Eastport Pet Friendly Vacation Rentals & PickleTrip Homes
Book a Dog-Friendly Rental in Eastport for Your Next Adventure
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10.0
(38 Reviews)
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10.0
(9 Reviews)
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10.0
(4 Reviews)
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10.0
(2 Reviews)
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9.8
(57 Reviews)
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10.0
(162 Reviews)
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10.0
(71 Reviews)
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10.0
(11 Reviews)
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10.0
(8 Reviews)
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10.0
(1 Review)
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9.6
(110 Reviews)
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9.6
(11 Reviews)
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10.0
(1 Review)
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9.8
(17 Reviews)
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5.0
(40 Reviews)
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About Eastport Pet Friendly Vacation Rentals on PickleTrip
PickleTrip™'s pet-friendly rentals in Eastport are perfect for pet owners who want to bring their furry friends and enjoy their next pickleball game on vacation. You can rest easy knowing that your pet is welcome and comfortable in your rental. With a variety of options to choose from, you can find the perfect accommodation that fits your needs and budget. Whether you're looking for a cabin in the woods, a beachfront villa, or a luxury resort, PickleTrip™ has a pet-friendly rental that will suit your needs.
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Frequently Asked Questions About Eastport Pet-Friendly Rentals
There are a lot of options in Eastport. If you plan on staying in the Eastport area, consider making a reservation for a few nights at one of these properties as these have been rated the top Pet Friendly Vacation Rentals in Eastport:
- Upscale home with parking for 4 cars in driveway. Walk to downtown.
- Eastport Historic Firehouse with Parking, Dogs OK
- Walkable Eastport Home with Firepit, Porch & Fenced-in Yard
- Upscale home in Eastport/Annapolis
- Waterfront 2-Bedroom Condo on Spa Creek
- New home in historic Eastport! Steps from restaurants, retail, and more.
- Walk everywhere in Annapolis from 1st floor dog-friendly apartment with parking and backyard
- New Eastport home with parking, dog-friendly & steps to shops with backyard
- Pet Friendly, 4 Bedrooms in Annapolis, MD less than 2 miles to Naval Academy.
- Nautical Feel to This Beautiful Eastport Home
There are more than 18 pet-friendly rentals available on PickleTrip. Check prices and availability in Eastport and last updated on November 2025. Check an individual property if they have restrictions on the size or numbers of pets.
There are many dog-friendly vacation homes available in Eastport. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Eastport:
Most definitely! There are many luxury places to stay in Eastport. Use our search filter to discover all of our luxury accommodations where pets are welcome, then choose the one that matches your taste. Sorting by price is another way to find the most expensive dog-friendly home in Eastport. Though note, more expensive is not always better.
The average price of a pet-friendly vacation home is $622. Find our pet-friendly accommodation near Eastport.
At PickleTrip, many of our accommodations are perfect for families and allow dogs too. Check out the complete list of pet-friendly holiday rentals in Eastport to find what works for you.
Finding the best prices in Eastport
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