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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
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
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
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
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
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
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
Powder Run
$350/night
Powder Run
Home in Pittsfield Vermont
3 Beds • 3 Full Baths • Sleeps 8
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
Welcome to The Vistas Home at Sunrise! This beautiful home features ski on/off access on Bear Mountain in Killington.
$1,950/night
Vistas 92
Home in Killington Vermont
4 Beds • 4 Full Baths • Sleeps 8
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
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
Liquid Lodge: Lower
$295/night
Liquid Lodge: Lower
Home in Killington Vermont
2 Beds • 1 Full Bath • Sleeps 5
Lakewood Lodge
$295/night
Lakewood Lodge
Home in Killington Vermont
4 Beds • 2 Full Baths • Sleeps 8
With ski-in ski-out access, the Whiffletree condo complex is very close to the slopes, surrounded by breathtaking views of Killington Mountain and the Vermont landscape.
$195/night
Whiffletree A5
Condo in Killington Vermont
3 Beds • 2 Full Baths • Sleeps 6
Cozy studio at Killington Center Condos. Plush queen bed, sleeper sofa, smart TV, kitchenette, and counter-height table to enjoy your meals.
$195/night
Killington Center 541
Condo in Killington Vermont
Studio • 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.
$495/night
The Outpost Double - Upper Unit
Home in Killington Vermont
3 Beds • 1 Full Bath • Sleeps 8
Welcome to Mountain Green 3C8, a charming one bedroom condo just steps to Killington Resort. Includes your own private parking space inside the garage.
$250/night
Mountain Green 3C8
Condo in Killington Vermont
1 Bed • 1 Full Bath • Sleeps 4
Beautiful modern 2-bedroom / 2-bathroom condo at Mountain Green Resort's main building in Killington, VT. Steps from the slopes with pools, hot tubs, free shuttle & mountain views.
$250/night
Mountain Green 3C16
Condo in Killington Vermont
2 Beds • 2 Full Baths • Sleeps 6
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
The two comfortable full beds and some of the tasteful decorations of our cozy hotel-style studio at Killington Center Inn and Suites, nestled in the heart of Killington, Vermont.
$125/night
Killington Center 441
Condo in Killington Vermont
Studio • 1 Full Bath • Sleeps 4
The Output Double is a scenic, two-story house nestled in a lush, wooded environment, with an elevated deck. (This listing is for its lower unit.)
$495/night
The Outpost Double - Lower Unit
Home in Killington Vermont
2 Beds • 1 Full Bath • Sleeps 4
Alpine Vista's living room features a sleeper sofa, a fireplace, and ample seating in a thoughtfully decorated, relaxing space.
$250/night
Mountain Green 2F1
Condo in Killington Vermont
2 Beds • 1 Full Bath • Sleeps 6
Cozy living area, with smart TV and wood-burning fireplace, of our luxurious two-floor, two-bedroom, two-bathroom loft condo at The Woods Resort & Spa in Killington, Vermont.
$250/night
Woods Resort And Spa V5
Condo in Killington Vermont
2 Beds • 2 Full Baths • Sleeps 6
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
Bigelow Chalet, a spacious vacation home in a beautiful central location of Killington, Vermont.
$795/night
Bigelow Chalet At Killington
Home in Killington Vermont
8 Beds • 4 Full Baths • Sleeps 16
Living room with comfortable sofas, a wood-burning fireplace, a smart TV, and windows looking out to the trees.
$295/night
Killington Terrace Lodge: Upper Unit
Home in Killington Vermont
3 Beds • 2 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.
$1,500/night
The Outpost Double: Upper And Lower Units
Home in Killington Vermont
5 Beds • 2 Full Baths • Sleeps 12
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
Topridge 30A
$550/night
Topridge 30A
Condo in Killington Vermont
3 Beds • 4 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
Trailside Village 1
$250/night
Trailside Village 1
Condo in Killington Vermont
1 Bed • 1 Full Bath • Sleeps 4
The Mountainside House
$1,500/night
The Mountainside House
Home in Killington Vermont
6 Beds • 6 Full Baths • Sleeps 16
Trailside Village 8
$550/night
Trailside Village 8
Condo in Killington Vermont
3 Beds • 2 Full Baths • Sleeps 8
Mountain Green 3D5
$250/night
Mountain Green 3D5
Condo in Killington Vermont
2 Beds • 2 Full Baths • Sleeps 6
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
Modern farmhouse-style condo in Killington, Vermont. Main suite with its open kitchen featuring
$250/night
Killington Center 412
Condo in Killington Vermont
1 Bed • 2 Full Baths • Sleeps 6
Interior of the Alpine Oasis Studio, with a smart TV to kick back with your favorite shows, and a fireplace to relax after a day on the slopes.
$125/night
Mountain Green 2F9
Condo in Killington Vermont
Studio • 1 Full Bath • Sleeps 4
This Killington Center condo features an open-concept dining and living space, cozy and spacious for relaxing after a day on the slopes or trails.
$250/night
Killington Center 312
Condo in Killington Vermont
2 Beds • 3 Full Baths • Sleeps 6
Summer exterior view of our ski home in Killington, Vermont. A beautiful large vacation home surrounded by trees, bushes and lawn, with large windows and outdoors decks.
$795/night
Fun In Fun Out Ski Home - Both
Home in Killington Vermont
6 Beds • 4 Full Baths • Sleeps 16
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
Big Boulder at Killington is a recently built, upscale 3-bedroom, 2.5-bath mountain home.
$300/night
The Boulders At Killington
Home in Killington Vermont
3 Beds • 2 Full Baths • Sleeps 12
Ideal for families and outdoor enthusiasts, the unit features a living room with comfortable seating, a cozy fireplace and a private balcony.
$250/night
Mountain Green 1B3
Condo in Killington Vermont
2 Beds • 1 Full Bath • Sleeps 6
Aerial view of this renovated home on the shores of Fern Lake, surrounded by Vermont's rich, wooded landscape.
$395/night
Lakeside Lodge At Fern Lake
Home in Killington Ski Area Vermont
3 Beds • 1 Full Bath • Sleeps 8
Tastefully decorated living room with ample space. Trailside Village Condo #5 is a charming 1-bedroom slope side retreat on Killington's Great Eastern Trail.
$250/night
Trailside Village 5
Condo in Killington Vermont
1 Bed • 1 Full Bath • Sleeps 4
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