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 $140
CA $365 total
includes taxes & fees
Oct 26 - Oct 27
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, (117 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 $119
CA $296 total
includes taxes & fees
Oct 26 - Oct 27
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

3. 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 $139
CA $251 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Getaway near Harper`s Ferry, C&O & Potomac

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (160 reviews)
"Great little spot!"
United States
Shelby W.
The price is CA $210
CA $450 total
includes taxes & fees
Nov 2 - Nov 3
Charming "Cream of the Crop" Cape ~❤️of Middletown

5. 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 $162
CA $280 total
includes taxes & fees
Oct 28 - Oct 29
Beautiful, Historic, Hiking, Biking and C&O Canal

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 $185
CA $352 total
includes taxes & fees
Oct 26 - Oct 27
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 $296
CA $360 total
includes taxes & fees
Oct 26 - Oct 27
Cozy Downtown Cabin - Family Friendly

8. 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.
The price is CA $109
CA $316 total
includes taxes & fees
Oct 28 - Oct 29
Cozy, dog-friendly, downtown

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 $151
CA $283 total
includes taxes & fees
Oct 28 - Oct 29
Loft Apt Just off C&O near Harpers Ferry and AT

10. Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (9 reviews)
"Very convenient to everything. Quick walk to shops, breweries, and restaurants."
United States
JENNIFER
The price is CA $110
CA $317 total
includes taxes & fees
Oct 28 - Oct 29
Pet-friendly, heart of downtown

11. Modern Condo Right off Market Street

Modern Condo Right off Market Street
Downtown Frederick
9.2 out of 10, Wonderful, (106 reviews)
"Great place!"
United States
Danielle G.
The price is CA $236
CA $483 total
includes taxes & fees
Oct 26 - Oct 27
Modern Condo Right off Market Street

12. Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (99 reviews)
"Very convenient location with parking. Prompt communication with owner. However it needs a good deep clean. My towels were used and muddy like the workmen fixing the deck had just showered there. But I would stay there again if necessary."
United States
Jessica
The price is CA $226
CA $496 total
includes taxes & fees
Oct 27 - Oct 28
Luxury Condo In Downtown Frederick

13. 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 $158
CA $363 total
includes taxes & fees
Oct 26 - Oct 27
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

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, (146 reviews)
"Very old but lovely building. Great parking and patio."
United States
Jennifer W.
The price is CA $196
CA $441 total
includes taxes & fees
Nov 1 - Nov 2
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

15. The Wedgewood Inn / Historic Frederick Maryland

The Wedgewood Inn / Historic Frederick Maryland
Downtown Frederick
9.8 out of 10, Exceptional, (37 reviews)
"Great stay for a wedding we had In the area!"
United States
Anonymous traveller
The price is CA $315
CA $603 total
includes taxes & fees
Oct 27 - Oct 28
The Wedgewood Inn / Historic Frederick Maryland

16. Studio apartment at Sugarloaf Log House

Studio apartment at Sugarloaf Log House
Dickerson
9.8 out of 10, Exceptional, (34 reviews)
"Very quiet and peaceful"
United States
James B.
The price is CA $118
CA $307 total
includes taxes & fees
Oct 25 - Oct 26
Studio apartment at Sugarloaf Log House

17. 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 $169
CA $311 total
includes taxes & fees
Oct 26 - Oct 27
Quaint Mini Cottage in Shepherdstown - Walking Distance

18. 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 $298
CA $701 total
includes taxes & fees
Oct 25 - Oct 26
Newly constructed 6 bedroom home

19. 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 $256
CA $601 total
includes taxes & fees
Oct 28 - Oct 29
New townhouse

20. ❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (88 reviews)
"Great little getaway. Our only issue was the intense heat of 100 every day. The AC was heavenly!"
United States
Dennis C.
The price is CA $58
CA $150 total
includes taxes & fees
Nov 1 - Nov 2
❤️ Secluded 1940s Romantic Tiny House on the River
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.