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Middleburg Vacation Rentals

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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
The price is ￥25,547
￥67,726 total
includes taxes & fees
Oct 25 - Oct 26
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.
The price is ￥18,964
￥68,447 total
includes taxes & fees
Oct 25 - Oct 26
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.
The price is ￥62,692
￥98,433 total
includes taxes & fees
Oct 25 - Oct 26
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.
The price is ￥61,060
￥74,026 total
includes taxes & fees
Oct 27 - Oct 28
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.
The price is ￥33,383
￥77,916 total
includes taxes & fees
Oct 28 - Oct 29
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.
The price is ￥12,337
￥35,879 total
includes taxes & fees
Oct 28 - Oct 29
Cozy, dog-friendly, downtown
A kitchen with white cabinets, a wooden ceiling, a refrigerator, a microwave, and a sink.

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.
The price is ￥19,771
￥39,640 total
includes taxes & fees
Nov 5 - Nov 6
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.
The price is ￥26,620
￥54,037 total
includes taxes & fees
Oct 26 - Oct 27
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.
The price is ￥17,632
￥40,121 total
includes taxes & fees
Oct 26 - Oct 27
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
The price is ￥25,481
￥55,513 total
includes taxes & fees
Oct 27 - Oct 28
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.
The price is ￥20,532
￥49,342 total
includes taxes & fees
Oct 28 - Oct 29
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
A dog bed with a label, a blue bowl, and a piece of paper with text.

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
The price is ￥12,337
￥35,879 total
includes taxes & fees
Oct 28 - Oct 29
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
The price is ￥27,522
￥172,355 total
includes taxes & fees
Nov 3 - Nov 4
Applewood Landing
A cozy room with a dining table set, a sofa, a bed, and a window with curtains.

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

The Whimsy Loft-Cozy Private Suite in Westminster on 4 acres
Westminster
The price is ￥19,466
￥30,602 total
includes taxes & fees
Nov 2 - Nov 3
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 modern kitchen with a granite countertop, stainless steel appliances, and a white backsplash.

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.
The price is ￥28,471
￥67,735 total
includes taxes & fees
Oct 28 - Oct 29
New townhouse
A living room with a stone wall, a wooden staircase, a dark-colored sofa with cushions, and a small shelf with model buildings.

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)
The price is ￥17,773
￥35,452 total
includes taxes & fees
Nov 9 - Nov 10
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
A living room with a fireplace, two sofas, a patterned rug, and framed artwork on the walls.

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.
The price is ￥51,964
￥62,225 total
includes taxes & fees
Oct 27 - Oct 28
Private Sauna, Fireplace and Country Views
A brick courtyard with various potted plants, a stone pathway, and a metal staircase.

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
The price is ￥35,588
￥67,567 total
includes taxes & fees
Oct 27 - Oct 28
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.
The price is ￥52,196
￥87,392 total
includes taxes & fees
Oct 26 - Oct 27
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 8 hours ago
Wyndham Gettysburg Hotel & Conference 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?

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.