What are the top rated Pet Friendly Vacation Rentals in Maryland?

There are a lot of options in Maryland. If you plan on staying in the Maryland 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 Maryland: <a href="/property/stay-in-the-heart-of-saint-michaels/HA-3211373700" class="class="static-page-link"">Stay in the HEART of Saint Michaels!</a> <a href="/property/lakefront-cabin-romantic-hot-tub-kayaks-dock-gardens-owls-nest-deep-creek/HA-321603401" class="class="static-page-link"">LAKEFRONT Cabin: Romantic Hot Tub, Kayaks, Dock &amp; Gardens -OWLS NEST Deep Creek</a> <a href="/property/1-rated-condo-oceanfront-with-bay-view-too/HA-321585463" class="class="static-page-link"">#1 Rated Condo, Oceanfront, with Bay View Too</a> <a href="/property/deep-creek-lake-and-wisp-just-minutes-away-includes-pass-to-carc-pool-gym/HA-3211077172" class="class="static-page-link"">Deep Creek Lake and Wisp just minutes away, includes pass to CARC (pool/gym)</a> <a href="/property/water-front-retreat-sunrise-and-sunset-water-views-lots-of-amenities/HA-321294688" class="class="static-page-link"">Water Front Retreat - Sunrise and Sunset Water Views - Lots of Amenities</a> <a href="/property/captivating-chesapeake-experience/HA-3212968702" class="class="static-page-link"">Captivating Chesapeake experience</a> <a href="/property/family-and-pet-friendly-waterfront-with-pier/HA-321450640" class="class="static-page-link"">Family and Pet-Friendly, Waterfront with Pier</a> <a href="/property/bayfront-penthouse-amazing-views-and-a-pool-walk-to-boardwalk-and-beach/HA-121293012" class="class="static-page-link"">Bayfront Penthouse Amazing views and a Pool. Walk to Boardwalk and Beach.</a> <a href="/property/annapolis-waterfront-tiny-house-in-garden-setting/HA-3211152603" class="class="static-page-link"">Annapolis waterfront &#34;tiny house&#34; in garden setting</a> <a href="/property/oceanfront-and-boardwalk-luxury-condo-705/HA-321234473" class="class="static-page-link"">Oceanfront and Boardwalk luxury condo - 705</a>

How many pet-friendly vacation rentals are available in Maryland on Lakesresorts?

There are more than 9 pet-friendly rentals available on Lakesresorts. Check prices and availability in Maryland and last updated on January 2026. Check an individual property if they have restrictions on the size or numbers of pets.

Which is the best dog-friendly place to stay in Maryland?

There are many dog-friendly vacation homes available in Maryland. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Maryland: Holiday Inn Express Annapolis East-Kent Island by IHG Bay Club Resort by Coolvacay Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina Turf Valley Resort PERFECT LOCATION in the heart of history Thunder Island 67B Antietam Overlook Farm Charming Historic Annapolis Home With Two Off-street Parking Places!

Do you have any luxury vacation homes that allow pets in or near Maryland?

Most definitely! There are many luxury places to stay in Maryland. 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 Maryland. Though note, more expensive is not always better.