Holiday rentals in Woodlawn

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Top-rated holiday rentals in Woodlawn

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Guest favourite

Flat in Sykesville

4.96 out of 5 average rating, 130 reviews

Hickory Haven •1B King •Bsmt Apt •Clean •LG

Walk into a generously spacious, open-concept apt. The comfortable furnishings in this home blend authentic styles with modern design. Start your mornings w/ a meticulously clean bathroom. Enjoy movie night in the large living room, or lay on the comfortable king-sized bed. Read through the night by a warm stove fire. Stay in the backyard and enjoy the serenity of Sykesville! Enjoy the high-speed internet and the large space for your work-at-home needs. Stay-a-while and make the place your home.

26 Jul – 2 Aug

$127 SGD per night

Guest favourite

Guest suite in Baltimore

4.93 out of 5 average rating, 152 reviews

Our House Suite

Our House Suite is in our home, yet separate from us. *It is safe. *Private entrance, living room, dining area, bathroom & bedroom *Located in the peaceful residential neighborhood of Mt Washington *Equipped with refrig, freezer, micro & coffee maker *Sinai Hospital 3 min drive *Pimlico Race Course 10 minute walk(.7 mile) *Convention Center, Harborplace, Aquarium, The Gallery, Harbor East, M&T Bank Stadium, Oriole Park and hundreds of magnificent restaurants & shops downtown,15 min drive

12–19 Jun

$171 SGD per night

Guest favourite

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

$142 SGD per night

Guest favourite

Apartment in Baltimore

4.91 out of 5 average rating, 113 reviews

Sun House in Hampden Private Apartment no stairs

Artists and creatives are welcomed! Stay at our 1920 rowhouse with its mix of 70's era textiles and contemporary style. Only two steps to a welcoming porch and keyless entry to our foyer. Straight ahead is Sun House door, private studio with stocked kitchen, comfiest 5 star bed, private bath, laundry and back yard access. All on one floor. Find our yoga/office space in same hallway shared/usually empty. No need for a car in the heart of Hampden's Avenue just a block away. LGBTQ+ friendly

12–19 Feb

$165 SGD per night

Guest favourite

Flat in Baltimore

4.9 out of 5 average rating, 669 reviews

South-Facing Studio Overlooking Union Square Park

Pick out tunes on the refurbished 1910 piano or classical guitar of this eclectically furnished studio apartment, elegantly lit by tall windows under high ceilings overlooking lovely Union Square Park in downtown Baltimore. The residential area is a mile from the inner harbor/ stadium and street parking is easy. Nearby, enjoy walking in the park, dinner at Rooted or even see a puppet show. A well-stocked library offers great reading and the kitchenette has coffee, tea, and a light breakfast.

10–17 Oct

$106 SGD per night

Guest favourite

Guest suite in Woodstock

5.0 out of 5 average rating, 143 reviews

Our Retreat -in a country setting.

Private- apartment in the lower level of our house. House is in a rural setting- you may spot a few white tail deer or other wildlife. Come here and enjoy the peaceful tranquil setting. We are within 5 minutes to Rte 70 and shopping centers. Over 1800 sq. our space isn't childproof. Workout equipment available for use at your own risk. We control the HVAC and will adjust as requested. May not be suitable for those with mobility issues due to the walk to the entrance. We don't allow smoking.

7–14 Jul

$156 SGD per night

Guest favourite

Guest suite in Catonsville

4.94 out of 5 average rating, 470 reviews

Rollingside: Two-Room Guest Suite

Two-room guest suite with private entrance located in picturesque Catonsville, MD on a pre-Colonial road originally used for rolling tobacco to the harbor. Downtown Baltimore is 20 minutes away, BWI airport and Amtrak station 15 minutes, and our street is located on a bus route. Beautiful 3.5 mile walk to historic Ellicott City and an hour from Washington, D.C. Individuals and families with children are welcome, but the Airbnb member renting the property must be over the age of 25.

6–13 Sep

$132 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.

2–9 Mar

$212 SGD per night

Guest favourite

Guest suite in Randallstown

4.99 out of 5 average rating, 106 reviews

Private Efficiency Suite ~ King Bed ~ Baltimore Co

Welcome to Hickory Roots Hideaway! A cozy yet spacious 750 sq ft efficiency guest suite situated on our picturesque 4 acre homestead! Great Wi-Fi and amenities make this a perfect getaway even if work and virtual school must continue. Enjoy a relaxing stay - you are welcome to explore our garden, shoot some hoops in our basketball court, or get to know our adorable farm animals. We are conveniently located with easy access to I-70, I-795, and just 30 minutes from downtown Baltimore!

21–28 Jul

$148 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.

29 Nov – 6 Dec

$190 SGD per night

Guest favourite

Flat in Sykesville

4.97 out of 5 average rating, 279 reviews

In the Heart of Sykesville! 2 Bedroom Suite

Located in the heart of Sykesville, Linden, a two bedroom basement suite, welcomes you to relax and rewind! We have designed our space to feel like your home away from home.The kitchenette includes a full refrigerator, microwave, slow cooker, Instapot, and a hot plate for meal prep. An easy stroll to Main Street will give your car a rest as you enjoy dining and shopping, live music from May/Oct and a wonderful Splash Park from May/Sept. Discover our hidden gems!

13–20 Dec

$125 SGD per night

Guest favourite

Flat in Baltimore

4.93 out of 5 average rating, 196 reviews

Spacious Bright Victorian Apartment by the Lake

Picture this: Nestled in the heart of Baltimore, there's an enchanting Airbnb that's more than just a place to stay - it's an experience. You enter through a private enterance and walk up the stairs of this historic Victorian home to a welcoming second floor apartment. Upon entering your greeted by a symphony of eclectic antiques, each with it's own story to tell. The walls adorned with vintage artwork create a warm and inviting atmosphere.

17–24 Nov

$103 SGD per night