Diggs Pet Friendly Vacation Rentals & PickleTrip Homes
Book a Dog-Friendly Rental in Diggs for Your Next Adventure
10.0
(190 Reviews)
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- Pet Friendly
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House
New
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- Pet Friendly
- Accessibility
10.0
(35 Reviews)
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- Pet Friendly
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Villa
New
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- Pet Friendly
10.0
(219 Reviews)
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- Pet Friendly
New
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- Pet Friendly
- Security/Safety
10.0
(3 Reviews)
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10.0
(1 Review)
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- Pet Friendly
- Security/Safety
10.0
(141 Reviews)
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- Pet Friendly
10.0
(47 Reviews)
- Air Conditioner
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- Pet Friendly
10.0
(35 Reviews)
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- Pet Friendly
10.0
(23 Reviews)
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10.0
(17 Reviews)
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9.8
(18 Reviews)
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- Pet Friendly
9.6
(14 Reviews)
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- Pet Friendly
New
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- Pet Friendly
- Pool
New
- Pet Friendly
- Child Friendly
- Internet
New
- Pet Friendly
- Child Friendly
- Internet
10.0
(76 Reviews)
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- Pet Friendly
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Cottage
10.0
(66 Reviews)
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- Pet Friendly
10.0
(93 Reviews)
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- Pet Friendly
New
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- Pet Friendly
10.0
(217 Reviews)
- Air Conditioner
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- Pet Friendly
10.0
(31 Reviews)
- Air Conditioner
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- Pet Friendly
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About Diggs Pet Friendly Vacation Rentals on PickleTrip
PickleTrip™'s pet-friendly rentals in Diggs 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 Diggs Pet-Friendly Rentals
There are a lot of options in Diggs. If you plan on staying in the Diggs 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 Diggs:
- Experience the Best of Mathews Riverfront Living here at Mariner's Legacy!
- Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts!
- Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water
- Private, 7-acre waterfront retreat on Winter Harbor Haven
- Beachfront Home on Chesapeake Bay - Gwynn’s Island
- Peaceful Waterfront Retreat. Kayaks, Bicycles, Firepit, and more. Pet-Friendly!
- Scenic Port Haywood Gem w/Waterfront Views!
- 3 BR Bay Home w Private Dock & all the Amenities
- Cozy little home on Gwynn's Island with semi-private Chesapeake Bay beach access
- Charming house with WiFi, AC in welcoming Mathews County on the Mobjack Bay.
There are more than 27 pet-friendly rentals available on PickleTrip. Check prices and availability in Diggs 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 Diggs. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Diggs:
Most definitely! There are many luxury places to stay in Diggs. 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 Diggs. Though note, more expensive is not always better.
The average price of a pet-friendly vacation home is $294. Find our pet-friendly accommodation near Diggs.
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 Diggs to find what works for you.
Finding the best prices in Diggs
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