
Places to stay near Linganore Winecellars
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Top-rated holiday rentals near Linganore Winecellars
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Cozy West Virginia Treehouse
Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

Gorgeous cabin on Blue Ridge
Atop the Blue Ridge close to Harper’s Ferry and Virginia wine country this airy retreat overlooks the idyllic Shenandoah. Our two-person soaking tub on a magnificent deck, huge firepit, gorgeous vintage interior, grand piano, and warm pine ceiling and floors, give you the perfect place to get away from city life for a bit. Full kitchen. Two bedrooms plus a big couch that could sleep someone else in a pinch, and a cozy little fireplace top it all off! Just steps to the Appalachian Trail.

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.

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!

Poole House at Friendship Farm
Welcome to Poole House at Friendship Farm! Escape to the country at this historic stone house built in the 1700s. With accommodations for eight guests it is perfect for a getaway with friends and family, wedding parties and work retreats. The house received a meticulous restoration that includes all mechanical systems and a modern addition with a gourmet kitchen and master bedroom. The property also includes a three car garage as well as a restored smoke house and log cabin.

Sunsets from a Haven on a Hill
Come rest & relax in the high hill country of Mount Airy, MD. Find an oasis of beautiful views, rolling hills, open skies, and pastureland. This three-story farmhouse sits on one of the highest points in Mount Airy, MD with views of both the sunrise and the sunset. With an open kitchen plan, large family room, and beds to sleep 9, it’s a perfect place to gather family together for the holidays. Unwind, unplug, and connect with your loved ones in this beautiful farm setting.

Boxed Inn ~ Hot Tub ~ Fire Pit
This charming, tiny home offers the perfect blend of cozy comfort and the great outdoors, all while nestled close to the Whitetail Resort. Inside is an open space bathed in natural light, where modern style meets mountain tranquility. The interior, with its thoughtfully designed features, comes with a comfortable loveseat, a smart TV, and bar seating: perfect for those intimate conversations or just catching up after a busy day on the trails.

Misty Hill Lodge-Frederick
Pets not permitted. This is a no smoking property, inside and out. Misty Hill Lodge - 2 BR, 2 BA, 1930's Log Cabin in Frederick will be the place where all your stress disappears as soon as you arrive. 5 wooded acres, Huge 29x29 Great Room, 80" Smart TV, Central AC/Heat. Built from American Chestnut trees that lined the property, (15min to downtown Frederick, 5 min to Middletown). The property features incredible wildlife.

Garden Cottage
Located in a beautiful and peaceful part of Maryland our Garden Cottage offers a cute and cozy getaway. A perfect escape from the city, our cottage is nestled among some of Maryland's best farmers markets, breweries, wineries, and outdoor experiences while still being conveniently located near several small towns and Frederick, MD. If you’re looking for a longer stay but our calendar looks booked please reach out to us!

Master's Suite · 1920s Tudor Estate, Hunt Valley
A king-size suite in the gatehouse of a 1920s English Tudor estate, deep in Maryland’s horse country — peaceful and private, but an easy drive from the city. • King bed, vaulted ceilings, hand-painted mural • Carrara marble bath with a clawfoot soaking tub • Private sun porch over open farmland • Pool, tennis & miles of farmland to wander • Hunt Valley 10 min · Towson 15 · Baltimore 25 · Ellicott City/Columbia ~35

Mountaintop Retreat with Wood Fired Hot Tub
Doah House is a private retreat perched on a bluff atop the Blue Ridge, with wide views over the Shenandoah Valley. A calm container for rest and observation, the pace softens, shaped by small rituals: lighting the fire, soaking in the wood-fired tub, making coffee by hand. Weather moves through the trees, changing the light, the air, the sound. Each day feels different. The forest shifts, and you might, too.

Large countryside escape
Large, sparkling-clean, light-filled cottage with peaceful views of grazing horses, swaying pastures and mountains all around. Oversized dine-in kitchen and gathering room allow for reconnection. Clean linens, comfortable beds and quiet, allow for great rest. Unwind, reconnect and recharge in this magical place minutes away from the hustle and bustle of Damascus and 45 minutes from downtown DC.
Popular amenities for holiday rentals near Linganore Winecellars
Other top sights near Linganore Winecellars
Apartment rentals with wifi

2 Queen & 1 Twin Bed / Mountain & Museum Fun

Newly Renovated 1BR Condo Sleeps 4 - Unit 4

Historic Federal hills urban lifestyle

Quiet Stay + Huge Apt + Hot Tub + Dogs, Walkable

Anchors Away

Downtown 1 BR Condo Steps to Everything

The Grand Delphey: Downtown Artist Retreat

Your Hideaway awaits/1-bedroom downtown pad.
Family-friendly house rentals

Stoney Spring Overlook

Eclectic & Romantic - Walk to Historic Downtown!

Cottage:Walkable 2 Everything-Super Clean-Downtown

The Great Escape Lodge ~ Exquisite Mountain Views

Steps to Winery and Battlefield – 1 Acre Retreat

Downtown: Prime Location w/Flexible Check In & Out

Historic Peace and Plenty Farm: Pool House

Cozy up in the restored 1820s Miller's House!
Apartment rentals with air conditioning

The Quarters at Belgrove

Villa with majestic views of the Monocacy River!

Carroll Creek Private Apt./Luxury King Bed

Luxury Apt w/ King Bed; Market St Artists' Suite

Cozy Downtown Suite + Coworking (3S)

Butchershill-Clean, KingBed, Parking, next to Park

Barn Apt on Tranquil Historic Farm--Amazing Views

A Great Getaway — Foxglove Retreat
Other great holiday rentals near Linganore Winecellars

The Gathering Place | Luxury Sauna Retreat

A-Frame At Oak Hills: Creekside + Hot Tub + Sauna.

Luxury Fells Home w/Hot Tub, Poker Room, & Parking

Cozy Cuddle up on 1700’s Clydesdale Farm

Lovely 2-bedroom apartment near McDaniel College

Sleepy Hollow Log Cabin

Hummingbirds Hideaway Treehouse

Gillis Carriage House 1 BR entire place pond view
Destinations to explore
- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- Nationals Park
- Walter E Washington Convention Center
- Baltimore Convention Center
- FedExField
- Oriole Park at Camden Yards
- Federal Hill Park
- Liberty Mountain Resort
- Johns Hopkins University
- Stone Tower Winery
- Arlington National Cemetery
- National Museum of African American History and Culture
- Washington Monument
- The Anthem
- Capital One Arena
- Georgetown Waterfront Park
- CFG Bank Arena
- National Harbor
- Howard University
- Smithsonian National Zoological Park
- Roundtop Mountain Resort





