
Guest house holiday rentals in Baltimore
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Top-rated guest house rentals in Baltimore
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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.

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.

Cozy Historic Guest House
Located in the heart of Old Ellicott City! This studio is warm, cozy and decorated with almost all vintage furnishings to pay tribute to the 1800s home. The space offers a well stocked bedroom, full bathroom and kitchenette. Relax on the patio or walk to the many cafes and shops on Main Street. Parking is included. The home is built into a hill so you will need to walk up a series of steps & stoned in the back from the parking area to enter. Due to this our home may not be ideal for everyone.

DC Treehouse - Charming, private 1-bdrm ADU in DC
Come to DC to work or play but stay here to relax. DC can be a busy, loud, fast-moving city at times, but the space we've cultivated here is a tranquil escape from the commotion without having to leave the city. This private 1 bedroom accessory dwelling unit has a full bathroom, full kitchen, laundry machines, desk/workspace, dining table, and small porch with table and chairs for a morning cup of coffee or evening cocktail surrounded by trees. We're hosts focused on hospitality, join us!

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.

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.

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.

Waterfront-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.

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.

Garden View, a spacious 1 bedroom with loft.
Relax and unwind at this peaceful and charming retreat, nestled in a quiet neighborhood. Located just minutes from Route 50, I-95, and Downtown Annapolis, Garden View is ideally situated for exploring Naval Academy sports, the Renaissance Festival, Boat Shows, and golf at The Preserve. If you prefer staying in, the fully equipped kitchen and free Wi-Fi make it easy to work or cook from the comfort of your space.

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.

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.
Popular amenities for guest house rentals in Baltimore
Family-friendly guest house rentals

Luxury Independent Private Apartment And Parking

Private Cottage on gated estate

Vibrant + Artsy - mins to NavyYard, CapHill, Dtown

Walk to museums and restaurants. Free Parking.

Nautical Charm and Relaxing Waterview!

Private Guesthouse | 7-acres | Near wedding venues

Hues of Blue - Waterfront

Renovated Basement with Private Entrance
Guest house rentals with a patio

The Loft @ Point Pleasant w/ Fire Pit- near BWI

Lovely one bedroom w/a fireplace & outdoor space

“LOVE SHACK” alley guesthouse in DC’s HOTTEST AREA

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

Little Green Guesthouse

Historic Meets Modern | Sauna &Kayak Access

Adorable English Basement on 15th St

The Cottage at Merryland Farm
Guest house rentals with a washing machine and dryer

Private Art-Filled Guesthouse near Naval Academy

Annapolis Guesthouse - Completely Separate Space

Beautiful New Apartment Surrounded by Nature

Carriage House near Navy Stadium, parking, pets

"L'auberge du Cape Saint Claire"

Spacious Guest House 10-15 min to DC

Garden Suite

Private Sunny Cottage with King Bed + Yard / Patio
When is the best time to visit Baltimore?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $101 SGD | $109 SGD | $109 SGD | $109 SGD | $109 SGD | $115 SGD | $105 SGD | $107 SGD | $102 SGD | $111 SGD | $102 SGD | $111 SGD |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 26°C | 25°C | 21°C | 14°C | 8°C | 4°C |
Quick stats about guest house rentals in Baltimore

Total holiday rentals
Explore 20 holiday rentals in Baltimore

Nightly prices starting at
Baltimore holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 1,120 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Baltimore holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Baltimore rentals

Nearby attractions
Baltimore’s top spots include M&T Bank Stadium, Oriole Park at Camden Yards and Patterson Park
Destinations to explore
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- Georgetown University
- Walter E Washington Convention Center
- National Mall
- The White House
- M&T Bank Stadium
- Nationals Park
- District Wharf
- Baltimore Convention Center
- National Museum of Natural History
- Capital One Arena
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Arlington National Cemetery
- Georgetown Waterfront Park
- Sandy Point State Park
- Howard University
- Betterton Beach
- Washington Monument
- National Harbor
- Johns Hopkins University
- Patterson Park
- The Anthem
- Smithsonian American Art Museum
- CFG Bank Arena
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