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Middleburg Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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!
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 ￥19,100
￥68,936 total
includes taxes & fees
Oct 14 - Oct 15
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!
3.0 star property
Keymar
The price is ￥25,730
￥68,211 total
includes taxes & fees
Oct 19 - Oct 20
Rural & Historic Detour Escape w/ Horses On-site!
A bedroom with a bed, a bedside table with a lamp, a window with a view, and a decorative wall piece.

3. 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 ￥11,839
￥34,970 total
includes taxes & fees
Oct 6 - Oct 7
Cozy, dog-friendly, downtown
A patio area with a wooden table, chairs, a decorative vase, and a fire pit.

4. 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, (52 reviews)
"Great lodging and communicative host"
United States
Peggy D.
The price is ￥15,469
￥43,001 total
includes taxes & fees
Oct 6 - Oct 7
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
A storefront with a large glass window, a wooden door, and a brick sidewalk.

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

Huge 1br apt, baby-friendly, dogs, walkable downtown
Downtown Frederick
10.0 out of 10, Exceptional, (12 reviews)
"Great location for a peaceful solo night away -- thanks!"
United States
Kristina S.
Huge 1br apt, baby-friendly, dogs, walkable downtown
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.

6. Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (70 reviews)
"Wonderfully remodeled spot, great amenities, extremely close to downtown, was perfect for our trip!"
United States
Andrew F.
The price is ￥19,179
￥41,914 total
includes taxes & fees
Oct 13 - Oct 14
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
A bathroom with a towel rack, a mirror, a sink, and a potted plant.

7. 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, (7 reviews)
The price is ￥18,042
￥35,857 total
includes taxes & fees
Oct 19 - Oct 20
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
A bedroom with a wooden bed, a chair, a bedside table, a window with blinds, and a decorative wall piece.

8. Patty's Place - Private and Convenient Apartment near Downtown

Patty's Place - Private and Convenient Apartment near Downtown
Frederick
10.0 out of 10, Exceptional, (17 reviews)
"Place was perfect and tbe location great. East in and out town..or to get to down town"
United States
Andrew
The price is ￥11,712
￥34,835 total
includes taxes & fees
Oct 11 - Oct 12
Patty's Place - Private and Convenient Apartment near Downtown
A room with a blue wall, a wooden dining table, a blue sofa, a white fireplace, and a window with white curtains.

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

Huge, Downtown, Walkable, Coffee, Breweries, Dogs
Downtown Frederick
10.0 out of 10, Exceptional, (3 reviews)
"Very comfortable and convenient stay with responsive hosts. Great amenities for longer stays with the w/d. Will be back!"
United States
Dave T.
Huge, Downtown, Walkable, Coffee, Breweries, Dogs
A bedroom with a wooden bed, a window with blinds, a bedside lamp, and a radiator.

10. Shamrock Loft | Market St Frederick, MD

Shamrock Loft | Market St Frederick, MD
Downtown Frederick
The price is ￥12,944
￥17,067 total
includes taxes & fees
Oct 26 - Oct 27
Shamrock Loft | Market St Frederick, MD
A wooden deck with a fire pit, outdoor furniture, and string lights.

11. Green Street Oasis – Walk to Downtown Westminster - Pet Friendly

Green Street Oasis – Walk to Downtown Westminster - Pet Friendly
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 ￥61,497
￥74,054 total
includes taxes & fees
Oct 6 - Oct 7
Green Street Oasis – Walk to Downtown Westminster - Pet Friendly
A hot tub with a waterfall feature, surrounded by a wooden deck and lush greenery.

12. 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, (346 reviews)
"Everything was perfect, great peaceful stay "
United States
Tony K.
The price is ￥19,258
￥38,868 total
includes taxes & fees
Oct 21 - Oct 22
Apple Blossom Cottage Of Gettysburg. Hot Tub is an Add on Fee
A house with a covered porch, two wicker chairs, a welcome sign, and a hanging flower basket.

13. Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.

Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
Blue Ridge Summit
9.6 out of 10, Exceptional, (19 reviews)
"Great spot close to the wedding venue!!"
United States
Alfred T.
The price is ￥11,405
￥29,315 total
includes taxes & fees
Oct 13 - Oct 14
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
A brick building with a waterfall feature in front.

14. 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 ￥28,839
￥67,714 total
includes taxes & fees
Oct 14 - Oct 15
New townhouse
A modern kitchen with grey cabinets, a central island, and pendant lighting.

15. Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (98 reviews)
"Very clean, had everything we needed and close to shopping and restaurants. "
United States
Kathy S.
The price is ￥24,577
￥53,994 total
includes taxes & fees
Oct 6 - Oct 7
Luxury Condo In Downtown Frederick
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

16. Modern Condo Right off Market Street

Modern Condo Right off Market Street
Downtown Frederick
9.2 out of 10, Wonderful, (103 reviews)
"Great place!"
United States
Danielle G.
The price is ￥25,998
￥52,823 total
includes taxes & fees
Oct 7 - Oct 8
Modern Condo Right off Market Street
A modern kitchen with dark cabinets, a large island with stools, a stainless steel refrigerator, and a built-in oven.

17. 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 ￥33,622
￥77,972 total
includes taxes & fees
Oct 11 - Oct 12
Newly constructed 6 bedroom home
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a table and chairs.

18. Gray Getaway

Gray Getaway
Gettysburg Historic District
10.0 out of 10, Exceptional, (10 reviews)
"Lovely accommodations- clean and modern as well as being a great location in downtown Gettysburg. Hope to stay again in the future."
United States
Carol M.
The price is ￥19,731
￥54,876 total
includes taxes & fees
Nov 2 - Nov 3
Gray Getaway
A patio with a table and chairs, a wooden fence, and a brick building in the background.

19. RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.2 out of 10, Wonderful, (141 reviews)
"Very old but lovely building. Great parking and patio."
United States
Jennifer W.
The price is ￥22,099
￥49,192 total
includes taxes & fees
Nov 1 - Nov 2
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
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

Brickhouse Inn

Brickhouse Inn

10/10 Excellent
"Staff is very friendly and helpful, Rooms are spacious and comfortable. Grab and go breakfast (continental items) are included. This property is in a great location, easy walking distance to many restaurants and stores."
Steve 1-night trip
Posted 3 hours ago
Brickhouse Inn

Find out more about Middleburg

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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.