Pet-friendly vacation rentals in Gloucester

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Gloucester pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in Beverly
4.86 out of 5 average rating, 181 reviews

Beverly Beach House- Upper Deck

JenRating, 5 stars2 weeks ago
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.
Guest favorite
Home in Rockport
5 out of 5 average rating, 38 reviews

Eden Cove

KimRating, 5 stars1 month ago
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.
Top guest favorite
Home in Kittery
4.96 out of 5 average rating, 105 reviews

Spacious 2 BR Kittery Home - Walk to Portsmouth!

CathyRating, 5 stars3 weeks ago
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...
Guest favorite
Home in Ipswich
4.89 out of 5 average rating, 109 reviews

Hillside Ocean View 2BR with Private Beach Access

NancyRating, 5 stars1 week ago
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
Guest favorite
Home in Brookline Village
4.92 out of 5 average rating, 121 reviews

Pretzel Factory Loft w/Peloton

MarjorieRating, 5 stars2 weeks ago
This private home is lovely. It is appropriate if stairs are okay for your group 😊. Very clean, near plenty of coffee shops, easy to find, very safe area.
Guest favorite
Home in Salem
4.95 out of 5 average rating, 153 reviews

Quaint Little New Hampshire Lake House Getaway!

KevinRating, 5 stars3 weeks ago
We really enjiyed our stay and would recommend to anybody else.
Top guest favorite
Home in North Chelmsford
5 out of 5 average rating, 200 reviews

Newly renovated, spacious, clean, 3 bedroom home.

AmyRating, 5 stars1 week ago
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.
Guest favorite
Home in Beverly
4.95 out of 5 average rating, 155 reviews

Lovely 2 Bedroom Victorian 1.5 Blocks To Ocean!!!

DavidRating, 5 stars3 weeks ago
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

Guest favorite
Home in Kittery
4.95 out of 5 average rating, 40 reviews

Fantastic Kittery Home with Pool

BarbaraRating, 5 stars5 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!!
Top guest favorite
Home in Lakeside Marblehead
5 out of 5 average rating, 16 reviews

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

AlanaRating, 5 stars2 weeks ago
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!
Top guest favorite
Home in Arlington
4.94 out of 5 average rating, 34 reviews

Beautiful Spacious 4BRM House!

NicholasRating, 5 stars5 days ago
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 šŸ™šŸ‘šŸ½
Top guest favorite
Home in Norwood
4.95 out of 5 average rating, 42 reviews

the house of id; vintage shop, accessible space

KassiaRating, 5 stars1 week ago
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! šŸ™āœØšŸ’•ā˜€ļø
Guest favorite
Home in Bedford
4.7 out of 5 average rating, 37 reviews

Bedford Retreat: pool, fenced yard.

LewRating, 5 stars1 week ago
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.
Guest favorite
Guest suite in Rockland
4.89 out of 5 average rating, 80 reviews

Cozy Private Suite halfway between Cape & Boston

AnnRating, 5 stars6 days ago
My stay was comfortable and met my expectations. I’d come back the next time I’m in the area!
Superhost
Cottage in Rockport
4.94 out of 5 average rating, 80 reviews

In-town 2 bedroom beach cottage with a pool

NathalieRating, 5 stars2 weeks ago
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. ( :
Superhost
Apartment in Assembly Square
4.82 out of 5 average rating, 45 reviews

Lovely 2- bedroom serviced apartment with pool

AshleyRating, 5 stars2 weeks ago
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

Top guest favorite
Apartment in Lakeside Marblehead
4.94 out of 5 average rating, 18 reviews

Redtop Retreat in Old Town

SheilaRating, 5 stars2 weeks ago
Fabulous location with great recommendations. The ā€œtreatsā€ left for us were a welcome added bonus! Thank you!
Guest favorite
Apartment in Gloucester
4.88 out of 5 average rating, 32 reviews

East Gloucester Beach house

JennaRating, 5 stars1 week ago
Our stay was absolutely wonderful! The unit was spotless, comfy, and full of thoughtful extras like snacks, shampoo, and a list of nearby restaurants. Matthew was friendly and responsive when we needed help getting into the building. It’s in a beautiful location, close to charming beaches and artist colonies. We highly recommend his place and would book again.
Guest favorite
Home in Salisbury
4.96 out of 5 average rating, 23 reviews

Adorable spacious renovated private home on beach

SashaRating, 5 stars1 month ago
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.
Top guest favorite
Apartment in Gloucester
5 out of 5 average rating, 17 reviews

2 BDR - 2 Bath-Private Deck Waterfront House

ZachRating, 5 stars7 months ago
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.
Superhost
Home in Gloucester
5 out of 5 average rating, 8 reviews

360 degree view of the Annisquam river and Ocean

ElyssaRating, 5 stars35 months ago
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.
Top guest favorite
Home in Rockport
5 out of 5 average rating, 15 reviews

Family Cottage by the Beach & Downtown + Parking

AnaRating, 5 stars1 week ago
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.
Top guest favorite
Apartment in Salem
5 out of 5 average rating, 25 reviews

Beautiful Place to Stay In Salem

LuluRating, 5 stars3 days ago
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!
Guest favorite
Apartment in Lakeside Marblehead
4.95 out of 5 average rating, 21 reviews

Rooftop View & King-Size Comfort

DoronRating, 5 stars1 week ago
Beautiful apartment in the Neck - probably the pettiest place I’ve been to in all of Boston. Highly recommended!

Quick stats about vacation rentals that are pet-friendly in Gloucester

  • Total rentals

    160 properties

  • Nightly prices starting at

    $60 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

  • Wifi availability

    160 properties include access to wifi

Destinations to explore

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  4. Essex County
  5. Gloucester
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