Guesthouse vacation rentals in Howard County

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Top-rated guesthouse rentals in Howard County

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Guest favorite

A two-story apartment building is depicted with a light gray exterior and dark shutters. Outdoor steps lead to the upper entrance. A spacious driveway is visible in front of the garage doors, surrounded by green grass and trees in the background.

Guesthouse in Laurel

4.86 out of 5 average rating, 37 reviews

Cozy & Quiet 2 Bed Rm ADU Apart near DC&Baltimore

Get away for a relaxing weekend or short-term stay and Long term rental also available in this peaceful unique floor Apartment with parking and amenities all to yourself and whoever comes along with you! With a small patio to relax on and a vast backyard to roll around in, you can experience an unbothered stay only minutes away from a McDonalds, a Weis's grocery store, two gas stations, and various other stores just down the street. You'll want for little else but more time in this amazing Unit!

Guest favorite

A spacious living area features soft, contemporary sofas adorned with decorative cushions. Neutral-toned walls and carpet create a calm setting. Two doors are visible, leading to additional spaces, enhancing the sense of privacy within the suite.

Guesthouse in Hanover

4.96 out of 5 average rating, 27 reviews

New spacious private guest suite

Newly built spacious & exquisitely finished guest suite with private entrance overlooking the woods, located in a serene & exclusive community in Hanover, Howard County. Strategically located less than 10mins from BWI, 15mins from Baltimore & 40mins from DC, it's a haven for business travelers and tourists. It's also within a short driving distance from The Mall in Columbia & Anne Arundel Mall, as well as many exquisite restaurants. The suite boasts a kitchen, dining area, room & full bathroom.

Guest favorite

The main living area features exposed wooden beams above and a cozy sofa adorned with decorative pillows. A small dining table with chairs is positioned near a window, and a charming side table displays a decorative item. Natural light fills the space, enhancing its inviting atmosphere.

Guesthouse in Glenwood

4.95 out of 5 average rating, 189 reviews

The Caretaker's Cottage-Historic Roundabout Hills

The Caretaker's Cottage was built in the 1770s by Ruben Merriwether, and sits near the manor house where he and his ancestors lived at Roundabout Hills. An exceptional space with a fabulous full kitchen perfect for those who like to cook, it is truly a one of a kind place to stay. The house, where John and Fiona live, and the cottage are secluded and private, but close to all of the art, culture, restaurants and dining in the nearby towns of Frederick, Columbia, Baltimore, and Washington, DC.

Top guest favorite

A wooden table is set with a bottle of Walnut Crest Cabernet Sauvignon and two etched wine glasses. A red apple rests in a dark, leather-like bowl, with a serene backdrop of green foliage visible through a screened window.

Guesthouse in Highland

4.98 out of 5 average rating, 295 reviews

Woodland Retreat

Welcome to our private woodland retreat! This stylish and secluded mid-century modern guesthouse is nestled on five acres in horse country in Highland, Maryland. Totally separate from our owners home, our guesthouse combines the serenity, privacy, and safety you crave with all the conveniences of modern life including: a full bath; kitchenette; internet; and a screened porch with access to our beautiful lighted and heated swimming pool (weather permitting) and adjacent walking trails.

Guest favorite

The bedroom features a spacious bed adorned with a patterned blanket and decorative pillows. A circular area rug adds warmth to the space. Surrounding wall art complements the vintage aesthetic, while table lamps provide soft lighting. A rocking chair and another seating option are positioned nearby.

Guesthouse in Ellicott City

5 out of 5 average rating, 37 reviews

Cozy Historic Guest House

Located in the heart of Old Ellicott City! This studio is warm, cozy and decorated with almost all vintage furnishings to pay tribute to the 1800s home. The space offers a well stocked bedroom, full bathroom and kitchenette. Relax on the patio or walk to the many cafes and shops on Main Street. Parking is included. The home is built into a hill so you will need to walk up a series of steps in the back from the parking area to enter. Due to this our home may not be ideal for everyone.

Guest favorite

The exterior showcases a stone facade with a main entrance featuring a simple door adorned with a wreath. A pumpkin is positioned nearby, complementing the seasonal decor. Lush greenery and a well-maintained garden frame the entrance, enhancing the inviting appeal of the property.

Guesthouse in Pikesville

5 out of 5 average rating, 9 reviews

Cozy bsment/6ppl/pet friendly Top location

Welcome to your cozy retreat in Pikesville, Baltimore! This inviting space offers comfort for a relaxing stay. Enjoy scenic views while strolling charming streets or unwind under lush trees, perfect for weekend getaways, visiting friends, or attending weddings! Nearby Attractions. Pikesville Armory: 1 mile Cylburn Arboretum: 3 miles Northwest Regional Park: 2 miles Pikesville Town Center: 0.5 miles Baltimore National Aquarium: 10 miles Maryland Science Center: 10 miles

Top guest favorite

The historic Belle Grove Manor is depicted, showcasing its three-story blue exterior with white trim. A spacious porch wraps around the lower level, supported by an array of columns. Lush green landscaping and tall trees surround the manor under a soft, cloudy sky.

Guesthouse in Catonsville

4.99 out of 5 average rating, 84 reviews

Carriage House at Belle Grove

Built in 1850, Belle Grove Manor once sat on 60 plus acres of gardens and was a Summer home to Darius Howell, possibly the worlds largest wallpaper manufacturer at the time. Now, nestled in on a cul-de-sac and on little over an acre, the Sweet-Laughlin's, Belle Grove's current owners, brought the Carriage House back to life with a complete renovation in 2023. You are invited to be our guests...come, get away, relax and enjoy this truely tranquile and unique place in time.

Guest favorite

An outdoor seating area features two vibrant red chairs placed on a mulch bed. A small table stands between the chairs, surrounded by greenery and decorative plants. A bright red door provides an inviting entrance, while a vintage wrought iron fence encloses the area for privacy.

Guesthouse in Catonsville

4.97 out of 5 average rating, 286 reviews

Fox Cottage *Pet Friendly*

Fox Cottage is a modern addition to our 115 year old Victorian home. It’s a One Bedroom Queen size mattress & memory foam topper. There’s a Loft with a Full Size Memory Foam Mattress. The loft is a cozy space accessible by a vintage wooden ladder. It is not appropriate for people who cannot climb a ladder. There’s an outdoor seating area with a Chiminea to light a fire, enjoy a cup of coffee or wine, work or just listen to the birds.

Top guest favorite

A bright and airy bedroom features a spacious bed with a white quilt and an accent pillow. Natural light filters through two windows, illuminating the wood floor. A small dining table with chairs and a wall-mounted air conditioner add functionality to the cozy space.

Guesthouse in Woodbine

4.95 out of 5 average rating, 100 reviews

Garden Cottage

Located in a beautiful and peaceful part of Maryland our Garden Cottage offers a cute and cozy getaway. A perfect escape from the city, our cottage is nestled among some of Maryland's best farmers markets, breweries, wineries, and outdoor experiences while still being conveniently located near several small towns and Frederick, MD. If you’re looking for a longer stay but our calendar looks booked please reach out to us!

Guest favorite

A private guest house is viewed from the poolside, featuring a surrounding white fence and expansive lawn. Tall trees provide shade, and solar panels are visible on the roof. The serene scene is complemented by distant fields under a clear blue sky.

Guesthouse in Gaithersburg

4.92 out of 5 average rating, 13 reviews

Country Cabana

Welcome to your private retreat! This inviting guest house features two spacious bedrooms and a modern bathroom—perfect for families, couples, or small groups. The open-concept design connects a cozy living room with a fully equipped kitchen and a charming dining area, complete with a piano for a touch of musical enjoyment. Ideal for both relaxing escapes and extended stays. Owners do live on property in main house.

Superhost

The exterior of the cottage is showcased, featuring a brick facade and neatly manicured bushes. A covered entryway provides sheltered access to the front door. The surrounding yard is landscaped with lush grass and a sparse tree line in the background.

Guesthouse in Dayton

4.76 out of 5 average rating, 63 reviews

Cozy Cottage in Dayton

Our cozy cottage (a spacious studio) is in a quiet and peaceful neighborhood. Perfect for relaxation with the whole family or couples getaway. Within walking distance to Big Branch Recreation Area. Close drive to Triadelphia Lake View Farm, gas stations, and restaurants. About 30 minutes drive to Baltimore/Washington International Thurgood Marshalls Airport and 21 minutes drive to the Mall in Columbia.

Guest favorite

A spacious bedroom is featured, with a large bed dressed in soft bedding adorned with a floral pattern. Nightstands with lamps flank the bed, and a ceiling fan is mounted above. Natural light filters through a window with blinds, providing a calming ambiance.

Guesthouse in Baltimore

4.86 out of 5 average rating, 36 reviews

The Birdhouse

Discover the ultimate escape at our centrally located guest house. With 2 charming bedrooms and a luxurious bathroom, it's the perfect haven for a tranquil retreat. Situated near major highways, you'll have easy access to all the city's attractions. Immerse yourself in comfort and convenience for an unforgettable stay.