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Guesthouse vacation rentals in Baltimore

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Top-rated guesthouse rentals in Baltimore

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Guesthouse in Baltimore

4.87 out of 5 average rating, 188 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.

Guesthouse in White Marsh

4.97 out of 5 average rating, 149 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.

Guesthouse in Annapolis

4.91 out of 5 average rating, 222 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.

Guesthouse in Annapolis

4.97 out of 5 average rating, 163 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.

Guesthouse in Catonsville

4.97 out of 5 average rating, 208 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.

Guesthouse in Towson

4.99 out of 5 average rating, 185 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.

Guesthouse in Highland

4.98 out of 5 average rating, 269 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.

Guesthouse in Stevensville

5 out of 5 average rating, 222 reviews

Waterfront Getaway - View of bay from your bed

Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

Guesthouse in Owings Mills

4.95 out of 5 average rating, 133 reviews

Shamrock cabin with hot tub, large yard

Backyard tiny house/guest house fits 2 adults comfortably. Equipped with small kitchenette, queen bed, and private bathroom. Kitchenette has mini fridge, toaster, toaster oven, microwave, Keurig coffee machine, and silverware/dishware. Snack items and assorted k-cups provided. Spacious and fully fenced back yard containing private hot tub, propane grill, and fire pit/propane fire table. Includes Wi-Fi. Sorry, but we do not host long term stays.

Guesthouse in Glen Burnie

4.94 out of 5 average rating, 273 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

Guesthouse in Annapolis

4.99 out of 5 average rating, 113 reviews

Coastal Waterfront 1 Bedroom Cottage

This waterfront cottage is located 2 miles from Historic Downtown Annapolis and the United States Naval Academy, making it easy to plan your visit. It is located right on the South River in a quiet neighborhood. There is a full outdoor seating and patio area with a grill and fire pit. It has a full kitchen, 1 bedroom, washer/dryer and can sleep up to 4 with the pull-out sleeper couch.

Guesthouse in Hampden

4.93 out of 5 average rating, 313 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.

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Popular amenities for Baltimore guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guesthouse in Northwest Washington

4.9 out of 5 average rating, 416 reviews

Ingraham Alley Inn - A Quiet & Cozy Micro House

Guesthouse in Glenwood

4.95 out of 5 average rating, 165 reviews

The Caretaker's Cottage-Historic Roundabout Hills

Guesthouse in Annapolis

4.89 out of 5 average rating, 179 reviews

Annapolis Guesthouse - Completely Separate Space

Guesthouse in Bethesda

4.97 out of 5 average rating, 154 reviews

Hidden Gem in Downtown Bethesda

Guesthouse in Glen Burnie

4.81 out of 5 average rating, 160 reviews

Private 1 bedroom house

Guesthouse in Capitol Hill

4.87 out of 5 average rating, 757 reviews

Cozy Cabin in the City on Cap Hill

Guesthouse in Capitol Hill

4.86 out of 5 average rating, 311 reviews

Historic Carriage House + Parking!

Guesthouse in Stevensville

4.6 out of 5 average rating, 100 reviews

Kent Island Waterfront Cottage

Guest house rentals with a patio

Guesthouse in Northeast Washington

4.99 out of 5 average rating, 142 reviews

Gorgeous Two-Story Guesthouse w/ Free Parking

Guesthouse in Northwest Washington

4.87 out of 5 average rating, 190 reviews

Adorable English Basement on 15th St

Guesthouse in Logan Circle

4.96 out of 5 average rating, 118 reviews

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

Guesthouse in Clarksville

4.88 out of 5 average rating, 24 reviews

Unique guest house spa retreat

Guesthouse in Catonsville

4.97 out of 5 average rating, 34 reviews

Carriage House at Belle Grove

Guesthouse in Mount Airy

4.98 out of 5 average rating, 88 reviews

Treasured Hideaway on the Hill

Guesthouse in Silver Spring

5 out of 5 average rating, 11 reviews

The Little Wooded Casita

Guesthouse in Dayton

4.86 out of 5 average rating, 44 reviews

Cozy Cottage in Dayton

Guest house rentals with a washer and dryer

Guesthouse in Arlington

4.97 out of 5 average rating, 119 reviews

Spacious Guest House 10-15 min to DC

Guesthouse in Northwest Washington

4.96 out of 5 average rating, 163 reviews

Garden Suite

Guesthouse in Southeast Washington

4.95 out of 5 average rating, 279 reviews

Vibrant + Artsy - mins to NavyYard, CapHill, Dtown

Guesthouse in Logan Circle

5 out of 5 average rating, 124 reviews

Two-story Historic Carriage House in Vibrant Area

Guesthouse in Arlington

5 out of 5 average rating, 190 reviews

Private Sunny Cottage with King Bed + Yard / Patio

Guesthouse in Northwest Washington

4.99 out of 5 average rating, 105 reviews

Luxurious 1Bed Carriage House, 1.5 Blocks to Metro

Guesthouse in Rockville

4.96 out of 5 average rating, 142 reviews

Modern Farmhouse Apartment. Close to Metro

Guesthouse in Annapolis

5 out of 5 average rating, 142 reviews

Private Art-Filled Guesthouse near Naval Academy

Quick stats about guesthouse rentals in Baltimore

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

Destinations to explore