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Compare 288 Vacation Homes in Middlebrook with updated reviews, rates, and availability.

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

9.6 out of 10, Exceptional, (293)
"Cozy, Clean and Convenient!"
The price is AED 547
AED 1,402 total
includes taxes & fees
19 Feb - 20 Feb
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Modern Luxe Treetop Retreat w/ Hot Tub, Gas Fire Pit, Steps to Ski! 100% 5 Star!

10.0 out of 10, Exceptional, (48)
"The property was perfect, just as pictured. We loved it and loved the nice touches like wonderful-smelling shampoo, conditioner and body wash; heated bathroom gloors"
The price is AED 1,653
AED 2,863 total
includes taxes & fees
21 Feb - 22 Feb
Modern Luxe Treetop Retreat w/ Hot Tub, Gas Fire Pit, Steps to Ski! 100% 5 Star!

Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort

10.0 out of 10, Exceptional, (63)
"The house is perfect and only 10 minutes from the slopes."
Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort

Wintergreen Resort Post & Beam Home Beauty

9.8 out of 10, Exceptional, (16)
"Everything about the listing and the location was spot on. We have stayed in numerous VRBO-units all over, and this was one of the most well-stocked homes I’ve seen. The house was very convenient to Wintergreen for fun winter activities, and the three bedrooms bathrooms were perfect for our family of 5. The kids loved the little loft space for playing card games, and we loved the view from the main living room. The only thing I’d suggest to the owner would be a handy-man to tighten the...
Wintergreen Resort Post & Beam Home Beauty

Alone Mill Schoolhouse - A paradise for outdoor lovers

9.6 out of 10, Exceptional, (190)
"Another mom and I spent two nights in the Alone Mill Schoolhouse while our sons enjoyed a weekend tour of VMI. The house was close to campus and offered all the conveniences we needed. The setting was beautiful! I wish we would have had more time to enjoy our surroundings! Maybe we will stay here again if our boys become cadets!"
Alone Mill Schoolhouse - A paradise for outdoor lovers

Hilltop Escape At Wintergreen

2.0 star property
9.0 out of 10, Wonderful, (4)
"We thoroughly enjoyed our time in the house! We loved the family room and fireplace. The kitchen was also very well stocked. We appreciated so much all the extra amenities of soap, shampoo and body wash. As well as firewood for the fireplace. The hot tub was broken… but the property manager was exceptional! He tried his best to get it up and running but was unsuccessful. He was very responsive and kind. "
Hilltop Escape At Wintergreen

Walk to Slope-Tyro/Luxury Living/Sunset Mountain Views and Same Day Arrival OK

9.4 out of 10, Exceptional, (81)
"Beautiful area and beautiful home."
Walk to Slope-Tyro/Luxury Living/Sunset Mountain Views and Same Day Arrival OK

Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!

9.8 out of 10, Exceptional, (173)
"Excellent stay overall. Weather kept us from enjoying the outside much but the cozy fireplace inside was super nice, especially with the supplied wood. Furniture was comfy and the smart TVs and streaming/cable was fabulous! "
Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!

Cooler in the mountains, with hot tub.

9.8 out of 10, Exceptional, (65)
"House was perfect for a weekend of skiing. You’re able to walk to the resort from the house which was a huge plus since it was a packed weekend. Overall great stay! "
Cooler in the mountains, with hot tub.

Red White & WTG: Game Room + Hot Tub

The price is AED 1,649
AED 3,766 total
includes taxes & fees
19 Feb - 20 Feb
Red White & WTG: Game Room + Hot Tub

3 BR house with hot tub near Lexington and surrounding attractions!

9.8 out of 10, Exceptional, (42)
"The place is really nice with a Jacuzzi, large covered patio, comfortable beds with fans! However, I had trouble finding and accessing messages from the owner that she sent through VRBO. All previous hosts had communicated directly with me via text or emails (which is simple and reliable). I called VRBO service when I got no text or emails from this owner, and they sent me a text stating how to get into the house, but no more info. Via text, she told me that the detailed info for guests was...
The price is AED 577
AED 1,101 total
includes taxes & fees
17 Feb - 18 Feb
3 BR house with hot tub near Lexington and surrounding attractions!

Restored 1840 House with Gardens in Historic Downtown

9.8 out of 10, Exceptional, (130)
"We enjoyed a wonderful return to the Lexington area made perfect with this lovely home. Excellent Location. Spacious. Clean. Spacious. We hope to return again someday!"
Restored 1840 House with Gardens in Historic Downtown

4min to Ski! Mntn Views Hot Tub Fireplace 52" Roku

9.0 out of 10, Wonderful, (2)
"The property was gorgeous and just as described. The views were absolutely beautiful. The hot tub didn’t looked to have been serviced recently but really the only negative was the stairs. The stairs from the driveway to the front door had tons of leaves daily, a leaf blower would have been great. The lighting at the top of the stairs didn’t work at all, it is very dangerous at night. Overall it was a great property and ideal for peak fall foliage week! "
4min to Ski! Mntn Views Hot Tub Fireplace 52" Roku

Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!

10.0 out of 10, Exceptional, (42)
"Everything was as advertised- family of 6 was well accommodated for a Thanksgiving weekend. Very cold windy and snowy outside but house was warm and comfortable. Very large kitchen was well suited for preparing Thanksgiving dinner. "
Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!

Secluded winter getaway, Nelson 151, MTN views!

10.0 out of 10, Exceptional, (12)
"Great stay. I only wish the 2 days of rain had been snow!"
Secluded winter getaway, Nelson 151, MTN views!

3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes

10.0 out of 10, Exceptional, (55)
"This was the prefect house for the holiday. Plenty of space for our family yet very cozy. The temps were cold and we had the fire place going every night. The views from the main room and master suite were breathtaking. The owners were very responsive and communicative. Highly recommend this home to anyone wanting a mountain getaway to Wintergreen resort!"
3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes

White Rock Cabin

10.0 out of 10, Exceptional, (199)
"Above and beyond on everything highly recommend staying here"
White Rock Cabin

Cozy Craftsman: Newly Renovated/Downtown Staunton

9.6 out of 10, Exceptional, (15)
"Arrived at this cozy Craftsman with my sisters for our annual sisters’ weekend. We had a little delay with the entry code not working but were able to text with the property mgmt company and get the help we needed. The house is darling, a renovated Craftsman with some of the architectural charm left intact. It’s close to the heart of Staunton which we thoroughly enjoyed. The house is great. Beds are comfortable but are a little small to share."
The price is AED 511
AED 1,288 total
includes taxes & fees
17 Feb - 18 Feb
Cozy Craftsman: Newly Renovated/Downtown Staunton

Historic House with Gardens Near Universities & Downtown

9.4 out of 10, Exceptional, (49)
"Great place will stay there again. Need to book it "
Historic House with Gardens Near Universities & Downtown

Relaxing Wintergreen Chalet

8.0 out of 10, Very Good, (21)
"Our stay was great. I think, It’s located within the wintergreen resort properties. so it’s secluded yet lots of cabins around to make you feel safe. The house itself is well stocked with kitchen gadgets, from basics like coffee maker to air fryer, grinder etc. All the bedrooms are in the lower floor and they could use some updates. The bedrooms had a musty smell when entering. But there are air purifiers in the room, which was helpful to remove the smell. Apart from that we had a great stay....
Relaxing Wintergreen Chalet
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.
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Other property types in Middlebrook

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

9.0 out of 10, Wonderful, (264)
"The location and view were much appreciated and accurate from the website. Communication with the host initially went well as I wondered how equipped the kitchen was. Be prepared to bring your own dishwashing liquid, laundry soap (washer not used), and preferred spices. We made dinner a couple of nights and it was well equipped. There was minimal hand soap and no additional trash bags. The kitchen stove had tomato food stains, and I ended up sweeping which didn't look done. I sent a couple of...
The price is AED 386
AED 891 total
includes taxes & fees
17 Feb - 18 Feb
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (173)
"We have stayed here twice in the last two months. Both rooms were immaculately clean! Front office staff was pleasant and accommodating both times (It was the same woman both times...I just can't remember her name. ) If you are going to stay here, you so need to bring a hair dryer, conditioner (shampoo is provided), creamer( if you don't like French vanilla)"
The price is AED 385
AED 429 total
includes taxes & fees
17 Feb - 18 Feb
Valley Extended Suites

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

9.6 out of 10, Exceptional, (293)
"Cozy, Clean and Convenient!"
The price is AED 547
AED 1,402 total
includes taxes & fees
19 Feb - 20 Feb
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
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.