
Vacation rentals in Woodlawn
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Top-rated vacation rentals in Woodlawn
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Vacation rentals for every style
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Popular amenities for Woodlawn vacation rentals
Other great vacation rentals in Woodlawn

Cozy Modern Apt. In G-Town
Everything was great. Place looked as advertised. Only downside was the on your own parking combined with arriving late in the evening was not ideal.

Waterfront cottage w/hot tub/ gated/ pier/ firepit
Very cute place with a great view

Cozy Family Home and peaceful retreat.
This is a very nice house in a safe neighborhood. The best highlight is definitely a super nice and spacious backyard, especially if traveling with pets or kids. The house was clean and comfortable. Overall excellent experience and enjoyed talking to the friendly & caring hosts too.

Beautiful Home Near Beach and Patapsco River
This home is really nice! We stayed there because our daughter was getting married at a venue about 5 minutes away from the home. It was perfect! Plenty of space for our family and was great for the bridal party to get ready! Nice open floor plan. The beds a bedrooms were very large with comfortable beds. The home was well equipped. The outdoor area was nice and I’m sure the pool is nice in the summertime. Thank you for sharing your home with us on this very special occasion.

The Apartment ...relax and enjoy Annapolis.
Beautiful apartment with great touches from Becky and very clean! Becky was very accommodating and communicative. We loved our stay!

Patterson Park Apt; Walk to Hopkins, Bars, Cafes
Jenny’s place was exactly what we needed for our long weekend trip. I loved that it was spacious, clean and had excellent natural light. We spent lots of time walking through the park across the street and appreciated how quiet the street/block was at night. 10/10 would recommend!

Artsy, Historic Rowhouse with Striking Harbor Views
The place is exactly as pictured and listed, very cozy for our group of 3 small families. Hosts were extremely responsive and accommodating with all our requests, and there were lots of conveniences such as extra towels and blankets, coffee beans and grinder, toiletries, baking sheets, kid related supplies, and more. Dining and lounge areas will be a tad short on seating for a max group of 8, but we adapted just fine to that. It was below freezing for much of our stay but the house stayed very comfortable for us. We found the area to be quiet, but we aren't sound sensitive so YMMV. There's a large grocery store and quite a few good restaurants within walking distance. DEFINITELY hit up Cafe Dear Leon if you can, it is a bakery in walking distance and all 8 of us raved about every item.

Celebrate Summer by Your Private Pool
Absolutely amazing! The place had so much to do whether it was outside or in! Swimming in the pool, hot tub, kayaking and/or paddle boarding on the lake, giant yard games. Inside had a pool table, wide variety of board games, and many streaming services. Brenda was extremely friendly and helpful in many way. She had a binder full of local places for food and things to do! She truly showed us the best of Maryland.
Quick stats about vacation rentals in Woodlawn
Total rentals
50 properties
Total number of reviews
600 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
Frequently Asked Questions
How much does it cost to stay in apartment rentals in Woodlawn?
Experience the best of Woodlawn with our apartment rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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 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.
Are there vacation rentals with a dedicated workspace in Woodlawn?
Yes! Work meets play with ease at over 30 vacation rentals in Woodlawn featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in Woodlawn?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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.
Where should I stay in Woodlawn?
Make yourself at home in Woodlawn by choosing from our most frequently booked neighborhoods. We have over 80 vacation rentals in Westview Park, over 510 vacation rentals in Catonsville Manor, and over 180 vacation rentals in Chadwick Manor.
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.
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- Nationals Park
- The White House
- National Mall
- Liberty Mountain Resort
- Hampden
- National Museum of African American History and Culture
- Georgetown University
- Sandy Point State Park
- Smithsonian National Museum of Natural History
- Smithsonian American Art Museum
- Six Flags America
- Arlington National Cemetery
- Washington Monument
- District Wharf
- Patterson Park
- National Harbor
- Oriole Park at Camden Yards
- Georgetown Waterfront Park
- Gambrill State Park
- Cunningham Falls State Park
- National Air and Space Museum
- Great Falls Park
- Meridian Hill Park
- The Links at Gettysburg
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