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Middleburg Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Middleburg vacation rentals

A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

1. Rural & Historic Detour Escape w/ Horses On-site!

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
$408 nightly
The price is $432
Oct 25 - Oct 26
Total with taxes and fees
Rural & Historic Detour Escape w/ Horses On-site!
A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

2. Rural & Historic Detour Escape w/ Horses On-Site!

Rural & Historic Detour Escape w/ Horses On-Site!
Detour
9.0 out of 10, Wonderful, (8 reviews)
"Lovely! Our host was gracious and helpful. Property was ideal for our family getaway. i’m"
United States
Mary F.
$412 nightly
The price is $437
Oct 25 - Oct 26
Total with taxes and fees
Rural & Historic Detour Escape w/ Horses On-Site!
A spacious room with large windows, a ceiling fan, and a modern chair.

3. Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg

Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
Fairfield
9.8 out of 10, Exceptional, (52 reviews)
"Awesome place."
United States
Holly J.
$569 nightly
The price is $628
Oct 25 - Oct 26
Total with taxes and fees
Among the Trees, Minutes from Liberty Mtn. Resort and 10 Miles from Gettysburg
A wooden deck with a fire pit, outdoor furniture, and string lights.

4. Paws, Pizza & Patio | Private Oasis Westminster

Paws, Pizza & Patio | Private Oasis Westminster
Westminster
8.4 out of 10, Very good, (8 reviews)
"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.
$446 nightly
The price is $472
Oct 26 - Oct 27
Total with taxes and fees
Paws, Pizza & Patio | Private Oasis Westminster
A modern kitchen with dark cabinets, a large island with stools, a stainless steel refrigerator, and a built-in oven.

5. 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.
$466 nightly
The price is $494
Oct 25 - Oct 26
Total with taxes and fees
Newly constructed 6 bedroom home
A bedroom with a bed, a bedside table with a lamp, a window with a view, and a decorative wall piece.

6. 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.
$214 nightly
The price is $227
Oct 28 - Oct 29
Total with taxes and fees
Cozy, dog-friendly, downtown
A stone pathway leading through a wooded area with steps and lanterns.

7. Apple Blossom Cottage Of Gettysburg. Hot Tub is an Add on Fee

Apple Blossom Cottage Of Gettysburg. Hot Tub is an Add on Fee
Orrtanna
9.8 out of 10, Exceptional, (348 reviews)
"Everything was perfect, great peaceful stay "
United States
Tony K.
$227 nightly
The price is $251
Nov 5 - Nov 6
Total with taxes and fees
Apple Blossom Cottage Of Gettysburg. Hot Tub is an Add on Fee
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

8. 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.
$319 nightly
The price is $338
Oct 26 - Oct 27
Total with taxes and fees
Modern Condo Right off Market Street
A kitchen with a dishwasher, a sink, and a stove. There are pots hanging above the sink and a window with a view of greenery outside.

9. 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.
$242 nightly
The price is $256
Oct 26 - Oct 27
Total with taxes and fees
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
A modern kitchen with grey cabinets, a central island, and pendant lighting.

10. 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
$327 nightly
The price is $347
Oct 27 - Oct 28
Total with taxes and fees
Luxury Condo In Downtown Frederick
A patio area with a wooden table, chairs, a decorative vase, and a fire pit.

11. 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, (54 reviews)
"Great lodging and communicative host"
United States
Peggy D.
$297 nightly
The price is $315
Oct 28 - Oct 29
Total with taxes and fees
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
A modern apartment with a living room, kitchen, and dining area.

12. 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
$214 nightly
The price is $227
Oct 28 - Oct 29
Total with taxes and fees
Pet-friendly, heart of downtown
A backyard with a hot tub, outdoor seating, and umbrellas.

13. Applewood Landing

Applewood Landing
Gettysburg
9.6 out of 10, Exceptional, (20 reviews)
"Enough room for our whole group."
United States
Anonymous traveler
$1,045 nightly
The price is $1,108
Nov 3 - Nov 4
Total with taxes and fees
Applewood Landing
A wooden staircase leading to a building with a lantern on the wall.

14. The Whimsy Loft-Cozy Private Suite in Westminster on 4 acres

The Whimsy Loft-Cozy Private Suite in Westminster on 4 acres
Westminster
$184 nightly
The price is $195
Oct 25 - Oct 26
Total with taxes and fees
The Whimsy Loft-Cozy Private Suite in Westminster on 4 acres
A room with a blue wall, a wooden dining table, a blue sofa, a white fireplace, and a window with white curtains.

15. Huge, Downtown, Walkable, Coffee, Breweries, Dogs

Huge, Downtown, Walkable, Coffee, Breweries, Dogs
Downtown Frederick
10.0 out of 10, Exceptional, (5 reviews)
Huge, Downtown, Walkable, Coffee, Breweries, Dogs
A brick building with a waterfall feature in front.

16. 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.
$407 nightly
The price is $431
Oct 28 - Oct 29
Total with taxes and fees
New townhouse
A bathroom with a towel rack, a mirror, a sink, and a potted plant.

17. Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Highfield-Cascade
10.0 out of 10, Exceptional, (8 reviews)
$213 nightly
The price is $226
Nov 9 - Nov 10
Total with taxes and fees
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
A corner room with a sliding glass door closet, a wooden cabinet with glass doors, and a small rug on the floor.

18. Private Sauna, Fireplace and Country Views

Private Sauna, Fireplace and Country Views
Mount Airy
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful location with a beautiful field where wild animals visited. Hosts really took care of the amenities (great coffee bar). Close to Mt Airy and vineyards."
United States
Richard B.
$375 nightly
The price is $397
Oct 26 - Oct 27
Total with taxes and fees
Private Sauna, Fireplace and Country Views
A storefront with a sign reading "PERENNIAL" and "CLAY & GARDEN".

19. 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 traveler
$403 nightly
The price is $427
Oct 27 - Oct 28
Total with taxes and fees
The Wedgewood Inn / Historic Frederick Maryland
A living room with a fireplace, a sofa, a coffee table, and a television.

20. Walk to downtown Gettysburg/Civil War home

Walk to downtown Gettysburg/Civil War home
Gettysburg Historic District
10.0 out of 10, Exceptional, (24 reviews)
"Home was very welcoming, clean and comfortable. The location is perfect for walking to town. We would definitely stay here again!"
United States
Gina H.
$532 nightly
The price is $553
Oct 26 - Oct 27
Total with taxes and fees
Walk to downtown Gettysburg/Civil War home
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

Wyndham Gettysburg Hotel & Conference Center

Wyndham Gettysburg Hotel & Conference Center

8/10 Good
"Room clear signs of wear and could use updates."
michael 1-night trip
Posted 12 hours ago
Wyndham Gettysburg Hotel & Conference Center

Find out more about Middleburg

Everything you need to know about Middleburg vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middleburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middleburg vacation 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 low season months. For more hustle and bustle, you may prefer to visit Middleburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $170 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middleburg rentals

At Expedia, we put the best Middleburg vacation 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 vacation.

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 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?

Unique Gettysburg Barn Loft central to Gettysburg and Ski Liberty!: This vacation home rental outside of Middleburg offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

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.