Guesthouse vacation rentals in Baltimore

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Top-rated guesthouse rentals in Baltimore

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Guest favorite

Guesthouse in Baltimore

4.87 out of 5 average rating, 183 reviews

Woodberry Studio Retreat

This newly constructed 600 sq. ft. studio loft features a contemporary open floor plan, full kitchen (new appliances), walk-in shower, yoga floor, big screen smart TV, queen bed, tons of morning and evening light, and is located in Historic Woodberry. This home is very private, safe, and fully equipped for short or long term stays. Walk to light rail station, JHU, Kennedy Krieger Institute, and the Hampden Avenue. Five star dining experience available just two blocks away, at Woodberry Kitchen.

Guest favorite

Guesthouse in Owings Mills

4.96 out of 5 average rating, 120 reviews

Shamrock cabin with hot tub, large yard

Please no cats! We are allergic. Backyard tiny house/guest house fits 2 adults comfortably. Equipped with small kitchenette, queen bed, and private bathroom. Kitchenette equipped with mini fridge, toaster oven, microwave, Keurig coffee machine, and silverware/dishware. Snacks/breakfast items and assorted k-cups provided. Dog friendly with spacious enclosed back yard containing private hot tub, small above ground pool, propane grill, fire pit, and badminton net. Includes Wi-Fi & TV with roku.

Guest favorite

Guesthouse in White Marsh

4.97 out of 5 average rating, 144 reviews

Bird River Bottega - A Waterfront Oasis!

Private entrance studio located on a waterfront property. The Bottega is perfect for couples, solo travelers, and business professionals; best suited for two travelers. Enjoy your morning coffee by the water and watch the Ospreys, herons, ducks, hawks, and bald eagles galore. Whether you are fishing, lounging, or kayaking the Bird River (home to the Chesapeake Bay), you are bound for relaxation. Surrounded by a plethora of eateries, shopping, and entertainment all within a 25 minute drive.

Guest favorite

Guesthouse in Annapolis

4.91 out of 5 average rating, 211 reviews

Calico Cottage Guest House, king bed, free parking

Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

Guest favorite

Guesthouse in Annapolis

4.97 out of 5 average rating, 159 reviews

Lil’ House - A Serene Tiny Home Experience

Newly renovated, immaculate two room tiny home. A stand-alone gem nestled against a wooded backdrop - well back from the main home - and wrapped in a huge, teak-furnished, blue stone patio with fire pit situated in a sunny opening in the mature tree canopy. Super comfy queen Murphy bed offers easy conversion of the well lit and modern main living space from living room & kitchen by day to main sleeping quarters at night. The adjoining room is a well appointed full bath and dressing area.

Guest favorite

Guesthouse in Monrovia

4.95 out of 5 average rating, 111 reviews

Poolside Paradise in Monrovia, Maryland.

Enjoy your stay in this fabulous pool house located in a quiet neighborhood. Relax poolside during the day and enjoy the outdoor bar and kitchen for cocktails at sunset. Breathtaking views all around. Just 50 minutes from Baltimore and Washington DC and 10 minutes to historic downtown Frederick. Private entrance to backyard with a large green space on the backside of the pool house. We consider ourselves a couples retreat and don’t host gatherings. We look forward to hosting you soon:)

Guest favorite

Guesthouse in Catonsville

4.97 out of 5 average rating, 203 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. We have multiple types of pillows for you to choose from. Hypoallergenic sheets are available upon request. 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 Towson

4.99 out of 5 average rating, 177 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.

Guest favorite

Guesthouse in Highland

4.98 out of 5 average rating, 265 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 Glen Burnie

4.94 out of 5 average rating, 267 reviews

The Crab House - a Private, Waterfront Guest House

Privacy abounds at this waterfront one bedroom guest house with breathtaking water views throughout. The Crab House is located in the boating community of Stoney Creek. It is 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor and an hour from DC. Feel free to bring your boat, jetski, kayak or paddleboard, or use the kayak or paddleboards we have onsite. AA County 144190

Guest favorite

Guesthouse in Grasonville

4.9 out of 5 average rating, 206 reviews

Eastern Shore Charm on Winchester Creek

My place is close to restaurants and dining and great views. You’ll love my place because of the comfy bed, the coziness, and the views. My place is good for couples, solo adventurers, and business travelers; sorry no kids. Need at least three days notice to book guest house, I like to be here when you arrive, thus schedule my social activities around bookings.

Guest favorite

Guesthouse in Baltimore

4.94 out of 5 average rating, 308 reviews

Bright and Airy Guest House Near JHU Homewood

Need a place to stay in Baltimore's Hampden neighborhood? This is a newly refinished space -- totally detached from the main house. Located on a quiet street with plenty of parking. Two blocks from dozens of trendy restaurants and shops on 36th street. Just a 5-minute drive / 17-minute walk to Johns Hopkins' Homewood campus. A 10-minute drive to downtown.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Baltimore guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guest favorite

Guesthouse in Glenwood

4.94 out of 5 average rating, 162 reviews

The Caretaker's Cottage-Historic Roundabout Hills

Superhost

Guesthouse in Washington

4.9 out of 5 average rating, 412 reviews

Ingraham Alley Inn - A Quiet & Cozy Micro House

Guest favorite

Guesthouse in Annapolis

4.9 out of 5 average rating, 176 reviews

Annapolis Guesthouse - Completely Separate Space

Superhost

Guesthouse in Glen Burnie

4.81 out of 5 average rating, 158 reviews

Private 1 bedroom house

Guest favorite

Guesthouse in Bethesda

4.97 out of 5 average rating, 149 reviews

Hidden Gem in Downtown Bethesda

Guest favorite

Guesthouse in Galesville

4.95 out of 5 average rating, 164 reviews

Gorgeous water view studio!

Guest favorite

Guesthouse in Washington

4.88 out of 5 average rating, 751 reviews

Cozy Cabin in the City on Cap Hill

Guest favorite

Guesthouse in Washington

4.86 out of 5 average rating, 303 reviews

Historic Carriage House + Parking!

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Guest house rentals with a patio

Guest favorite

Guesthouse in Annapolis

4.99 out of 5 average rating, 109 reviews

Coastal Waterfront 1 Bedroom Cottage

Guest favorite

Guesthouse in Washington

4.99 out of 5 average rating, 134 reviews

Gorgeous Two-Story Guesthouse w/ Free Parking

Guest favorite

Guesthouse in Washington

4.87 out of 5 average rating, 184 reviews

Adorable English Basement on 15th St

Guest favorite

Guesthouse in Washington

4.95 out of 5 average rating, 109 reviews

GardenLevel 4BR/2.5BA+Parking+By Convention Center

Guest favorite

Guesthouse in Clarksville

4.94 out of 5 average rating, 17 reviews

Unique guest house spa retreat

Guest favorite

Guesthouse in Catonsville

4.96 out of 5 average rating, 26 reviews

Carriage House at Belle Grove

Guest favorite

Guesthouse in Mount Airy

4.99 out of 5 average rating, 80 reviews

Treasured Hideaway on the Hill

Guest favorite

Guesthouse in Silver Spring

5.0 out of 5 average rating, 8 reviews

The Little Wooded Casita

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Guest house rentals with a washer and dryer

Guest favorite

Guesthouse in Falls Church

4.97 out of 5 average rating, 133 reviews

Beautiful New Apartment Surrounded by Nature

Guest favorite

Guesthouse in Alexandria

5.0 out of 5 average rating, 175 reviews

Sunny, Stylish Carriage House with a View

Guest favorite

Guesthouse in Arlington

4.97 out of 5 average rating, 109 reviews

Spacious Guest House 10-15 min to DC

Guest favorite

Guesthouse in Washington

4.94 out of 5 average rating, 266 reviews

Vibrant + Artsy - mins to NavyYard, CapHill, Dtown

Guest favorite

Guesthouse in Washington

4.96 out of 5 average rating, 159 reviews

Garden Suite

Guest favorite

Guesthouse in Washington

5.0 out of 5 average rating, 119 reviews

Two-story Historic Carriage House in Vibrant Area

Guest favorite

Guesthouse in Arlington

5.0 out of 5 average rating, 187 reviews

Private Sunny Cottage with King Bed + Yard / Patio

Guest favorite

Guesthouse in Washington

4.99 out of 5 average rating, 102 reviews

Luxurious 1Bed Carriage House, 1.5 Blocks to Metro

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Quick stats about guesthouse rentals in Baltimore

Total rentals
20 properties
Local attractions
National Aquarium, Oriole Park at Camden Yards, and M&T Bank Stadium
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
1K reviews

Guesthouse vacation rentals in Baltimore

Top-rated guesthouse rentals in Baltimore

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Baltimore guesthouse rentals

Family-friendly guest house rentals

Guesthouse in Glenwood

Guesthouse in Washington

Guesthouse in Annapolis

Guesthouse in Glen Burnie

Guesthouse in Bethesda

Guesthouse in Galesville

Guesthouse in Washington

Guesthouse in Washington

Guest house rentals with a patio

Guesthouse in Annapolis

Guesthouse in Washington

Guesthouse in Washington

Guesthouse in Washington

Guesthouse in Clarksville

Guesthouse in Catonsville

Guesthouse in Mount Airy

Guesthouse in Silver Spring

Guest house rentals with a washer and dryer

Guesthouse in Falls Church

Guesthouse in Alexandria

Guesthouse in Arlington

Guesthouse in Washington

Guesthouse in Washington

Guesthouse in Washington

Guesthouse in Arlington

Guesthouse in Washington

Quick stats about guesthouse rentals in Baltimore

Total rentals

Local attractions

Popular amenities

Wifi availability

Rentals with dedicated workspaces

Total number of reviews

Destinations to explore