Holiday rentals in Upperco

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Top-rated holiday rentals in Upperco

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A comfortable living area features a light grey sofa adorned with soft blankets, positioned near a wooden coffee table. Two nautical-themed art pieces hang on the white shiplap wall, while a lamp casts a warm glow beside a potted plant. Steps lead to an upper level.
Home in Lutherville
4.87 out of 5 average rating, 280 reviews

* Beautiful Oasis w/ No Detail Spared

Kick back and relax in this calm, stylish space! No details were spared in the latest renovation to Maura & Pete's Airbnb properties. From the moment you walk in you will be overwhelmed with the tremendous comfort in the living room leading to a kitchen well equipped with your cooking needs. Along the way there is a washer & dryer if needed. Upstairs you will find a gorgeous bathroom right next to a perfectly laid out bedroom w/ plush king bed where you can watch your favorite show on the HD TV!

Top guest favourite
The open-concept living space features a combination of comfortable furniture, including two green chairs and a gray sofa. A wooden coffee table occupies the center of the room, surrounded by an area rug. A fireplace and bookshelves add warmth and character to the setting.
Flat in Sykesville
4.95 out of 5 average rating, 221 reviews

Hickory Haven •1B King •Bsmt Apt •Clean •LG

Walk into a generously spacious, open-concept apt. The comfortable furnishings in this home blend authentic styles with modern design. Start your mornings w/ a meticulously clean bathroom. Enjoy movie night in the large living room, or lay on the comfortable king-sized bed. Read through the night by a warm stove fire. Stay in the backyard and enjoy the serenity of Sykesville! Enjoy the high-speed internet and the large space for your work-at-home needs. Stay-a-while and make the place your home.

Guest favourite
An aerial view captures the lush greenery surrounding a charming property. The landscape is marked by fields and trees, with a well-defined pathway leading to the building. A mix of cultivated areas and natural foliage creates a serene environment.
Cottage in Manchester
4.91 out of 5 average rating, 203 reviews

Magnificent Acres farm, a jewel of ecotourism

Magnificent Acres is a unique jewel of ecotourism segment! Whether you want to spend an unforgettable weekend with your family, have a romantic trip with your significant other or have a great time with your friends, birthday party, wedding you have come to the right place! The unique location allows you to enjoy not only the amenities we offer our guests, but also great number of attractions in the immediate surroundings, which you can reach on foot, by bike, by car and even on horseback!

Top guest favourite
The charming two-story home features a light blue exterior with white trim and a welcoming porch supported by classic columns. A well-maintained yard showcases lush greenery and flowering plants. An American flag is displayed prominently, adding to the home's inviting presence.
Guest suite in Monkton
4.96 out of 5 average rating, 186 reviews

Private Garden Apartment in Historic District

Our 1919 charming home, surrounded by 50 acres of preserved land, is in an historic district and a stone's throw from the NCR hike/bike trail. We have tubes to float down the Gunpowder River which winds around our property and is accessible by foot. The bike path is lovely! Inverness Brewery is located 5 minutes away, Starbright farm is a glorious lavender farm 15 minutes north, Boordy Vineyards, a family run winery, is 20 minutes east, and Ladew Toipiary Gardens is another gem to behold!

Top guest favourite
The exterior of a two-story house is surrounded by trees, with warm lights framing the balconies. Large glass windows provide visibility into the interior. A deck with a railing is seen above, and decorative elements are positioned outside the entrance.
Guest suite in Smithsburg
4.98 out of 5 average rating, 328 reviews

Creekside Retreat at the Jewel Vinsota

Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

Top guest favourite
A charming stone cottage features a red front door with black shutters framing the windows. A friendly dog stands on the stone path, surrounded by lush greenery. The staircase leading to the studio is visible on the right side, along with decorative elements of the owner's residence.
Guest house in Towson
4.99 out of 5 average rating, 280 reviews

Cute cottage studio with full kitchen and laundry

Warm and inviting private upstairs studio with off-street parking, full kitchen, laundry, electronic fireplace, rainhead shower and deck with tranquil garden in the Riderwood area of Towson. Studio is situated next to owner's stone cottage, and is tucked away at the back of 2.5 acres with private bridge and creek. Centrally located to shops, galleries, walking and biking trails, Lake Roland, Baltimore, DC and PA. Especially suitable for a restorative or romantic getaway.

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, 156 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
Guest house in Owings Mills
5 out of 5 average rating, 8 reviews

Private Suite w/ Kitchen, Bath, Separate Entrance

Escape to a peaceful private suite designed for comfort and relaxation. Enjoy your own entrance, a full kitchen stocked with essentials, and a private bathroom for complete convenience. The cozy queen-size bed and smart TV make it easy to unwind after a long day. Whether you're visiting for work or leisure, you’ll have everything you need in this quiet, self-contained space, modern amenities, privacy, and a calm atmosphere that feels like your own home away from home.

Top guest favourite
A cozy living area features a yellow sectional sofa adorned with blue and patterned pillows. A glass coffee table with a dark wooden base sits in front. Two framed bird prints hang on the wall above the sofa, while a floor lamp and a decorative mirror enhance the space.
Flat in Union Bridge
5 out of 5 average rating, 213 reviews

Luxury, Charm and Privacy in Spacious Apartment

This light and airy, basement walkout apartment is located off the beaten path on a beautiful country acre. This airy space is filled with character and charm and is fully equipped. The apartment is perfect for couples, solo adventurers, and business travelers. Located 7 miles from McDaniel College and Westminster, 20 miles from Gettysburg, and 23 miles from Frederick, it's a great location for dining, exploring, shopping and enjoying all the college has to offer.

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, 29 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
Guest suite in Sykesville
4.91 out of 5 average rating, 149 reviews

A quiet, restful retreat.

This is an in-law suite with private entrance attached to our home in a quiet neighborhood. There is a fully equipped kitchen, dining area, living room with sofa bed, bathroom and bedroom with queen bed and sofa bed. Folding baby crib (pack n play) with sheets and blankets available. There is a foldable single bed also available. We are an hour away from D.C. and Dulles Airport and 30 minutes away from Baltimore and BWI Airport. Street parking is available.

Top guest favourite
A comfortable living area features a dark leather sofa adorned with decorative pillows. Two small tables sit on a simple area rug, while wall hangings add texture to the light-colored walls. Kitchen appliances are visible in the background, enhancing the open space.
Loft in Westminster
4.95 out of 5 average rating, 112 reviews

Luxury Downtown Loft

The only luxury loft available in Westminster! Looking for a clean and convenient place to lay your head while exploring Westminster, this is your spot! Brand new apartment with luxury amenities at your finger tips. Within walking distance to downtown Westminster and a short drive to some of Westminster's hidden gems! **Please be advised that the sleeping area has a low ceiling! If you are taller than 6ft be advised**

Popular amenities for Upperco holiday rentals

  1. Airbnb
  2. United States
  3. Maryland
  4. Baltimore County
  5. Upperco