Apartment vacation rentals in Gloucester

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Gloucester

Guests agree: these apartments are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Apartment in Rockport

4.96 out of 5 average rating, 257 reviews

Harbor Retreat | Ocean View | Heart of Downtown

Discover Rockport's Harbor View Apartment! 🌊 This newly renovated 1-bedroom on the second level boasts stunning harbor views from a private deck. Steps from Bearskin Neck, enjoy proximity to unique shops 🛍️, fine dining 🍽️, and beaches 🏖️. Equipped with high-speed WiFi, a 55" Smart TV, and a Murphy couch. Perfect for experiencing Rockport's vibrant atmosphere. Note: Guests must climb stairs and the downtown location can be lively and noisy 🌆. Book your unforgettable seaside escape today! ⚓

Feb 17 – 24

G$30,656 GYD per night

Guest favorite

Apartment in Beverly

4.92 out of 5 average rating, 448 reviews

Private apartment 10 min to Salem!

This private entrance basement apartment is within a 1/2 mile to several beautiful Beverly beaches. Downtown Beverly is about a 10 to 15 minute pleasant walk. It offers great restaurants and cafes. Live entertainment is happening almost nightly at the Larcom and Cabot theaters. Endicott College is 1 mile away. Downtown Salem is about a ten minute drive from here. The train to Boston, Salem, or Rockport is about a mile away. Plenty of safe street parking is available in front of my house.

Sep 1 – 8

G$29,291 GYD per night

Guest favorite

Apartment in Ipswich

4.98 out of 5 average rating, 121 reviews

Charming 2 Bedroom Apartment in Historic Ipswich.

In the heart of historic downtown Ipswich, the John Brewer house has been a family home since 1680! This fully renovated apartment features many modern amenities, like hi-speed internet, 50" and 55" televisions with streaming channels. There is parking for two cars, and we are a short walk to Market Street, the commuter rail to Boston, a large park for children, and many fantastic local restaurants. Drive to Boston or Maine in 45 mins; Salem or Gloucester in 30 mins; Crane Beach in 10 mins!

Apr 6 – 13

G$32,138 GYD per night

Guest favorite

Apartment in Beverly

4.94 out of 5 average rating, 620 reviews

Beverly Farms Apartment “Homeport”

"Homeport" - A nautical themed apartment, nestled in the small coastal village of Beverly Farms. The village has cafes, restaurants, beaches and nearby to “Witch City” Salem MA. Homeport has a private entrance, den, two bedrooms, 1.5 baths with essential amenities and guest parking. The local area is famous for beaches, museums, galleries, eateries and many historic attractions. Explore the North Shore or take a commuter train to explore Boston, saving time and expense of driving.

Jan 18 – 25

G$34,987 GYD per night

Guest favorite

Apartment in Rockport

4.94 out of 5 average rating, 148 reviews

Mary's By The Sea

A unique 650 square foot ground floor apartment across the street from Front Beach. A 6 minute walk from the Rockport Commuter Train Station, MBTA. We have an in town location . There is a separate bedroom with a queen mattress and a pullout sofa bed in the living area. The pullout sofa is most ideal for teens or smaller kids .There is a bathroom with a sink and toilet. There is another room with a sink and shower. We provide one parking spot next door at The Cove parking lot.

Feb 24 – Mar 3

G$40,085 GYD per night

Guest favorite

Apartment in Gloucester

4.94 out of 5 average rating, 109 reviews

Walk to Good Harbor Beach

Newly renovated ground floor efficiency apartment with sliders/walkout to fenced backyard. Wifi and Netflix included. Most dogs okay, some breed restrictions apply. If you want to bring your dog please contact us prior to booking. Three night minimum for all stays. Space includes 1 bedroom with Queen size bed and Living Area with pull out couch. 2 adults will be most comfortable. 5 minute walk to Good Harbor Beach or Bass Rocks. 15 minute walk to Rocky Neck.

Oct 11 – 18

G$41,755 GYD per night

Guest favorite

Apartment in Beverly

4.97 out of 5 average rating, 182 reviews

Garden City of the Northshore

Our charming newly renovated second floor apartment in Beverly, on Boston's Northshore, is minutes from beautiful beaches, ocean parks, bike trails, commuter rail and restaurants. Convenient to Salem. This comfy apartment has beautiful light and sea breezes to greet you in the morning. Original pine floors, antique furnishings along with updated, full kitchen and new tiled bathroom. Queen size new mattress in the bedroom. 4k TV with free HBO, Showtime, Netflex .

Dec 10 – 17

G$25,374 GYD per night

Guest favorite

Apartment in Beverly

4.84 out of 5 average rating, 282 reviews

Salem/Beverly last minute opening for April!

April Vacation only 100 per night. This cozy renovated barn in historic Beverly is perfect for family visits or get aways. Minutes from Salem, steps from the harbor. Watch the boats while you sip coffee in bed! Enjoy your private patio with a grill. Walk to a vibrant downtown or to the depot and train to Salem, Boston & Cape Ann. There is a lot to do at any time of year on the North Shore. And there is more to see than Salem! I can give you great ideas!

Apr 18 – 25

G$24,176 GYD per night

Guest favorite

Apartment in Gloucester

4.93 out of 5 average rating, 107 reviews

Open Concept Eclectic Mod 3 BR

Come to Gloucester where you can get away from it all and still be close to everything! You will be centrally located off Route 128 just minutes away from Good Harbor, Niles, Pavilion, Half Moon and Wingaersheek beaches, year round nature walks, downtown shops and restaurants, grocery stores, and the commuter rail to Boston. Enjoy a great base for exploring Cape Ann with drives to Salem, Essex, or Manchester by the Sea, to name a few!

May 2 – 9

G$38,149 GYD per night

Guest favorite

Apartment in Rockport

4.9 out of 5 average rating, 146 reviews

Sweet short term rental in Rockport

Lovely hilltop unit located on private wooded property, steps away from 2 beaches. Built on a massive granite boulder, the property is one of kind with stunning seasonal views of the Atlantic. Fully equipped kitchen, flat screen TV, WiFi, and everything to make your stay pleasant and comfortable. We're a 7 minute drive from downtown Rockport and Gloucester, a 7 minute walk to Cape Hedge and Long Beaches.

Oct 6 – 13

G$48,142 GYD per night

Superhost

Apartment in Rockport

4.87 out of 5 average rating, 163 reviews

"Rockport Sail Loft: 2 Bed/1 Bath Oceanfront Haven

Experience the beauty of Rockport's waterfront at this 2 bed/1 bath oceanfront haven. Located on Bearskin Neck, this historic building was once the Sail Loft and is now your perfect getaway. Enjoy the convenience of being close to the ocean, restaurants, shops, and beaches. Come and make lasting memories at this charming Rockport escape. Don't forget to take advantage of the small patio and kitchen.

Nov 18 – 25

G$35,519 GYD per night

Guest favorite

Apartment in Gloucester

4.85 out of 5 average rating, 105 reviews

Bright One Bedroom Apartment 5 Min Walk From Beach

Welcome to the Oak Grove House! Originally built as a twenty-one room Inn and Hotel in 1860 - This beautiful and sunny getaway is as rich with its history as it is with its location. Minutes walk from the beautiful Magnolia Beach and only walking distance to many shops and restaurants in Magnolia - you can truly get away from the hustle and bustle of the city and enjoy a quiet evening in paradise.

Jul 19 – 26

G$56,977 GYD per night