
Pet-friendly vacation rentals in Parole
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Parole
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Relaxing Water Views - Mill Creek Cottage
Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore. Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged Parties are not permitted. Please note that there is no water access on the property, but there is nearby public water access.

Charming Annapolis Retreat with Hidden Wine Room
Discover charm in our 2BR, 1BA Eastport home, just a stroll away from downtown Eastport (under 1 mile), Downtown Annapolis (1.3 miles), the Naval Academy (2.3 miles), and less than 3 miles to Navy Stadium. Relax on our screened porch, by the fire pit, or under the cozy cabana out back. Delight in a secret—a hidden wine cellar awaits below! Plenty of free parking under the carport or on the street. Plus, with the water taxi service at the nearby dock, the best of Annapolis is just a call away.

Cozy Retreat w/Private Beach Access
Welcome to our charming Annapolis retreat! Nestled in a quiet community on the Chesapeake bay, Barefoot Cottage offers a perfect blend of comfort and convenience. Enjoy a stroll around iconic landmarks, savor local cuisine, or unwind with a walk on the beach. Thoughtful interiors and modern amenities, our Airbnb promises a memorable stay for your solo trip, couples romantic getaway, sailing enthusiasts or USNA visitor. Book now for an unforgettable experience in this historic maritime city!

Home away from home
This is a small house with private parking close to Baltimore and Annapolis. I have one queen size Murphy bed, one single pull out couch. It has an updated kitchen, updated bathroom, walk-in closet, Internet and heating and cooling. I also have a pellet stove. my kitchen is fully stocked with dishes, knives, forks, pots and pans. The bathroom has towels and rugs. I tried to add all the amenities to make it as comfortable as home. Look at pet rules under the other things to note section.

Annapolis Garden Suite
Welcome! We’re tucked away on a forested residential street, roughly a 7 minute drive from restaurants, coffee shops and all that Annapolis has to offer. 15m from the coast, 30m from Baltimore and 35m from DC. Tl;dr: this is a private ground-level guest suite with 3 beds, 2 bedrooms, 1 desk (optional standing desk), 1 kitchen with oven, dishwasher + Nespresso/pour over, 2 tvs, laundry room with washer/dryer, fast wifi, a pool, patio and a forest view. We live on the top floor.

Fox Cottage *Pet Friendly*
Fox Cottage is a modern addition to our 115 year old Victorian home. It’s a One Bedroom Queen size mattress & memory foam topper. There’s a Loft with a Full Size Memory Foam Mattress. The loft is a cozy space accessible by a vintage wooden ladder. It is not appropriate for people who cannot climb a ladder. There’s an outdoor seating area with a Chiminea to light a fire, enjoy a cup of coffee or wine, work or just listen to the birds.

The Crab House - a Private, Waterfront Guest House
Privacy abounds at this waterfront one bedroom guest house with breathtaking water views throughout. The Crab House is located in the boating community of Stoney Creek. It is 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor and an hour from DC. Feel free to bring your boat, jetski, kayak or paddleboard, or use the kayak or paddleboards we have onsite. AA County 144190

Garden View, a spacious 1 bedroom with loft.
Relax and unwind at this peaceful and charming retreat, nestled in a quiet neighborhood. Located just minutes from Route 50, I-95, and Downtown Annapolis, Garden View is ideally situated for exploring Naval Academy sports, the Renaissance Festival, Boat Shows, and golf at The Preserve. If you prefer staying in, the fully equipped kitchen and free Wi-Fi make it easy to work or cook from the comfort of your space.

Pet Friendly Captains Quarters, Near Annapolis, EV
Our pool and hot tub are closed for the season. This space has been fully updated with all the conveniences and amenities to make your stay enjoyable! We offer: - a king bed, - a queen bed murphy bed, - high speed internet, - a furnished kitchen, - private en-suite bathroom, and - a coffee bar. We're close to everything - located four miles from my hometown Annapolis!

Historic Downtown in-law suite
This special place is close to everything. One block to the Naval Academy and one block to all the historic and downtown attractions. This in-law suite has a queen bed, full bath, sauna, kitchenette, seating area, and desk/dining table. Welcoming separate, quiet entrance with access to a lovely patio with seating and firepit.

New Downtown Annapolis Condo With Free Parking
This newly constructed property brings chic, low-maintenance living to the heart of Annapolis. No parties, events, or large gatherings! The week-long stay discount is 25%! The month-long stay discount is 40%! Pets are $100 per stay! We would be happy to accommodate flexible check-in and check-out times if available!

Pet Friendly Garden Apartment Near Annapolis
Cozy garden apartment w/private entrance, queen bed and twin day bed with trundel, bath and sitting room, and includes a refrigerator, microwave and coffee maker (there is no kitchen). Convenient to historic downtown Annapolis, Baltimore & Wash DC.
Popular amenities for Parole pet-friendly home rentals
Pet-friendly house rentals

Family-Friendly, Arcade, Sleeps 8, Prime Location

Beautiful Baycation Stay

Crab Cakes and Football Historic District

Welcome to Heron House! Annapolis Waterfront Oasis

Old Town Perfect * Walk * Metro * King St.*DC

8 Acre Waterfront Oasis! Pets are Free! 140ft Pier

Quiet Farm Stay near Annapolis

The Little Gypsy BoHome
Pet-friendly home rentals with a pool

Chesapeake Bay View 3BR/2BA Duplex*Hot Tub*

Charming 3BR Rowhouse in Shaw/Bloomingdale

Patterson Park Penthouse with Rooftop Deck!

Woodland Retreat

Chesapeake Bay Waterfront ARTectural Home w/ Pool!

Chic King 1B Met Park•Costco•Min to DC/Metro/Mall

Crystal Stylish |Sleeps 8| Metro |Parking |Balcony

Upscale 1Bdrm Apt in Heart of DC
Private, pet-friendly home rentals

The Smiths Inn

Wright's Cottage- Pet's Welcome & EV Charging

Annapolis Escape @Gate 1 and Harbor Free parking

Wonderful BWI Studio

Historic 3 Bedroom Downtown Annapolis Townhome

Wonderful Cottage Nestled On Chesapeake Bay

Glen Burnie Hideaway

Cozy Waterfront Apartment Chester, MD
When is the best time to visit Parole?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ973 | ﺩ.ﺇ918 | ﺩ.ﺇ966 | ﺩ.ﺇ955 | ﺩ.ﺇ1,197 | ﺩ.ﺇ1,120 | ﺩ.ﺇ1,054 | ﺩ.ﺇ1,047 | ﺩ.ﺇ1,047 | ﺩ.ﺇ1,102 | ﺩ.ﺇ973 | ﺩ.ﺇ966 |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 26°C | 25°C | 21°C | 14°C | 8°C | 4°C |
Quick stats about vacation rentals that are pet-friendly in Parole

Total vacation rentals
Explore 120 vacation rentals in Parole

Nightly prices starting at
Parole vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 5,480 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
120 of Parole vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Parole rentals

4.8 Average rating
Parole stays are highly rated by guests—averaging 4.8 out of 5!
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- Nationals Park
- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- District Wharf
- National Museum of Natural History
- Oriole Park at Camden Yards
- Hampden
- National Museum of African American History and Culture
- Betterton Beach
- Arlington National Cemetery
- Sandy Point State Park
- National Harbor
- Patterson Park
- Washington Monument
- Georgetown Waterfront Park
- Caves Valley Golf Club
- Great Falls Park
- Crystal Beach Manor, Earleville, MD
- Six Flags America
- The Pentagon
- Smithsonian American Art Museum
- Lincoln Park




