
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.

Renovated Apt In Historic Dist w 2 Parking Spots
Spotless / sanitized !! Renovated upstairs unit two bedroom with TWO parking spots in the Historic District. Everything is high end, brand new and used exclusively as a short term rental. Private entrance, cute small custom kitchen, ceiling fans, mini split AC/ heat in every room for year round comfort. Hardwood floors, quality linens, lucid mattresses, Keurig coffee bar, toiletries. Walk to town in 10 min or less or take the free trolley to Main St, USNA, Churches, AYC. No children under 10.

Carriage House near Navy Stadium, parking, pets
Close to downtown. Free parking. 🐶 Quick walk to Navy Stadium, 1.2 mile walk to downtown Annapolis and Academy, 30 min to Baltimore and 45 min to Washington DC. Immaculate private space. Safely tucked away a charming carriage house apartment in private backyard - 2 br, family room, well equipped kitchen and sparkling clean shower and bath. Pets welcomed but must be approved in advance +$50 pet fee. Note - 7 night min. during USNA Commissioning Week. 2 night minimum preferred on weekends.

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.

Waterfront-View of Bay from your Bed-Steamy Sauna
Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

Chesapeake Comfort, Annapolis.
Veteran Superhost! Annapolis Bungalow Home that is professionally cleaned and is a full time Airbnb. I have been a Superhost with my listings for over 5 years. Walking distance to Navy Stadium and to Park Place where you can jump on the trolley and take a ride through town.There is a kayak/paddle launch at the bottom of the street. Enjoy the spacious backyard deck and yard. Bring your kayaks and store on our rack and walk it down to the launch.

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!

Cozy Waterfront Apartment Chester, MD
Hello travelers!! Looking for a cozy & comfortable place to stay on Kent Island? Come enjoy our clean & beautifully renovated apartment above our family home, overlooking Cox Creek. This apt. Is built above our garage. Private entrance on the side of our house (20 steep steps up). 1 bedroom, queen bed. WiFi included. Private porch to enjoy water view!

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 10%! The month-long stay discount is 20%! Pets are $100 per stay! We would be happy to accommodate flexible check-in and check-out times if available!
Popular amenities for Parole pet-friendly home rentals
Pet-friendly house rentals

Peggy's Place - Historic Rowhome in the City

Secluded acre near BWI and Baltimore

Family-Friendly, Arcade, Sleeps 8, Prime Location

Crab Cakes and Football Historic District

Cozy waterview home in West River!

Welcome to Heron House! Annapolis Waterfront Oasis

Lovely 3-BR Old Town Townhouse

New Embassy Enclave in Woodley Park with Parking
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

The Little Gypsy BoHome

Luxury Living at National Harbor

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

Crystal Stylish |Sleeps 8| Metro |Parking |Balcony
Private, pet-friendly home rentals

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

Annapolis Escape @Gate 1 and Harbor Free parking

Hideaway in the Middle of Everything AYC 2+BR apt

Fells Point - Close to Attractions

Charming & Walkable Apartment w/ Patio - Sleeps 4

Train Tracks Getaway (Whole house)

Fox Cottage *Pet Friendly*

Riverside | 15 mins to USNA
When is the best time to visit Parole?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 228 | € 215 | € 226 | € 223 | € 280 | € 262 | € 247 | € 245 | € 245 | € 258 | € 228 | € 226 |
| 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 € 34 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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- Pet-friendly rentals Anne Arundel County
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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
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- Caves Valley Golf Club
- Great Falls Park
- Crystal Beach Manor, Earleville, MD
- Six Flags America
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