Middlebrook Condos

Name: Wintergreen Mountain Views - Diamond in the Slopes - Close to Breweries & Hiking
Address: Wintergreen Resort

Featured Condos in Middlebrook

Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!

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This condo features an outdoor pool and an indoor pool. There's a hot tub on site, and laundry facilities and barbecue grills are also offered.

Pool

Hot Tub

Wintergreen. Sunset Vista Villa - Sea of Mountains

$234 nightly

$263 total

Sep 25 - Sep 26

Total with taxes and fees

An outdoor pool is featured at this condo, along with laundry facilities.

Pool

Kitchen

Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!

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This condo features ski-in/ski-out access, a garden, and laundry facilities. Barbecue grills are provided for your convenience.

Pool

Kitchen

Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

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This condo features free WiFi in public areas, laundry facilities, and barbecue grills.

Kitchen

Washer

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

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This condo features laundry facilities.

Kitchen

Washer

Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort

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This vacation home features laundry facilities.

Washer

Dryer

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

$216 nightly

$243 total

Sep 25 - Sep 26

Total with taxes and fees

A water park and a hot tub are featured at this smoke-free condo. Laundry facilities are provided for your convenience.

Pool

Hot Tub

Endless Mountain Top Views from All The Way Up!

$351 nightly

$394 total

Oct 16 - Oct 17

Total with taxes and fees

This condo features laundry facilities.

Pool

Kitchen

Updated! Cozy and clean two bedroom condo.

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This condo features laundry facilities.

Pool

Kitchen

Panoramic Peak: Wintergreen Condo with Views

$259 nightly

$291 total

Sep 29 - Sep 30

Total with taxes and fees

This condo features laundry facilities.

Pool

Kitchen

Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC

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This vacation home features laundry facilities.

Kitchen

Washer

Wintergreen Mountain Views - Diamond in the Slopes - Close to Breweries & Hiking

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Ski-in/ski-out access and an outdoor pool are featured at this smoke-free condo. Laundry facilities are provided for your convenience.

Pool

Kitchen

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See all available properties in Middlebrook

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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.

What is the price range for condos in Middlebrook?

Travelocity has plenty of tempting deals on Middlebrook condo rentals for you to choose from. They range from $243 to $394. Prices and availability are subject to change. Additional terms may apply.

How many Middlebrook condos are there?

At Travelocity, there are 306 condo rentals in Middlebrook—dive into your dream vacation!

How can I find cheap beach condo rentals in Middlebrook?

It’s easy to find cheap condo rentals in Middlebrook on Travelocity. Just enter your travel dates and hit search. You can organize your results using the best filters for you and sort by price or by budget. If you want a cheaper break in Middlebrook, consider staying in —when it’s quieter and fewer people visit.

What are the benefits of Middlebrook condo rentals?

If you want the luxury of a hotel with all the comforts of home, book a Middlebrook condo rental. In your own slice of paradise, you can cook what you like and stay together with friends and family in multiple bedrooms, comfortable living spaces, and a whole lot of privacy.

What amenities are in a beachfront Middlebrook condo rental?

Middlebrook condos on the beach have all kinds of cool extras that elevate your vacation. Take your pick from a wide range of amenities from pet-friendly condos, rentals with hot tubs, oceanfront condos with astounding views, and places with pools—and much, much more.

Are any Middlebrook condo rentals pet-friendly?

Bring your four-legged friend on your Middlebrook vacation and stay in a pet-friendly condo. They’re easy to find: You just need to hit the pet-friendly filter in your search then choose the condo that fits your bill.

How can I find family-friendly condos in Middlebrook?

Whether it’s a big family get-together or a quick weekend escape with the little ones, there are loads of Middlebrook condos that welcome families with open arms. When you’ve entered your travel dates, click the family-friendly filter—you might also find it useful to enter your guest numbers, so you can find a condo that fits everyone.

Are there luxury condos available in Middlebrook?

There are some divine luxury beachfront condo rentals in Middlebrook! To find your answer to perfection, sort your results by rating, read our guest reviews, and check out the accommodation photos to know your chosen condo exceeds your expectations!

How to find the best condo in Middlebrook on Travelocity?

Finding your perfect Middlebrook condo is easy with Travelocity. Just enter your travel dates and hit search. With a fantastic selection of deals at your fingertips, all you need to do is add filters to build your dream getaway.