
Pet-friendly holiday rentals in Gloucester
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Top-rated pet-friendly home rentals in Gloucester
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Popular amenities for Gloucester pet-friendly home rentals
Pet-friendly house rentals

Beverly Beach House- Upper Deck
Had a great stay! House was stocked with all the basics and very spacious for the family! great area easy to get into Salem and surrounding towns.

Eden Cove
The views this home offers are beautiful. It is a nice neighborhood for walking a dog. The home has everything you would need. The host is very responsive.

Spacious 2 BR Kittery Home - Walk to Portsmouth!
We instantly felt at home! Everything we needed was there, including things that I often bring with me because they aren't usually provided. Erin has set up this house the way you would if you lived there yourself--extra pillows, blankets, bathroom and kitchen towels, kitchen and laundry detergent. Basic spices, coffee and tea, sugar and creamer, every kitchen gadget and utensil. Bath products, night lights, beach chairs and towels. Even a bluetooth speaker and use of their Netflix account! All we needed were a few groceries and some sunshine to enjoy the outdoor spaces and seasonal game room. The house is spacious and charming! Their check-in and check-out methods are easy and they left ample info on how things work in the house and local restaurant and activity recommendations. This is a great location and home. I almost wish we had brought the kids...

Hillside Ocean View 2BR with Private Beach Access
Great location to getaway. Short walk to two different beaches as well as parking pass for great neck beach. Lots of room for two people to spread out. Lots of games to play. Living room was very comfortable, kitchen well stocked. Easy check-in and checkout

Pretzel Factory Loft w/Peloton
We had a fantastic stay and loved the local neighborhood. It is super easy to walk a few minutes to the T to get into Boston. We had all adults, so it was great to have lots of space to spread out and each have our own bathroom. Bedrooms are all upstairs. Be aware that there are lots of stairs, if mobility is an issue. There is a train that runs directly behind the house. It is loudest in the basement bedroom. This wasn’t an issue for us, as we are used to noise at home, but if you are sensitive to sound, bring earplugs for sleeping. The kitchen was well-equipped and there are so many fun toys if you have little ones. The area is very safe and easy to walk to restaurants and cute little shops. Mike and Anna are great hosts and very responsive to any needs or questions. Beds were comfy and everything we needed was at hand. The neighbors were also very friendly when we were out strolling. The home is very homey and well-decorated—not like the usual cookie-cutter-style of most rentals.

Quaint Little New Hampshire Lake House Getaway!
We really enjiyed our stay and would recommend to anybody else.

Newly renovated, spacious, clean, 3 bedroom home.
Our rental was roomy with 6 adults and slept comfortably with bedrooms were big and roomy. The coffee station was great with everything we needed. William was there to greet us and allowed us an early check in to drop off luggage before enjoying the area. Lots of towels and toiletries. The place was very clean and enjoyed the snacks. Thanks.

Lovely 2 Bedroom Victorian 1.5 Blocks To Ocean!!!
Great place and host! The ocean, great food, close to Endicott College, quiet and a beautiful area. Johanna was responded to questions and was proactive to leave lights on for us, knowing our flight would get us in late. There were some breakfast items waiting for us too! A nice welcoming touch to our stay!
Pet-friendly home rentals with a pool

Fantastic Kittery Home with Pool
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!!

Large Pool, Nature Trails, Redd's Pond, 4-Bed
Amy was very responsive and communicative. The house was clean and maps took us right to the home. It was too early in the season to enjoy the pool but it was pristine and would have been great for hot summer weather. Amy was wonderful with trying to accomodate any requests and we liked the location from easy access to Salem and within a one hour drive to Boston!

Beautiful Spacious 4BRM House!
I loved everything Maxine said and how she helped navigate around every even in the house, everything was so clean, very quite place good for professional working, everything was just beyond, amazing & lovely place you feel right at home with so much space to move around the house. Being free having your privacy. Thank you Maxine 🙏👏🏽

the house of id; vintage shop, accessible space
We absolutely loved our stay at this home! It was extremely clean, cozy, and beautifully prepared — every detail made us feel so comfortable and welcome. You can truly feel the love and care the host put into the space. It felt like a warm home from the moment we arrived. We are already looking forward to coming back again. Thank you for such a special experience! 🙏✨💕☀️

Bedford Retreat: pool, fenced yard.
Daniel and Monica were great hosts that responded to any questions or needs. They live right next to this guest house so we’re quick to respond. This house is a bit small but has enough space for up to three or maybe one more on the sun porch if using an available air mattress. It is comfortable and homey. The bedroom in the basement is fine but the rest of the basement is mostly unfinished. The pool would be a nice feature but it was too early in the season for a dip in the cold water. Plenty of stores and restaurants are within 5-10 minutes of here including a Market Basket, Whole Foods, Trader Joe’s, and big REI store among many others.

Cozy Private Suite halfway between Cape & Boston
My stay was comfortable and met my expectations. I’d come back the next time I’m in the area!

In-town 2 bedroom beach cottage with a pool
We were lucky enough to have a very extended stay at this lovely little bungalow! The house is so sweet! The layout is easy, the rooms are comfortably furnished, and the floors are beautiful, and there is an incredible library of books. The house is full of natural light, and nestled in a little private spot. There is lovely landscaping in the front yard, and the back yard is magical. The pool is amazing, and you feel like you are in your own little peaceful world here. The house is an easy walk to all of the things that make Rockport such a cool town. And, you can hear the ocean at night from the yard! Trent and Cassie are the best hosts! Kind, responsive, and mellow. We loved everything about our stay! We will be back. ( :

Lovely 2- bedroom serviced apartment with pool
Hanky’s place was great! Awesome location with lots of things to do and places to eat. The apartment was clean and had all of the necessities. Extra bonus was the lunch we had waiting for us when we checked in. Only down side was how expensive parking was but that’s out of anyone’s control.
Private, pet-friendly home rentals

Redtop Retreat in Old Town
Fabulous location with great recommendations. The “treats” left for us were a welcome added bonus! Thank you!

East Gloucester Beach house
We really enjoyed our time here! The location of this house was a great home base for us. We were able to easily travel to Boston & Salem on day trips. Gloucester and the surrounding areas had so much to offer so we were able to do a lot of fun things! Matthew provided great local recommendations as well which was perfect! The house was nice and clean and was easy to find and access. We would stay again!

Adorable spacious renovated private home on beach
A warm and welcoming home directly on a beautiful beach! This house is ideal for families and offers everything you need to enjoy a relaxing stay on the ocean. We enjoyed our stay so much - we extended a day because we couldn’t bear to leave! We WILL be back and will forever be grateful to Matt for sharing his home that holds a week full of core memories for our children.

2 BDR - 2 Bath-Private Deck Waterfront House
This is one of the best airbnb stays I’ve ever had. The place is in the perfect location to enjoy Gloucester, has very comfortable beds, and plenty of space to relax and enjoy the sights.

360 degree view of the Annisquam river and Ocean
This is our second year staying at Martin and Ellen’s home. You can’t beat the location and the home is large enough for 2 or more families to be comfortable.

Family Cottage by the Beach & Downtown + Parking
My family and I had a very pleasant stay. Jacob and Bruce were always very communicative and always there for anything we needed. The place was really cute, very clean, had everything we needed. It was very close to the beach, playground and downtown. We walked there every day. They also gave us good recommendations. The town is lovely , a nice place to visit, a lot of local shops, and a lot of friendly people. Thanks for making our stay very enjoyable.

Beautiful Place to Stay In Salem
This was exceptional. Becky's AirBnB is absolutely STUNNING!!! I think, quite honestly, it was the most beautiful accommodation I've ever stayed in. Becky thought of EVERYTHING, from the delightful snacks and beverages, to the notebook of fabulous restaurant and activity recommendations, plus the elegant and soothing seaside decor! Some of the plusses include a cozy gas fireplace, a great gas range to cook on, and an outdoor grill! We cooked up and grilled up some fabulous feasts during our stay! But the real treasure here is Becky herself. Although she grew up in Salem, she says she inherited her mama's Southern hospitality, and it definitely shows! She is warm and joyful, and my daughters and I feel we have made fast friends with her. We truly look forward to visiting Becky again!

Rooftop View & King-Size Comfort
Beautiful apartment in the Neck - probably the pettiest place I’ve been to in all of Boston. Highly recommended!
Quick stats about holiday rentals that are pet-friendly in Gloucester
Total rentals
160 properties
Nightly prices starting at
$92 AUD before taxes and fees
Total number of reviews
5.2K reviews
Family-friendly rentals
110 properties are a good fit for families
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Wi-Fi availability
160 properties include access to Wi-Fi
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- Hampton Beach
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- Boston Common
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- Fenway Park
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- Museum of Fine Arts, Boston