Title: Waynesboro City County Vacation Home Rentals from CA $277: Search Top Private Vacation Homes for Rent | Expedia.ca

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![One of my favorite hikes around Charlottesville. Pick up a sandwich from Bellair in the morning and enjoy a picnic on the rocks. Then, stop by a brewery or winery on the way back to town.](https://images.trvl-media.com/place/6733/db167014-4c2a-40b8-a8a0-0579b9f5433d.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Karen Hamrick

# Waynesboro City County Vacation Rentals

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## Check prices for these dates

Next weekend

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976432889&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976432889&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976432889&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976432889&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Waynesboro City County vacation homes

![Exterior](https://images.trvl-media.com/lodging/114000000/113240000/113236200/113236129/964ba50b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, foosball](https://images.trvl-media.com/lodging/114000000/113240000/113236200/113236129/ee012e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/114000000/113240000/113236200/113236129/06438976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, foosball](https://images.trvl-media.com/lodging/114000000/113240000/113236200/113236129/784dc801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pickleball - 2 Homes - Sleeps 20 - 151 Brew Trail

[](https://www.expedia.ca/Nellysford-Hotels-4-King-Suites-2-Homes-Sleeps-20-Game-Rooms.h113236129.Hotel-Information)

Nellysford

10/10

Exceptional

(4)

"Awesome property and location. We had a group with 11 adults and 8 kids. It was perfect for entertaining kids and adults. We will definitely book again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Peter T.

CA $1,024

CA $1,812 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Nellysford-Hotels-4-King-Suites-2-Homes-Sleeps-20-Game-Rooms.h113236129.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99920000/99919700/99919607/72c752f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/100000000/99920000/99919700/99919607/d795aa14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99920000/99919700/99919607/844b376e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/100000000/99920000/99919700/99919607/9f819bed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2min to Ski Hot Tub EV Charger Mountain View DogOK

[](https://www.expedia.ca/Roseland-Hotels-2min-To-Ski-Mountain-View-DogsOK-Fireplace-Grill.h99919607.Hotel-Information)

Wintergreen Resort

9.8/10

Exceptional

(18)

"Had a wonderful weekend stay! Close to the slopes and great location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

WR Q.

[](https://www.expedia.ca/Roseland-Hotels-2min-To-Ski-Mountain-View-DogsOK-Fireplace-Grill.h99919607.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78650000/78647300/78647228/45a45c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78650000/78647300/78647228/203a739a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/79000000/78650000/78647300/78647228/620df162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78650000/78647300/78647228/2f52c4ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW! Cheerful 2 bd bungalow with hot tub. Must see!

[](https://www.expedia.ca/Waynesboro-Hotels-NEW-Cheerful-2-Bd-Bungalow-With-Hot-Tub-Must-See.h78647228.Hotel-Information)

Waynesboro

9.6/10

Exceptional

(45)

"loved the quiet location, sunny private back yard, and well-stocked kitchen"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

George D.

CA $160

CA $277 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Waynesboro-Hotels-NEW-Cheerful-2-Bd-Bungalow-With-Hot-Tub-Must-See.h78647228.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/88000000/87740000/87732700/87732697/182005c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo, offices](https://images.trvl-media.com/lodging/88000000/87740000/87732700/87732697/3c57bedc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/88000000/87740000/87732700/87732697/cae3ffcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87740000/87732700/87732697/d24f1b3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clean family-friendly 5BR in the HEART of Virginia\`s Wine Country -- Amazing views, basement game room, new outdoor patio

[](https://www.expedia.ca/Afton-Hotels-Clean-Family-Friendly-5BR-In-The-HEART-Of-Virginias-Wine-Country-Amazing-Views.h87732697.Hotel-Information)

Afton

10/10

Exceptional

(83)

"This is a fantastic property for a getaway. The home is lovely, very well-appointed, and tastefully decorated. Not only is the house spacious and welcoming, the views are incredible and there are a number of seating options for being outdoors which only add to the appeal.All communication between us and the property manager was terrific -- response time was prompt and helpful. When it was time to pack up and head home, we were wishing we had booked a longer stay.Highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Catherine G.

[](https://www.expedia.ca/Afton-Hotels-Clean-Family-Friendly-5BR-In-The-HEART-Of-Virginias-Wine-Country-Amazing-Views.h87732697.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/117000000/116430000/116427300/116427236/3d285c2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116430000/116427300/116427236/99469e17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/117000000/116430000/116427300/116427236/b699cfa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116430000/116427300/116427236/2b339999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Views, Hot Tub, Impeccable Design

[](https://www.expedia.ca/Nellysford-Hotels-Mountain-Views.h116427236.Hotel-Information)

Wintergreen Resort

9.2/10

Wonderful

(5)

"Lovely house with a great view! Highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ron S.

CA $719

CA $1,559 total

includes taxes & fees

Jan 25 - Jan 26, 2026

[](https://www.expedia.ca/Nellysford-Hotels-Mountain-Views.h116427236.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/49000000/48630000/48629500/48629473/b54553f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48630000/48629500/48629473/82369e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/49000000/48630000/48629500/48629473/3089f54f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/49000000/48630000/48629500/48629473/d20131c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large and Luxurious Exec 5BR Chalet

[](https://www.expedia.ca/Nellysford-Hotels-Large-And-Luxurious-Exec-5BR-Chalet.h48629473.Hotel-Information)

Pedlars Edge

10/10

Exceptional

(252)

"Perfect location for family ski trip"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Angie S.

[](https://www.expedia.ca/Nellysford-Hotels-Large-And-Luxurious-Exec-5BR-Chalet.h48629473.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/121000000/120670000/120664000/120663940/b325f1ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/121000000/120670000/120664000/120663940/0bb4fa44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120670000/120664000/120663940/98f70e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120670000/120664000/120663940/w4030h3024x0y0-5eea0542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Ski-In/Ski-Out Retreat – 3BR/2BA, Step-Free Entry

[](https://www.expedia.ca/Nellysford-Hotels-Modern-Ski-InSki-Out-Retreat-3BR2BA.h120663940.Hotel-Information)

Pedlars Edge

[](https://www.expedia.ca/Nellysford-Hotels-Modern-Ski-InSki-Out-Retreat-3BR2BA.h120663940.Hotel-Information)

![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/72000000/71940000/71935100/71935100/37bc979c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71940000/71935100/71935100/8ce0e02e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71940000/71935100/71935100/a969f745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/72000000/71940000/71935100/71935100/246397c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The newest and largest edition to the Wintergreen Retreat portfolio!

[](https://www.expedia.ca/Nellysford-Hotels-High-Country-Lodge-Wintergreen-Retreat.h71935100.Hotel-Information)

Wintergreen Resort

9.8/10

Exceptional

(47)

"Beautiful property, well maintained. Perfect for a large group."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kenneth H.

[](https://www.expedia.ca/Nellysford-Hotels-High-Country-Lodge-Wintergreen-Retreat.h71935100.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48990000/48985600/48985592/1a2a1542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/49000000/48990000/48985600/48985592/w1224h827x0y0-20697968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/49000000/48990000/48985600/48985592/w1124h748x0y3-205405c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/49000000/48990000/48985600/48985592/b8349358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hiker’s paradise! Come relax this summer!!!

[](https://www.expedia.ca/Nellysford-Hotels-Hikers-Paradise-Plus-NEW-HOT-TUB.h48985592.Hotel-Information)

Roseland

9.8/10

Exceptional

(39)

"Best place we have stayed around wintergreen hands down."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Allen M.

[](https://www.expedia.ca/Nellysford-Hotels-Hikers-Paradise-Plus-NEW-HOT-TUB.h48985592.Hotel-Information)

![4 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19310000/19306900/19306818/a7b59d32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/20000000/19310000/19306900/19306818/5efcabbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/20000000/19310000/19306900/19306818/ca29eb8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/20000000/19310000/19306900/19306818/163d14d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Experience Wintergreen – Fully Renovated Mountain Retreat with Year Round Views

[](https://www.expedia.ca/Nellysford-Hotels-Fully-Renovated-House.h19306818.Hotel-Information)

Wintergreen Resort

9.8/10

Exceptional

(131)

"We greatly enjoyed our stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard R.

[](https://www.expedia.ca/Nellysford-Hotels-Fully-Renovated-House.h19306818.Hotel-Information)

![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90990000/90989700/90989693/w1200h799x0y1-96ec1d1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90990000/90989700/90989693/7622eb22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90990000/90989700/90989693/w1200h799x0y1-cc181c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90990000/90989700/90989693/w1200h799x0y1-f5fc64c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Queen City Twin 2 of Staunton VA

[](https://www.expedia.ca/Staunton-Hotels-Queen-City-Twin-2-Of-Staunton-VA.h90989693.Hotel-Information)

Staunton

10/10

Exceptional

(32)

"It was a very clean and cozy property. It was close to town. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John M.

[](https://www.expedia.ca/Staunton-Hotels-Queen-City-Twin-2-Of-Staunton-VA.h90989693.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99510000/99504600/99504525/fff28854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99510000/99504600/99504525/b44fca68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99510000/99504600/99504525/0e64bca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99510000/99504600/99504525/472e4d94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly

[](https://www.expedia.ca/Roseland-Hotels-Luxury-Wintergreen-5BR-Hot-Tub-Sleeps-16-Dog-Friendly.h99504525.Hotel-Information)

Chestnut Springs

10/10

Exceptional

(15)

"Nice place with great amenities."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jake V.

CA $989

CA $1,907 total

includes taxes & fees

Jan 29 - Jan 30, 2026

[](https://www.expedia.ca/Roseland-Hotels-Luxury-Wintergreen-5BR-Hot-Tub-Sleeps-16-Dog-Friendly.h99504525.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34160000/34151900/34151850/21552524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34160000/34151900/34151850/d8ca69d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34160000/34151900/34151850/3b1b3bf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34160000/34151900/34151850/51dececb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Nellysford-Hotels-Winter-Wonderland-Fantastic-Mountain-Valley-View-From-House.h34151850.Hotel-Information)

Roseland

9.8/10

Exceptional

(178)

"Beautiful view and well maintained."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ken T.

[](https://www.expedia.ca/Nellysford-Hotels-Winter-Wonderland-Fantastic-Mountain-Valley-View-From-House.h34151850.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/61000000/60530000/60520900/60520879/717987b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/61000000/60530000/60520900/60520879/be2bc799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/61000000/60530000/60520900/60520879/0b172507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60530000/60520900/60520879/e11e52ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### One of the Best Views in Wintergreen!

[](https://www.expedia.ca/Charlottesville-Hotels-One-Of-The-Best-Views-In-Wintergreen.h60520879.Hotel-Information)

Wintergreen Resort

9.8/10

Exceptional

(39)

"Accurate listing, nice location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julie S.

[](https://www.expedia.ca/Charlottesville-Hotels-One-Of-The-Best-Views-In-Wintergreen.h60520879.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117160000/117151700/117151670/c5f4b114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/118000000/117160000/117151700/117151670/4a209aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/118000000/117160000/117151700/117151670/42ab88ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117160000/117151700/117151670/9ba27402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Views in Wintergreen

[](https://www.expedia.ca/Nellysford-Hotels-Mountain-Views-In-Wintergreen.h117151670.Hotel-Information)

Laurel Ridge

10/10

Exceptional

(9)

"We had a great trip! The house was beautiful with so much space! We loved using the hot tub at night. The host was helpful and responsive to all my questions. Would be happy to book this house again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kara S.

[](https://www.expedia.ca/Nellysford-Hotels-Mountain-Views-In-Wintergreen.h117151670.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/84000000/83600000/83596100/83596018/dca9a905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83600000/83596100/83596018/3cc2c133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83600000/83596100/83596018/05d7d899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83600000/83596100/83596018/0f9fd711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Roseland-Hotels-Stunning-Mountain-Views-In-Renovated-Home-2-Mins-From-The-Ski-Slopes.h83596018.Hotel-Information)

Laurel Ridge

10/10

Exceptional

(69)

"Pet-friendly and cozy. View at sunset was amazing. Easy access to Wintergreen amenities and a welcome retreat for a long weekend."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

barry s.

[](https://www.expedia.ca/Roseland-Hotels-Stunning-Mountain-Views-In-Renovated-Home-2-Mins-From-The-Ski-Slopes.h83596018.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/89000000/88970000/88968000/88967904/19ecf3de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/89000000/88970000/88968000/88967904/a21df8ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88970000/88968000/88967904/8af16151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88970000/88968000/88967904/84dd24e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury, Curated Lakefront Cabin with New Hot Tub. Near Breweries and Vineyards!

[](https://www.expedia.ca/Faber-Hotels-Wintergreen.h88967904.Hotel-Information)

Faber

10/10

Exceptional

(5)

"Absolutely perfect!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sharon K.

[](https://www.expedia.ca/Faber-Hotels-Wintergreen.h88967904.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/31000000/30100000/30093500/30093492/ed832068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/31000000/30100000/30093500/30093492/1b2e507e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/31000000/30100000/30093500/30093492/68b3dd2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/31000000/30100000/30093500/30093492/091938a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### COZY SKI COTTAGE--SKI IN SKI OUT

[](https://www.expedia.ca/Nellysford-Hotels-COZY-SKI-COTTAGE-SKI-IN-SKI-OUT.h30093492.Hotel-Information)

Pedlars Edge

9.6/10

Exceptional

(89)

"Great spot on the mountain. Easy ski in ski out and close to everything. The view and fireplace were our favorites!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leah C.

[](https://www.expedia.ca/Nellysford-Hotels-COZY-SKI-COTTAGE-SKI-IN-SKI-OUT.h30093492.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110900000/110893400/110893388/a0261ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110900000/110893400/110893388/e9796846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110900000/110893400/110893388/1580ba8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110900000/110893400/110893388/d189b6c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ​Luxury Oasis! Family&Pets, Outdoor-Lounge, F​ire pit, Hot tub

[](https://www.expedia.ca/Nellysford-Hotels-6BR-Designer-Home-With-Epic-Backyard-In-Wintergreen-Resort.h110893388.Hotel-Information)

Chestnut Springs

10/10

Exceptional

(6)

"Wonderful house and host! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alyshia F.

[](https://www.expedia.ca/Nellysford-Hotels-6BR-Designer-Home-With-Epic-Backyard-In-Wintergreen-Resort.h110893388.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71610000/71603700/71603672/w906h683x59y0-b7fd63bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71610000/71603700/71603672/w905h683x60y0-cc252cbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/72000000/71610000/71603700/71603672/w919h683x60y0-45c8f271.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71610000/71603700/71603672/w904h683x60y0-3e1cc133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wintergreen Resort: Weeping Rock Retreat

[](https://www.expedia.ca/Nellysford-Hotels-Weeping-Rock-Retreat.h71603672.Hotel-Information)

Wintergreen

9.6/10

Exceptional

(10)

"Very nice house, mountain top location, well suited for 6 adults as in our group. A lot of outdoor decking, very nice great room/gathering area, and 3 full bathrooms a plus. We found everything as represented in the listing. Excellent communications with owner."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Baxter J.

[](https://www.expedia.ca/Nellysford-Hotels-Weeping-Rock-Retreat.h71603672.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-14&endDate=2026-01-15&regionId=553248635976432889&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Waynesboro City County Hotel Reviews

![Clarion Pointe Staunton East](https://images.trvl-media.com/lodging/1000000/330000/328900/328834/150e95df_y.jpg)

### Clarion Pointe Staunton East

10/10 Excellent

"Room was clean, staff was nice. "

[](https://expedia.ca/Staunton-Hotels-Quality-Inn-Suites.h328834.Hotel-Information)

![Hotel 24 South](https://images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/76d25ca1_y.jpg)

### Hotel 24 South

10/10 Excellent

"The staff was extremely courteous and the room was exceptionally clean and well kept. The town around the hotel was also very cute and historical. Wish we’d had more time to explore. "

[](https://expedia.ca/Staunton-Hotels-Hotel-24-South.h1311324.Hotel-Information)

![avid hotel Staunton by IHG](https://images.trvl-media.com/lodging/1000000/20000/17600/17558/3f6256d5_y.jpg)

### avid hotel Staunton by IHG

10/10 Excellent

"Friendly staff, clean and modern room. "

[](https://expedia.ca/Staunton-Hotels-Avid-Hotels-Staunton.h17558.Hotel-Information)

![Comfort Inn](https://images.trvl-media.com/lodging/1000000/70000/64100/64084/2a69aac3_y.jpg)

### Comfort Inn

10/10 Excellent

"Friendly staff, clean rooms although some construction is currently underway."

[](https://expedia.ca/Staunton-Hotels-Comfort-Inn.h64084.Hotel-Information)

![Holiday Inn Express & Suites Waynesboro East by IHG](https://images.trvl-media.com/lodging/97000000/96550000/96546000/96545978/22c5f5c1_y.jpg)

### Holiday Inn Express & Suites Waynesboro East by IHG

10/10 Excellent

"Room was great and so was the staff!"

[](https://expedia.ca/Waynesboro-Hotels-Holiday-Inn-Express-And-Suites-Waynesboro-East.h96545978.Hotel-Information)

![Sleep Inn Staunton](https://images.trvl-media.com/lodging/1000000/170000/168400/168389/f334eca9_y.jpg)

### Sleep Inn Staunton

10/10 Excellent

"Staff - friendly and courteous "

[](https://expedia.ca/Staunton-Hotels-Sleep-Inn-Staunton.h168389.Hotel-Information)

![Holiday Inn Express & Suites Staunton by IHG](https://images.trvl-media.com/lodging/47000000/46550000/46550000/46549911/8e95e8a0_y.jpg)

### Holiday Inn Express & Suites Staunton by IHG

10/10 Excellent

"Yes, clean room and nice , professional staff. Very satisfied. Thank you!"

[](https://expedia.ca/Staunton-Hotels-Holiday-Inn-Express-And-Suites-Staunton.h46549911.Hotel-Information)

![Best Western Plus Waynesboro Inn & Suites Conference Center](https://images.trvl-media.com/lodging/2000000/1680000/1677400/1677369/b25accc7_y.jpg)

### Best Western Plus Waynesboro Inn & Suites Conference Center

10/10 Excellent

"Clean and friendly staff"

[](https://expedia.ca/Staunton-Hotels-Best-Western-Plus-Waynesboro-Inn-Suites-Conference-Center.h1677369.Hotel-Information)

![Boar's Head Resort](https://images.trvl-media.com/lodging/8000000/7860000/7850600/7850596/06d23886_y.jpg)

### Boar's Head Resort

10/10 Excellent

"Excellent customer service. Rooms were clean however they do need updating. Festivities were fun. "

[](https://expedia.ca/Charlottesville-Hotels-Boars-Head-Resort.h7850596.Hotel-Information)

## Find out more about Waynesboro City County

## Waynesboro City County Vacation Homes information

| Number of reviews | 969                |
| ----------------- | ------------------ |
| Accommodation     | 433 Vacation Homes |
| Lowest Price      | CA $277            |
| Highest Price     | CA $1,907          |

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- [Hotels near Wintergreen Resort ](https://www.expedia.ca/Wintergreen-Resort-Hotels.0-l6093285-0.Travel-Guide-Filter-Hotels)

- [Flights to Stuarts Draft ](https://www.expedia.ca/Cheap-Flights-To-Stuarts-Draft.d6056908.Travel-Guide-Flights)
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- [Flights from Fishersville ](https://www.expedia.ca/lp/flights/602381/flights-from-fishersville)
- [Flights from Afton ](https://www.expedia.ca/lp/flights/6056907/flights-from-afton)
- [Flights from Stuarts Draft ](https://www.expedia.ca/lp/flights/6056908/flights-from-stuarts-draft)
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- [Visit Blue Ridge Tunnel Trail ](https://www.expedia.ca/Blue-Ridge-Tunnel-Trail.dx847217400490500096)
- [Visit Fishersville ](https://www.expedia.ca/Fishersville.dx602381)
- [Rockfish Gap Entrance Shenandoah ](https://www.expedia.ca/Rockfish-Gap-Entrance-Shenandoah-Waynesboro.d6129965.Vacation-Attraction)
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- [Wilson Park ](https://www.expedia.ca/Wilson-Park-Staunton.d553248621561864351.Vacation-Attraction)

- [Car rental Afton ](https://www.expedia.ca/Car-Rentals-In-Afton.d6056907.Car-Rental-Guide)
- [Car rentals near Veritas Vineyard and Winery ](https://www.expedia.ca/Car-Rentals-In-Veritas-Vineyard-And-Winery.d6093181.Car-Rental-Guide)
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- [Car rentals near Wintergreen Resort ](https://www.expedia.ca/Car-Rentals-In-Wintergreen-Resort.d6093285.Car-Rental-Guide)
- [Enterprise Rental Cars in Blue Ridge Tunnel Trail ](https://www.expedia.ca/Enterprise-Car-Rentals-In-Blue-Ridge-Tunnel-Trail.d847217400490500096-c15.Car-Rental-Guide-Suppliers)
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- [Things to do in Greenwood ](https://www.expedia.ca/Things-To-Do-In-Greenwood.d6353665.Travel-Guide-Activities)
- [Things to do in Waynesboro ](https://www.expedia.ca/Things-To-Do-In-Waynesboro.d6733.Travel-Guide-Activities)

- [Book Vacation Homes in Waynesboro City County on Expedia.com ](https://www.expedia.com/Waynesboro-City-County-Private-Vacation-Homes.d553248635976432889-aaPrivateVacationHomes.Travel-Guide-Accommodation)