Stockbridge Vacation Rentals
3BR 2.5BA mountain house w/ sauna near Killington
3 Bedrooms
2½ Bathrooms
4 Guides
5
100 reviews$225 - $500 / night (excl. fees & taxes)
Heavenly Killington luxury home on Killington Road
7 Bedrooms
4 Bathrooms
4 Guides
5
83 reviews$600 - $3299 / night (excl. fees & taxes)
Kilbourne Lodge︙3BR/2BA＋Pets＋Fireplace＋Boot Dryer
3 Bedrooms
2 Bathrooms
4 Guides
4.91
33 reviews$168 - $975 / night (excl. fees & taxes)
Walk to Snowshed - Remote Work Hub - Hot Tub/Pool
1 Bedroom
1 Bathroom
4 Guides
$137 - $703 / night (excl. fees & taxes)
Contemporary Spacious 7br/6.5 bath home near Killington VT
7 Bedrooms
6½ Bathrooms
4 Guides
4.86
7 reviews$1100 / night (excl. fees & taxes)
Updated Home in Heart of Rutland, Near Slopes
4 Bedrooms
3 Bathrooms
4 Guides
4.64
14 reviews$205 - $499 / night (excl. fees & taxes)
Cute, Renovated Home on River, Walk to Downtown
3 Bedrooms
1½ Bathrooms
4 Guides
4.79
48 reviews$175 - $250 / night (excl. fees & taxes)
Adventure by day; unwind under starry skies by night. Kismet Properties - central to a mecca of uniquely Vermont experiences.
3 Bedrooms
2 Bathrooms
4 Guides
5
12 reviews$250 - $642 / night (excl. fees & taxes)
Alpine Apartment Suite in Warren, VT - Ski, bike, hike, swim...
1 Bedroom
1 Bathroom
4 Guides
5
8 reviews$100 - $300 / night (excl. fees & taxes)
Twinkle Cottage~HotTub~FirePit~Dogs~Volley Ball~Croquet~
1 Bedroom
2 Bathrooms
4 Guides
$350 / night (excl. fees & taxes)
1 BR Cottage Fireplace~Lake Views~Hot Tub~Dog Freindly~Private
1 Bedroom
2 Bathrooms
4 Guides
5
34 reviews$300 - $350 / night (excl. fees & taxes)
3 BR~3BA~DogFriendly~FirePlace~HotTub~FirePit~Charming~Cozy~Unique~Vintage~Okemo~Killington
3 Bedrooms
3 Bathrooms
4 Guides
4.98
52 reviews$400 - $600 / night (excl. fees & taxes)
Vermont Cottage On Lake Amherst & Sanctuary ~ Pet Friendly ~ Fire Pit ~ Fire place ~ Between Okemo & Killington Areas ~ Route 100
6 Bedrooms
4 Bathrooms
4 Guides
4.98
90 reviews$800 - $900 / night (excl. fees & taxes)
LakeAmherstRentals~Good Woods Cottage~Okemo Killington~Dog Friendly~Hot Tub~Fire Pit~
4 Bedrooms
3 Bathrooms
4 Guides
5
55 reviews$650 / night (excl. fees & taxes)
Nirvana Sanctuary House~Fire Place~Okemo Killington 2 BR 3BA
2 Bedrooms
3 Bathrooms
4 Guides
5
27 reviews$425 / night (excl. fees & taxes)
Mount Holly Lake & Ski Hideaway
4 Bedrooms
2 Bathrooms
4 Guides
5
37 reviews$299 / night (excl. fees & taxes)
Mountain View Manor - Expansive Views, Hot Tub, Hiking & Nearby Lakes!
6 Bedrooms
5 Bathrooms
4 Guides
$670 - $2122 / night (excl. fees & taxes)
Close to Okemo, 25 Acre Mountain Playground, 2 Bedroom
2 Bedrooms
1 Bathroom
4 Guides
5
13 reviews$200 - $300 / night (excl. fees & taxes)
25 Acre Mountain Playground, Close to Okemo, 2 Bedroom
2 Bedrooms
1 Bathroom
4 Guides
5
27 reviews$175 - $300 / night (excl. fees & taxes)
1 – 20 Rentals
Terms, Privacy, Currency & More
Save to Favorites
More filters
Beds & Baths
Bedrooms
0 +
Bathrooms
0 +More options
Pets
Managed by
Room Type
Property Type
Indoor Amenities
Outdoor Amenities
Languages