House vacation rentals in Gloucester

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Popular amenities for Gloucester house rentals

House rentals with a pool

Guest favorite
Home in North Andover
4.94 out of 5 average rating, 152 reviews

Nana-tucket Inn

JeremyRating, 5 stars5 months ago
We had an absolutely wonderful experience staying at this Airbnb! The home was impeccably clean, cozy, and well-stocked with everything we could possibly need. The host's attention to detail was evident in every corner, from the kids' toys to the thoughtful touches like snacks, coffee, and local guidebooks. The location was perfect—peaceful and quiet but still close to shops and restaurants. I especially loved relaxing in front of the fire and enjoying the serene surroundings. The host was incredibly responsive and went above and beyond to ensure our stay was seamless, offering great tips about the area and checking in (without being intrusive). I highly recommend this spot to anyone visiting North Andover or the greater Boston area.
Top guest favorite
Home in Newton
5 out of 5 average rating, 14 reviews

Villa with private Pool in Boston's Elite Enclave

LucyRating, 5 stars1 week ago
Serge was helpful with marathon weekend details and was very responsive. House is as described, quite spacious and easily sleeps 8 adults. The game room includes billiards, darts, a massage chair, and 3 comfortable theater chairs. The kitchen is fully equipped with everything needed to prepare large family meals. It’s a 30 minute walk to the Newton Center green line train stop, which is recommended for transportation to and from downtown Boston. The price was a little high, but everything in the area was increased for marathon weekend. Would recommend.
Guest favorite
Home in Kittery
4.95 out of 5 average rating, 40 reviews

Fantastic Kittery Home with Pool

BarbaraRating, 5 stars3 months ago
The house was perfect for my family and I- plenty of open space for the kids to play and a great yard- even in December with cold weather the kids loved the play gym outside!! The location was amazing with lots of things to do within a few minutes and the food scene was great. Thanks to Ned for a spotless home and great amenities!! We can’t wait to come back in the summer to use the pool!!
Guest favorite
Home in Hampton
5 out of 5 average rating, 37 reviews

Sleeps 10, Indoor Pool, Hot Tub, Pups Ok

VeronicaRating, 5 stars6 months ago
LOVED LOVED! My friends and I all agreed that this house looks just like the pictures for once! Very nice unexpected touches/surprises. House had everything you could really need! I believe the host could get away with charging more in my opinion! I hope to come back in the future.
Top guest favorite
Home in Lakeside Marblehead
5 out of 5 average rating, 13 reviews

Large Pool, Nature Trails, Redd's Pond, 4-Bed

ChristopherRating, 5 stars1 week ago
Everything was as listed and very responsive and great host. The property was in a very nice and in a great town. We enjoyed our time there.
Guest favorite
Home in Arlington
4.93 out of 5 average rating, 29 reviews

Beautiful Spacious 4BRM House!

SusanRating, 5 stars1 week ago
Maxine anticipated every possible need and so much more available. She went beyond any host I have ever stayed with and I travel quite often. I highly recommend Maxine's place
Guest favorite
Home in Derry
4.91 out of 5 average rating, 175 reviews

Sanctum by the Lake

AmandaRating, 5 stars5 days ago
My friends and I went for a weekend trip and had such a great time. Steve responded quickly to messages and made it clear that if we had any questions, to reach out at any time. Such a great place!
Guest favorite
Home in Derry
4.83 out of 5 average rating, 134 reviews

Beautiful Lakefront Vacation

BobRating, 5 stars7 months ago
Donna is fantastic and if your looking for a charming New England spot this is it! We Are very satisfied with this home.

Weekly house rentals

Guest favorite
Home in Salisbury
4.88 out of 5 average rating, 211 reviews

Spacious waterfront free parking &Wi-fi

AnthonyRating, 5 stars6 days ago
Had a wonderful stay here, perfect location and was able to enjoy the sounds of the ocean the entire time. Would definitely recommend staying here and I’d look forward to being here again in the future. Thank you so much!
Top guest favorite
Home in Hampton Beach
4.96 out of 5 average rating, 273 reviews

2 Bedroom Beach Bungalow, Steps from the Beach!

JillRating, 5 stars5 days ago
The location was perfect. We selected the cottage because of the proximity to Hampton State Park Beach which was, as is described in the posting, only a few steps away. The cottage is also quite close to the boardwalk. It would be great for a group that wanted the best of both - quiet neighborhood and accessible to eating and entertainment. The cottage was clean and cozy, just right for our party of four, and had available many little items travers might need or left behind at home. Sharon was helpful and very responsive.
Guest favorite
Home in South Weymouth
4.93 out of 5 average rating, 117 reviews

Entire House Near South Shore Hospital/Whole Foods

ChloeRating, 5 stars1 month ago
My groups stayed at Trang’s home for 2 night and our stay was perfect. The home was exactly as pictured in the listing and was very clean and spacious. Check-in instructions were straight forward and easy to understand. Would definitely stay again in the future if we ever find ourselves in the area.
Top guest favorite
Home in Newburyport
4.99 out of 5 average rating, 129 reviews

“Salty Girl” Plum Island, MA

AshleyRating, 5 stars1 week ago
Another amazing stay at Salty Girl! Erin’s home is spotless and calm and inviting. There were so many small touches to make a family’s stay easy like a toy drawer, step stool in the bathroom, and stuffed animals for the kids in the bunk room! Truly so thoughtful. The location couldn’t be better with an easy walk to the bay and beach. Really peaceful surroundings. Thank you! We can’t wait to return!!!
Top guest favorite
Home in Tewksbury
4.98 out of 5 average rating, 54 reviews

Tewksbury, MA --5 night minimum stay--4 beds, 2.5 baths, quiet street, 5 min drive to shops

MaureenRating, 5 stars4 months ago
Lauren’s house was the perfect place to stay for Christmas. It had everything we could possibly need and the garage was so convenient. I appreciated the night lights throughout the house. I felt very much at home and would highly recommend staying at Lauren’s!
Superhost
Home in Seabrook Beach
4.76 out of 5 average rating, 82 reviews

Beach Bums' House - Perfect for Families & Friends

HollyRating, 5 stars5 months ago
This is an older ranch with a spacious kitchen and super comfortable beds. A beautiful beach is steps down the road. It is the first house off the highway, so you may hear traffic noise. There is a dehumidifier, which you will need to turn to the highest setting. The host is friendly and very responsive.
Guest favorite
Home in Lexington
4.92 out of 5 average rating, 119 reviews

Mid-Century Modern in Historic Lexington

MichaelRating, 5 stars3 weeks ago
Great place for our coaches to meet up and sleep after a full day of coaching in Boston area. Very comfortable space. Highly recommend this home.
Superhost
Home in Woburn
4.88 out of 5 average rating, 135 reviews

Large 4Bed 2Bath Clean Alternative to Hotel Living

AshleeRating, 5 stars2 weeks ago
The apartment was as listed, and very clean, with all the amenities we needed to stay there. It was centrally located to all the areas we went to. The directions to get in were very clear. Dev was very responsive when I contacted him and it was overall a great stay.

Private house rentals

Guest favorite
Home in Reading
4.95 out of 5 average rating, 61 reviews

Charming Home in Reading with a Large Yard

T.J.Rating, 5 stars2 weeks ago
We thoroughly enjoyed our stay. The location was wonderful and the hosts were extremely easy to work with
Guest favorite
Home in Salem
4.95 out of 5 average rating, 149 reviews

Quaint Little New Hampshire Lake House Getaway!

NaserRating, 5 stars1 month ago
James was an excellent host for my family and me. We thoroughly enjoyed the place and its beautiful surroundings.
Top guest favorite
Home in Norwood
4.95 out of 5 average rating, 39 reviews

The Cozy Colonial - 4 BDRM house with parking

CalebRating, 5 stars3 weeks ago
What an absolutely lovely home that our family was thrilled to stay at! Very clean, quiet, and comfortable. Close to everything!! Certainly a 5 star stay!
Top guest favorite
Home in Swampscott
5 out of 5 average rating, 22 reviews

The House by the Sea

AngelicaRating, 5 stars6 months ago
This was the PERFECT place for my family’s girls trip to Salem. It was only a 12 minute drive into town. The house is breathtaking!!! The pictures do not do it any justice. Everything is spotless and very welcoming. The private beach is a 3 minute walk up the road. The neighborhood is very peaceful and the neighbors were also very friendly. Tracy was an amazing host!!! 10/10 recommendation.
Guest favorite
Home in Manchester
4.87 out of 5 average rating, 30 reviews

North End Family Oasis

JamisRating, 5 stars5 days ago
The space was perfect for our family great away. The huge kitchen, private bedrooms and quiet space allowed us to relax and still have family time together. The house was immaculate. Would book this space again!
Superhost
Home in Framingham
4.85 out of 5 average rating, 80 reviews

Near Boston Beautiful 3 Bedroom in Framingham, MA

KarenRating, 5 stars4 months ago
The house was clean and the beds were comfortable. The location provides quick access to a number of highways. The kitchen is well stocked with dishware and cookware. Everyone loved the heated floors and we were glad to be able to bring our dog and take him on walks in a quiet neighborhood.
Guest favorite
Home in Randolph
4.98 out of 5 average rating, 50 reviews

Convenient and spacious Home w/ 4BR 2.5BA

DanaRating, 5 stars1 month ago
We had a fantastic stay at Roger’s Airbnb! After checking out on Wednesday, we realized last minute that we needed to stay one more night for a project we were working on. Roger was incredibly accommodating and made it happen without any hassle. Truly an excellent host – thank you for making our trip so smooth!
Superhost
Home in Nahant
4.73 out of 5 average rating, 199 reviews

Large spacious 6 bedroom house

KristyRating, 5 stars1 week ago
Carter’s house was perfect for our wedding weekend. There was plenty of room to host our bridesmaids and groomsmen. It was a lovely property!

Quick stats about house rentals in Gloucester

  • Total rentals

    270 properties

  • Total number of reviews

    7.1K reviews

  • Family-friendly rentals

    250 properties are a good fit for families

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wifi availability

    270 properties include access to wifi

Destinations to explore

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  4. Essex County
  5. Gloucester
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