Pet-friendly vacation rentals in Parole

4.96 out of 5 average rating, 408 reviews

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

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.

4.92 out of 5 average rating, 101 reviews

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

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*

A dining area features a wooden table set for a meal, surrounded by tufted gray chairs. Sunflowers are arranged on the table, with a bottle of wine and glasses nearby. Natural light floods through sliding glass doors, which open to a deck, framed by decorative curtains.

4.98 out of 5 average rating, 104 reviews

Hot Tub Haven: Annapolis Backyard Oasis

A serene escape awaits you at our cozy 4-bedroom retreat, just minutes away from Historic Downtown Annapolis. As the sun sets, the deck comes alive under the soft glow of string lights beckoning you to unwind in our 8-person Bullfrog hot tub or outdoor firepit where your worries will melt away! Indulge in the culinary delights of fresh local seafood and world-renowned crabcakes just moments away. Truly indulge in our paradise getaway and experience everything Historic Annapolis has to offer!

Superhost

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, 193 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.

4.99 out of 5 average rating, 151 reviews

A bright living room features large windows dressed with light curtains, allowing natural light to fill the space. A comfortable sofa and armchair are arranged around a sleek coffee table, with shelves displaying books and decorative items, contributing to a welcoming atmosphere.

Condo in Annapolis

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%! The early bird discount is 10% (12 months in advance) The last minute discount is 10% (28 days in advance) Pets are only $100 per stay! Additional guests are $15 per person per night :) We would be happy to accommodate flexible check-in and check-out times if available!

4.94 out of 5 average rating, 172 reviews

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

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!

Guesthouse in Stevensville

The image captures a serene evening scene by the pool with a view of the setting sun over the water. Sunlight filters through trees, creating a warm glow. Poolside lounge chairs are visible, along with a clear pool reflecting the colorful sky.

4.99 out of 5 average rating, 279 reviews

Waterfront Getaway - View of bay from your bed

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.

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.

4.94 out of 5 average rating, 177 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.

Guesthouse in Glen Burnie

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.

4.93 out of 5 average rating, 346 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

4.99 out of 5 average rating, 136 reviews

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

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.

Superhost

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.

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.