Holiday rentals 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, 154 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.

Top guest favourite
The historic building features a distinctive red brick façade, complemented by large windows and decorative trim. Lush green trees provide shade in front, while parked vehicles line the street, enhancing the inviting urban atmosphere.
Flat in Butchers Hill
4.98 out of 5 average rating, 483 reviews

Butchershill- Clean, Fireplace, King Bed, Parking!

My name is John S Marsiglia. Always clean, very comfortable new King Mattress, Warm & Cozy Fireplace, Self checkin , Historic 2207 E Baltimore St. Search online. 900 Sq Ft. 12 ft ceilings,Fully equipped kitchen/kitchenette,Coffee,Tea,Cream,Brita filtered water pitcher,50" 4K smart TV, streaming only, Free Netflix, Prime,top speed WiFi, surround sound, comfortable clean furniture, antiques, oriental rugs, workspace w/desk, modern beautiful bathroom, dual shower heads&seats, private full size W&D

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.
Guest house in Ellicott City
4.9 out of 5 average rating, 81 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.

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.
Flat in Union Square
4.93 out of 5 average rating, 576 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.

Superhost
Flat in Baltimore
5 out of 5 average rating, 4 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.
Flat in Baltimore
4.99 out of 5 average rating, 107 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.

Top guest favourite
Home in Canton
4.94 out of 5 average rating, 17 reviews

Cozy in Canton | Private Driveway | Pet Friendly

Enjoy your own private driveway with easy access to this thoughtfully renovated 1-bedroom suite in a finished basement of an owner-occupied home. No shared spaces. The suite features a brand-new kitchen, sleek appliances, and fresh flooring throughout. Elevate your stay with luxuries like a Dyson blow dryer and straightener, plus Ritz-Carlton hand soap, body wash, shampoo, and conditioner for a boutique hotel experience. Located near major highways and Canton bars and restaurants.

Top guest favourite
A modern kitchenette features sleek cabinetry and stainless-steel appliances, including a refrigerator, microwave, and dishwasher. A small decorative mat lies on the dark wood flooring, enhancing the fresh, clean appearance of the space. Pendant lights provide ample illumination above the work areas.
Guest suite in Glen
5 out of 5 average rating, 40 reviews

Baltimore Luxury Apartment Near Mt. Washington

Welcome to Baltimore's newest luxury apartment. This apt is located on the lower level of a new modern home. Apt. features 2 bedrooms, 1 spa bath, laundry room, luxury vinyl flooring & upgraded kitchenette with the finest appliances which include a full-size dishwasher, ninja foodie air fryer & oven, microwave & coffee maker. The apt is private & secure with its own designated entrance. You'll love the ample parking, nearby parks, easy access to I-83 & proximity to Sinai hospital.

Guest favourite
Home in Baltimore
5 out of 5 average rating, 16 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, 31 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 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, 309 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.

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 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 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 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 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 free parking, over 10 homes with a kitchen, over 10 homes with wifi, 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 180 vacation rentals in Chadwick Manor, over 70 vacation rentals in Westview Park, and over 520 vacation rentals in Catonsville 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 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.

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 € 8 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 & 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

  • 4.7 Average rating

    Woodlawn stays receive an average rating of 4.7 out of 5 from guests

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