
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.

Charming Studio downtown Salem, MA *Parking
This adorable renovated studio is everything you need for your stay in Salem,MA. Centrally located, within 2 blocks from the train station -that takes you to the North Station in Boston in about 35 minutes - walking distance to most attractions, museums, restaurants, coffee shops... Queen bed, sofa, TV/internet, bathroom and fully equipped kitchen! Self check in with keypad. Private entrance in the back of the building. REG ID#1027 OCCUPANCY:2 GUESTS 1 OFF STREET PARKING during your stay 24-3

Charming Downtown Gem ~ 2min to Salem ~ Workspace!
Step into the modern and comfortable 2BR 1Bath apartment nestled in the picturesque downtown of Beverly, MA. It offers a relaxing getaway near excellent restaurants, shops, attractions, landmarks, major hospitals, and colleges, making it ideal for leisure and business guests. Stylish design and a rich amenity list will satisfy your every need. ✔ Two Comfortable Bedrooms ✔ Fully Equipped Kitchen ✔ Smart TV ✔ Workspace ✔ High-Speed Wi-Fi ✔ Free parking but only on Street; No dedicated parking

Downtown 1 bedroom w parking
Enjoy our fully refurbished historical home located in the heart of the coastal town of Rockport, Massachussetts. Perfect for couples or small families. This cozy basement unit offers a comfortable stay with with parking and a new kitchen, bathroom and washer and dryer, Our unit features a bedroom with a comfortable king size bed, The living space is tastefully decorated with a queen sofa bed. Walk to the beach, Bearskin neck, restaurants, Shalin Liu music center, art galleries and shops.

The Bookstore|King Beds|Walk2Beach|Private Parking
Inquire about our winter rental rates! KEY FEATURES: • Newly furnished and professionally designed space! • Steps to Front Beach, Bearskin Neck cafes, restaurants, boutiques, art shops, and the Shalin Liu Performance Center. • Private off street parking spots for 2 cars • High Speed Wi-Fi • 10 minute walk from commuter rail to Boston • Smart TV equipped to stream all your favorites • Fully stocked kitchen • 2 Comfortable KING memory foam beds • Convenient EV charging right across the street!

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.

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.

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.

Hidden Gem! Short term rental steps from 2 beaches
Hidden Gem! Short term seaside rental. Lovely 1 bed 1 bath unit located on private wooded property, steps away from 2 beaches. Private unit amenities include deck with gorgeous year round views of the Atlantic. Fully equipped kitchen, flat screen TV, WiFi, and everything to make your stay pleasant and comfortable. We're a 7 minute drive from downtown Rockport and Gloucester, a 7 minute walk to Cape Hedge and Long Beaches.

Sunny & private cottage in Lanesville Village
Sunny private 2 bedroom cottage with large garden, deck,and great Lanesville location near the ocean. Living room with large flat screen smart TV with Roku, fast internet, and lounge with pull out couch and pocket door for privacy. Now with mini-split A/C and new windows in the bedrooms! Dogs under 55 lbs allowed (no more than 2 ) no cats. Yard is not fenced in.
Popular amenities for Gloucester pet-friendly home rentals
Pet-friendly house rentals

Beverly Beach House- Upper Deck

Lane's Cove Bijou

Hillside Ocean View 2BR with Private Beach Access

Winnie's Place - Freshly Renovated 1800s Farmhouse

PVT Waterfront Deck|Firepit|Workspace|Free Parking

Absolutely Gorgeous 3 Bedroom Close to Boston

Renovated Cozy City Getaway

Lovely 2 Bedroom Victorian 1.5 Blocks To Ocean!!!
Pet-friendly home rentals with a pool

Pet-friendly 4-Bed Home w/Pool, Nature Trails

Bauhaus Retreat in Nature Preserve w/ Pool

Ink Block 2BR 2BA Apartment with beautiful views

Beautiful Spacious 4BRM House!

Monthly Seaside Luxury

Modern Space With Pool Close To Singing Beach

Forest Lodge

Entire one bedroom apartment
Private, pet-friendly home rentals

East Gloucester Beach house

Beach Life Bliss - steps to the beach

William Haskell House First Period Colonial Home

mermaid surf bungalow on good harbor beach

The Artist Suite by Toi Moi

Sunny Condo

Quaint House w/parking in the Heart of Downtown

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 | $266 CAD | $251 CAD | $254 CAD | $309 CAD | $343 CAD | $433 CAD | $466 CAD | $488 CAD | $381 CAD | $418 CAD | $314 CAD | $304 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 $82 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!
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- Hampton Beach
- TD Garden
- Fenway Park
- Ogunquit Beach
- Boston Common
- Harvard University
- Wells Beach
- Revere Beach
- New England Aquarium
- Freedom Trail
- Long Sands Beach
- MIT Museum
- Boston University
- Canobie Lake Park
- Boston Seaport
- York Harbor Beach
- Crane Beach
- Boston Convention and Exhibition Center
- Duxbury Beach
- Museum of Fine Arts
- Quincy Market
- Gillette Stadium
- North Hampton Beach
- Prudential Center




