FR Beach Rentals
Vacation Rental Managers Testimonials Manager Login
Book Direct & Save with a Vacation Rental Manager
Vacation Rental Managers Testimonials
Simple Vacation Rentals
Book Direct
Number of Guests
Bedrooms
Bathrooms
more filters
Price Range
Amenities
  Air Conditioning
  Dishwasher
  Fireplace
  Grill
  Hot Tub (Private)
  Luxury
  Pets Allowed
  Pool (Private)
  Ski-in/Ski-out
  Washer/Dryer
  Wheelchair Accessible
Activities and Interests
  Beach
  Biking
  Boating
  Canoeing
  Casino
  Corporate and Executive
  Fishing
  Deep Sea Fishing
  For Sale
  Golfing
  Group and Reunion
  Honeymoon
  Horseback Riding
  Hunting
  Lake
  Mountain Biking
  State National Parks
  Nightclub and Disco
  Over 55 Community
  Sailing
  Scuba Diving
  Skiing
  Cross Country Skiing
  Snowmobiling
  Spa
  Surfing
  Theatre
  Wedding
  White Water Rafting
  Wineries and Vineyards
  Fly Fishing
  Wind Surfing
  Hang Gliding
  Disney
  LegoLand
  Hiking
  Rental Exchange
  Specials
  Ultra Luxury
  Family Vacations
  Kayaking

IDEA DRIVEN VACATIONS

Search for Travel Guides, News, Events, Special Interests, and More!

  • Activities and Interests

    Uncover fun activities and special interests for your upcoming trip

  • Event Travel

    Plan your trip around concerts, festivals, and special events worth traveling for

  • Attractions

    Explore top landmarks, scenic spots, and can't-miss local highlights

  • Travel Guides

    Navigate each location like a local with our detailed travel guides

  • Travel News

    Stay updated with the latest travel trends and vacation rental tips

  • Trip Ideas

    Find inspiration for your next getaway with curated trip suggestions and themes

  • Travel Newsletter

    Join our newsletter for exclusive travel insights, featured destinations, and trip planning tips

Vacation Rentals by Simple Vacation Rentals

  1. « Killington Rentals

All Vacation Rentals from Simple Vacation Rentals

Sorted by
Found 116 Results
Slopeside Estate + Guest House
$2,900/night
Slopeside Estate + Guest Ho...
Home in Killington Vermont
9 Beds • 8 Full Baths • Sleeps 20
Simple Vacation Rentals
Winter exterior view of The Cabin at Killington, our vacation rental home in Killington, Vermont.
$1,200/night
The Cabin at Killington: Bo...
Home in Killington Vermont
8 Beds • 4 Full Baths • Sleeps 20
Simple Vacation Rentals
Bigelow Chalet, a spacious vacation home in a beautiful central location of Killington, Vermont.
$795/night
Bigelow Chalet at Killingto...
Home in Killington Vermont
8 Beds • 4 Full Baths • Sleeps 16
Simple Vacation Rentals
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 - B...
Home in Killington Vermont
6 Beds • 4 Full Baths • Sleeps 16
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.
$1,200/night
West Park Chalet at Killing...
Home in Killington Vermont
6 Beds • 4 Full Baths • Sleeps 14
Simple Vacation Rentals
Slopeside Estate
$1,900/night
Slopeside Estate
Home in Killington Vermont
6 Beds • 6 Full Baths • Sleeps 12
Simple Vacation Rentals
Liquid Lodge
$495/night
Liquid Lodge
Home in Killington Vermont
6 Beds • 3 Full Baths • Sleeps 12
Simple Vacation Rentals
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
Simple Vacation Rentals
The Mountainside House
$1,500/night
The Mountainside House
Home in Killington Vermont
5 Beds • 6 Full Baths • Sleeps 16
Simple Vacation Rentals
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
Simple Vacation Rentals
Outdoor deck of our 3-floor home in Killington, featuring tables and seating, a barbeque grill and a
$1,200/night
Tanglewood Vista at Killing...
Home in Killington Vermont
5 Beds • 3 Full Baths • Sleeps 14
Simple Vacation Rentals
Chalet 91 at Killington
$795/night
Chalet 91 at Killington
Home in Killington Vermont
4 Beds • 3 Full Baths • Sleeps 14
Simple Vacation Rentals
Chef's kitchen and stylish dining area with views to the Killington landscape in this slopeside 4-bedroom home.
$800/night
The Navillus House
Home in Killington Vermont
4 Beds • 3 Full Baths • Sleeps 14
Simple Vacation Rentals
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 Stockbridge Vermont
4 Beds • 3 Full Baths • Sleeps 12
Simple Vacation Rentals
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 Killington Vermont
4 Beds • 3 Full Baths • Sleeps 10
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.
$600/night
The Cabin at Killington: Le...
Home in Killington Vermont
4 Beds • 2 Full Baths • Sleeps 10
Simple Vacation Rentals
Tastefully-decorated living room with color accents combining with wood. Wood-burning stove, comfy sofas and a smart TV with streaming services to socialize and relax after a day of adventure.
$600/night
The Cabin at Killington: Ri...
Home in Killington Vermont
4 Beds • 2 Full Baths • Sleeps 10
Simple Vacation Rentals
Ski-themed living room combining cozy mountain vibes with personal pop-culture touches. Large, light
$795/night
Eastwood Chalet at Killingt...
Home in Killington Vermont
4 Beds • 4 Full Baths • Sleeps 8
Simple Vacation Rentals
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
Simple Vacation Rentals
Luxurious slopeside retreat on Killington's Bear Mountain. Enjoy a stylish living space with breathtaking views and a cozy fireplace.
$550/night
Topridge 17B
Condo in Killington Vermont
4 Beds • 4 Full Baths • Sleeps 8
Simple Vacation Rentals
The Great Room at Stonefire Chalet features a beautiful stone fireplace, stylish décor, comfortable seating and a Smart TV.
$5,000/night
Topridge 37A
Condo in Killington Vermont
4 Beds • 4 Full Baths • Sleeps 8
Simple Vacation Rentals
Stylish living room with a wood-burning fireplace, chimney clad with mountain stack stone veneer, an Antler Chandelier, cozy seating, and relaxing mountain views.
$550/night
Topridge 39A
Condo in Killington Vermont
4 Beds • 4 Full Baths • Sleeps 8
Simple Vacation Rentals
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
Simple Vacation Rentals
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
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.
$600/night
The Currier Crossing
Home in Killington Vermont
4 Beds • 3 Full Baths • Sleeps 8
Simple Vacation Rentals
Bear Paw Cabin
$395/night
Bear Paw Cabin
Home in Mendon Vermont
4 Beds • 2 Full Baths • Sleeps 8
Simple Vacation 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 Chittenden Vermont
4 Beds • 2 Full Baths • Sleeps 8
Simple Vacation Rentals
Lakewood Lodge
$295/night
Lakewood Lodge
Home in Killington Vermont
4 Beds • 2 Full Baths • Sleeps 8
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.
$175/night
Mountainview Road House
Home in Bridgewater Vermont
4 Beds • 2 Full Baths • Sleeps 8
Simple Vacation Rentals
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
Simple Vacation Rentals
Topridge 30A
$550/night
Topridge 30A
Condo in Killington Vermont
3 Beds • 4 Full Baths • Sleeps 8
Simple Vacation Rentals
Enjoy a spacious living area with a large dining table, cozy sofas and a gas fireplace.
$350/night
Lodges A302
Condo in Killington Vermont
3 Beds • 3 Full Baths • Sleeps 8
Simple Vacation Rentals
Powder Run
$350/night
Powder Run
Home in Pittsfield Vermont
3 Beds • 3 Full Baths • Sleeps 8
Simple Vacation Rentals
The Killington Compound
$995/night
The Killington Compound
Home in Pittsfield Vermont
3 Beds • 3 Full Baths • Sleeps 8
Simple Vacation Rentals
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
Simple Vacation Rentals
The main living room features a gas fireplace, smart TV, comfy sofas and lounge chairs, and large windows with beautiful views of the Vermont landscape.
$295/night
Fun In Fun Out Ski Home - L...
Home in Killington Vermont
3 Beds • 2 Full Baths • Sleeps 8
Simple Vacation Rentals
Living Room looking from the kitchen island
$295/night
Fun In Fun Out Ski Home - U...
Home in Killington Vermont
3 Beds • 2 Full Baths • Sleeps 8
Simple Vacation Rentals
Living room with comfortable sofas, a wood-burning fireplace, a smart TV, and windows looking out to the trees.
$295/night
Killington Terrace Lodge: U...
Home in Killington Vermont
3 Beds • 2 Full Baths • Sleeps 8
Simple Vacation Rentals
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
Simple Vacation Rentals
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
Simple Vacation Rentals
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
Simple Vacation Rentals
Open-concept living space that blends modern finishes with a cozy rustic atmosphere, with large windows that look out onto a wooded landscape.
$795/night
Summit House on George
Home in Killington Vermont
3 Beds • 2 Full Baths • Sleeps 8
Simple Vacation Rentals
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
Simple Vacation Rentals
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
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.
$550/night
Trailside Village 4
Condo in Killington Vermont
3 Beds • 2 Full Baths • Sleeps 8
Simple Vacation Rentals
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
Simple Vacation Rentals
Trailside Village 8
$550/night
Trailside Village 8
Condo in Killington Vermont
3 Beds • 2 Full Baths • Sleeps 8
Simple Vacation Rentals
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 Leicester Vermont
3 Beds • 1 Full Bath • Sleeps 8
Simple Vacation Rentals