Gloucester Pet Friendly Vacation Rentals
9 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£724/Night
For 7 Nights £5,071
753.47 ft²
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- View
- Pet Friendly
- Parking
£666/Night
For 7 Nights £4,660
18 Guests
7 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
£1,038/Night
For 7 Nights £7,270
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£272/Night
For 7 Nights £1,902
796.53 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
£212/Night
For 7 Nights £1,486
950 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
£176/Night
For 7 Nights £1,229
1087.15 ft²
9 Guests
5 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Fireplace/Heating
- Balcony/Terrace
- View
£206/Night
For 7 Nights £1,445
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£285/Night
For 7 Nights £1,996
1840.63 ft²
9 Guests
1 Bedroom
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
£284/Night
For 7 Nights £1,986
800 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
£270/Night
For 7 Nights £1,892
947.22 ft²
7 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£548/Night
For 7 Nights £3,835
688 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
£315/Night
For 7 Nights £2,203
Why Choose Rent By Owner for your Gloucester Pet Friendly Vacation Rentals?
What makes our Pet Friendly Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Gloucester Pet Friendly Vacation Rentals
Where are the best neighborhoods to stay in Gloucester?
Discover the charming neighborhoods of Gloucester, Massachusetts, where you can enjoy a welcoming community atmosphere while staying close to scenic coastal views. Whether you're exploring the historic areas or relaxing in a vibrant local setting, you'll find plenty of pet friendly rentals that suit your needs. These neighborhoods provide convenient access to the natural beauty and maritime heritage that make Gloucester a perfect destination for both relaxation and adventure with your furry friends.
Annisquam
This charming neighborhood offers a peaceful retreat where you can find pet friendly rentals to enjoy the scenic coastal views. Here, you’ll experience a tranquil atmosphere ideal for exploring with your furry friends.
View 333+ Rentals in AnnisquamBest Times to Visit Gloucester
When should you plan your Pet Friendly Vacation Rentals stay?
Timing your visit to Gloucester, Massachusetts, can enhance your experience, especially when searching for pet friendly rentals in this charming region, as different seasons offer unique opportunities for enjoying local scenery and activities with your furry friend.
Peak Season Highlights
Summer (June to August)
During the summer months, you can enjoy warm weather and long daylight hours, making it ideal for exploring the coastal scenery and outdoor activities in this region.
Average Temperature Daytime: 70-80°F - Nighttime: 55-65°F
Fall (September to November)
The fall offers vibrant foliage and a cozy atmosphere, perfect for experiencing local events and scenic drives in the area with your pets.
Average Temperature Daytime: 60-70°F - Nighttime: 45-55°F
Off-Season Highlights
Winter (December to February)
In the winter, expect colder temperatures and quieter surroundings, providing a peaceful retreat where you can enjoy the region’s serenity with your pets.
Average Temperature Daytime: 30-40°F - Nighttime: 20-30°F
Spring (March to May)
Spring heralds milder weather and blooming landscapes, offering a refreshing time for pet-friendly adventures before the busy summer season begins.
Average Temperature Daytime: 50-60°F - Nighttime: 35-45°F
Weekly Weather Forecast for Gloucester
How to Book Your Gloucester Pet Friendly Vacation Rentals
What's our booking process?
Our platform allows you to browse a curated selection of pet friendly vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Gloucester
Common Pet Friendly Vacation Rentals Amenities
What amenities can you expect?
Our Pet Friendly Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a spacious outdoor patio or deck, perfect for relaxing and entertaining while taking in the sights of the area.
- Take advantage of a private backyard with lush landscaping, ideal for outdoor play or pet activities.
- Make use of a fire pit or outdoor fireplace to gather with loved ones during cool evenings.
- Benefit from access to lush gardens or landscaped yards that enhance your outdoor experience.
- Explore nearby walking trails or nature paths directly from the property for easy outdoor adventures.
- Utilize outdoor dining spaces to savor meals while appreciating the region’s scenic beauty.
- Leverage convenient parking options close to outdoor amenities to make exploring the area hassle-free.
Top Attractions Around Gloucester
What attractions are nearby?
Within this charming coastal area, you can enjoy a variety of outdoor activities such as scenic harbor cruises, tranquil beaches, and invigorating nature walks, all perfect for exploring with your furry companions by your side in this welcoming destination.
Family Activities
- Visit the Hammond Castle Museum: Explore this historic castle and its fascinating exhibits, offering an engaging experience for families seeking educational fun in the area.
- Enjoy a day at Good Harbor Beach: Relax on the sandy shores and play in the gentle surf at this popular beach destination known for its scenic beauty and family-friendly atmosphere.
- Discover the Cape Ann Museum: Immerse yourself in local history and art, providing an enriching outing that appeals to all ages in this coastal community.
- Take a whale watching tour: Experience the thrill of spotting marine wildlife on a boat excursion that showcases the region's rich maritime environment.
Adult Activities
- Whale Watching Tours Embark on a guided tour from the harbor to see magnificent whales and marine life, a must-do activity for those seeking an up-close experience with nature.
- Historical Harbor Walks Discover the area's rich maritime history by strolling along the waterfront, where informative signs and local guides highlight Gloucester's historic significance.
- Kayaking Adventures: Explore the scenic coastline by renting a kayak and paddling through sheltered coves and tranquil waters, suitable for all skill levels.
- Art Galleries and Studios Visit the local art scene to appreciate galleries showcasing regional artists, perfect for a relaxing cultural outing in this vibrant destination.
Other Places to Stay in Gloucester, MA
Dogtown
Good Harbor Beach
Annisquam
Plum Cove Beach
Northeast Hospital Corporation - Addison Gilbert Campus
Cape Ann Museum
Cape Ann Historical Museum
Sargent House Museum
Schooner Adventure
Gloucester Unitarian Universalist Church
Lucky 7 Arcade
Magnolia
Gloucester Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Pet-Friendly Activities: Research local outdoor spots and beaches that welcome pets to ensure you and your furry companion can enjoy the best of this destination together.
- Choose Accommodations Wisely: Opt for pet friendly rentals that are centrally located, giving you easy access to the area's scenic spots and making your stay more convenient.
- Explore Local Dining Options: Look for restaurants and cafes in the region that offer pet-friendly patios or outdoor seating, allowing you to dine comfortably with your pet by your side.
- Respect Local Regulations and Policies: Familiarize yourself with pet ordinances and leash laws here to ensure a smooth and enjoyable experience during your visit to this coastal area.
Transportation Options
- Car Rentals: Renting a car provides the flexibility to explore this coastal area at your own pace, especially convenient when traveling with pets.
- Public Transit: The local bus system offers an economical way to navigate here, making it easy to reach popular destinations without the need for a vehicle.
- Taxis and Rideshare Services: Taxis and rideshare options like Uber or Lyft are readily available, providing quick transportation within the region for pet owners with convenience in mind.
- Biking and Walking: The area features scenic routes suitable for biking and walking, allowing you to enjoy the seaside views while accommodating your pet-friendly needs.
Local Customs Options
- Seafood Tradition: Locals take pride in their fresh seafood, especially during community gatherings and local festivals that celebrate the region’s maritime heritage.
- Maritime Festivals: Participating in annual events like harbor celebrations allows visitors to experience the area’s deep connection to its nautical roots.
- Artisan Craftsmanship: Many artisans here preserve traditional crafts, which you can explore at local markets and craft fairs throughout the destination.
- Respect for Nature: The community values sustainable practices and environmental preservation, reflecting the area's commitment to conserving its scenic coastline and natural resources.
Frequently Asked Questions About Gloucester Pet-Friendly Rentals
1. What are the top Pet Friendly Rentals in Gloucester?
There are a lot of options in Gloucester. If you plan on staying in the Gloucester area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Pet Friendly Rentals in Gloucester:
- Long Beach/Gloucester. 1 minute walk to Beach! Large yard, lush gardens. Pup ok!
- First Period Colonial Lodging in Gloucester MA
- Walk to private beach, bay & village. Bedrooms AC & DOG friendly!
- Victorian home, family and pet friendly close to beaches, harbor, restaurants
- Cozy Beach cottage walkable to Good Harbor and Long Beach
- Tranquil 7-bedroom house with Ocean views in Gloucester's charming Rocky Neck
- Salt Island Views: 4-Season Beach House
- All-Season Beach Haven - walk to two beaches!
- ~Walk to Good Harbor Beach: Adorable 4 bedroom/2 bath Dog Friendly~AC-Summer fun
- Tidebend: River views and gracious comfort
2. How many Pet Friendly Rentals are available in Gloucester?
Currently, the total number of properties listed by RBO in 2026 is over 98 in the Gloucester area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Pet Friendly Rentals in Gloucester.
3. What is the cancellation policy for pet friendly rentals in the area?
The cancellation policy varies depending on the specific property owner. You should review the individual listing details or contact the property owner directly to understand the terms and any potential fees associated with cancellations.
4. Are there any additional fees for bringing pets to my accommodation?
Additional pet fees are often specified in the listing details. It’s recommended to read the description carefully or reach out to the host to clarify any extra charges related to pet stays.
5. What amenities are typically available for guests traveling with pets?
Many properties offer amenities such as pet beds, bowls, and enclosed outdoor spaces. To ensure your needs are met, check each listing for specific pet-friendly features before booking.
6. Can I modify my reservation if my plans change?
Modification policies depend on the individual host’s rules. Contact the property owner directly to inquire about changing your reservation dates or other details.
7. Is there a local veterinarian or emergency pet care nearby?
While some listings may include local recommendations, it’s advisable to research nearby veterinary clinics or emergency pet hospitals in advance for peace of mind during your stay.
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753.47 ft²
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