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Chalet holiday rentals in Killington

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Top-rated chalet rentals in Killington

Guests agree: These chalets are highly rated for location, cleanliness and more.

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Chalet in Stockbridge

4.93 out of 5 average rating, 168 reviews

Killington spring ski - MTbike -new jacuzzi

Killington Ski Area with access to snowmobile and mountain biking trails. This is a 3 bedroom, 2 bath upper unit duplex. with outdoor Jacuzzi open year round with barbecue on very nice decks for those nicer days , snow mobile right from the house , on the tweed valley vast trails , in the summer mountain bike on the green mountain trail system right on our mountain keep us in mind for the summer event like the spartan race and the peak series Mt biking events too Fantastic unit check our review

8–15 May

$450 NZD per night

Guest favourite

Chalet in Waitsfield

4.96 out of 5 average rating, 126 reviews

Warm Luxury Mid-Century Modern Chalet

Warm, clean & comfortable chalet w/ thoughtful & stylish touches. Perfect for a remote work, romantic weekend, a multifamily gathering, a girls' weekend or retreat. MRV offers all season fun: farmer's market, swim holes, farms, hiking, road & mtn bike, golf, climbing, tube on the river and lake, can't be beat. The house is nestled in the woods w/ beautiful views of surrounding mountains. The area's food & breweries including Lawsons are phenomenal. 1 min to MRG & 14 min to Sugarbush. Exp Wifi

24 Sep – 1 Oct

$659 NZD per night

Chalet in Stockbridge

4.85 out of 5 average rating, 114 reviews

Vermont Chalet

Killington Skiing, Pico Peak, Sugar Bush, Mad River are all within distance. Killington is 14 miles away. Fall folliage is fabulous; kitchen well equipped; very light and lovingly cared for. Spring and summer are just as wonderful. I am walking distance to the White River where there is canoeing, tubing and swimming. Within walking distance is the Gaysville Campgrounds. Here you'll find river access to a fabulous swimming hole in the White River as well as trails to explore or walk your dog.

2–9 Oct

$314 NZD per night

Guest favourite

Chalet in Killington

4.82 out of 5 average rating, 234 reviews

Killington Chalet - Hot Tub, Sauna, Boot Dryer

Our home is located on a quiet secluded road, just off Killington road, it's close to everything in Killington, the slopes, restaurants, bars & shops. It's the right side of a duplex with a large open living space that fosters great social interaction. We have 2-full-sized refrigerators, 24 PAIR SKI BOOT & GLOVE DRYER (Yes, dry gloves and boots every day), a private hot tub, sauna, wood stove, fire pit, 4 USB ports in every bedroom for charging, fresh linens & towels, a beautiful front yard

15–22 Oct

$546 NZD per night

Guest favourite

Chalet in Stratton

4.99 out of 5 average rating, 143 reviews

Family Chalet Near Skiing, Hiking, Swimming & Golf

Cozy chalet awaits your stay. This home sits on just under 4 acres. Sit back and enjoy the heated sunroom and stare out at the woods that surround you. You may be lucky enough to spot one of the moose or bear that visit the property. Kitchen remodeled June of 2023. Open floor plan w/wood burning fireplace. Main bedroom has queen bed and twin bunks. Finished basement with brand new Queen size bed and twin bunk above. Very kid friendly home! Mins to Stratton Mtn and Mt Snow for skiing & golf!

21–28 Aug

$408 NZD per night

Guest favourite

Chalet in Killington

4.92 out of 5 average rating, 133 reviews

Kingsbrook: Chalet w Sauna, Hot Tub, AC!

Located off East Mountain Road, on a secluded dead end street, just minutes from your choice of the Killington base lodges. There is access to a ski/hiking trail at the end of our street (1/2 mile from the house), and we're surrounded by hiking and biking trails. The house is great for large groups and families, as there are 2 separate living areas (kids like to hang out in the lower family room with large screen TV and games). Very strong and fast internet. Now with AC for summer getaways!

28 Nov – 5 Dec

$896 NZD per night

Guest favourite

Chalet in West Fairlee

4.9 out of 5 average rating, 504 reviews

Hillcrest Manor of Vermont

A tranquil retreat tucked in the countryside of Vermont that sleeps 22, just 20 min from Dartmouth! Conveniently located minutes from LakeFairlee & LakeMorey. Rejuvenate yourself at this relaxing getaway surrounded by the pristine forests & wildlife of New England. Enjoy breathtaking mountainviews on a spacious deck with your loved ones on a large property with stunning rolling hills. 4 bedrooms, 2 full bathrooms, a basketball/tennis court, updated appliances, & fully stocked kitchen!

27 Sep – 4 Oct

$1,223 NZD per night

Guest favourite

Chalet in Stoddard

4.95 out of 5 average rating, 195 reviews

Highland Haus- Cozy 70s AFrame- two wood stoves

Cozy 1975 A-frame chalet cabin sleeps 4 with a comfortable living space, two wood stoves, and a full kitchen. Located in the rural community of Stoddard. Enjoy the peace and quiet that this area has to offer. Many local hiking, swimming and fishing nearby. It is less than a 2-hour drive from Boston to the Highland Haus! Winter Guests- please note that Shedd Hill rd is very hilly and can be difficult to drive after a fresh snowstorm, all-wheel drive or 4-wheel drive is recommended.

11–18 Jul

$320 NZD per night

Guest favourite

Chalet in Killington

4.9 out of 5 average rating, 159 reviews

Close to Mountain and walk to restaurants!

Killington Mtn is 1.4 miles away, so the Sports Park is an easy drive. The area offers skiing, snowboarding, tubing, hiking, biking, kayaking, ATVing, PLUS two excellent golf courses nearby. Restaurants and shops are walking distance. The house is casual and comfortable, located on a quiet dirt road with nice views of the valley from the upstairs and deck. There is a HOT TUB and SAUNA and linens included. We also have full weeks available upon request at a substantial discount.

1–8 Jul

$448 NZD per night

Guest favourite

Chalet in Killington

4.95 out of 5 average rating, 121 reviews

Treehouse Lodge in heart of Killington

Enjoy vacation in the Treehouse lodge with a true northeast mountain house experience. Located off the access road of one of Vermonts most active mountains, experience three seasons of prime New England fall foliage, Vermont's best snow trails, and summer events and hiking. This sleek, uniquely designed lodge offers a comfortable living room, spacious bedrooms, clean bathrooms, and fully stocked kitchen allowing guests to feel at home away from home.

9–16 May

$749 NZD per night

Guest favourite

Chalet in Wells

4.89 out of 5 average rating, 133 reviews

Views! AC, Entire Chalet, FAST Wi-Fi, All 18 Acres

You will enjoy the entire 3600 sq ft home+18 acres with an awesome view! True Chalet sleeps 12 and it’s perfect for retreats, family reunions, getaways, creatives. HVAC Heat/AC+baseboards. Artisan fireplace, oven, Induction cooktop, stocked kitchen, ROKU HDTV fast Wi-Fi. For bed and bath, we supply the linens and bath towels. An optional separate 350 sq. ft. private studio office, 5-star by work-from-homers, is available

10–17 Mar

$713 NZD per night

Chalet in Warren

4.92 out of 5 average rating, 212 reviews

Alpine Village Chalet

Private A-Frame in Alpine Village, Warren, Vermont. 15 min to Sugarbush Resort, 20 min to Mad River Glen. A mile from beautiful Blueberry Lake and nearby is Warren. Full bedroom & upstairs sleeping loft w/2 twin beds. Very peaceful & quiet dirt road w/partial views facing East towards Roxbury Range. 4WD/AWD required Nov-April with decent tires, low clearance cars not advised. Any questions or requests, please ask!

6–13 Aug

$269 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space that's all yours, with room for everyone

Popular amenities for Killington chalet rentals

Free parking on premises

Air conditioning

Family-friendly chalet rentals

Guest favourite

Chalet in Woodstock

4.98 out of 5 average rating, 95 reviews

Falcon House: VT Chalet w/Sauna, Bike to Village

13–20 Mar

$683 NZD per night

Chalet in Jamaica

4.78 out of 5 average rating, 400 reviews

Mountain Chalet ~ 7min to Stratton, Views, Private

5–12 Jun

$258 NZD per night

Chalet in Plymouth

4.72 out of 5 average rating, 184 reviews

5BR Chalet in Historic Town bet Killington & Okemo

15–22 Jul

$879 NZD per night

Guest favourite

Chalet in Stockbridge

4.85 out of 5 average rating, 75 reviews

Private House - Hot Tub, Steam Room, Fireplace

24–31 Aug

$762 NZD per night

Guest favourite

Chalet in Mount Holly

4.92 out of 5 average rating, 51 reviews

3 bedroom mountain getaway

27 Sep – 4 Oct

$558 NZD per night

Chalet in Peru

4.88 out of 5 average rating, 57 reviews

Bromley Aframe - King Master Bed, Wood Fireplace

4–11 Apr

$554 NZD per night

Chalet in Fairlee

4.6 out of 5 average rating, 122 reviews

Villino Totemsin (Totem Villa) | hot tub

20–27 May

$607 NZD per night

Chalet in Granville

4.81 out of 5 average rating, 79 reviews

Hilltop Chalet on 20 rolling acres

12–19 Jun

$449 NZD per night

Luxury chalet rentals

Guest favourite

Chalet in Killington

5.0 out of 5 average rating, 36 reviews

The Overlook | Hot Tub | Game Room | 5min to MTN

28 Jul – 4 Aug

$1,351 NZD per night

Guest favourite

Chalet in Stockbridge

4.96 out of 5 average rating, 24 reviews

Off grid Eco-chalet; private mtn 360 view

14–21 Jul

$1,175 NZD per night

Guest favourite

Chalet in Winhall

4.98 out of 5 average rating, 53 reviews

Mountain view chalet with hot tub & fire pit!

8–15 Nov

$1,172 NZD per night

Guest favourite

Chalet in Killington

5.0 out of 5 average rating, 42 reviews

BearHaus- New Reno, Hot Tub, FirePit, Location

12–19 Oct

$2,166 NZD per night

Chalet in Killington

4.86 out of 5 average rating, 69 reviews

West Park Chalet at Killington

2–9 Dec

$1,448 NZD per night

Guest favourite

Chalet in Manchester

5.0 out of 5 average rating, 26 reviews

Franklin luxury Chalet w/ guest house

6–13 May

$1,262 NZD per night

Guest favourite

Chalet in Stockbridge

4.95 out of 5 average rating, 41 reviews

BENT TREE Vermont, Mtn Chalet 20 min to Killington

8–13 May

$1,276 NZD per night

Guest favourite

Chalet in Winhall

5.0 out of 5 average rating, 37 reviews

Stylish Getaway w/ Hot Tub close to Stratton

23–30 Sep

$1,168 NZD per night

Lakefront chalet rentals

Guest favourite

Chalet in Hubbardton

4.93 out of 5 average rating, 92 reviews

Chalet on Pristine Beebe Lake

21–28 Mar

$506 NZD per night

Chalet in Ludlow

4.76 out of 5 average rating, 118 reviews

Charming Lakefront House

6–13 Jan

$665 NZD per night

Guest favourite

Chalet in Londonderry

4.98 out of 5 average rating, 94 reviews

Modern 3-bedroom A-frame in Londonderry, VT

10–17 Mar

$856 NZD per night

Guest favourite

Chalet in Sunapee

4.93 out of 5 average rating, 74 reviews

Lake Sunapee Get Away

26 Dec – 2 Jan

$1,441 NZD per night

Guest favourite

Chalet in Fort Ann

5.0 out of 5 average rating, 24 reviews

Gorgeous Lakefront Lake George Area Chalet

21–28 Dec

$1,346 NZD per night

Chalet in Lyme

5.0 out of 5 average rating, 6 reviews

Spacious Post Pond front family home with boats

3–10 Dec

$928 NZD per night

Guest favourite

Room in Bridgewater

4.99 out of 5 average rating, 152 reviews

MT Retreat / Killington, Woodstock, Rutland, Okemo

17–24 Jun

$258 NZD per night

Quick stats about chalet rentals in Killington

Total rentals
40 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
2.6K reviews
Nightly prices starting at
$101 NZD before taxes and fees

Destinations to explore