Holiday houses in Upperco

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Top-rated holiday rentals in Upperco

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Guest favourite

Home in Lutherville

4.88 out of 5 average rating, 237 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!

Guest favourite

Apartment in Monkton

4.94 out of 5 average rating, 157 reviews

The Fisherman's Lodge at the 1858 Monkton Hotel

Love the outdoors? Love to fish, hike, bike, kayak? All of the above? The Monkton Hotel is a registered landmark that sits on the NCR trail, which runs along the Gunpowder River, home for some of the best trout fly fishing in the country. This fully renovated apartment, themed the "Fisherman's Lodge", is on the second floor and has the latest amenities. Nothing in the area matches the charm, convenience and history. An electric bike store, tube rental and great cafe are all in the same building.

Top Guest favourite

Apartment in Sykesville

4.96 out of 5 average rating, 192 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

Guesthouse in Westminster

4.88 out of 5 average rating, 336 reviews

The Pig Shed Writer’s Retreat at Barter Lady Farm

Newly renovated with all new bathroom! The Pig Shed is an idyllic setting, close to Gettysburg and McDaniel College. Dogs under 50lbs welcome for Additional Fee, see House Manual for rules/fees for dogs. A unique retreat, fantastic for exploring local sites and nature watching. The studio features a queen sized bed, a full size futon, 3/4 bath, microwave, air fryer, hot plate, gas grill, incredible views and lots of quiet, access to a pond, hiking trails, a fire pit, and can visit the chickens.

Guest favourite

Cottage in Manchester

4.93 out of 5 average rating, 190 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

Guest suite in Monkton

4.96 out of 5 average rating, 170 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

Place to stay in Shippensburg

5 out of 5 average rating, 373 reviews

The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ

Escape to the charming 2BR 1Bath A-frame on a secluded wooded property just 10 mins away from Shippensburg, PA. Whether you're looking to savor nature‘s tranquility from the luxurious hot tub, share stories around the fire pit, or explore picturesque Cumberland Valley, this will be the ideal starting point for your adventures. *2 Comfortable BRs *Open Design Living *Full Kitchen *Smart TV *Backyard (Hot Tub, Sauna, Fire Pit, BBQ, Outdoor shower) *High-Speed Wi-Fi *Free Parking *EV charger

Superhost

Guest suite in Hampstead

4.87 out of 5 average rating, 92 reviews

SOLASE FARM RETREAT COZY COUNTRY SUITE

Welcome to Solase Farm Retreat in Hampstead, Maryland. The farm house was built in 1872. Come and relax in our quaint stone walled country guest suite with wifi and Alexa. Stroll the wooded paths, sit in the hammocks or by the pond, birdwatch, paint nature scenes, relax in front of a fire, enjoy our free roaming farm animals, Stroll with the goats, collect eggs, visit the near by wineries, nature parks and the quaint town of Hampstead plus other hidden gems. HOST AN EVENT. EXTRA CHARGE

Top Guest favourite

Guesthouse in Towson

4.99 out of 5 average rating, 241 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

Cabin in Upperco

4.93 out of 5 average rating, 124 reviews

The Guesthouse at Downey Family Farm

Cozy yet spacious renovated log cabin on our small farm in Maryland's picturesque countryside. Enjoy a relaxing stay in the country, where you can get to know the farm animals and enjoy eating outdoors under the pavilion. Large bedrooms, two bathrooms, great Wi-fi, and and fully-equipped kitchen and washer/dryer make this a great place to stay with your family. The Guesthouse is conveniently located with easy access to I-795, and is 35 minutes from BWI Airport.

Guest favourite

Guest suite in Sykesville

4.92 out of 5 average rating, 141 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

Guesthouse in Owings Mills

4.97 out of 5 average rating, 119 reviews

The Garden Studio

Thoughtfully appointed 1 bedroom guesthouse in beautiful Greenspring Valley. Enjoy quiet quarters on an acre of private residential property within 5 minutes of the Baltimore beltway & restaurants, grocers, gas, and services. Close to Stevenson University (2 mi), Towson University (7 mi), convenient to other colleges & universities in the area; and 11 mi to the Inner Harbor. Host available in main house as needed.

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Other great holiday rentals in Upperco

Guest favourite

Farm stay in Westminster

5 out of 5 average rating, 8 reviews

Triple F Farm. A Country Retreat

MarianelaRating, 5 stars1 week ago

Triple F Farms was an amazing stay for my wedding weekend. We were able to host the wedding party here for a cozy and relaxing weekend. Michael is super responsive and friendly. Anything that came up he always answered immediately. The house is cozy and was a hit! Our dogs loved it too!!

Top Guest favourite

Cabin in Delta

5 out of 5 average rating, 11 reviews

Creekside Cabin | Sauna&Fire Pit

BrookeRating, 5 stars3 days ago

A beautiful place for a quiet get away! Everything was perfect— it is so cute inside and out! 😊

Guest favourite

Home in Reisterstown

4.8 out of 5 average rating, 10 reviews

Reisterstown Gray Door

CourtneyRating, 5 stars3 weeks ago

Sheryle’s home was the perfect spot for our young family while traveling to Baltimore for a week. The space was clean, comfortable and had everything we needed. Would definitely stay again!

Cabin in Airville

4.68 out of 5 average rating, 41 reviews

Waterfront Glass Greenhouse Muddy Creek PA

SarahRating, 5 stars2 weeks ago

If you’re looking for the most serene getaway, this is it!! The location was everything from the sound of the creek to beautiful trees all around. The cabin was so cute but also so cozy!! Exactly what you would want out of a hillside cabin. The outhouse was the best outhouse I’ve personally ever been in which was a relief. Overall we felt like we were secluded from everyone on earth on the most peaceful property. The hosts were AMAZING!!! We have nothing but positive things to say. They were extremely responsive and when we needed a new gas tank for the grill, they were there within 15 min. That’s top notch care. 10/10 all around.

Guest favourite

Home in Westminster

5 out of 5 average rating, 7 reviews

The Cranberry House

RichardRating, 5 stars1 month ago

The cranberry House was amazing. The pictures don’t do this place justice, it was so clean and so cozy. We will definitely be back here if we ever come through this way again! If this is available, don’t even hesitate just book it!

Guest favourite