
Pet-friendly vacation rentals in Gloucester
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Gloucester
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

The Word Barn, Exeter, NH
Charming open apartment with a loft bedroom. Hardwood floors, barn beams, butcher block counter, full galley kitchen, private bath, vaulted ceilings - as part of the renovated original Raynes Farm Barn. This apartment is clean, private and isolated, with self check-in and plenty of outside space to enjoy. Located five minutes from downtown Exeter (w/plenty of take-out/delivery options) in an idyllic country setting, neighboring 100+ acre conservation land and a large network of wooded trails.

4 Bed Water view Downtown with Parking
Your family and friends will be close to everything when you stay at this centrally-located home. Steps to the Ocean and walk into historic Bearskin Neck. Enjoy panoramic coastal views from the family room, kitchen and master bedroom. Deck space to enjoy outdoor dining, glass of wine, or a morning cup of coffee. Everything to do in Rockport is a short walk from this downtown home. Restaurants and coffee shops, Art Galleries, shopping and the town beaches are steps away. Parking spots included.

3 Bedroom Apartment with parking on Bearskin Neck
Built in 1822, the Sound House is conveniently located on Bearskin Neck. The upstairs apartment is renovated with brand new oak floors, new bathrooms, and updated living area. The unit features 3 bedrooms and 2 full bathrooms, with laundry as well as 3 parking spaces in the back of the building. The kitchen includes cooking utensils, with an electric grill and butane burner for outdoor cooking on the new deck overlooking Cape Ann. Enjoy Rockport while creating new memories at the Sound House!

Gingerbread House | Hot Tub | Dog Friendly
Our historic carriage house in Downtown Rockport has everything you need for the perfect getaway, all year long! A two-minute walk to beaches, shops, galleries, parks, and playground. A peaceful family and pet-friendly space with all the amenities you need for a comfortable stay: laundry, full kitchen, queen sized bed with en-suite bathroom and a sun room that converts to an extra sleeping space perfect for kids. A 5 minute walk to the train for day trips to Salem, Gloucester, and Boston!

Retreat in the Trees- walk to Cape Hedge Beach
Cozy and comfortable summer home with lots of natural light and everything you need to make your stay enjoyable. Fully equipped kitchen, washer & dryer, air conditioning, gas grill, 3 decks, outdoor showers, high speed internet , over the air TV, Netflix, Prime Video. A short 5 minute walk to Cape Hedge Beach, 45 minute walk to Bearskin Neck. There is also lots of great sightseeing, history, boating, and restaurants all a short drive away. MA Room Occupancy Tax certificate C0104592520
Wonderful Rocky Neck home on Gloucester harbor
2 Bedroom with Loft, 1 Bathroom fully furnished Home on Gloucester harbor. Dead end street with 3 off street parking spots. Restaurants, local art gallery's, the beach all just a short walk away. Wake up with the sweet smell of ocean air and the sound of seagulls calling. Enjoy your breakfast with a million dollar view on the 4 season porch with 8 sliding windows overlooking the harbor. You could spend hours watching the boats go by as you read a good book with your fur baby on your lap.

2.4 miles to Salem Spacious &1st Floor near beach2
Welcome to our beautiful 1st floor 2 bedroom in Beverly! Just steps from the beach. Warm,Spacious & comfortable easily accommodates 5 people & has pull out sofa for more. Great Location close to many shops, restaurants, and places to explore. Dane’s Beach is diagonally Across street & Play structure. Fully equipped with a Galley kitchen, high-speed Wi-Fi, &TV streaming services, we've thought of everything to make your stay as comfortable as possible.7 min drive to Salem

Walk to Good Harbor Beach
Newly renovated ground floor efficiency apartment with sliders/walkout to fenced backyard. Wifi and Netflix included. Most dogs okay, some breed restrictions apply. If you want to bring your dog please contact us prior to booking. Three night minimum for all stays. Space includes 1 bedroom with Queen size bed and Living Area with pull out couch. 2 adults will be most comfortable. 5 minute walk to Good Harbor Beach or Bass Rocks. 15 minute walk to Rocky Neck.

Heart of Old Town Duplex (LEFT), Steps from Harbor
A well-appointed 2 story townhouse located in the heart of Old Town Marblehead and footsteps from Crocker Park overlooking Marblehead Harbor. Walking distance to everything! Our space includes 1 queen bedroom and 1 bathroom upstairs with a kitchen, dining room, and living room (with full sofa bed) downstairs. A private entrance right off main street allows for some R&R while being close to all that Marblehead has to offer. We look forward to hosting you!

The Solar Powered Dogtown Cabin at Applecart Farm
Beautiful hand built very private cabin with master bedroom and large loft located deep in the woods of Cape Ann. Walking distance to down town Rockport and waterfront. Friendly miniature horses just 200 feet away that children love to visit. Applecart Farm is happy to have guests of diverse backgrounds and interests. Pets are allowed only with advanced request to ensure safety of guest and residents pets. NEM 1450 plug for EV charging.

Charming apt-2 Bedroom -Close to Beach/Sleeps 6
Our home is in the oldest neigborhood of New englad , surrounded by restaurants, art galleries and shopping. A short walk to the river and train station. This spacious apt has dramatic views of the Ipswich River thats is just across st . You will enjoy the whole place for yourself and the living room have 65" screen tv . A kitchen includes what you will need for your stay when you aren't enjoying various neighborhood restaurants.

Harbor View Suite
Harbor View Suite is a beautifully decorated two story Unit within a newly renovated Victorian house on the harbor located in Historic Old Town Marblehead, Massachusetts. This accommodation offers a rooftop terrace with panoramic views of the Harbor. Views of the harbor also from the kitchen deck. Perfect for families & friends. One dog allowed no cats please PLEASE note - parking on site is very tight small cars compact SUVs only
Popular amenities for Gloucester pet-friendly home rentals
Pet-friendly house rentals

Walk to Everything Great about Marblehead!

Beverly Beach House- Upper Deck

Hillside Ocean View 2BR with Private Beach Access

Winnie's Place - Freshly Renovated 1800s Farmhouse

Quaint Little New Hampshire Lake House Getaway!

Family Friendly 2BR 1 BA Coastal Kittery Home

Ocean Views at Casa de Mar near Salem & Boston

Tribeca chic | 2 BR w/private patio
Pet-friendly home rentals with a pool

Fantastic Kittery Home with Pool

Dog-Friendly, 4-Bed Home w/Pool, Walking Trails

Bauhaus Retreat in Nature Preserve w/ Pool

Beautiful Spacious 4BRM House!

the house of id; vintage shop, accessible space

Private Pool Retreat w/Fire Pit Near Singing Beach

Entire one bedroom apartment

Sunny Condo only 15 mins to Boston, with Parking!
Private, pet-friendly home rentals

The Great White Shack

East Gloucester Beach house

The Birdhouse—Sunny Plum Island Home, Pet-Friendly

Family Cottage by the Beach & Downtown + Parking

William Haskell House First Period Colonial Home

mermaid surf bungalow on good harbor beach

Manchester by the Sea|Outdoor Fireplace|King Bed

Ocean views! Welcome to Sea Breeze! Winter rates!
When is the best time to visit Gloucester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $269 CAD | $254 CAD | $256 CAD | $312 CAD | $346 CAD | $438 CAD | $471 CAD | $493 CAD | $385 CAD | $423 CAD | $317 CAD | $308 CAD |
| Avg. temp | -1 °C | 0 °C | 4 °C | 9 °C | 15 °C | 20 °C | 23 °C | 23 °C | 19 °C | 13 °C | 7 °C | 2 °C |
Quick stats about vacation rentals that are pet-friendly in Gloucester

Total vacation rentals
Explore 170 vacation rentals in Gloucester

Nightly prices starting at
Gloucester vacation rentals start at $83 CAD per night before taxes and fees

Verified guest reviews
Over 6,520 verified reviews to help you choose

Family-friendly vacation rentals
120 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
160 of Gloucester vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Gloucester rentals

4.8 Average rating
Gloucester stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Québec City Vacation rentals
- Rentals with a fireplace Gloucester
- Rentals with a patio Gloucester
- Beachfront rentals Gloucester
- Rentals with outdoor seating Gloucester
- Family-friendly rentals Gloucester
- Fitness-friendly rentals Gloucester
- Rentals with beach access Gloucester
- Rentals with an EV charger Gloucester
- House rentals Gloucester
- Rentals with a washer and dryer Gloucester
- Apartment rentals Gloucester
- Rentals with a firepit Gloucester
- Private suite rentals Gloucester
- Condo rentals Gloucester
- Rentals with breakfast Gloucester
- Rentals with a kayak Gloucester
- Waterfront rentals Gloucester
- Pet-friendly rentals Essex County
- Pet-friendly rentals Massachusetts
- Pet-friendly rentals United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Ogunquit Beach
- Wells Beach
- Revere Beach
- Boston Seaport
- Boston University
- Freedom Trail
- New England Aquarium
- MIT Museum
- Long Sands Beach
- Boston Convention and Exhibition Center
- Canobie Lake Park
- Gillette Stadium
- Crane Beach
- Duxbury Beach
- Quincy Market
- York Harbor Beach
- Museum of Fine Arts
- North Hampton Beach
- Roxbury Crossing Station




