
Pet-friendly holiday rentals in Parole
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Top-rated pet-friendly home rentals in Parole
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Pet-friendly house rentals

Nautical Luxe Retreat 6 Guests • 3 BDR • 2 Baths
The house is easy to find and has a great outdoor seating area. The house and linens were very clean and Sekai even provided fresh fruit upon arrival! The stocked Kurig pods were very handy and appreciated in the morning as well. From this location you have easy access to downtown Annapolis and all of its history. If you go the other way out of the neighborhood, you can browse the mall and TownCentre for all your other shopping needs. This is a pet friendly house that you would not know there had ever been a dog in there. Fortunately, ours was well behaved so you still won't know a pet was ever there! He enjoyed walking the large private yard.

Chesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home
This air b&b is in a beautiful setting with plenty to do (kayaking, hot tub, fire pits, bird watching, etc). It's also very centrally located so we could easily get to more populated areas in no time. The most stunning part of the house is the master suite in my opinion which is on the upper level (the upper level is shared with another apartment, but you don't really hear the air b&b tenants of this suite and it's completely separate with a separate entrance). Stunning views from both the master bedroom and the bath tub in the master suite! The downstairs is also quite lovely with two regular bedrooms, one small bedroom, and a sun room that has a pull out couch (we didn't use it). It's a lovely house to entertain in. It has personal photographs to the owner downstairs that speak to the family's history. The owner is communicative. The overall experience was quite lovely. We'd be happy to return.

Secluded acre near BWI and Baltimore
What a beautiful little spot of heaven at the end of the long driveway nicely tucked back with orioles, bunnies and even two kitties running around outside, inside is the so quaint and comfy and clean. The view out the windows gave peace and the fireflies at night were so cool. Stanley went above and beyond to be accommodating on our trip and his place is top notch. 10/10 would stay again

Waterfront, Dog-friendly, Hot Tub, Peleton
This was our second time staying at Kimberly’s home, and it was just as magical as we remembered. The views of the water are absolutely stunning—whether you’re enjoying your morning coffee or winding down in the evening, it’s hard to look away. The location is perfect: peaceful but just a short walk to shops and restaurants. We also really appreciated the Peloton and treadmill—such a bonus for staying active during our trip. Everything was spotless and thoughtfully prepared. Honestly, we didn’t want to leave. Already looking forward to our next visit!

Crab Cakes and Football Historic District
We had 2 rooms reserved at The Graduate and cancelled them to stay at this Airbnb. We are SO happy that we did. The house was so cute and comfortable and could not have been more convenient to restaurants and all of downtown. If we had wanted to cook, Liz had all the cookware and dishes, glasses, silver I could have imagined. Liz left us some sweet items as a hospitality treat! YUM. It was such a nice surprise! The outdoor spaces had lovely gardens and comfy seating PLUS 2 parking spaces right outside the fully fenced in yard. We highly recommend Football and Crab Cakes for a wonderful stay.

River Front, Private Single Family Home
the stay was wonderful. A very relaxing and peaceful place. Easy to locate and get into. reasurants and grocery stores are near by

Luxury Modern Home on Water+Hotub- Annapolis 25min
This house was perfect for our large family. It had everything we needed and was very comfortable. The place was very clean and nicely decorated. The kitchen is well stocked with plenty of dishes and cookware for a large group.

The Little Gypsy BoHome
This home was the perfect way to spend a long weekend with our family and our dog! We enjoyed every amenity (the pool, the beach, the paddleboards, the sauna, the cold plunge, the grill, and even the steam shower!) and had a great time venturing into the nearby town. The home is well taken care of and you can tell that a lot of thought went into its set up. We'll definitely be back!
Pet-friendly home rentals with a pool

Gorgeous, waterfront home - Perfect for Families.
Clare and Chris could not be nicer and easier to work with. My family/friends have been getting together since 1994 and have been to many great Airbnb's and VRBO's. My group could not stop telling me how great of a week we had. The primary features that were import to us which the house scored big are as follows: It has a dock (we arrived via boat), The kitchen is big, laid out for many "Cooks", The kitchen was open to the dining room table, The dining room table is open to the sitting areas, The pool was clean and inviting, The fire pit with seasoned firewood was a big hit for our group, All the beds were comfortable, The bedrooms were large and comfortable, The baths were clean, modern & large and The location to "What to do in Cambridge" is only 7-10 miles away. We made prearrangements: Richardson Maritime Museum to have a guided tour with David Williams on Friday and Spocott Windmill with George Radcliff. Both of these tours were fascinating. Our weekend was 5-Stars.

Chesapeake Bay View 3BR/2BA Duplex*Hot Tub*
We found Paul’s home very comfortable and accommodating. Paul was accessible when we reached out to him and he communicated well with us. It was a very nice location with a fantastic view of the bay, as we hoped for.

Patterson Park Penthouse with Rooftop Deck!
Heather's place was as described. Clean and neatly organised. The linens and towels were very clean. The facilities available were adequate. The kitchen is not a full kitchen but has enough for heating. We had left some medicines behind and Heather and her team spotted it, and communicated the same to us. In addition, they took the trouble to drop it off at the local FedEx office.

ModernBohoOasis | 2BR 2BA | Gym&Pool | Mins to DC
Cute & spacious boho apartment. My family of 5 was very comfortable inside. Metro & restaurants were close by (5 min or less walk). Free parking pass was great. Currently there is a lot of construction happening in the parking garage and on the street but it wasn’t too loud and once you got used to the few streets that were closed it was easy to drive and walk around the neighborhood.

Gunpowder Retreat
This house was perfect for our stay in MD. Our family of six was very comfortable here and our kids loved the pool and spa. The house is clean, cute and very cozy. Tanya was very quick to respond and great to work with!

Woodland Retreat
Martha's place is a lovely retreat. There is enough privacy between the main house and the guest house. The guest house is spacious and comfortable with a great screened in porch and access to the pool. It's in a quiet and peaceful area. I look forward to coming back again.

Modern Apartments available at National Harbor
Thank you Kenny for the hospitality and the coffee! The place was perfect and we had no issues with our stay. We both enjoyed the area and will be back again when Kenny is available of course. Appreciate it!

Rooftop Pool|Cozy 1Bedroom|Dog Park & Free Parking
Immaculate Airbnb, phenomenal location, great value for what it offers. Walkable to so much, 20 min drive to DC, we loved this Airbnb. Thanks to Jomeka for flawless communication. I would recommend this stay.
Private, pet-friendly home rentals

Stay Retro Naptown
Sarah was a fantastic host and the home was perfect for us. Very convenient location, clean and with a number of unexpected conveniences that really made it feel like home. The little things really added up here (the decks of cards my family played games with, the expansive coffee setup, the extra super soft pillows on each bed). Thank you for the stay, Sarah!

Waterfront cottage w/hot tub/ gated/ pier/ firepit
He was a great host and the neighborhood was perfect for us with little kids ! We had a wonderful weekend away!

Wright's Cottage- Pet's Welcome & EV Charging
Danielle’s place was the perfect spot for a short getaway. While it’s on the smaller side, it was comfortable and worked out great for two people and our two dogs. We didn’t spend a ton of time indoors, but we loved relaxing by the outdoor fireplace in the evenings, such a nice touch! It’s about a 20-minute drive to downtown Annapolis, offering the best of both worlds: close to the city, but a peaceful escape from the hustle and bustle.

Private Lower Level Suite
I enjoyed my stay here. The sofa was very comfortable and I was able to get a good night rest in the bed. The location felt safe and was located near stores and eateries. The host was very responsive and accommodating. Thanks!

Cozy Townhome Near Navy Stadium
We were in town for night. Place was super clean and convenient. Walkable to restaurants but may want to opt for the car. Super convenient if you are attending a football game. Exactly as advertised and what we needed. Hosts were super responsive.

Ruby Of The Bay
Can’t say enough good things about our stay! Beautiful place with everything we could possibly need. The kitchen was well stocked and our host had thought of everything! Clear instructions, great recommendations for local spots etc. And the huge backyard and deck was perfect for us and our pups. Very comfortable beds and pillows too! Finally, host communicated so well and was incredibly accommodating.

Glen Burnie Hideaway
What an amazing experience! This house truly felt like a home. You wouldn't know that it was an Airbnb. It felt like we were staying at a friend's house. The owners were extremely gracious. My wife and I were there for almost two weeks with my elderly parents. I can honestly say that we thoroughly enjoyed our stay and look forward to making this an annual trip back home to MD. Thank you for allowing us to stay in your home.

Ft. Smallwood Overlook. Waterfront with Kayaks!
Keith’s water view cottage is so beautiful and peaceful. My husband and I had a lovely long weekend stay with our little dog. Even with the storms that passed through the bay we felt extremely safe and cozy throughout our stay. Keith was very responsive and flexible with checkin /checkout. Would definitely stay again!! Thanks Keith !
Quick stats about holiday rentals that are pet-friendly in Parole
Total rentals
130 properties
Total number of reviews
5.2K reviews
Family-friendly rentals
100 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Wifi availability
130 properties include access to wifi
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- Nationals Park
- The White House
- Betterton Beach
- National Mall
- Georgetown University
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Hampden
- District Wharf
- Smithsonian National Museum of Natural History
- M&T Bank Stadium
- Sandy Point State Park
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Air and Space Museum
- Great Falls Park
- National Harbor
- Smithsonian American Art Museum
- Lincoln Park
- Meridian Hill Park
- Congressional Country Club
- Quiet Waters Park