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Middleburg Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Middleburg holiday rentals

Interior

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

Rural & Historic Detour Escape w/ Horses On-Site!
Detour
9.6 out of 10, Exceptional, (5 reviews)
"Check-in was super easy. Communication with the owners was quick and easy. There was one hiccup that came up and were very quick to resolve. The house itself is a great historic home. They have done a great job modernizing it. My only feedback would be to have more supplies in the kitchen to accommodate preparing foods like knives, cutting boards, trays, etc. But otherwise, very happy with our stay and the beautiful property, and it being dog friendly!"
United States
Rachel W.
The price is AU$605
includes taxes & fees
22 Aug - 23 Aug
Rural & Historic Detour Escape w/ Horses On-Site!
House (3 Bedrooms) | Interior

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 AU$608
includes taxes & fees
22 Aug - 23 Aug
Rural & Historic Detour Escape w/ Horses On-site!
Smart TV

3. Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (9 reviews)
"Great location. We did not bring a pet but they thoughtfully provided a dog bed for those who do, which was very cute. It was great that they provide dishes for use on property and the kitchen cabinets were well labelled. There is a good ice cream place a block away and it was quick and easy to walk to the major downtown areas. We would stay here again in the future"
United States
Erica B.
The price is AU$330
includes taxes & fees
20 Aug - 21 Aug
Pet-friendly, heart of downtown
1 bedroom, free WiFi, bed sheets

4. Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (35 reviews)
"Great location, clean place. "
United States
Warren B.
The price is AU$333
includes taxes & fees
20 Aug - 21 Aug
Cozy, dog-friendly, downtown
Smart TV

5. 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 AU$480
includes taxes & fees
24 Aug - 25 Aug
Gray Getaway
Exterior detail

6. 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.
The price is AU$327
includes taxes & fees
27 Aug - 28 Aug
Huge 1br apt, baby-friendly, dogs, walkable downtown
Outdoor dining

7. 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 AU$399
includes taxes & fees
20 Aug - 21 Aug
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Coffee/tea maker, fridge, microwave, toaster

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, (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
The price is AU$314
includes taxes & fees
23 Aug - 24 Aug
Patty's Place - Private and Convenient Apartment near Downtown
Coffee/tea maker, fridge, microwave, oven

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 AU$388
includes taxes & fees
31 Aug - 1 Sept
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Outdoor spa tub

10. 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 AU$351
includes taxes & fees
30 Aug - 31 Aug
Apple Blossom Cottage! HT Extra Cost
Property grounds

11. 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 AU$611
includes taxes & fees
20 Aug - 21 Aug
Backyard Oasis | Swim Spa, Fire Pit & Relaxing Outdoor Retreat
Interior

12. 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, (2 reviews)
"I cannot say enough about the wonderful time we had staying at Denise & Mike's lovely cottage. They went above and beyond to make sure our family gathering was perfect...and it truly was. Sitting on the front porch sharing coffee in the a.m. and wine in the evening. Board games, chats and laughter until our bellies ached. Our family spent our much needed reunion sharing long overdue times making more wonderful memories. Upon arrival we found the property even more special than we imagined from...
United States
Julianne L.
The price is AU$329
includes taxes & fees
20 Aug - 21 Aug
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
A park with a pond, a bridge, and a church in the background.

13. 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 AU$407
includes taxes & fees
30 Aug - 31 Aug
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Smart TV

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 AU$211
includes taxes & fees
22 Aug - 23 Aug
Cozy studio charming Hanover
Coffee/tea maker, fridge, microwave, oven

15. Modern Condo Right off Market Street

Modern Condo Right off Market Street
Downtown Frederick
9.2 out of 10, Wonderful, (101 reviews)
"Great place!"
United States
Danielle G.
The price is AU$466
includes taxes & fees
24 Aug - 25 Aug
Modern Condo Right off Market Street
TV

16. 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 AU$378
includes taxes & fees
17 Sept - 18 Sept
Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA
Outdoor dining

17. 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 AU$371
includes taxes & fees
20 Aug - 21 Aug
Chic, pets, walk to downtown
Exterior detail

18. Bin There Treehouse - A Grain Bin treehouse!

Bin There Treehouse - A Grain Bin treehouse!
Washington County
10.0 out of 10, Exceptional, (2 reviews)
"Such a neat place! Very peaceful setting."
United States
Abby G.
The price is AU$283
includes taxes & fees
20 Aug - 21 Aug
Bin There Treehouse - A Grain Bin treehouse!
Dining

19. Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (97 reviews)
"Very clean, had everything we needed and close to shopping and restaurants. "
United States
Kathy S.
The price is AU$491
includes taxes & fees
24 Aug - 25 Aug
Luxury Condo In Downtown Frederick
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
"This was the third time we stayed at the Brickhouse Inn. There were some changes since our last visit. In the past, breakfast had been included with your stay. This time they offer grab and go food that included pastries, cookies, cereals, coffees and teas or you can reserve a seat for a sit down breakfast at an additional price. We just did the grab and go breakfast. Another addition is the offering of multiple tours which can be purchased at the inn rather than having to go into Gettysburg and find them yourself. Our room was very comfortable and quiet. The rooms remind me of "visiting Grandma's house." Staff was attentive and very helpful. The champaign "greet and meet" at 5 was a nice way to meet your neighbors. On the first floor there are areas to sit and chat, board games and a small gift shop. Unfortunately we had a rainy stay, but the backyard has a fire pit, hot tub and some games. Of course the ample porch has rocking chairs to sit and people watch. Location is fantastic. Right in the middle of so many small stores, restaurants and sightseeing opportunities. We love the location because there are so many things to do within walking distance. This will not be our final visit!"
Susan 1-night trip
Posted 3 hours ago
Brickhouse Inn

Find out more about Middleburg

Everything you need to know about Middleburg holiday rentals

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

Middleburg holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middleburg holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middleburg holiday rentals we have selected for you start as low as AU$329 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Middleburg rentals

At Expedia, we put the best Middleburg holiday 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 holiday.

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 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?

Unique Gettysburg Barn Loft central to Gettysburg and Ski Liberty!: This holiday 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 that 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 wider area, you’ll find Taneytown Shopping Center and National Fallen Firefighters Memorial.

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.