Annapolis Pet Friendly Vacation Rentals
About Annapolis Vacation Rentals
There are more than 1363 places to stay in Annapolis and many that are available that welcome pets. These options include dog-friendly hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many pet-friendly places to stay in Annapolis.
Are you seeking a last-minute pets-allowed hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With PetFriendly Annapolis, you can quickly compare different options to find the hottest deals with a single click. Looking for pet travel at a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Annapolis. Places to stay near Annapolis are 1019.66 ft² on average, with prices averaging US $618 a night.
PetFriendly makes it easy to find and compare hotels, resorts, and holiday rentals in Annapolis with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your pet-friendly place to stay today.
Top Dog Hotels, Pet-Friendly Vacation Rentals, and Places to Stay in Annapolis
| Type | Count |
|---|---|
| Vacation Homes | 980 |
| Holiday Apartments | 135 |
| Cottages | 37 |
| Villas | 6 |
Use these Quick Filters to Find a Vacation Rental in Annapolis
★ Pro Tip: PetFriendly™ has the best results when it comes to finding places to stay that accept pets anywhere around the world. Travelers can find and compare over 10 million listings from all over the world. Use the intelligent Filter feature to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, inns, resorts, and more. Enjoy Pet Travel without Hassle in Annapolis.
Weather in Annapolis, MD
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Stay Near Annapolis, MD
PetFriendly finds and compares Pet-Friendly hotels, rentals, and resort listings near many of Annapolis's attractions.
Other Places to Stay in Annapolis, MD
Frequently Asked Questions About Annapolis?
What are the top vacation rentals in Annapolis?
Find the best options in or near Annapolis for pet-friendly travel. If you are planning a trip or vacation in Annapolis, consider a week or two at exciting pets-allowed hotels, resorts, or other suggested properties best known as Top Vacation Rentals and Places to Stay in Annapolis:
- 240' Private Beachfront @Kent Island Love Point - Great for Families
- Renovated Apt In Historic Dist w/2 Parking Spots
- Firefly Cottage at the Cape, Hot Tub, Community beach enjoy summer USNA visits.
- Serene Waterfront Apartment on Kent Island
- Great Entertaining Spot for any Occassion!
- Eastport Historic Firehouse with Parking, Dogs OK
- Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly
- Unwind at Waterfront Annapolis w/swimming pool & pier - July specials!
- Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
- Water Views - Close to Downtown Annapolis
How many vacation rentals have private pools in Annapolis?
We have found 18 accommodation options with private pools in or near Annapolis, many of which accept and welcome pets. Top-rated hotels, resorts,and places to stay that have access to a swimming pool include:
- Spacious Luxe USNA Home - Pool, Hot Tub, Grill
- Staybridge Suites - Washington DC East - Largo by IHG
- Oasis by the Bay - Waterfront Heated Pool Hot Tub!
- The Westin Annapolis
Which vacation homes in Annapolis are best for families?
Are you looking for a family-friendly and pet-friendly hotel, resort, or vacation home in Annapolis? Check these highly-rated pet accommodations and places to stay with excellent reviews for families or groups staying in Annapolis:
- Love Point Waterfront Home.Chesapeake Bay views.Pets OK
- Golden Anchor Retreat Lux Living!
- Charming 2-bedroom condo in brilliant Bowie with AC
How many PetFriendly vacation rentals are available in Annapolis?
PetFriendly™ updates its properties regularly to bring you a great selection of places to stay with their pet policies clearly spelled out. At present, the total number of active properties listed by PetFriendly in 2026 is over 1363 in the Annapolis area, and still growing every day. When we combine listings from multiple websites and travel providers, PetFriendly can provide you with a huge selection of the best places to stay that welcome pets in Annapolis.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Historic District Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland | 342 |
| Eastport Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland | 43 |
| West Annapolis Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland | 829 |
| Murray Hill Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland | 863 |
| Arundel on the Bay Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland | 175 |
| Homewood Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland | 850 |
| Hillsmere Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland | 840 |
| Epping Forest Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland | 380 |
| Oyster Harbor Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland | 252 |
| Anchorage Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland | 752 |
| Atlantis Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland | 115 |
| Cape St. John Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland | 170 |
| Hunt Meadows Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland | 867 |
| Kingsport Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland | 842 |
| Winchester-on-the-Severn Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland | 599 |
| Downs on the Severn Pet Friendly Hotels and Vacation Rentals in Annapolis, Maryland | 158 |
