
Apartment holiday rentals in Gloucester
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Top-rated apartment rentals in Gloucester
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Popular amenities for Gloucester apartment rentals
Weekly apartment rentals

Close to Half Moon Beach!
A lovely and spacious apartment with beautiful views and a warm cozy feel. Walkable to the bay, various trails along the coast, local shops, restaurtants, the waterfront and the train. Sabine was very helpful and considerate when we had some TV issues - which were promptly dealt with along with a gift basket for the inconvenience. Another one followed later for a birthday celebration!! Thank you! I would definitely recommend this location for anyone visiting New England and/or Boston.

The Pearl, Apt. #2
Very nice apartment with a wonderful balcony with comfy chairs overlooking the gorgeous bay, with sandy beach and rocky coast. The apartment was clean and comfortable with nice amenities. Great kitchen and bathrooms. Beds are comfortable and extra blankets are in the closet. Plenty of storage for clothing. The upstairs bedroom area was up a ladder which precludes small children. It was okay for our 5 year old but not for the 3 year old. The town is lovely and the center of town just 4 or 5 minutes away on foot. Beach access is just a minute away. Mary was a wonderfiul host and helpful. This is one of the lovliest AirBNBs we've stayed in and highly recommended.

Blue Magnolia
We stayed at Blue Magnolia to celebrate a friend’s birthday. We were a group of 5 women and had plenty of room. It was so comfortable and clean. Michael was incredibly helpful with directions and answered all questions quickly. My group would stay again. We loved our stay.

Annisquam Village Abode - access to private beach
overall, this was a wonderful stay. Susan is extremely friendly, honest, and a very gracious host. She had a bowl of fresh fruit waiting for us along with Milk, Orange juice, English muffins, butter, and cereal; things I was not expecting and have never had before at an Airbnb. The unit was immaculate and exactly as the pictures showed. I asked for recommendations on a few things to do and she provided links to yelp pages almost immediately. I believe Susan lives in a different part of the house, but we still felt like we had so much privacy. The unit is in a gorgeous little private wooded development not far from the water, and we enjoyed a few walks around the neighborhood admiring some of the beautiful houses and the water view. We had no issue getting an uber to and from Glaucester to attend the wedding we were in town for, despite the area being so private. I would absolutely stay here again if we ever find ourselves back in the area!

CbytheSea - Ocean View Penthouse
Emily and nicks place in Gloucester has everything you’d hope for in a cape Anne rental… great location, very clean and contemporary, quiet and super comfortable. Easy parking and super proactive and responsive hosts! Thanks so much!

Long Beach Suites: Steps Away From Surf!
This place was perfect for the 1 night stay that I needed while in the area for an event. Exactly as described and had everything I needed. Lucas was a great host and provided plenty of instructions & information beforehand with multiple reminders as my stay approached. I would stay here again.

Old Harbor
We stayed at Sarah's lovely place for three days in April. We had a great time! The location is perfect, very near shops and restaurants, and also walking distance to the performance center. We didn't get to enjoy the deck because of the weather, unfortunately. Parking is a tight squeeze, but we managed without problems. The downstairs bedroom and half bathroom are small, but they work fine. The view is amazing, and we definitely recommend it!

White Sand beach in a private enclave
Great location within walking distance to some of the best beaches in MA. The house is at the highest point in elevation in the area, so every night you had a refreshing breeze from all directions, no need for AC. The host's were friendly, accommodating and responsive. I would definitely stay at the same place again in a heartbeat.
Private apartment rentals

My Dream house with views of the marsh and sunset
We had a wonderful four days on Plum Island. It has been a special place for me and my wife throughout our life together and discovering Joyce's rental makes it likely we will return soon again to enjoy all the island and Newburyport continues to offer. She was wonderful as a host and the apartment was exceptional.

Walk To Downtown and Ocean, Large Private Yard
Very quiet and beautiful place close to Rockport warf

New Design - Walk to DNTN, Beauport, Beach, Train
Beautiful nest in a downtown location. Had a great vibe and everything one needs for a stay in historic Gloucester. Highly recommend.

Large Modern Queen Room near Salem & Dining- 204
Daniella’s space was perfect for the last leg of our trip to visit Salem. Everything was as the listing description indicated.Daniella was very prompt and professional in her communication. Everything was clean. Lots of places for shopping/eating nearby if needed. Would stay again!

Salem Urban Arcade - AC, Parking, Walk Everywhere!
This is such a charming, comfortable and nostalgic place to stay. All of the decor and the Pac Man machine made it such a fun and exciting visit. Also, everything was within walking distance, which added to the positive experience we had. I can’t wait to come back!

Friendship Acres Barn Apartment B
Couldn’t recommend Jayne’s place more. It was so cozy and secluded, with two beautiful horses constantly grazing right outside our windows/screened in porch. The farm was beautifully kept, with flowers everywhere, a fire pit, and chickens. The inside was big, bright, sleek, and clean. It was just me and my husband but there was plenty of room for two more guests. The kitchen had everything you need and we used the screened in porch every chance we could. It’s a quick walk to the water where all the restaurants are. We enjoyed walking to Googan’s in the morning for coffee and a breakfast burrito. We spent a day at Crane beach nearby, an absolutely gorgeous spot. We also drive nearby to Gloucester and our favorite, Rockport. Jayne was quick to answer if I had any questions and made some great local recs for our stay. This was such a peaceful getaway, you get country coziness, salty marshlands, and the oceans/beach right near by. Definitely book!

Treehouse By-the-Sea
our stay here was lovely. ellen and rusty were waiting for us when we arrived and helped us park. the space itself is cozy and clean. a treehouse indeed, up a bunch of stairs and surrounded by lovely oaks! ellen was an excellent communicator. she was flexible with our checkout as no one was following us and our first day was totally rained out. the location is lovely; a nearby beach and just under a mile walk to downtown. would recommend!

Charming retreat in Kittery
I loved my stay! It was the perfect place to celebrate my birthday and wedding. The beach is very close, and the downtown area is charming. Everything exceeded my expectations. I would definitely come back! ☺️
Apartment rentals with a hot tub

The Loft Escape Apartment
If I could give 4.5 stars I would. Evan and Rachel were wonderful, responsive hosts and the property was exactly what I hoped for. Upon arrival, the washer looked and smelled very moldy. My advice to any future guests would be to please consider airing out the washer after using it to help prevent this. The AC/heat pump units also seemed a bit musty. However, after communicating the issue to the hosts, they quickly offered to come in later that day to sanitize the washer and give our unit an ozone treatment to deal with the mold spores in the air. I really appreciated the effort and it resolved the problem enough for me to feel comfortable washing my clothes. The convenience of living on the main road in town was nice, but the street was a bit noisy at night. Nevertheless, I would definitely stay at The Loft Escape Apartment again!

Your Cozy 1 BR Apt & Relaxing Retreat
We had a fantastic stay at this place! The house was spotless, with a fully stocked kitchen and bathroom that made everything super convenient. Thiago was incredibly helpful, attentive, and kind throughout our stay, which made the experience even better. We especially loved the jacuzzi area and the large, comfy couch in the living room. The entire place offered great privacy. Would definitely recommend it!

Step Into Spacious Vintage Charm in West Revere
Hong and Thanh were great and accommodating hosts that responded to all inquiries in a timely manner.

Condo with pool sleeps 4
Great stay. Nice clean place. Good view of fireworks from the balcony.

Oceanfront Pool. Close to Boston. Free Parking.
Great hosts and very accommodating. Couldn’t have asked for anything more. Very beautiful home and if back in the area I will for sure stay again.

Lakeside apartment, patio, hot tub, outside shower
We had the best time in Arlington this past week! We came for the Boston marathon. The place was beautiful and the location was perfect. It was close to Boston but far enough out for the peace and quiet. Doug and Hope were the most exceptional hosts. They were accommodating and very responsive. They went above and beyond to make our stay and everything we needed as easy as possible. They were so great and we hope to come back in the future!!

The Hideaway Studio Apartment
I stayed with Evan and Rachel previously in the apartment located upstairs from the Hideaway Studio. Once again, I was not disappointed! Spotlessly clean, great location, clear instructions, and perfect for a single guy looking to stay a few nights in Derry. No complaints except I was unable to find any dish soap, so I had to wash everything with hand soap. Also, when using the hot tub, I was bothered by a musty smell coming from the water, especially when all the jets were turned on. Perhaps I’m just overly sensitive to mold. Also, some of the pictures should be updated. While I didn’t need it for my stay, the bunk bed was not set up, so it was just the full bed with the twin trundle underneath. Wonderful stay overall, and I would not hesitate to book this location again!

Studio Apt private bath+ Hot Tub, free parking
Annique's place is a second floor flat in a quiet street not far from the "T" and grocery stores. The flat has a beautiful wooden floor and spacious bathroom. For me, the high point was having an office space with a standing desk - I loved it! The amenities Annique provides shows she is an extremely thoughtful host and is very responsive. Definitely an excellent place to stay..
Quick stats about apartment rentals in Gloucester
Total rentals
110 properties
Nightly prices starting at
$133 NZD before taxes and fees
Total number of reviews
7K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Boston Common
- Revere Beach
- Fenway Park
- TD Garden
- Harvard University
- Lynn Beach
- Duxbury Beach
- York Harbor Beach
- North Hampton Beach
- New England Aquarium
- Long Beach
- Faneuil Hall Marketplace
- Freedom Trail
- Crane Beach
- Canobie Lake Park
- Prudential Center
- Long Sands Beach
- MIT Museum
- Good Harbor Beach
- Rye North Beach
- Museum of Fine Arts, Boston