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

Jefferson Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Jefferson holiday 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
9.8 out of 10, Exceptional, (70 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is HK$1,216
HK$2,554 total
includes taxes & fees
16 Aug - 17 Aug
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (153 reviews)
"An absolutely charming getaway spot tucked in a small town with trendy shops and eateries. Our host gave fabulous recommendations and the property was spotless, cozy and well equipped for the perfect weekend getaway."
United States
Jennifer P.
The price is HK$1,256
HK$2,620 total
includes taxes & fees
24 Aug - 25 Aug
Charming "Cream of the Crop" Cape ~❤️of Middletown

3. Modern Condo Right off Market Street

Modern Condo Right off Market Street
Downtown Frederick
9.2 out of 10, Wonderful, (101 reviews)
"Great place!"
United States
Danielle G.
The price is HK$1,314
HK$2,673 total
includes taxes & fees
16 Aug - 17 Aug
Modern Condo Right off Market Street

4. Patty's Place - Private and Convenient Apartment near Downtown

Patty's Place - Private and Convenient Apartment near Downtown
Frederick
10.0 out of 10, Exceptional, (15 reviews)
"I’m a little sad to go I had the best stay. So comfortable so quiet, great stay. I will definitely be back "
United States
Anonymous traveller
Patty's Place - Private and Convenient Apartment near Downtown

5. Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (97 reviews)
"Very clean, had everything we needed and close to shopping and restaurants. "
United States
Kathy S.
The price is HK$1,264
HK$2,771 total
includes taxes & fees
26 Aug - 27 Aug
Luxury Condo In Downtown Frederick

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

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (69 reviews)
"Wonderfully remodeled spot, great amenities, extremely close to downtown, was perfect for our trip!"
United States
Andrew F.
The price is HK$1,099
HK$2,271 total
includes taxes & fees
14 Sept - 15 Sept
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

7. Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (35 reviews)
"Great location, clean place. "
United States
Warren B.
The price is HK$534
HK$1,597 total
includes taxes & fees
9 Sept - 10 Sept
Cozy, dog-friendly, downtown

8. Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Frederick
10.0 out of 10, Exceptional, (51 reviews)
"We had a wonderful Mother’s Day weekend visiting our daughter and her family! The home was exactly as pictured, very clean and a great location! We could easily walk to our daughter’s house and anything in downtown Frederick. Would definitely stay here agin! "
United States
Dawn W.
The price is HK$926
HK$2,163 total
includes taxes & fees
14 Sept - 15 Sept
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

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

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.4 out of 10, Exceptional, (134 reviews)
"The place was so fun and close to the bars! The rooms where cleans "
United States
Anonymous traveller
The price is HK$957
HK$2,296 total
includes taxes & fees
16 Aug - 17 Aug
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

10. Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (9 reviews)
"This was a great property in an excellent location! Communication was great and the whole process was seamless. "
United States
nikki b.
The price is HK$604
HK$1,680 total
includes taxes & fees
2 Sept - 3 Sept
Pet-friendly, heart of downtown

11. Chic, pets, walk to downtown

Chic, pets, walk to downtown
Frederick
10.0 out of 10, Exceptional, (23 reviews)
"We really enjoyed our recent stay. Check-in was simple, the host very responsive, location is excellent (we walked everywhere) and well designed. Would stay again."
United States
Richard M.
The price is HK$1,119
HK$2,534 total
includes taxes & fees
7 Sept - 8 Sept
Chic, pets, walk to downtown

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

Huge 1br apt, baby-friendly, dogs, walkable downtown
Downtown Frederick
10.0 out of 10, Exceptional, (10 reviews)
"Great location for a peaceful solo night away -- thanks!"
United States
Kristina S.
The price is HK$698
HK$1,763 total
includes taxes & fees
14 Sept - 15 Sept
Huge 1br apt, baby-friendly, dogs, walkable downtown

13. Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (19 reviews)
"Everything was excellent "
United States
Ronald G.
The price is HK$1,671
HK$3,926 total
includes taxes & fees
24 Aug - 25 Aug
Newly constructed 6 bedroom home

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

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (82 reviews)
"Enjoyed my stay I appreciate the view and Rich. "
United States
Joseph
The price is HK$565
HK$1,107 total
includes taxes & fees
7 Sept - 8 Sept
❤️ Secluded 1940s Romantic Tiny House on the River

15. Downtown Frederick retreat with parking. Dog- and baby-friendly!

Downtown Frederick retreat with parking. Dog- and baby-friendly!
Frederick
9.8 out of 10, Exceptional, (7 reviews)
"My daughter and I stayed here when we came down to visit friends. The place was so clean and cozy. For us the weather wasn’t good, so we weren’t able to walk to the downtown area, but it is so close and was nice to see. We would definitely stay here again! "
United States
Kelley R.
The price is HK$761
HK$2,163 total
includes taxes & fees
31 Aug - 1 Sept
Downtown Frederick retreat with parking. Dog- and baby-friendly!

16. Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Rohrersville
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful historic home. Hosts were very welcoming and the place was newly renovated. "
United States
Drew M.
The price is HK$2,158
HK$3,568 total
includes taxes & fees
9 Sept - 10 Sept
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

17. 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, (42 reviews)
"Great location and very walkable to lower town. Parking was right outside of the unit which made it easy to load and unload all our belongings. Unit was very well appointed and had everything needed for a good stay."
United States
eric
The price is HK$1,024
HK$1,857 total
includes taxes & fees
27 Aug - 28 Aug
Cozy Rustic Walkout Basement Cabin in Historic Harpers Ferry

18. New townhouse

New townhouse
Frederick
9.6 out of 10, Exceptional, (11 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 HK$2,225
HK$4,363 total
includes taxes & fees
25 Aug - 26 Aug
New townhouse

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

Best location! The Pullman Apt @ historic 1799 Inn
Harpers Ferry
9.4 out of 10, Exceptional, (57 reviews)
"Great location. We'll kept up."
United States
Robert
The price is HK$1,407
HK$2,240 total
includes taxes & fees
27 Aug - 28 Aug
Best location! The Pullman Apt @ historic 1799 Inn

20. Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
Keedysville
9.8 out of 10, Exceptional, (72 reviews)
"Beautiful cabin in the forest especially in the evening when the fire flies out and the sun sets."
United States
Jared
The price is HK$855
HK$2,995 total
includes taxes & fees
2 Sept - 3 Sept
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Jefferson Hotel Reviews

Find out more about Jefferson

Search for holiday rentals in Jefferson on Expedia! You can easily find your home rentals, villas, holiday apartments in Jefferson using one of the methods below:

  • View our selection of featured holiday rentals in Jefferson
  • Use the map to find apartments and other holiday homes in the Jefferson neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Jefferson while they last

Look no further and take a look at our great range of rental properties in Jefferson!

Frequently asked questions

Are there holiday rentals in Jefferson?

Yes, there are holiday rentals close to the most popular sights in Jefferson, or you can select a more secluded option if you're looking for a relaxing stay. Jefferson is known for its shopping and restaurants.

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

Icy…New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct: This holiday home rental outside of Jefferson offers a patio, a selection of games and air conditioning to help you feel perfectly comfortable 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 holiday rental in Jefferson like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jefferson. Holiday rentals feature extras like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family trips.