
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.

Our Retreat -in a peaceful setting.
Private- apartment in the lower level of our house. House in a rural setting- you may spot white tail deer or other wildlife.Enjoy the peaceful tranquil setting.We are within 5 minutes by car to Rte 70 and shopping centers. 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. Non smoking. We aren't set up for heavy cooking. No stove.

Grandma’s Garden Cottage: Owings Mills, Dogs OK
Welcome to Grandma’s House, a nostalgic storybook home in Owings Mills. Restorative and cozy, we’re ideal for travelers with pups, sports families, and those seeking access to world-class medical care. Enjoy a fenced side yard and nightly deer sightings across our 1/2acre lot. Features a 'Primary on Main' for easy accessibility and a private upstairs guest space. Fully stocked kitchen, fast Wi-Fi, and heritage charm 30 mins from Baltimore. Wegmans & Ravens training nearby. Permit: RHR-2026-00248

Private suite Catonsville/Baltimore Near Airport
Relax with the family at this peaceful place to stay. You can explore the Suburbs outside the city of Baltimore. Charming Basement Apartment. Fully Furnished with 2bed and 1 bedroom, Air bed if needed. full bath -Kitchenet with microwave, fridge, toaster and coffee maker is available for guests. -Dining area and living room with TV. -There are amazing restaurants, cafes and bars near -The Patapsco River is one of the most important destinations for saltwater fishing Flowing from the western MD

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!

Urban 1-Bedrm. Apt. Overlooking Union Square Park
The south-facing, 2nd floor 1-bedroom apartment of an owner-occupied historic townhouse overlooks historic Union Square Park in Baltimore City. Located 2 doors from the author, H.L. Mencken's home place, the neighborhood is primarily residential , but very convenient to the Inner Harbor. The apartment has a full kitchen (with light breakfast items), historic details & eclectic furnishings. Street parking is easy. The space is good for couples and solo adventurers, and business travelers.

Private Serene Suite with Jacuzzi- Non Smoking
Escape to this serene in-law 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.

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.

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.

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.

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.

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 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 vacation rentals
Other great vacation rentals in Woodlawn

Guest Suite with TV, Kitchen and Washer Dryer

Comfy & Quaint – 15m to Downtown

The Birdhouse

Beautifully Modernized German style cottage

The Duchess of Font Hill {a tiny house}

Historic Gatehouse Master Suite

1 Bedroom Apartment

Waterfront Romantic Studio
When is the best time to visit Woodlawn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ275 | ﺩ.ﺇ275 | ﺩ.ﺇ220 | 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 house rentals in Woodlawn?
Experience the best of Woodlawn with our house rentals, starting at about $10 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 vacation rentals with a dedicated workspace in Woodlawn?
Yes! Work meets play with ease at over 40 vacation 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 house rentals in Woodlawn have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Woodlawn. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Woodlawn have a kitchen?
Absolutely! We offer over 20 house 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 30 house rentals with free parking in Woodlawn. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Woodlawn?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, over 10 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 660 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
40 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
- M&T Bank Stadium
- Nationals Park
- The White House
- District Wharf
- National Museum of Natural History
- Capital One Arena
- Baltimore Convention Center
- Liberty Mountain Resort
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Arlington National Cemetery
- Howard University
- Sandy Point State Park
- Betterton Beach
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Harbor
- Cunningham Falls State Park
- Smithsonian American Art Museum
- Codorus State Park




