Holiday rentals in Woodlawn

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Top-rated holiday rentals in Woodlawn

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Top guest favourite
The historic row home showcases an elegant brick facade featuring multiple large windows that illuminate the interior. A welcoming entrance is complemented by light-colored trim. Surrounding trees outline the building, adding to the charming appeal of the neighborhood.
Flat in Washington Hill
4.98 out of 5 average rating, 407 reviews

Stunning 1BR Apt. in Historic Row Home w/ Parking

Just steps from Baltimore’s Inner Harbor, Fells Point, Little Italy, and John’s Hopkins Hospital, this fully equipped one bedroom apartment has everything you need! This modern and contemporary unit inside one of Baltimore’s historic row homes (built 1850) features tall ceilings and beautiful floor to ceiling windows. Apartment includes a full kitchen, full bathroom, one bedroom with office space, living room with HD TV and sofa bed, and a washer/dryer in unit. A bike is also available for use!

Guest favourite
Flat in Catonsville
4.8 out of 5 average rating, 50 reviews

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

A bedroom space features a large, dark green bed with fresh linens. A textured wall adorned with greenery provides a natural accent. Two dark doors lead to separate areas, while a piece of modern wall art adds a touch of elegance.
Flat in Baltimore
4.74 out of 5 average rating, 145 reviews

1BR Apartment with Private Entrance | Guest Suite

Discover your Baltimore Oasis! Immerse yourself in our charming, fully-equipped basement apartment. Enjoy complete privacy with separate indoor spaces for the 1BR, a well-appointed kitchenette, a cozy living room, and a dining area. Your getaway offers quick access to a variety of attractions, all within a 5-mile radius. From golf courses and parks to museums, the iconic Baltimore Harbor, shopping malls, zoos, aquariums, stadiums, and the renowned Johns Hopkins Hospital, your adventure awaits.

Guest favourite
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.
Flat in Union Square
4.91 out of 5 average rating, 829 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.

Guest favourite
The bedroom features a spacious bed adorned with a patterned blanket and decorative pillows. A circular area rug adds warmth to the space. Surrounding wall art complements the vintage aesthetic, while table lamps provide soft lighting. A rocking chair and another seating option are positioned nearby.
Guest house in Ellicott City
4.88 out of 5 average rating, 68 reviews

Cozy Historic Guest House

Located in the heart of Old Ellicott City! This studio is warm, cozy and decorated with almost all vintage furnishings to pay tribute to the 1800s home. The space offers a well stocked bedroom, full bathroom and kitchenette. Relax on the patio or walk to the many cafes and shops on Main Street. Parking is included. The home is built into a hill so you will need to walk up a series of steps in the back from the parking area to enter. Due to this our home may not be ideal for everyone.

A modern living area features a circular glass table surrounded by navy blue and yellow chairs. A plush navy sofa sits against the wall, complemented by decorative pillows. Natural light flows in through multiple windows, enhancing the clean and welcoming ambiance.
Flat in Woodlawn
4.81 out of 5 average rating, 16 reviews

Comfy & Quaint – 15m to Downtown

Welcome to your cozy new home, perfect for travelers seeking simplicity, value, and a clean, modern space to rest between adventures. This freshly renovated 2-bedroom, 1-bath unit is part of a quiet duplex with its own private entrance and all the essentials for a relaxed stay. Whether you're here for work, a weekend getaway, or just passing through, this thoughtfully designed space offers the ideal balance of comfort and convenience—just 15 minutes from downtown Baltimore.

Guest favourite
Home in Baltimore
5 out of 5 average rating, 7 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 favourite
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, 77 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.

Guest favourite
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.
Guest house in Catonsville
4.96 out of 5 average rating, 299 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.

Guest favourite
A spacious living area features a large sectional sofa and two accent chairs positioned around a low table. A decorative area rug enhances the floor space, while large windows allow natural light to brighten the room. Modern furnishings and a stylish lamp add to the welcoming ambiance.
Home in Catonsville
4.9 out of 5 average rating, 29 reviews

*Newly Renovated 3 Bed, 2 Bath*

Enjoy your stay in this sun-soaked, cozy house nestled in a quiet neighborhood just outside of downtown Baltimore. Recently renovated 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.

Guest favourite
Home in Catonsville
5 out of 5 average rating, 5 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.

Top guest favourite
Flat in Baltimore
5 out of 5 average rating, 13 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 holiday rentals

When is the best time to visit Woodlawn?

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Frequently Asked Questions

  • 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.

  • Do apartment rentals in Woodlawn have wifi?

    Absolutely! We offer over 10 apartment 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 40 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 a kitchen, over 10 homes with free parking, over 10 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 520 vacation rentals in Catonsville Manor, over 70 vacation rentals in Westview Park, and over 180 vacation rentals in Chadwick Manor.

  • 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 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.

Quick stats about holiday rentals in Woodlawn

  • Total holiday rentals

    Explore 60 holiday rentals in Woodlawn

  • Nightly prices starting at

    Woodlawn holiday rentals start at € 9 per night before taxes and fees

  • Verified guest reviews

    Over 600 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 of Woodlawn holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woodlawn rentals

  • 4.6 Average rating

    Woodlawn stays receive an average rating of 4.6 out of 5 from guests

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