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 Northeast Washington

4.99 out of 5 average rating, 183 reviews

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

This spacious cottage is the perfect home base for families, couples, or professionals exploring DC. Start the day with breakfast made in a fully stocked chef's kitchen. Take a short walk to the Rhode Island Ave metro (Red Line), Catholic University, trendy Brookland restaurants, breweries, yoga studio, and grocery store. Rent a bike from Capital Bikeshare and hop on the nearby Metropolitan Bike Trail. At night, relax with a glass of wine around a cozy fire pit table on our cobblestone patio.

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 Capitol Hill

4.98 out of 5 average rating, 176 reviews

Modern Capitol Hill East guest house

Our stunning, newly-renovated modern guest house is the perfect place to stay in Washington, whether you're here to see the monuments or for meetings on Capitol Hill. The house is tucked into a quiet, lovely neighborhood while also being close to the action: You can easily walk to the U.S. Capitol, the Supreme Court, Eastern Market, RFK Stadium and Barracks Row, where you'll find some of the best restaurants in the city. It's also a short walk to the Potomac Avenue metro station.

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.

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.

Superhost

Guesthouse in Northwest Washington

4.85 out of 5 average rating, 204 reviews

Fresh Motif • Guest Suite of Historic Row House

The space embodies a simple, clutter free design with a light cool color palette, moody lights and a modern kitchen. #ambiance - located one block from restaurants, bars, liquor store and bodega - free street parking - located in a charming, quiet neighborhood, but still within walking distance to entertainment districts *note we have upgraded the couch to a brand new article pull out.

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.

Guest favourite

Guesthouse in Arlington

4.96 out of 5 average rating, 156 reviews

Spacious Guest House 10-15 min to DC

Renovated loft apartment in quiet setting with FREE street parking available nearby and public transportation, restaurants, groceries, and Capital Bike Share 1 block away. 10-15 min drive to DC! Ideal for families, vacation or business—Metro stop (Orange Line) is a 12 min. walk (0.9 miles) through a quiet neighborhood.

Guest favourite

Guesthouse in Bethesda

4.97 out of 5 average rating, 163 reviews

Hidden Gem in Downtown Bethesda

Secluded, private guest house surrounded by trees in downtown Bethesda (approximately 0.7 miles from Bethesda Ave). Two floors including kitchenette and dining area, bedroom and full bathroom. Walking distance to downtown shops and restaurants, Capital Crescent Trail, Metro, and NIH!

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Baltimore guesthouses

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

Guesthouse in Capitol Hill

4.98 out of 5 average rating, 184 reviews

*Luxurious Carriage House *Parking *Mins. to All

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)

Superhost

Guesthouse in Stevensville

4.62 out of 5 average rating, 113 reviews

Kent Island Waterfront Cottage

Superhost

Guesthouse in Glen Burnie

4.81 out of 5 average rating, 163 reviews

Private 1 bedroom house

Guest favourite

Guesthouse in Capitol Hill

4.86 out of 5 average rating, 339 reviews

Historic Carriage House + Parking!

Guest favourite

Guesthouse in Glenwood

4.95 out of 5 average rating, 177 reviews

The Caretaker's Cottage-Historic Roundabout Hills

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Guesthouses with a patio

Guest favourite

Guesthouse in Chester

5 out of 5 average rating, 52 reviews

Waterfront Guest Cottage: Sunsets, Pool, Pier

Superhost

Guesthouse in Bethesda

4.86 out of 5 average rating, 51 reviews

Nutrition Library Suite, Bethesda NIH Neighborhood

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 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 Catonsville

4.97 out of 5 average rating, 232 reviews

Fox Cottage *Pet Friendly*

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

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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 Annapolis

4.9 out of 5 average rating, 249 reviews

Calico Cottage Guest House, king bed, free parking

Superhost

Guesthouse in Mt. Washington

4.83 out of 5 average rating, 188 reviews

Cottage in beautiful Mount Washington

Guest favourite

Guesthouse in Northwest Washington

4.96 out of 5 average rating, 178 reviews

Garden Suite

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 Riva

4.99 out of 5 average rating, 327 reviews

The Riva House

Guest favourite

Guesthouse in Dupont Circle

4.99 out of 5 average rating, 166 reviews

Carriage House Studio in the Heart of DC

Guest favourite

Guesthouse in Northwest Washington

4.91 out of 5 average rating, 170 reviews

English Basement in Renovated 110 y/o Row Home!

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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

Houses

Apartments

Hotels

Popular amenities for Baltimore guesthouses

Family-Friendly guesthouses

Guesthouse in Capitol Hill

Guesthouse in Annapolis

Guesthouse in Crofton

Guesthouse in Crownsville

Guesthouse in Stevensville

Guesthouse in Glen Burnie

Guesthouse in Capitol Hill

Guesthouse in Glenwood

Guesthouses with a patio

Guesthouse in Chester

Guesthouse in Bethesda

Guesthouse in Logan Circle

Guesthouse in Downtown Silver Springs

Guesthouse in Northeast Washington

Guesthouse in Catonsville

Guesthouse in Dayton

Guesthouse in Northwest Washington

Guest house rentals with a washing machine and dryer

Guesthouse in Capitol Hill

Guesthouse in Annapolis

Guesthouse in Mt. Washington

Guesthouse in Northwest Washington

Guesthouse in Arlington

Guesthouse in Riva

Guesthouse in Dupont Circle

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