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Compare 361 Condo Rentals in Waynesboro 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, (45)
"We really enjoyed our stay and the wonderful mountain vews! Very comfortable condo."
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, (112)
"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 AED 437
AED 961 total
includes taxes & fees
24 Nov - 25 Nov
Escape to the Blue Ridge Mountains at Wine-tergreen!
Unit 3 - Luxury King Suite with Private Balcony
Walkway to Unit 3
Unit 3 - Luxury King Suite with Private Balcony
10.0 out of 10, Exceptional, (11)
"Wonderful. Great location to Monticello "
The price is AED 404
AED 535 total
includes taxes & fees
1 Dec - 2 Dec
Unit 3 - Luxury King Suite with Private Balcony
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, (51)
"This was our second time at this location. It is well equipped, clean, comfortable and the location is great. It sits at the top of the ridge, so views of sunrise and the evening sky are beautiful. The owners are responsive and accommodating. We "
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, (292)
"In this well stocked condo my husband and I were able to comfortably entertain our daughter and her husband for dinners. We enjoyed exploring the Blue Ridge Parkway as well as a nearby town’s charming fall festival and brewery. "
Time to Book for Fall and Winter...Amazing Views and 5-Star Amenities
Unit 5 - Cozy Lower Level Studio Suite
Welcome !
Unit 5 - Cozy Lower Level Studio Suite
10.0 out of 10, Exceptional, (13)
"Great location, beautiful property! The room was immaculate and the host was responsive. "
The price is AED 275
AED 388 total
includes taxes & fees
1 Dec - 2 Dec
Unit 5 - Cozy Lower Level Studio Suite
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, (120)
"We had fun checking out the area hikes and breweries! "
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!
9.6 out of 10, Exceptional, (4)
"We had a wonderful weekend at this property! The condo was well-equipped for our stay. We visited during the first chilly fall weekend so we really enjoyed the hot tub and fireplace. The condo has comfortable furnishings and the full kitchen made preparing meals easy. The location offers gorgeous views and access to nearby amenities. We were less than an hour from Charlottesville so we could enjoy the city during the day and the mountains at night. Our contact person was very helpful and...
Ski-In/Ski-Out Wintergreen Resort Condo + Hot Tub!
NEW LISTING Dobie Slopeside Retreat: Trails+Tastings+Peace
Interior
NEW LISTING Dobie Slopeside Retreat: Trails+Tastings+Peace
NEW LISTING Dobie Slopeside Retreat: Trails+Tastings+Peace
Perfect Getaway for Vacation or Staycation!!
Living area
Perfect Getaway for Vacation or Staycation!!
10.0 out of 10, Exceptional, (17)
"A tiny condo with owner Who was reluctant to give me the code to the front door within two days of arrival. He said, « I already gave it to you », but I could not find it and he continued that same dialogue until the following day – with one .day before arrival.. The kitchen was wonderful"
Perfect Getaway for Vacation or Staycation!!
Panoramic Peak: Wintergreen Condo with Views
Living area
Panoramic Peak: Wintergreen Condo with Views
9.6 out of 10, Exceptional, (19)
"Very nice condo with great views."
The price is AED 547
AED 1,088 total
includes taxes & fees
3 Dec - 4 Dec
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, Short Walk to Highlands Ski Lift and Scenic Views
Skiing at the nearby Highlands Lift
Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views
9.8 out of 10, Exceptional, (36)
"We couldn’t have been happier with the cleanliness and size of this condo. This is a cute condo which should meet all your needs whether you are in the area for skiing, hiking, or tastings. We are already looking to book again."
Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views
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, (173)
"I’ll keep it short and sweet. It was absolutely the perfect getaway. Beautiful condo with an even more exquisite view. The location is awesome. I have every intention on returning one day. I loved it and it’s a perfect spot to get away for the weekend or longer! "
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, (134)
"This was our second stay here. Perfect for a couple! Great location in the mountain right near the general store and main lodge. "
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, (29)
"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 AED 393
AED 854 total
includes taxes & fees
24 Nov - 25 Nov
The Modern Mountain Condo
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 Waynesboro

Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
Living area
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
10.0 out of 10, Exceptional, (3)
"The owners have thought of just about everything to make this a home away from home. We really enjoyed our stay."
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
Massanutten's Woodstone Meadows by Tripforth
Pool
Massanutten's Woodstone Meadows by Tripforth
4.0 star property
9.0 out of 10, Wonderful, (190)
"Need luggage carts to load up going to different floors"
Massanutten's Woodstone Meadows by Tripforth
Mountainside Villas at Massanutten by Tripforth
Pool
Mountainside Villas at Massanutten by Tripforth
3.5 star property
9.0 out of 10, Wonderful, (269)
"Chose this lodging while visiting our Granddaughter who is entry JMU. She brought her laundry with her and took advantage of the washer & dryer. Lots of deer in area; able to view from balcony. Also saw one ground from balcony. Easy access to Shenandoah National Park for great hiking and fall colors."
Mountainside Villas at Massanutten by Tripforth
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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