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.

Guest favorite

Apartment in Sykesville

4.96 out of 5 average rating, 125 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.

May 9 – 16

$76 per night
Guest favorite

Guest suite in Baltimore

4.93 out of 5 average rating, 150 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

Jun 15 – 22

$110 per night
Guest favorite

Guesthouse in Baltimore

4.88 out of 5 average rating, 180 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.

Jun 23 – 30

$91 per night

Popular amenities for Woodlawn vacation rentals

Stay near Woodlawn's top sights

Patapsco Valley State Park55 locals recommend
Security Square Mall3 locals recommend
AMC Security Square 83 locals recommend
Hip Hop Fish and Chicken5 locals recommend
US Social Security Administration3 locals recommend
Security Square Mall station4 locals recommend

Other great vacation rentals in Woodlawn

Guest favorite

Home in Baltimore

4.91 out of 5 average rating, 124 reviews

South Baltimore's Best!

Nov 17 – 24

$64 per night
Guest favorite

Apartment in Baltimore

4.93 out of 5 average rating, 155 reviews

Bright Historic Apt w/Separate Entry @ JHU

Apr 17 – 24

$100 per night
Guest favorite

Condo in Baltimore

4.91 out of 5 average rating, 110 reviews

Sun House in Hampden Private Apartment no stairs

Jan 3 – 10

$106 per night
Guest favorite

Guesthouse in Highland

4.98 out of 5 average rating, 263 reviews

Woodland Retreat

May 16 – 23

$104 per night
Guest favorite

Home in Catonsville

4.92 out of 5 average rating, 239 reviews

SubUrban Charmer *Steps from Main St*

Sep 20 – 27

$231 per night
Guest favorite

Apartment in Baltimore

4.93 out of 5 average rating, 195 reviews

Spacious Bright Victorian Apartment by the Lake

Oct 23 – 30

$72 per night
Guest favorite

Home in Pikesville

4.94 out of 5 average rating, 312 reviews

Spacious rancher close to highways

Sep 11 – 18

$213 per night
Guest favorite

Guest suite in Lutherville-Timonium

4.92 out of 5 average rating, 379 reviews

* Spacious Private Suite Full of Style & Comfort *

Jun 10 – 17

$71 per night
Guest favorite

Apartment in Baltimore

4.99 out of 5 average rating, 243 reviews

ButchersHill, Clean, Cozy Fireplace and Private!

Jul 3 – 10

$102 per night
Guest favorite

Home in Woodlawn

4.85 out of 5 average rating, 27 reviews

Hummingbird house

Jan 17 – 24

$100 per night
Guest favorite

Apartment in Lochearn

4.9 out of 5 average rating, 30 reviews

Your home away from home.

Apr 24 – May 1

$72 per night
Guest favorite

Guest suite in Catonsville

4.92 out of 5 average rating, 37 reviews

New Private Suite in Catonsville

Jul 26 – Aug 2

$90 per night

Quick stats about vacation rentals in Woodlawn

Total rentals

50 properties

Popular amenities

Kitchen, Wifi, and Pool

Wifi availability

50 properties include access to wifi

Rentals with dedicated workspaces

30 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Total number of reviews

540 reviews

Frequently Asked Questions

  • How much does it cost to stay in townhouse rentals in Woodlawn?

    Experience the best of Woodlawn with our townhouse 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.

  • Do house rentals in Woodlawn have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Woodlawn. Enjoy a tailored experience with all the comforts you desire.

  • Do townhouse rentals in Woodlawn have air conditioning?

    Absolutely! We offer over 10 townhouse 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 20 homes with free parking, over 20 homes with a kitchen, over 20 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Where should I stay in Woodlawn?

    Make yourself at home in Woodlawn by choosing from our most frequently booked neighborhoods. We have over 160 vacation rentals in Chadwick Manor, over 470 vacation rentals in Catonsville Manor, and over 70 vacation rentals in Westview Park.

  • 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.

  • 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.

Destinations to explore

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