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Jefferson Holiday Rentals

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Our top choices for Jefferson holiday rentals

9.8 out of 10, Exceptional, (58)
"We loved visiting! Wish we could've stayed longer. The accommodations were great; super comfortable and inviting. Everyone enjoyed themselves. Thanks for having us!"
United States
David F.
The price is NZ$636
includes taxes & fees
2 Jan - 3 Jan 2026
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
9.8 out of 10, Exceptional, (66)
"This trip was to celebrate my 64th birthday and wind down from my busy job It was perfect for both .. very relaxing, and very cozy. We'd love to stay again."
United States
Kaleb C
The price is NZ$190
includes taxes & fees
5 Jan - 6 Jan 2026
❤️ Secluded 1940s Romantic Tiny House on the River
2.0 star property
9.8 out of 10, Exceptional, (8)
"We stayed here for our honeymoon and it was very nice and peaceful "
United States
Robert F.
The price is NZ$652
includes taxes & fees
18 Dec - 19 Dec
Aslan's How - Cabin with Valley Views & Hot Tub!
9.6 out of 10, Exceptional, (110)
"I’ve stayed here and will absolutely stay again."
United States
Katherine M.
The price is NZ$370
includes taxes & fees
22 Dec - 23 Dec
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Apartment in Frederick

Cozy, dog-friendly, downtown
10.0 out of 10, Exceptional, (26)
"Clean, great location, friendly owner"
United States
Christian M.
The price is NZ$337
includes taxes & fees
29 Dec - 30 Dec
Cozy, dog-friendly, downtown
9.8 out of 10, Exceptional, (19)
"Was wonderful..private and peaceful. Perfect getaway. "
United States
Courtney G.
The price is NZ$261
includes taxes & fees
18 Dec - 19 Dec
Birch Cabin at Hunting Creek Hideaway
2.0 star property
9.8 out of 10, Exceptional, (11)
"Everything was great! We had a lovely stay."
United States
Beth D.
Log Cabin w/ Hot Tub & Waterfront Patio!

Apartment in Frederick

Cozy Pine Tree Nest
9.4 out of 10, Exceptional, (11)
"Really nice apartment was just what we wanted for a weekend while here to run the JFK 50 miler"
United States
David S.
The price is NZ$293
includes taxes & fees
29 Dec - 30 Dec
Cozy Pine Tree Nest
10.0 out of 10, Exceptional, (62)
"We thoroughly enjoyed our stay in Frederick. The cottage was comfortable and an easy walk to shops, parks and restaurants. We would definitely stay here for our next trip to Frederick. "
United States
Karen B.
The price is NZ$460
includes taxes & fees
7 Jan - 8 Jan 2026
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
10.0 out of 10, Exceptional, (139)
"Love the place will book again"
United States
WAYNE M.
The price is NZ$423
includes taxes & fees
19 Dec - 20 Dec
Charming "Cream of the Crop" Cape ~❤️of Middletown

Apartment in Frederick

Pet-friendly, heart of downtown
10.0 out of 10, Exceptional, (7)
"Very convenient to everything. Quick walk to shops, breweries, and restaurants."
United States
JENNIFER
The price is NZ$344
includes taxes & fees
5 Jan - 6 Jan 2026
Pet-friendly, heart of downtown
9.4 out of 10, Exceptional, (119)
"We loved being so close to all the action downtown. A perfect getaway for our family to explore the area, visit with family, and eat great food!!! "
United States
Natalie C.
The price is NZ$528
includes taxes & fees
11 Jan - 12 Jan 2026
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
9.6 out of 10, Exceptional, (21)
"The house was clean, had plenty of rooms and a fantastic location. "
United States
Bryan N.
The price is NZ$621
includes taxes & fees
18 Dec - 19 Dec
Lake View Retreat - Cottage Near a Peaceful Lake!

Cottage in Purcellville

Wild Hare Cottage
10.0 out of 10, Exceptional, (10)
"Perfect spot to relax for a long weekend. Easy drive to Middleburg, VA, wineries, breweries, and hiking. Would stay again. "
United States
Jennifer K.
The price is NZ$412
includes taxes & fees
7 Jan - 8 Jan 2026
Wild Hare Cottage

Holiday Home in Downtown Frederick

*Luxury Condo In Downtown Frederick*
9.0 out of 10, Wonderful, (71)
"Great time. Everything was perfect and place was just what we needed. "
United States
dominick c.
The price is NZ$449
includes taxes & fees
4 Jan - 5 Jan 2026
*Luxury Condo In Downtown Frederick*
9.8 out of 10, Exceptional, (30)
"Great location. Beautiful scenery. House was clean."
United States
Brandon H.
The price is NZ$659
includes taxes & fees
22 Dec - 23 Dec
Peaceful Lakefront Cottage with Mountain Views!
9.6 out of 10, Exceptional, (9)
"It was a great place to starve whole experience was perfect. "
United States
Jaime B.
The price is NZ$647
includes taxes & fees
21 Dec - 22 Dec
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
9.2 out of 10, Wonderful, (29)
"The house was very clean upon arrival. We enjoyed spending time in the hot tub and playing pool on a kid’s pool table. It was close the Harper’s Ferry. We also saw deer very close both days we were there, and we loved this!!"
United States
Kelly
The price is NZ$567
includes taxes & fees
14 Jan - 15 Jan 2026
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI
10.0 out of 10, Exceptional, (16)
"Our Hosts were wonderful and the space was great. It sits right off of the bike trail and across the street from a great bakery and bike shop. We thoroughly enjoyed our stay."
United States
Mark B.
The price is NZ$317
includes taxes & fees
24 Dec - 25 Dec
Loft Apt Just off C&O near Harpers Ferry and AT
10.0 out of 10, Exceptional, (15)
"Great location. Great house. Could not have asked for more. "
United States
A. Bland and D. T.
The price is NZ$709
includes taxes & fees
22 Dec - 23 Dec
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
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

Everything you need to know about Jefferson holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Jefferson holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jefferson holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jefferson holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jefferson. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jefferson holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jefferson holiday rentals we have selected for you start as low as NZ$190 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jefferson rentals

At Expedia, we put the best Jefferson holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Jefferson rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jefferson holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jefferson. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Hot tub, Campfire ring and great location!: This holiday home rental outside of Jefferson is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

What’s there to see and do in Jefferson?

Catoctin Valley and Chesapeake and Ohio Canal 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 Potomac River.

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.