Vacation Rentals From Simple Vacation Rentals

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.

From $144/night

Condo in Killington Vermont

Killington Center 312

2 Beds

3 Baths

Sleeps 6

Simple Vacation Rentals

From $1,530/night

Home in Killington Vermont

The Mountainside House

5 Beds

7 Baths

Sleeps 16

Simple Vacation Rentals

Modern comforts to enjoy at this Killington luxury condo, like a fully equipped kitchen with stylish decorations.

From $170/night

Condo in Killington Vermont

Trailside Village 3

1 Bed

1 Bath

Sleeps 4

Simple Vacation Rentals

Cook, dine, and relax together. This space was designed for gathering.

From $460/night

Condo in Killington Vermont

Trailside Village 6

3 Beds

2 Baths

Sleeps 8

Simple Vacation Rentals

Bear Foot Lodge blends modern style with rustic charm. The open concept main level includes a chef's

From $170/night

Home in Stockbridge Vermont

Bear Foot Lodge

4 Beds

5 Baths

Sleeps 12

Simple Vacation Rentals

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.

From $160/night

Condo in Killington Vermont

Mountain Green 1C6

1 Bed

1 Bath

Sleeps 4

Simple Vacation Rentals

Living area in warm wood and beige tones, with seating, a Smart TV, fireplace, coffee table, ceiling fan, and a large window framing mountain views.

From $122/night

Home in Bridgewater Corners Vermont

Mountainview Road House

4 Beds

2 Baths

Sleeps 8

Simple Vacation Rentals

Charming lakeside escape, surrounded by trees, near the stunning Lake Bomoseen in Vermont. 3-bedroom, 2-bathroom cottage.

From $229/night

Home in Bomoseen Vermont

The Bomoseen Bungalow

3 Beds

2 Baths

Sleeps 6

Simple Vacation Rentals

A classic red Vermont barn and expansive lawn set the scene for a relaxed country stay.

From $185/night

Home in Plymouth Vermont

The Coolidge Barn

2 Beds

2 Baths

Sleeps 6

Simple Vacation Rentals

Historic, rustic farmhouse in the beautiful Vermont winter, covered in snow and surrounded by birch trees and a snow field.

From $236/night

Home in Chittenden Vermont

Chittenden Farmhouse

4 Beds

2 Baths

Sleeps 8

Simple Vacation Rentals

Peak Hill is a newly-rebuilt wooded ski home on the tranquil border of Killington and Pittsfield.

From $148/night

Home in Pittsfield Vermont

Peak Hill Home

3 Beds

2 Baths

Sleeps 6

Simple Vacation Rentals

Living room in soft gray tones, with several sofas, stylish modern décor, large windows and a Smart TV.

From $143/night

Home in Mendon Vermont

The Mendon Cottage

2 Beds

2 Baths

Sleeps 6

Simple Vacation Rentals

Plenty of dining seating at this comfortable Rutland retreat. And a fully-equipped kitchen awaits your chef-worthy creations.

From $216/night

Home in Rutland Vermont

Susan Lane Hideaway

4 Beds

5 Baths

Sleeps 8

Simple Vacation Rentals

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.

From $44/night

Condo in Buenos Aires Departamento de Arequipa

Nicaragua Street Studio A

Studio

1 Bath

Sleeps 2

Simple Vacation Rentals

Aerial view of this renovated home on the shores of Fern Lake, surrounded by Vermont's rich, wooded landscape.

From $260/night

Home in Leicester Vermont

Lakeside Lodge at Fern Lake

3 Beds

1 Bath

Sleeps 8

Simple Vacation Rentals

RoundTop Chalet features a private hot tub with panoramic Green Mountain views.

From $192/night

Rental in Plymouth Vermont

RoundTop Chalet

3 Beds

2 Baths

Sleeps 8

Simple Vacation Rentals

From $165/night

Home in Pittsfield Vermont

Powder Run

3 Beds

3 Baths

Sleeps 8

Simple Vacation Rentals

Cozy studio at Killington Center Condos. Plush queen bed, sleeper sofa, smart TV, kitchenette, and counter-height table to enjoy your meals.

From $105/night

Condo in Killington Vermont

Killington Center 541

Studio

1 Bath

Sleeps 4

Simple Vacation Rentals

Living room of Fitz Roy Suite, a one-bedroom vacation-rental condo on an excellent block of Palermo Hollywood in Buenos Aires, Argentina.

From $62/night

Condo in Buenos Aires Departamento de Arequipa

Fitz Roy Suite

1 Bed

1 Bath

Sleeps 3

Simple Vacation Rentals

One of our pair of vacation studios in Buenos Aires, Argentina, with its king bed, dining table, and French-balcony window.

From $94/night

Rental in Buenos Aires Departamento de Arequipa

Nicaragua Street Studios: Both

2 Beds

2 Baths

Sleeps 4

Simple Vacation Rentals

Living room of our wood-beam home nestled in the Green Mountains of Vermont, with plentiful comfy seating in front of the smart TV and stove.

From $132/night

Home in Killington Vermont

The Cabin at Killington: Left Unit

4 Beds

2 Baths

Sleeps 10

Simple Vacation Rentals

Enjoy your breakfast privately next to a nice view when you rent our studio to make it your base in Palermo Hollywood, Buenos Aires.

From $44/night

Condo in Buenos Aires Departamento de Arequipa

Nicaragua Street Studio B

Studio

1 Bath

Sleeps 2

Simple Vacation Rentals

Spacious living room with a wood-burning fireplace and sofa bed, in this Killington well-appointed two-bedroom loft condo.

From $157/night

Condo in Killington Vermont

Woods Resort and Spa V26

2 Beds

2 Baths

Sleeps 6

Simple Vacation Rentals

Three-story home surrounded by trees, with Vermont sunshine streaming through the many windows.

From $400/night

Home in Killington Vermont

Killington Terrace Lodge

5 Beds

4 Baths

Sleeps 14

Simple Vacation Rentals

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.

From $225/night

Condo in Killington Vermont

Trailside Village 4

3 Beds

2 Baths

Sleeps 8

Simple Vacation Rentals

See Pico Mountain beyond ski season, with green trails and the base area spread across the slope.

From $120/night

Condo in Killington Vermont

Pico Mountain D-306

1 Bed

1 Bath

Sleeps 4

Simple Vacation Rentals

From $130/night

Home in Killington Vermont

The Cabin at Killington: Both Units

8 Beds

4 Baths

Sleeps 20

Simple Vacation Rentals

Ideal for families and outdoor enthusiasts, the unit features a living room with comfortable seating, a cozy fireplace and a private balcony.

From $240/night

Condo in Killington Vermont

Mountain Green 1B3

2 Beds

2 Baths

Sleeps 6

Simple Vacation Rentals

Welcome to The Vistas Home at Sunrise! This beautiful home features ski on/off access on Bear Mountain in Killington.

From $615/night

Home in Killington Vermont

Vistas 92

4 Beds

5 Baths

Sleeps 8

Simple Vacation Rentals

Welcome to Glazebrook E2, your cozy retreat just 1 mile from Killington Resort!

From $120/night

Condo in Killington Vermont

Glazebrook E2

2 Beds

2 Baths

Sleeps 6

Simple Vacation Rentals

Build a real fire, stretch out on the sectional, and let the wooded patio draw Vermont into the room.

From $155/night

Condo in Killington Vermont

Woods Resort and Spa V41

2 Beds

2 Baths

Sleeps 6

Simple Vacation Rentals

Living space in blue and beige tones with comfortable seating, a Smart TV, a wood-burning fireplace, and views of the Vermont landscape.

From $205/night

Home in Killington Vermont

The Currier Crossing

4 Beds

3 Baths

Sleeps 8

Simple Vacation Rentals

Spacious six-bedroom house just off the access road, a mile from the base lodges and surrounded by restaurants, shops, and nightlife options.

From $541/night

Home in Killington Vermont

West Park Chalet at Killington

6 Beds

4 Baths

Sleeps 14

Simple Vacation Rentals

Welcome to Mountain Green 3C8, a charming one bedroom condo just steps to Killington Resort. Includes your own private parking space inside the garage.

From $141/night

Condo in Killington Vermont

Mountain Green 3C8

1 Bed

1 Bath

Sleeps 4

Simple Vacation Rentals

One of two living areas in this chic retreat just off the main road in Killington, VT. Open kitchen

From $235/night

Home in Killington Vermont

the SHACK

3 Beds

2 Baths

Sleeps 8

Simple Vacation Rentals

Entertainment area with sofa, foosball table, Smart TV and sunlight from many windows.

From $195/night

Home in Killington Vermont

Killington Terrace Lodge: Lower Unit

2 Beds

2 Baths

Sleeps 6

Simple Vacation Rentals

This cozy condo in the Trail Creek complex in beautiful Killington, VT, features a welcoming living space with a fireplace.

From $330/night

Condo in Killington Vermont

Trail Creek #18

2 Beds

2 Baths

Sleeps 6

Simple Vacation Rentals

Chef's kitchen and stylish dining area with views to the Killington landscape in this slopeside 4-bedroom home.

From $270/night

Home in Killington Vermont

The Navillus House

4 Beds

3 Baths

Sleeps 14

Simple Vacation Rentals

From $480/night

Rental in Killington Vermont

Great Eastern Slopeside Cabin

4 Beds

4 Baths

Sleeps 8

Simple Vacation Rentals

Experience comfort and relaxation in our hotel-room style property, featuring a plush queen-sized bed and a cozy, inviting sofa bed.

From $105/night

Condo in Killington Vermont

Killington Center 531

Studio

1 Bath

Sleeps 4

Simple Vacation Rentals

Renovated vacation studio in Killington Center Inn and Suites, in the heart of Vermont's ski

From $105/night

Condo in Killington Vermont

Killington Center 331

Studio

1 Bath

Sleeps 4

Simple Vacation Rentals

The open-concept living and kitchen area features wood tones, comfortable furniture, a large Smart TV set, and an island with bar stools.

From $195/night

Home in Killington Vermont

The Outpost Double - Upper Unit

3 Beds

1 Bath

Sleeps 8

Simple Vacation Rentals

The raised deck wraps around the chalet, with woodland surrounding the yard.

Home in Killington Vermont

Barrows Ridge Chalet

4 Beds

2 Baths

Sleeps 12

Simple Vacation Rentals

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.

From $105/night

Condo in Killington Vermont

Mountain Green 2F9

Studio

1 Bath

Sleeps 4

Simple Vacation Rentals

Outdoor deck of our 3-floor home in Killington, featuring tables and seating, a barbeque grill and a

From $211/night

Home in Killington Vermont

Tanglewood Vista at Killington

5 Beds

3 Baths

Sleeps 14

Simple Vacation Rentals

From $188/night

Condo in Killington Vermont

Woods Resort and Spa C1

3 Beds

4 Baths

Sleeps 8

Simple Vacation Rentals

Alpine Vista's living room features a sleeper sofa, a fireplace, and ample seating in a thoughtfully decorated, relaxing space.

From $165/night

Condo in Killington Vermont

Mountain Green 2F1

2 Beds

2 Baths

Sleeps 6

Simple Vacation Rentals

From $295/night

Condo in Killington Vermont

Sunrise Timberline M3

2 Beds

2 Baths

Sleeps 6

Simple Vacation Rentals

Vacation Rentals by Simple Vacation Rentals

Vacation Rentals from Simple Vacation Rentals

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