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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.

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Top guest favorite

A spacious living area features large windows that allow natural light to fill the space, showcasing views of the surrounding greenery. Comfortable seating is arranged around a low table, with a television mounted on the wall, and decorative shelves filled with various items.

Cottage in Annapolis

4.96 out of 5 average rating, 408 reviews

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.

A serene waterfront scene is captured just before twilight, showcasing calm waters reflecting the soft colors of the sky. Distant lights from nearby docks create a gentle glow, framed by the silhouettes of trees and the peaceful harbor setting.

Apartment in Annapolis

4.92 out of 5 average rating, 101 reviews

Dazzling day/night water views,1st class amemities

TREAT YOURSELF! YOU DESERVE THE VERY BEST! HUGE DISCOUNTS FOR WEEK AND MONTH LONG STAYS! Treat yourself to the good life while in Annapolis! Gorgeous 14yr. old custom designed & furnished 1470sq.ft. waterfront apartment, 9ft. ceilings, fantastic water views day & night! Private pier, firepit and 40ft. waterfront covered patio for guests use. Guest parking for 4 cars. Few minutes to US Naval Academy, Annapolis Harbor, restaurants, shopping. Pet-friendly, must be cleared with host. *see below*

The image captures the expansive Navy and Marine Corps Stadium field, featuring well-maintained grass and a clear blue sky overhead. Spectator seating is visible, with rows of blue seats against a backdrop of the stadium structure. End zone goalposts and a unique black and yellow checkered design on the field add visual interest.

Home in Annapolis

4.91 out of 5 average rating, 123 reviews

Across from stadium - walk to downtown Annapolis!

Across the street from the Navy and Marine Corps Stadium and walking distance to historic downtown Annapolis - you will be in the heart of it all! Our home is a warm and welcoming space in a park-like setting with plenty of parking and gathering spaces to enjoy with family and friends. Bringing kids? They are sure to enjoy the kid space with games, toys and art. Entertaining? Use the large yard, decks, & multiple living areas. Multiple families? Enjoy two master suites and plenty of room.

The entrance features double glass doors framed by a wooden deck. Seasonal potted plants, including vibrant flowers and greenery, are arranged on either side, while a small pumpkin adds a festive touch. A decorative light fixture hangs nearby, enhancing the welcoming appearance.

Cottage in Glen Burnie

4.91 out of 5 average rating, 191 reviews

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.

A gazebo is nestled among tall trees and greenery, providing a serene outdoor space. The surrounding grass is well-maintained, and a stone pathway leads to the gazebo, enhancing accessibility. Sunlight filters through the trees, creating a calm and inviting atmosphere in the yard.

Apartment in Glen Burnie

4.84 out of 5 average rating, 462 reviews

Quiet Cozy 1 Bdr Apt at BWI Airport

Furbabies Welcome! Yard Oasis! 1 Bedroom Basement suite with private entrance - 12 min. to UM Baltimore Washington Hospital -15 min to Ft. Meade - Great for military - 6 min. drive to BWI Airport terminal -10 min. drive to Casino Live - Driveway parking for 2 vehicles or RV -Wifi/Smart TV with Netflix & YT -10 min drive to Downtown Baltimore -Fully equipped kitchen - Full bathroom w/Soap/Shampoo -Late checkout available w/Fee -Doggie basket -20 miles to Annapolis, Md NO CATS permitted

A spacious outdoor area features a clear swimming pool with a shaded gazebo nearby. Four lounge chairs are positioned around the pool, complemented by a small side table. Lush greenery surrounds the space, providing a peaceful atmosphere.

Guest suite in Arnold

4.94 out of 5 average rating, 172 reviews

Pet Friendly Captains Quarters, Near Annapolis, EV

Hot tub is open for the season. Pool will be open May 12 through Labor Day weekend. This space has been fully updated with all the conveniences and amenities to make your stay enjoyable! We offer: - a king bed so you get a stellar night's sleep, - a queen bed sleeper sofa for family travels, - 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!

A cozy living room features a large sectional sofa adorned with soft pillows. A coffee table sits in the center on a vibrant area rug. A television is positioned on a side table, with natural light coming through the windows. The entrance door adds warmth to the space.

Home in Annapolis

4.94 out of 5 average rating, 176 reviews

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.

A wooden pier stretches into the water, flanked by lush greenery. A rainbow arcs above the serene landscape, with gentle waves lapping at the edge of the sandy shore. Trees and homes line the distant banks, completing the tranquil waterfront scene.

Guesthouse in Glen Burnie

4.93 out of 5 average rating, 343 reviews

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

Top guest favorite

A spacious backyard features a hammock strung between two trees and a stone fire pit surrounded by seating. Nearby, a propane grill and a stack of firewood are arranged on a grassy lawn, offering a relaxed outdoor setting.

Guesthouse in Annapolis

4.99 out of 5 average rating, 136 reviews

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.

A cozy living area features a green sofa adorned with white pillows, set upon a patterned rug. A round coffee table sits between the sofa and a modern television stand. A ceiling fan and air conditioning unit provide comfort, while a door leads to an outdoor area.

Guest suite in Hanover

4.93 out of 5 average rating, 152 reviews

Modern 1-bd Suite w Private Entrance & Kitchenette

Enjoy a comfortable experience at this centrally-located guest suite. This location is less than 5 minutes from major transportation and entertainment, and is nestled between Baltimore and Washington DC. Fort Meade is also less than 5 minutes away. This space has everything needed for a quick getaway or business trip. Please refer to amenities and guidebook for more information!

A spacious bedroom features a large bed with a white quilted comforter and dark gray pillows. A wooden bench is positioned along one wall, and a small decorated tree stands nearby, providing soft lighting. The natural light enters through a large window with shades.

Home in Annapolis

4.73 out of 5 average rating, 122 reviews

West Annapolis SuperHost!

Welcome! We are eager to continue providing our quests with an upgraded experience. This is a one story house! Best of AirBnb! Perfect location close to art and culture, the city center, and parks. Great house for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). One block from Navy Marine Corps Stadium!

A serene outdoor patio area features manicured hedges and a stone path. A seating arrangement is visible, surrounded by greenery. A colorful flag and artwork hang on the fence, while flowering trees add a natural touch to the space, providing a cozy atmosphere.

Home in Annapolis

4.97 out of 5 average rating, 178 reviews

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.

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Popular amenities for Parole pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Top guest favorite

A shaded seating area is arranged under a gazebo, featuring a woven outdoor sofa and chairs in warm orange cushions. A central fire pit table complements the setting, surrounded by a patterned outdoor rug on a paved surface, with a fenced backyard visible in the background.

Home in Annapolis

4.99 out of 5 average rating, 86 reviews

Nautical Retreat 6 Guests • 3 BDR • 2 Baths

A cozy living room is featured with warm wooden paneling and a bright yellow front door. A comfortable sofa is complemented by a stylish chair and a decorative plant. A large map is displayed on the wall, adding a functional touch to the space.

Home in Annapolis

4.71 out of 5 average rating, 17 reviews

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

A comfortable living area features a light grey sofa adorned with soft blankets, positioned near a wooden coffee table. Two nautical-themed art pieces hang on the white shiplap wall, while a lamp casts a warm glow beside a potted plant. Steps lead to an upper level.

Home in Timonium

4.88 out of 5 average rating, 237 reviews

* Beautiful Oasis w/ No Detail Spared

4.88 out of 5 average rating, 100 reviews

Chesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home

Top guest favorite

A single-story house is nestled among mature trees, featuring a welcoming front porch with steps leading to the entrance. The exterior displays a clean white facade, complemented by blue shutters and a brick chimney. A brick pathway winds through the landscaped yard.

Home in Glen Burnie

4.96 out of 5 average rating, 454 reviews

Secluded acre near BWI and Baltimore

A cozy living area is furnished with a comfortable sectional sofa and a patterned armchair. A wooden coffee table occupies the center, displaying decorative items. Light-colored walls and soft-toned artwork enhance the calming atmosphere, while lamps on side tables provide additional lighting.

Home in Annapolis

4.88 out of 5 average rating, 26 reviews

Cozy Townhome Near Navy Stadium

Top guest favorite

A comfortable living area is framed by large windows showcasing a vibrant sunset over the water. Soft furnishings include two chairs with decorative pillows and a coffee table. Plants are positioned thoughtfully, enhancing the serene atmosphere.

Home in North Beach

5 out of 5 average rating, 142 reviews

Waterfront, Dog-friendly, Hot Tub, Peleton

Top guest favorite

A serene waterfront scene is captured at dusk, featuring a dock illuminated by soft lighting. A swing sits beneath a large tree, providing a peaceful spot to relax while overlooking the calm water.

Home in Grasonville

4.95 out of 5 average rating, 271 reviews

River Front, Private Single Family Home

Pet-friendly home rentals with a pool

Home in Cambridge

4.97 out of 5 average rating, 115 reviews

Gorgeous, waterfront home - Perfect for Families.

Top guest favorite

An outdoor hot tub features a sleek design with built-in jets, illuminated by soft purple lighting. The surrounding area is draped with white curtains, creating a secluded atmosphere. Seasonal use is indicated, adding a touch of relaxation to the outdoor space.

Place to stay in Annapolis

4.94 out of 5 average rating, 121 reviews

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

A stylish swing chair with turquoise cushions is suspended in a bright living area. A round wooden coffee table occupies the center, adorned with a vase of fresh flowers and a decorative figurine. Large windows with sheer curtains allow natural light to enter the space.

Apartment in Patterson Park

4.94 out of 5 average rating, 126 reviews

Patterson Park Penthouse with Rooftop Deck!

A spacious living area features a green sectional sofa adorned with decorative pillows. A light wood coffee table sits in front, and a dining area is visible in the kitchen background. Large windows allow ample natural light, enhancing the open, airy feel.

Apartment in Crystal City

4.88 out of 5 average rating, 103 reviews

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

Top guest favorite

Home in Perry Hall

4.99 out of 5 average rating, 98 reviews

Gunpowder Retreat

Top guest favorite

A serene swimming pool is illuminated by soft lighting, surrounded by trees. Lounge chairs are positioned beside the pool, offering a tranquil space for relaxation in the evening ambiance. The mid-century modern guesthouse is partially visible among the foliage, enhancing the secluded atmosphere.

Guesthouse in Highland

4.98 out of 5 average rating, 290 reviews

Woodland Retreat

A rooftop outdoor pool is featured, with a sleek design and a relaxing atmosphere. Bright orange umbrellas provide shade over lounge chairs, while lush greenery is placed in planters. A panoramic view of the surrounding landscape is visible in the background.

Apartment in Alexandria

4.82 out of 5 average rating, 162 reviews

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

An expansive rooftop area features a sparkling pool accompanied by comfortable seating arrangements. Clear skies provide a serene backdrop, while lounge chairs invite relaxation. The rooftop setting offers sweeping views of the surrounding cityscape and greenery.

Apartment in Dupont Circle

4.94 out of 5 average rating, 155 reviews

Upscale 1Bdrm Apt in Heart of DC

Private, pet-friendly home rentals

A two-story house with a blue exterior showcases a screened-in front porch. Large windows allow natural light to filter into the space. Landscaping includes shrubs and grass, with a concrete walkway leading to the entrance.

Home in Annapolis

4.93 out of 5 average rating, 44 reviews

Stay Retro Naptown

Top guest favorite

A bright living area features a light-colored sectional sofa adorned with soft pillows. Two armchairs with blue accents flank a glass coffee table, which holds a decorative tray. Natural light floods in through large windows, illuminating the subtle texture of the area rug.

Home in Annapolis

5 out of 5 average rating, 15 reviews

Severn River Hope Cottage

An inviting stone patio area features comfortable outdoor seating, framed by greenery. Light pours in through the open doors, leading to an interior space that includes minimalist decor and a spiral staircase. A hot tub is visible in the background, enhancing the tranquil setting.

Cottage in Annapolis

4.85 out of 5 average rating, 86 reviews

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

Top guest favorite

A serene waterfront view reveals calm water framed by lush green trees. A small private dock is visible, featuring an orange kayak resting at the edge. The scene conveys tranquility, inviting relaxation amidst nature.

Guest suite in Chestertown

4.99 out of 5 average rating, 224 reviews

Beautiful Waterfront Chestertown Getaway

A calm waterway is lined with boats, docked peacefully along wooden piers. An American flag gently flutters on the left side, while trees frame the scene, reflecting on the water's surface. The area conveys a serene and quiet maritime atmosphere.

Guest suite in Severna Park

4.79 out of 5 average rating, 61 reviews

Waterfront Studio near Annapolis (free kayak use)

Top guest favorite

A view of the Chesapeake Bay is showcased from a grassy area with two adirondack chairs positioned to face the water. A wooden pier extends into the bay, and the sky features soft blue and orange hues, reflecting the tranquility of the setting.

Home in Shady Side

4.96 out of 5 average rating, 25 reviews

Ruby Of The Bay

A welcoming single-story home with a light green exterior and brick accents is seen. The front yard features well-maintained shrubs and a lawn with fallen leaves. Large windows allow natural light to illuminate the interior, and a porch leads to the front door.

Home in Glen Burnie

4.91 out of 5 average rating, 11 reviews

Glen Burnie Hideaway

A charming cottage is nestled among lush trees, featuring a spacious yard of green grass. Ample sunlight filters through the leaves, casting playful shadows. The exterior showcases a combination of windows and porch areas, offering a welcoming appearance in a serene environment.

Cottage in Pasadena

4.97 out of 5 average rating, 175 reviews

Ft. Smallwood Overlook. Waterfront with Kayaks!

Quick stats about vacation 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

Destinations to explore