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Middleburg Holiday Rentals

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Our top choices for Middleburg holiday rentals

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

Rural & Historic Detour Escape w/ Horses On-Site!
Detour
9.0 out of 10, Wonderful, (6 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 NZ$731
includes taxes & fees
26 Aug - 27 Aug
Rural & Historic Detour Escape w/ Horses On-Site!

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 NZ$723
includes taxes & fees
28 Aug - 29 Aug
Rural & Historic Detour Escape w/ Horses On-site!

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.
Cozy, dog-friendly, downtown

4. 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, (15 reviews)
"I’m a little sad to go I had the best stay. So comfortable so quiet, great stay. I will definitely be back "
United States
Anonymous traveller
Patty's Place - Private and Convenient Apartment near Downtown

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, (11 reviews)
"Great location for a peaceful solo night away -- thanks!"
United States
Kristina S.
Huge 1br apt, baby-friendly, dogs, walkable downtown

6. Apple Blossom Cottage! HT Extra Cost

Apple Blossom Cottage! HT Extra Cost
Orrtanna
9.8 out of 10, Exceptional, (341 reviews)
"Everything was perfect, great peaceful stay "
United States
Tony K.
The price is NZ$406
includes taxes & fees
26 Aug - 27 Aug
Apple Blossom Cottage! HT Extra Cost

7. Gray Getaway

Gray Getaway
Gettysburg Historic District
10.0 out of 10, Exceptional, (7 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 NZ$615
includes taxes & fees
24 Sept - 25 Sept
Gray Getaway

8. 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 NZ$473
includes taxes & fees
26 Aug - 27 Aug
Downtown Frederick retreat with parking. Dog- and baby-friendly!

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

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (69 reviews)
"Wonderfully remodeled spot, great amenities, extremely close to downtown, was perfect for our trip!"
United States
Andrew F.
The price is NZ$457
includes taxes & fees
31 Aug - 1 Sept
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

10. Cozy studio charming Hanover

Cozy studio charming Hanover
Hanover
9.0 out of 10, Wonderful, (13 reviews)
"The cozy studio was exactly that. Cute place with great parking."
United States
Sheryl C.
The price is NZ$247
includes taxes & fees
5 Sept - 6 Sept
Cozy studio charming Hanover

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, (51 reviews)
"Great lodging and communicative host"
United States
Peggy D.
The price is NZ$477
includes taxes & fees
27 Aug - 28 Aug
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

12. 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, (134 reviews)
"The place was so fun and close to the bars! The rooms where cleans "
United States
Anonymous traveller
The price is NZ$481
includes taxes & fees
9 Sept - 10 Sept
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

13. Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (97 reviews)
"The host and property was everything we needed."
United States
Christopher D.
The price is NZ$645
includes taxes & fees
22 Sept - 23 Sept
Luxury Condo In Downtown Frederick

14. Backyard Oasis | Swim Spa, Fire Pit & Relaxing Outdoor Retreat

Backyard Oasis | Swim Spa, Fire Pit & Relaxing Outdoor Retreat
Westminster
8.0 out of 10, Very good, (7 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 NZ$834
includes taxes & fees
28 Aug - 29 Aug
Backyard Oasis | Swim Spa, Fire Pit & Relaxing Outdoor Retreat

15. Blue Getaway

Blue Getaway
Gettysburg Historic District
10.0 out of 10, Exceptional, (12 reviews)
"Great place to stay in Gettysburg - and especially walkable! Would recommend! "
United States
Victoria O.
The price is NZ$742
includes taxes & fees
26 Aug - 27 Aug
Blue Getaway

16. Chic, pets, walk to downtown

Chic, pets, walk to downtown
Frederick
10.0 out of 10, Exceptional, (23 reviews)
"We really enjoyed our recent stay. Check-in was simple, the host very responsive, location is excellent (we walked everywhere) and well designed. Would stay again."
United States
Richard M.
The price is NZ$466
includes taxes & fees
7 Sept - 8 Sept
Chic, pets, walk to downtown

17. Modern Condo Right off Market Street

Modern Condo Right off Market Street
Downtown Frederick
9.2 out of 10, Wonderful, (102 reviews)
"Great place!"
United States
Danielle G.
The price is NZ$548
includes taxes & fees
31 Aug - 1 Sept
Modern Condo Right off Market Street

18. Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (20 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 NZ$828
includes taxes & fees
30 Aug - 31 Aug
Newly constructed 6 bedroom home

19. 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, (4 reviews)
"The house was adorable, the personalized touches, snack basket and welcome note were awesome and made our day. The host was very nice and welcoming. We had a wonderful time."
United States
Bill C.
The price is NZ$376
includes taxes & fees
2 Sept - 3 Sept
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

20. 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 NZ$464
includes taxes & fees
5 Sept - 6 Sept
Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA
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

Find out more about Middleburg

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Middleburg holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Middleburg. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Middleburg. Seeing all the best attractions is bound to make you fall in love with Middleburg. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Middleburg short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Middleburg?

Yes, there are holiday rentals close to the most popular sights in Middleburg, or you can select a more secluded option if you're looking for a relaxing stay.

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

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.: This holiday home rental outside of Middleburg is located in the city centre, and has a fireplace, a balcony and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 Thurmont Park. In the wider area, you’ll find National Fallen Firefighters Memorial and National Shrine Grotto of Lourdes.

What’s a holiday rental in Middleburg like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleburg. Holiday rentals feature extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.