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Guest house holiday rentals in Baltimore

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Top-rated guest house rentals in Baltimore

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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Guest house 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.

31 May – 7 Jun

$143 SGD per night

Guest favourite

Guest house 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.

11–18 Jun

$125 SGD per night

Guest favourite

Guest house in Falls Church

4.97 out of 5 average rating, 130 reviews

Beautiful New Apartment Surrounded by Nature

Beautiful, private detached studio apartment surrounded by a 3.5 acre park. Spacious light filled home away from home with a queen and single bed and available air mattress. Washer dryer in unit. Full private bath and kitchen with built in 2 burner induction burner, oven, microwave, coffee maker, hot pot, rice cooker and kitchen essentials. Walk to metro or take the bus from the corner. Bars, restaurants, grocery and other shopping and entertainment in walking distance or quick metro to DC.

20–27 Aug

$150 SGD per night

Guest favourite

Guest house in White Marsh

4.96 out of 5 average rating, 142 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.

8–15 Dec

$122 SGD per night

Guest favourite

Guest house 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.

13–20 Dec

$133 SGD per night

Guest favourite

Guest house 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.

16–23 Nov

$191 SGD per night

Guest favourite

Guest house 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.

15–22 Dec

$213 SGD per night

Guest favourite

Guest house 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.

1–8 Jan

$192 SGD per night

Guest favourite

Guest house in Highland

4.98 out of 5 average rating, 264 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.

2–9 Oct

$163 SGD per night

Guest favourite

Guest house in Stevensville

5.0 out of 5 average rating, 208 reviews

Waterfront Getaway - 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.

19–26 Nov

$368 SGD per night

Guest favourite

Guest house 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

25 Dec – 1 Jan

$319 SGD per night

Guest favourite

Guest house in Baltimore

4.94 out of 5 average rating, 303 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.

19–26 Jul

$130 SGD per night

Holiday rentals for every style

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Popular amenities for guest house rentals in Baltimore

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guest house in Glen Burnie

4.81 out of 5 average rating, 155 reviews

Private 1 bedroom house

24–31 Dec

$171 SGD per night

Guest house in Washington

4.9 out of 5 average rating, 411 reviews

Ingraham Alley Inn - A Quiet & Cozy Micro House

12–19 Sep

$128 SGD per night

Guest favourite

Guest house in Glenwood

4.94 out of 5 average rating, 160 reviews

The Caretaker's Cottage-Historic Roundabout Hills

26 Oct – 2 Nov

$247 SGD per night

Guest favourite

Guest house in Bethesda

4.97 out of 5 average rating, 144 reviews

Hidden Gem in Downtown Bethesda

19–26 Jul

$186 SGD per night

Guest favourite

Guest house in Washington

4.87 out of 5 average rating, 749 reviews

Cozy Cabin in the City on Cap Hill

30 Jul – 6 Aug

$196 SGD per night

Guest favourite

Guest house in Annapolis

4.9 out of 5 average rating, 175 reviews

Annapolis Guesthouse - Completely Separate Space

1–8 Oct

$240 SGD per night

Guest favourite

Guest house in Washington

4.86 out of 5 average rating, 299 reviews

Historic Carriage House + Parking!

21–28 Apr

$252 SGD per night

Guest favourite

Guest house in Crownsville

4.97 out of 5 average rating, 38 reviews

The Studio on the Severn (Waterfront)

22–29 Dec

$274 SGD per night

Guest house rentals with a patio

Guest favourite

Guest house in Annapolis

4.99 out of 5 average rating, 106 reviews

Coastal Waterfront 1 Bedroom Cottage

10–17 Oct

$589 SGD per night

Guest favourite

Guest house in Washington

5.0 out of 5 average rating, 129 reviews

Gorgeous Two-Story Guesthouse w/ Free Parking

23–30 Jul

$277 SGD per night

Guest favourite

Guest house in Washington

4.87 out of 5 average rating, 181 reviews

Adorable English Basement on 15th St

19–26 Jun

$179 SGD per night

Guest favourite

Guest house in Washington

4.95 out of 5 average rating, 102 reviews

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

18–25 Jul

$805 SGD per night

Guest favourite

Guest house in Clarksville

4.92 out of 5 average rating, 13 reviews

Unique guest house spa retreat

4–11 Jun

$208 SGD per night

Guest favourite

Guest house in Catonsville

4.96 out of 5 average rating, 23 reviews

Carriage House at Belle Grove

19–26 Oct

$193 SGD per night

Guest favourite

Guest house in Mount Airy

4.99 out of 5 average rating, 76 reviews

Treasured Hideaway on the Hill

18–25 Jan

$203 SGD per night

Guest favourite

Guest house in Silver Spring

5.0 out of 5 average rating, 8 reviews

The Little Wooded Casita

15–22 Aug

$202 SGD per night

Guest house rentals with a washing machine and dryer

Guest house in Baltimore

4.83 out of 5 average rating, 163 reviews

Cottage in beautiful Mount Washington

20–27 Nov

$234 SGD per night

Guest favourite

Guest house in Arlington

4.98 out of 5 average rating, 102 reviews

Spacious Guest House 10-15 min to DC

18–25 Mar

$188 SGD per night

Guest favourite

Guest house in Washington

4.94 out of 5 average rating, 255 reviews

Vibrant + Artsy - mins to NavyYard, CapHill, Dtown

20–27 Sep

$155 SGD per night

Guest favourite

Guest house in Annapolis

5.0 out of 5 average rating, 106 reviews

Garden View, a spacious 1 bedroom with loft.

20–27 Apr

$247 SGD per night

Guest favourite

Guest house in Washington

4.96 out of 5 average rating, 156 reviews

Garden Suite

1–8 Nov

$205 SGD per night

Guest favourite

Guest house in Washington

5.0 out of 5 average rating, 115 reviews

Two-story Historic Carriage House in Vibrant Area

18–25 Jul

$234 SGD per night

Guest favourite

Guest house in Washington

4.99 out of 5 average rating, 102 reviews

Luxurious 1Bed Carriage House, 1.5 Blocks to Metro

2–9 Jul

$245 SGD per night

Guest favourite

Guest house in Washington

4.97 out of 5 average rating, 188 reviews

Spacious, Private, Capitol Hill Carriage House

10–17 Jun

$240 SGD per night

Quick stats about guest house 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

Destinations to explore