Discover Your Perfect Killington Vacation Homes

Best Vacation Homes in Killington

10.0
Exceptional
(96 Reviews)
850 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $278/Night For 7 Nights US $1,945
10.0
Exceptional
(14 Reviews)
796.53 ft² 3 Guests 1 Bedroom 1 Bathroom
Free Cancellation Apartment
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
US $310/Night For 7 Nights US $2,172
10.0
Exceptional
(2 Reviews)
6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $847/Night For 7 Nights US $5,927
10.0
Exceptional
(83 Reviews)
800 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Condo
  • Hot Tub
  • Spa
  • Skiing
US $259/Night For 7 Nights US $1,811
10.0
Exceptional
(3 Reviews)
1076.39 ft² 6 Guests 2 Bedrooms 2 Bathrooms
House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $185/Night For 7 Nights US $1,293
10.0
Exceptional
(71 Reviews)
998 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Hot Tub
  • Spa
  • Skiing
US $258/Night For 7 Nights US $1,806
10.0
Exceptional
(65 Reviews)
952 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Hot Tub
  • Spa
  • Skiing
US $278/Night For 7 Nights US $1,946
10.0
Exceptional
(57 Reviews)
1100 ft² 6 Guests 1 Bedroom 2 Bathrooms
Family Friendly Condo
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $165/Night For 7 Nights US $1,156

Killington Luxury Rentals

New
2830.91 ft² 8 Guests 1 Bedroom 4 Bathrooms
House
  • Private Pool
  • Hot Tub
  • Skiing
US $7,329/Night For 7 Nights US $51,304
New
7201.06 ft² 28 Guests 11 Bedrooms 12 Bathrooms
Family Friendly Cabin
  • Hot Tub
  • Skiing
  • Fireplace/Heating
US $6,400/Night For 7 Nights US $44,800
New
1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $4,390/Night For 7 Nights US $30,729
New
8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Internet
US $3,479/Night For 7 Nights US $24,353
New
0.97 ft² 14 Guests 5 Bedrooms 5 Bathrooms
House
  • Parking
  • Internet
US $3,459/Night For 7 Nights US $24,213
New
247.57 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Hot Tub
  • Skiing
  • Fireplace/Heating
US $3,291/Night For 7 Nights US $23,037
New
247.57 ft² 2 Guests 1 Bedroom 1 Bathroom
Cabin
  • Hot Tub
  • Skiing
  • Fireplace/Heating
US $3,291/Night For 7 Nights US $23,037
10.0
Exceptional
(1 Review)
2098.96 ft² 8 Guests 1 Bedroom 3 Bathrooms
House
  • Hot Tub
  • Skiing
  • Fireplace/Heating
US $3,196/Night For 7 Nights US $22,371

Killington Pet Friendly Vacation Rentals

10.0
Exceptional
(49 Reviews)
800 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $368/Night For 7 Nights US $2,578
10.0
Exceptional
(2 Reviews)
1496.18 ft² 8 Guests 3 Bedrooms 3 Bathrooms
Apartment
  • Private Pool
  • Oceanfront
  • Hot Tub
US $211/Night For 7 Nights US $1,477
9.0
Exceptional
(58 Reviews)
6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Spa
  • Skiing
  • Fireplace/Heating
US $785/Night For 7 Nights US $5,498
10.0
Exceptional
(38 Reviews)
980 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
US $263/Night For 7 Nights US $1,838
10.0
Exceptional
(2 Reviews)
6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Skiing
  • Fireplace/Heating
  • Balcony/Terrace
US $497/Night For 7 Nights US $3,479
10.0
Exceptional
(24 Reviews)
1066 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $395/Night For 7 Nights US $2,767
10.0
Exceptional
(23 Reviews)
1141 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $398/Night For 7 Nights US $2,784
10.0
Exceptional
(8 Reviews)
6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $385/Night For 7 Nights US $2,697

Killington Large Vacation Homes

9.8
Exceptional
(8 Reviews)
1400 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Villa
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $246/Night For 7 Nights US $1,721
10.0
Exceptional
(3 Reviews)
925.69 ft² 22 Guests 5 Bedrooms 4 Bathrooms
Free Cancellation Apartment
  • Skiing
  • Fireplace/Heating
  • Pool
US $361/Night For 7 Nights US $2,525
8.0
Excellent
(1 Review)
10 Guests 2 Bedrooms 3 Bathrooms
Family Friendly Condo
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $380/Night For 7 Nights US $2,661
10.0
Exceptional
(1 Review)
0.97 ft² 20 Guests 5 Bedrooms 5 Bathrooms
House
  • Pool
  • Balcony/Terrace
  • Kitchen
US $594/Night For 7 Nights US $4,158
New
10 Guests 2 Bedrooms 3 Bathrooms
Family Friendly Condo
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $334/Night For 7 Nights US $2,335
New
2000 ft² 12 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $682/Night For 7 Nights US $4,777
10.0
Exceptional
(139 Reviews)
10500 ft² 30 Guests 12 Bedrooms 11 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $1,611/Night For 7 Nights US $11,275
10.0
Exceptional
(85 Reviews)
5890 ft² 12 Guests 5 Bedrooms 5 Bathrooms
Family Friendly House
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $1,528/Night For 7 Nights US $10,694

Why Choose Rent By Owner for your Killington Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Killington

When should you plan your Vacation Rentals stay?

Choosing the right time to vacation in Killington offers you the opportunity to experience its unique seasonal charm, whether you're seeking outdoor adventures or a peaceful retreat in this scenic region.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, this destination experiences its peak season for snow sports and winter activities, attracting visitors looking to enjoy skiing and snowboarding. This is the most popular time for booking vacation rentals here, offering vibrant atmosphere and excellent conditions.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
autumn
Fall (September to October)

Autumn draws travelers eager to experience breathtaking foliage and scenic views, making it another high-demand season for lodging in this area. The region's vibrant fall colors create a picturesque setting ideal for outdoor pursuits and relaxation.

Average Temperature Daytime: 50°F to 65°F - Nighttime: 30°F to 40°F

Off-Season Highlights

image
Spring (April to May)

Spring offers a quieter period before the summer crowds arrive, making it an ideal time to find more affordable vacation rentals and enjoy the natural beauty awakening in the region. The weather gradually warms, inviting outdoor exploration.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 25°F to 35°F
image
Early Summer (June to mid-June)

Early summer marks a shoulder season with fewer visitors, providing a peaceful atmosphere for those seeking solitude and comfort. Booking here during this time can ensure a more relaxed experience while still enjoying pleasant weather.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Weekly Weather Forecast for Killington

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy access to scenic hiking trails directly from your rental property in this outdoor-focused destination.
  • Take advantage of private or communal outdoor spaces such as gardens, patios, or decks to relax and unwind.
  • Make the most of outdoor fire pits for cozy evenings after a day on the slopes or exploring local attractions.
  • Benefit from convenient parking areas to easily come and go during your outdoor adventures in the region.
  • Seek out properties with outdoor dining areas perfect for enjoying meals with mountain views.
  • Look for rentals featuring seasonal outdoor amenities like outdoor pools or hot tubs suitable for year-round relaxation.
  • Explore nearby snowshoeing or cross-country skiing trails that are easily accessible from your vacation rental here.
image
image

Family Activities

  • Killington Resort: Experience family-friendly skiing and snowboarding during winter months and scenic gondola rides in the summer, making it a versatile destination for outdoor fun.
  • Green Mountain National Golf Course: Enjoy a relaxing day on the greens with your family at this scenic golf course nestled within the region's beautiful landscape.
  • Vermont State Fair: Celebrate local culture and enjoy a variety of rides, games, and agricultural exhibits perfect for family visits in the area.
  • Pickle Barrel Nightclub & Inn: Explore the lively entertainment options and family-oriented events that add to the area's vibrant community atmosphere.
image

Adult Activities

  • Skiing and Snowboarding: Experience the thrill of world-class skiing and snowboarding on the renowned slopes that make this destination a winter sports haven.
  • Hiking Adventures: Explore scenic trails through the area's stunning mountain landscapes, perfect for outdoor enthusiasts seeking natural beauty and tranquility.
  • Golfing: Enjoy a round of golf at well-maintained courses that offer picturesque views and challenging play amidst the region's natural scenery.
  • Spa and Wellness Retreats: Relax and rejuvenate at local spas and wellness centers that provide soothing treatments in a peaceful setting.

Killington Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities Ahead: Take advantage of the area's renowned outdoor pursuits by booking guided tours or rental equipment in advance to maximize your outdoor adventure experience here.
  • Choose a Central Location: Selecting a stay close to the main ski resorts or popular dining spots allows you to minimize travel time and enjoy more of what this destination offers.
  • Explore Seasonal Events: Keep an eye on local event calendars during your visit, as seasonal festivals and activities can add memorable experiences to your trip here.
  • Utilize Local Amenities: Make the most of community facilities such as wellness centers and recreational areas, which are often conveniently located near vacation rentals in this region for added convenience.

Transportation Options

  • Killington Resort Shuttle: This complimentary shuttle service connects you to key areas around the region, making it easy to explore your surroundings without the hassle of driving.
  • Rental Cars: Several local agencies offer rental cars in Killington, giving you the flexibility to discover the area's scenic landscapes and attractions at your own pace.
  • Public Transit: The regional bus system provides affordable transportation options for getting around the destination and reaching nearby towns or ski areas.
  • Taxi and Rideshare Services: Taxis and rideshare providers like Uber and Lyft are readily available here, offering convenient door-to-door transportation during your stay.

Local Customs Options

  • Hunting Season Regulations: In the region, hunting is a popular activity, and understanding local regulations helps you respect wildlife and community traditions.
  • Maple Syrup Tapping: During spring, many residents participate in traditional maple syrup tapping, a cherished custom that reflects the area's agricultural heritage.
  • Winter Sports Etiquette: When enjoying skiing or snowboarding here, following established mountain etiquette ensures a safe and enjoyable experience for all visitors.
  • Community Celebrations: Local festivals and seasonal celebrations often showcase regional customs, inviting visitors to immerse themselves in this destination's vibrant culture.

Killington Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in Killington?

3. Which vacation homes in Killington are best for families?

If you are looking for a family-friendly vacation home in Killington, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Killington:

4. How many Rentbyowner vacation rentals are available in Killington?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 1876 in the Killington area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Killington. 

5. What is the cancellation policy for vacation rentals in this region?

The cancellation policy varies by listing, so it's important to review the specific terms on the rental's page or contact the property owner directly before booking.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or deposits are listed on each property page. Be sure to read the details carefully or ask the host for clarification.

7. How do I find a suitable vacation rental that meets my needs in this area?

You can filter your search based on amenities, price range, and guest capacity on the listing platform to find the perfect rental for your stay in the region.

8. What should I know about check-in and check-out procedures for the rentals in this destination?

Check-in and check-out times are specified in each listing. Contact the property owner if you need to coordinate early or late arrivals to ensure a smooth process.

9. Is it possible to modify or cancel my booking if my plans change?

Booking modification and cancellation policies depend on individual listings. Review the specific property's terms or reach out to the host for guidance on changing your reservation.

Killington Top Rated Vacation Rentals

10.0
Exceptional
(196 Reviews)
1450 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Spa
  • Skiing
US $537/Night For 7 Nights US $3,757
10.0
Exceptional
(64 Reviews)
5500 ft² 30 Guests 13 Bedrooms 14 Bathrooms
Ocean View Cabin
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $1,810/Night For 7 Nights US $12,667
10.0
Exceptional
(62 Reviews)
1200 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Skiing
  • Fireplace/Heating
  • Pool
US $507/Night For 7 Nights US $3,552
10.0
Exceptional
(55 Reviews)
8 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Spa
  • Skiing
US $670/Night For 7 Nights US $4,690
10.0
Exceptional
(52 Reviews)
800 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Condo
  • Hot Tub
  • Spa
  • Skiing
US $363/Night For 7 Nights US $2,538
10.0
Exceptional
(51 Reviews)
1600 ft² 8 Guests 3 Bedrooms 4 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Spa
  • Skiing
US $908/Night For 7 Nights US $6,353
10.0
Exceptional
(50 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Condo
  • Hot Tub
  • Spa
  • Skiing
US $273/Night For 7 Nights US $1,909
10.0
Exceptional
(49 Reviews)
988 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Spa
  • Skiing
US $854/Night For 7 Nights US $5,980