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Middleburg Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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 AED 599
AED 1,587 total
includes taxes & fees
1 Oct - 2 Oct
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)
"We had a great time. It is an older house but wonderful. It is in the country with lots of green fields surrounding it. The porch with the rockers was my favorite place to be when we weren’t site seeing, It was so peaceful. I would definitely stay here again."
United States
Charla H.
The price is AED 444
AED 1,604 total
includes taxes & fees
1 Oct - 2 Oct
Rural & Historic Detour Escape w/ Horses On-Site!
A wooden deck with a metal railing, a window with a view of trees, and a red bench.

3. 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 AED 456
AED 717 total
includes taxes & fees
13 Oct - 14 Oct
The Whimsy Loft-Cozy Private Suite in Westminster on 4 acres
A modern kitchen with dark cabinets, a large island with stools, a stainless steel refrigerator, and a built-in oven.

4. 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 AED 782
AED 1,717 total
includes taxes & fees
4 Oct - 5 Oct
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.

5. 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 AED 275
AED 818 total
includes taxes & fees
1 Oct - 2 Oct
Cozy, dog-friendly, downtown
A room with a blue wall, a wooden dining table, a blue sofa, a white fireplace, and a window with white curtains.

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

Huge, Downtown, Walkable, Coffee, Breweries, Dogs
Downtown Frederick
10.0 out of 10, Exceptional, (2 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 modern apartment with a living room, kitchen, and dining area.

7. Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (9 reviews)
"This was a great property in an excellent location! Communication was great and the whole process was seamless. "
United States
nikki b.
Pet-friendly, heart of 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.

8. 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 AED 446
AED 975 total
includes taxes & fees
7 Oct - 8 Oct
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a table and chairs.

9. 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 AED 459
AED 1,277 total
includes taxes & fees
27 Oct - 28 Oct
Gray Getaway
A patio area with a wooden table, chairs, a decorative vase, and a fire pit.

10. 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 AED 448
AED 1,106 total
includes taxes & fees
5 Oct - 6 Oct
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
A house with a covered porch, two wicker chairs, a welcome sign, and a hanging flower basket.

11. 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 AED 327
AED 750 total
includes taxes & fees
12 Oct - 13 Oct
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
A kitchen with two stainless steel sinks, a window with a plant, and a white door.

12. 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 AED 240
AED 777 total
includes taxes & fees
4 Oct - 5 Oct
Patty's Place - Private and Convenient Apartment near Downtown
A wooden deck with a fire pit, outdoor furniture, and string lights.

13. Green Street Oasis – Walk to Downtown Westminster & McDaniel College

Green Street Oasis – Walk to Downtown Westminster & McDaniel College
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 AED 1,431
AED 1,622 total
includes taxes & fees
8 Oct - 9 Oct
Green Street Oasis – Walk to Downtown Westminster & McDaniel College
Living area

14. Cozy studio charming Hanover

Cozy studio charming Hanover
Hanover
9.0 out of 10, Wonderful, (13 reviews)
"Place was as described. "
United States
Katie F.
The price is AED 327
AED 543 total
includes taxes & fees
1 Oct - 2 Oct
Cozy studio charming Hanover
A modern kitchen with white cabinets, stainless steel appliances, a large island with bar stools, and a brick accent wall.

15. Blue Getaway

Blue Getaway
Gettysburg Historic District
10.0 out of 10, Exceptional, (17 reviews)
"Great place to stay in Gettysburg - and especially walkable! Would recommend! "
United States
Victoria O.
The price is AED 643
AED 1,622 total
includes taxes & fees
19 Oct - 20 Oct
Blue Getaway
A living room with a large mirror, a sofa, a television, and decorative items.

16. Downtown Frederick retreat with parking. Dog- and baby-friendly!

Downtown Frederick retreat with parking. Dog- and baby-friendly!
Frederick
9.8 out of 10, Exceptional, (7 reviews)
"This place looked exactly like the photos, very clean, super organized, and well designed. We were very comfortable during our stay and would stay here again."
United States
Dvorak A.
The price is AED 331
AED 973 total
includes taxes & fees
1 Oct - 2 Oct
Downtown Frederick retreat with parking. Dog- and baby-friendly!
A living room with a black sofa, a glass table with chairs, a kitchen area with a refrigerator, and a ceiling fan.

17. 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, (6 reviews)
"Great location in downtown Hanover within walking distance of the square where there are various shops and dining options. "
United States
Danna W.
The price is AED 459
AED 1,042 total
includes taxes & fees
1 Oct - 2 Oct
Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA
A glass-top table with a metal frame, a white cushioned chair, and a vase with sunflowers on a windowsill.

18. 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.
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
A hot tub with a waterfall feature, surrounded by a wooden deck and lush greenery.

19. 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, (345 reviews)
"Everything was perfect, great peaceful stay "
United States
Tony K.
Apple Blossom Cottage Of Gettysburg. Hot Tub is an Add on Fee
Fireplace Credenza

20. Shamrock Loft | Market St Frederick, MD

Shamrock Loft | Market St Frederick, MD
Downtown Frederick
The price is AED 400
AED 502 total
includes taxes & fees
5 Oct - 6 Oct
Shamrock Loft | Market St Frederick, MD
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

Courtyard Marriott Gettysburg

Courtyard Marriott Gettysburg

10/10 Excellent
"The staff were extremely helpful and friendly. Jessica had to deal with a power outage in the area. She went above and beyond to help everyone deal with the difficulties or wait to have to check in. Luckily the utility company had the power up and running earlier than anticipated. The room was very clean and comfortable."
Debra 1-night trip
Posted 9 hours ago
Courtyard Marriott Gettysburg

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.