Guesthouse holiday rentals in Baltimore

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, 108 reviews

Lovely one bedroom w/a fireplace & outdoor space

Unwind with the whole family in this stylish& serene retreat.location is unbeatable! Just steps from the RedLine train & multiple bus routes, getting around is effortless. Nearby, you’ll find Whole Foods, Wegmans, CVS, Target, a library, parks & great restaurants.This beautifully renovated apt is entirely private & sleeps 3, featuring a cozy bedroom with queen bed & a comfortable sofa bed. Enjoy a private entrance and an outdoor patio, perfect for relaxing. near Georgetown, national mall & more.

4.89 out of 5 average rating, 253 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, 203 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.

4.92 out of 5 average rating, 97 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.

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.

4.88 out of 5 average rating, 455 reviews

Ingraham Alley Inn - A Quiet & Cozy Micro House

Our microhouse in 16th St Heights is the perfect home base for exploring the city. We're close to Rock Creek Park, the many restaurants and coffee shops of Petworth and Columbia Heights, and just a short bus ride from the downtown tourist sites. 16th St Heights is worthy of a little exploration in its own right, with a fantastic farmers market, beloved local eateries like Moreland’s Tavern and Highlands Café, and miles of forested bike/jogging trails in Rock Creek Park just a short walk away.

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, 116 reviews

Carriage House near Navy Stadium, parking, pets

Close to downtown. Free parking. 🐶 Quick walk to Navy Stadium, 1.2 mile walk to downtown Annapolis and Academy, 30 min to Baltimore and 45 min to Washington DC. Immaculate private space. Safely tucked away a charming carriage house apartment in private backyard - 2 br, family room, well equipped kitchen and sparkling clean shower and bath. Pets welcomed but must be approved in advance +$50 pet fee. Note - 7 night min. during USNA Commissioning Week. 2 night minimum preferred on weekends.

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, 343 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, 201 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.

4.99 out of 5 average rating, 297 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, 137 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, 156 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.

4.92 out of 5 average rating, 412 reviews

A light-filled space features a cozy seating area with a modern chair, a small round table, and a wood cabinet. A bookshelf divides the room, displaying a variety of colorful books alongside woven baskets. Plants add a touch of greenery against the neutral backdrop.

Guesthouse in Hampden

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 Baltimore guesthouses

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

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, 124 reviews

Private Cottage on gated estate

4.95 out of 5 average rating, 143 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

4.98 out of 5 average rating, 292 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

4.94 out of 5 average rating, 127 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

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.

4.97 out of 5 average rating, 203 reviews

Garden Suite

4.99 out of 5 average rating, 162 reviews

The exterior features a clean facade with light-colored siding and a white door, complemented by a window with dark shutters. A small garden area is present beneath the window, accentuated by green plants and decorative elements. The well-maintained lawn adds to the overall appeal.

Guesthouse in Edgewater

1 large room efficiency in detached garage.

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, 205 reviews

Coastal Waterfront 1 Bedroom Cottage

Guesthouse in Dupont Circle

The studio features a queen-sized bed with a light-colored coverlet, complemented by a cozy lounge chair. A kitchenette with modern appliances, including a refrigerator and microwave, is visible in the corner. A small dining setup, a television, and natural light from nearby windows enhance the inviting atmosphere.

4.98 out of 5 average rating, 244 reviews

Carriage House Studio in the Heart of DC

Guesthouses with a patio

Guesthouse in Glen Burnie

5 out of 5 average rating, 13 reviews

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

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, 67 reviews

Private Guest House in Historic Area & Near DC

5 out of 5 average rating, 19 reviews

Guesthouse in Baltimore

Historic Meets Modern | Sauna &Kayak Access

A leather couch is positioned against a light blue wall, adorned with decorative pillows and a colorful throw. A rustic wall decor piece is displayed above. A wooden table holds a tray featuring candles and a vase of pink flowers, creating a welcoming living area.

5 out of 5 average rating, 40 reviews

Guesthouse on The Weems Creek

5 out of 5 average rating, 27 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

4.95 out of 5 average rating, 21 reviews

Guesthouse in Baltimore

Ruscincy’s Rest in Historic Arcadia-Beverly Hills

4.97 out of 5 average rating, 35 reviews

Walk to City Dock & USNA | Designer Eastport Home

Guesthouse in Clarksville

Delicate pink flowers bloom in the foreground, surrounded by lush greenery. In the background, a charming house with a sloped roof and a white balcony is nestled among the trees, creating a serene natural environment.

4.91 out of 5 average rating, 127 reviews

Private _ Cozy & peaceful

Guest house rentals with a washing machine and dryer

An open and airy living space features a modern kitchen with a white countertop and three bar stools. A gray sofa is positioned near a light-filled entryway, complemented by two green chairs and a dining table. A decorative area rug adds warmth.

5 out of 5 average rating, 51 reviews

AU Park/Little House

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.

4.98 out of 5 average rating, 81 reviews

2 Bedroom Basement Suite - Rock Creek Park

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, 170 reviews

Private Art-Filled Guesthouse near Naval Academy

A bright studio features a fully equipped kitchen with modern appliances, including a stove and microwave. Natural light floods the space through two large windows adorned with light curtains, while an inviting seating area includes a chaise lounge and a small accent table.

5 out of 5 average rating, 40 reviews

Sunny, Private Studio Apartment

Superhost

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, 211 reviews

Annapolis Guesthouse - Completely Separate Space

A newly constructed guesthouse is depicted, featuring a light-colored exterior and a gabled roof. Lush trees with autumn foliage provide warmth around the property. A stone path leads to the entrance, framed by a neatly landscaped yard and a wooden fence for privacy.

5 out of 5 average rating, 80 reviews

Eastport Gem ~ Walk to Downtown Annapolis

Guesthouse in Stevensville

5 out of 5 average rating, 10 reviews

Private Guesthouse | 7-acres | Near wedding venues

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.