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Compare 355 Condo Rentals in Grottoes with updated reviews, rates, and availability.

View from the Top
"Waves" of mountains and a view of the valley from the living room windows.
View from the Top
10.0 out of 10, Exceptional, (44)
"Great view and location. "
View from the Top
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
Direct Slope Access! Watch the skiers go down the mountain from our couch.
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
9.8 out of 10, Exceptional, (111)
"This is a great condo. It might be in the best possible location on the entire Wintergreen Resort. It’s just steps from the lodge and Blue Ridge Terrace with all the restaurants and fun that that entails. There are tons of ski runs close by. You have access to two pools and the adventure center is just up the street. My family loved staying here over Fourth of July weekend. This is our third year visiting Wintergreen for Fourth of July, and this is our favorite condo yet. It’s just so homey and...
Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!
Escape to the Blue Ridge Mountains at Wine-tergreen!
Open living area with kitchen and dining room. Perfect space for an escape!
Escape to the Blue Ridge Mountains at Wine-tergreen!
9.8 out of 10, Exceptional, (109)
"We had a lovely stay for a girl's weekend! Very accessible place and close to breweries and wineries"
The price is SAR 447
SAR 983 total
includes taxes & fees
6 Nov - 7 Nov
Escape to the Blue Ridge Mountains at Wine-tergreen!
Endless Mountain Top Views from All The Way Up!
Enjoy the stunning views from the balcony!
Endless Mountain Top Views from All The Way Up!
10.0 out of 10, Exceptional, (50)
"We thoroughly enjoyed our weekend mountain getaway. The property is clean and offers a stunning view. Coffee while watching the sunrise on the deck was our family’s favorite way to start the day. Definitely recommend this property! "
Endless Mountain Top Views from All The Way Up!
Time to Book for Fall and Winter...Amazing Views and 5-Star Amenities
Enjoy an outdoor dinner on the deck, with Crawford's Knob in the background.
Time to Book for Fall and Winter...Amazing Views and 5-Star Amenities
10.0 out of 10, Exceptional, (291)
"This property is beautiful, well appointed, well cared for, clean & has a beautiful view. We would definitely stay again. "
Time to Book for Fall and Winter...Amazing Views and 5-Star Amenities
Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
Photo taken 2/08/21
Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
10.0 out of 10, Exceptional, (118)
"Highlands Condo was great. Amazing views, cozy accommodations and everything we needed for our family to enjoy a weekend away! The owner checked in on us during our stay to make sure everything was OK. We'll choose this spot again if we are going back to Wintergreen! :)"
Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
Ski-In/Ski-Out Wintergreen Resort Condo + Hot Tub!
Wintergreen Resort Vacation Rental | 2BR | 1.5BA | Steps to Enter | 800 Sq Ft
Ski-In/Ski-Out Wintergreen Resort Condo + Hot Tub!
10.0 out of 10, Exceptional, (2)
"Great location, great accommodations!"
Ski-In/Ski-Out Wintergreen Resort Condo + Hot Tub!
NEW LISTING Dobie Slopeside Retreat: Thanksgiving Delight! at Wintergreen Resort
Interior
NEW LISTING Dobie Slopeside Retreat: Thanksgiving Delight! at Wintergreen Resort
NEW LISTING Dobie Slopeside Retreat: Thanksgiving Delight! at Wintergreen Resort
Perfect Getaway for Vacation or Staycation!! - New Rental!
Living area
Perfect Getaway for Vacation or Staycation!! - New Rental!
10.0 out of 10, Exceptional, (16)
"Perfect for a weekend getaway! We loved the property once we git settled in. "
Perfect Getaway for Vacation or Staycation!! - New Rental!
Panoramic Peak: Wintergreen Condo with Views
Living area
Panoramic Peak: Wintergreen Condo with Views
9.6 out of 10, Exceptional, (18)
"Very nice condo with great views."
The price is SAR 560
SAR 1,112 total
includes taxes & fees
18 Nov - 19 Nov
Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort Studio w/ Deck & Ski-Out Access
Wintergreen Resort Vacation Rental | Studio | 1BA | Step-Free Access
Wintergreen Resort Studio w/ Deck & Ski-Out Access
9.8 out of 10, Exceptional, (25)
"great place to stay clean, quiet, and peaceful."
Wintergreen Resort Studio w/ Deck & Ski-Out Access
Top of Mountain 2 BR Condo, Close to nearby Hiking Trails and Scenic Overlooks
Beautiful Early Fall Colors
Top of Mountain 2 BR Condo, Close to nearby Hiking Trails and Scenic Overlooks
9.8 out of 10, Exceptional, (35)
"Excellent weather, beautiful scenery, great location."
Top of Mountain 2 BR Condo, Close to nearby Hiking Trails and Scenic Overlooks
You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!
Your place on top of the mountain!
You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!
9.8 out of 10, Exceptional, (171)
"I’ve said it once I’ll say it again, the views are spectacular! Nothing like watching the sunrise from your bed!! Something you have to experience to truly appreciate! The accommodations are more than adequate and comfortable. Highly recommend! Stayed at quite a few places at wintergreen over the years and this is our favorite."
You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!
Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.
Property grounds
Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.
10.0 out of 10, Exceptional, (132)
"Clean and cute. Perfect for a couple getaway. We really enjoyed this condo and would highly recommend it to anyone."
Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.
Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️
Cozy up by the fireplace in the Den
Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️
10.0 out of 10, Exceptional, (148)
"My daughter and I loved our stay at this condo. The unit smelled good and was super clean when we arrived. The view was gorgeous. The beds were very comfortable and plush. The owners have thought of little touches that make it feel like home. We lacked for nothing. "
Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️
Majestic Mountain View’s from The Cliffs
Outdoor dining
Majestic Mountain View’s from The Cliffs
9.6 out of 10, Exceptional, (28)
"Great views & beautiful scenery!! Condo was spacious & comfortable, but in need of some updates & did lack privacy."
Majestic Mountain View’s from The Cliffs
Wintergreen Resort Vacation Rental w/ Balcony!
Wintergreen Resort Vacation Rental | 2BR | 2BA | 1,100 Sq Ft | Stairs Required
Wintergreen Resort Vacation Rental w/ Balcony!
9.6 out of 10, Exceptional, (5)
"A beautiful, clean, roomy condo with a great view of the fall foliage. The location was convenient to hiking and the brewery trail. All amenities were more than adequate. We had a great time!more than "
Wintergreen Resort Vacation Rental w/ Balcony!
The Modern Mountain Condo
Enjoy the light-filled open layout
The Modern Mountain Condo
10.0 out of 10, Exceptional, (12)
"The property was nice,clean and convenient for our short trip. Wouls absolutely stsy here again"
The price is SAR 402
SAR 877 total
includes taxes & fees
6 Nov - 7 Nov
The Modern Mountain Condo
Big Condo - Luxe Baths - Sweeping Views - Walk To Chairlift
Living area
Big Condo - Luxe Baths - Sweeping Views - Walk To Chairlift
10.0 out of 10, Exceptional, (18)
"My wife and two kids spent three nights at the condo. We had never been at Wintergreen in the non ski season and were able to experience a lot of new opportunities, including the hiking trails. With an 8 and 4 year old in tow, it was great that this condo has a bedroom on the ground floor - easy access to play in the yard. Also nice was that firewood is provided. "
Big Condo - Luxe Baths - Sweeping Views - Walk To Chairlift
Pet-Friendly 2 bed, 2 bath condo located on Devils Knob Golf Course
Living area
Pet-Friendly 2 bed, 2 bath condo located on Devils Knob Golf Course
10.0 out of 10, Exceptional, (17)
"We had a great time"
Pet-Friendly 2 bed, 2 bath condo located on Devils Knob Golf Course
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 Grottoes

Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead
Exterior
Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead
10.0 out of 10, Exceptional, (38)
"It was a great place to stay. "
Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead
Massanutten's Woodstone Meadows by Tripforth
Pool
Massanutten's Woodstone Meadows by Tripforth
4.0 star property
9.0 out of 10, Wonderful, (188)
"Need luggage carts to load up going to different floors"
Massanutten's Woodstone Meadows by Tripforth
Valley Extended Suites
Front of property
Valley Extended Suites
3.0 star property
9.0 out of 10, Wonderful, (170)
"Staff very helpful. It is not a motel! More like renting a condo where you are on your own. "
The price is SAR 371
SAR 413 total
includes taxes & fees
11 Nov - 12 Nov
Valley Extended Suites
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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