Middleburg Vacation Rentals from $225: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

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!

Detour

"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!"

Rachel W.

$417 nightly

Aug 22 - Aug 23

Total with taxes and fees

2. Rural & Historic Detour Escape w/ Horses On-site!

Keymar

$408 nightly

Aug 22 - Aug 23

Total with taxes and fees

A modern apartment with a living room, kitchen, and dining area.

3. Pet-friendly, heart of downtown

Frederick

Erica B.

$199 nightly

Aug 24 - Aug 25

Total with taxes and fees

A bedroom with a bed, a bedside table with a lamp, a window with a view, and a decorative wall piece.

4. Cozy, dog-friendly, downtown

Frederick

Warren B.

$212 nightly

Aug 24 - Aug 25

Total with taxes and fees

A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a table and chairs.

5. Gray Getaway

Gettysburg Historic District

Carol M.

$367 nightly

Aug 24 - Aug 25

Total with taxes and fees

A storefront with a large glass window, a wooden door, and a brick sidewalk.

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

Downtown Frederick

Kristina S.

$223 nightly

Aug 27 - Aug 28

Total with taxes and fees

A patio area with a wooden table, chairs, a decorative vase, and a fire pit.

7. Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Frederick

Peggy D.

$276 nightly

Aug 27 - Aug 28

Total with taxes and fees

A kitchen with two stainless steel sinks, a window with a plant, and a white door.

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

Frederick

Anonymous traveler

$205 nightly

Aug 23 - Aug 24

Total with taxes and fees

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)

Frederick

Andrew F.

$264 nightly

Aug 31 - Sep 1

Total with taxes and fees

A hot tub with a waterfall feature, surrounded by a wooden deck and lush greenery.

10. Apple Blossom Cottage! HT Extra Cost

Orrtanna

Tony K.

$223 nightly

Aug 23 - Aug 24

Total with taxes and fees

A wooden deck with a fire pit, outdoor furniture, and string lights.

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

Westminster

Payson D.

$434 nightly

Aug 23 - Aug 24

Total with taxes and fees

A bathroom with a towel rack, a mirror, a sink, and a potted plant.

12. Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

Highfield-Cascade

"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...

Julianne L.

$219 nightly

Sep 2 - Sep 3

Total with taxes and fees

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.

Downtown Frederick

Anonymous traveler

$277 nightly

Aug 30 - Aug 31

Total with taxes and fees

14. Cozy studio charming Hanover

Hanover

Sheryl C.

$134 nightly

Aug 22 - Aug 23

Total with taxes and fees

A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

15. Modern Condo Right off Market Street

Downtown Frederick

Danielle G.

$314 nightly

Aug 24 - Aug 25

Total with taxes and fees

A living room with a black sofa, a glass table with chairs, a kitchen area with a refrigerator, and a ceiling fan.

16. Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA

Hanover

Danna W.

$244 nightly

Aug 24 - Aug 25

Total with taxes and fees

A covered outdoor patio with a table and chairs, a wooden deck, and a view of greenery.

17. Chic, pets, walk to downtown

Frederick

Richard M.

$294 nightly

Sep 7 - Sep 8

Total with taxes and fees

A rustic, cylindrical structure with a thatched roof, a small seating area, and a view of the surrounding forest.

18. Bin There Treehouse - A Grain Bin treehouse!

Washington County

Abby G.

$230 nightly

Aug 23 - Aug 24

Total with taxes and fees

A modern kitchen with grey cabinets, a central island, and pendant lighting.

19. Luxury Condo In Downtown Frederick

Downtown Frederick

Kathy S.

$332 nightly

Aug 23 - Aug 24

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Cabins

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Middleburg Hotel Reviews

Comfort Suites Near Gettysburg Battlefield Visitor Center

8/10 Good

"Rooms were very clean. Breakfast was what you would expect from a free hotel Breakfast. It was peaceful though not a lot of noise."

1863 Inn of Gettysburg

10/10 Excellent

"One of the best places to stay while in Gettysburg. Walking distance to the National Cemetery, downtown shopping and restaurants, and the battlefields. Spacious and clean room and newly updated bathroom. Pool was large; pool towels were a plus. Oversized bath towels and white bedding were fresh and clean."

Brickhouse Inn

10/10 Excellent

"I loved it first off. It was charming and quaint and very much was right in the middle of Gettysburg town. We loved the themes of the house and the decor was fabulous. Our room was the New York room and as much as I didnt like the walk to the top, lol but I made it. lol I loved the feeling in the house. We were only there one night and wished we could of stayed longer. I loved the bathroom and room with the window out front and the set up of the room. Thought the TV would be better on the wall but it was all good. Also didnt know the room was on the third floor which would be hard for others with disabilities to walk up. Maybe I missed it. I also feel there should of been a ramp down, not steps, from the parking to the house. It would make it easier for everyone with the option of steps. But we slept wonderfully and no noise where we were on the very top But I would not of changed a thing. Thank you for having us and treating us so good. In the morning we met a wonderfukl Girl names Stacy that helped us and gave us good ideas to do that day, like places to eat which was great place at Gettysburg Family Restaurant. So so delicious. The night before we met Lori and she was great as our greeter. I wrote in the book int the room and read some of the beautiful stories of others stay. So Cool!! and I am grateful for the stay at the BrickHouse Inn. Thanks you our great stay and your hospitality. Lonnie VanMeter and Janna Lee Peace and Love!!"

Holiday Inn Express and Suites Gettysburg by IHG

10/10 Excellent

"Great staff for taking care of adjusting our room for my wife that needed a walk in shower. The gentleman that kept the breakfast room full of food for breakfast, and also kept the area cleaned. Thanks also to the cleaning staff. I would Definitely stay here again."

Find out more about Middleburg

Everything you need to know about Middleburg vacation rentals

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

Middleburg vacation 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 low season months. For more hustle and bustle, you may prefer to visit Middleburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $225 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middleburg rentals

At Expedia, we put the best Middleburg vacation 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 vacation.

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 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 Taneytown Shopping Center and National Fallen Firefighters Memorial.

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.

Room 1

Check prices for these dates

Our top choices for Middleburg vacation rentals

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

2. Rural & Historic Detour Escape w/ Horses On-site!

3. Pet-friendly, heart of downtown

4. Cozy, dog-friendly, downtown

5. Gray Getaway

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

7. Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

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

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

10. Apple Blossom Cottage! HT Extra Cost

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

12. Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

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

14. Cozy studio charming Hanover

15. Modern Condo Right off Market Street

16. Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA

17. Chic, pets, walk to downtown

18. Bin There Treehouse - A Grain Bin treehouse!

19. Luxury Condo In Downtown Frederick

Find vacation rentals that suit your style

Top Middleburg Hotel Reviews

Comfort Suites Near Gettysburg Battlefield Visitor Center

The Lodges at Gettysburg

Wyndham Gettysburg Hotel & Conference Center

1863 Inn of Gettysburg

Inn at Cemetery Hill

Best Western Historic Frederick

Days Inn by Wyndham Gettysburg

Brickhouse Inn

Holiday Inn Express and Suites Gettysburg by IHG

Find out more about Middleburg

Frequently asked questions