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Middlebrook vacation rentals

We found 80 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Middlebrook that are perfect for your trip. Vacation homes provide the amenities you need and want for you and your friends, family, or even pets, such as air conditioning and a pool. At the end of the day, you'll be able to choose a rental for everyone's needs, including a place that is accessible or non-smoking.
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Find out more about Middlebrook

Why visit Middlebrook

  1. Outdoor adventures: Middlebrook offers a variety of hiking and outdoor activities, perfect for nature enthusiasts.
  2. Rich heritage: Explore historic colleges and significant buildings that reflect the area's cultural history.
  3. Charming neighborhoods: Discover friendly communities with a range of vacation rental options, from cozy cabins to modern condos.
  4. Scenic beauty: Enjoy breathtaking landscapes that make for memorable excursions and family outings.
  5. Cultural enrichment: Engage in local cultural experiences that cater to both families and history lovers.

Popular types of accommodation in Middlebrook

If you're looking for the perfect getaway in Middlebrook, you're in the right place. Our most popular types of vacation rentals include houses, cozy cabins, and modern condos. Whether you're searching for spacious living rooms, charming houses for rent, or stylish apartments, we have a variety of options to suit your needs. Explore our rentals and find the ideal home base for your next adventure!

  • Houses: Enjoy the comfort and space of a private vacation home, ideal for families and groups looking to relax together in Middlebrook.
  • Condos: Condos offer a convenient choice for travelers, providing modern amenities and easy access to local attractions.
  • Cabins: Experience the charm of nature by staying in a cozy cabin, perfect for those seeking a rustic getaway.
  • Apartments: Apartments are a great option for visitors wanting a home-like experience with full kitchens and living spaces.
  • Cottages: Quaint cottages provide a delightful retreat, often nestled in picturesque settings, ideal for a peaceful vacation.**

Top attractions near Middlebrook

Middlebrook, Virginia, offers a delightful blend of outdoor adventures and scenic beauty, making it an ideal vacation spot. Visitors can explore historic colleges, charming cultural villages, and significant historic buildings. The area's attractions cater to families and travelers seeking cultural enrichment and outdoor experiences, ensuring there's something for everyone to enjoy while discovering the rich heritage and natural landscapes of the region.

  1. Mary Baldwin College: This historic college, located 11 miles from Middlebrook, boasts beautiful architecture and a vibrant campus atmosphere. Visitors can enjoy the rich history and cultural events that reflect its long-standing educational traditions.
  2. Frontier Culture Museum: Situated 10 miles away, this unique cultural village offers immersive exhibits that showcase early American life. Experience interactive demonstrations and explore authentic historic structures from various cultures that shaped the region.
  3. The Woodrow Wilson Presidential Library: Located 10 miles from Middlebrook, this historic building features exhibits on the life and presidency of Woodrow Wilson. Explore fascinating artifacts and gain insight into American history through engaging displays.

Things to do recommended for couples

For a romantic getaway in Middlebrook, consider skiing at Wintergreen Resort, savoring fine wine at Rockbridge Vineyard, or indulging in a couples massage at All's Well Massage Studio. Each destination offers unique experiences that blend adventure, relaxation, and romance, perfect for creating lasting memories together.

Things to do recommended for families

Families visiting Middlebrook can enjoy a day at Gypsy Hill Park, just 10 miles away, perfect for relaxation and recreation. Additionally, Montgomery Hall Park, located 9 miles from Middlebrook, offers similar wellness vibes, making it an ideal spot for family fun and outdoor activities.

What do I need to keep in mind when booking a vacation in Middlebrook

When planning your trip—whether you're traveling with a group, family, or pets, or seeking extended stays—be sure to prioritize your preferences with the appropriate filters. Here are some helpful Vrbo booking suggestions for you.

  • Traveling to Middlebrook with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Middlebrook with young kids: Traveling with young kids can present some challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Middlebrook: For many, a family vacation isn’t truly fulfilling without their furry companion by their side. If you can relate, take a look at Vrbo properties that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting Middlebrook: If you're in search of vacation rentals that offer great deals for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding amenities like a parking space, a well-equipped kitchen, or a private pool to enhance your search experience.

Where to stay near Middlebrook

Middlebrook, Virginia, is an excellent starting point for outdoor adventures and scenic explorations. Nestled in a friendly atmosphere, this charming area invites families and history enthusiasts alike to discover its rich heritage. Nearby neighborhoods offer a variety of rental options, perfect for a relaxing getaway. Whether you're hiking in the great outdoors or enjoying local excursions, Middlebrook promises a memorable vacation filled with friendly people and beautiful landscapes.

  • Staunton: Located only 10 miles from Middlebrook, Staunton is a charming city known for its rich history and stunning scenery. Outdoor enthusiasts will appreciate the nearby national parks, where hiking, wildlife viewing, and breathtaking landscapes await. The city offers a variety of recreational opportunities, including skiing at local ski fields during the winter months. With quaint shops, restaurants, and a vibrant arts scene, Staunton is a perfect blend of adventure and culture, making it an ideal stop for travelers seeking a memorable experience.
  • Greenville: Just 5 miles away from Middlebrook, Greenville is a delightful city known for its outdoor adventures and beautiful surroundings. Visitors can explore the numerous recreational areas and enjoy skiing at local ski resorts. The proximity to national parks and serene lakes provides ample opportunities for hiking, fishing, and picnicking. Greenville's welcoming atmosphere and scenic views make it a popular destination for those looking to unwind and connect with nature, all while enjoying the charm of a small city.
  • Mint Spring: A quaint village located 6 miles from Middlebrook, Mint Spring offers a peaceful retreat for travelers seeking outdoor experiences. With access to picturesque hiking trails and recreational areas, it's perfect for nature lovers and adventure seekers alike. Visitors can explore local historic places and charming historic houses that tell the story of the region's past. The nearby lake provides a serene spot for relaxation and reflection, making Mint Spring a lovely destination for those looking to escape the hustle and bustle of everyday life.

Best time to go to Middlebrook

If you're planning a trip to Middlebrook, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in July to August and October, while off-peak times, like March to April and September tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January31.6°F (-0.2°C)Light RainMostly SunnyAverageSlightly High
February35.6°F (2.0°C)Light RainMostly SunnyAverageSlightly High
March42.8°F (6.0°C)Light RainMostly SunnySlightly LowSlightly Low
April52.9°F (11.6°C)Light RainMostly SunnySlightly LowSlightly Low
May61.9°F (16.6°C)Light RainMostly SunnyAverageAverage
June69.6°F (20.9°C)Light RainMostly SunnyAverageAverage
July74.1°F (23.4°C)Light RainMostly SunnySlightly HighAverage
August72.0°F (22.2°C)Light RainMostly SunnySlightly HighSlightly Low
September65.7°F (18.7°C)Light RainMostly SunnySlightly LowAverage
October55.0°F (12.8°C)Light RainMostly SunnySlightly HighAverage
November43.0°F (6.1°C)Light RainMostly SunnyAverageAverage
December36.7°F (2.6°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate significantly. Additionally, extending your stay can often result in substantial savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to refine your search by price, location, and type of vacation rental.

Unlock savings with One Key

Reserve an eligible Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner has its perks! By becoming a member of our travel rewards program, One Key, you'll gain access to exclusive savings and the ability to earn and redeem OneKeyCash™ on qualifying reservations. Sign up today and start enjoying your savings!

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly platform where you can easily plan new trips, continue from where you last stopped, or manage your travel arrangements. You can view your saved or booked properties organized into categories such as Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Middlebrook getaway

The parks and other outdoor surroundings create an inviting atmosphere in Middlebrook. There's no shortage of things to see and do in the area.Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Middlebrook

Do you want to discover top things to see and do in the area? Venture out of your cozy vacation rental and experience everything that makes Middlebrook a fun place to get away. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Wintergreen Resort (17.5 mi / 28.2 km)
  • Virginia Horse Center (20.2 mi / 32.6 km)
  • Rockbridge Vineyard (7.7 mi / 12.4 km)
  • Beverley Cigar Store (9.6 mi / 15.4 km)
  • All's Well Massage Studio (10.3 mi / 16.5 km)
  • 12 Ridges Vineyard (11.8 mi / 19.1 km)

Exploring the natural features in Middlebrook

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Middlebrook. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Gypsy Hill Park (10.5 mi / 16.8 km)
  • George Washington National Forest (13.3 mi / 21.4 km)
  • Sherando Lake Recreation Area (14.2 mi / 22.9 km)
  • Goshen Pass Natural Area Preserve (14.9 mi / 23.9 km)
  • Crabtree Falls (15.6 mi / 25.2 km)
  • Viette's Gardens (15.4 mi / 24.8 km)

Transportation options to and around Middlebrook

The nearest airport is in Weyers Cave, VA (SHD-Shenandoah Valley Regional), located 22.5 mi (36.2 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into Hot Springs, VA (HSP-Ingalls Field), which is 34.5 mi (55.5 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Middlebrook?
The average price for a vacation home in Middlebrook depends on a number of factors, including season, property type and length of stay. Whether you prefer a sprawling villa with lots of space or a cozy cabin for you and your other half, just enter your travel dates to see some great-value stays.
How much does it cost to rent a beach house in Middlebrook?
Prices for beach houses in Middlebrook will vary depending on the type and size of the property and when you're traveling. Simply enter your dates of travel into Vrbo and how many guests to view your vacation rental options and prices. From there you can use our filters to refine your search by nearby activities, ratings, amenities and more.
What are popular rental amenities in Middlebrook?
A barbecue grill, a firepit and a nearby river top the list of most popular rental amenities in Middlebrook. Whether you're taking to the road by yourself, with your better half or a group of dear friends, Vrbo will help you find a vacation home that suits your tastes with all the options you need.
How old do you have to be to rent a vacation rental in Middlebrook?
The minimum age can differ across properties on Vrbo, so look at the rules of the vacation home in Middlebrook you're considering. But usually, it's 16, 18 or 21.
How long can I rent a vacation rental in Middlebrook for?
The amount of time you can book a Middlebrook vacation rental for is down to each property. Simply put in your preferred travel dates to view options offering longer term stays. They feature everything you need to make your extended trip more comfortable and enjoyable, such as kitchens and yards. Some Vrbo vacation rentals may also offer weekly or monthly discounted prices, so you can stay longer for less money.
Does Vrbo offer discounts for vacation homes in Middlebrook?
In Middlebrook, you'll find amazing deals and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you're planning a mini vacay or a longer stay, we offer plenty of options to suit every kind of traveler.

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