
Holiday houses in Upperco
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Top-rated holiday rentals in Upperco
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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.

The Roundtop Chalet (romantic couples retreat)
Indulge in a getaway to our charming cabin, the perfect retreat for all your special celebrations - be it anniversaries, birthdays, or simply a much-needed escape from routine. Perfectly designed for romantic getaways, this cabin seamlessly blends rustic charm with modern comforts. Savour the warmth of a cozy fireplace, unwinding in a hot tub,and indulge with unlimited lattes, crafted by our Breville Touch Espresso Machine. Embrace serenity at its finest and make memories that will last forever

Working horse farm retreat! Nearby wedding venue!
Wake up to see horses and deer right from the bedroom window! Experience country living on a working horse farm! Our home sits on a property with horses and the sights and sounds of farm life. Guests will enjoy spacious indoor living and abundant outdoor space in a rural setting. Just minutes from I-83, hiking trails and parks! Whether you’re coming to relax on the porch with a morning coffee, visit the horses, or explore nearby parks and trails, you’ll enjoy an authentic country experience!

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!

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

The Forge on Sunnyside Farm
Sunnyside Farm offers a luxurious stay in a beautifully restored historic forge. You’ll be greeted by the farm’s delightful hosts, Jimmy and Dean, two friendly Potbelly pigs. Beautiful cows forage right outside your door. The Forge features exposed wooden beams, brick walls, and cozy furnishings. The interior is designed with plush bedding, a fully equipped kitchen, and spacious living reminiscent of yesteryear. Breweries, wineries and famous antique stores nearby offer entertainment.

Historic Log Cabin built in 1850
It's rare to find a place that's both historic and one of a kind. This log cabin sits in the country on 5 acres of beautiful land with 2.5 fenced area. Central to Gettysburg, Baltimore, and Washington, DC. It's rustic with all the benefits of upscale modern appliances and amenities, including a super automatic espresso coffee machine, down pillows and bedding, memory foam mattresses, dishwasher, and a washer and dryer. With every visit you will be welcomed with a free bottle of wine.

The Crooked Cottage: a Cozy, Curated Escape
You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

Waterfront Log Cabin with Hot Tub
Situated on the water's edge of Muddy Creek, this newly renovated log cabin offers a unique, luxury getaway for those seeking a stay immersed in all that nature has to offer. While relaxing on the spacious outdoor deck, you will be treated with a panoramic view of Muddy Creek complete with an occasional sighting of the neighborhood eagle. Perfectly set up for a romantic getaway for two, The Log Cabin on Muddy Creek was created to provide a space for couples to rest and reconnect.

Waterfront cabin home - 9+ private wooded acres
Gunpowder Cabin is a peaceful getaway set on 9+ wooded acres and a private drive in Northern Maryland, just an hour from Baltimore. With a half mile of hiking trails, and over 600 feet of frontage on Octoraro Creek, there are numerous options for taking in the natural beauty: warm up by our two firepits, lounge in a hammock, take a dip in the river, or fish for trout from the shoreline. A secluded retreat that feels remote, but moments from the civilization you came to escape.

Spectacular views, intimate dome
Come experience a truly one of a kind polycarbonate dome tucked away in the Appalachian mountains! Situated on the mountainside overlooking the scenic Cumberland valley. Complete privacy, stunning sunsets, and amazing amenities! The dome is climate controlled. The spacious deck is equipped with a meticulously maintained hot tub, and a blackstone griddle. This offers the unique opportunity to be immersed in nature, yet enjoy numerous amenities and comfort.

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 Upperco holiday rentals
Other great holiday rentals in Upperco

The Blissful House

Waterfront Romantic Studio

Pre-Civil War Farmhouse / Personal Golf Course

Farm Stay + Pool | Animal Tour Included

Songbird Cottage 3b, sleeps 6

2nd story 2br. Apartment in the woods

The Gallery Flat

Charm City's Creative Escape in Reservoir Hill
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- South Jersey Holiday rentals
- Outer Banks Holiday rentals
- Georgetown University
- Walter E Washington Convention Center
- National Mall
- M&T Bank Stadium
- Nationals Park
- The White House
- District Wharf
- Capital One Arena
- Liberty Mountain Resort
- National Museum of Natural History
- Baltimore Convention Center
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Arlington National Cemetery
- Howard University
- Dutch Wonderland
- Sandy Point State Park
- Betterton Beach
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- Roundtop Mountain Resort
- Cunningham Falls State Park
- Smithsonian American Art Museum




