Middleburg Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Vacation Rentals in Middleburg

Smart TV
Pet-friendly, heart of downtown

Pet-friendly, heart of downtown

Frederick
10.0 out of 10, Exceptional, (6)
"Very convenient to everything. Quick walk to shops, breweries, and restaurants."
United States
JENNIFER
The price is ￥9,227
￥29,538 total
includes taxes & fees
Dec 9 - Dec 10
Pet-friendly, heart of downtown
Fridge, microwave, oven, stovetop
Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown

Frederick
10.0 out of 10, Exceptional, (26)
"Super cute and was the PERFECT location! We had a great stay! "
United States
Sarah S.
The price is ￥9,786
￥30,296 total
includes taxes & fees
Dec 9 - Dec 10
Cozy, dog-friendly, downtown
Fridge, microwave, oven, stovetop
Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA

Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA

Hanover
9.4 out of 10, Exceptional, (3)
"Host was very flexible, communication was excellent. Perfect place to explore the area. "
United States
Dustin
The price is ￥15,378
￥38,098 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA
Fridge, microwave, coffee/tea maker, electric kettle
Cozy Pine Tree Nest

Cozy Pine Tree Nest

Frederick
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 ￥13,824
￥28,155 total
includes taxes & fees
Dec 29 - Dec 30
Cozy Pine Tree Nest
Fridge, microwave, oven, stovetop
*Modern Condo In Downtown Frederick*

*Modern Condo In Downtown Frederick*

Downtown Frederick
9.4 out of 10, Exceptional, (74)
"Enjoyed the hot tub with a view!"
United States
Matthew M.
The price is ￥16,310
￥40,834 total
includes taxes & fees
Dec 9 - Dec 10
*Modern Condo In Downtown Frederick*
Exterior detail
Huge 1br apt, baby-friendly, dogs, walkable downtown

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

Downtown Frederick
10.0 out of 10, Exceptional, (6)
The price is ￥13,203
￥34,412 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Huge 1br apt, baby-friendly, dogs, walkable downtown
Cottage (3 Bedrooms) | Interior
Cozy Fairfield Escape Near Historic Sites

Cozy Fairfield Escape Near Historic Sites

3.0 star property
Fairfield
Cozy Fairfield Escape Near Historic Sites
Fridge, microwave, oven, stovetop
NEW! Cozy City Winter Vibes - 9 Min Walk To Carroll Creek

NEW! Cozy City Winter Vibes - 9 Min Walk To Carroll Creek

Frederick
10.0 out of 10, Exceptional, (2)
"Clean, adorably decorated. Even the pull out bed was comfortable. So close to downtown Frederick. Great communication with the owners. "
United States
Jodi C.
NEW! Cozy City Winter Vibes - 9 Min Walk To Carroll Creek
Interior
Cozy Loft Retreat- Walk to Liberty Mountain Resort

Cozy Loft Retreat- Walk to Liberty Mountain Resort

Fairfield
10.0 out of 10, Exceptional, (14)
"So cozy and comfortable. Great location and wonderful host. "
United States
Amy S.
The price is ￥22,523
￥38,067 total
includes taxes & fees
Dec 12 - Dec 13
Cozy Loft Retreat- Walk to Liberty Mountain Resort
Smart TV
*Luxury Condo In Downtown Frederick*

*Luxury Condo In Downtown Frederick*

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 ￥15,844
￥40,340 total
includes taxes & fees
Dec 9 - Dec 10
*Luxury Condo In Downtown Frederick*
Property grounds
Birch Cabin at Hunting Creek Hideaway

Birch Cabin at Hunting Creek Hideaway

Thurmont
9.8 out of 10, Exceptional, (18)
"Was wonderful..private and peaceful. Perfect getaway. "
United States
Courtney G.
The price is ￥13,281
￥21,487 total
includes taxes & fees
Dec 14 - Dec 15
Birch Cabin at Hunting Creek Hideaway
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, (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 ￥24,542
￥51,700 total
includes taxes & fees
Dec 9 - Dec 10
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Fridge, microwave, oven, stovetop
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Frederick
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 ￥17,894
￥40,043 total
includes taxes & fees
Dec 9 - Dec 10
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Private kitchen
Private, Peaceful Basement Apartment in a Serene Setting

Private, Peaceful Basement Apartment in a Serene Setting

2.0 star property
Sykesville
The price is ￥18,640
￥27,991 total
includes taxes & fees
Dec 9 - Dec 10
Private, Peaceful Basement Apartment in a Serene Setting
Pool
Applewood Landing

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 traveler
The price is ￥26,717
￥126,945 total
includes taxes & fees
Dec 9 - Dec 10
Applewood Landing
Outdoor spa tub
Green Street Oasis Hot Tub, Fire Pit & Walk to Downtown

Green Street Oasis Hot Tub, Fire Pit & Walk to Downtown

Westminster
8.0 out of 10, Very Good, (1)
"The stay was nice and as advertised. It was a little noisy at night with the split house and close neighbors, but it was a nice place. "
United States
Payson D.
The price is ￥19,572
￥52,030 total
includes taxes & fees
Dec 9 - Dec 10
Green Street Oasis Hot Tub, Fire Pit & Walk to Downtown
Fridge, microwave, oven, stovetop
Countryside Manor |Porch, Firepit & Playset

Countryside Manor |Porch, Firepit & Playset

2.0 star property
Littlestown
9.8 out of 10, Exceptional, (9)
"Very comfortable stay for our family! "
United States
Becci
The price is ￥45,356
￥112,862 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Countryside Manor |Porch, Firepit & Playset
Fridge, microwave, oven, stovetop
Charming 4-bedroom house with WiFi and AC in historic Gettysburg

Charming 4-bedroom house with WiFi and AC in historic Gettysburg

Gettysburg
10.0 out of 10, Exceptional, (3)
"Very clean home, quiet neighborhood, and close to town. The blueberry muffins were an added delight"
United States
Gail D.
The price is ￥54,366
￥83,321 total
includes taxes & fees
Dec 9 - Dec 10
Charming 4-bedroom house with WiFi and AC in historic Gettysburg
Fridge, microwave, oven, stovetop
Historic Bucher House with central location to Gettysburg and Lancaster Amish

Historic Bucher House with central location to Gettysburg and Lancaster Amish

Hanover
9.8 out of 10, Exceptional, (68)
"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 ￥41,799
￥52,820 total
includes taxes & fees
Dec 9 - Dec 10
Historic Bucher House with central location to Gettysburg and Lancaster Amish
Private kitchen
Historic 4-bedroom house in Gettysburg with AC, WiFi, walk to sites

Historic 4-bedroom house in Gettysburg with AC, WiFi, walk to sites

Gettysburg
10.0 out of 10, Exceptional, (6)
"Such a nice place to stay. Host was great! "
United States
Christine M.
The price is ￥41,939
￥87,263 total
includes taxes & fees
Dec 9 - Dec 10
Historic 4-bedroom house in Gettysburg with AC, WiFi, walk to sites
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

Comfort Suites Near Gettysburg Battlefield Visitor Center

Comfort Suites Near Gettysburg Battlefield Visitor Center

10/10 Excellent
"Everything was great"
David 4-night trip
Posted 3 days ago
Comfort Suites Near Gettysburg Battlefield Visitor Center

Find out more about Middleburg

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

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

Frequently asked questions

Are there vacation rentals in Middleburg?

Yes, we have vacation rentals near top sights in Middleburg, or you can choose a more remote option if you'd like a relaxing place to stay.

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

1852 Historic Stone home: This vacation home rental outside of Middleburg is located in the city center and has a patio, a private yard, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection 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 larger area, you’ll find National Fallen Firefighters Memorial and National Shrine Grotto of Lourdes.

What’s a vacation rental in Middleburg like?

Vacation rentals are privately owned properties where you can stay for several days or longer in Middleburg. Vacation rentals feature extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family getaway.