Guesthouse vacation rentals in Howard County

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Top-rated guesthouse rentals in Howard County

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Guest favorite

An outdoor deck features light-colored wooden flooring. A white Adirondack chair with an attached footrest is positioned near a sliding glass door. Sunlight casts shadows across the deck, highlighting the relaxed atmosphere of the space.

Guesthouse in Laurel

4.89 out of 5 average rating, 28 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

The kitchen features modern white cabinetry, a stainless steel refrigerator, and a sleek dishwasher. A microwave is mounted above the stove, and a stainless steel sink is integrated into the countertop. A washer and dryer unit is also included, enhancing convenience.

Guesthouse in Hanover

4.96 out of 5 average rating, 26 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.

Top guest favorite

A bright kitchen area features modern appliances, including a stainless steel dishwasher and stacked washer and dryer. The farmhouse-style sink is complemented by a spacious countertop. Light streams through the window, illuminating natural wood flooring and leading to a cozy living area visible in the background.

Guesthouse in Glenwood

4.95 out of 5 average rating, 185 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.

A spacious living area features three comfortable couches and several small side tables arranged around a large television. A patterned area rug covers the carpeted floor, while a kitchenette is visible in the background, along with a stainless steel refrigerator.

Guesthouse in Laurel

4.6 out of 5 average rating, 15 reviews

2 Bd Rm Apt 1st Floor in Laurel Near DC &Baltimore

In this luxurious ground floor apartment, you can forget your worries in this secluded and quiet serene space. Not only is it spacious as you have the entire ground floor to yourself(with no contact required between the host family and the guests)Air conditioning is hardly a worry with the chill and cool temperatures in the summer- THIS NEW TWO BEDROOM SPACE WITH QUEEN BED IN EACH ROOM are no Long divided by curtain LONG TERM RENTAL 30 , 60 and 90 and more DAYS also ALLOWED at discount rate.

Top guest favorite

Guesthouse in Highland

4.98 out of 5 average rating, 288 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.

Top guest favorite

Guesthouse in Ellicott City

5 out of 5 average rating, 17 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.

Superhost

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, 3 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

A well-appointed kitchen features a white island with a granite countertop and modern cabinetry. Black accents can be seen on the appliances, and a chandelier adds an elegant touch. The floor is covered with black-and-white hexagonal tiles, enhancing the spacious feel.

Guesthouse in Catonsville

4.99 out of 5 average rating, 77 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

A vintage wooden ladder leads to a cozy loft space, complemented by modern pipe accents above. A painted artwork is displayed on the wall, while a bookshelf below showcases various books and games, highlighting options for entertainment.

Guesthouse in Catonsville

4.97 out of 5 average rating, 272 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.

Guest favorite

A group of free-range chickens is seen roaming on a grassy lawn, surrounded by a neat stone border. The chickens display a mix of brown and tan feathers, and the area is framed by patches of fresh green grass and a small section of black mulch.

Guesthouse in Woodbine

4.95 out of 5 average rating, 79 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

Guesthouse in Spencerville

4.86 out of 5 average rating, 29 reviews

Adorable Guesthouse on Historic Farm.

Spring is upon us at Drayton! With excellent proximity to both Washington DC and Balitmore, enjoy peaceful respite in a lovely historic cottage (fully airconditioned) in Montgomery County, MD. Enjoy the grounds of Drayton Manor, built in 1834, boasting beautiful cherry trees, magnolias, massive oak and yew trees, as well as an inground swimming pool (seasonal), summer house, fire pit, and a children's playground.

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

4.86 out of 5 average rating, 56 reviews

Cozy Cottage in Dayton

Cozy cottage 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.