Middleburg Holiday Rentals

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Holiday Rentals in Middleburg

Think Snow! Liberty Ski Resort 5 minutes Away! Time to plan a winter getaway!

Fairfield
10.0 out of 10, Exceptional, (312)
"Very clean and was perfect location for our golf weekend ! Thanks again … "
United States
jim h.
Think Snow! Liberty Ski Resort 5 minutes Away! Time to plan a winter getaway!

Countryside Cabin with Mountain Views near Surreybrooke Gardens

Middletown
10.0 out of 10, Exceptional, (128)
"Great place to stay. Very quiet. Just wish there would have been a king size bed, otherwise loved it"
United States
Corinne R.
Countryside Cabin with Mountain Views near Surreybrooke Gardens

1852 Historic Stone home

Gettysburg Historic District
10.0 out of 10, Exceptional, (146)
"Wonderful house in a great location for exploring Gettysburg!"
United States
Matthew H.
The price is NZ$976
includes taxes & fees
23 Nov - 24 Nov
1852 Historic Stone home

Apple Blossom Cottage! HT Extra Cost

Orrtanna
9.8 out of 10, Exceptional, (322)
"Nice location and a very comfortable stay."
United States
Marsha B.
Apple Blossom Cottage! HT Extra Cost

Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

Fairfield
9.6 out of 10, Exceptional, (239)
"Great Stay ! We had everything we needed. So relaxing and would love to stay again."
United States
Kathy S.
Cozy streamside cabin, convenient to Ski Liberty and Gettysburg

IDEAL LOCATION DOWNTOWN-groups&families! Living rooms on 3 levels-ADA accessible

Gettysburg Historic District
10.0 out of 10, Exceptional, (75)
"Great place and located"
United States
jmetskins1
IDEAL LOCATION DOWNTOWN-groups&families! Living rooms on 3 levels-ADA accessible

Creekside Cabin at Gettysburg

Gettysburg
10.0 out of 10, Exceptional, (193)
"Very beautiful home and lots of wild life. The owners are very friendly."
United States
Lesa P.
Creekside Cabin at Gettysburg

Sprawling 9‑BR Mountaintop Oasis- BlueRidge Views

Waynesboro
Sprawling 9‑BR Mountaintop Oasis- BlueRidge Views

Historic Bucher House with central location to Gettysburg and Lancaster Amish

Hanover
9.8 out of 10, Exceptional, (66)
"The house is very nice. Fun walking around and exploring the history in the house. I now want to install a shuffleboard court at my own home!"
United States
Adam P.
The price is NZ$466
includes taxes & fees
23 Nov - 24 Nov
Historic Bucher House with central location to Gettysburg and Lancaster Amish

Airstream in Wine Country Hot Tub Extra Cost

Orrtanna
10.0 out of 10, Exceptional, (91)
"Nicely appointed and decorated Airstream trailer. Secluded and quit, but near enough to tour Gettysburg. We loved it."
United States
Kevin S.
Airstream in Wine Country Hot Tub Extra Cost

Manor on the 7th Luxury minutes away from History

Gettysburg
9.8 out of 10, Exceptional, (17)
"We had a great family vacation. Plenty of space for all us and located within 10 minutes of the Gettysburg historic park."
United States
Patty H.
Manor on the 7th Luxury minutes away from History

Gettysburg Home sleeps 10 with parking and Game Room. Just off the square.

Gettysburg
9.2 out of 10, Wonderful, (20)
"We had a great stay in Gettysburg. The house is in a perfect location"
United States
Sandra G.
The price is NZ$1,106
includes taxes & fees
23 Nov - 24 Nov
Gettysburg Home sleeps 10 with parking and Game Room. Just off the square.

Applewood Landing

Gettysburg
10.0 out of 10, Exceptional, (6)
"Perfect home for our family of 14 celebrating my mom’s 80th! Spacious kitchen with two dishwashers, great pool area, and plenty of room to gather. Loved the sunsets, outdoor amenities, and convenient location. Hosts were wonderful and responsive—highly recommend!"
United States
Anonymous traveller
The price is NZ$1,655
includes taxes & fees
3 Dec - 4 Dec
Applewood Landing

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

Frederick
10.0 out of 10, Exceptional, (34)
"Two bedroom each with its own bathroom was so nice for our small group. The apartment is walking distance to town and in a quiet neighborhood. Our stay was perfect!"
United States
Jennifer S.
The price is NZ$449
includes taxes & fees
23 Nov - 24 Nov
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Birch Cabin at Hunting Creek Hideaway

Thurmont
9.8 out of 10, Exceptional, (17)
"Cabin was perfect! So cute! We loved it and will definitely stay there again! "
United States
Julie B.
The price is NZ$247
includes taxes & fees
24 Nov - 25 Nov
Birch Cabin at Hunting Creek Hideaway

Perfect Location: Historic Downtown Guesthouse

Gettysburg Historic District
9.8 out of 10, Exceptional, (259)
"Great place, great location. Will stay again. "
United States
Corry S.
Perfect Location: Historic Downtown Guesthouse

Scenic Mountaintop Villa with Free WiFi & Pool

Waynesboro
6.8 out of 10, (5)
"Very nice "
United States
Kodir B.
Scenic Mountaintop Villa with Free WiFi & Pool

Second floor of Gettysburg's historic home

Gettysburg Historic District
9.8 out of 10, Exceptional, (82)
"We had a great time and will stay they again "
United States
Jason Y.
Second floor of Gettysburg's historic home

Homestead Haven sleeps 6

Gettysburg
8.4 out of 10, Very good, (6)
"A fun and relaxing weekend getaway at this quiet, renovated farmhouse to attend the annual Brass Band Festival in Gettysburg! The property has all the charm of a classic farmhouse with modern renovations inside and out. Situated among acres of open farmland, the property is a perfect location for a restful retreat. Ample room for family and friends to enjoy spending time together with three comfortable bedrooms upstairs, clean and modern bathroom facilities, and spacious kitchen, dining room,...
United States
David F.
Homestead Haven sleeps 6

A "Suite" Place to Crash

Gettysburg
10.0 out of 10, Exceptional, (78)
"We loved this property! It was nice traveling with a family and having space for them to play. We absolutely loved Gwen! Thank you for having a space that makes traveling with larger families affordable! "
United States
Jennifer S.
The price is NZ$304
includes taxes & fees
24 Nov - 25 Nov
A "Suite" Place to Crash
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 Middleburg Hotel Reviews

Find out more about Middleburg

Everything you need to know about Middleburg 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 Middleburg 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 Middleburg holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middleburg holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middleburg. 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 Middleburg 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 Middleburg holiday rentals we have selected for you start as low as NZ$247 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middleburg rentals

At Expedia, we put the best Middleburg 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 Middleburg 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 Middleburg 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 Middleburg. 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 Middleburg?

Yes, there are holiday rentals close to the most popular sights in Middleburg, or you can select a more secluded option if you're looking for a relaxing stay.

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

1852 Historic Stone home: This holiday home rental outside of Middleburg is located in the city centre, and has a patio, a private garden 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. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Middleburg?

Explore the area and family-friendly sights such as Catoctin Wildlife Preserve and Zoo, or get out into nature at a spot like Union Mills Homestead Park. In the wider area, you’ll find National Fallen Firefighters Memorial and National Shrine Grotto of Lourdes.

What’s a holiday rental in Middleburg like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleburg. Holiday rentals feature extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.