Home Vacation Home Rentals By Owner In Killington, VT

Showing 140 Of 234 Vacation Rentals
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Exceptional(1)

$1224.43

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Private Vacation Home

☆ SKI ON & OFF! ☆ Spruce Glen Cabin 2 on Great Eastern w/AC, Sauna. Fireplace

Killington, Vermont, United States

This listing is for the entire Cabin 2 duplex which sleeps 12 in 4 bedrooms, the units are also listed as separate identical 2 bedroom 2 bath units.brbrCome and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value than large house rentals and more privacy than condo villages. The direct ski on/off is the easiest you'll find in Killington. Quiet and serene, the mature New England Evergreens and gentle mountain stream are a tranquil relief. An ideal ski in ski out or any season vacation getaway. Great Eastern is the longest green run in the East. Welcome to Spruce Glen!brbrNew refurbishments (2021) include air conditioning, master bath, kitchen appliances and granite, living room furniture, flooring, exterior, streaming TV, decor, bunk bed, luxury king memory foam bedding and more. brbrThe home features gigabit fiber internet, fast WiFi and is well suited to remote work & zoom. YouTube TV is provided for cable television. Indoor pool, gym, hot tubs available nearby, inquire for details.brbrAs the largest, private, true ski on/off property in Killington, Spruce Glen offers a rare and much sought Vermont vacation experience! A carefully planned 4 townhome retreat on 4 acres of private wooded lands with 200 feet of direct frontage to the famous Great Eastern Trail! Ski out the back door to the Skyeship Gondola (once the longest ski Gondola in the world) and access all of Killington's six mountains. Avoid the shuttles, base lodges and parking & ski home for lunch while enjoying easy access to town and evening activities. Few properties offer such direct access to the trail while still providing a private, yet convenient, mountain getaway.brbrThis rental is dog friendly, see Cabin 1 listing for a non pet option. A $50 to $90 pet fee may apply. We can accommodate 2 - 24 guests at Spruce Glen. Inquire for details. brbrbrSpruce Glen is centrally and conveniently located between main base lodges and Bear Mountain. The Skyeship gondola is generally available (weather permitting) for ski on/off access from mid December through early April. Great Eastern is an easy green trail and classic New England ski run. During the shoulder seasons, its under 1 mile to Bear Mountain Lifts or 2.5 miles to Snowshed.brbrbrMain Levelbr2 Fully Equipped Kitchensbr2 Living rooms with propane fireplacebr2 Queen Sleeper sofabr2 Half Bathbr2 Washer/dryer combobrWIFIbrbrUpper Levelbr2 Bedrooms with King Bedsbr2 Bedroom with two twin bedsbr2 Full bathroom with 2 showers eachbrSauna
Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(24)

$646.92

/ Nightly
Private Vacation Home

Royalbear-AC, Hot Tub, Grill, FirePit, Gameroom

Killington, Vermont, United States

Stay at our grand skiing chalet right in the heart of Killington. Surround your family and friends with timeless style, while enjoying all the modern amenities, including gigabit internet and RokuTV. This house is well-positioned, nestled in the woods a few minutes from the slope, and right around the corner from The Garlic restaurant, The Pickle Barrel night spot, and the market.brbrbrArchitect-designed luxury home with wide-plank floors and luxurious under-floor heating. Very rare in Killington!brbrEnjoy the spacious kitchen with a large dining room to seat all of your guests.brbrOutside relax in the large hot tub with views of the slopes. A Tesla EV charger is available for guests to use. Enjoy the coffee bar with espresso, drip, grinders, french press and tea options. A fine china tea and coffee set from Portugal is available for high tea!brbrYou will have the entire property to yourselves.brbrPlease note: If you need a pack `n play or a high chair - these must be requested in advance. When you reach out to us, we can provide a link to request these for a fee via BabyQuip.br• We enjoy our fine wood floors -- please do not wear a ski boots or scratchy shoes inside the home.br• Our entire home is non-smoking (e-cigs included). You may only smoke outdoors. There is a $500 fine for smoking in the house.br• Quiet hours are from 10pm - 8am. We use Minut, smart home technology that measures volume levels throughout the property and allows us to respond to noise nuisances without disrupting your stay. Minut is 100% privacy compliant and is required on this property. If you have any questions, please ask. We are committed to your comfort so please let us know if we can do anything during your stay to make it more enjoyable.br• For your safety and ours, we have an outdoor camera monitoring the driveway/entry. There are no cameras in any living areas.br• We use ladders to access the bunk beds. You agree to hold the owner and manager harmless for any injury or death resulting from the use of the ladders.br• By booking this listing, you agree that use of the hot tub is at your own risk and that special risks may be involved. You accept full responsibility for any bodily injury and hold the owner and manager harmless.brbrbrYour host, Killington Mountain Homes, is pleased to offer a selection of exclusive add-on services available after booking. These optional enhancements are designed to elevate your stay and may include discounted lift tickets, early check-in and late check-out options, reduced rates on local workspaces, and additional hospitality cleaning services.
Bed 6

Bed

Bath 3

Bath

Sleep 14

Sleeps
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Exceptional(3)

$3155.93

/ Nightly
Private Vacation Home

PRIME LOCATION w/HOT TUB! GUT RENOVATED 4 BEDROOM HOME!

Killington, Vermont, United States

Welcome to Captain Chappy’s Ski House - Upper Level Listing! The location is perfection with the ski lifts, restaurants, bars, and shops all under 5 minutes away! The home is an oasis that offers brand new kitchen, 2 high end bathrooms, and a sizable living room spanning across 2,000 square feet of living space. Come relax and have fun with family and friends at this cozy ski house get away! If you need even more space, you may also book the lower level listing and rent the entire house!brbr**You can follow us on IG at captainchappysskihouse**brbrAbout the Space:brbrThe home completed a gut renovation at the beginning of December 2021 with the upper level having two floors of living space spanning about 2,000 square feet. The main floor includes an oversized chef's kitchen, island with four chairs, a large dining room, living room with a 55” smart tv, wood burning stove, and a bedroom with a full bed. There are also four 9’ windows that allow for picturesque views of Killington Mountain. Upstairs you will find 3 more bedrooms, two of which have views of the ski trails at Killington Mountain. The master bedroom has a king bed and another massive 9 foot window staring at the mountain. It's an amazing view to wake up to in the morning! The other two bedrooms each have one queen bed. There are 2 full bathrooms in the upper level.brbrPLEASE NOTE: This home has two units, which are divided into 3 listings. This listing for the Upper Level 4 bedroom 2 bathroom unit spanning two levels of living space, a second listing for the lower level 2 bedroom 1 bath unit, a third listing for guests to rent the entire home. If you have a larger group and need more space, you can rent the entire home!brbr**You can follow us on IG at captainchappysskihouse!**
Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(3)

$1210.72

/ Nightly
Private Vacation Home

PRIME LOCATION WITH HOT TUB! 6 BEDROOM HOME!

Killington, Vermont, United States

Welcome to Captain Chappy’s Ski House! The location is perfection with the ski lifts, restaurants, bars, and shops all under 5 minutes away all while offering the feel of secluded privacy on a 2 acre lot! The home is an oasis that offers 2 brand new kitchens, 3 high end bathrooms, and 2 sizable living rooms spanning across 2,688 square feet of living space. Everyone will have plenty of space to hang out and enjoy the high-end finishes throughout the home. Come relax in the home or in the brand new hot tub and have fun with family and friends at this cozy ski house get away!brbr**You can follow us on IG at captainchappysskihouse!**brbrMore about the Home:brbrCaptain Chappy's Ski House completed a gut renovation at the beginning of December 2021. The home spans 2,688 square feet between two living areas offering plentiful space for a large group. The main level of the home boasts a large open floor plan and includes an oversized chef's kitchen, island with four chairs, large dining room, living room with a 55” smart tv, wood burning stove, and a bedroom with a full bed. There are also four 9’ windows that allow for picturesque views of Killington Mountain. You will find a brand new massive deck off of the living room allowing you to sit and relax while you take in the mountain views. There are 3 more bedrooms upstairs, two of which have views of the ski trails at Killington Mountain. The master bedroom has a king bed and another massive 9 foot window staring at the mountain. It's an amazing view to wake up to in the morning! The other two bedrooms each have one queen bed. There are 2 full bathrooms in this portion of the home.brbrIn the lower level you will find a second full kitchen, a second living room, 50” smart tv, another full bathroom and two more bedrooms. Each bedroom has one queen bed in it.brbrPLEASE NOTE: This home has two units, a 4 bedroom unit spanning two levels of living space and a one level 2 bedroom unit. The two units are accessible from inside the house so friends and family can go in between the living spaces with ease. brbrYou can also rent each unit independently through our other listings. It is set up where it can either be private and separate between the units or perfect and accessible for one large group to be all together and be able to easily go between the units.brbr**You can follow us on IG at captainchappysskihouse!**
Bed 6

Bed

Bath 3

Bath

Sleep 11

Sleeps
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Exceptional(7)

$473.13

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Private Vacation Home

Cozy 4-Bedroom Townhouse– Ideal for Groups & Families Snow Flake

Killington, Vermont, United States

This charming four-bedroom townhouse, just minutes from the Killington Base Lodges, offers the perfect retreat for families or groups seeking comfort and convenience. With ample space to accommodate up to 10 guests, it's the ideal getaway for those looking to enjoy all that Killington has to offer.brMain Level: The open-concept main level features a fully equipped kitchen, complete with an electric stove, microwave, toaster, coffee pot, and dishwasher, making meal prep a breeze. Enjoy family meals in the dining area, which seats 6, or gather around the bar with seating for 3. The inviting living room is the perfect place to relax after a day of adventure, with a 50 Smart TV and a propane fireplace to create a warm and cozy atmosphere. A comfortable bedroom with a queen bed is also located on this level, along with a full bathroom featuring a shower/bath combo for your convenience.brLower Level: The lower level offers even more space, with three additional bedrooms. Two of the bedrooms each feature a queen bed, while the third bedroom is perfect for kids or young adults, with two sets of twin bunk beds. A second full bathroom with a shower is located on this level, ideal for quick refreshers after a day on the slopes. For the ultimate relaxation, unwind in the private sauna, or take advantage of the washer/dryer to keep your gear fresh throughout your stay.brAdditional Features: For larger groups, this property can also be rented with Snow Flurry, if available, for even more space and added convenience.brWhether you're here for a weekend getaway or an extended stay, this townhouse offers the perfect blend of comfort, space, and location for your next Killington adventure.brbrThings to note: brOur property has a no-smoking policy. No smoking of any kind is allowed. There could be an additional cleaning fee if smoking in the unit.brOur property is not pet-friendly. Additional housekeeping fees could apply if unauthorized pets are found on the property.brMust be 24 years or older to rent. br4WD is highly recommended.brThe driveway has a 3-car parking limit.brThis property does not offer Shuttle servicesbr*sauna currently is out of order*brbrMeals and Room Tax ID# MRT-10062959
Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(4)

$1221.17

/ Nightly
Private Vacation Home

☆ SKI ON & OFF! ☆ Spruce Glen Cabin 1 on Great Eastern w/AC, Fireplace, Sauna

Killington, Vermont, United States

This listing is for the entire Cabin 1 duplex which sleeps 12 in 4 bedrooms, the units are also listed as separate identical 2 bedroom 2 bath units. brbrCome and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value than large house rentals and more privacy than condo villages. The direct ski on/off is the easiest you'll find in Killington. Quiet and serene, the mature New England Evergreens and gentle mountain stream are a tranquil relief. An ideal ski in ski out or any season vacation getaway. Great Eastern is the longest green run in the East. Welcome to Spruce Glen!brbrNew refurbishments (2021) include air conditioning, master bath, kitchen appliances and granite, living room furniture, flooring, exterior, streaming TV, decor, bunk bed, luxury king memory foam bedding and more. brbrThe home features gigabit fiber internet, fast WiFi and is well suited to remote work & zoom. YouTube TV is provided for cable television. Indoor pool, gym, hot tubs available nearby, inquire for details.brbrAs the largest, private, true ski on/off property in Killington, Spruce Glen offers a rare and much sought Vermont vacation experience! A carefully planned 4 townhome retreat on 4 acres of private wooded lands with 200 feet of direct frontage to the famous Great Eastern Trail! Ski out the back door to the Skyeship Gondola (once the longest ski Gondola in the world) and access all of Killington's six mountains. Avoid the shuttles, base lodges and parking & ski home for lunch while enjoying easy access to town and evening activities. Few properties offer such direct access to the trail while still providing a private, yet convenient, mountain getaway.brbrThis rental is not pet friendly, see Cabin 2 listing for a dog friendly option. We can accommodate 2 - 24 guests at Spruce Glen. Inquire for details. brbrbrSpruce Glen is centrally and conveniently located between main base lodges and Bear Mountain. The Skyeship gondola is generally available (weather permitting) for ski on/off access from mid December through early April. Great Eastern is an easy green trail and classic New England ski run. During the shoulder seasons, its under 1 mile to Bear Mountain Lifts or 2.5 miles to Snowshed.brbrbrMain Levelbr2 Fully Equipped Kitchensbr2 Living rooms with propane fireplacebr2 Queen Sleeper sofabr2 Half Bathbr2 Washer/dryer combobrWIFIbrbrUpper Levelbr2 Bedrooms with King Bedsbr2 Bedrooms with twin bed + bunk bedsbr2 Full bathroom with 2 showers eachbrSauna
Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(19)

$301.44

/ Nightly
Private Vacation Home

Cozy 2-Bedroom Northbrook #3 with Fireplace Near Killington

Killington, Vermont, United States

Northbrook #3brWelcome to Northbrook #3, a cozy and modest two-bedroom, two-bath townhouse located just a few miles from the Killington Ski Resort and base lodges. This inviting retreat comfortably sleeps six, making it the perfect spot for your next Killington vacation.brOn the main level, you'll find a welcoming living room featuring a queen sofa bed and a new smart TV, where you can log in to your favorite streaming apps like YouTube, Netflix, Amazon, and Hulu. The dining area comfortably seats six, ideal for enjoying meals together after a day on the slopes. A large stone fireplace with a gas burner adds warmth and charm to the space, perfect for cozying up after a day of skiing.brThe fully equipped kitchen includes everything you need to prepare home-cooked meals, with an electric stove, microwave, toaster, blender, coffee pot, and dishwasher. A breakfast bar provides extra seating for casual meals or morning coffee.brThe main level also includes a bedroom with a queen bed and a 20 TV, along with two full baths for added convenience.brUpstairs, you'll find a second bedroom furnished with a full bed and a twin bed, along with a 19 TV for your entertainment.brWith its quiet setting and great price, Northbrook #3 is an excellent choice for families and groups looking to enjoy all that Killington has to offer! brbrThings to keep in Mind:br• Our property has a no-smoking policy. No smoking of any kind is allowed. There could be an additional cleaning fee if smoking in the unit.br• Our property is not pet-friendly. Additional housekeeping fees could apply if unauthorized pets are found on the property.br• Minimum of 24 years of age to rent this condo.br• Please note that parking is limited to one car directly in front of the unit, though additional parking is available nearby. Additional information will be given at check-in.br• TV Usage Notice - Please note that all TVs are streaming only. To access content, you will need to log in to your account. Thank you!br• Important Notice - Please be aware that this unit does not have a washer/dryer. Thank you for your understanding!br• See our Policy page for additional things to know.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(42)

$194.18

/ Nightly
Private Vacation Home

☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Fireplace, Sauna

Killington, Vermont, United States

Come and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value than large house rentals and more privacy than condo villages. The direct ski on/off is the easiest you'll find in Killington. Quiet and serene, the mature New England Evergreens and gentle mountain stream are a tranquil relief. An ideal ski in ski out or any season vacation getaway. Great Eastern is the longest green run in the East. Welcome to Spruce Glen!brbrNew refurbishments include air conditioning, master bath, kitchen appliances and granite, living room furniture, flooring, exterior, streaming TV, decor, bunk bed, luxury king memory foam bedding and more. brbrI have a personal site at GoSlopeside with all of my listings.brbrThe home features gigabit fiber internet, fast WiFi and is well suited to remote work & zoom. YouTube TV is provided for cable television. Indoor pool, gym, hot tubs available nearby, inquire for details.brbrAs the largest, private, true ski on/off property in Killington, Spruce Glen offers a rare and much sought Vermont vacation experience! A carefully planned 4 townhome retreat on 4 acres of private wooded lands with 200 feet of direct frontage to the famous Great Eastern Trail! Ski out the back door to the Skyeship Gondola (once the longest ski Gondola in the world) and access all of Killington's six mountains. Avoid the shuttles, base lodges and parking & ski home for lunch while enjoying easy access to town and evening activities. Few properties offer such direct access to the trail while still providing a private, yet convenient, mountain getaway.brbrThis rental is dog friendly, see Townhome A or B listing for a non pet option. A $50 to $90 pet fee may apply. We can accommodate 2 - 24 guests at Spruce Glen. Inquire for details. brbrEach townhome sleeps 6 guests and features gas fireplace, Free Wifi, sauna, sleeper sofa, full kitchen, washer/dryer, king bed, three twin beds.brbrSpruce Glen is centrally and conveniently located between main base lodges and Bear Mountain. The Skyeship gondola is generally available (weather permitting) for ski on/off access from mid December through early April. Great Eastern is an easy green trail and classic New England ski run. During the shoulder seasons, its under 1 mile to Bear Mountain Lifts or 2.5 miles to Snowshed.brbrMain LevelbrFully Equipped KitchenbrLiving room with propane fireplacebrQueen Sleeper sofabrHalf BathbrWasher/dryerbrbrUpper LevelbrBedroom with King BedbrBedroom with three twin bedsbrFull bathroom with 2 showersbrSauna
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(8)

$489.8

/ Nightly
Private Vacation Home

Cozy 4-Bedroom Townhouse– Ideal for Groups & Families Snow Flurry

Killington, Vermont, United States

This charming four-bedroom townhouse, just minutes from the Killington Base Lodges, offers the perfect retreat for families or groups seeking comfort and convenience. With ample space to accommodate up to 10 guests, it's the ideal getaway for those looking to enjoy all that Killington has to offer.brMain Level: The open-concept main level features a fully equipped kitchen, complete with an electric stove, microwave, toaster, coffee pot, and dishwasher, making meal prep a breeze. Enjoy family meals in the dining area, which seats 6, or gather around the bar with seating for 3. The inviting living room is the perfect place to relax after a day of adventure, with a 50 Smart TV and a propane fireplace to create a warm and cozy atmosphere. A comfortable bedroom with a queen bed is also located on this level, along with a full bathroom featuring a shower/bath combo for your convenience.brLower Level: The lower level offers even more space, with three additional bedrooms. Two of the bedrooms each feature a queen bed, while the third bedroom is perfect for kids or young adults, with two sets of twin bunk beds. A second full bathroom with a shower is located on this level, ideal for quick refreshers after a day on the slopes. For the ultimate relaxation, unwind in the private sauna, or take advantage of the washer/dryer to keep your gear fresh throughout your stay.brAdditional Features: For larger groups, this property can also be rented with Snow Flake, if available, for even more space and added convenience.brWhether you're here for a weekend getaway or an extended stay, this townhouse offers the perfect blend of comfort, space, and location for your next Killington adventure.brbrThings to note: brOur property has a no-smoking policy. No smoking of any kind is allowed. There could be an additional cleaning fee if smoking in the unit.brOur property is not pet-friendly. Additional housekeeping fees could apply if unauthorized pets are found on the property.br4WD is highly recommended.brThe driveway has a 3-car parking limit.brThis property does not offer Shuttle services.brSee our Policy page for additional things to know. brbrMeals and Room Tax ID# MRT-10062959
Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(18)

$640.89

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Private Vacation Home

Three bedroom Private home with Beautiful Views & Short Walk to the Home Stretch Trail! Frosty

Killington, Vermont, United States

Welcome to your ideal mountain escape! This delightful 3-bedroom plus loft private home is perfectly situated just a leisurely 10-minute walk from the 'Home Stretch' trail. Accommodating up to 8 guests, this spacious multi-level retreat is just a short drive from Bear Mountain and the Sky Ship base lodges, making it the ultimate destination for family adventures and cozy getaways with friends.brbrAs you step outside, you'll be captivated by the large wrap-around deck that offers breathtaking views of the mountains and the gondola, providing a serene setting for morning coffee or evening stargazing. With modern amenities like Wi-Fi, a relaxing sauna, and a recreation room complete with a ping pong table, there's no shortage of fun and relaxation. The driveway accommodates up to 6 cars, making parking a breeze for your group. brbrThe main level welcomes you with a bright and inviting living room featuring a 48 Smart TV and an electric fireplace, perfect for gathering after a day of exploration. Share hearty meals in the spacious dining area that comfortably seats all 8 of you, making it easy to create lasting memories around the table. The well-equipped kitchen is a chef's delight, complete with a gas stove, microwave, toaster, dishwasher, and a coffee maker. This level also includes a cozy bedroom with twin beds and a full bath, along with direct access to the expansive wrap-around deck.brbrAscend to the upper level, where comfort continues with a charming queen bedroom that features a 32 TV and a private balcony—ideal for enjoying the crisp mountain air. Another cozy bedroom with twin beds and a loft area with three additional twin beds provide ample sleeping arrangements for everyone. A full bath on this level ensures convenience for all guests.brOn the lower level, the recreation room invites fun and friendly competition with a ping pong table and a 32 TV for your entertainment. You'll also find a washer and dryer for added convenience, along with a rejuvenating sauna and shower, perfect for unwinding after a day on the slopes.brbrThis charming home harmoniously blends comfort and convenience, all while offering stunning mountain views that will take your breath away. Whether you're seeking outdoor adventures or peaceful relaxation, book your stay today and create unforgettable memories in this beautiful Killington retreat!brbrThings to Keep in Mindbrbr• Our property has a no-smoking policy. No smoking of any kind is allowed. There could be an additional cleaning fee if smoking in the unit.br• Our property is not pet-friendly. Additional housekeeping fees could apply if unauthorized pets are found on the property.br• Minimum of 24 years of age to rent this property.br• 4WD is highly recommended.br• Please note that the availability of the Home Stretch trail is weather-dependent.brbrMeals and Room Tax ID# MRT-10062959brTown of Killington STR Registration #343
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(69)

$204.61

/ Nightly
Private Vacation Home

☆ SKI ON & OFF ☆ Spruce Glen C on Great Eastern Trail w/AC, Fireplace, Sauna

Killington, Vermont, United States

Come and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value than large house rentals and more privacy than condo villages. The direct ski on/off is the easiest you'll find in Killington. Quiet and serene, the mature New England Evergreens and gentle mountain stream are a tranquil relief. An ideal ski in ski out or any season vacation getaway. Great Eastern is the longest green run in the East. Welcome to Spruce Glen!brbrNew refurbishments include air conditioning, master bath, kitchen appliances and granite, living room furniture, flooring, exterior, streaming TV, decor, bunk bed, luxury king memory foam bedding and more. brbrI also have a personal site at GoSlopeside with all of my listings.brbrThe home features gigabit fiber internet, fast WiFi and is well suited to remote work & zoom. YouTube TV is provided for cable television. Indoor pool, gym, hot tubs available nearby, inquire for details.brbrAs the largest, private, true ski on/off property in Killington, Spruce Glen offers a rare and much sought Vermont vacation experience! A carefully planned 4 townhome retreat on 4 acres of private wooded lands with 200 feet of direct frontage to the famous Great Eastern Trail! Ski out the back door to the Skyeship Gondola (once the longest ski Gondola in the world) and access all of Killington's six mountains. Avoid the shuttles, base lodges and parking & ski home for lunch while enjoying easy access to town and evening activities. Few properties offer such direct access to the trail while still providing a private, yet convenient, mountain getaway.brbrThis rental is dog friendly, see Townhome A or B listing for a non pet option. A $50 to $90 pet fee may apply. We can accommodate 2 - 24 guests at Spruce Glen. Inquire for details. brbrEach townhome sleeps 6 guests and features gas fireplace, Free Wifi, sauna, sleeper sofa, full kitchen, washer/dryer, king bed, three twin beds.brbrSpruce Glen is centrally and conveniently located between main base lodges and Bear Mountain. The Skyeship gondola is generally available (weather permitting) for ski on/off access from mid December through early April. Great Eastern is an easy green trail and classic New England ski run. During the shoulder seasons, its under 1 mile to Bear Mountain Lifts or 2.5 miles to Snowshed.brbrMain LevelbrFully Equipped KitchenbrLiving room with propane fireplacebrQueen Sleeper sofabrHalf BathbrWasher/dryerbrbrUpper LevelbrBedroom with King BedbrBedroom with three twin bedsbrFull bathroom with 2 showersbrSauna
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(50)

$207.87

/ Nightly
Private Vacation Home

☆ SKI ON & OFF ☆ Spruce Glen B on Great Eastern Trail w/AC, Fireplace, Sauna

Killington, Vermont, United States

Come and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value than large house rentals and more privacy than condo villages. The direct ski on/off is the easiest you'll find in Killington. Quiet and serene, the mature New England Evergreens and gentle mountain stream are a tranquil relief. An ideal ski in ski out or any season vacation getaway. Great Eastern is the longest green run in the East. Welcome to Spruce Glen!brbrNew refurbishments include air conditioning, master bath, renovated kitchen, living room furniture, flooring, exterior, streaming TV, decor, bunk bed, luxury king memory foam bedding and more. brbrI have a personal site at GoSlopeside with all of my listings.brbrThe home features gigabit fiber internet, fast WiFi and is well suited to remote work & zoom. YouTube TV is provided for cable television. Indoor pool, gym, hot tubs available nearby, inquire for details.brbrAs the largest, private, true ski on/off property in Killington, Spruce Glen offers a rare and much sought Vermont vacation experience! A carefully planned 4 townhome retreat on 4 acres of private wooded lands with 200 feet of direct frontage to the famous Great Eastern Trail! Ski out the back door to the Skyeship Gondola (once the longest ski Gondola in the world) and access all of Killington's six mountains. Avoid the shuttles, base lodges and parking & ski home for lunch while enjoying easy access to town and evening activities. Few properties offer such direct access to the trail while still providing a private, yet convenient, mountain getaway.brbrThis rental is not pet friendly, see Townhome C or D listings for a dog friendly option. We can accommodate 2 - 24 guests at Spruce Glen. Inquire for details. brbrEach townhome sleeps 6 guests and features gas fireplace, Free Wifi, sauna, sleeper sofa, full kitchen, washer/dryer, king bed, three twin beds.brbrSpruce Glen is centrally and conveniently located between main base lodges and Bear Mountain. The Skyeship gondola is generally available (weather permitting) for ski on/off access from mid December through early April. Great Eastern is an easy green trail and classic New England ski run. During the shoulder seasons, its under 1 mile to Bear Mountain Lifts or 2.5 miles to Snowshed.brbrMain LevelbrFully Equipped KitchenbrLiving room with propane fireplacebrQueen Sleeper sofabrHalf BathbrWasher/dryerbrbrUpper LevelbrBedroom with King BedbrBedroom with three twin bedsbrFull bathroom with 2 showersbrSauna
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(33)

$197.99

/ Nightly
Private Vacation Home

☆ SKI ON & OFF ☆ Spruce Glen A on Great Eastern Trail w/AC, Fireplace, Sauna

Killington, Vermont, United States

Come and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value than large house rentals and more privacy than condo villages. The direct ski on/off is the easiest you'll find in Killington. Quiet and serene, the mature New England Evergreens and gentle mountain stream are a tranquil relief. An ideal ski in ski out or any season vacation getaway. Great Eastern is the longest green run in the East. Welcome to Spruce Glen!brbrNew refurbishments include air conditioning, master bath, renovated kitchen, living room furniture, flooring, exterior, streaming TV, decor, bunk bed, luxury king memory foam bedding and more. brbrI have a personal site at GoSlopeside with all of my listings.brbrThe home features gigabit fiber internet, fast WiFi and is well suited to remote work & zoom. YouTube TV is provided for cable television. Indoor pool, gym, hot tubs available nearby, inquire for details.brbrAs the largest, private, true ski on/off property in Killington, Spruce Glen offers a rare and much sought Vermont vacation experience! A carefully planned 4 townhome retreat on 4 acres of private wooded lands with 200 feet of direct frontage to the famous Great Eastern Trail! Ski out the back door to the Skyeship Gondola (once the longest ski Gondola in the world) and access all of Killington's six mountains. Avoid the shuttles, base lodges and parking & ski home for lunch while enjoying easy access to town and evening activities. Few properties offer such direct access to the trail while still providing a private, yet convenient, mountain getaway.brbrThis rental is not pet friendly, see Townhome C or D listings for a dog friendly option. We can accommodate 2 - 24 guests at Spruce Glen. Inquire for details. brbrEach townhome sleeps 6 guests and features gas fireplace, Free Wifi, sauna, sleeper sofa, full kitchen, washer/dryer, king bed, three twin beds.brbrSpruce Glen is centrally and conveniently located between main base lodges and Bear Mountain. The Skyeship gondola is generally available (weather permitting) for ski on/off access from mid December through early April. Great Eastern is an easy green trail and classic New England ski run. During the shoulder seasons, its under 1 mile to Bear Mountain Lifts or 2.5 miles to Snowshed.brbrMain LevelbrFully Equipped KitchenbrLiving room with propane fireplacebrQueen Sleeper sofabrHalf BathbrWasher/dryerbrbrUpper LevelbrBedroom with King BedbrBedroom with three twin bedsbrFull bathroom with 2 showersbrSauna
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$717.55

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Private Vacation Home

Blue Haven Modern Mountain Getaway w/ Hot Tub, Fireplace & 5-Min Drive to Killington

Killington, Vermont, United States

Welcome to Blue Haven. Tucked among the trees on a quiet 1.21-acre lot, this beautifully renovated three-bedroom, three-bathroom home offers the perfect blend of comfort, privacy, and easy access to the mountain. Just five minutes from Killington Resort, Blue Haven is close to everything but feels worlds away. The open-concept living room is filled with natural light from tall windows and anchored by a beautiful stone fireplace that runs on propane, perfect for warming up and sharing stories after a day on the slopes or trails. The kitchen features marble floors and granite countertops, making it easy to cook, gather, and connect with family and friends. Upstairs, two bedrooms offer luxurious king beds, while the third includes a queen and two twin beds, ideal for families or groups. On the ground floor, a freshly finished family room provides a cozy second living space with a large flat-screen TV and heated floors to keep you warm and comfortable. Outside, relax in the year-round hot tub and take in the peaceful sounds of the surrounding pines, your perfect basecamp for Killington adventures.brbrSleeps 8 comfortably:br• Bedroom 1 – King bedbr• Bedroom 2 – King bedbr• Bedroom 3 – Queen bed and (2) Twin loft bedsbrbrClose to everything:br• Killington Snowshed & K1 Base – 3.6 mibr• Bear Mountain – 5.0 mibr• Pico Mountain – 8.7 mibr• Wobbly Barn, The Foundry, Pickle Barrel, Liquid Art – minutes awaybrbrThe details:br• Hot tub included year-roundbr• Minimum rental age: 25br• Pack 'n Play and high chair available on requestbr• Easy self check-in with smart lockbr• Non-smoking, non-vaping home ($500 fine for violations)br• Rental agreement must be signed after bookingbr• Exterior camera faces driveway and hot tub area.br• Quiet hours: 10 PM – 8 AMbr• No fireworksbr• Ladder access for loft beds (use at your own risk)br• Safety gate for exterior stairs, to prevent younger kids from falling. br• AWD/4WD and snow tires recommended in winterbrbrWhether it's cozy fireside nights, bluebird ski days, or lazy summer mornings with coffee on the deck, Blue Spruce is your perfect home base for a true Vermont getaway.
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$434.91

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Private Vacation Home

Fern and Fox Chalet, newly renovated pet friendly secluded and private perfect family vacation home with Pool and Gym access The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.

Killington, Vermont, United States

Step inside to a beautiful 3-bedroom, 2-bath home with AC and all-new furniture. Best part it's dog-friendly! The first floor offers a bright dining nook, open gathering space for meals and games, and a cozy den with stylish seating and a 65-inch TV. Just off the living area, the family room is another great spot to relax and watch the big TV. A welcoming 3-season porch and a full bath with laundry complete this level. The fireplace is non-functional.brbrSecluded and private, yet close to all the action—beautifully redecorated and the perfect place for your family vacation. Just 5 minutes to Killington’s Access Road, Fern and Fox makes it easy to enjoy year-round adventures. Green Mountain National Golf Course is 5 minutes away, Killington Golf Course in 10, and hiking and biking trails are right outside your door. Guests also have access to a garage bay, mudroom for gear, bike wash hose, fire pit, Adirondack chairs, and yard games. brThere’s a Rec Room perfect for kids, featuring a pull-out queen couch, twin chair bed, and extra linens.brbrUpstairs, you’ll find three freshly carpeted bedrooms with AC and ceiling fans, plus a fully renovated bathroom with a double vanity and tub/shower. The primary king bedroom is spacious enough for a pack-n-play or air mattress. The Après Ski room features a new queen bed, and the bunk room adds a fun ski-themed touch.brbrDuring your stay, enjoy access to the Pico Fitness Center, where you can work out in the gym, unwind in the sauna, swim laps in the pool, or join a spin or yoga class.brbrYou can't beat Killington Resort when it comes to skiing and riding. The Beast offers the most terrain in the east, the best snow making and the most amazing night life you can find. The mountain has terrain for all abilities and offers all levels of classes and training from beginners to extreme and advanced training from past Olympians. The Killington Region offers a wide variety of outdoor sports for everyone. You can rent a snowmobile and take a tour of the Green Mountains. The family can enjoy great fun at the tubing park or ice skating on the Foundry Pond. Rock out at Killington's amazing night clubs such as the Wobbly Barn, Pickle Barrel or Jax's. Come to Killington and your memories will last a lifetime. brbr• Killington Resort extensive system of mountain biking trails.br• Killington Adventure Center – Zip Lines, Mountain Coaster, Free Fall Jump Tower and morebr• Hiking – Vermont’s Long Trail, Appalachian Trailbr• Kayaking – Kent Pond, Woodward Reservoir and Chittenden Pond and morebr• Coolidge Homestead – Vermont’s #1 visited site in Plymouth VT only 20 minutes awaybr• Woodstock VT filled with wonderful shops and art galleriesbr• Marsh Billings Rockefeller National Historical Park in Woodstock VTbr• Billings Farm Museum – a wonder family activitybr• Green Mountain Golf Course – the # 1 public course in the statebr• Killington Golf Course owned by the resortbr• VINS – Vermont Institute of Natural Science – a rescue and birth sanctuary.
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$523.23

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Private Vacation Home

Authentic Log Home with Pico Views and hot tub

Killington, Vermont, United States

The Log Castle is constructed of authentic logs with all of the modern amenities, located in a family-friendly neighborhood, right across from the Pico Mountain entrance, and a 10-minute drive to the Killington’s K1 main base lodge and just 8 minutes from Ramshead lodge. 10-20 minutes to various grocery stores and shopping in Rutland. You will be able to enjoy the views of Pico Mountain while relaxing on the farmer's porch, by the outdoor fire pit, or from the outdoor Hot Tub
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$137.22

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Private Vacation Home

3-bedroom house in Killington with total privacy. Minimum booking of 6 months.

Killington, Vermont, United States

Killington is waiting for you at this 3-bedroom house. Inside, guests find sleeping for 8 people, perfect for a group or family getaway. The house features three bathrooms, each with a dedicated bathroom. Warm heating keeps the space cozy during cooler days. Recently updated basement includes Ping Pong table and 75 LG flat screen TV. Whether relaxing indoors or exploring nearby, guests enjoy a phenomenal stay. We'll be available to answer any questions while you stay at our place.
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$357.32

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Cozy private house on Killington Mountain with Hottub

Killington, Vermont, United States

Welcome to our home. This beautiful 3,000 square foot three level home comes with everything you need for a mountain vacation. We have 3 bedrooms & 3 full baths that sleep 8 comfortably. We also have an indoor gas fireplace and outdoor luxury 5 person hottub. The house has three spacious levels, including a basement with foosball, ping pong and a mini gym. Just a couple minute drive from the the resort, K1 base, Skyeship base, as well as the local attractions. Great for families/ski groups.brbrYou will have the entire house to yourself! In the kitchen you will find your basic cooking essentials with a gas stove. Available gas burning grill on the deck! Enjoy a warm TV lounge area or relax on the balcony. There are 3 spacious bathrooms.brbrThe first floor has 2 bedrooms with a queen bed each. With one of these bedrooms having a private bathroom.brThe 2nd floor has a master bedroom with a king bed and a bunk bed as well as its own bathroom. brThe living room and kitchen are open concept so feel free to hang out as much as you want.brbrWe have a spacious 5 seater outdoor luxury Hottub.brbrYou have access to the basement with a ping pong table, stair/treadmill, and some basic weights.brAlso, you will have a piece of mind knowing you will never have a black-out, as we have a back up generator.brbrOur driveway will not allow trailers or extra high vehicles/RVs. 4WD or AWD is HIGHLY recommended in the winter.
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$385.95

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Private Vacation Home

Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking Trails

Killington, Vermont, United States

The Killington A-Frame is a stylish two-bedroom, two-bathroom mountain home tucked into a quiet hillside neighborhood in Killington. Surrounded by trees and backed by the vast Green Mountain National Forest, this is your peaceful escape while still being minutes from all the action. Step inside to a bright open-concept main floor featuring a newly renovated kitchen with soapstone countertops, premium appliances including a Bertazzoni range, and a functional pantry. The cozy living area is centered around a wood stove, perfect for unwinding after a day on the slopes or trails. Both bedrooms are located upstairs, one with a queen bed and the other with two twin beds, along with a second bathroom. Designer touches like shiplap walls, curated lighting, and custom built-ins elevate the entire space. Outside, enjoy a large deck surrounded by nature, ideal for summer stargazing or year-round hot tub soaks after a day on Superstar. The hot tub is available year round with a required $195 setup fee to cover filling, balancing, and maintaining the water. Located just 12 minutes to Killington Resort, 7 minutes to Pico Mountain, and close to hiking, golf, mountain biking, and Kent Pond, this home offers the perfect balance of adventure and relaxation.brbr• The hot tub is available year round and requires a $195 setup fee, which covers filling, balancing, and preparation prior to your stay. You understand that use of the hot tub and sauna is at your own risk and that special risks may be involved. You accept full responsibility for any bodily injury arising from use of the hot tub and agree to hold the owner and property manager harmless.br• Our minimum rental age is 25.br• We will provide you with access codes for our smart locks to come and go as you please.br• We have some flexibility around our standard check in and check out times depending on other bookings. Guaranteed early check in or late check out may be available for an additional charge.br• You must e-sign and return our written rental agreement after you complete your booking.br• Winter weather is unpredictable. We do not offer weather-related refunds and recommend purchasing travel insurance for any unforeseen events. All wheel drive and winter tires are also recommended.
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$232.17

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Ski, RIde, Walk On/Off Condo On Pico at Killington

Killington, Vermont, United States

***Fully Registered and Compliant with Killington STR Regulation***br2 Bedroom + Convertible Living Room, 2 Bath Condo on Pico Mountain at Killington, VT. Just bring your skis, board or mountain bike and a toothbrush.brThe spacebrSki, Ride or Walk On/Off Pico from right outside your door or use the free shuttle to Killington.brbrHealth club with swimming pool, gym, classes, day-care*. This is a ground floor unit, rear patio that's great during the summer months.brbrGreat location for Golf at Green Mountain National Golf Course and a stone's throw from the Appalachian Trail.brbrNote: Pico does not always operate on Tuesday and Wednesday. Killington is open 7 days. Check their Web site for the most up to date information.brbr*Additional fees may applybrGuest accessbrOn-Site Parking, Firewood, No Check-In go directly to the unit. All amenities included, soap, shampoo, hair dryers, plates, dishes, pots, pans, etc. Just bring your toothbrush!brOther things to notebrWe have been renting this unit for over 15 years and have repeat renters each year. Winter dates go fast.brbr*Prices and offers vary based on seasonality. Pico has limited operations on some weekdays, check the Pico and Killington web site for operations.
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