Holiday houses in Woodlawn

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Top-rated holiday rentals in Woodlawn

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Top Guest favourite
The exterior of a historic brick building is showcased, featuring two entrance doors framed by large, leafy planters. A vibrant arrangement of flowers adorns the steps, enhancing the welcoming appearance. Sunlight filters through nearby trees, casting soft shadows on the steps.
Home in Mid-Town Belvedere
4.98 out of 5 average rating, 156 reviews

Studio Apartment in Mount Vernon

Welcome to Your Private Home in the City ONE BED, ONE BATH STUDIO APARTMENT IN AN OWNER OCCUPIED HOME: This fully furnished in-law’s suite combines historic charm with modern luxury. Behind a single door off the fourth floor landing is your own private space with a full size bed, bathroom, and a kitchenette. Just bring your suitcase, everything else you need is already here, including; Cookware, dishes, high thread count sheets, towels, soaps, and detergents and more. Washer/dryer available on site. Space is very private and quiet. Ideal for use as extended stay housing. When booking the studio apartment, you get more than just a place to sleep. All guests are welcome to enjoy the entire first floor of the house. Relax and enjoy a book, or access the Wifi network with your portable device. LOCATION: The Calvert Guest House, located in Baltimore’s historic Mount Vernon neighborhood, offers visitors a unique blend of Victorian charm, modern elegance, and downtown Baltimore convenience. The Calvert Guest House is only steps from everything historic Mount Vernon has to offer, including restaurants, theatre, museums, symphony hall, and nightlife. TRANSPORTATION: The central location also makes The Calvert Guest House an ideal hub from which to explore the rest of the city, and the region. Stops for the MARC, Amtrak, Lightrail, The FREE Charm City Circulator (charmcitycirculator.com), as well as the Johns Hopkins shuttle, are all within walking distance. There's a Zipcar station around the corner, and two more within a couple of blocks. Interstate 83 is only a four blocks from the house.

Superhost
Apartment in Catonsville
4.77 out of 5 average rating, 52 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

Top 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.
Guesthouse in Ellicott City
4.9 out of 5 average rating, 84 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 & stoned in the back from the parking area to enter. Due to this our home may not be ideal for everyone.

Superhost
A fully furnished basement apartment features a spacious bed covered with a textured orange quilt. A small television is mounted on the wall opposite a cozy orange couch. Light streams in through windows, enhancing the neutral color palette and providing a comfortable ambiance.
Apartment in Baltimore
4.56 out of 5 average rating, 18 reviews

Apt 15 min from StAgnes/SSA/Sinai/UMBC

Fully furnished basement apartment - less than 5 minutes from 695/70, Social Security Administration, Baltimore Gas & Electric, Centers for Medicare & Medicaid Services, Lockheed Martin, Northrop Grumman, FBI Baltimore Field Office and University of Maryland of Rehabilitation & Orthopaedic Institute (formerly Kernan Hospital). Also within 15 minutes of Northwest & Sinai. We're in the middle of everything - within 15 minutes there are 6 hospitals, 4 colleges, & 3 malls. Tesla charging available

Guest favourite
A bright living space is highlighted by large windows with wooden shutters. A modern sofa faces a small coffee table and a bookshelf. A potted plant adds a touch of greenery, while eclectic furnishings and artwork provide a personal touch. Light streams in, creating an inviting atmosphere.
Apartment in Union Square
4.93 out of 5 average rating, 580 reviews

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.

Top Guest favourite
Apartment in Baltimore
5 out of 5 average rating, 6 reviews

Charm City's Creative Escape in Reservoir Hill

Welcome to your creative one bedroom, one bath retreat in Reservoir Hill, designed for peaceful getaways, staycations, or work trips. This art filled space blends historic charm with modern comfort and features multiple standing and seated workstations. Enjoy a functional bedroom with a Murphy bed for added space, a fully stocked kitchen, formal dining area, bar cart with vinyl player, balcony views, and thoughtful details throughout, perfect for rest, creativity, and photo worthy moments.

Top Guest favourite
A spacious bedroom features a wooden bed frame with a light-colored mattress, flanked by two minimalist wall sconces. Soft blue throws are neatly arranged on the bed. A large window allows natural light, complemented by warm wood flooring. A wooden console table displays modern amenities.
Apartment in Baltimore
4.99 out of 5 average rating, 111 reviews

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.

Top Guest favourite
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, 556 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.

Guest favourite
Home in Baltimore
5 out of 5 average rating, 17 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.

Guest favourite
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, 34 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*** <==

Top 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.
Guesthouse in Catonsville
4.96 out of 5 average rating, 311 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 light-filled space features a cozy seating area with a modern chair, a small round table, and a wood cabinet. A bookshelf divides the room, displaying a variety of colorful books alongside woven baskets. Plants add a touch of greenery against the neutral backdrop.
Guesthouse in Hampden
4.92 out of 5 average rating, 400 reviews

Bright and Airy Guest House Near JHU Homewood

Need a place to stay in Baltimore's Hampden neighborhood? This is a newly refinished space -- totally detached from the main house. Located on a quiet street with plenty of parking. Two blocks from dozens of trendy restaurants and shops on 36th street. Just a 5-minute drive / 17-minute walk to Johns Hopkins' Homewood campus. A 10-minute drive to downtown.

Popular amenities for Woodlawn holiday rentals

When is the best time to visit Woodlawn?

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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 apartment rentals with a dedicated workspace in Woodlawn?

    Yes! Work meets play with ease at over 10 apartment 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 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.

  • 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 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 free parking?

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

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 $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 660 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Woodlawn holiday 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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