Hot Canaan Chalet Rates

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Featured Chalets in Canaan

Little Longbow Lakefront Chalet

Little Longbow Lakefront Chalet

Becket
A stay at this chalet places you in the heart of Becket, within a 5-minute drive of Pyramid Lake and Jacob's Pillow.
Opens in a new windowLittle Longbow Lakefront Chalet
Beautiful, Private Berkshires Retreat w Magic View, 5min to Lake Garfield Beach

Beautiful, Private Berkshires Retreat w Magic View, 5min to Lake Garfield Beach

Monterey
Located in Monterey, this chalet is on a lake, within a 15-minute drive of Bidwell House Museum and Ashintully Gardens.
Opens in a new windowBeautiful, Private Berkshires Retreat w Magic View, 5min to Lake Garfield Beach
Lakefront on the quiet side of main lake!

Lakefront on the quiet side of main lake!

Athens
Located in Coxsackie, this chalet is on the waterfront, a 1-minute drive from Sleepy Hollow Lake and 6 minutes from Hudson River.
Opens in a new windowLakefront on the quiet side of main lake!
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Majestic Lake Front Chalet

Majestic Lake Front Chalet

2 out of 5
Valatie
Located in Valatie, this chalet is a 5-minute drive from Kinderhook Lake and 5 minutes from Valatie Family Care.
Opens in a new windowMajestic Lake Front Chalet
SRC-Hudson Valley/Berkshires Cultural Corridor

SRC-Hudson Valley/Berkshires Cultural Corridor

Canaan
Located in Canaan, this chalet is in the mountains, a 5-minute drive from Queechy Lake and 8 minutes from Furnace Brook Winery at Hilltop Orchards.
Opens in a new windowSRC-Hudson Valley/Berkshires Cultural Corridor
Lakefront w/Dock! Family Friendly Amenities, Close to skiing and Hudson, NY

Lakefront w/Dock! Family Friendly Amenities, Close to skiing and Hudson, NY

Athens
Located in Coxsackie, this chalet is on a lake, a 1-minute drive from Sleepy Hollow Lake and 9 minutes from Hudson River Islands State Park.
Opens in a new windowLakefront w/Dock! Family Friendly Amenities, Close to skiing and Hudson, NY
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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.

Canaan Chalet Accommodation

We see you over there, so lost in your own thoughts, you might miss your next meeting. You know it’s time to up your holiday game, and we know you’ve been googling things like “ski holidays” and “mountain retreats”. Don’t worry—we won’t tell your boss. We just have a tip for you: If you really want to slay, you need a chalet. Specifically, cheap chalet accommodation in Canaan.

A budget chalet hotel in Canaan is the perfect new topic for your office chit-chat, but unlike that office retreat, there will be no trust falls. You will find all sorts of adventurous activities on offer in Canaan, but none of them will involve your coworkers having to catch you (at least we hope not). Outside, nature awaits, with endless trails and endless fun. Inside, you’ll find all the right amenities for recharging after an active day, from luxurious linens to fully equipped kitchens.

Speaking of kitchens, chalet hotels in Canaan have everything you need for a romantic getaway. Cook up a candlelit dinner and open that perfectly chilled bottle of red. A crackling fireplace and the amazing views of Canaan out your picture window will do the rest.

Our deals practically move mountains, bringing cheap ski chalets and more to you right where you sit. Yes, you’ll have to pack eventually, but for now, browse our sweet selection of Canaan chalets and start dreaming. After all, didn’t your mum always tell you that you can be anything you want to be? Well, you want to be on holiday in Canaan, and it’s time to make it happen.

Canaan Chalets essential information

Accommodation
6 Chalets
Lowest Price
AU$158
Highest Price
AU$243
Popular accommodation
Little Longbow Lakefront Chalet, Beautiful, Private Berkshires Retreat w Magic View, 5min to Lake Garfield Beach, Lakefront on the quiet side of main lake!, Majestic Lake Front Chalet , SRC-Hudson Valley/Berkshires Cultural Corridor, Lakefront w/Dock! Family Friendly Amenities, Close to skiing and Hudson, NY

Top trending hotels in Canaan

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is AU$186 per night from 20 Oct to 21 Oct
AU$186
20 Oct - 21 Oct
includes taxes & fees
With a stay at Vacation Village in the Berkshires in Williamstown, you'll be a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain ...
Opens in a new windowVacation Village in the Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$193 per night from 29 Sept to 30 Sept
AU$193
29 Sept - 30 Sept
includes taxes & fees
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's ...
Opens in a new windowBerkshire Mountain Lodge
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street, South Lee, MA
Fully refundableReserve now, pay when you stay
The price is AU$243 per night from 2 Oct to 3 Oct
AU$243
2 Oct - 3 Oct
includes taxes & fees
With a stay at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG in South Lee, you'll be near ski lifts, within a 15-minute drive of Tanglewood ...
Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is AU$158 per night from 13 Oct to 14 Oct
AU$158
13 Oct - 14 Oct
includes taxes & fees
With a stay at Quality Inn in Great Barrington, you'll be near ski lifts, just a 4-minute walk from Mahaiwe Performing Arts Center and 7 minutes by foot from ...
Opens in a new windowQuality Inn
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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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^Subject to availability and chosen travel dates.