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

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.

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.

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.

Charming 3BR House in Historic Neighborhood
You will feel right at home in this charming house located in Historic Dickeyville, known for it's garden club and cobble stone roads. The house sits on the edge of the community with a small front and back yard. Newly remodeled kitchen hosts sleek appliances and bar seating at the peninsula. Family room is extremely welcoming with an extra large, stylish sectional sofa. Upstairs you will find 3 bedrooms, 2 full baths and a bonus office/lounge space. We look forward to hosting you!

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!

Luxury Home w/ Deck/Loft & Skyline Views near Balt
Perched on a gentle hill in Woodlawn, Maryland, this newly built 4-bedroom Townhome offers sweeping views, open spaces, and the perfect balance between privacy and togetherness. The home unfolds across several floors, creating a natural rhythm for family living, friend groups,Unwind upstairs in one of the two luxurious master suites, while the others laugh and play in the open 3rd loft, complete with a balcony overlooking the skyscape. From this height, the sunsets are magic

3 Bed, 2 Bath in quiet Catonsville neighborhood
Enjoy your stay in this sun-soaked, cozy house nestled in a quiet neighborhood just outside of downtown Baltimore. Recently renovated (2024) and decorated with modern touches, this 3 bedroom, 2 bathroom home offers two living spaces that boast a large sectional, sofa and loveseat. Only 20 mins from Inner Harbor and close to numerous restaurants, shops and major roadways. PLEASE NOTE: The owner of this property does not allow events of any kind. No prom send offs allowed.

Historic Hillside Cottage
Experience the charm of an 1800s home styled with modern amenities. This historic cottage is steps away from all that Historic Ellicott City has to offer. Spend the day exploring Main Street lined with restaurants and small businesses or go for a walk, hike, bike ride or swim in nearby Patapsco State Park. Perfect for guests in town for weddings, concerts or those that love history and nature. Centrally located with easy access to Columbia, Baltimore & Washington D.C.

Historic Riverside Cottage
Its prime location in the Granite Hill area of Oella offers the charm of Old Ellicott City's shops and restaurants within walking distance. With river views and quick access to the hiking and mountain biking trails of Patapsco State Park, it blends nature’s beauty with urban comforts. It is also close to Merriweather Post Pavilion for easy access to concerts and events. The historical essence of the 1809-built house is preserved through a comprehensive 2023 renovation.

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.

Mello-Ray River House
Historic 3BR, 2BA colonial on Frederick Rd—once the main route from Baltimore to Ellicott City. Built on a foundation dating to the late 1700s, the current structure has stood since 1875. Overlooks the Patapsco River and the B&O Railroad, the first in the nation. Features hardwood floors, modern kitchen, central air, and fenced patio. Walk to shops, parks, and the historic district.
Popular amenities for Woodlawn vacation rentals
Other great vacation rentals in Woodlawn

Comfy & Quaint – 15m to Downtown

Newly Renovated Basement w/ Private Entrance

The Duchess of Font Hill {a tiny house}

Spacious 4BR Suburban Home Near Baltimore

Tree house resort spa with sauna

Priority Haven - where cozy meets peace of mind!

1 Bedroom Apartment

Parkside Gem: Luxe & Roomy in Historic Druid Hill
When is the best time to visit Woodlawn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ220 | ﺩ.ﺇ239 | ﺩ.ﺇ239 | ﺩ.ﺇ235 | ﺩ.ﺇ264 | ﺩ.ﺇ228 | ﺩ.ﺇ209 | ﺩ.ﺇ209 | ﺩ.ﺇ220 | ﺩ.ﺇ235 | ﺩ.ﺇ239 | ﺩ.ﺇ239 |
| 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 vacation rentals in Woodlawn

Total vacation rentals
Explore 60 vacation rentals in Woodlawn

Nightly prices starting at
Woodlawn vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

Verified guest reviews
Over 700 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Woodlawn vacation rentals include wi-fi 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
- National Mall
- The White House
- Nationals Park
- M&T Bank Stadium
- 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
- Howard University
- Sandy Point State Park
- Georgetown Waterfront Park
- Washington Monument
- Betterton Beach
- National Harbor
- Patterson Park
- Johns Hopkins University
- The Anthem
- Smithsonian American Art Museum





