Guesthouse holiday rentals in Baltimore

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Top-rated Guesthouses in Baltimore

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Guest favourite

Guesthouse in Annapolis

5 out of 5 average rating, 154 reviews

Private Art-Filled Guesthouse near Naval Academy

Slip under a colorful quilt and get a great night's sleep in a secluded walk-up guesthouse. An intriguing blend of antique curios and Americana populates the room. The result is a comforting space that also has a modern kitchen and updated bathroom. Homeowners on site and available to book your Treetop Getaway! Key code access will be provided. Check in time is 3pm. Check out time is 11am. Contact me via phone or through messages here and I will respond as soon as possible. The guesthouse is in West Annapolis, a residential neighborhood bounded by Weems Creek and the Severn River. It's close to downtown, the Naval Academy, and the Stadium. Quaint shops and restaurants are just around the corner.

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.

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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.

Superhost

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 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 Annapolis

4.97 out of 5 average rating, 216 reviews

RECENTLY RENOVATED Cottage Near Downtown Annapolis

Recently renovated (Feb. 2021) one bedroom Guesthouse with fully equipped kitchen, new king sized bed with premium Saatva mattress, full bathroom and large living room in a quiet neighborhood near the South River, Quiet Waters Park and downtown historic Annapolis. We employ professional cleaning services between each guest stay.

Holiday rentals for every style

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Popular amenities for Baltimore guesthouses

Kitchen

Wi-Fi

Pool

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

Guest favourite

Guesthouse in Annapolis

4.94 out of 5 average rating, 94 reviews

Carriage House near Navy Stadium, parking, pets

Superhost

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

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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

Guest favourite

Guesthouse in Arnold

4.88 out of 5 average rating, 16 reviews

Adorable 1 BR guest house with water views, deck

Guest favourite

Guesthouse in Northwest Washington

4.95 out of 5 average rating, 41 reviews

Entire 2-BR DC Guest House with Patio

Guest favourite

Guesthouse in Downtown Silver Springs

4.91 out of 5 average rating, 45 reviews

Private guesthouse in heart of Silver Spring

Superhost

Guesthouse in Annapolis

New place to stay

Charming Rental in the Heart of Annapolis

Guest favourite

Guesthouse in Northeast Washington

4.96 out of 5 average rating, 90 reviews

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

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Guest house rentals with a washing machine and dryer

Guest favourite

Guesthouse in Northwest Washington

5 out of 5 average rating, 25 reviews

AU Park/Little House

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.

Superhost

Guesthouse in Baltimore

4.87 out of 5 average rating, 202 reviews

Woodberry Studio Retreat

Superhost

Guesthouse in Northeast Washington

4.77 out of 5 average rating, 56 reviews

LA MAYA future dream

Guest favourite

Guesthouse in Arnold

4.91 out of 5 average rating, 23 reviews

Magothy River Bay Cottage

Superhost

Guesthouse in Silver Spring

4.83 out of 5 average rating, 80 reviews

Guest Home in Silver Spring near ARL and FDA

Guest favourite

Guesthouse in Northwest Washington

4.96 out of 5 average rating, 178 reviews

Garden Suite

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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

Guesthouse holiday rentals in Baltimore

Top-rated Guesthouses in Baltimore

Holiday rentals for every style

Apartments

Houses

Hotels

Popular amenities for Baltimore guesthouses

Family-Friendly guesthouses

Guesthouse in Reisterstown

Guesthouse in Annapolis

Guesthouse in Crofton

Guesthouse in Crownsville

Guesthouse in Severna Park

Guesthouses with a patio

Guesthouse in Silver Spring

Guesthouse in Millersville

Guesthouse in Hyattsville

Guesthouse in Arnold

Guesthouse in Northwest Washington

Guesthouse in Downtown Silver Springs

Guesthouse in Annapolis

Guesthouse in Northeast Washington

Guest house rentals with a washing machine and dryer

Guesthouse in Northwest Washington

Guesthouse in Northwest Washington

Guesthouse in Spencerville

Guesthouse in Baltimore

Guesthouse in Northeast Washington

Guesthouse in Arnold

Guesthouse in Silver Spring

Guesthouse in Northwest Washington

Quick stats about guesthouse rentals in Baltimore

Total rentals

Total number of reviews

Rentals with dedicated workspaces

Wi-Fi availability

Popular amenities

Local attractions

Destinations to explore