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Vacation rentals in Woodlawn

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Woodlawn

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
An eclectic studio apartment displays a spacious bed and a patterned throw atop it. Sunlight filters through tall windows, reflecting off decorative wall art. A piano and a book-filled shelving unit add character, while plants bring life to the room's corners.
Apartment in Union Square
4.91 out of 5 average rating, 820 reviews

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.

Top guest favorite
A classic brick Colonial house is surrounded by well-maintained gardens and lush greenery. Large trees provide shade over the front lawn, which features manicured bushes and young saplings, contributing to the inviting exterior of the home.
Guest suite in Catonsville
4.94 out of 5 average rating, 545 reviews

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.

Superhost
The kitchen features sleek, modern appliances and a spacious island with bar seating. Light-colored cabinetry surrounds the area, complemented by a decorative plant centerpiece on the dining table. Natural light enters through a nearby window, creating a welcoming atmosphere.
Home in Baltimore
4.84 out of 5 average rating, 61 reviews

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!

Home in Baltimore
5 out of 5 average rating, 4 reviews

Cozy 2BR Retreat in Baltimore

Welcome to Baltimore! This airy, stylish, and inviting 2-bedroom, 1-bath home is the perfect place to relax after a day of exploring. Located in the Beechfield neighborhood, you'll enjoy a quiet residential setting that reflects the beauty, resilience, and warmth of a true Baltimore community. If you're looking for comfortable stay in a genuine Baltimore neighborhood, this is your spot. If you prefer only glossy, picture-perfect surroundings, this may not be the best fit.

Top guest favorite
A historic stone house features a welcoming front porch with white railings, flanked by lush greenery and blooming flowers. The American flag adds a charming touch. A gently sloping landscape guides the eye towards the two-story structure, surrounded by natural beauty.
Home in Ellicott City
4.96 out of 5 average rating, 75 reviews

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.

Top guest favorite
A bright and inviting basement suite features a queen bed with green and white striped bedding. A cozy sofa is positioned next to a staircase leading to the upper level. A small microwave is visible on a shelf nearby, adding to the functionality of the space.
Townhouse in Baltimore
5 out of 5 average rating, 16 reviews

Private basement and entrance

Relax in this peaceful SUITE. The renovated basement SUITE has a private entrance and long-term stay facilities, including a free in-unit washer and dryer, refrigerator, and stove. Convenience stores are just a minute's walk away in a walkable neighborhood We are proud to provide 5-star services for our guests, ensuring they have the best time during their stay with us. Please note that: ==> ***We do not accommodate reservations for someone else*** <==

Guest favorite
An outdoor seating area features two vibrant red chairs placed on a mulch bed. A small table stands between the chairs, surrounded by greenery and decorative plants. A bright red door provides an inviting entrance, while a vintage wrought iron fence encloses the area for privacy.
Guesthouse in Catonsville
4.96 out of 5 average rating, 291 reviews

Fox Cottage *Pet Friendly*

Fox Cottage is a modern addition to our 115 year old Victorian home. It’s a One Bedroom Queen size mattress & memory foam topper. There’s a Loft with a Full Size Memory Foam Mattress. The loft is a cozy space accessible by a vintage wooden ladder. It is not appropriate for people who cannot climb a ladder. There’s an outdoor seating area with a Chiminea to light a fire, enjoy a cup of coffee or wine, work or just listen to the birds.

A private guest suite bedroom features a spacious bed covered with a teal bedspread and layered with a patterned blanket. Soft lighting filters through a window with sheer curtains, complemented by framed artwork on the wall and built-in closet space to the side.
Guest suite in Catonsville
4.73 out of 5 average rating, 44 reviews

Guest Suite with TV, Kitchen and Washer Dryer

Peaceful private guest suite with separate bedroom, kitchen, bath, entry and patio on a spacious lot and quiet neighborhood. Furnished. Netflix & Amazon Prime Videos provided. Discounts: 15% weekly, 20% monthly (4 weeks). Apart from owners no other guest stays in the building. * Washer dryer, available for guests staying 5 nights, separate entrances for guests and hosts for privacy.

A spacious bed is presented with a grey quilt and bright decorative pillows in green and blue. Two bedside tables with lamps flank the bed, while a stack of white towels is neatly arranged on the quilt. A colorful artwork hangs above the bed, adding visual interest.
Townhouse in Baltimore
4.63 out of 5 average rating, 43 reviews

Casa de Pajaros

Welcome to your private apartment in a Baltimore townhouse. This space is ideal for two people, with a bedroom, living room, kitchen and bathroom. Relax on your private porch or enjoy the garden. Located in a quiet neighborhood in the Catonsville area, we offer free parking in front of the house. A cozy and convenient place to explore the city

Guest favorite
A spacious sleeping area features a well-made bed with a green quilt and decorative pillows. Bedside tables house stylish lamps, while wall-mounted sconces provide additional lighting. A wooden bench sits at the foot of the bed, and a patterned rug covers the floor.
Guesthouse in Baltimore
4.88 out of 5 average rating, 8 reviews

Rabbit House

Ideal apartment for professionals in Baltimore. This private basement apartment in a southwest Baltimore suburb is perfect for those working in or around the city. With a bedroom, bathroom, and kitchen, it offers a quiet retreat. It includes private parking, a garden, a washer/dryer, and access to a garden, ideal for relaxing after a long day

Home in Catonsville
5 out of 5 average rating, 4 reviews

Charming Stay with Free Parking!

Beautiful 1BR apartment in quiet Catonsville neighborhood. Features full kitchen, living room, bathroom, and in-unit laundry. Enjoy a spacious yard with BBQ grill, free onsite parking, and easy access to I-95, I-695, and downtown Baltimore. Close to shopping, dining, and local attractions—perfect for a comfortable and convenient stay.

Superhost
Apartment in Baltimore
5 out of 5 average rating, 5 reviews

Charm City Chic 2BR Duplex

Spacious living room with cozy sectional, stone fireplace, and sunlit windows. Modern kitchen and chic dining area for coffee or meals. Two serene bedrooms with plush bedding. Stylish, freshly remodeled bathroom. Private upper level with separate entrance. Charming front porch perfect for morning coffee or evening wine.

Popular amenities for Woodlawn vacation rentals

Quick stats about vacation rentals in Woodlawn

  • Total rentals

    60 properties

  • Nightly prices starting at

    € 9 before taxes and fees

  • 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

    40 properties have a dedicated workspace

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 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.

  • 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 Apartment Rentals in Woodlawn?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with a kitchen, 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 520 vacation rentals in Catonsville Manor, over 180 vacation rentals in Chadwick Manor, and over 70 vacation rentals in Westview Park.

  • 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.

  • 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.

  • Do apartment rentals in Woodlawn have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Woodlawn. Enjoy a tailored experience with all the comforts you desire.

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