Chalets in Gaylord
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Search Chalets in Gaylord from CA $240

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

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Our top choices for Gaylord chalets

A wooden porch with a bench and a table, a 'HELLO' sign, and a 'WELCOME' sign.

A cozy cabin interior with a leather sofa, wooden coffee table, and a wood-burning stove.

A cozy cabin interior with a leather sofa, a wooden coffee table, and shelves with various items.

A rustic cabin interior with a wooden interior, a central island with stools, a window with a view, and a ladder.

1. Cozy w/Fire Pit, Grill, Screened Porch & WiFi

Cozy w/Fire Pit, Grill, Screened Porch & WiFi

Harpers Ferry

9.8 out of 10, Exceptional, (7 reviews)

9.8/10

Exceptional

(7 reviews)

"The host was very communicative and the place was very clean. "

Christopher M.

The price is CA $261

CA $261

CA $487 total

includes taxes & fees

Dec 1 - Dec 2

Cozy w/Fire Pit, Grill, Screened Porch & WiFi

A hot tub with a wooden deck and railing, surrounded by trees and a grassy area.

A modern kitchen with white cabinets, stainless steel appliances, and a wooden ceiling.

A spacious living area with a stone fireplace, a dining table with chairs, a white sofa, and a ceiling fan.

A spacious living area with a stone fireplace, a white sofa, and a coffee table.

2. Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!

Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!

Harpers Ferry

9.2 out of 10, Wonderful, (23 reviews)

9.2/10

Wonderful

(23 reviews)

"Beautiful property with plenty of open space. Cozy living room and open kitchen concept. Nice little dining area. The bedrooms and bathrooms were spacious and comfortable."

Elizabeth U.

The price is CA $276

CA $276

CA $580 total

includes taxes & fees

Nov 17 - Nov 18

Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!

A hot tub on a wooden deck with a white railing, surrounded by trees.

A modern kitchen with wooden cabinets, a central island, and a dining area with chairs.

A kitchen with wooden cabinets, a granite countertop, and a built-in stove.

A cozy living room with a fireplace, wooden ceiling, and a dining area with a kitchen in the background.

3. Forest chalet w/ hot tub & BBQ grill

Forest chalet w/ hot tub & BBQ grill

Harpers Ferry

9.2 out of 10, Wonderful, (35 reviews)

9.2/10

Wonderful

(35 reviews)

"The cabin was perfect for a quick get away from the city for my husband and me. The hot tub was excellent, and the deck up in the trees made for an enjoyable afternoon of reading, working a puzzle, and revisiting the hot tub! It was so cozy that we decided not to leave for dinner. Just stayed at the cabin and relaxed."

LeAnn H.

The price is CA $328

CA $328

CA $626 total

includes taxes & fees

Nov 18 - Nov 19

Forest chalet w/ hot tub & BBQ grill

A modern interior with a dining area, a bookshelf, and a view of the outdoors.

A spacious living room with a large window, a fireplace, and a balcony.

A spacious living room with a high ceiling, a large window with red frames, a wooden deck, and a cozy seating area with a sofa and coffee table.

4. 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 19 - Nov 20

Forest 2BR chalet w/ hot tub & backyard

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

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.

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.

5. 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 $246

CA $246

CA $493 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 Gaylord

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

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

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

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

Microtel Inn & Suites by Wyndham Winchester

Winchester

10/10 Excellent

Friendly staff!

Mark

Reviewed November 7, 2026Reviewed November 7, 2026

Microtel Inn & Suites by Wyndham Winchester

An outdoor patio area with wicker furniture, a fire pit, and a view of the parking lot.

A modern kitchen with a refrigerator, microwave, and sink. There is a dining area with a table and chairs, and a small seating area with a lamp.

A modern kitchen with a central island, bar stools, and a dining table with chairs.

A hotel with a prominent "HOME" sign, outdoor seating area, and a covered entrance.

Home2 Suites by Hilton Charles Town

Charles Town

10/10 Excellent

Very nice hotel for travelling

Michel

Reviewed October 29, 2026Reviewed October 29, 2026

Home2 Suites by Hilton Charles Town

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

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.

A modern indoor space with a long wooden table and benches, surrounded by chairs and a green carpet.

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

Spark by Hilton Winchester

Winchester

10/10 Excellent

Bon choix

Bernard

Reviewed October 26, 2026Reviewed October 26, 2026

Spark by Hilton Winchester

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

A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.

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

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

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

A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.

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

A modern bathroom with a glass-enclosed shower, a vanity with a large mirror, and a built-in dishwasher.

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

Comfort Inn & Suites Winchester

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

A bathroom with a toilet, two sinks, a large mirror, and a shower area.

Comfort Inn & Suites Winchester

Winchester

10/10 Excellent

Nice quiet clean

Fay

Reviewed February 8, 2024Reviewed February 8, 2024

Comfort Inn & Suites Winchester

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 hotel lobby with yellow patterned chairs, a round table, a TV mounted on the wall, and a patterned carpet.

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 Holiday Inn Express hotel with a covered entrance, outdoor seating, and a landscaped area.

A buffet area with multiple self-service stations, including trays of omelets and other prepared foods.

A well-lit living room with two sofas, a coffee table, a side table, a lamp, and a decorative cabinet.

A hotel room with two beds, a sofa, a coffee table, a TV, and a patterned carpet.

Holiday Inn Express Charles Town by IHG

Charles Town

10/10 Excellent

The rooms are large and comfortable, the outdoor pool was a nice spot to relax at after our drive. The whole hotel was super clean and the staff accommodating. The breakfast in the morning was probably one of the best we've had at any hotel chain. Cannot say enough good things about this Holiday Inn Express.

Erin

Reviewed September 20, 2025Reviewed September 20, 2025

Holiday Inn Express Charles Town by IHG

A multi-story hotel with a prominent 'Hampton Inn & Suites' sign, featuring a modern design with a flat roof and a large entrance.

A spacious hotel lobby with multiple seating areas, a long communal table, and large windows offering views.

A swimming pool with a metal ladder, lounge chairs, and a seating area with a view of the outdoors.

A hotel room with a bed, desk, chair, ottoman, and a large window with curtains.

Hampton Inn & Suites Charles Town

Charles Town

10/10 Excellent

Room was nicexand clean Pool and hot tub were amazing

Tracey

Reviewed October 10, 2023Reviewed October 10, 2023

Hampton Inn & Suites Charles Town

A commercial building with a central entrance and multiple parking spaces.

A bar area with a counter, multiple chairs, and a variety of bottles and glasses.

A casino with slot machines, red chairs, and a colorful carpet.

A hotel room with two beds, a desk, a chair, and a television.

Rodeway Inn & Suites Charles Town

Charles Town

8/10 Good

We enjoyed our stay here ... included a good breakfast.

Monique

Reviewed February 2, 2024Reviewed February 2, 2024

Rodeway Inn & Suites Charles Town

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 shower stall with a handheld showerhead, a towel rack with multiple towels, and a small shelf with toiletries.

A snack and beverage display area with shelves stocked with various snacks and a refrigerated section with beverages.

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

A woman using a stationary bike in a gym with red walls and multiple exercise machines.

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

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

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Search Chalets in Gaylord 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 Gaylord chalets

1. Cozy w/Fire Pit, Grill, Screened Porch & WiFi

2. Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!

3. Forest chalet w/ hot tub & BBQ grill

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

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

Top reviews in Gaylord

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent

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