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Guesthouse holiday rentals in Baltimore

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Top-rated Guesthouses in Baltimore

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guesthouse in Baltimore

4.87 out of 5 average rating, 202 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 favourite

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.

Guesthouse in Northwest Washington

4.88 out of 5 average rating, 433 reviews

Ingraham Alley Inn - A Quiet & Cozy Micro House

Our microhouse in 16th St Heights is the perfect home base for exploring the city. We're close to Rock Creek Park, the many restaurants and coffee shops of Petworth and Columbia Heights, and just a short bus ride from the downtown tourist sites. 16th St Heights is worthy of a little exploration in its own right, with a fantastic farmers market, beloved local eateries like Moreland’s Tavern and Highlands Café, and miles of forested bike/jogging trails in Rock Creek Park just a short walk away.

Guest favourite

Guesthouse in Annapolis

4.9 out of 5 average rating, 249 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 favourite

Guesthouse in Annapolis

4.97 out of 5 average rating, 172 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 favourite

Guesthouse in Towson

4.99 out of 5 average rating, 209 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 favourite

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.

Guesthouse in Glen Burnie

4.81 out of 5 average rating, 163 reviews

Private 1 bedroom house

Just few miles away from Baltimore downtown, Ft Meade, NSA, Annapolis and Washington DC. Less than 5 miles away from BWI. It is detached one bedroom guest house with bedroom, full bathroom, kitchenette and living space. TV and WiFi !My place is good for couples, solo adventurers, business travelers, and pets. Private entrance, quite street, plenty of parking and close to everything! extra charge if you travel with pet - $25/pet. No parties.

Guest favourite

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 favourite

Guesthouse in Glen Burnie

4.94 out of 5 average rating, 311 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 favourite

Guesthouse in Owings Mills

4.97 out of 5 average rating, 112 reviews

The Garden Studio

Thoughtfully appointed 1 bedroom guesthouse in beautiful Greenspring Valley. Enjoy quiet quarters on an acre of private residential property within 5 minutes of the Baltimore beltway & restaurants, grocers, gas, and services. Close to Stevenson University (2 mi), Towson University (7 mi), convenient to other colleges & universities in the area; and 11 mi to the Inner Harbor. Host available in main house as needed.

Guest favourite

Guesthouse in Hampden

4.92 out of 5 average rating, 331 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.

Holiday rentals for every style

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Popular amenities for Baltimore guesthouses

Free parking on premises

Air conditioning

Family-Friendly guesthouses

Guest favourite

Guesthouse in Reisterstown

5 out of 5 average rating, 74 reviews

Cosy Highmeadow Cottage

Guesthouse in Annapolis

4.89 out of 5 average rating, 188 reviews

Annapolis Guesthouse - Completely Separate Space

Guest favourite

Guesthouse in Annapolis

4.94 out of 5 average rating, 94 reviews

Carriage House near Navy Stadium, parking, pets

Guesthouse in Crofton

4.64 out of 5 average rating, 121 reviews

Central location, Spacious, Private, More for less

Guest favourite

Guesthouse in Crownsville

4.98 out of 5 average rating, 61 reviews

The Studio on the Severn (Waterfront)

Guest favourite

Guesthouse in Severna Park

4.98 out of 5 average rating, 82 reviews

Private Severn Riverfront Guest Cottage

Guesthouse in Stevensville

4.91 out of 5 average rating, 180 reviews

Circa 1700 Chesapeake Colonial Home

Guesthouses with a patio

Guest favourite

Guesthouse in Silver Spring

4.95 out of 5 average rating, 21 reviews

The Little Wooded Casita

Guest favourite

Guesthouse in Millersville

5 out of 5 average rating, 5 reviews

Newly Renovated 2b/1ba Unit

Guest favourite

Guesthouse in Hyattsville

4.93 out of 5 average rating, 29 reviews

New Private Guest House in Historic Area & Near DC

Guesthouse in Silver Spring

4.67 out of 5 average rating, 9 reviews

Enchanting Backyard Tiny House, Bells & Whistles!

Guest favourite

Guesthouse in Downtown Silver Springs

4.91 out of 5 average rating, 45 reviews

Private guesthouse in heart of Silver Spring

Guest favourite

Guesthouse in Northeast Washington

4.96 out of 5 average rating, 90 reviews

DC Treehouse - Charming, private 1-bdrm ADU in DC

Guest favourite

Guesthouse in Dayton

4.88 out of 5 average rating, 52 reviews

Cozy Cottage in Dayton

Guest favourite

Guesthouse in Edgewater

4.99 out of 5 average rating, 86 reviews

1 large room efficiency in detached garage.

Guest house rentals with a washing machine and dryer

Guest favourite

Guesthouse in Northwest Washington

4.96 out of 5 average rating, 47 reviews

2 Bedroom Basement Suite - Rock Creek Park

Guest favourite

Guesthouse in Spencerville

4.84 out of 5 average rating, 25 reviews

Adorable Guesthouse on Historic Farm.

Guest favourite

Guesthouse in Annapolis

5 out of 5 average rating, 154 reviews

Private Art-Filled Guesthouse near Naval Academy

Guest favourite

Guesthouse in Northwest Washington

4.95 out of 5 average rating, 41 reviews

Entire 2-BR DC Guest House with Patio

Guesthouse in Northeast Washington

4.77 out of 5 average rating, 56 reviews

LA MAYA future dream

Guesthouse in Annapolis

New place to stay

Charming Rental in the Heart of Annapolis

Guest favourite

Guesthouse in Arnold

4.91 out of 5 average rating, 23 reviews

Magothy River Bay Cottage

Guesthouse in Annapolis

4.84 out of 5 average rating, 217 reviews

"Cape Saint Claire Hostel"

Quick stats about guesthouse rentals in Baltimore

Total rentals
20 properties
Total number of reviews
1.2K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Local attractions
National Aquarium, Oriole Park at Camden Yards and M&T Bank Stadium

Destinations to explore