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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.

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 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 Annapolis

4.99 out of 5 average rating, 143 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.

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.

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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Convenient locations with everyday essentials

Hotels

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Popular amenities for Baltimore guesthouses

Free parking on premises

Air conditioning

Family-Friendly guesthouses

Guest favourite

Guesthouse in Bethesda

4.97 out of 5 average rating, 163 reviews

Hidden Gem in Downtown Bethesda

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

Guest favourite

Guesthouse in Galesville

4.95 out of 5 average rating, 169 reviews

Nautical Charm and relaxing waterview!

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)

Guesthouse in Stevensville

4.62 out of 5 average rating, 113 reviews

Kent Island Waterfront Cottage

Guest favourite

Guesthouse in Capitol Hill

4.86 out of 5 average rating, 339 reviews

Historic Carriage House + Parking!

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 Hyattsville

4.93 out of 5 average rating, 29 reviews

New Private Guest House in Historic Area & Near DC

Guest favourite

Guesthouse in Logan Circle

4.96 out of 5 average rating, 159 reviews

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

Guest favourite

Guesthouse in Northeast Washington

4.99 out of 5 average rating, 183 reviews

Gorgeous Two-Story Guesthouse w/ Driveway & W/D

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 Northwest Washington

4.88 out of 5 average rating, 213 reviews

Adorable English Basement on 15th St

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 Capitol Hill

4.9 out of 5 average rating, 151 reviews

Historic Carriage House on Capitol Hill w/Parking

Guest favourite

Guesthouse in Del Ray

5 out of 5 average rating, 204 reviews

Sunny, Stylish Carriage House with a View

Guest favourite

Guesthouse in Annapolis

5 out of 5 average rating, 154 reviews

Private Art-Filled Guesthouse near Naval Academy

Guesthouse in Northwest Washington

4.85 out of 5 average rating, 204 reviews

Fresh Motif • Guest Suite of Historic Row House

Guest favourite

Guesthouse in Annapolis

4.87 out of 5 average rating, 89 reviews

Chesapeake Bay Retreat: Couples' Getaway

Guest favourite

Guesthouse in Arlington

5 out of 5 average rating, 200 reviews

Private Sunny Cottage with King Bed + Yard / Patio

Guest favourite

Guesthouse in Hanover

5 out of 5 average rating, 14 reviews

New spacious private guest suite

Guest favourite

Guesthouse in Dupont Circle

4.99 out of 5 average rating, 166 reviews

Carriage House Studio in the Heart of DC

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