
Condo vacation rentals in Gloucester
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Top-rated condo rentals in Gloucester
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Popular amenities for Gloucester condo rentals
Weekly condo rentals

Adorable beach cottage with kitchen
Of all of the other locations where I’ve stayed, this was the most well stocked. Host even provided emergency toothbrushes and toothpaste!!

Beachwalk Condo!- one block from the beach
Great experience, with a really friendly and welcoming host.

The Seagull's Nest
In the area to visit Salem and wanted to be by the ocean. Especially wanted two bathrooms to speed up prep time in the morning. The listing is cozy and clean and has everything. I have food allergies and wonderful listing's such as yours opens the opportunity to travel to families who travel with loved ones who cannot risk eating in some restaurants. ( although restaurants are more allergy away now than 30 years ago) Thank you Rhonda for everything. Regards Piri and Amy October 2024 from Ontario Canada 🇨🇦

Fort Hill Inn *Sunny* 1 bedroom, condo duplex
We had a great stay at this great apartment. The spiral staircase down to the bedroom was fun. Kitchen had everything we needed for making meals. Terry was very quickly responsive to our request to adjust the heat in living room/kitchen level, which does not have it's own in-unit thermostat (the bedroom has a wall heater that worked great for adjusting the temperature there). We really enjoy this location near the Roxbury Crossing T stop. We like to walk, and it's a reasonable walk to many places (MFA, Gardiner Museum, Northeastern U, Boston U, even downtown). We'd definitely stay here again.

2 minutes walk to Beach parking and Wi-Fi
The Condo is perfect place to start from, centrally located and mere minutes walking to whatever your interested it, entertainment, food/drink, and of course the beach! The space itself, clean and functional, lends to a comfy place to unwind after a busy day. Diana is a fantastic host who was always available. She communicated everything we needed and more when necessary.

Beach Condo 5 Min Walk to Beach, Shops, Boardwalk
We came for a few last dips in the ocean and show our 6yr the arcades, boardwalk and cirque at the seashell. this location is perfect because we were able to be close to activities but without the noise that sometimes comes with it. Our little one was happy and there for we are too. Thank you!.

Left Turn At The Beach
Great location! We had a great stay. Only thing we didn’t expect is it was not two bedrooms just one bedroom on the main floor and an open loft which we made work but no privacy. Appreciated late check-out and so nice to have a washer and dryer to use. Paul was super quick to respond to any questions.

Salty Sunsets - Condotel Efficiency beach getaway
This was such a beautiful place to stay. Check in and check out were easy. Joanne was easy to reach and quick to respond. Place is in a beautiful location with so many places to eat within walking distance and Hampton Beach 8 minute drive. Joanne’s place was so clean and cozy. Would definitely stay again!
Pet-friendly condo rentals

A Cozy 3 Bedroom Home Close To Boston & Parking
Wonderful stay! Shirley was a responsive and kind host and we enjoyed staying here for three nights over the Boston Marathon weekend. Squeaky floors may make it tough to make a midnight trip to the kitchen or bathroom unnoticed, but everything else was perfect. Would stay here again.

Condo in downtown Boston
The spot was super clean and had everything you needed, the location of it was great, and Griffin was a responsive and helpful host.

Family Home + Near Downtown + Cool Backyard!
We had a great stay! Quiet, safe neighborhood, easy to get to the city. Lots of space for the six of us to eat and relax together. Beautiful view of the Boston skyline just minutes walk from the place. Comfortable beds and soft sheets too! We also had no troubles parking nearby and leaving our car (for free) for our entire stay.

KeyWest Vibe, PrivatePatio, Close2Salem, WalkDWNTN
We recently stayed at this beautiful downtown Gloucester AirBNB for our niece’s wedding weekend and had a wonderful experience. The location was perfect-right in the heart of downtown, making it easy to get to the wedding venue, the Beauport Hotel, and explore all that Gloucester has to offer. The two-bedroom unit was fully appointed with everything we needed, from a well-equipped kitchen to comfortable beds and plenty of space to relax. Our host was exceptionally helpful and attentive, checking in to make sure we had everything we needed and responding quickly to any questions. He was even kind enough to recommend places to enjoy breakfast and dinner. We highly recommend this unit for anyone looking for a convenient, comfortable stay in Gloucester.

Boston Suburb Luxury condo
The condo was the perfect size for 3 of us in separate rooms and two bathrooms. Condo was very clean, simple with comfortable space and we had everything we needed for the stay. Finding the place in the dark was a little tricky as the numbers are faded but overall 5 stars and I would book again if in the area and listing is available.

Spacious Dorchester Retreat | 2-bdrm condo
We stayed at Marian & Avanish's place for a spring trip in Boston and it was a wonderful experience! We were 4 people and the unit felt incredibly spacious and comfortable, the kitchen and bathroom were sparkling clean, well-stocked and made you feel right at home! We would wholeheartedly recommend this place to future guests!

Transit friendly condo on quiet street
The home was comfortable and clean. Bed was comfortable. We appreciated being able to stream our favorite shows on the TV and the Keurig in the kitchen.

Historic JP Brownstone with Parking. Pets Welcome!
Was an amazing Place to stay. The area was outstanding with lots to do and very easy access to the train to get to and from downtown and other areas of the city. Will definitely stay here again! The parking spot was a huge plus!!
Condo rentals with a pool

Lovely 2 BR beach condo with inground pool
We had a wonderful vacation in NH especially due to the beautiful condo we stayed in. Every morning we took a short walk to the beach at sunrise. We also enjoyed sitting out on the deck overlooking the pool as well. It was a short drive to most places of interest, shops and restaurants. Our host Sue was very responsive via text. The place was clean and full of many things to help make our stay special. We’ll definitely be back in the future.

Serenity by the Sea
Great place to stay with an awesome view of the beach right from the balcony. This is where every morning we would have our coffee to plan out our day and every evening sit back with a glass of wine and watch the moon rise over the ocean. The accommodations were good, the place was clean and had all the things to make our stay enjoyable. We would stay here again as well as recommend it to friends and family.

Hampton 100 yards to beach
Clean and good storage for a small space. Good location

Ocean View - Steps to the Beach!
We stay at Hampton Beach every year for a few days. This has by far been the best. It seemed we were at home. Copmmunication with the owner and the facility was exceptional.

North End TD Garden Condo, Shared Pool & Rooftop
The apartment was just as described. Very clean, next to the train station, very well furnished. The hosts were very helpful and responded promptly. It is the second time I rent in this building with Johna as a host, two different apartments, both great. I definitely recommend this property.

406 Co. Seascape
Great stay at this condo in Hampton Beach! Very walkable location and stunning sunrises each morning. Will definitely come back.

Village Hideaway
Excellent place and hosts, highly recommended. Don met us in the place and showed us around and made us feel at home. The apartment was beautiful, extremely well stocked, and very comfortable. The location is great as it's very quiet but also very close to local amenities and the highway.

Plum Pad: Luxury Condo Overlooking the Ocean
This was a lovely place to stay, very cute apartment with a killer view. Right on the beach and walkable to many activities and restaurants. Brenda was great, helpful and proactive communication very early on.
Quick stats about condo rentals in Gloucester
Total rentals
20 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Moody Beach
- Boston Common
- Revere Beach
- Salisbury Beach
- Cape Neddick Beach
- TD Garden
- Fenway Park
- Wingaersheek Beach
- Jenness Beach
- Humarock Beach
- Lynn Beach
- Duxbury Beach
- Harvard University
- Saquish Beach
- York Harbor Beach
- Wallis Sands Beach
- Coffins Beach
- North Hampton Beach
- Drakes Island Beach
- Ogunquit Playhouse
- Herring Cove Beach
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