Pet-friendly holiday rentals in Parole

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Parole pet-friendly home rentals

Pet-friendly house rentals

Top Guest favourite
Home in Annapolis
4.99 out of 5 average rating, 86 reviews

Nautical Luxe Retreat 6 Guests • 3 BDR • 2 Baths

ChadRating, 5 stars2 weeks ago
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.
Superhost
Home in Annapolis
4.71 out of 5 average rating, 17 reviews

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

BethanyRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Deale
4.88 out of 5 average rating, 100 reviews

Chesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home

CourtneyRating, 5 stars2 months ago
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.
Top Guest favourite
Home in North Beach
5 out of 5 average rating, 142 reviews

Waterfront, Dog-friendly, Hot Tub, Peleton

StephanieRating, 5 stars5 days ago
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!
Top Guest favourite
Home in Shady Side
4.96 out of 5 average rating, 26 reviews

Ruby Of The Bay

StarlaRating, 5 stars1 week ago
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.
Top Guest favourite
Home in Annapolis
4.99 out of 5 average rating, 150 reviews

Crab Cakes and Football Historic District

AnneRating, 5 stars1 day ago
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.
Guest favourite
Home in Crownsville
4.93 out of 5 average rating, 14 reviews

Welcome to Heron House! Annapolis Waterfront Oasis

JenniferRating, 5 stars2 weeks ago
Very peaceful surroundings, you are out on a point overlooking the bay, with lots of outside space to relax in the mornings to enjoy your morning tea/coffee. I loved having the real fireplace and enjoyed an evening fire on the more chillier evenings. Felt at home and comfy.
Top Guest favourite
Home in Deale
4.99 out of 5 average rating, 145 reviews

Chesapeake Waterfront-Kayaks-Crab-Fish-FirePit-Spa

LauraRating, 5 starstoday
Natalie’s place was just like the pictures. Everything was clean and well stocked for our stay of 6 adults. The sunsets were beautiful from the dock and the kayaks were a definite bonus! We enjoyed time outside on the dock, deck, and in the hot tub! The beds were very comfortable and our stay was great!

Pet-friendly home rentals with a pool

Guest favourite
Home in Cambridge
4.97 out of 5 average rating, 115 reviews

Gorgeous, waterfront home - Perfect for Families.

DavidRating, 5 stars2 weeks ago
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.
Top Guest favourite
Place to stay in Annapolis
4.94 out of 5 average rating, 121 reviews

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

PaulRating, 5 stars1 month ago
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.
Guest favourite
Apartment in Patterson Park
4.94 out of 5 average rating, 126 reviews

Patterson Park Penthouse with Rooftop Deck!

BijouRating, 5 stars3 weeks ago
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.
Guest favourite
Apartment in Crystal City
4.88 out of 5 average rating, 103 reviews

ModernBohoOasis | 2BR 2BA | Gym&Pool | Mins to DC

LeahRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Perry Hall
4.99 out of 5 average rating, 98 reviews

Gunpowder Retreat

AngieRating, 5 stars2 weeks ago
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!
Top Guest favourite
Guesthouse in Highland
4.98 out of 5 average rating, 290 reviews

Woodland Retreat

BrianRating, 5 stars1 week ago
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.
Superhost
Apartment in Alexandria
4.82 out of 5 average rating, 162 reviews

Rooftop Pool|Cozy 1Bedroom|Dog Park & Free Parking

BrettRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in Downtown
4.94 out of 5 average rating, 155 reviews

Upscale 1Bdrm Apt in Heart of DC

MelodyRating, 5 stars2 weeks ago
Modern airbnb in a great location. Very walkable and close to restaurants and grocery stores.

Private, pet-friendly home rentals

Guest favourite
Home in Eastport
4.93 out of 5 average rating, 45 reviews

Stay Retro Naptown

BrandtRating, 5 stars2 weeks ago
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!
Top Guest favourite
Home in Annapolis
5 out of 5 average rating, 15 reviews

Severn River Hope Cottage

EvelynRating, 5 stars8 months ago
Kevin's place was perfect for us and had everything we needed for two couples and long time friends to catch up. It was a short drive to downtown Annapolis but also secluded and private and away from the hustle and bustle when we wanted it. Thanks so much. We will come again if we get the chance!
Superhost
Cottage in Annapolis
4.85 out of 5 average rating, 86 reviews

Waterfront cottage w/hot tub/ gated/ pier/ firepit

MichaelRating, 5 stars3 weeks ago
Nice house, very secluded, lots of entertaining space, hot tub was great, back patio, fire pit, everything was great. Isaac was very communicative with all aspects of our stay. An excellent getaway.
Guest favourite
Home in Annapolis
4.89 out of 5 average rating, 27 reviews

Cozy Townhome Near Navy Stadium

BillRating, 5 stars2 days ago
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.
Top Guest favourite
Guesthouse in Annapolis
4.94 out of 5 average rating, 106 reviews

Carriage House near Navy Stadium, parking, pets

RobertRating, 5 stars2 weeks ago
We had an amazing stay at this property! The space was exactly as described. Ingrid was incredibly responsive and thoughtful, providing clear instructions and great local recommendations. The location was perfect—quiet, safe, and close to everything we needed. We’d absolutely stay here again and highly recommend it to anyone looking for a hassle-free and relaxing stay.
Guest favourite
Guest suite in Severna Park
4.79 out of 5 average rating, 61 reviews

Waterfront Studio near Annapolis (free kayak use)

VarunRating, 5 stars3 weeks ago
Wonderful place for a weekend getaway. The room is really cozy and very convenient to Annapolis/Glen Burnie. The owners are also very thoughtful in terms of the interiors of the room.
Guest favourite
Home in Glen Burnie
4.91 out of 5 average rating, 11 reviews

Glen Burnie Hideaway

TylerRating, 5 stars1 week ago
This space is INCREDIBLE. I've never been so pleased with an AirBNB. I can not wait to stay here again. Do not hesitate to book this space. This home is full of peacefulness. A true sanctuary. The screened in porch is HEAVEN. So many birds, bunnies, and squirrels to observe! Magical!
Guest favourite
Cottage in Pasadena
4.97 out of 5 average rating, 175 reviews

Ft. Smallwood Overlook. Waterfront with Kayaks!

EmilyRating, 5 stars3 weeks ago
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

  • Wi-Fi availability

    130 properties include access to Wi-Fi

Destinations to explore