Vacation rentals in Jefferson

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Top-rated vacation rentals in Jefferson

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Top guest favorite
A charming cabin is nestled among lush greenery, featuring a large covered porch that extends along the front. The surrounding area includes well-maintained grass and several trees, creating a serene outdoor environment that invites relaxation.
Cabin in Myersville
4.95 out of 5 average rating, 331 reviews

Cabin on Middle Creek - Myersville MD - Middletown

Park the car & walk across the creek on 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. Great place to unwind & de-stress. 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

Top guest favorite
Guest suite in Middletown
4.95 out of 5 average rating, 22 reviews

Cozy Farmhouse Guest Suite w/ Private Deck

Imagine soaking some sunshine from the private deck of a lovingly renovated 1800s farmhouse. On warm days dip into one of the two creeks bordering the 25-acre farm; in cooler seasons, enjoy peaceful walks under open skies. This private guest suite with bedroom, bath, kitchenette, and living area blends comfort, history, and charm. Just 20 minutes to Frederick & Harpers Ferry, it’s ideal for solo travelers, couples, or small families visiting this beautiful area. Blazing WiFi keeps you connected.

Top guest favorite
A cozy living area features a gray sectional sofa adorned with two white pillows. Natural light filters through the large windows, highlighting a round orange pouf and two side tables with lamps. Wooden beams are visible on the ceiling, enhancing the cottage’s rustic charm.
Home in Middletown
4.95 out of 5 average rating, 131 reviews

Mountain Church Cottage

Mountain Church Cottage offers a great stay in the hills of Middletown, Maryland. Activities nearby include access to the Appalachian Trail. The roads are a perfect challenge for the serious cyclist and runner, but it’s just a 15 minute drive to the flat terrain of the C&O Canal bike path. For kayakers, Potomac River access is in Harpers Ferry, West Virginia. It's just a short drive to Antietam National Battlefield. And for those who enjoy a glass, there are a number of wineries in the region.

Guest favorite
The studio apartment showcases a compact layout with a modern kitchenette equipped with stainless steel appliances. A cozy sleeping area features a spacious bed adorned with soft linens. A wooden dining table with black stools is positioned nearby, creating a welcoming space for dining.
Apartment in Frederick
4.89 out of 5 average rating, 395 reviews

Downtown Frederick Modern Studio

Modern 1-bedroom studio apartment located on North Market Street (NOMA) in charming downtown Frederick. Walking distance to great restaurants, shops, breweries and nightlife. Studio includes a full kitchen and luxurious bathroom providing everything you need to enjoy your time in downtown Frederick. Conveniently located behind laundromat (Noma Laundry) which is open from 5AM-11PM. 5 minute walk to the heart of Frederick and minutes away from Gravel & Grind coffee cafe and Olde Mother brewery.

Top guest favorite
A living area features a patterned blue couch with decorative pillows and a wooden coffee table at its center. The room is well-lit by large windows, and a kitchen area is visible in the background, equipped with white cabinetry and stainless steel appliances.
Apartment in Downtown Frederick
4.96 out of 5 average rating, 126 reviews

Seven East Patrick

"7 East" Welcome to beautiful & historic Downtown Frederick, Maryland. Find yourself nestled among the tree tops above our lovely town...at "Square Corner", the intersection of Patrick and Market Streets. The commercial and financial heart of Frederick for over 250 years. Here, the National Road meets several important north-south roads leading to PA, Virginia, and Washington, D.C., all in under an hour drive! Entertainment and nightlife, historic sites & tours, enough for the whole family.

Top guest favorite
The image features a scenic view of Carroll Creek Promenade with outdoor seating visible along the water. The apartment interior showcases a bright living space with a comfortable bed, a modern kitchen with appliances, and a quaint desk area, all highlighted by natural light from the windows.
Apartment in Downtown Frederick
4.99 out of 5 average rating, 190 reviews

Carroll Creek Private Apt./Luxury King Bed

Within footsteps to Carroll Creek Promenade offering easy access to posh restaurants, fun Breweries, local shops and festivals galore! Modern remodel and furniture including a memory foam king bed. Enjoy your own apartment w/ wide open spaces & high ceilings that bring in fantastic light. Historic bldg. (circa 1840) with all the modern appointments to make your stay super comfortable & fun! Owners provide advice on their favorite places & restaurants! Easy self checkin. Free parking on site.

Top guest favorite
A bright bedroom features rustic wooden walls with horizontal stripes, complemented by large windows bringing in natural light. A spacious bed with white linens is paired with decorative pillows. A dresser and bedside table are positioned nearby, along with a fan for added comfort.
Cabin in Leesburg
4.95 out of 5 average rating, 22 reviews

Cabin On Fern Ridge

Escape to our newly renovated stylish 2-bedroom cabin in DC’s Wine Country, Cabin On Fern Ridge is a Waterford Reservations Elite Property Perfect for couples, families or solo retreat, it blends modern comfort with rustic charm. Enjoy private wooded property, king size beds, and a fully equipped kitchen. Relax on the fenced stone patio with outdoor fireplace. Cabin is ideal for visiting the areas best attractions wineries, breweries, hiking and more or simply unwinding in nature's embrace.

Superhost
The charming exterior of the restored farmhouse features a welcoming front porch adorned with seating, inviting guests to relax. The façade is complemented by traditional shutters and clean lines, while an American flag adds a touch of local character.
Home in Jefferson
4.92 out of 5 average rating, 279 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.

Top guest favorite
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, 334 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 favorite
A rustic cottage is set against a backdrop of bare trees, showcasing a wood exterior that blends with the natural surroundings. A deck extends from the side, providing access to the elevated entrance, while a winding path leads through the grassy area towards the woods.
Guesthouse in Myersville
4.94 out of 5 average rating, 262 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.

Guest favorite
The exterior of a remodeled cottage is displayed, surrounded by trees and lush greenery. A spacious patio area features a table and chairs for outdoor seating. Large windows let in natural light, while a chimney adds character to the roofline.
Bungalow in Leesburg
4.92 out of 5 average rating, 155 reviews

Hilltop @ Shiloh

Hilltop sits on a park-like estate. This NEWLY REMODLED Bungalow is part of a charming duplex, offering a private entrance and exclusive outdoor seating. Enjoy stunning views of rolling hills, ponds, and lush landscaping. Stay and refresh your soul in our peaceful cottage or explore! Close to breweries, wineries, the C&O Canal for biking and hiking, and antique shopping at the popular Lucketts Store. Just 11 miles to historic Leesburg, VA, Morven Park, or 15 miles to Frederick, MD.

Guest favorite
The bedroom features a spacious queen bed with a light-colored quilt and decorative pillows. A green accent chair is positioned at the foot of the bed. Natural light enters through a large sliding door, complemented by soft curtains. Wall art adds a calming touch.
Home in Frederick
4.85 out of 5 average rating, 105 reviews

Spacious Private Basement Apartment

You and your loved ones will be comfortable in this spacious and unique private basement apartment. 910 sq/ft. Beautifully decorated. Braddock heights area, less than half a mile to I 70, 3 miles to I 270 and two miles to route 340. Restaurants and shopping plazas, less than 6 miles to Downtown Frederick. There are many attractions around such as local breweries, parks, museums and more. Private entrance with 1 parking spot on the premisses. Huge backyard and patio.

Popular amenities for Jefferson vacation rentals

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