Holiday Rentals in Middlebrook
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Holiday Rentals in Middlebrook

Valley Extended Suites

Log cabin with mountain VIEWS in Lexington! Near VA Horse Ctr, 8 mi from VMI/W&L

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

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

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

Love Ridge Mountain Lodging

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

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

Whimsical Creekside Cabin

Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking

Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views

HOT TUB w CA King beds Acres of & secluded. Pymt plan, dogs welcome

You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!

New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

Wintergreen Condo -Steps to Ski and restaurants

Luxury cabin in the woods, 2 bedrooms plus loft
Other types of properties in Middlebrook you may be interested in

Sleep Inn Staunton
Holiday Accommodation Middlebrook
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Middlebrook are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Middlebrook itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Middlebrook holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Middlebrook, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Middlebrook with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.