Holiday rentals in Overlea

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Top-rated holiday rentals in Overlea

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Top guest favourite
A spacious lounge area features comfortable seating with a sectional sofa and two dark leather sofas. A modern coffee table sits atop an area rug, and a wall-mounted smart TV is visible. Natural light enters through several windows, contributing to the inviting atmosphere.
Guest suite in Joppatowne
4.99 out of 5 average rating, 183 reviews

Cozy, clean & spacious lower level of a new home

This is a spacious lower level of a newly built home. This private guest area has a lounge, dinning, and kitchenette in addition to a bedroom and a bathroom. Guests share only the main entrance of the townhouse with owners who live upstairs. This private decorated space includes a smart TV, comfortable seating, dining for 4, microwave, coffee maker, full refrigerator, toaster/air fryer, queen bed, wardrobe & dresser. Washer/dryer available upon request. Please review house rules before booking

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, 413 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!

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, 463 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

Guest favourite
A sunroom features a yellow door leading outside, with a comfortable seating area adorned with floral patterns and yellow cushions. Lush greenery hangs from the ceiling and sits on various surfaces, creating a vibrant and fresh environment, illuminated by natural light from the nearby windows.
Home in Baltimore
4.95 out of 5 average rating, 202 reviews

RetroLux Guest Suite 20 min to Downtown Baltimore

Retro-Lux Suite has the feel of a luxurious separate apartment with all the necessities you may need during your stay; from a warm and cozy bedroom, a clean and airy bathroom, to an inviting bright living room/kitchenette combo well stocked for your needs. The icing on the cake is a fantastic zen-like sunroom to enjoy your morning coffee/tea, or a glass of wine in the evening. Best of all, it's on the first floor, easy to get in and out; you can't go wrong staying at this unique guest suite.

Guest favourite
The bedroom features a queen bed with dark bedding and decorative pillows. A stylish rug overlays the carpet, complementing the room's color scheme. A full-length mirror is positioned against the wall, and a small nightstand with a lamp adds functionality. Natural light enters through a nearby window dressed with blackout curtains.
Home in Nottingham
4.72 out of 5 average rating, 25 reviews

Private 1BR/1BA | Home Comfort & Hotel Perks

Prime Location | Hotel Amenities w+ Home Comfort Less than 5-30 min to shopping, hospitals, BWI, & attractions! This suite blends hotel ease w/ home comfort—perfect for professionals & remote workers. ✔ Work & unwind – Sit-stand desk + Smart TV ✔ Stocked & ready – Coffee, snacks, mini fridge & microwave ✔ Rest well – Queen bed, satin pillows & blackout curtains ✔ Spacious storage – Walk-in closet, drawers, iron & mirror ✔ Self-care & fitness – fitness gear, beauty products & yard accessory

Guest favourite
A charming tiny house is nestled among lush trees, featuring large windows that invite natural light. A spacious outdoor patio with two chairs and a fire pit provides an area for relaxation. The surrounding landscape is verdant, emphasizing the home’s secluded setting.
Tiny home in Rosedale
5 out of 5 average rating, 70 reviews

Tree house resort spa with sauna &heated salt pool

Escape to a Secluded Sanctuary in the Woods. Located just 6 minutes from Baltimore City, this home is part of a unique collection of 3 villas, each nestled on 3.5 acres of lush, wooded land, complete with private driveways. Relax in your own private guest suite with its own entrance, surrounded by nature’s serenity, and enjoy the heated pool. This peaceful retreat is designed to make you feel like you’re far away from the everyday, offering the perfect couples’ escape. Pool closed Oct. 10th.

Guest favourite
A spacious living area features a cozy sectional couch adorned with decorative pillows. Soft, warm lighting illuminates the room, complemented by a striped rug on the floor. Visible in the background is the open-plan kitchen and dining area, enhancing the sense of space.
Guest suite in Lutherville
4.9 out of 5 average rating, 470 reviews

* Spacious Private Suite Full of Style & Comfort *

Welcoming recently updated private basement suite with trendy decor and style! The one bedroom spot offers so much more than just that. You will have full use of the open shelf kitchen, perfectly setup cozy living room, spacious full bathroom, breakfast nook, and laundry room if needed. Any couple, working professional, or small family / group of friends would love the stay here. Not to mention the great location convenient to all Baltimore attractions. Plenty of parking available.

Top guest favourite
Flat in Parkville
5 out of 5 average rating, 14 reviews

Treehouse Suite | King BR | Spa bath | Calm Energy

You'll love this thoughtfully designed second-floor apartment with clean lines and cozy details. It features 2 bedrooms—1 with a king bed, 1 with a queen—each with wall-mounted smart TVs. The bathroom has a spa-like feel with a walk-in shower and modern fixtures. The open living room separated by stool lined knee-bar flows into a farmhouse-style kitchen with open shelves, & butcher block counters. Enjoy a custom fireplace mantle with an electric insert sitting below a ceiling-mounted TV.

Guest favourite
A well-equipped kitchenette is visible, featuring modern appliances, including a microwave and refrigerator, alongside ample storage and countertop space. A small dining area with a round white table and pink chairs is situated nearby, enhancing the inviting layout of the space.
Guest suite in Towson
4.91 out of 5 average rating, 153 reviews

Cozy Suite in Towson l Free Parking + Laundry

Welcome to your stylish, sun-filled, private basement apartment in Towson, MD! Unwind in a queen-sized bed, enjoy a spa-like rain shower, and cook meals in the fully equipped kitchenette with a microwave, Keurig, air fryer, and portable cooktop. Stream your favorite shows on the 43" Smart TV or work remotely with high-speed WiFi. Guests enjoy free street parking, private entrance, and a shared washer/dryer on-site, making it easy to settle in and feel right at home.

Guest favourite
A two-story home is shown with a light brown exterior and green shutters. A front porch features a railing and seasonal decorations. Stone steps lead to the entrance, surrounded by well-maintained grass and a neatly trimmed evergreen shrub.
Flat in Nottingham
4.87 out of 5 average rating, 153 reviews

Bright and Cozy 2nd floor apt

My place is within walking distance of restaurants and family-friendly activities, within minutes of White Marsh Mall, easy freeway access for going to an Orioles/Ravens game, and the Inner Harbor or just hike a neighborhood trail. You’ll love my place because of Connivence to everything, in a quiet friendly neighborhood and private entrance. My place is good for couples, solo adventurers, business travelers, and families (with kids).

Guest favourite
An open-concept living area features a light-filled kitchen equipped with modern appliances, including a stainless steel refrigerator and oven. A dining table with four chairs sits nearby, surrounded by large windows that allow natural light. A comfortable couch with textured pillows adds to the inviting space.
Flat in Waltherson
4.97 out of 5 average rating, 30 reviews

Modern Apt by Lake Montebello

Peaceful, upscale comfort 20 minutes from Downtown Baltimore/Inner Harbor and less than a 2 mile stroll to Lake Montebello. A serene, stylish retreat in the heart of Hamilton — walkable, bikeable, and perfectly located. This humble abode is in a quiet, homeowner-filled neighborhood near shops, parks and restaurants. For added convenience, it is also directly located across the street from a mini mart.

Guest favourite
A spacious master suite features a king-size bed with a decorative canopy, flanked by nightstands. Two armchairs provide seating, and a woven area rug adds warmth. A mural depicting nature adorns the wall, while large windows allow natural light. An accessible doorway leads to the bathroom.
Farm stay in Cockeysville
4.94 out of 5 average rating, 109 reviews

Historic Gatehouse Master Suite

Discover the historic charm of Maryland's scenic horse country! Our Master Suite, part of a Tudor-style gatehouse on an elegant estate, offers luxury and convenience. Minutes from Hunt Valley and Baltimore, indulge in a Carrera marble bathroom, a private deck with sweeping views, a full-size tennis court, a refreshing pool, and more. Immerse yourself in elegance and history.

Popular amenities for Overlea holiday rentals

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