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Vacation Rentals by Simple Vacation Rentals

  1. « Killington Rentals

Vacation Rentals from Simple Vacation Rentals

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Displaying 1-48 of 110 Rentals
Historic, rustic farmhouse in the beautiful Vermont winter, covered in snow and surrounded by birch trees and a snow field.
$295/night
Chittenden Farmhouse
Home in Rutland Vermont
4 Beds • 2 Full Baths • Sleeps 8
Our cozy Buenos Aires studio features a king bed, that can be split into two upon request, and a dining table next to its large French-balcony window.
$42/night
Nicaragua Street Studio A
Condo in Buenos Aires Departamento de Arequipa
Studio • 1 Full Bath • Sleeps 2
Living space in blue and beige tones with comfortable seating, a Smart TV, a wood-burning fireplace, and views of the Vermont landscape.
$600/night
The Currier Crossing
Home in North Sherburne Vermont
4 Beds • 3 Full Baths • Sleeps 8
Peak Hill is a newly-rebuilt wooded ski home on the tranquil border of Killington and Pittsfield.
$295/night
Peak Hill Home
Home in Pittsfield Vermont
3 Beds • 2 Full Baths • Sleeps 6
3-story Vermont chalet on sloping terrain, with lawn and trees all around beneath a clear blue sky.
$1,000/night
The Matterhorn House
Home in West Bridgewater Vermont
4 Beds • 3 Full Baths • Sleeps 10
RoundTop Chalet features a private hot tub with panoramic Green Mountain views.
$295/night
RoundTop Chalet
Home in Plymouth Vermont
3 Beds • 2 Full Baths • Sleeps 8
Plenty of dining seating at this comfortable Rutland retreat. And a fully-equipped kitchen awaits your chef-worthy creations.
$295/night
Susan Lane Hideaway
Home in Rutland Vermont
4 Beds • 4 Full Baths • Sleeps 8
Living room in soft gray tones, with several sofas, stylish modern décor, large windows and a Smart TV.
$250/night
The Mendon Cottage
Home in Mendon Vermont
2 Beds • 2 Full Baths • Sleeps 6
Slopeside Estate
$1,900/night
Slopeside Estate
Home in Killington Vermont
6 Beds • 6 Full Baths • Sleeps 12
Charming lakeside escape, surrounded by trees, near the stunning Lake Bomoseen in Vermont. 3-bedroom, 2-bathroom cottage.
$395/night
The Bomoseen Bungalow
Home in Bomoseen Vermont
3 Beds • 2 Full Baths • Sleeps 6
Enjoy your breakfast privately next to a nice view when you rent our studio to make it your base in Palermo Hollywood, Buenos Aires.
$42/night
Nicaragua Street Studio B
Condo in Buenos Aires Departamento de Arequipa
Studio • 1 Full Bath • Sleeps 2
Powder Run
$350/night
Powder Run
Home in Pittsfield Vermont
3 Beds • 3 Full Baths • Sleeps 8
The open-concept living and kitchen area features wood tones, comfortable furniture, a large Smart TV set, and an island with bar stools.
$495/night
The Outpost Double - Upper Unit
Home in Killington Vermont
3 Beds • 1 Full Bath • Sleeps 8
Killington Center 132
$250/night
Killington Center 132
Condo in Killington Vermont
1 Bed • 2 Full Baths • Sleeps 4
One of our pair of vacation studios in Buenos Aires, Argentina, with its king bed, dining table, and French-balcony window.
$80/night
Nicaragua Street Studios: Both
Rental in Buenos Aires Departamento de Arequipa
2 Beds • 2 Full Baths • Sleeps 4
Living room of Fitz Roy Suite, a one-bedroom vacation-rental condo on an excellent block of Palermo Hollywood in Buenos Aires, Argentina.
$58/night
Fitz Roy Suite
Condo in Buenos Aires Departamento de Arequipa
1 Bed • 1 Full Bath • Sleeps 3
Fireplace, smart TV and stylish sofas in the living room at Sunrise Timberline M1, a charming Killington ski-in, ski-out condo.
$250/night
Sunrise Timberline M1
Condo in Killington Vermont
2 Beds • 2 Full Baths • Sleeps 6
Renovated vacation studio in Killington Center Inn and Suites, in the heart of Vermont's ski
$125/night
Killington Center 331
Condo in Killington Vermont
Studio • 1 Full Bath • Sleeps 4
Stunning 3-bedroom, 2-bathroom retreat with ski-in/ski-out access on Killington's Great Eastern Trail. Cozy gas fireplace and stylish dining table, among other luxury comforts.
$550/night
Trailside Village 4
Condo in Killington Vermont
3 Beds • 2 Full Baths • Sleeps 8
One of the two living rooms at The Maple Leaf, with comfortable seating in front of a Smart TV and a wood-burning fireplace.
$295/night
The Maple Leaf
Home in Killington Vermont
3 Beds • 2 Full Baths • Sleeps 8
Bear Foot Lodge blends modern style with rustic charm. The open concept main level includes a chef's
$395/night
Bear Foot Lodge
Home in Killington Vermont
4 Beds • 3 Full Baths • Sleeps 12
Living Room looking from the kitchen island
$295/night
Fun In Fun Out Ski Home - Upper
Home in Killington Vermont
3 Beds • 2 Full Baths • Sleeps 8
Living room decorated in ivory, yellow, and wood tones, with sofas, a Smart TV, fireplace, and a balcony window showing mountain views.
$250/night
Mountain Green 3D23
Condo in Killington Vermont
1 Bed • 1 Full Bath • Sleeps 4
This is the moment you're booking. Drop your gear, light the fire, and unwind. This is your classic Killington ski house experience, waiting for you after a long day on the slopes.
$200/night
The Pinecone Retreat
Home in Killington Vermont
3 Beds • 3 Full Baths • Sleeps 8
Outdoor deck of our 3-floor home in Killington, featuring tables and seating, a barbeque grill and a
$1,200/night
Tanglewood Vista At Killington
Home in Killington Vermont
5 Beds • 3 Full Baths • Sleeps 14
Cozy living room with a large L-shaped sofa, a balcony and a high window showing mountain views, and an exposed-brick wall with a fireplace.
$350/night
Sunrise Timberline L6
Condo in Killington Vermont
3 Beds • 2 Full Baths • Sleeps 8
Slopeside Estate Guesthouse
$900/night
Slopeside Estate Guesthouse
Home in Killington Vermont
3 Beds • 2 Full Baths • Sleeps 6
Cook, dine, and relax together. This space was designed for gathering.
$550/night
Trailside Village 6
Condo in Killington Vermont
3 Beds • 2 Full Baths • Sleeps 8
The living room of our charming Trail Creek condo at Killington Resort features a sleeper sofa, a smart TV, a wood-burning fireplace, and a small balcony to enjoy the mountain air.
$250/night
Trail Creek #64
Condo in Killington Vermont
2 Beds • 1 Full Bath • Sleeps 4
This cozy and modern studio condo at Killington Center Inn & Suites sleeps up to four guests with a queen bed, sleeper sofa, kitchenette, and a luxurious bathroom.
$125/night
Killington Center 141
Condo in Killington Vermont
Studio • 1 Full Bath • Sleeps 4
Spacious living room with plenty of seating, an open kitchen and dining area, plus a large plush gray-toned rug.
$250/night
Mountain Green 3A7
Condo in Killington Vermont
2 Beds • 2 Full Baths • Sleeps 6
Mountain Green 3D5
$250/night
Mountain Green 3D5
Condo in Killington Vermont
2 Beds • 2 Full Baths • Sleeps 6
Welcome to our charming condo at Killington Center Suites.
$250/night
Killington Center 532
Condo in Killington Vermont
1 Bed • 2 Full Baths • Sleeps 6
Spacious living room with a wood-burning fireplace and sofa bed, in this Killington well-appointed two-bedroom loft condo.
$250/night
Woods Resort And Spa V26
Condo in Killington Vermont
2 Beds • 2 Full Baths • Sleeps 6
Living room of The Killington Mountain Retreat, with its stove, smart TV, comfy sofas, and tasteful color accents combined with wood.
$1,200/night
Killington Mountain Retreat
Home in Killington Vermont
6 Beds • 3 Full Baths • Sleeps 10
Cozy studio condo featuring a fully-equipped kitchen with a Keurig machine, a private balcony with mountain views, and an inviting living space with an electric fireplace and smart TV.
$145/night
Mountain Green 3F9
Condo in Killington Vermont
1 Bed • 1 Full Bath • Sleeps 4
The open-concept living and kitchen area features wood tones, comfortable furniture, a large Smart TV set, and an island with bar stools.
$1,500/night
The Outpost Double: Upper And Lower Units
Home in Killington Vermont
5 Beds • 2 Full Baths • Sleeps 12
Trailside Village 7
$450/night
Trailside Village 7
Condo in Killington Vermont
1 Bed • 1 Full Bath • Sleeps 4
Modern comforts to enjoy at this Killington luxury condo, like a fully equipped kitchen with stylish decorations.
$250/night
Trailside Village 3
Condo in Killington Vermont
1 Bed • 1 Full Bath • Sleeps 4
Whiffletree D4
$195/night
Whiffletree D4
Condo in Killington Vermont
3 Beds • 2 Full Baths • Sleeps 7
Dining area and stylish living room with calm Vermont landscape views at The Snowshed Steps, at walking distance to the base area of Killington Mountain.
$250/night
Mountain Green 1C6
Condo in Killington Vermont
1 Bed • 1 Full Bath • Sleeps 4
Three-story home surrounded by trees, with Vermont sunshine streaming through the many windows.
$795/night
Killington Terrace Lodge
Home in Killington Vermont
5 Beds • 3 Full Baths • Sleeps 14
Modern architecture tucked into the Vermont woods. A striking home base that looks as good as it feels.
$795/night
Full Send Bend
Home in Killington Vermont
4 Beds • 3 Full Baths • Sleeps 8
Liquid Lodge: Upper
$395/night
Liquid Lodge: Upper
Home in Killington Vermont
3 Beds • 2 Full Baths • Sleeps 8
Winter exterior view of The Cabin at Killington, our vacation rental home in Killington, Vermont.
$1,200/night
The Cabin At Killington: Both Units
Home in Killington Vermont
8 Beds • 4 Full Baths • Sleeps 20
One of two living areas in this chic retreat just off the main road in Killington, VT. Open kitchen
$295/night
The SHACK
Home in Killington Vermont
3 Beds • 1 Full Bath • Sleeps 8
Renovated living room, with a smart TV and electric fireplace, of this modern 3-bedroom condo at Mountain Green Resort, Killington, VT, with the open kitchen and dining area seen in the back.
$350/night
Mountain Green 1C5
Condo in Killington Vermont
3 Beds • 2 Full Baths • Sleeps 8
Comfy seating, a wood-burning stove, smart TV and stunning mountain views, perfect for unwinding after a day of adventure.
$295/night
Roaring Bear Cabin
Cabin in Killington Vermont
3 Beds • 2 Full Baths • Sleeps 8