Guesthouse vacation rentals in Baltimore

A modern kitchen area showcases a wooden countertop with two stools, complemented by a colorful floral arrangement. In the background, a cozy sleeping area features a quilted bedspread. Natural light streams through multiple windows, illuminating the space.

5 out of 5 average rating, 156 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.

4.95 out of 5 average rating, 181 reviews

The main living area features exposed wooden beams above and a cozy sofa adorned with decorative pillows. A small dining table with chairs is positioned near a window, and a charming side table displays a decorative item. Natural light fills the space, enhancing its inviting atmosphere.

Guesthouse in Glenwood

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 Northeast Washington

An open dining and living area is showcased, featuring a modern white dining table with grey chairs. A large sectional sofa provides seating, accompanied by a television mounted on the wall. Natural light filters through the window, enhancing the airy ambiance of the space.

4.99 out of 5 average rating, 206 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.

The entrance of the guest cottage is framed by a charming picket fence, featuring a blue door and a welcoming porch. A small table with two chairs and an umbrella is situated on a wooden deck, surrounded by lush greenery.

4.91 out of 5 average rating, 266 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.

The image illustrates a charming tiny home nestled among trees, featuring a spacious bluestone patio with outdoor seating and a fire pit. In the background, a gas grill is positioned nearby. Lush green grass surrounds the area, creating a serene and inviting setting.

4.97 out of 5 average rating, 174 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.

Guesthouse in Glen Burnie

A private outdoor seating area is framed by a tree, featuring a glass table and two chairs. The patio is surrounded by greenery, and the sliding doors of the guest house are visible in the background, providing a connection to the interior.

4.8 out of 5 average rating, 169 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.

Guesthouse in Glen Burnie

A wooden pier stretches into the water, flanked by lush greenery. A rainbow arcs above the serene landscape, with gentle waves lapping at the edge of the sandy shore. Trees and homes line the distant banks, completing the tranquil waterfront scene.

4.94 out of 5 average rating, 324 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

Guesthouse in Owings Mills

4.97 out of 5 average rating, 114 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.

A modern living area features a neutral color palette with a cozy couch and two sleek chairs positioned around a small blue coffee table. Textured walls and a patterned accent wall add visual interest, while soft lighting enhances the welcoming ambiance.

4.85 out of 5 average rating, 208 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.

An aerial view captures the waterfront cottage situated on the South River. The property is surrounded by water and greenery, featuring a manicured lawn with a patio area. A private dock is visible, leading from the house to the water, alongside a pool nestled within the landscaping.

4.99 out of 5 average rating, 154 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.

A spacious living area features a large leather sofa facing a flat-screen TV and a coffee table. A decorative guitar rests beside the couch. A bar stool adds seating, while a window introduces natural light, highlighting the contemporary decor.

4.97 out of 5 average rating, 222 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.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Baltimore guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guesthouse in Reisterstown

5 out of 5 average rating, 74 reviews

Cosy Highmeadow Cottage

4.98 out of 5 average rating, 281 reviews

Guesthouse in Highland

Woodland Retreat

4.88 out of 5 average rating, 191 reviews

Annapolis Guesthouse - Completely Separate Space

A bright living area features a yellow sofa paired with a textured area rug. A mounted television is positioned nearby, and double glass doors lead to an outdoor space. A wooden ladder ascends to the loft above, enhancing the room's vertical space.

4.88 out of 5 average rating, 437 reviews

Ingraham Alley Inn - A Quiet & Cozy Micro House

A charming outdoor space showcases a fire pit surrounded by four Adirondack chairs in red and white. A hanging chair adds an inviting touch. Soft garden lights illuminate the area, while lush greenery and potted flowers complete the tranquil setting.

4.94 out of 5 average rating, 98 reviews

Carriage House near Navy Stadium, parking, pets

Guesthouse in Crownsville

A waterfront deck offers expansive views of the serene Severn River at sunset, with vibrant orange and pink hues reflecting on the water. Sturdy trees frame the scene, and multiple boat docks are visible along the shoreline.

4.98 out of 5 average rating, 64 reviews

The Studio on the Severn (Waterfront)

Guesthouse in Stevensville

4.62 out of 5 average rating, 113 reviews

Kent Island Waterfront Cottage

Guesthouse in Severna Park

A welcoming entryway features a vintage mirror and a decorative wall grid displaying colorful cups and utensils. A trash bin is placed discreetly nearby, while a textured welcome mat greets guests. Natural light filters in through wooden slats, enhancing the warm ambiance.

4.98 out of 5 average rating, 83 reviews

Private Severn Riverfront Guest Cottage

Show all

Guest house rentals with a patio

5 out of 5 average rating, 53 reviews

An outdoor dining area features a round table with four chairs, illuminated by string lights. A view of lush green grass and a scenic waterfront is visible at sunset, with the sun casting warm hues across the sky, enhancing the tranquil atmosphere.

Guesthouse in Chester

Waterfront Guest Cottage: Sunsets, Pool, Pier

Guesthouse in Silver Spring

A cozy living area features a wooden accent wall and large windows that provide natural light. A gray sofa and two vibrant orange chairs are arranged around a round coffee table, complemented by a textured area rug. A view of the pool area is visible through the glass doors.

4.96 out of 5 average rating, 24 reviews

The Little Wooded Casita

4.88 out of 5 average rating, 16 reviews

A cozy living area features two comfortable seating options: a blue sofa and a red armchair. A modern coffee table sits on a patterned rug. Natural light floods the space through sliding glass doors, which provide access to a balcony and scenic views of the surroundings.

Guesthouse in Arnold

Adorable 1 BR guest house with water views, deck

Guesthouse in Logan Circle

4.95 out of 5 average rating, 185 reviews

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

Guesthouse in Downtown Silver Springs

The exterior of a guesthouse is shown, featuring a light green stucco facade and a sliding glass door framed by white panes. The area is paved with slate stones, and greenery is visible nearby, providing a natural touch.

4.91 out of 5 average rating, 47 reviews

Private guesthouse in heart of Silver Spring

5 out of 5 average rating, 13 reviews

Charming Rental in the Heart of Annapolis

5 out of 5 average rating, 15 reviews

A screened-in porch is furnished with four black wicker chairs and a glass coffee table. Natural light fills the space, highlighting the cozy seating arrangement. A potted plant adds a touch of greenery, creating an inviting area for relaxation.

Guesthouse in Wheaton

Modern Cozy Silver Spring Getaway - Close to DC

Guesthouse in Catonsville

An outdoor seating area features two vibrant red chairs placed on a mulch bed. A small table stands between the chairs, surrounded by greenery and decorative plants. A bright red door provides an inviting entrance, while a vintage wrought iron fence encloses the area for privacy.

4.97 out of 5 average rating, 249 reviews

Fox Cottage *Pet Friendly*

Show all

Guest house rentals with a washer and dryer

A spacious living area features a comfortable sectional sofa, a wooden coffee table, and a rustic dining table surrounded by white chairs. A modern kitchen with light cabinetry and stainless-steel appliances is visible. Natural light floods through large windows, enhancing the open layout.

4.96 out of 5 average rating, 50 reviews

2 Bedroom Basement Suite - Rock Creek Park

Guesthouse in Hyattsville

A modern guest house is depicted, showcasing light gray siding and a two-car garage below. A small tree sits in the foreground, while a balcony with black railings is visible on the upper level. Lush green grass surrounds the property.

4.94 out of 5 average rating, 31 reviews

New Private Guest House in Historic Area & Near DC

4.87 out of 5 average rating, 206 reviews

An open floor plan showcases a spacious living area with two gray sofas and a brown chair placed on a dark area rug. A kitchenette is visible in the background, complemented by bar stools. Natural light enters through multiple windows, illuminating the space.

Guesthouse in Baltimore

Woodberry Studio Retreat

An open living space features large windows that fill the area with natural light. A circular dining table is surrounded by modern chairs, while a comfortable sofa sits adjacent, inviting relaxation. Decorative plants and colorful arrangements enhance the contemporary decor.

4.99 out of 5 average rating, 112 reviews

Luxurious 1Bed Carriage House, 1.5 Blocks to Metro

Guesthouse in Stevensville

5 out of 5 average rating, 26 reviews

Kozy Kottage•King Bed•Near Wedding Venues & USNA

The exterior of the guesthouse showcases a modern design, with a combination of dark siding and wooden accents. A spacious balcony is visible on the upper level, while the ground level features a covered parking area. The entrance is highlighted by large, light-colored doors.

4.25 out of 5 average rating, 8 reviews

DC Garden House - Modern 4 person unit near Metro

A spacious living area is adorned with large windows allowing natural light. Comfortable seating includes a floral-patterned sofa, armchairs, and a coffee table. A cozy bed is visible through an opening, complemented by soft drapes that frame the garden view.

4.96 out of 5 average rating, 182 reviews

Garden Suite