A stone archway with inscriptions and statues, surrounded by grass and trees.

Jefferson Vacation Rentals

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Our top choices for Jefferson vacation rentals

1. Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Jefferson
10.0 out of 10, Exceptional, (74 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is CA $142
CA $371 total
includes taxes & fees
Oct 18 - Oct 19
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

2. Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Middletown
9.6 out of 10, Exceptional, (116 reviews)
"Beautiful property! Owner is very quick to communicate and did a fantastic job making it a very relaxing place to stay!"
United States
Cindy B.
The price is CA $178
CA $371 total
includes taxes & fees
Oct 26 - Oct 27
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

3. Charming "Cream of the Crop" Cape ~❤️of Middletown

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (159 reviews)
"Perfect little house in a great historic location."
United States
Donald K.
The price is CA $135
CA $362 total
includes taxes & fees
Oct 19 - Oct 20
Charming "Cream of the Crop" Cape ~❤️of Middletown

4. Beautiful, Historic, Hiking, Biking and C&O Canal

Beautiful, Historic, Hiking, Biking and C&O Canal
Brunswick
10.0 out of 10, Exceptional, (29 reviews)
"really nice place"
United States
David R.
The price is CA $164
CA $284 total
includes taxes & fees
Oct 20 - Oct 21
Beautiful, Historic, Hiking, Biking and C&O Canal

5. Cozy Getaway near Harper`s Ferry, C&O & Potomac

Cozy Getaway near Harper`s Ferry, C&O & Potomac
Brunswick
9.8 out of 10, Exceptional, (70 reviews)
"Cute downtown area with multiple spots to grab breakfast and convenience store stuff. Easy access to Harper's Ferry and made for a nice restful spot between hikes in nature and around town."
United States
Robert
The price is CA $141
CA $258 total
includes taxes & fees
Oct 19 - Oct 20
Cozy Getaway near Harper`s Ferry, C&O & Potomac

6. Historic Getaway near C&O Canal, hiking and biking

Historic Getaway near C&O Canal, hiking and biking
Brunswick
9.8 out of 10, Exceptional, (13 reviews)
"Very friendly host who made communications easy. We left our iPad behind and they called us right away. The apartment was large, beds were comfortable, and the bathroom renovation was beautiful with a great shower. It is about a block from the C&O trail plus free parking on the property."
United States
Kelly
The price is CA $188
CA $353 total
includes taxes & fees
Oct 18 - Oct 19
Historic Getaway near C&O Canal, hiking and biking

7. Cozy Downtown Cabin - Family Friendly

Cozy Downtown Cabin - Family Friendly
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property. I will definitely stay there again."
United States
Roger
The price is CA $301
CA $366 total
includes taxes & fees
Oct 15 - Oct 16
Cozy Downtown Cabin - Family Friendly

8. Modern Condo Right off Market Street

Modern Condo Right off Market Street
Downtown Frederick
9.2 out of 10, Wonderful, (105 reviews)
"The place was conveniently located within walking distance to downtown. Place was clean with parking space in back. Had a great stay."
United States
jeff h.
The price is CA $246
CA $496 total
includes taxes & fees
Oct 20 - Oct 21
Modern Condo Right off Market Street

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

Loft Apt Just off C&O near Harpers Ferry and AT
Brunswick
10.0 out of 10, Exceptional, (23 reviews)
"The place was nice and cozy"
United States
Andrew E.
The price is CA $153
CA $286 total
includes taxes & fees
Oct 18 - Oct 19
Loft Apt Just off C&O near Harpers Ferry and AT

10. Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (36 reviews)
"Great location, clean place. "
United States
Warren B.
Cozy, dog-friendly, downtown

11. Huge 1br apt, baby-friendly, dogs, walkable downtown

Huge 1br apt, baby-friendly, dogs, walkable downtown
Downtown Frederick
10.0 out of 10, Exceptional, (13 reviews)
"Great location for a peaceful solo night away -- thanks!"
United States
Kristina S.
Huge 1br apt, baby-friendly, dogs, walkable downtown

12. Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (71 reviews)
"The house is very cute and a perfect fit for our needs. We appreciated how clean the house was too! It's conveniently located to some many restaurants and shops. We would gladly stay here again!"
United States
Sara W.
The price is CA $206
CA $422 total
includes taxes & fees
Nov 3 - Nov 4
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

13. Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (98 reviews)
"Very clean, had everything we needed and close to shopping and restaurants. "
United States
Kathy S.
The price is CA $229
CA $502 total
includes taxes & fees
Oct 27 - Oct 28
Luxury Condo In Downtown Frederick

14. RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.2 out of 10, Wonderful, (143 reviews)
"Very old but lovely building. Great parking and patio."
United States
Jennifer W.
The price is CA $199
CA $448 total
includes taxes & fees
Nov 8 - Nov 9
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

15. Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (22 reviews)
"It was a great place to relax, sleep and come home to after busy days in Frederick area. We would definitely stay here again!"
United States
Janice M.
The price is CA $303
CA $711 total
includes taxes & fees
Oct 18 - Oct 19
Newly constructed 6 bedroom home

16. New townhouse

New townhouse
Frederick
9.6 out of 10, Exceptional, (12 reviews)
"We had a great time. It was perfect for us. I would highly recommend it to others and would not hesitate to return there when back in the area. "
United States
Tereasa G.
The price is CA $257
CA $613 total
includes taxes & fees
Oct 20 - Oct 21
New townhouse

17. The Wedgewood Inn / Historic Frederick Maryland

The Wedgewood Inn / Historic Frederick Maryland
Downtown Frederick
9.8 out of 10, Exceptional, (36 reviews)
"Exactly as pictured, great location, and great hosts!"
United States
Ann L.
The price is CA $320
CA $612 total
includes taxes & fees
Oct 15 - Oct 16
The Wedgewood Inn / Historic Frederick Maryland

18. Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry
Harpers Ferry
9.2 out of 10, Wonderful, (53 reviews)
"Rental was exactly as advertised and in a great location within walking distance of a lot of great spots to check out."
United States
Sarah D.
The price is CA $206
CA $363 total
includes taxes & fees
Oct 19 - Oct 20
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

19. Best location! The Pullman Apt @ historic 1799 Inn

Best location! The Pullman Apt @ historic 1799 Inn
Harpers Ferry
9.2 out of 10, Wonderful, (60 reviews)
"Location is unbeatable- but bring ear plugs for the train whistling through the night."
United States
Karla
The price is CA $193
CA $327 total
includes taxes & fees
Nov 2 - Nov 3
Best location! The Pullman Apt @ historic 1799 Inn

20. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (25 reviews)
"Great location and home base for visiting Shepherdstown, Harpers Ferry, and Sharpsburg. Perfect for a couple."
United States
Virginia W.
The price is CA $171
CA $312 total
includes taxes & fees
Oct 18 - Oct 19
Quaint Mini Cottage in Shepherdstown - Walking Distance
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Jefferson Hotel Reviews

Find out more about Jefferson

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Jefferson. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Jefferson?

Yes, we give you a choice of vacation rentals near well known local attractions in Jefferson, or you can select a more remote option if you're looking for a relaxing stay. Jefferson is known for its shopping and restaurants.

What are some of the best vacation rentals that Jefferson has to offer?

Blue Ridge Beauty Home Dog Friendly, Walk to Rivers, A.T. Trail, & HF. NEW LVP: This vacation home rental near Jefferson is located in the mountains and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Jefferson?

Potomac River and Catoctin Valley are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include South Mountain State Park and Gathland State Park.

What’s a vacation rental in Jefferson like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Jefferson. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for families.