Guesthouse vacation rentals in Maryland
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Maryland
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Maryland guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Bethesda
4.96 out of 5 average rating, 164 reviewsHidden Gem in Downtown Bethesda
Guesthouse in Annapolis
4.89 out of 5 average rating, 188 reviewsAnnapolis Guesthouse - Completely Separate Space
Guesthouse in Chestertown
4.88 out of 5 average rating, 166 reviewsCozy Carriage House
Guesthouse in Galesville
4.95 out of 5 average rating, 170 reviewsNautical Charm and relaxing waterview!
Guesthouse in Frederick
4.97 out of 5 average rating, 328 reviewsThe Shady Bear Cabin
Guesthouse in Glen Burnie
4.81 out of 5 average rating, 163 reviewsPrivate 1 bedroom house
Guesthouse in Oxford
4.83 out of 5 average rating, 128 reviewsBonfield Bungalow
Guesthouse in Highland
4.98 out of 5 average rating, 277 reviewsWoodland Retreat
Guest house rentals with a patio
Guesthouse in Silver Spring
4.95 out of 5 average rating, 21 reviewsThe Little Wooded Casita
Guesthouse in Elk Mills
4.97 out of 5 average rating, 89 reviewsPrivate Country Guesthouse Getaway Minutes from UD
Guesthouse in Mount Airy
4.97 out of 5 average rating, 105 reviewsTreasured Hideaway on the Hill
Guesthouse in Middletown
5 out of 5 average rating, 112 reviewsCottage, Pool, & Breakfast on 100ac Horse Estate
Guesthouse in Catonsville
4.97 out of 5 average rating, 232 reviewsFox Cottage *Pet Friendly*
Guesthouse in Towson
4.98 out of 5 average rating, 149 reviewsSunny Guesthouse steps from Towson!
Guesthouse in Edgewater
4.99 out of 5 average rating, 87 reviews1 large room efficiency in detached garage.
Guesthouse in Rockville
4.9 out of 5 average rating, 41 reviewsAdorable, secluded 2 Bdrm guesthouse shared pool.
Guest house rentals with a washer and dryer
Guesthouse in Annapolis
5 out of 5 average rating, 154 reviewsPrivate Art-Filled Guesthouse near Naval Academy
Guesthouse in Annapolis
4.84 out of 5 average rating, 217 reviews"Cape Saint Claire Hostel"
Guesthouse in Cumberland
5 out of 5 average rating, 37 reviewsThe Hidden Tree
Guesthouse in Baltimore
4.83 out of 5 average rating, 190 reviewsCottage in beautiful Mount Washington
Guesthouse in White Plains
5 out of 5 average rating, 12 reviewsBright, Airy & Modern 1B w/ King Bed, Free Parking
Guesthouse in Frederick
4.98 out of 5 average rating, 173 reviewsRomantic Getaway - Heated Spa Open Year Round
Guesthouse in Cambridge
4.99 out of 5 average rating, 119 reviewsRosses Chance Guest House
Guesthouse in Frederick
5 out of 5 average rating, 234 reviewsThe Carriage House at Hessian Overlook, Downtown
Destinations to explore
- House rentals United States
- Guesthouse rentals United States
- House rentals Washington
- Guesthouse rentals Washington
- Aparthotel rentals Maryland
- Rentals with an EV charger Maryland
- Apartment rentals Maryland
- Cottage rentals Maryland
- Condo rentals Maryland
- Beach condo rentals Maryland
- House rentals Maryland
- Beach house rentals Maryland
- Family-friendly rentals Maryland
- Lakehouse rentals Maryland
- Ski-in/ski-out rentals Maryland
- Villa rentals Maryland
- Bed and breakfasts Maryland
- Rentals with an accessible height bed Maryland
- Farmstay rentals Maryland
- Monthly Rentals Maryland
- Mansion rentals Maryland
- Bungalow rentals Maryland
- Hotel rentals Maryland
- Rentals with a patio Maryland
- Rentals with beach access Maryland
- Beachfront rentals Maryland
- Rentals with an accessible height toilet Maryland
- Cabin rentals Maryland
- Rentals with breakfast Maryland
- Kid-friendly rentals Maryland
- Rentals with a fire pit Maryland
- Rentals with a sauna Maryland
- Rentals with a washer and dryer Maryland
- Tiny house rentals Maryland
- Rentals with lake access Maryland
- Smoking-friendly rentals Maryland
- Rentals with a hot tub Maryland
- Fitness-friendly rentals Maryland
- Campsite rentals Maryland
- Pet-friendly rentals Maryland
- Private suite rentals Maryland
- Townhouse rentals Maryland
- Waterfront rentals Maryland
- Chalet rentals Maryland
- Rentals with a fireplace Maryland
- Rentals with outdoor seating Maryland
- Rentals with a kayak Maryland
- Rentals with pools Maryland
- Boutique hotel rentals Maryland
- Rentals with a home theater Maryland
- House rentals Baltimore
- Guesthouse rentals Baltimore
- House rentals Ocean City
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do United States
- Food and drink United States
- Wellness United States
- Sports activities United States
- Nature and outdoors United States
- Entertainment United States
- Sightseeing United States
- Art and culture United States
- Things to do Maryland
- Sightseeing Maryland
- Art and culture Maryland
- Food and drink Maryland
- Nature and outdoors Maryland