Vacation rentals in Jefferson

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Top-rated vacation rentals in Jefferson

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Superhost

Apartment in Frederick

4.87 out of 5 average rating, 138 reviews

Villa with majestic views of the Monocacy River!

The River House is located on the Monocacy River with the Monocacy National Battlefield on the opposite shore. Downtown Frederick, Maryland is just 3 miles away. A brick charcoal barbecue grill is offered for outdoor grilling. There are 3 units available in the River House. This is the largest and includes a full modern kitchen with island seating for 5, 2 full baths, washer/dryer and sleeps 5 comfortably. The property is served by T-Mobile high speed internet. The Villa is not pet friendly.

Top guest favorite

A rustic cabin with a wooden exterior nestled among trees is illuminated by warm outdoor lighting. A welcoming entrance features a green door, surrounded by flower pots and small pumpkins. A rocking chair sits on the front porch, inviting relaxation in the tranquil setting.

Cabin in Myersville

4.98 out of 5 average rating, 140 reviews

Sleepy Hollow Log Cabin

Sleepy Hollow Log Cabin at Beechnut Springs is nestled in the majestic Blue Ridge Mountains. A short distance from Rt 70 as you travel down scenic route 17 following a bustling trout stream to Beechnut Springs entrance. After you arrive & settle into your secluded cabin, you will find many unique activities & quiet places in this serene setting amid the wonders of quiet waterfalls, easy walking paths, a wildlife haven, natural running streams & "The Bog Shack". Welcome to Sleepy Hollow Log Cabin

Guest favorite

The exterior of a guesthouse is shown, featuring a two-car garage with closed doors. A smooth asphalt driveway curves towards the garage, bordered by an expansive grassy area. A leafless tree stands nearby against a backdrop of a partly cloudy sky.

Guesthouse in Middletown

4.94 out of 5 average rating, 291 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.

Top guest favorite

An expansive white barn with a metal roof is visible, standing next to a winding asphalt road. Green grass surrounds the structures, with additional outbuildings in the distance. The sky is bright with soft clouds, contributing to the farm's tranquil ambiance.

Farm stay in Middletown

4.95 out of 5 average rating, 42 reviews

The Milk House at Hereford Grove Farm

The Milk House at Hereford Grove Farm is a completely renovated efficiency space located on a beautiful, 128 acre, historic farm. All facilities are brand new and modern. Come experience the magic of this unique and tranquil getaway for two. The pastoral setting includes breathtaking views and sunsets, beautiful barns, a spring-fed pond, and nearby grazing cattle. The farm is a great setting for pets. Due to the size of the Milk House, only one pet is allowed and no cats are permitted.

Guest favorite

A welcoming entryway is framed by a wooden gate featuring an ornate bee motif. Behind the gate, a staircase with black balustrades leads to the upper level. Natural light streams in through a window, and decorative greenery enhances the inviting atmosphere.

Home in Jefferson

4.92 out of 5 average rating, 241 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, 261 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

The entrance to The Crooked Cottage is framed by wooden planks and surrounded by greenery. Two windows offer glimpses into the inviting interior, while a gravel pathway leads up to the door, playfully adorned with a sign featuring the name of the cottage.

Home in Myersville

4.97 out of 5 average rating, 226 reviews

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!

Guest favorite

A private front porch features a rustic wooden bench against a backdrop of green foliage. Two wicker baskets hang from the ceiling, and natural light filters through the windows, contributing to a serene outdoor atmosphere.

Guesthouse in Frederick

4.97 out of 5 average rating, 339 reviews

The Shady Bear Cabin

After a complete renovation, we decided the cabin would be perfect for Airbnb. It's completely separate from the main house and offers both of us a great deal of privacy. It is also warm and cozy yet extremely comfortable. Please be aware that we have dogs on the property. If you are not comfortable with dogs, please do not book this cabin. If you are, we hope to see you. DURING THE PANDEMIC WE WILL BE FOLLOWING AIRBNB'S ENHANCED CLEANING PROTOCOL.

Guest favorite

A charming exterior of a historic home is depicted, featuring light brown siding and white trim around three windows. A bright green door is flanked by a small potted plant on the steps, set against a backdrop of lush greenery.

Apartment in Burkittsville

4.97 out of 5 average rating, 117 reviews

Charming Burkittsville 1747 Home

Studio apartment located in the rural historic town of Burkittsville MD (Est. 1824) at the base of South Mountain, surrounded by beautiful farmland. About 25 minutes to Antietam battlefield, Harpers Ferry WV, Shepherdstown WV, Middletown MD, Frederick MD. Close to many activities including wineries, breweries, award winning restaurants, theater, hiking, biking, river activities, Appalachian trail, C&O canal, national and state parks.

Guest favorite

The exterior of a spacious two-story carriage home is depicted, featuring a large porch with seating. A well-maintained driveway leads up to the entrance, surrounded by greenery. The roof is steeply pitched, and large windows are visible, allowing natural light into the home.

Guest suite in Frederick

4.92 out of 5 average rating, 114 reviews

Spacious Carriage Home Suite in Frederick MD

NEAR HISTORIC DOWNTOWN FREDERICK - Super Spacious 2nd Floor Guest Home Suite located on 5 Acres with an amazing view! Freshly painted and newly furnished with fresh appliances. Long Driveway entrance with plenty of parking available. Only 46 miles from Baltimore and 50 miles away from D.C. Downtown Frederick is only a couple of minutes away so you can enjoy shopping, restaurants, and experience everything Frederick has to offer!

Top guest favorite

A natural stone engraved with 'Suite GG' is surrounded by trailing ivy, positioned on a wooden surface. The stone adds an organic touch, serving as a welcoming feature for guests arriving at the apartment.

Guest suite in Leesburg

4.99 out of 5 average rating, 212 reviews

Suite GG ~ Relax & Enjoy

Let this cozy 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 lovely raised deck overlooking the back gardens.

Guest favorite

A large metal bridge spans a calm river, surrounded by lush greenery and tall trees. The clear blue sky enhances the serene setting, with sunlight reflecting gently off the water's surface.

Home in Jefferson

4.78 out of 5 average rating, 207 reviews

Fox House at Fox Haven Organic Farm

Lovely views of South Mountain and our farm from huge back deck. Perfect for overnight retreats, a family or friends getaway, or even day long business retreats. Sauna, ping pong table. Country road, creek, bird songs, peace. Appalachian Trail, Harper's Ferry, C&O bike bath, Catoctin Nature Center, Greenbrier Lake, Rivers, galleries, shops, antiques, and restaurants of Frederick, and more are within 15-20 minutes of the farm.

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Popular amenities for Jefferson vacation rentals

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Other great vacation rentals in Jefferson

Top guest favorite

A coffee station is displayed on a marble countertop, featuring a coffee maker, a kettle, and a carousel with assorted coffee pods. Various types of tea bags are neatly arranged in a wooden holder, alongside a tray containing sugar and cream options in containers.

Private room in Jefferson

4.97 out of 5 average rating, 38 reviews

The Hummingbird Room - Sparkling Stars Inn

LupeRating, 5 stars1 week ago

If you are looking to visit the city of Frederick but want a place away from the city Linda's is the perfect place. She was very responsive and has thought of everything from providing toiletries, to even providing amenities for a dog. The bed was very comfortable and felt like home. As soon as you walk into the house she has cookies waiting for you at the door and coffee machines on both floors. What is even more convenient is that she has a washer and dryer for guest to use. The breakfast she provided was great and the dining area for guest was beautiful. I really appreciated that he has a large fenced in yard for our dog to run and she went provided bags for the pet waste. Linda has really gone above and beyond. I was also fortunate enough to meet her and was so kind and welcoming. So if you ever want a beautiful relaxing place to stay and still be close to Frederick'd Linda's is the place to go!

Top guest favorite

A welcoming front porch is adorned with comfortable seating arrangements, surrounded by lush greenery. The entrance features a classic door framed by large windows, with potted plants adding a touch of color. The home's façade displays a blend of charming traditional elements.

Private room in Middletown

4.97 out of 5 average rating, 269 reviews

Peaceful Farmette, Blue Bedroom

JoanRating, 5 stars1 day ago

Mary was a great host. The room had everything we needed, and the fridge was filled with water bottles which we appreciated. She took time to talk with us and show us the grounds even though she was very busy with some projects. This is a very quiet area, being a farmhouse on many acres.

Top guest favorite

A well-maintained backyard space showcases a lily pond surrounded by vibrant flowers, including yellow daylilies and orange blossoms. A rustic shed is positioned in the background, while a large blue above-ground pool is partially visible. Comfortable seating is placed nearby for relaxation.

Private room in Sharpsburg

4.96 out of 5 average rating, 115 reviews

Hidden Gem - Stay with Dan and Alice.

SueRating, 5 stars2 weeks ago

This was my second time staying at Hidden Gem and it was as lovely as the first. Daniel is an excellent host - great communication and thoughtful responses. The room is spacious and has a wonderfully comfortable bed and the entire place is spotlessly clean. The patio and fish pond are so very peaceful. And the pups are adorable! Highly recommend.

Guest favorite

A lush green yard surrounded by tall trees is featured, with a stone pathway leading to a staircase. The staircase connects to a deck area that overlooks the natural surroundings, creating a peaceful outdoor space for guests to enjoy.

Private room in Leesburg

4.9 out of 5 average rating, 84 reviews

Serene, Calmative, Scenic

JonathanRating, 5 stars4 days ago

Sumithra was a fantastic host. Very responsive and always polite. The area was beautiful with plenty of walking areas to go out and enjoy nearby scenery or to enjoy the weather. Very quiet and friendly area. The location is also only about 20-25 minutes from downtown leesburg which has a beautiful downtown area.

Superhost

A spacious guest room is shown with two large beds dressed in a striped gray and white comforter. A television is mounted on the wall opposite, with a small dining table and a chair nearby. Vertical blinds allow natural light to brighten the area.

Private room in Frederick

4.79 out of 5 average rating, 243 reviews

Suite Acogedora e Independiente.

AleksejsRating, 5 stars2 weeks ago

Fantastic owner. Very easy to communicate, helpful and friendly. Everything necessary was prepared for our stay. Even a loud air unit wasn't an issue. Great deal for the money! Thank you Maribell!

A charming cottage is nestled among lush green trees, featuring a warm wooden exterior with red accents. A small balcony is visible on the upper level, and inviting steps lead to the entrance, framed by landscaping of shrubs and mulch.

Tiny home in Point of Rocks

4.78 out of 5 average rating, 9 reviews

Cozy Custom-built Cottage with WiFi

WestonRating, 5 stars3 weeks ago

Beautiful wood work in this tiny home. Restaurants at walkable distance. The separate area for utility sink and outdoor shower is nicely decorated and clean. Amenities include fire pit and grill, though we did not use them.

Guest favorite

Private room in Monrovia

4.81 out of 5 average rating, 66 reviews

Sampler Room

JonRating, 5 stars1 month ago

This was a fantastic stay. This home is far away from the hustle and bustle, and very peaceful. Their horses and dogs love to come up and say hi. Norma and Patrick have continental breakfast set up for the guests, and they have experience with hosting since the very early days of Airbnb. Getting packages delivered from Amazon was a breeze here. Also, Civil War battlefields are in proximity to this home. I found some rigorous hiking trails and feasted at great restaurants afterwards. During my stay I learned a lot from Patrick about Civil War history.

Guest favorite

Two children explore a gentle creek surrounded by lush greenery. Ferns and fallen branches are visible along the bank, while trees create a shaded canopy overhead. The water flows calmly, adding to the serene, natural setting.

Private room in Leesburg

4.97 out of 5 average rating, 176 reviews

Turtle Hill

LoganRating, 5 stars2 weeks ago

Turtle Hill is a well-appointed studio apartment in the Leesburg area. It is in the middle of the woods but there are many things to do nearby. Samuel's place is a wonderful spot for a quick get-a-way.

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Vacation rentals in Jefferson

Top-rated vacation rentals in Jefferson

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