Chalets in Kernstown
Winchester
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Search Chalets in Kernstown from CA $240

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your current months are November, 2026 and December, 2026.

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Our top choices for Kernstown chalets

A dining area with a table and chairs, large windows, and a view of the outdoors.

A cabin with a porch, surrounded by trees.

A spacious living room with a wooden staircase, a blue sofa, a coffee table, and a red patterned rug.

1. Forest 2BR chalet w/ hot tub & backyard

Forest 2BR chalet w/ hot tub & backyard

Gerrardstown

9.6 out of 10, Exceptional, (5 reviews)

9.6/10

Exceptional

(5 reviews)

"Just an overnight stay. On our way back home from northern New York. The place was nice. It is peaceful sitting on the deck. The check in process was a little tedious with various emails and downloads required. The Backstep is a little sketchy. Be careful walking in. Overall the place was nice"

John Z.

The price is CA $240

CA $240

CA $501 total

includes taxes & fees

Nov 9 - Nov 10

Forest 2BR chalet w/ hot tub & backyard

A wooden deck with a hot tub, outdoor seating, and a view of a forested area.

A spacious living room with a large TV, a grey sofa, a green armchair, and a potted plant.

A spacious living area with a TV, sofa, and dining table, large windows, and a ceiling fan.

A dining area with a wooden table, black chairs, and a bench. There is a kitchen in the background with white cabinets and a stove.

2. Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly

Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly

Gerrardstown

9.0 out of 10, Wonderful, (12 reviews)

9.0/10

Wonderful

(12 reviews)

"We had a fabulous time and highly recommend this rental."

Amber H.

The price is CA $245

CA $245

CA $491 total

includes taxes & fees

Nov 16 - Nov 17

Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly

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

Top reviews in Kernstown

A Fairfield by Marriott hotel with a modern entrance, stone pillars, and a well-lit facade.

A modern restaurant interior with wooden tables and chairs, a green booth area, and artwork on the walls.

A coffee station with multiple coffee dispensers and a sign above.

A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

Fairfield Inn & Suites by Marriott Winchester

Winchester

10/10 Excellent

Très bon déjeuner. Très propre.

Jean-Francois

Reviewed November 5, 2026Reviewed November 5, 2026

Fairfield Inn & Suites by Marriott Winchester

A hotel with a modern design, featuring a prominent 'spark by Hilton' sign, a well-lit entrance, and a landscaped front yard.

A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".

An indoor swimming pool with clear glass walls, a tiled floor, and a few lounge chairs.

A modern hotel room with a bed, sofa, and a small table. There are two doors, one blue and one white, and a small table with chairs.

Spark by Hilton Winchester

Winchester

10/10 Excellent

Bon choix

Bernard

Reviewed October 26, 2026Reviewed October 26, 2026

Spark by Hilton Winchester

Comfort Inn & Suites Winchester

A hotel dining area with multiple tables and chairs, large windows, and a television screen.

A hotel room with two beds, a desk with a TV, a lamp, and a view of the outdoors.

Comfort Inn & Suites Winchester

Winchester

10/10 Excellent

Nice quiet clean

Fay

Reviewed February 8, 2024Reviewed February 8, 2024

Comfort Inn & Suites Winchester

A modern hotel with a flat facade, multiple windows, and a well-lit entrance.

A modern lounge area with a sofa, chairs, and tables, featuring a patterned carpet and a decorative ceiling light.

An indoor swimming pool with clear water, blue lounge chairs, and a wooden ceiling.

A gym with treadmills, elliptical machines, and dumbbells.

La Quinta Inn & Suites by Wyndham Winchester

Winchester

10/10 Excellent

tout

Jean-Pierre

Reviewed November 6, 2026Reviewed November 6, 2026

La Quinta Inn & Suites by Wyndham Winchester

A modern Microtel hotel by Wyndham with a blue and gray exterior, multiple windows, and a parking lot.

A hotel reception area with a wooden reception desk, two computers, a map of the USA on the wall, and a small plant on the desk.

A modern lounge area with seating, a TV, and a children's play area.

A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.

Microtel Inn & Suites by Wyndham Winchester

Winchester

10/10 Excellent

Service très courtois et avenant. Chambre très propre. Partis le matin à 4h45 et il y avait du café de prêt. Pas déjeuner donc aucun commentaire mais la salle à manger était très belle et propre.

Johanne

Reviewed October 25, 2026Reviewed October 25, 2026

Microtel Inn & Suites by Wyndham Winchester

A Hampton Inn by Hilton hotel with a clear sky and sunset.

A gym with exercise equipment, including a bench, red exercise balls, and a variety of weights.

A modern dining area with multiple tables and chairs, large windows, and a view of the outdoors.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

Hampton Inn Winchester-University/Mall Area

Winchester

10/10 Excellent

Pet friendly and they provided a goodie bag for my dog - very welcoming.

Kimberly

Reviewed January 13, 2026Reviewed January 13, 2026

Hampton Inn Winchester-University/Mall Area

A Hampton Inn hotel with a modern facade, multiple windows, and a welcoming entrance.

A modern hotel lobby with a central dining area, a reception desk, and a large window providing natural light.

A reception desk with a 'WELCOME TO THE MOTHER OF STATES' sign, a 'Hilton Honors' badge, and a 'STAFF ONLY' door.

A hotel room with a bed, bedside table, lamp, and a kitchenette in the background.

Hampton Inn Winchester N/Conference Center, VA

Winchester

10/10 Excellent

Yes

Dean

Reviewed March 13, 2026Reviewed March 13, 2026

Hampton Inn Winchester N/Conference Center, VA

A Country Inn & Suites by Radisson building with a covered entrance and multiple windows.

A spacious living room with a fireplace, wooden staircase, and a bookshelf.

A poolside area with lounge chairs and a stack of towels on a table.

Country Inn & Suites by Radisson, Winchester, VA

Winchester

10/10 Excellent

Nice area. Very clean. Delicious and hot breakfast.

Rebekah

Reviewed September 21, 2026Reviewed September 21, 2026

Country Inn & Suites by Radisson, Winchester, VA

A large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."

A spacious lobby with a round table, chairs, a chandelier, and an American flag.

A bar area with a piano, seating, and a bar counter with bottles.

A courtyard with a fountain, tables with white tablecloths, and brick buildings.

The George Washington Hotel, A Wyndham Grand Hotel

Old Town Winchester

10/10 Excellent

Lovely stop on our way to Virginia, beautiful facilities and lots of walkable places to eat nearby really enjoyed it.

Pauline

Reviewed July 20, 2026Reviewed July 20, 2026

The George Washington Hotel, A Wyndham Grand Hotel

A Courtyard by Marriott hotel with a covered entrance, multiple floors, and a brick facade.

A bar area with a display case of baked goods, a fruit basket, and a television screen displaying news.

A modern hotel lobby with a curved sofa, a glass coffee table, and a flat-screen TV mounted on the wall.

A hotel room with two beds, a desk, a chair, a desk lamp, and a large window with curtains.

Courtyard by Marriott Winchester

Winchester

10/10 Excellent

Very clean and spacious room. Check in was easy and quick.

Kamila

Reviewed November 2, 2026Reviewed November 2, 2026

Courtyard by Marriott Winchester

A multi-story hotel with a prominent entrance, outdoor seating area, and a parking lot.

A modern kitchen with a bar area, seating, and a large window.

A spacious indoor swimming pool with multiple lanes, surrounded by lounge chairs and a tiled floor.

A reception area with a wooden reception desk, a wine cooler, and shelves with snacks and beverages.

Hilton Garden Inn Winchester

Winchester

10/10 Excellent

Secure well light parking, Did not have breakfast at the hotel

Claude

Reviewed March 30, 2026Reviewed March 30, 2026

Hilton Garden Inn Winchester

A multi-story hotel with a swimming pool, parking lot, and a landscaped area.

A hotel reception area with a counter, a vending machine, and a sign indicating a minibar.

A modern hotel lobby with seating areas, a reception desk, and large windows offering a view of the outdoors.

An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.

TownePlace Suites by Marriott Front Royal

Front Royal

10/10 Excellent

Near the airport and shopping

Bruce

Reviewed April 21, 2025Reviewed April 21, 2025

TownePlace Suites by Marriott Front Royal

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Search Chalets in Kernstown from CA $240

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Kernstown chalets

1. Forest 2BR chalet w/ hot tub & backyard

2. Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly

Top reviews in Kernstown

Fairfield Inn & Suites by Marriott Winchester

10/10 Excellent

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