Middleburg Vacation Rentals

Dates

November 2026

December 2026

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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

Mary F.

CA $590 total

includes taxes & fees

Nov 13 - Nov 14

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

Keymar

CA $606 total

includes taxes & fees

Nov 13 - Nov 14

A compact kitchen with a coffee machine, microwave, and a small cart with kitchen tools.

3. Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown

Frederick

Andrew

CA $305 total

includes taxes & fees

Nov 22 - Nov 23

A house with a covered porch, two wicker chairs, a welcome sign, and a hanging flower basket.

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

Blue Ridge Summit

Jeff D.

CA $256 total

includes taxes & fees

Nov 9 - Nov 10

A wooden staircase with metal railings leading to a covered area surrounded by greenery.

5. The Whimsy Loft-Cozy Private Suite in Westminster on 4 acres

Westminster

CA $262 total

includes taxes & fees

Nov 10 - Nov 11

A glass-top table with a metal frame, a white cushioned chair, and a vase with sunflowers on a windowsill.

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

Downtown Frederick

Dave T.

CA $355 total

includes taxes & fees

Nov 12 - Nov 13

A bedroom with a large bed, a wooden nightstand, a chair, and a view of the outdoors through a window.

7. Adorable 1-bedroom apartment in downtown Westminster along Main Street

Westminster

CA $298 total

includes taxes & fees

Nov 9 - Nov 10

A brick entrance with a dark wooden door, a small set of steps, and two signs indicating the address '68 W. Main'.

8. Cozy 1-bedroom apartment in downtown Westminster along Main Street

Westminster

CA $360 total

includes taxes & fees

Nov 9 - Nov 10

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

Sara W.

CA $382 total

includes taxes & fees

Nov 10 - Nov 11

A living room with a stone wall, a wooden staircase, a dark-colored sofa with cushions, and a small shelf with model buildings.

10. 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.

CA $297 total

includes taxes & fees

Nov 9 - Nov 10

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

11. Luxury Condo In Downtown Frederick

Downtown Frederick

Jessica

CA $464 total

includes taxes & fees

Dec 1 - Dec 2

A porch with white rocking chairs and a potted plant.

12. Spacious 1 BR Stratton House: A Cozy Downtown Stay Backing to Culp's Hill

Gettysburg Historic District

Ken L.

CA $567 total

includes taxes & fees

Nov 9 - Nov 10

13. Cozy studio charming Hanover

Hanover

Katie F.

CA $195 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with a granite countertop, stainless steel appliances, and a white backsplash.

14. New townhouse

Frederick

Tereasa G.

CA $557 total

includes taxes & fees

Dec 1 - Dec 2

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

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

Hanover

Danna W.

CA $380 total

includes taxes & fees

Nov 9 - Nov 10

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

16. Gray Getaway

Gettysburg Historic District

Carol M.

CA $472 total

includes taxes & fees

Nov 23 - Nov 24

A covered patio area with outdoor furniture, a grill, and a stone wall.

17. Hot Tub Farmhouse | Near Gettysburg | Sleeps 11

Littlestown

Carolyn W.

CA $1,163 total

includes taxes & fees

Nov 15 - Nov 16

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

18. Modern Condo Right off Market Street

Downtown Frederick

John

CA $441 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with white cabinets, stainless steel appliances, a large island with bar stools, and a brick accent wall.

19. Blue Getaway

Gettysburg Historic District

Victoria O.

CA $530 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with dark cabinets, a large island with stools, a stainless steel refrigerator, and a built-in oven.

20. Newly constructed 6 bedroom home

Frederick

Janice M.

CA $667 total

includes taxes & fees

Nov 9 - Nov 10

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Find vacation rentals that suit your style

Top Middleburg Hotel Reviews

A Holiday Inn Express & Suites with a covered entrance and stone pillars.

Holiday Inn Express and Suites Gettysburg by IHG

Gettysburg

10/10 Excellent

Tim

An indoor swimming pool with clear water, surrounded by lounge chairs and a mural of autumn trees.

Best Western Gettysburg

Gettysburg Historic District

10/10 Excellent

Richard

A rooftop terrace with outdoor seating, a fire pit, and a view of the sunset over a mountainous landscape.

SpringHill Suites by Marriott Frederick

Frederick

10/10 Excellent

Allanah

A spacious living room with a central fireplace, large windows, and a view of the outside.

Best Western Westminster Hotel

Westminster

10/10 Excellent

Marlene

An indoor swimming pool with clear pool rules posted on the wall, a tiled edge, and a ceiling with recessed lighting.

Super 8 by Wyndham Gettysburg

Gettysburg

10/10 Excellent

patricia

A large house with a stone facade and a covered porch, set against a sunset sky.

The Lodges at Gettysburg

Gettysburg

10/10 Excellent

Mary Anne

A spacious lobby with a high ceiling, a central pillar, and a seating area with a blue sofa.

Comfort Suites Near Gettysburg Battlefield Visitor Center

Gettysburg Historic District

10/10 Excellent

Allison

A two-story brick building with a central entrance, multiple windows, and a street lamp.

The Swope Manor Bed & Breakfast

Gettysburg Historic District

10/10 Excellent

Anonymous traveller

A hotel lobby with multiple seating areas, a fireplace, and large windows.

Hilton Garden Inn Gettysburg

Gettysburg

10/10 Excellent

An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, large windows offering views of the outside.

Wyndham Gettysburg Hotel & Conference Center

Gettysburg

10/10 Excellent

Justine

A Best Western hotel entrance at dusk with a covered parking area, outdoor seating, and well-maintained landscaping.

Best Western Historic Frederick

Frederick

10/10 Excellent

Louise

A spacious living area with a staircase, a sofa set, a coffee table, and a bookshelf.

Inn at Cemetery Hill

Gettysburg Historic District

10/10 Excellent

Candace

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middleburg vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middleburg vacation rentals we have selected for you start as low as CA $101 per night. Entering your travel dates in the search wizard 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 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.

Middleburg Vacation Rentals

Change your mind

Treat yourself

Be picky

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

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

5. The Whimsy Loft-Cozy Private Suite in Westminster on 4 acres

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

7. Adorable 1-bedroom apartment in downtown Westminster along Main Street

8. Cozy 1-bedroom apartment in downtown Westminster along Main Street

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

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

11. Luxury Condo In Downtown Frederick

12. Spacious 1 BR Stratton House: A Cozy Downtown Stay Backing to Culp's Hill

13. Cozy studio charming Hanover

14. New townhouse

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

16. Gray Getaway

17. Hot Tub Farmhouse | Near Gettysburg | Sleeps 11

18. Modern Condo Right off Market Street

19. Blue Getaway

20. Newly constructed 6 bedroom home

Find vacation rentals that suit your style

Top Middleburg Hotel Reviews

Holiday Inn Express and Suites Gettysburg by IHG

10/10 Excellent

Find out more about Middleburg

Middleburg vacation rentals: An excellent choice for every season

How to find incredible deals on Middleburg rentals

Frequently Asked Questions

Are there vacation rentals in Middleburg?

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

What’s there to see and do in Middleburg?

What’s a vacation rental in Middleburg like?