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

There are a lot of options in Homewood. If you plan on staying in the Homewood 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 Homewood: <a href="/property/renovated-apt-in-historic-dist-w-2-parking-spots/HA-3211355581" class="class="static-page-link"">Renovated Apt In Historic Dist w 2 Parking Spots</a> <a href="/property/upscale-home-with-parking-for-4-cars-in-driveway-walk-to-downtown/HA-321129519" class="class="static-page-link"">Upscale home with parking for 4 cars in driveway. Walk to downtown.</a> <a href="/property/beautifully-renovated-historic-district-home/HA-121346388" class="class="static-page-link"">Beautifully Renovated Historic District Home</a> <a href="/property/historic-district-crab-cakes-and-football/HA-1214562656" class="class="static-page-link"">Historic District&#34;Crab Cakes and Football&#34;</a> <a href="/property/cool-1870-s-home-anchored-in-the-historic-district-with-modern-amenities/HA-3211225262" class="class="static-page-link"">Cool 1870&#39;s home anchored in the Historic District with modern amenities.</a> <a href="/property/sailor-s-retreat-perfect-home-for-the-getaway-weekend-best-location/HA-3213465548" class="class="static-page-link"">Sailor&#39;s Retreat! Perfect home for the getaway weekend. Best location!</a> <a href="/property/historic-downtown-house-with-off-street-parking/HA-3212736416" class="class="static-page-link"">Historic Downtown House with Off Street Parking</a> <a href="/property/new-home-in-historic-eastport-steps-from-restaurants-retail-and-more/HA-3213795169" class="class="static-page-link"">New home in historic Eastport! Steps from restaurants, retail, and more.</a> <a href="/property/unique-listing-entire-downtown-triplex-w-private-parking-sleeps-12-18-pets-ok/HA-3213231943" class="class="static-page-link"">Unique Listing! Entire Downtown Triplex w/Private Parking. Sleeps 12-18. Pets ok</a> <a href="/property/holiday-military-bowl-promo-10-off-stays-through-jan-3-2026/HA-3213986683" class="class="static-page-link"">Holiday &amp; Military Bowl Promo: 10% Off Stays through Jan 3, 2026</a>

How many pet-friendly vacation rentals are available in Homewood on Vailaccommodations?

There are more than 206 pet-friendly rentals available on Vailaccommodations. Check prices and availability in Homewood and last updated on December 2025. 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 Homewood?

There are many dog-friendly vacation homes available in Homewood. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Homewood: Nautical Feel to This Beautiful Eastport Home USNA Home In Downtown Annapolis Hilton Garden Inn Annapolis Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

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

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