Holiday rentals in Jefferson

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Top-rated holiday rentals in Jefferson

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Guest favourite

Home in Jefferson

5.0 out of 5 average rating, 160 reviews

Historic Cottage in Wine Country

Relax and get away to the countryside! Jefferson is centrally located to enjoy the historic site of Harpers Ferry, explore the shops, art and fine food restaurants of Frederick, or take a scenic drive to award winning wineries and breweries! Cozy, two bedroom cottage is ideal for a family/group of friends. Each bedroom has a bath while living room pull-out sofa can accommodate two additional guests. Fully equipped kitchen, laundry room, outdoor seating and porches. Now with WIFI and Roku

22–29 Apr

$253 SGD per night

Guest favourite

Cabin in Myersville

4.97 out of 5 average rating, 252 reviews

Cabin on Middle Creek - Myersville MD - Middletown

Park the car & walk across the foot bridge to serenity along Middle Creek. Nestled between South Mountain State Park & Gambrill State Park, lies a beautiful & relaxed 9-acre private cabin retreat. Amazing place to unwind, de-stress & get away. Let the sound of the creek or rain on the tin porch roof put you to sleep at night. It has all the essentials of home. Enjoy the fire pit on cool evenings or take a dip in the stream on a warm day. The cabin offers a perfect peaceful or romantic setting.

24–31 Mar

$154 SGD per night

Guest favourite

Home in Brunswick

5.0 out of 5 average rating, 101 reviews

The Roots & River Guest House

Relax in this recently refurbished, late 1800s home just a few minutes’ walk from Brunswick's historic downtown, the C&O Canal path, the Potomac River and local dining. Enjoy views of Virginia and West Virginia from the back deck. Use the guest house as a base for short drives to historic Harpers Ferry, downtown Frederick, Maryland and Virginia wine country, and nearby Civil War historic sites. This home provides comfortable elegance in the heart of old Brunswick and the Potomac valley region.

3–10 Feb

$226 SGD per night

Guest favourite

Guest house in Middletown

4.95 out of 5 average rating, 245 reviews

Indulge, Fresh Flowers, Frederick County Haven

2 bedroom, full kitchen and laundry, 1 level guesthouse beside detached garage (separate from main house). The front has a rose garden, birdbath and your own patio. An apple tree is beside the guesthouse. A farm is to the back. Asian cafe, Subway, Dempsey's Grill, Amvets, Main Cup bar and restaurant, Tapia's and 3 ice cream parlors are all a short walk away. More restaurants and grocery store are less than a mile. Farmer's market in season on Thursdays. Fresh flowers and coffee are provided.

25 Sep – 2 Oct

$144 SGD per night

Guest favourite

Cabin in Lovettsville

4.95 out of 5 average rating, 148 reviews

Cabin On The Cliffside

Once you set foot inside this lovely country cabin you will be truly charmed by the aesthetic of the property, the owner newly restored it while keeping as much of the original structure while adding in newer amenities & design. Whether you plan to relax & unwind or explore nearby attractions (wineries, breweries, hiking, restaurants) this cabin will sure to impress. Highlighted features include king size bed, original walls of hand hewn logs, comfortable living space, fire pit, stone patio.

29 Sep – 6 Oct

$195 SGD per night

Guest favourite

Flat in Brunswick

4.93 out of 5 average rating, 180 reviews

Loft Apt Just off C&O near Harpers Ferry and AT

This beautiful loft apartment is right in the center of downtown Brunswick! The apartment offers a queen bed on the main floor and two twin beds in the loft. There is a small section sofa that can be used for an additional sleeping space. The apartment offers a fully equipped kitchen with a stove, oven, microwave and refrigerator along with a washer and dryer. There is wifi and a Smart TV, which is on a swivel mount so you can watch your favorite streaming services from the couch or the bed.

18–25 Mar

$139 SGD per night

Guest favourite

Guest suite in Leesburg

4.98 out of 5 average rating, 179 reviews

Suite GG ~ Relax & Enjoy

Let this lovely above-garage apartment be your home away from home. Located in Lucketts, VA we are within a short distance to the small artsy town of Leesburg, local wineries, breweries, antique stores, shopping outlets, hiking, biking and canoeing/kayaking on the Potomac River. Our spacious, fully-furnished apartment with private entrance sits above a detached garage and features a private bedroom with an antique queen-size bed, full-service kitchen, living room, bathroom and laundry room.

28 Aug – 4 Sep

$186 SGD per night

Guest favourite

Cabin in Lovettsville

4.97 out of 5 average rating, 119 reviews

Rustic cabin + modern luxury in Lovettsville

Enjoy a one-of-a-kind stay in this restored 1800s cabin guest house with modern updates and beautiful decor. Off the beaten track but only about 1 hour from both DC and Baltimore. Located on a working farmstead and close to wine country, breweries, a goat cheese creamery, farm-to-table dining, and more. A favorite landing place for those out in the country enjoying Loudoun's Artists' Tour, Farm Tour, Wine Country Half Marathon, a wedding, a hiking trip, or just a weekend in the countryside.

25 Sep – 2 Oct

$191 SGD per night

Guest favourite

Home in Jefferson

4.91 out of 5 average rating, 179 reviews

"Rusty Rose" ~ Restored farmhouse 🖤 of Jefferson

"Rusty Rose~amazing restored Farmhouse located in the heart of Jefferson. The perfect combination of "Leather & Lace"~ restoration met renovation to offer a unique property like no other to guests. Set your sights on adventure! Downtown Frederick restaurants, shops, parks, & nightlife. VA, MD, & WV local wineries & breweries. Hike the Appalachian trail. Float the Potomac River. Bike the C&O Canal. Ski the slopes. Golf 18 holes. Go antiquing. Tour quaint nearby towns restaurants & shops.

31 Oct – 7 Nov

$276 SGD per night

Guest favourite

Guest house in Lovettsville

4.94 out of 5 average rating, 118 reviews

The Patent House

Built around 1760, our log cabin sits on our 3 acre farmette, in the countryside in view of the foothills that separate VA, WV & MD. It's fully renovated, with a master bedroom (queen), full bath & convertible sofa downstairs (full). The cabin is next door to our house & shares a fence with our pasture where our miniature donkeys live. We have yappy dogs and friendly outdoor cats. we're in the country, so bugs do make their appearance, but they tend to go straight to the window sills.

16–23 Nov

$185 SGD per night

Guest favourite

Home in Jefferson

4.85 out of 5 average rating, 195 reviews

Chestnut House at Fox Haven Farm

Beautiful countryside vistas, nature-lover's paradise, feels like you are far away, yet the fine food and art of Frederick are only a 15 minute drive up the road. Hikes, Harper's Ferry, Ski Liberty, or just the quiet of our bucolic setting await. It can also be a part of a larger retreat when combined with 2 other farmhouses on the farm, and a restored Dairy Parlor venue. It's a great place to host friends, family, and more. You can join one of our farm-based education classes too.

22–29 Jan

$223 SGD per night

Guest favourite

Guest house in Myersville

4.93 out of 5 average rating, 190 reviews

Spruce Run Cottage, Farm stay on Catoctin Mountain

The cottage is located on 25 acres of mostly wooded terrain off Highway 17 near Wolfsville, Maryland, less than an hour and a half from D.C. The cottage faces the woods and the private drive down to the creek. There is almost zero light pollution at night so stargazing is incredible from the balcony. The hosts live on the property up the hill in an 1890’s chink log cabin. Although you can see our house, the cottage feels very private and is a quiet comfortable retreat in the hills.

9–16 Jul

$122 SGD per night