Guesthouse vacation rentals in Baltimore

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Top-rated guesthouses in Baltimore

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Guest favourite

Guesthouse in Baltimore

4.88 out of 5 average rating, 181 reviews

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.

May 31 – Jun. 7

$160 CAD per night

Guest favourite

Guesthouse in Owings Mills

4.97 out of 5 average rating, 119 reviews

Shamrock cabin with hot tub, large yard

Please no cats! We are allergic. Backyard tiny house/guest house fits 2 adults comfortably. Equipped with small kitchenette, queen bed, and private bathroom. Kitchenette equipped with mini fridge, toaster oven, microwave, Keurig coffee machine, and silverware/dishware. Snacks/breakfast items and assorted k-cups provided. Dog friendly with spacious enclosed back yard containing private hot tub, small above ground pool, propane grill, fire pit, and badminton net. Includes Wi-Fi & TV with roku.

Jun. 24 – Jul. 1

$146 CAD per night

Guest favourite

Guesthouse in White Marsh

4.96 out of 5 average rating, 141 reviews

Bird River Bottega - A Waterfront Oasis!

Private entrance studio located on a waterfront property. The Bottega is perfect for couples, solo travelers, and business professionals; best suited for two travelers. Enjoy your morning coffee by the water and watch the Ospreys, herons, ducks, hawks, and bald eagles galore. Whether you are fishing, lounging, or kayaking the Bird River (home to the Chesapeake Bay), you are bound for relaxation. Surrounded by a plethora of eateries, shopping, and entertainment all within a 25 minute drive.

Aug. 27 – Sep. 3

$177 CAD per night

Guest favourite

Guesthouse in Annapolis

4.9 out of 5 average rating, 207 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.

Feb. 25 – Mar. 4

$165 CAD per night

Guest favourite

Guesthouse in Annapolis

4.87 out of 5 average rating, 312 reviews

Chesapeake Birdhouse Studio

Private, clean, cozy studio in the heart of Eastport, Annapolis. Quiet, separate, retreat space. Walk 1 block to restaurants and bars in Eastport, hop on the water taxi and you are in the heart of Downtown Annapolis, USNA, and historic areas of Annapolis in minutes. This is an Ideal location for the sailing community or anyone visiting our beautiful city. Free street parking available. You could park your car and never have to move it through out your stay. Walk, bike or water taxi.

Oct. 14 – 21

$197 CAD per night

Guest favourite

Guesthouse in Annapolis

4.97 out of 5 average rating, 156 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.

Jun. 19 – 26

$227 CAD per night

Guest favourite

Guesthouse in Catonsville

4.96 out of 5 average rating, 198 reviews

Fox Cottage *Pet Friendly*

Fox Cottage is a modern addition to our 115 year old Victorian home. It’s a One Bedroom Queen size mattress & memory foam topper. There’s a Loft with a Full Size Memory Foam Mattress. The loft is a cozy space accessible by a vintage wooden ladder. We have multiple types of pillows for you to choose from. Hypoallergenic sheets are available upon request. There’s an outdoor seating area with a Chiminea to light a fire, enjoy a cup of coffee or wine, work or just listen to the birds.

Mar. 2 – 9

$265 CAD per night

Guest favourite

Guesthouse in Towson

4.99 out of 5 average rating, 176 reviews

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.

Nov. 29 – Dec. 6

$239 CAD per night

Guest favourite

Guesthouse in Highland

4.98 out of 5 average rating, 263 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.

Jul. 30 – Aug. 6

$190 CAD per night

Guest favourite

Guesthouse in Glen Burnie

4.94 out of 5 average rating, 263 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

Dec. 13 – 20

$370 CAD per night

Guest favourite

Guesthouse in Baltimore

4.95 out of 5 average rating, 302 reviews

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.

Jun. 20 – 27

$191 CAD per night

Guest favourite

Guesthouse in Annapolis

4.97 out of 5 average rating, 197 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.

Nov. 1 – 8

$190 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Popular amenities for Baltimore guesthouses

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guesthouses

Superhost

Guesthouse in Glen Burnie

4.81 out of 5 average rating, 155 reviews

Private 1 bedroom house

Dec. 24 – 31

$202 CAD per night

Superhost

Guesthouse in Washington

4.9 out of 5 average rating, 411 reviews

Ingraham Alley Inn - A Quiet & Cozy Micro House

Sep. 12 – 19

$177 CAD per night

Guest favourite

Guesthouse in Glenwood

4.94 out of 5 average rating, 160 reviews

The Caretaker's Cottage-Historic Roundabout Hills

Nov. 22 – 29

$288 CAD per night

Guest favourite

Guesthouse in Bethesda

4.97 out of 5 average rating, 144 reviews

Hidden Gem in Downtown Bethesda

Jul. 22 – 29

$237 CAD per night

Guest favourite

Guesthouse in Washington

4.87 out of 5 average rating, 748 reviews

Cozy Cabin in the City on Cap Hill

Mar. 10 – 17

$239 CAD per night

Guest favourite

Guesthouse in Annapolis

4.9 out of 5 average rating, 175 reviews

Annapolis Guesthouse - Completely Separate Space

Oct. 10 – 17

$266 CAD per night

Guest favourite

Guesthouse in Washington

4.86 out of 5 average rating, 299 reviews

Historic Carriage House + Parking!

Nov. 5 – 12

$316 CAD per night

Guest favourite

Guesthouse in Crownsville

4.97 out of 5 average rating, 38 reviews

The Studio on the Severn (Waterfront)

Aug. 17 – 24

$340 CAD per night

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Guesthouses with a patio

Guest favourite

Guesthouse in Annapolis

4.99 out of 5 average rating, 106 reviews

Coastal Waterfront 1 Bedroom Cottage

Oct. 14 – 21

$617 CAD per night

Guest favourite

Guesthouse in Washington

5.0 out of 5 average rating, 129 reviews

Gorgeous Two-Story Guesthouse w/ Free Parking

Dec. 17 – 24

$297 CAD per night

Guest favourite

Guesthouse in Washington

4.87 out of 5 average rating, 179 reviews

Adorable English Basement on 15th St

Sep. 24 – Oct. 1

$221 CAD per night

Guest favourite

Guesthouse in Washington

4.95 out of 5 average rating, 102 reviews

New, Modern Garden-Level 4BR/2.5BA-Metro + Parking

Jul. 18 – 25

$965 CAD per night

Guest favourite

Guesthouse in Clarksville

4.92 out of 5 average rating, 13 reviews

Unique guest house spa retreat

Sep. 16 – 23

$221 CAD per night

Guest favourite

Guesthouse in Catonsville

4.96 out of 5 average rating, 23 reviews

Carriage House at Belle Grove

Dec. 19 – 26

$227 CAD per night

Guest favourite

Guesthouse in Silver Spring

5.0 out of 5 average rating, 8 reviews

The Little Wooded Casita

Aug. 28 – Sep. 4

$259 CAD per night

Guest favourite

Guesthouse in Edgewater

5.0 out of 5 average rating, 58 reviews

1 large room efficiency in detached garage.

Apr. 8 – 15

$175 CAD per night

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Guesthouse rentals with a washer and dryer

Guest favourite

Guesthouse in Washington

4.96 out of 5 average rating, 156 reviews

Garden Suite

Nov. 4 – 11

$260 CAD per night

Guest favourite

Guesthouse in Washington

5.0 out of 5 average rating, 115 reviews

Two-story Historic Carriage House in Vibrant Area

Jul. 15 – 22

$294 CAD per night

Guest favourite

Guesthouse in Washington

4.99 out of 5 average rating, 102 reviews

Luxurious 1Bed Carriage House, 1.5 Blocks to Metro

Aug. 11 – 18

$309 CAD per night

Guest favourite

Guesthouse in Washington

4.97 out of 5 average rating, 188 reviews

Spacious, Private, Capitol Hill Carriage House

Jul. 18 – 25

$295 CAD per night

Guest favourite

Guesthouse in Annapolis

5.0 out of 5 average rating, 106 reviews

Garden View, a spacious 1 bedroom with loft.

Jul. 29 – Aug. 5

$299 CAD per night

Guest favourite

Guesthouse in Annapolis

5.0 out of 5 average rating, 139 reviews

Private Art-Filled Guesthouse near Naval Academy

Nov. 3 – 10

$437 CAD per night

Guest favourite

Guesthouse in Washington

4.89 out of 5 average rating, 119 reviews

Historic Carriage House on Capitol Hill w/Parking

May 31 – Jun. 7

$347 CAD per night

Guest favourite

Guesthouse in Washington, D.C.

4.88 out of 5 average rating, 248 reviews

Plenty of room in Capitol Hill close to everything

Aug. 22 – 29

$473 CAD per night

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Quick stats about guesthouse rentals in Baltimore

Total rentals
20 properties
Local attractions
National Aquarium, Oriole Park at Camden Yards, and M&T Bank Stadium
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
1K reviews

Guesthouse vacation rentals in Baltimore

Top-rated guesthouses in Baltimore

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Baltimore guesthouses

Family-friendly guesthouses

Guesthouse in Glen Burnie

Guesthouse in Washington

Guesthouse in Glenwood

Guesthouse in Bethesda

Guesthouse in Washington

Guesthouse in Annapolis

Guesthouse in Washington

Guesthouse in Crownsville

Guesthouses with a patio

Guesthouse in Annapolis

Guesthouse in Washington

Guesthouse in Washington

Guesthouse in Washington

Guesthouse in Clarksville

Guesthouse in Catonsville

Guesthouse in Silver Spring

Guesthouse in Edgewater

Guesthouse rentals with a washer and dryer

Guesthouse in Washington

Guesthouse in Washington

Guesthouse in Washington

Guesthouse in Washington

Guesthouse in Annapolis

Guesthouse in Annapolis

Guesthouse in Washington

Guesthouse in Washington, D.C.

Quick stats about guesthouse rentals in Baltimore

Total rentals

Local attractions

Popular amenities

Wifi availability

Rentals with dedicated workspaces

Total number of reviews

Destinations to explore