
Holiday rentals in Woodlawn
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Top-rated holiday rentals in Woodlawn
Guests agree: these stays are highly rated for location, cleanliness and more.

Relaxing Water Views - Mill Creek Cottage
Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore. Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged Parties are not permitted. Please note that there is no water access on the property, but there is nearby public water access.

Butchershill- Clean, Fireplace, King Bed, Parking!
My name is John S Marsiglia. Always clean, very comfortable new King Mattress, Warm & Cozy Fireplace, Self checkin , Historic 2207 E Baltimore St. Search online. 900 Sq Ft. 12 ft ceilings,Fully equipped kitchen/kitchenette,Coffee,Tea,Cream,Brita filtered water pitcher,50" 4K smart TV, streaming only, Free Netflix, Prime,top speed WiFi, surround sound, comfortable clean furniture, antiques, oriental rugs, workspace w/desk, modern beautiful bathroom, dual shower heads&seats, private full size W&D

Gorgeous Studio Apt. In Historic Chapel w/ Parking
This stunning private studio rivals Baltimore’s top hotels and is packed with premium amenities most Airbnbs don’t offer. Once a mystery church set for demolition, it’s now a fully renovated mid-century modern gem with private access, a fully stocked kitchenette, new hardwood floors, and a luxe stone tile rain shower. Sleep soundly with down feather bedding, enjoy luxury toiletries, a 55” smart TV, and courtyard views through gorgeous French doors—all in a prime location with easy, free parking

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.

Delightful 4-Bed Whole House with Easy Parking
Newly relisted! Centrally located next to route 40 & 695 Beltway. House newly furnished. Huge park & soccer field within 5 mins, for dogs & to play. 5 mins drive to Starbucks, Chick-fil-A, Walmart, Applebees, Safeway, Enterprise, Lotte, Home Depot, Lowe's. Plenty of local restaurants & bars on Frederick Rd. Easy commute to BWI, B'moreCity, Hopkins, Ellicot & Columbia. Train for DC commute is 10 mins drive to Halethorpe. Previously only basement listed, guests loved it, now listing whole house.

Tudor Home
Enjoy your stay in this cozy, newly remodeled Tudor home in a historic and architecturally eclectic neighborhood in Catonsville, MD! You’ll be close to everything but far enough to enjoy a relaxing trip. The home features Four bedrooms, two full baths, a fully stocked kitchen, a full basement, and 18ft ceilings on the main level. You will enjoy 65, 42, and 32-inch smart TV's throughout the home. In addition, a private upstairs main suite with King size bed, sofa seating area, and workstation.

Mid Century Ridge
This house is a fully renovated 1920’s single family home with high ceilings, gorgeous natural light, and original hardwood floors. Decorated with style and comfort in mind, you will find it has everything to suit your travel needs while still feeling homey. Enjoy a large, fully-stocked kitchen, dining for 8, and comfortable living room with a TV. With a covered patio perfect for relaxing and a backyard for your pets, kids, or entertaining, you have everything you need for a wonderful stay!

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.

Private Serene Hideaway Suite with Jacuzzi
Escape to this serene suite, an extension of the main house, in Baltimore’s safest & quietest area. Ideal for couples, it offers a private Jacuzzi, California king bed, large modern TV, and dedicated HVAC for comfort. The spacious sitting area and luxurious shower create a peaceful retreat. Walk to nearby shops and parks for added convenience. A Tesla charger is available upon request, ensuring convenience for electric vehicle owners. Perfect for a relaxing getaway or city visit.

Unique 2bd townhouse quietly located in the city.
Our peaceful and unique townhome is located in historic Pigtown. It is centrally located to many things the city has to offer. Just 1.5 miles from INNER HARBOR/AQUARIUM, 0.5 miles from the M & T Bank stadium, 0.7 miles from Top Golf, and the University of Maryland, 0.9 miles from the Horseshoe Casino, all within walking . Although downtown, the home offers a quiet and serene feeling, with the true literal meaning of your home away from home!

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

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.
Popular amenities for Woodlawn holiday rentals
Other great holiday rentals in Woodlawn

Comfy & Quaint – 15m to Downtown

Pvt 1- bedroom apt (approx 950 sq.ft) with parking

Sleeps 14 | 7 Beds |5 BR Home Near BWI & Baltimore

1BR Apartment with Private Entrance | Guest Suite

Luxury Home + Rooftop Decks | Walk to Stadiums

Spacious 4BR Suburban Home Near Baltimore

1 Bedroom Apartment

Cozy Charm City Suite
When is the best time to visit Woodlawn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $77 SGD | $83 SGD | $83 SGD | $82 SGD | $92 SGD | $79 SGD | $73 SGD | $73 SGD | $77 SGD | $82 SGD | $83 SGD | $83 SGD |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 26°C | 25°C | 21°C | 14°C | 8°C | 4°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Woodlawn?
Woodlawn has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Woodlawn?
Experience the best of Woodlawn with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Woodlawn?
Four-legged friends are welcome in Woodlawn. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there house rentals with a dedicated workspace in Woodlawn?
Yes! Work meets play with ease at over 10 house rentals in Woodlawn featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Woodlawn?
Make yourself at home in Woodlawn by choosing from our most frequently booked neighborhoods. We have over 180 vacation rentals in Chadwick Manor, over 520 vacation rentals in Catonsville Manor, and over 70 vacation rentals in Westview Park.
Do apartment rentals in Woodlawn have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Woodlawn. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Woodlawn have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Woodlawn. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Woodlawn have wifi?
Absolutely! We offer over 30 house rentals with wifi in Woodlawn. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Woodlawn have free parking?
Absolutely! We offer over 20 house rentals with free parking in Woodlawn. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Woodlawn?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with air conditioning, over 30 homes with wifi, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Woodlawn

Total holiday rentals
Explore 60 holiday rentals in Woodlawn

Nightly prices starting at
Woodlawn holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 700 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Woodlawn holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Woodlawn rentals

4.7 Average rating
Woodlawn stays receive an average rating of 4.7 out of 5 from guests
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- Georgetown University
- Walter E Washington Convention Center
- The White House
- National Mall
- M&T Bank Stadium
- Nationals Park
- District Wharf
- Baltimore Convention Center
- National Museum of Natural History
- Capital One Arena
- Oriole Park at Camden Yards
- Liberty Mountain Resort
- National Museum of African American History and Culture
- Arlington National Cemetery
- Georgetown Waterfront Park
- Sandy Point State Park
- Howard University
- Betterton Beach
- Washington Monument
- National Harbor
- The Anthem
- Johns Hopkins University
- Patterson Park
- Smithsonian American Art Museum





