Title: Sherando Vacation Rentals from CA $173: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248634999427295&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=553248634999427295&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=553248634999427295&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=553248634999427295&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Sherando vacation rentals

![Exterior](https://images.trvl-media.com/lodging/118000000/117230000/117222700/117222688/w1200h800x0y200-2c4c707d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117230000/117222700/117222688/w1200h800x0y200-e54efb91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117230000/117222700/117222688/w1200h800x0y200-ff543614.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117230000/117222700/117222688/w1200h800x0y200-fc42c547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Afton

[](https://www.expedia.ca/Afton-Hotels-Brand-New-Serene-Luxury-Cottage-Just-Off-The-Brew-Ridge-Trail.h117222688.Hotel-Information)

10/10

Exceptional

(5 reviews)

"The property was very clean and awesome! It met the needs of our 2 day stay with our pets. We would stay again!"

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

Joni K.

CA $87

CA $197 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Afton-Hotels-Brand-New-Serene-Luxury-Cottage-Just-Off-The-Brew-Ridge-Trail.h117222688.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/92000000/91330000/91327700/91327666/w932h683x47y0-3ea90b7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91330000/91327700/91327666/w906h683x59y0-3f63959f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/92000000/91330000/91327700/91327666/w529h683x258y0-e88807ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91330000/91327700/91327666/w907h683x59y0-1a2ef02f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Charlottesville

[](https://www.expedia.ca/Charlottesville-Hotels-Unique-Cypress-Cottage.h91327666.Hotel-Information)

10/10

Exceptional

(48 reviews)

"We had a wonderful stay. We'll come back"

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

Marilyn K.

CA $205

CA $391 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Charlottesville-Hotels-Unique-Cypress-Cottage.h91327666.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/102000000/101510000/101508200/101508135/w918h683x54y0-4274dc1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101510000/101508200/101508135/3fc3cefe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101510000/101508200/101508135/bd5d3ad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101510000/101508200/101508135/8a7b79d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Vesuvius

[](https://www.expedia.ca/Vesuvius-Hotels-Whimsical-Creekside-Cabin.h101508135.Hotel-Information)

10/10

Exceptional

(47 reviews)

"The cabin was very nice. "

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

David F.

CA $135

CA $301 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Vesuvius-Hotels-Whimsical-Creekside-Cabin.h101508135.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/98000000/97560000/97551500/97551498/2ccc0b10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/98000000/97560000/97551500/97551498/44ff58ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97560000/97551500/97551498/2e996d4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/98000000/97560000/97551500/97551498/f777b5a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Afton

[](https://www.expedia.ca/Afton-Hotels-NEW-Afton-Cottage-W-Hot-Tub.h97551498.Hotel-Information)

10/10

Exceptional

(12 reviews)

"Very tranquil place. "

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

Thomas K.

CA $187

CA $440 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Afton-Hotels-NEW-Afton-Cottage-W-Hot-Tub.h97551498.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100290000/100287000/100286967/2158c348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100290000/100287000/100286967/2fdc4e0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/101000000/100290000/100287000/100286967/d3e274ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100290000/100287000/100286967/8fc1badf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Afton

[](https://www.expedia.ca/Afton-Hotels-The-Cottage-Afton-Mountain-Close-To-Wineries.h100286967.Hotel-Information)

10/10

Exceptional

(22 reviews)

"Yes, Cottage amenities adequate "

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

CARL W.

CA $198

CA $437 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Afton-Hotels-The-Cottage-Afton-Mountain-Close-To-Wineries.h100286967.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/78000000/77110000/77106700/77106615/239ddce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/78000000/77110000/77106700/77106615/0dffa6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/78000000/77110000/77106700/77106615/c59b4c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/78000000/77110000/77106700/77106615/1c0261f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Charlottesville

[](https://www.expedia.ca/Charlottesville-Hotels-Private-Studio-Apartment-In-The-Heart-Of-Ivy.h77106615.Hotel-Information)

10/10

Exceptional

(56 reviews)

"The space was incredibly well furnished. Wi-Fi worked from the jump, check in was easy, host was very communicative. Great spot to stay!"

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

Samuel M.

CA $171

CA $226 total

includes taxes & fees

Mar 6 - Mar 7

[](https://www.expedia.ca/Charlottesville-Hotels-Private-Studio-Apartment-In-The-Heart-Of-Ivy.h77106615.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/61000000/60840000/60831500/60831442/3abac49b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/61000000/60840000/60831500/60831442/f7273496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/61000000/60840000/60831500/60831442/2012780d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/61000000/60840000/60831500/60831442/8101e728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Schuyler

[](https://www.expedia.ca/Schuyler-Hotels-Cozy-Cabin-For-2-W-Great-Mt-Views-Walking-Trails.h60831442.Hotel-Information)

10/10

Exceptional

(176 reviews)

"Amazing "

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

Sylvester

CA $188

CA $257 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Schuyler-Hotels-Cozy-Cabin-For-2-W-Great-Mt-Views-Walking-Trails.h60831442.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/54000000/53670000/53665100/53665040/d8aad760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/54000000/53670000/53665100/53665040/d2977944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/54000000/53670000/53665100/53665040/f9074fa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/54000000/53670000/53665100/53665040/d6fddf2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Crozet

[](https://www.expedia.ca/Bouvet-Island-Hotels-Stay-In-Crozet-Train-Suite-In-Downtown-Crozet.h53665040.Hotel-Information)

10/10

Exceptional

(69 reviews)

"Perfect location for multiple restaurants & some shopping.Very clean...enjoyable stay."

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

Roberta F.

CA $205

CA $335 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Bouvet-Island-Hotels-Stay-In-Crozet-Train-Suite-In-Downtown-Crozet.h53665040.Hotel-Information)

![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/79000000/78470000/78465900/78465857/4e2cb4f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78470000/78465900/78465857/1ad54912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/79000000/78470000/78465900/78465857/6a8e0096.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78470000/78465900/78465857/cfcd72d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Roseland

[](https://www.expedia.ca/Roseland-Hotels-Cozy-Mountain-Cabin-Nelson-151-Near-Bold-Rock-Cidery-And-DB-Brewery.h78465857.Hotel-Information)

10/10

Exceptional

(94 reviews)

"Great spot for a stay, hostess was amazing, highly recommend!!"

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

Charles R.

CA $177

CA $270 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Roseland-Hotels-Cozy-Mountain-Cabin-Nelson-151-Near-Bold-Rock-Cidery-And-DB-Brewery.h78465857.Hotel-Information)

![Ravens Roost, 3 Bedrooms, Hot Tub, Mountain View | Terrace/patio](https://images.trvl-media.com/lodging/77000000/76370000/76366800/76366707/f06ddae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meadow Mountain Cabin, 1 King Bed with Sofa bed, Jetted Tub | Living area](https://images.trvl-media.com/lodging/77000000/76370000/76366800/76366707/e6f2efcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | Terrace/patio](https://images.trvl-media.com/lodging/77000000/76370000/76366800/76366707/7dba8e3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Kennedy Ridge Cabin, 1 King Bed with Sofa bed, Jetted Tub, Mountain View](https://images.trvl-media.com/lodging/77000000/76370000/76366800/76366707/9b71847a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Lyndhurst

[](https://www.expedia.ca/Montebello-Hotels-Love-Ridge-Mountain-Lodging.h76366707.Hotel-Information)

10/10

Exceptional

(16 reviews)

"Very quiet and peaceful stay. "

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

Timika

CA $170

CA $272 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Montebello-Hotels-Love-Ridge-Mountain-Lodging.h76366707.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33562200/33562200/d520e803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33562200/33562200/5dfa608b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33562200/33562200/b5bfe8ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33570000/33562200/33562200/a2718e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Crozet

[](https://www.expedia.ca/Crozet-Hotels-High-Street-Walk-To-Everything-Crozet-Pet-Friendly.h33562200.Hotel-Information)

9.8/10

Exceptional

(106 reviews)

"Such a lovely cottage in a great spot!We enjoyed Crozet and time at Praha bakery, Star Hill Brewery, King Family Vineyard, and Mint Springs Park!"

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

Polly H.

CA $273

CA $459 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Crozet-Hotels-High-Street-Walk-To-Everything-Crozet-Pet-Friendly.h33562200.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96670000/96665900/96665843/3e389859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/97000000/96670000/96665900/96665843/ffb826df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96670000/96665900/96665843/4b84df83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96670000/96665900/96665843/e998a393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Ivy

[](https://www.expedia.ca/Charlottesville-Hotels-Hometract-Cottage.h96665843.Hotel-Information)

10/10

Exceptional

(42 reviews)

"It was a lovely place to stay and the hosts were so kind. "

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

Cooper C.

CA $128

CA $255 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Charlottesville-Hotels-Hometract-Cottage.h96665843.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83020000/83010900/83010856/84bbbc13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83020000/83010900/83010856/2c0e912e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83020000/83010900/83010856/911f6106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83020000/83010900/83010856/c12d991d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Faber

[](https://www.expedia.ca/Faber-Hotels-Hillside-Haven-Modern-Retreat.h83010856.Hotel-Information)

10/10

Exceptional

(33 reviews)

"Fantastic property with all the amenities near UVA, and lots of wineries."

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

roberto c.

CA $244

CA $573 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Faber-Hotels-Hillside-Haven-Modern-Retreat.h83010856.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/105000000/104260000/104258500/104258489/73239ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104260000/104258500/104258489/4c4a77b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104260000/104258500/104258489/33c95369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104260000/104258500/104258489/4444f89e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Montebello

[](https://www.expedia.ca/Montebello-Hotels-Beautiful-New-Cabins-Mile-Off-Blue-Ridge-Parkway-In-Montebello.h104258489.Hotel-Information)

10/10

Exceptional

(51 reviews)

"Nice quite secluded get away with great hosts that check in and make sure everything is going well. Will be staying again and definitely recommend."

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

Ryan C.

CA $198

CA $313 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Montebello-Hotels-Beautiful-New-Cabins-Mile-Off-Blue-Ridge-Parkway-In-Montebello.h104258489.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88370000/88365700/88365665/w452h683x286y0-a13597ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88370000/88365700/88365665/w919h683x60y0-36a9da05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88370000/88365700/88365665/w1017h683x4y0-17be165b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/89000000/88370000/88365700/88365665/w1017h683x3y0-e0943c81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Staunton

[](https://www.expedia.ca/Staunton-Hotels-The-Firefly-Springhouse.h88365665.Hotel-Information)

9.8/10

Exceptional

(49 reviews)

"The space was great for a getaway, highly recommended."

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

Matt E.

CA $113

CA $156 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Staunton-Hotels-The-Firefly-Springhouse.h88365665.Hotel-Information)

![Beach towels](https://images.trvl-media.com/lodging/93000000/92890000/92883900/92883873/w904h683x60y0-1395b850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92890000/92883900/92883873/w907h683x58y0-9194c23a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/93000000/92890000/92883900/92883873/w505h683x260y0-05167a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92890000/92883900/92883873/w505h683x260y0-19330ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Roseland

[](https://www.expedia.ca/Roseland-Hotels-Cozy-Country-Small-Two-Bedroom-Home.h92883873.Hotel-Information)

9.8/10

Exceptional

(18 reviews)

"Lovely cozy place in the mountains, we had a total blast!"

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

Prabir

CA $184

CA $339 total

includes taxes & fees

Mar 6 - Mar 7

[](https://www.expedia.ca/Roseland-Hotels-Cozy-Country-Small-Two-Bedroom-Home.h92883873.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/ae35c88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/b56e2b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/eab7e1aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/3e9a531d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Wintergreen Resort

[](https://www.expedia.ca/Nellysford-Hotels-First-Floor-Slopeside-Ski-In-Ski-Out-At-Wintergreen.h122831616.Hotel-Information)

10/10

Exceptional

(12 reviews)

"We loved the 'ski-in/ski-out' convenience. Cute condo with everything you need for your stay. The water and snacks were a nice gesture. "

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

Esperanza

CA $111

CA $297 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Nellysford-Hotels-First-Floor-Slopeside-Ski-In-Ski-Out-At-Wintergreen.h122831616.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/79000000/78650000/78647300/78647228/66c9e85e.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)

![Interior](https://images.trvl-media.com/lodging/79000000/78650000/78647300/78647228/c2e9d716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78650000/78647300/78647228/dfedc5d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Waynesboro

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

9.8/10

Exceptional

(48 reviews)

"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 $279 total

includes taxes & fees

Mar 9 - Mar 10

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

![Exterior](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/3f379aa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/78b8767e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/c99efe6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/4ae5f81b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Wintergreen Resort

[](https://www.expedia.ca/Nellysford-Hotels-Laurelwood-Hollow-Walk-To-Ski-Swim.h119304212.Hotel-Information)

10/10

Exceptional

(8 reviews)

"We really enjoyed our stay here! Great location, and the condo was very clean and well stocked. Communication with the host was excellent as well. We look forward to returning back some day!"

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

Alexander H.

CA $120

CA $370 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Nellysford-Hotels-Laurelwood-Hollow-Walk-To-Ski-Swim.h119304212.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/92000000/91330000/91328100/91328004/w908h683x58y0-852d75b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/92000000/91330000/91328100/91328004/w510h683x257y0-59398cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, travel crib, free WiFi](https://images.trvl-media.com/lodging/92000000/91330000/91328100/91328004/w905h683x60y0-111b0bc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91330000/91328100/91328004/w908h683x58y0-59d925eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Charlottesville

[](https://www.expedia.ca/Charlottesville-Hotels-Ivy-Rose-Cottage-Nestled-Bt-Cville-Vineyards.h91328004.Hotel-Information)

10/10

Exceptional

(70 reviews)

"Very warm, welcoming and cozy. Well equipped kitchen, comfy beds, cool bathrooms "

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

Betty S.

CA $244

CA $460 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Charlottesville-Hotels-Ivy-Rose-Cottage-Nestled-Bt-Cville-Vineyards.h91328004.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=2026-03-19&endDate=2026-03-20&regionId=553248634999427295&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Sherando%2C+Virginia%2C+United+States+of+America&regionId=553248634999427295&latLong=37.991701%2C-78.933461&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Sherando%2C+Virginia%2C+United+States+of+America&regionId=553248634999427295&latLong=37.991701%2C-78.933461&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=APARTMENT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Sherando%2C+Virginia%2C+United+States+of+America&regionId=553248634999427295&latLong=37.991701%2C-78.933461&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=CONDO)

Private vacation homes

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Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Sherando%2C+Virginia%2C+United+States+of+America&regionId=553248634999427295&latLong=37.991701%2C-78.933461&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Sherando%2C+Virginia%2C+United+States+of+America&regionId=553248634999427295&latLong=37.991701%2C-78.933461&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=CABIN)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Sherando%2C+Virginia%2C+United+States+of+America&regionId=553248634999427295&latLong=37.991701%2C-78.933461&adults=2&startDate=2026-06-03&d1=2026-06-03&endDate=2026-06-06&d2=2026-06-06&lodging=CHALET)

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## Top Sherando Hotel Reviews

![Motel 6 Staunton, VA](https://images.trvl-media.com/lodging/1000000/10000/9000/8977/c19bd92e_y.jpg)

### Motel 6 Staunton, VA

10/10 Excellent

"Comfortable bed clean room, pet friendly, kind staff "

[](https://expedia.ca/Staunton-Hotels-Motel-6-Staunton.h8977.Hotel-Information)

![Tru By Hilton Staunton](https://images.trvl-media.com/lodging/30000000/29150000/29143000/29142906/2b669dfd_y.jpg)

### Tru By Hilton Staunton

10/10 Excellent

"All was great"

[](https://expedia.ca/Staunton-Hotels-Tru-By-Hilton-Staunton.h29142906.Hotel-Information)

![The Blackburn Inn and Conference Center](https://images.trvl-media.com/lodging/23000000/22460000/22455000/22454998/5e926ba4_y.jpg)

### The Blackburn Inn and Conference Center

10/10 Excellent

"Cool place to stay!"

[](https://expedia.ca/Staunton-Hotels-The-Blackburn-Inn-And-Conference-Center.h22454998.Hotel-Information)

![avid hotel Staunton by IHG](https://images.trvl-media.com/lodging/1000000/20000/17600/17558/5811eb8d_y.jpg)

### avid hotel Staunton by IHG

8/10 Good

"Place was clean and location was good. Breakfast was so so."

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

"Hotel was conveniently located. Breakfast selection was limited."

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

![Sleep Inn Staunton](https://images.trvl-media.com/lodging/1000000/170000/168400/168389/34874c08_y.jpg)

### Sleep Inn Staunton

10/10 Excellent

"Great staff and amazing price point at the Sleep Inn at Staunton! Colleen greeted us at check-in and was extremely friendly and helpful. When we went upstairs and realized she had given us a double queen room (turned out to be due to a miscommunication from Expedia), I returned to the desk to let her know I had booked a king (per my confirmation and receipt), and she switched us without issue, as there was still one available. Our room was clean with a super comfy bed and plenty of pillows. Room temp was easily controlled. Had a microwave and fridge and everything we needed for a quick overnight halfway home from a southern road trip vacation. Property is clean and up-to-date and the area feels very safe at night. Only downside was the thin walls, but as regular budget-conscious travelers we are used to that and always bring a fan or sound machine to ensure a restful night. Super convenient, right off I-81 and lots of places to dine nearby. Free breakfast was basic but good hotel fare, and we appreciated that it was still hot and plentiful when we came down at 8:30, even though it was offered 6 to 9am. Staunton is a great little city, and the hotel was so nice (and affordable!) that we’re thinking of a weekend trip there when the weather is warmer!"

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

"There are a lot of hotels around Waynesboro but Im glad we chose Best Western. It is very clean. The free breakfast is great. Every member of the staff we met was very friendly. We will definitely stay here again."

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

![Days Inn by Wyndham Waynesboro](https://images.trvl-media.com/lodging/1000000/20000/13100/13044/b02f560b_y.jpg)

### Days Inn by Wyndham Waynesboro

8/10 Good

"clean room. nice staff. good breakfast! elevator leaves something to be desired."

[](https://expedia.ca/Staunton-Hotels-Days-Inn-By-Wyndham-Waynesboro.h13044.Hotel-Information)

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

### Hotel 24 South

10/10 Excellent

"Fantastic location and a lovely city. The hotel was clean, accommodations very comfortable, staff excellent, breakfast very good. "

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

## Find out more about Sherando

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Sherando. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Sherando ](https://expedia.ca/Sherando-Private-Vacation-Homes.d553248634999427295-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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- [Apartments in Sherando ](https://expedia.ca/Sherando-Apartments.d553248634999427295-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Sherando ](https://expedia.ca/Sherando-Cottages.d553248634999427295-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in Sherando ](https://expedia.ca/Sherando-Cabins.d553248634999427295-aaCabins.Travel-Guide-Accommodation)
- [B&B in Sherando ](https://expedia.ca/Sherando-Bed-And-Breakfast.d553248634999427295-aaBedAndBreakfast.Travel-Guide-Accommodation)
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- [Aparthotels in Sherando ](https://expedia.ca/Sherando-Apart-Hotels.d553248634999427295-aaApartHotels.Travel-Guide-Accommodation)
- [Motels in Sherando ](https://expedia.ca/Sherando-Motels.d553248634999427295-aaMotels.Travel-Guide-Accommodation)
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## Frequently asked questions

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