Holiday houses in Garrison

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Top-rated holiday rentals in Garrison

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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 Lutherville
4.87 out of 5 average rating, 280 reviews

* Beautiful Oasis w/ No Detail Spared

Kick back and relax in this calm, stylish space! No details were spared in the latest renovation to Maura & Pete's Airbnb properties. From the moment you walk in you will be overwhelmed with the tremendous comfort in the living room leading to a kitchen well equipped with your cooking needs. Along the way there is a washer & dryer if needed. Upstairs you will find a gorgeous bathroom right next to a perfectly laid out bedroom w/ plush king bed where you can watch your favorite show on the HD TV!

Top Guest favourite
The open-concept living space features a combination of comfortable furniture, including two green chairs and a gray sofa. A wooden coffee table occupies the center of the room, surrounded by an area rug. A fireplace and bookshelves add warmth and character to the setting.
Apartment in Sykesville
4.95 out of 5 average rating, 221 reviews

Hickory Haven •1B King •Bsmt Apt •Clean •LG

Walk into a generously spacious, open-concept apt. The comfortable furnishings in this home blend authentic styles with modern design. Start your mornings w/ a meticulously clean bathroom. Enjoy movie night in the large living room, or lay on the comfortable king-sized bed. Read through the night by a warm stove fire. Stay in the backyard and enjoy the serenity of Sykesville! Enjoy the high-speed internet and the large space for your work-at-home needs. Stay-a-while and make the place your home.

Top Guest favourite
The exterior of the cottage is framed by lush greenery and features a welcoming white facade with green trim. Soft outdoor lighting illuminates the entrance, while flower bushes add a touch of nature to the charming setting.
Cottage in Reisterstown
4.92 out of 5 average rating, 96 reviews

Unique Tiny House Getaway on An Historic Farm

The Hen House Cottage is a tiny house located on an historic farm in central Maryland. It is surrounded by six acres of beautiful pasture and gardens. The Cottage has great light throughout the day, a well-equipped kitchen (microwave, oven, coffee grinder, coffee maker, large fridge, etc.), a full bathroom (with shower), a sleeping area with a comfortable queen-sized bed, dedicated (free) wi-fi, a smart TV, blue tooth sound system, and an eclectic library. Linens and towels are provided.

Top Guest favourite
A spacious bedroom features a wooden bed frame with a light-colored mattress, flanked by two minimalist wall sconces. Soft blue throws are neatly arranged on the bed. A large window allows natural light, complemented by warm wood flooring. A wooden console table displays modern amenities.
Apartment in Baltimore
4.99 out of 5 average rating, 104 reviews

Private Serene Suite with Jacuzzi- Non Smoking

Escape to this serene in-law suite, an extension of the main house, in Baltimore’s safest & quietest area. Ideal for couples, it offers a private Jacuzzi, California king bed, large modern TV, and dedicated HVAC for comfort. The spacious sitting area and luxurious shower create a peaceful retreat. Walk to nearby shops and parks for added convenience. A Tesla charger is available upon request, ensuring convenience for electric vehicle owners. Perfect for a relaxing getaway or city visit.

Top Guest favourite
A charming stone cottage features a red front door with black shutters framing the windows. A friendly dog stands on the stone path, surrounded by lush greenery. The staircase leading to the studio is visible on the right side, along with decorative elements of the owner's residence.
Guesthouse in Towson
4.99 out of 5 average rating, 282 reviews

Cute cottage studio with full kitchen and laundry

Warm and inviting private upstairs studio with off-street parking, full kitchen, laundry, electronic fireplace, rainhead shower and deck with tranquil garden in the Riderwood area of Towson. Studio is situated next to owner's stone cottage, and is tucked away at the back of 2.5 acres with private bridge and creek. Centrally located to shops, galleries, walking and biking trails, Lake Roland, Baltimore, DC and PA. Especially suitable for a restorative or romantic getaway.

Top Guest favourite
A classic two-story house features a welcoming front porch with plants and seating. Soft lights illuminate the windows, and a blue door adds a charming detail. Lush greenery frames the home, enhancing its inviting presence in the evening light.
Home in Owings Mills
4.93 out of 5 average rating, 104 reviews

Grandma’s House | Dog-Friendly Cottage w Huge Yard

Experience true cozy Maryland charm in Grandma’s welcoming cottage! Relax in the huge ½-acre yard, bring your dogs and enjoy the fenced side yard that is perfect for pups. The home features full AC throughout, Wi-Fi, a full kitchen, dining and living rooms, bonus room, office/sitting space, and laundry. Sleeps 6 comfortably: a first-floor queen bedroom, an upstairs bedroom with a queen and twin, plus an additional twin in a shared upstairs space. Permit: RHR-2026-00248

Guest favourite
Guesthouse in Owings Mills
5 out of 5 average rating, 8 reviews

Private Suite w/ Kitchen, Bath, Separate Entrance

Escape to a peaceful private suite designed for comfort and relaxation. Enjoy your own entrance, a full kitchen stocked with essentials, and a private bathroom for complete convenience. The cozy queen-size bed and smart TV make it easy to unwind after a long day. Whether you're visiting for work or leisure, you’ll have everything you need in this quiet, self-contained space, modern amenities, privacy, and a calm atmosphere that feels like your own home away from home.

Top Guest favourite
A bright living area is presented, featuring a grey sofa adjacent to a rich brown ottoman. A small kitchenette is visible with a stove and refrigerator, complemented by open shelving. Natural light enters through a skylight and windows adorned with blinds. A doorway leads to a bathroom.
Guesthouse in Owings Mills
4.97 out of 5 average rating, 135 reviews

The Garden Studio

Thoughtfully appointed 1 bedroom guesthouse in beautiful Greenspring Valley. Enjoy quiet quarters on an acre of private residential property within 5 minutes of the Baltimore beltway & restaurants, grocers, gas, and services. Close to Stevenson University (2 mi), Towson University (7 mi), convenient to other colleges & universities in the area; and 11 mi to the Inner Harbor. Host available in main house as needed.

Top Guest favourite
Condo in Owings Mills
5 out of 5 average rating, 22 reviews

Beautiful 2 bedroom, 2-story condo

This unique place has a style all its own. Enjoy your stay at this modern and beautifully decorated 2 story condo with a cozy balcony view. Each bedroom is spacious with much closet space! You’ll never leave with a hair out of place with many mirrors available on both levels. Lighting is great with a designated work space. Many areas for comfort and leisure. Come relax, stress free at your home away from home.

Guest favourite
A modern living area is showcased with a cream-colored leather sofa and a light-colored accent chair. A circular glass coffee table sits on a patterned area rug. Soft lighting from recessed fixtures illuminates the space, highlighting the open layout that connects to the kitchenette.
Apartment in Randallstown
5 out of 5 average rating, 8 reviews

Modern Luxe Stay | Private, Peaceful, Work-Ready

Enjoy privacy, comfort, and style in this spacious 1BR basement apartment—perfect for travel nurses and business travelers. This private 1BR unit is built for extended stays with all the essentials: full kitchenette, luxe shower, smart TV, ergonomic workstation, and home gym. Peaceful neighborhood close to hospitals—perfect for night shift workers who need rest, privacy, and reliability.

Guest favourite
Apartment in Randallstown
4.88 out of 5 average rating, 34 reviews

Cozy Hideaway Apartment

This cozy hideaway apartment is great for travelers of all types- whether it be work, leisure, or fun. In a prime location, this gem is based in the calm, quiet county while only being a minimal drive from downtown, the city, and all the destination spots Baltimore has to offer. Great especially for traveling nurses as major hospitals are all less than 20 minutes away!

Top Guest favourite
A private entrance is framed by exposed brick walls, featuring a pair of colorful chairs on a stone pathway. A potted plant adds a touch of greenery beside the entrance, which is adorned with decorative glass and a wooden door.
Guest suite in Upper Fells Point
4.96 out of 5 average rating, 452 reviews

Notel 9 Getaway Suite with Sauna

Notel 9 is a cozy, private 'self-contained' B&B-style guest space with unique furnishings, a full bath with a vintage claw foot tub, a dry-heat sauna, and a private street entrance off a shared yard in a great Baltimore City neighborhood.

Popular amenities for Garrison holiday rentals

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