kitchen and even the outdoor grill area has been renovated.
Newly Renovated!! Beautiful 3 bed home...steps from beach!
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 30 days before check-in.
Top guest reviewsThe downstairs is like its own little studio apartment with games and a family roomWe spent most of our time around the island in the kitchenIt was spotless and very evident that the owners take great care of itIf you like staying in a comfortable homeEverything you need Short walk to the beach and to ice cream standWe loved the decor and the House was very clean Great backyard and deckThe beds were super comfy and the decor is beachy and perfect
Host:We particularly loved the back deck and the outdoor showerThis home was perfect in all respects : comfort location well stocked and beautiful outdoor eating area and gardenMaureen was helpful and responsive Hope to be back next summerShe was very accommodating and has all the stuff you would need for a beach getaway (wagon chairs etc)This home is very nice and is very convenient to whale watching excursionsRead more reviewsand we enjoyed barbecuing fish bought from Connolly's fish marketA lot of great memories were madeGreat location Very comfortable houseThe main living area was perfect for my elderly parents with bathroominsanely good (half price lobster roll Tuesday also ) Convenient to shops in Gloucester and Rockport
This scenic vacation rental in Gloucester, Massachusetts is the perfect studio for couples or solo travelers. There are three rooms in this house. The bedroom/living room has a queen-sized bed, two chairs at the foot, and a door that opens up to the balcony. The second room is the kitchen/dining room. The kitchen is equipped with basic appliances, stove, microwave, toaster, and kettle and also has room for a two-chair dining table. The third is the bathroom. Outside on the patio, there is outdoor furniture and an outdoor grill on the patio.
Sunset Studio "PLUS" - Scenic Harbor View!
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.
Top guest reviewsThe bedroom is comfortable with a view of boats in the harbor- that was fun and easy to doThe view over the inner harbor from the bedroom/deck was all I neededThe bed was very comfortable tooThe kitchen has the necessary utensils for cookingThe rooms are tastefully decoratedThe apartment was very cleansmells and "feel" of seaport townsThe accommodations were clean and well equippedIt is indeed clean peaceful well stocked and beautifully decorated
Host:Linda was very helpful when we first arrived giving us plenty of information & a printed sheet that had some of her favorite spots & resturantsaddressed questions very quickly and was so so sweetLinda and her husband were very nice and accommodatingwell maintained and comfortableSecondly these are about two of the nicest most helpful folks you'll ever meetRead more reviewsThe location is close to downtown Gloucester and grocery stores and restaurantsThe location is perfect as it is close to shops supermarketsIt is a great centuralized location to take day trips to surronding areas in the Cape Ann areaThere are lovely beaches nearby and beautiful drivesit was a good space in which to "hang out "
Are you looking to have a romantic getaway with your partner? This might be the one for you! It’s got an open plan dining, living room, and kitchen. The entrance to the bedroom is just across the kitchen. The living room also opens up to a patio. After dinner, go on walks by the beach with your partner. The kitchen is fully equipped with the stove, microwave, Keurig coffee maker, kettle, and toaster.
SplashLanding Private Beach Getaway in GloucesterGloucester, Massachusetts, United StatesSuperhost
Top guest reviewsi 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 viewthe 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 clean
Host: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 reviewsgreat 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
This secluded two-bedroom vacation rental in Gloucester, Massachusetts, is perfect for those who want to stay close to nature but relate more to the park. Ravenswood Park, with lots of hiking and walking trails, is just nearby. This cabin can accommodate up to three people and has been completely updated. The kitchen has a blender, stove, and microwave. The living room has cable TV with HBO, central A/C, and WiFi.
Cottage In The WoodsGloucester, Massachusetts, United States
Top guest reviewsthe bed and couch were super comfortable and the kitchen had all the space we neededkeith's cottage is very comfortable and thoughtfully arrangedkeith's cottage is adorable comfortable and privatewe loved the cottage it was very cozy warm and comfortable; having everything needed for a relaxing staythe cottage is neat and cozy keith was very attentive and responsiveit was clean and comfortableeverything was clean and well keptplace very clean and invitingit is clean peaceful and secludedthe space was clean cozy and comfortable
Host:keith was a wonderful hosthe was an excellent hostkeith was a wonderful host and made us feel very welcomekeith has great response times and very accommodatingkeith was a very helpful hostRead more reviewslocation is amazing privacy convenience and close to everythingreally good quiet place near gloucester centerit is an excellent locationlovely location close to everything yet set away from busy roadgreat value and location
This one-bedroom house can accommodate up to four people, with a queen-sized bed in the bedroom and a sleeper sofa in the living room. The kitchen is complete with the stove, microwave, coffee maker, Keurig coffee maker, and toaster. When you step out into the patio, you’ll get fresh views of the harbor. If you want to eat out, there are restaurants just a few minutes away
Harbor View Hideaway: 1st flr furnished apartmentGloucester, Massachusetts, United States
Top guest reviewscarol left us breakfast food and coffee which was a lovely surprisereally comfortable apartment with all the amenities of your own home -- plus morejust wonderful and amazingly comfortable beds and the heavenly deckit is well stocked and comfortable with a nice viewnice bed great living space; cable and wifi; kitchen just brimming with pots pans dishes etcvery clean and very accommodatingspotless comfortable and welcoming touchesthe place was very clean organized and comfythe property was very clean and stocked with everything you could possibly needthe place was very clean and well supplied with everything you would possibly need
Host:carol was an amazing hostthe hosts were very nice and accommodatinggreat place our host was very helpfulcarol and rory were excellent hostscarol and rory were amazing hostsRead more reviewsthe location is excellentthis is a great locationgreat location to stay to experience gloucester everything is only a short walk awaya special location that is quiet and convenient to all the things gloucester offersgreat location and had everything we needed
This serene peaceful retreat house is great for those who want to get away from their troubles. This vacation rental in Gloucester, Massachusetts, is also located at the entrance of America’s oldest working colonies. Windows on all sides provide lots of air and lots of light. There is also a fully-equipped kitchen, a cozy living room, and an outdoor patio.
Willow House - Garden Setting, Ocean View, Steps to Rocky Neck!
Top guest reviewsThe home has everything you need and was immaculateno driving/parking hassles)The bedroom and bath just add to your comfort with the bed having a sleep number mattress; also nice to have 2 entrances to your bathroomThe flat is fabulously equipped as wellWe enjoy the light bright space and beautiful yardAnd you can't beat the locationWe had the most relaxing time at The Willow House to celebrate our 20th anniversary Everything was perfect and as described
Host:Our hostess was most graciousWe couldn't have dreamed of a better experience in Gloucester and the areaRokhaya was a communicative responsive host who gave us plenty of space and privacy while promptly helping us out whenever we had a question Highly recommend this as a place to stay when you're ...Beautiful luminous colors inside tooWe are so happy we foundRead more reviewsQuite a selection of restaurants in the areaWillow House is a peaceful and beautiful property in an amazing locationIt is easy to imagine returning herethe galleries and good restaurantsThe unit is a short walk to galleries restaurants and many beautiful landscapes
This small vacation rental in Gloucester, Massachusetts is perfect for artists or art enthusiast who want to be near the Artist’s Colony in Gloucester. Downtown, is still accessible by the bus. The kitchen is complete with a stove, microwave, blender, toaster, and coffee maker. There is also a TV room with lots of books and DVDs.
Fishnet CottageGloucester, Massachusetts, United States
Top guest reviewsthere was a large fan in the bedroom which we ran both nightsthe cottage is charming and cozyfishnet cottage is charming and comfortablefishnet cottage is cozy and comfortable and convenientone of a kind cottage with plenty of room to spread outif you like clean and tidy this isn’t the place for you eitherthe cottage was adorable clean and a perfect getaway for a couplethe cottage we stayed in was very clean very homey and cottage like and very relaxingthe acomodations are very clean and there is just about anything you would need there
Host:ken was a really nice hostken was a gracious hostken was a great hostken the host definitely deserves the super host designationken is a wonderful hostRead more reviewslocation is quiet safe and close to everythingthe location was so perfecteasy walk to niles beachgreat location in east gloucestera perfect location authentic gloucester feel
This one-bedroom vacation rental in Gloucester, Massachusetts is a perfect coastal retreat for your small family, or for you and your friends. It’s located a few minutes away on foot from Half Moon Beach and Crescent Beach. Stage Fort Park and Good Harbor Beach are also nearby. The proximity to these places lets you have easier access to whale watching and deep sea fishing. Inside the house, you’ve got a full kitchen, cable TV, WiFi, and a fireplace. The whole place can accommodate up to four people, two in the bedroom and two on the sofa bed in the living room. There is also an outdoor grill and furniture on the patio.
Inviting apartment with harbor views, fireplace, patio, & gas grill!
Top guest reviewsI Would rate this stay a 4 5 Small details Coffee pot tired and Could use update Light in Living room and over bathroom sink not working Stain on couch not too appealing as it is the only seati...We went in the spring and enjoyed the lower ratesWe went in the spring and enjoyed the lower ratesThe inside has everything you need and then some Loved the New England feel Has a rustic fireplace and tall windows with views views viewsThe shower curtain could be updated and there was a wasp nest outside the houseThe apartment was very cleanThe place was clean and quietIt has a beautiful view and it was clean and relaxingIt was stained and not pleasant to look ir even to consider sleeping on itThe weather wasn't the best
Host:Sometimes expectations fall short of the rental listingRecommend the home owners clean the couch before the next group arrivesThis rental is very niceThis rental is very niceso we were going to cookoutRead more reviewsA beautiful water view close to the park and walking distance to town Perfect for a couple who are interested in exploring Cape Ann and love to eat sea foodA beautiful water view close to the park and walking distance to town Perfect for a couple who are interested in exploring Cape Ann and love love to eat sea foodIt has multiple stains on itWhat a beautiful place Beautiful view of Gloucester Harbour Nice walk to townThese are easy fixes and would make this home a 5 star
Make a holiday getaway at Gloucester
It’s definitely nice to just sit back and relax even when you’re on vacation. These vacation rentals in Gloucester, Massachusetts offer that for travelers. Have you been to Gloucester, Massachusetts? Where did you stay?
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