
Apartment vacation rentals in Gloucester
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Top-rated apartment rentals in Gloucester
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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.

CbytheSea - Ocean View Penthouse
Such a beautiful and cozy little Airbnb! My fiancé and I had a great time at Emily and Nick’s place. Very thoughtfully put together and we especially loved everything they put together so we could find plenty to do and places to eat. Anytime we had a question they answered promptly. Great location, easily walkable- we would love to stay here again one day!

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.

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!

2b apt loft downtown Ipswich
This apartment served for a pleasant stay! I reserved the stay for four adults and it was exactly what we needed. The amenities made it easy to feel at home and the walkable surroundings felt safe. We thoroughly enjoyed our stay! The hosts were also nice and responsive which is very reassuring as a guest.

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

Cozy
This was a perfect place to stay for the wedding we had to attend. Anywhere we needed to go was a 7 minute drive or 20 minute walk away. The downtown area was super cute with good food & shops. We loved the vintage shop, Bananas, and Gregs was great for late night pizza. Drift was great for drinks & food and there were a lot of tasty Italian bakeries in town. Donny's place was easy to get into with ample parking for our two vehicles. It was clean and fit all of our needs. There was a hair dryer in the bathroom, waters in the fridge, and a coffee station, plenty of towels and hangers. You can hear the train from the spot but I sleep with earplugs so I hardly noticed. Donny was a great host & quickly responded and resolved an issue we had run into. We would definitely stay here again and visit Gloucester again as we had a lot of fun.

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

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!

Long Beach Suites: Steps Away From Surf!
A hidden gem. Typically the pictures are better than any unit is in person, but it was the opposite for this sweet unit. It was even better in person. So close to the beach, with views from the balcony. We will be back!

Friendship Acres Barn Apartment B
Thanks Jayne for letting me stay , your house is wonderful place is great and space is awesome!! Will surely try to Visit again !!

Charming retreat in Kittery
We stayed up here for a wedding in Portsmouth and this was the perfect little getaway. Dakota was super friendly and helpful when we left things behind by accident. There was coffee and pancake mix and very thoughtful details in the space. Super cute and great location!

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!

Cozy Apartment at Green Landing (No Cleaning Fee)
Beautiful and cozy apartment. Very clean and furnished with a great taste. Felt comfortable as soon as we walked in. Only minutes away from downtown Gloucester.
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
This place was great and so was the hot tub!!!

Step Into Spacious Vintage Charm in West Revere
Nice stay. The place is very spacious. My only suggestion is to update some appliances. I had a great time. Thank you Hong!

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

Oceanfront Pool. Close to Boston. Free Parking.
We loved their place and the location right on the beach and in the sea wall . Got great pics of waves hitting the seawall. Close to alll Boston and Salem locations . Had a great time apt was beautiful and Carol and John left fridge for us fully stocked with milk juice drinks and food . Couldn’t ask for more . We thoroughly enjoyed the hot tub Grest place to stay

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
Exactly as described; this is the 2nd time we've stayed here and would stay again. Good location, parking is easy, there's a workspace, wifi is solid, it's quiet, bed is good, shower is good, it's exactly what I'm looking for in an AirBnB. Though I keep forgetting to take advantage of the hot tub! Plus, hosts are fast responders. No complaints!
Quick stats about apartment rentals in Gloucester
Total rentals
110 properties
Nightly prices starting at
ﺩ.ﺇ294 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