Dog-friendly vacation rentals in Annapolis

We found 5 vacation rentals waiting for you.

Furry friends and wagging tails welcome

Annapolis is even more fun with your four-legged friends. Discover pet-friendly vacation homes with amenities your pup will love, like large outdoor spaces to play and cozy nooks for napping.

Top-rated dog-friendly rentals in Annapolis

Pet parents have spoken. Explore some of their favorite dog-friendly homes in Annapolis, offering the perfect blend of relaxation and adventure for your pup.

Anchors Away Abode
3 Bed | 2.5 Bath | Sleeps 8

Anchors Away Abode - Annapolis, MD

From $390
(excludes fees and taxes)
4.89 (18)
Bella Chateau
6 Bed | 4.5 Bath | Sleeps 15

Bella Chateau - Annapolis, MD

From $1,096
(excludes fees and taxes)
4.9 (21)
The Master Shipwright
4 Bed | 4.5 Bath | Sleeps 10 (6 Adults Max)

The Master Shipwright - Annapolis, MD

From $1,253
(excludes fees and taxes)
5.0 (11)
Seas The Bay
4 Bed | 2 Bath | Sleeps 10

Seas The Bay - Annapolis, MD

From $814
(excludes fees and taxes)
4.88 (8)

Explore All Dog-friendly Vacation Rentals

Recent guest reviews

Great space to relax; beautiful, clean and comfy home away from home, thanks!
Trish H. | Jun 2025
House was well maintained. Only problem was that check in was 4:00 and the house was not ready until 5:15
Janet B. | Jun 2025
Very nice and comfortable place. Love the easy to use fire pit on the deck. We will return to this property the next time we visit our Annapolis friends.
Peter D. | Jun 2025
Great communication, comfortable home and super convenient .
Kathleen K. | May 2025
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Pet policies apply

FAQ

Yes, a pet fee is charged at all of our pet-friendly vacation rentals. No deposit is required. The amount varies depending on the property’s location, size, and helps to cover extra cleaning procedures.

Dogs are the only type of animals allowed in our pet-friendly vacation homes. As required by law, we also allow service animals in our vacation rentals.

Weight limits and the number of dogs allowed vary by home; any limits will be clearly stated in the description of each listing.

Le nombre d'animaux autorisés par location dépend de la taille de la maison, des préférences du propriétaire et des restrictions de la communauté ou de l'association de propriétaires. Le nombre d'animaux autorisés est indiqué dans la description de l'annonce.

Some homes offer designated pet relief areas on the property. We recommend checking the property description or contacting us for details.

Pet waste bags are not usually provided (though some homes do offer these as a perk), so it is best to bring your own.

Rules concerning dogs are always changing. We suggest going to the official city website, where you’ll often find a list of any regulations, leash laws, and other relevant information. In addition, certain homeowners' associations have restrictions regarding pets.

Pet food and water bowls are not usually provided (though some homes do offer these as a perk), so it is best to bring your own.

Dog towels are not usually offered at pet-friendly vacation homes (though some homes may offer them as an extra amenity), so it is best to bring your own.

Dogs are not usually allowed on the furniture in vacation rentals. We recommend bringing your pet's favorite blanket or bed to lie on.

More ways to stay in Annapolis

Hot tub
Internet
Pool
Electric vehicle charger
Lake view
Lakefront
Riverfront
Water view

Nearby destinations

Arnold
Edgewater
Crownsville
Severna Park
Shady Side
Pasadena
West River
Chester
USA > Maryland > Annapolis > Dog-friendly

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