85+ Vacation Rentals & Holiday Homes in Middleburg |
  1. USA
  2. Maryland
  3. Frederick
  4. Middleburg

Middleburg Accommodations - Hotels & Rentals

About Middleburg Vacation Rentals

Discover More than 85 Incredible Getaway Rentals Available in Middleburg. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Middleburg.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Middleburg, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Middleburg. The Average Size of Places to Stay Near Middleburg is 1026.23 ft², with Prices Averaging US $263 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Middleburg. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

Show more
Show less

Top Hotels & Vacation Rentals in Middleburg

Type Count
Vacation Homes 41
Holiday Apartments 8
Cottages 3

Use these Quick Filters to Find a Vacation Rental in Middleburg

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Middleburg with Online Reservations.

Weather in Middleburg, MD

View the weather forecast for Middleburg before booking your Middleburg Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities MiddleburgGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World MiddleburgGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Gettysburg National Military Park
Liberty Mountain Ski Resort
Gettysburg College
Gettysburg Battlefield Museum
Catoctin Mountain Park
Gettysburg Visitor Center
Westview Promenade
Frederick Memorial Hospital
Frederick Fairgrounds
Linganore Winecellars
Francis Scott Key Mall
Devil's Den
Fort Detrick
Hood College
Gettysburg National Cemetery
Mount St. Mary's College
Majestic Theater
Jennie Wade House
McDaniel College
Little Round Top

Frequently Asked Questions About Middleburg?

What are the top hotels, lake houses & vacation rentals in Middleburg?

We provide an array of great vacation destinations in Middleburg. If you are looking to stay in or around the Middleburg area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Middleburg:

Which hotel, lake house, or vacation rental in Middleburg is best for families?

Searching for a family-friendly getaway in Middleburg? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Middleburg?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 85 in the Middleburg area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Middleburg.


People Also Ask

Online Reservation in Middleburg

Recently Booked Hotels, Resorts, or Rentals in Middleburg