Whistler Vacation Rentals — Condos, Chalets & Townhomes

Outpost has been matching guests with exceptional Whistler vacation rentals for years, and we know that finding the right property is what sets a great Whistler trip apart from an unforgettable one. Every property in our collection is privately owned, professionally managed, and personally vetted, with well-stocked kitchens, fresh quality linen, and premium amenities as standard. Whether you are looking for a ski-in/ski-out condo steps from the Whistler or Blackcomb gondola, a spacious chalet for a family holiday or a group getaway, a dog-friendly mountain retreat, or a private townhome with a hot tub, we have a Whistler vacation rental to match. 

Our vacation rental collection spans the full length of the Whistler Valley, from the slopeside neighborhoods of the Benchlands and Upper Village to the heart of Whistler Village, the peaceful residential streets of White Gold and Blueberry, the original base area of Creekside, the prestige addresses of Nicklaus North, and the wilderness retreats of Wedgewoods. We also offer vacation rentals in Pemberton, just 30 minutes north, for those seeking more space, more privacy, and a quieter pace on the Sea to Sky corridor. 

Browse our full collection below, or contact our reservations team directly at [email protected] or 1.877.938.2211 and we will find the perfect property for your group.

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135 properties available
This comfortable and upgraded two-bedroom condo offers peaceful forest views from the balcony, living area, and bedrooms, creating a relaxing setting for your mountain getaway. The condo features a fully equipped kitchen, dining area, and two full bathrooms for added comfort and convenience.Relax beside the gas fireplace after a day exploring Whist
Wildwood Lodge 205
Benchlands
2 bedrooms
2 baths
6 guests
4.7 (44)
From $140.00 CAD / night
Welcome to your exclusive escape in the heart of Whistler! This unique and luxurious 6-bedroom chalet is nestled in the prestigious Blueberry Hill area, overlooking the Whistler and Blackcomb slopes, and offers a sophisticated blend of modern luxury and custom design.The main home features 4 bedrooms alongside an attached, beautifully appointed 2-b
Hot HOT 20
Osprey Chalet
Blueberry
6 bedrooms
5.5 baths
12 guests
5.0 (33)
From $750.00 CAD / night
This spacious and cozy three-bedroom townhome is located in the peaceful Benchlands, offering a bright open-concept living space designed for comfort and connection. It is an ideal setting for families and groups looking to relax, unwind, and enjoy quality time together in a calm and serene neighbourhood surrounded by Whistler’s natural beaut
Pet Friendly Pet Friendly
Pet Friendly Property
The Woods 41
Benchlands
3 bedrooms
2.5 baths
10 guests
4.8 (42)
From $380.00 CAD / night
Completely renovated and luxuriously furnished, this stunning 3-bedroom, 2-bathroom condo offers the perfect blend of comfort, style, and convenience for your Whistler getaway. This bright corner property features breathtaking views of Whistler Mountain, including the Peak Chair and Peak to Peak Gondola, while the spacious living area opens onto a
Hot HOT 17
Ravencrest 205
Blueberry
3 bedrooms
2 baths
7 guests
4.9 (100)
From $220.00 CAD / night
Experience elevated mountain living in this stunning three-level townhome located in the prestigious Englewood Greens complex. Surrounded by breathtaking mountain scenery and just a 4-minute drive from Whistler Village, this beautifully designed 2,000 sq ft retreat offers the perfect balance of luxury, comfort, and convenience.Thoughtfully designed
Hot HOT 23
Englewood Greens 14
Nicklaus North
4 bedrooms
3.5 baths
9 guests
4.8 (37)
From $292.00 CAD / night
Highlights⌂ Private hot tub⌂ Free underground parking⌂ BBQ⌂ In-suite washer and dryer⌂ Smart TVs⌂ Boot dryer⌂ Wood burning fireplace⌂ Secured bike storage About the homeThis spacious, modern one-level townhome features three bedrooms, two bathrooms, and stunning views of Rainbow Hill and the Fairmont golf course. Enter through the mudroom, per
Hot HOT 11
Gleneagle 13
Benchlands
3 bedrooms
2 baths
6 guests
4.8 (73)
From $240.00 CAD / night
This 3-bedroom, 3-bathroom townhome is located in the upscale Montebello complex, offering a luxurious mountain retreat with spectacular views and exceptional comfort. Perfectly suited for both winter and summer stays, this home combines privacy, space, and convenience in one of Whistler’s most desirable settings.The main open-concept living
Hot HOT 12
Pet Friendly Pet Friendly
Pet Friendly Property
Montebello 4877
Village North
3 bedrooms
3 baths
8 guests
4.7 (32)
From $380.00 CAD / night
Welcome to Greystone Lodge, a bright, laid-back, and spacious mountain condo tucked right on the slopes of Blackcomb Mountain. This modern and comfortable two-bedroom, two-bathroom home is a great spot to unwind after a day of skiing, biking, hiking, or just soaking up the mountain air. The best part? You can ski to the gondola, as the lodge is jus
Hot HOT 12
Greystone Lodge 220
Upper Village
2 bedrooms
2 baths
7 guests
4.9 (29)
From $200.00 CAD / night
Indulge in this stunning, recently renovated 4-bedroom, 3-bathroom townhome offering 2,000 sq ft of beautifully designed living space in the heart of Whistler’s mountain setting. Spacious enough to accommodate up to 10 guests, this luxurious alpine retreat is perfect for families, groups of friends, or unforgettable mountain getaways.Every de
Hot HOT 15
Pet Friendly Pet Friendly
Pet Friendly Property
Lynx 302
Blueberry
4 bedrooms
3 baths
10 guests
4.8 (80)
From $320.00 CAD / night
This contemporary three-bedroom Whistler townhome offers everything you need for the ultimate mountain getaway. Backing onto peaceful pine trees, the home provides a secluded cabin feel while still offering an idyllic location just steps from the Blackcomb Gondola, Upper Village restaurants and shops, Lost Lake trails, and a convenient free shuttle
Hot HOT 10
Forest Trails 28
Benchlands
3 bedrooms
3 baths
6 guests
4.8 (29)
From $210.00 CAD / night
This one-bedroom condo offers beautiful views of the pool and surrounding mountains from the patio, living room, and bedroom, creating a bright and relaxing setting for your mountain getaway. The condo features a fully equipped kitchen, dining area, full bathroom, and a comfortable living space designed for easy enjoyment.Relax beside the gas firep
Hot HOT 11
Wildwood Lodge 216
Benchlands
1 bedrooms
1 baths
4 guests
4.8 (21)
From $115.00 CAD / night
Snowridge Chalet is a charming ski-in/ski-out alpine retreat with a warm wooden interior, spread across three thoughtfully designed levels. The home includes a private garage for secure parking and convenient ski storage in the mudroom, along with a private hot tub overlooking the forest and gondola, perfect for unwinding after a day on the mountai
Hot HOT 14
Snowridge Chalet
Creekside
4 bedrooms
3.5 baths
12 guests
4.7 (27)
From $600.00 CAD / night

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Whistler BC Overview & Information

Taking a vacation in the idyllic town of Whistler is a great idea any time of year. Famous for having the largest skiable terrain of any ski resort in all of North America, Whistler has much more to offer regardless of your interest in hitting the slopes. This is a fantastic travel destination if you are passionate about mountain biking and the outdoors, experiencing stunning mountain vistas, dining in up-market restaurants and bars, playing golf, or renting a cabin and getting a feel for the quaint European-style, pedestrian-friendly village.

Like any destination, if you want to make the most out of your Whistler vacation, you are going to need not only the right vacation rental but the right information and research at your disposal which is why we have brought all of the key information about the world's best travel destination into one place for you.

Whistler sees on average around 3 million over-night and day visitors annually, with 45% of these visitors arriving during the winter months. This means that you won't be alone during your visit and will have the opportunity to meet many like-minded people.

A History and Overview of Whistler

Whistler and the surrounding areas hold thousands of years of history as these lands were the home of the Coast Salish First Nations before Europeans arrived, with Whistler serving as a valuable trading post between the Squamish and Lil'wat nations. Many of the hiking tracks around Whistler are actually the traditional routes of the Coast Salish peoples, and you can follow their paths to view nature and the landscape similarly to how they once did. You can also visit the Squamish-Lil'wat Cultural Centre to get a complete grasp of the region's history and identity.

Named "Whistler" thanks to the shrill sound that the local hoary marmot populations make, the early 1900s saw European settlement, first as a small hunting and fishing village, then as a successful mining town until the 1950s turned it into a popular summer vacation spot. The 1960s saw the first ski resort on the mountain open, and then in 2010, Whistler hosted the Olympic and Paralympic Winter Games.