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.

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Superhost
A cozy corner showcases a wooden chair beside a small stool on a textured rug. A functional workspace is visible with a mini fridge and a microwave, complemented by a black stove. Natural light filters through the large glass door leading to the deck.
Apartment in Baltimore
4.85 out of 5 average rating, 78 reviews

Modern Mount Washington Oasis

Discover a chic retreat in Mount Washington, Baltimore. Solos, couples, friends, & families: sleeps up to 3 on a queen bed & twin-sized trundle (upon request). Enjoy an entertainment system, work space, & kitchenette. Relax on the deck overlooking a large fenced yard, perfect for your dog to play! Located in a peaceful, safe area. 10 minutes from downtown, 5 minutes from Hampden or Lake Roland. Walk to shops, grocery, restaurants, & a light rail station. Ideal for Hopkins visitors & sports fans.

Top guest favorite
Guesthouse 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 favorite
Apartment in Union Square
4.93 out of 5 average rating, 577 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
Apartment 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.

Superhost
Apartment in Charles Village
4.77 out of 5 average rating, 120 reviews

Charles Village Cozy Studio (king size bed)

Welcomed to your Cozy Studio in Charles village! Charles village is nothing of what you may hear of Baltimore, this is a quiet peaceful neighborhood ! 5 minutes from downtown Baltimore!! always street parking, Great for a couple or just one person!! pets are welcomed, 50 inch flat screen tv and work desk if you need to work remotely! very private on quiet block ! king size bed to enjoy a great night's rest!!! don't worry about cleaning when you check out!! just come enjoy your stay!!!

Top guest favorite
Apartment 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 favorite
A fenced-in pool area is surrounded by lush greenery, with tall plants and trees creating a natural backdrop. The pool features calm blue waters, and a small paved pathway leads toward it. A black chair is positioned near the entrance of the pool gate.
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 favorite
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 favorite
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 favorite
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 favorite
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 favorite
Guesthouse 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 vacation rentals

When is the best time to visit Woodlawn?

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Avg. priceG$15,666 GYDG$15,666 GYDG$12,533 GYDG$13,368 GYDG$15,039 GYDG$12,950 GYDG$11,906 GYDG$11,906 GYDG$12,533 GYDG$13,368 GYDG$13,577 GYDG$13,577 GYD
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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 vacation rentals in Woodlawn

  • Total vacation rentals

    Explore 60 vacation rentals in Woodlawn

  • Nightly prices starting at

    Woodlawn vacation rentals start at G$2,089 GYD per night before taxes and fees

  • Verified guest reviews

    Over 660 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Woodlawn vacation 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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