Guesthouse vacation rentals in Baltimore

A charming guesthouse exterior is showcased, featuring multiple entrances with glass doors. A staircase leads to the upper level. Two shaded seating areas adorned with potted plants and a clock are visible in a well-kept outdoor space, enhancing the inviting environment.

5 out of 5 average rating, 171 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.

4.89 out of 5 average rating, 260 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

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.

4.95 out of 5 average rating, 206 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 Ellicott City

The bedroom features a spacious bed adorned with a patterned blanket and decorative pillows. A circular area rug adds warmth to the space. Surrounding wall art complements the vintage aesthetic, while table lamps provide soft lighting. A rocking chair and another seating option are positioned nearby.

4.93 out of 5 average rating, 107 reviews

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.

4.98 out of 5 average rating, 297 reviews

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.

Guesthouse in Brookland

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.

4.9 out of 5 average rating, 354 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.

4.95 out of 5 average rating, 205 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.

4.98 out of 5 average rating, 310 reviews

A wooden table is set with a bottle of Walnut Crest Cabernet Sauvignon and two etched wine glasses. A red apple rests in a dark, leather-like bowl, with a serene backdrop of green foliage visible through a screened window.

Guesthouse in Highland

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 (weather permitting) and adjacent walking trails.

4.99 out of 5 average rating, 304 reviews

A charming stone cottage features a red front door with black shutters framing the windows. A friendly dog stands on the stone path, surrounded by lush greenery. The staircase leading to the studio is visible on the right side, along with decorative elements of the owner's residence.

Guesthouse in Towson

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.

Guesthouse in Owings Mills

A bright living area is presented, featuring a grey sofa adjacent to a rich brown ottoman. A small kitchenette is visible with a stove and refrigerator, complemented by open shelving. Natural light enters through a skylight and windows adorned with blinds. A doorway leads to a bathroom.

4.96 out of 5 average rating, 142 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 spiral staircase leads to a lofted sleeping area in a well-lit living space. Warm wood tones are present in the furniture and flooring. A small kitchen area is visible, along with a dining table set for four. Lighting fixtures enhance the modern feel.

4.99 out of 5 average rating, 161 reviews

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.

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.

5 out of 5 average rating, 216 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.

Popular amenities for Baltimore guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guesthouse in Takoma Park

The entrance features a vibrant yellow door contrasting with a gray exterior. The door is flanked by two windows with decorative glass. A wooden ramp leads up to the door, providing accessible entry into the rental space.

4.94 out of 5 average rating, 192 reviews

Private, above-ground studio

Guesthouse in Dupont Circle

The exterior of a small converted garage features a vibrant mural that spells 'LOVE' in bold, colorful letters. The structure is adorned with modern lighting, while a parked car is visible nearby, located within an urban setting surrounded by contemporary buildings.

4.85 out of 5 average rating, 110 reviews

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

4.95 out of 5 average rating, 151 reviews

A bright and airy bedroom features a spacious bed with a white quilt and an accent pillow. Natural light filters through two windows, illuminating the wood floor. A small dining table with chairs and a wall-mounted air conditioner add functionality to the cozy space.

Guesthouse in Woodbine

Garden Cottage

4.97 out of 5 average rating, 252 reviews

A loft bedroom features a queen-sized bed adorned with navy bedding and floral accents. Natural light enters through a skylight and a window, illuminating the room. A wooden dresser, a TV, and a small dining table with chairs create a functional living space.

Guesthouse in Arlington

Spacious Guest House 10-15 min to DC

4.97 out of 5 average rating, 226 reviews

The charming exterior of a white cottage is displayed, featuring a prominent front door framed by a small porch and two large windows. A landscaped garden with colorful flowers and greenery surrounds the entrance, complemented by a stone pathway and decorative gravel.

Guesthouse in Arlington

The Little House

Guesthouse in Capitol Hill

The open-layout kitchen and living area features modern appliances, including a stainless steel refrigerator and stove. Natural light floods in through a skylight, highlighting a cozy seating area with a blue sofa and decorative furniture. A dining table with pink chairs is also present.

4.98 out of 5 average rating, 152 reviews

Capitol Hill Carriage House

Guesthouse in Stevensville

The image captures a serene evening scene by the pool with a view of the setting sun over the water. Sunlight filters through trees, creating a warm glow. Poolside lounge chairs are visible, along with a clear pool reflecting the colorful sky.

4.99 out of 5 average rating, 349 reviews

Waterfront-View of Bay from your Bed

A spacious bedroom features a large bed with white bedding, positioned near a set of windows offering views of the outdoors. A small dining table with two chairs is placed to one side, and a modern lamp sits on a nightstand beside the bed.

4.88 out of 5 average rating, 209 reviews

Beautiful Private carriage house bedroom AUPark.

Guest house rentals with a patio

Guesthouse in Glen Burnie

5 out of 5 average rating, 17 reviews

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

An inviting living area features a white brick fireplace, providing warmth and focus. Two brown armchairs are positioned around a round table with decorative items. A doorway leads to a bright bedroom, illuminated by natural light, enhancing the cozy atmosphere of the space.

4.93 out of 5 average rating, 113 reviews

Lovely one bedroom w/a fireplace & outdoor space

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, 71 reviews

Private Guest House in Historic Area & Near DC

The living area features a comfortable blue sofa accompanied by a vibrant orange armchair. A glass coffee table sits atop a patterned rug. Artwork adorns the walls, and soft lighting enhances the inviting atmosphere. A modern kitchen with stainless steel appliances is visible in the background.

4.96 out of 5 average rating, 76 reviews

Entire 2-BR house with a padio

5 out of 5 average rating, 18 reviews

Guesthouse in Brookland

English Basement | Sleep 7 · Park Free + EV Charge

4.95 out of 5 average rating, 131 reviews

A two-story accessory dwelling unit features a combination of brick and siding exterior, with large windows allowing natural light. A set of stairs leads to the entrance, and the surrounding area is shaded by trees, contributing to a tranquil outdoor setting.

Guesthouse in Brookland

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

5 out of 5 average rating, 29 reviews

A charming cottage is set on a spacious lawn, framed by trees. The white exterior features traditional shutters and a welcoming front porch. Nearby, a white picket fence adds to the rural character, with the warm glow of sunset creating a serene backdrop.

Guesthouse in Hydes

The Cottage at Merryland Farm

4.96 out of 5 average rating, 26 reviews

Guesthouse in Baltimore

Ruscincy’s Rest in Historic Arcadia-Beverly Hills

Guest house rentals with a washer and dryer

The exterior of the remodeled guest cottage is shown, featuring a brick façade with two symmetrical entries. Each entry is framed by white columns and topped with a maroon awning. Large windows with white trim offer views into the interior, while a gravel parking area is visible in the foreground.

4.92 out of 5 average rating, 126 reviews

Private Cottage on gated estate

A modern kitchen area is displayed, featuring light cabinetry and sleek stainless-steel appliances. A dining table with two stools is positioned in front of the kitchen, complemented by a potted plant. Natural light illuminates the open space, highlighting the wood flooring and inviting design.

4.87 out of 5 average rating, 214 reviews

Annapolis Guesthouse - Completely Separate Space

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.

4.98 out of 5 average rating, 117 reviews

Luxurious 1Bed Carriage House, 1.5 Blocks to Metro

Guesthouse in Stevensville

An open living space features a light-colored sofa beside a round coffee table on a patterned rug. A well-equipped kitchen is visible in the background, complemented by modern appliances and ample cabinetry. Natural light filters through the windows adorned with wooden blinds.

5 out of 5 average rating, 58 reviews

Private | Near BayBridge | Wedding Venue Proximity

The exterior of a charming carriage house apartment is presented, featuring a well-maintained garden, stone pathway, and illuminated by string lights. Two adirondack chairs and a fire pit enhance the inviting outdoor space, with lush grass and mature trees providing a natural backdrop.

4.95 out of 5 average rating, 117 reviews

Carriage House near Navy Stadium, parking, pets

Superhost

A single-story home is positioned at the end of a paved driveway, surrounded by greenery. The exterior features a brown roof, light-colored siding, and multiple windows. A white bench is located in front of the house, offering a place to relax in the garden-like setting.

Guesthouse in Cape St. Claire

4.84 out of 5 average rating, 229 reviews

"The Cape Saint Claire Inn"

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, 209 reviews

Garden Suite

Superhost

The entrance features double French doors that open into a well-lit microhouse. A welcome mat is positioned at the threshold, while a small decorative statue stands nearby. Inside, a modern seating area is visible, accompanied by a central area rug that provides warmth to the wooden floor.