Guesthouse vacation rentals in Howard County

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Top-rated guesthouse rentals in Howard County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Hanover

5 out of 5 average rating, 15 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

Guesthouse in Glenwood

4.95 out of 5 average rating, 177 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.

Guest favorite

Guesthouse in Catonsville

4.98 out of 5 average rating, 52 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

Guesthouse in Highland

4.98 out of 5 average rating, 277 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 and adjacent walking trails.

Guest favorite

Guesthouse in Spencerville

4.84 out of 5 average rating, 25 reviews

Adorable Guesthouse on Historic Farm.

Fall 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, massive oak and yew trees, as well as an inground swimming pool (seasonal), summer house, fire pit, and a children's playground. As we settle into cooler evenings, come and visit us.

Guest favorite

Guesthouse in Laurel

4.88 out of 5 average rating, 16 reviews

Cozy & Quiet 2 Bedroom ADU Apartment

Get away for a relaxing weekend or short-term stay in this peaceful 2 floor apartment with parking and amenities all to yourself and whoever tags 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

Guesthouse in Catonsville

4.97 out of 5 average rating, 232 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

Guesthouse in Savage

4.93 out of 5 average rating, 29 reviews

The GreenHaus Oasis near Baltimore/DC/Annapolis

Our cozy 1 bedroom 1 bath guesthouse is a great base to explore three great cities: DC (30 min), Baltimore (20 min), and Annapolis (25 min). It is located in a residential neighborhood and is steps away from historic Savage Mill. It is home to several cute antique shops, restaurants, and running trails to explore. Laurel Race track (5 min) Ft. Meade (10 min) UMBC ( 15 min) BWI Airport (20 min)

Guest favorite

Guesthouse in Dayton

4.89 out of 5 average rating, 53 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.

Guest favorite

Guesthouse in Woodbine

4.96 out of 5 average rating, 53 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.

Guest favorite

Guesthouse in Baltimore

4.88 out of 5 average rating, 25 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.