
Cottage holiday rentals in Jefferson County
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Top-rated cottage rentals in Jefferson County
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Popular amenities for cottage rentals in Jefferson County
Cottage rentals with a hot tub

Shenandoah Escape, Hot Tub, Kid-Friendly, Hiking
Ana and Nick, thank you so much for hosting us at your beautiful home. The quaintness of your place, the warm welcome card, the bottle of wine, and the exceptional hospitality we received were truly amazing. We would highly recommend your place to anyone looking for a memorable stay with breathtaking views and cozy home finishes. Thank you, we’ll certainly return when we return to the area!

Cozy Cottage in the heart of Berkeley Springs WV
We stay in many rental houses on our travels. This one was extra special! Loved everything about this house. We enjoyed the hot tub, listening to the birds and exploring the area. Having the office there was such a great bonus. We look forward to staying here again in the future!

New! Family cottage w/ fast WiFi & pet friendly.
We truly enjoy our 2+ week stay in Linden! The house was perfect for our family - including 3 teenagers! They loved the basement game room giving us the extra space we needed to stretch out. The beds were super comfy. The neighbor hood is convenient to main highways making getting around a breeze. We loved sitting on the front deck drinking coffee and watching the deer. Our dogs Also approve! Thank you Robert for your hospitality!!

*Cottage @ Firefly Cellars* VA Wine Country escape
A very nice place in a private setting. Had all the essentials. The pool and hot tub were especially nice. Loved the wine at the winery also🍷 Andrea was helpful and responsive with all questions. Highly recommend staying!

Hidden Hill - Cozy Downtown Cottage with Hot Tub!!
A quirky and fun experience. James home gives you an updated kitchen and bathroom with a quaint old house feel. The beds are comfortable and clean. We enjoyed the hot tub in the evenings and the short walk to town. The driveway was steep and we appreciated the ability to park in the lower spot also available. The little details like a HDMI in a basket and all the cleaning supplies was great. Having three small bedrooms for our group at this price was perfect.

Uber SXY Private Country Escape! Hot Tub & Views~
Another great stay. The house is beautifully decorated, the hot tub is clean and clear, and the location is peaceful. We spent a lot of time at the Winchester Historic Walking Mall, and discovered the Shenandoah Valley Children’s museum where my 20 month old had a blast.

Pets? YES! Hot Tub | Fast Wi-Fi | Fire Pit
We had an amazing girls' weekend! The house was cozy, spotless and perfect for our group. Dolly & Brendan were super responsive and gave us terrific recommendations for local restaurants and wineries - everything we tried was a hit. We loved being able to sit outside and unwind by the firepit. Would definitely stay here again!

Fantasy Cottage: Private Pond, Waterfall, Hot Tub
Karma is real, so I must share this true GEM with the world. This was a bday getaway for my wife and I with our pup. I WIN BEST Husband of the Year because of Frank's Pond Cottage. I gave her the gift of her very own waterfall.. Beautiful luxury in hidden away by the Shenandoah. We were able to UberEats while also having an Uber take us to Element. Great food. Frank and team recommended horseback riding, did that too, MUST DO SO! We will be back and already have plans for next trip. Run DON'T WALK to spend time at this wonderful retreat.
Pet-friendly cottage rentals

Cozytown Cottage/Whitetail Ski Resort/Hagerstown
Jen's place was clean, comfortable, quiet and well stocked. It truly felt like our "home away from home". We stayed here when our daughter had twins and due to unexpected circumstances we needed to extend our stay...2 times. Jen's communication, response time to messages and her willingness to help is the best I have ever experienced on Airbnb. We look forward to our next trip to see our daughter and we will definitely stay at Jen's again. Thanks again Jen!!!

Robins Nest
Donnie was a wonderful host. He was very flexible and made sure that we had what we needed. The place was a perfect respite!

Quaint cottage in historical town of Paris VA!
You would be hard pressed to find a better place to stay. The house was very comfortable and relaxing. When we’re back in the area this will be our go to place.

Romantic Stone Cottage Circa 1869-75 acres to Hike
My girlfriend and I absolutely loved this cute romantic cottage. We enjoyed a peaceful and relaxing night, made ourselves breakfast in the full kitchen, and then went for a challenging hike on the AT that wasn't too far away. Would come back for a great getaway. Thanks Reagan!

Waterfront Cottage at Goose Creek
This cottage is beautiful, clean, very private and quiet. The home has all you would need and the finishes are higher end. There are so many windows to view the gorgeous grounds and creek. It is even nicer than the pictures. The host, Barb, was very easy to work with and very nice. I would definitely go back.

Stone School House - Minutes from Harper's Ferry
The house was so uniquely quaint! It was truly a time to unwind from the craziness of this world! No TV other than in the upstairs bedroom and no Wi-Fi, which made it so nice to “unplug”! The sauna was absolutely amazing! The two options of fire pits to relax and have s’mores! The fireplace in the main living room was such an added bonus, to take the chill off in the morning and to just have a nice fire in the evening before bed. The fact that they had food there for us for breakfast was truly amazing! A bottle of wine to share, which was great considering we were there for our anniversary. You can get to so many places within 20 to 40 minutes! We went into Harpers Ferry for dinner at the Rabbit Hole! Harpers Ferry is a must to visit if you are in the area! Tons of trails, white water rafting and things to see and do are all just a short drive away. If you want a place to truly unwind, this is it! 🥰

English Cottage
Sandi was a gracious host and the cottage was a wonderful place to stay. I highly recommend if staying in the area.

Charming "Cream of the Crop" Cape ~❤️of Middletown
Place was perfectly as described, very clean if ever in the area again to play, Golf definitely would be looking to rent again
Private cottage rentals

Lake View Retreat - Cottage Near a Peaceful Lake!
Beautiful home in a beautiful area. The booking process had extra steps that I've never had to do before like uploading a photo of my driver's license and answering several questions about our family. I felt a little uncomfortable giving all that info out, but we had to book last minute due to a family funeral and didn't have a lot of options. All in all we did have a nice stay. Everything was beautiful, well organized, and suited our needs.

Woodsy Retreat with a Hot Tub and Seasonal Views!
This home had all of the little touches that take a rental from four to five stars: comfy beds, quality linens, well-equipped kitchen, games, throw blankets, etc…We had a lovely stay, and the hosts were very communicative and gave clear instructions for everything in the house and a great guidebook for local activities. The home was exceptionally clean, and the location was peaceful. We had a fantastic time connecting as a family, spending as much time just relaxing at the house as out and enjoying the local area of Harper’s Ferry.

"The Lovely Cottage"." Your Home, Our Hospitality"
“The Lovely Cottage” is well-named. The space is a perfect size for a couple’s getaway. The living room has a comfortable full-size couch and loveseat, and the wall -mounted TV is easy to move on its mount if you want to watch in the kitchen. It is streaming-only, so bring your password to watch other than live TV. The kitchen is stocked with plates, bowls, and flatware, as well as pots, pans, skillets and tools. It was easy to prepare meals with everything conveniently located in the kitchen. You can adjust the heat and AC for your own comfort. We made use of the propane grill on the back patio for two dinners. We felt like we had nice privacy as the cottage is off the main street, which is a quiet street anyway. The owner provides bottles of shampoo, conditioner, and body wash, which is a nice touch. They also provided toilet paper and kitchen paper towels. The TP is a big deal; we have stayed at a place which did not, which is an unpleasant surprise when you arrive late at night.

Amazing dog-friendly cottage. Walk 2 Harpers Ferry
This little home was perfect! It was clean and beautifully decorated. The showers were amazing. It was nice that they supplied shampoo, conditioner, bodywash, & a hairdryer. The fenced in backyard was so nice and huge. It is by far our favorite AirB&B house. We plan on staying here again in the future 🩷

Carrot Top Cottage surrounded by National Park
Excellent location in a quiet peaceful neighborhood on Camp Hill. Easy walk downhill to the historic section of Harpers Ferry (Lower Town) but a bit of a challenge to walk back up the hill. Nice walk nearby down a section of the Appalachian Trail to Jefferson Rock. House was clean and comfortable. Spiral staircase to second floor could be difficult for some. Comfortable beds. Nice kitchen. Big lawn and porch to sit out on. Perfect location for my husband, daughter and I to explore the area for a few days.

Charming 2bdr Farmhouse in ❤️ of NoVa Wine Country
My best friend and I chose Jennifer’s home for a weekend girls’ weekend. From the moment we booked, Jennifer was responsive and super friendly, ready with recommendations for wineries and restaurants nearby. This continued throughout our stay — she even offered an earlier check-in and later check-out, which was so appreciated! Her place is legit even better than the photos and description. We felt instantly welcomed and comfortable. While we definitely enjoyed the peaceful location and proximity to local wineries and charming historic Hillsboro and Purcellville, I truly think the best part was the super positive vibe of the home and our host and how that allowed us to really relax and enjoy ourselves. Hands down the best air bnb experience I’ve had. We’ve already talked about coming back and making this an annual tradition. Thanks so much for opening your home to us, Jennifer, and ensuring we had the perfect place for our weekend!

Carrot Top Cottage PLUS Carriage House
Two couples so having the carriage house, bed and bath, was great. First day we walked Harpers Ferry - what beautiful scenery. The 2nd day we drove to Gettysburg (1 hr) and that was impressive. Wish we had planned a 3rd day as many recommended a visit to Antietam. Maybe next time. The home was very clean and well appointed. Bryan & Cathy rate very high on the host scale.

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Beautiful view and so nicely decorated! It rained most of our trip but the view and space were great so no one minded.
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- Great Falls Park
- Cunningham Falls State Park
- Caledonia State Park
- Stone Tower Winery
- The Links at Gettysburg
- Cowans Gap State Park
- Cacapon Resort State Park
- Robert Trent Jones Golf Club
- Congressional Country Club
- Whiskey Creek Golf Club
- Gambrill State Park
- Whitetail Resort
- Liberty Mountain Resort
- South Mountain State Park
- Field of Screams Maryland
- Sly Fox Golf Club
- Shenandoah Valley Golf Club
- Creighton Farms
- Washington Golf & Country Club
- Chevy Chase Club
- Notaviva Vineyards
- Bowling Green Country Club
- Columbia Country Club
- Twin Lakes Golf Course