Annapolis pet-friendly rentals

We found 251 pet-friendly rentals — enter your dates for availability

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Frequently asked questions

Are there any pet-friendly holiday rentals in Annapolis?
Select one of our 251 pet-friendly holiday rentals in Annapolis and you'll have the perfect base for your next big adventure with the pup. Historic District, Naval Academy and Murray Hill are some of the city's most sought-after areas.
How much does it cost to stay in a pet-friendly holiday rental in Annapolis?
Several factors can determine the price of a pet-friendly holiday rental, including its size, location and when you prefer to travel. With Stayz, it's easy to find the dream pad in Annapolis for you and your four-legged pal, and still save money. Simply apply a few filters to search by things like discounts and price per night. Order the results from the lowest price to the highest, then book your favourite.
When is the best time to book a pet-friendly holiday rental in Annapolis?
August is the perfect time to let your furry companion play with some new buddies. Make sure you plan your trip to Annapolis in advance as our pet-friendly holiday rentals tend to fill up fast during this month. Don't know what to pack? Average temperatures here range from 21ºC to 29ºC. There are also many other great times to visit this part of Central Maryland, so check the availability in various months or seasons.
Where can I rent a pet-friendly holiday rental with great views?
Escape to a pet-friendly holiday rental that not only welcomes your pooch with open arms, but also features stunning vistas. Look up our collection of Annapolis properties that come with views of historic areas. Many also have outside spaces where you and your furry pal can frolic amid beautiful surroundings.
Can I book a pet-friendly holiday rental near the beach?
Give Fido the thrill of jumping, running and splashing along the shore at one of our pet-friendly holiday rentals by the beach in Annapolis. Look for stays close to popular areas like Sandy Point Beach and Triton Beach.
Do any pet-friendly holiday rentals in Annapolis have a garden?
You can search for pet-friendly holiday homes in Annapolis that feature an outdoor space for your dog to explore, roam and play. Pick one with an enclosed yard or that's near dog-friendly dog parks, trails or other recreational areas. To find these sorts of stays, click on "Garden or backyard" under the features and amenities section of our filter tool.
Can I book a pet-friendly cabin or lodge in Annapolis?
Rediscover the joys of nature with your furry friend by your side at one of our pet-friendly cabins or lodges in Annapolis. Use our "Pet-friendly" filter to narrow your search for accommodation that ensure an unforgettable experience for the entire family — four-legged members included.
What are the top things to do in Annapolis?
Get your Annapolis trip off to an awesome start with a visit to top attractions like William Paca House, Chesapeake Bay Bridge and Sandy Point State Park. Stay in a Stayz pet-friendly holiday rental with the family and then uncover all the destination has to offer with the family dog in tow.
Why should I book my pet-friendly holiday rental with Stayz?
No sharing your space, no awkward small talk with people you don't know. When you choose a Stayz pet-friendly holiday rental, you get the entire place for just you and your pooch. Need to change or cancel your itinerary? Our flexible cancellation policies mean you're able to book your rental house with peace of mind.