Rutland Area Rentals
From $1619 per night (USD)VRBO
Luxury Meets Rustic: Trail Creek 2Bed/2Bath+Loft - Sleeps 6 (On Ski Home Trail)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Trail's End at Trail Creek! Of the 80 units within the Trail Creek complex, this unit is the closest to the ...
From $1619 per night (USD)VRBO
From $1420 per night (USD)VRBO
Top of Hadley Peak, panoramic views, 4,500 sq. ft house
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Panoramic views from 2,400 feet elevation, same elevation as Skye Peak just to the Southeast. Located within the Killing ...
From $1420 per night (USD)VRBO
From $701 per night (USD)VRBO
Modern Barn home near 5 Ski Areas
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful, contemporary home designed by renowned New England architect Turner Brooks, formerly, Dean of Architecture De ...
From $701 per night (USD)VRBO
From $258 per night (USD)VRBO
Killington 2 Bdrm Condo on Access Rd. w/ Health Spa and Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful condo in natural wooded setting on Killington's Access Road. Just a few minutes ride to the slopes! Upper, ...
From $258 per night (USD)VRBO
From $512 per night (USD)VRBO
Historic Home w/glass house, mtn views, swim pond, near skiing, weekly discounts
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Please note this house has an age requirement: children must be a minimum of 13 years of age. Historic circa 1800 countr ...
From $512 per night (USD)VRBO
From $1294 per night (USD)Expedia
Snowberry Hill, 5 bedroom, Private Luxury Ski Home on Killington Mtn, sleeps 12
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Snowberry Hill is a private Ski home situated on 11 acres of secluded property at Killington Mountain. Easy access just ...
From $1294 per night (USD)Expedia
From $388 per night (USD)VRBO
\" SUMMER/FALL 2026\"...THE WOODS RESORT & SPA\"- SPACIOUS TOWNHOME-Not A Condo--
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
***SPECIAL*** (except holidays) *** EXTRA DISINFECTING is now standard for cleaning my unit between guest. See full d ...
From $388 per night (USD)VRBO
From $812 per night (USD)Expedia
Private Mountain View minutes to Hiking, biking, golfing, skiing, snowboarding
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This super clean 3 bedroom home is just off the access road and offers beautiful mountain views! This home is not a shar ...
From $812 per night (USD)Expedia
From $265 per night (USD)VRBO
Luxe Trailside! Bike + Ski On/Off. Closest unit to hot tub, lift, hotel & trail!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the best location in Trail Creek! Our unit is the nearest building to the Snowshed lifts (5 min walk on), Grand Ho ...
From $265 per night (USD)VRBO
From $1516 per night (USD)VRBO
Central Ski home with Hot Tub, sauna, walk to restaurants, and ski shops
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
On Killington Access Road less than one mile to ski lifts. Walk to nightlife. 8 person hot tub. Sleeps 8-10. Bed Layout ...
From $1516 per night (USD)VRBO
From $241 per night (USD)VRBO
Ski-on Ski-Off Killington 2 BR Condo at Sunrise, with Pool, Hot Tub and Gym
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This condo has had a Major renovation of the Kitchen, floors and both bathrooms completed in the fall of 2020, ready f ...
From $241 per night (USD)VRBO
From $367 per night (USD)Expedia
Killington Condo Penthouse Mountain View Underground parking Pool Hot Tub - 3F10
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
"The Clock unit". The penthouse unit at the center of the main building at Mountain Green Resort, our unit is right b ...
From $367 per night (USD)Expedia
From $452 per night (USD)VRBO
Luxury 'Exec' Condo with Spa, Indoor Pool, Hot Tubs, Sauna -
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Luxury two-story, 2 bedroom, 2 bath condo (sleeps 6) in the exclusive Woods Spa & Resort. Newly appointed 'executive' de ...
From $452 per night (USD)VRBO
From $143 per night (USD)VRBO
Visit- StayinVermont.org - Village Victorian Classic - Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This 1860 home in the charming village of Wallingford offers a comfortable base for exploring all that Vermont has to of ...
From $143 per night (USD)VRBO
From $540 per night (USD)VRBO
Cabin at Killington Left: 4BR with Wood Stove, Deck and Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
The Cabin at Killington Left: A Self-Contained 4-Bedroom Stay The Cabin at Killington Left is a self-contained four-bed ...
From $540 per night (USD)VRBO
From $767 per night (USD)Expedia
Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Dreaming of a quiet, peaceful lakeside getaway? With 4 bedrooms and 2 baths, your entire group can comfortably escape to ...
From $767 per night (USD)Expedia
From $323 per night (USD)VRBO
Killington Getaway In Private Community
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Please note: This is the top floor unit to HomeAway #126984. This charming 1200 square foot 2 bedroom Killington duplex ...
From $323 per night (USD)VRBO
From $432 per night (USD)VRBO
All Season Three Level Log Vacation Home On 21 Acres Between Okemo & Killington!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
The perfect getaway in a perfect location...maybe for a week or two,,,or more...or maybe just a long weekend...any time ...
From $432 per night (USD)VRBO
From $362 per night (USD)VRBO
Cozy Killington Mountain View Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled at the base of the Killington access road, our inviting townhome offers a snug retreat with just a 7-minute driv ...
From $362 per night (USD)VRBO
From $770 per night (USD)Expedia
Viewmont Chalet is a wonderful post and beam house with an outdoor hot tub, pool table and close to skiing. The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Post & Beam Chalet | Hot Tub Gazebo | Killington East Your stay includes two complimentary day passes to the Killington ...
From $770 per night (USD)Expedia
From $432 per night (USD)VRBO
Luxury Resort Condo Across From Killington Ski Slope - AAA Rated
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Breathtaking views. Modern, spacious living. A short walk to the ski lifts and free resort shuttles -- plus great dinin ...
From $432 per night (USD)VRBO
From $361 per night (USD)Expedia
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Picturesque Victorian estate next to the Castleton River. You can wake up to the birds chirping and fall asleep to the f ...
From $361 per night (USD)Expedia
From $265 per night (USD)VRBO
Private and Artistic cabin, Pet friendly, no cleaning fee
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 7
Due to a recent question, I would like to make it clear at the start (even though this information is elsewhere in ...
From $265 per night (USD)VRBO
From $241 per night (USD)VRBO
Guest Cabin-- a Mountain Get-Away for Relaxation... or Romance
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
**** Open late April thru October... Closed in the winter... **** For WINTER, see our OTHER LISTING #71156. -- 'Cozy 4 ...
From $241 per night (USD)VRBO
From $413 per night (USD)VRBO
Experience the ultimate mountain getaway at Highridge B4,
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Highridge B4 Experience the ultimate mountain getaway at Highridge B4, a charming 2-bedroom, 2-bath condo loc ...
From $413 per night (USD)VRBO
From $2015 per night (USD)Expedia
Private Killington Area Inn all to Yourself!
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 24
Rent an entire Inn to yourself (really, the whole place is yours)! Early check in times and late check outs! Check in ...
From $2015 per night (USD)Expedia
From $372 per night (USD)VRBO
The Slopes Strike Back 1BR w/ Mountain Views. Hot Tub, Sauna, Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
PERFECT LOCATION CLOSE TO THE MOUNTAIN! Completely renovated! Come and enjoy our cozy one bedroom, one bathroom condo lo ...
From $372 per night (USD)VRBO
From $613 per night (USD)VRBO
Trail Creek hot tub/sauna/pool totally renovated king bed+2twins 1.5 bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You cannot rent a loft unit directly from the resort. So if you do not want anyone above you in ski boots making noise ...
From $613 per night (USD)VRBO
From $234 per night (USD)VRBO
Charming cottage located on peaceful Lake Bomoseen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
*2023 upgrade: a heat pump offering both heat and air conditioning was added to the cottage in March of 2023. We are exc ...
From $234 per night (USD)VRBO
From $472 per night (USD)VRBO
Splendid Green Mountain Retreat with Views & Pond
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy this charming 4-bedroom home on 25 secluded acres in picturesque Middletown Springs, Vermont. The beautifully lan ...
From $472 per night (USD)VRBO
From $220 per night (USD)VRBO
Modern Killington Farmhouse Condo: Close to it all! 412
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to our ground-floor renovated condo in picturesque Killington, Vermont. This modern farmhouse-style retreat offe ...
From $220 per night (USD)VRBO
From $237 per night (USD)VRBO
Killington Condo with 3 Flat Screen TVs, pool & tennis !
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
This Charming 2 Bedroom Killington Gateway Condo sleeps 5-8 comfortably for the perfect family, couples or friends mount ...
From $237 per night (USD)VRBO
From $255 per night (USD)VRBO
Updated Ski-In, Ski-Out at Pico Mountain.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Thanks for visiting. ***WE DO NOT ACCEPT INSTANT BOOKINGS*** Please send an inquiry and describe your group, including ...
From $255 per night (USD)VRBO
From $1796 per night (USD)VRBO
Killington Big House: Largest Vacation Rental in Killington
- Bedrooms:
- 11
- Bathrooms:
- 12
- Sleeps:
- 30
Killington Big House is a large luxury vacation rental house renovated and fully upgraded, located in Killington, Vermon ...
From $1796 per night (USD)VRBO
From $340 per night (USD)VRBO
Pico F305 Ski right to the lifts at Pico Vaulted ceilings Light and Bright. Fitness Center and Pool access.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Pico Village – Newly Renovated 2-Bedroom + Loft Condo Steps from the Lifts | Fireplace • Flat-Screen TV • Pool & Fitness ...
From $340 per night (USD)VRBO
From $623 per night (USD)Expedia
Private Post & Beam Home Ideal for Family or Group Gatherings
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This lovely 3,000 sq. ft. Post & Beam home is situated on a private 5 acre homestead in Killington, VT. The open floor ...
From $623 per night (USD)Expedia
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Killington Mountain Ski resort five minutes away
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 10
The Killington Resort area offers four seasons of activities to enjoy, such as; Winter: World Class Skiing/Snow Boarding ...
Click For PricingVRBO
From $1251 per night (USD)VRBO
Elegant Killington Condo with True Ski-on/Ski-Off January-March
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
LOCATION! LOCATION! LOCATION! Ski-on ski-off and avoid the crowds...Walk to the Fitness Center...Cook in the kitchen or ...
From $1251 per night (USD)VRBO
From $484 per night (USD)VRBO
Ground floor entry with ski in/out access to Pico & FREE shuttle to Killington
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a true ski in/out unit on the ground floor. Ski/ride directly onto the private patio and leave your equipment w ...
From $484 per night (USD)VRBO
From $770 per night (USD)Expedia
Great View/Full Serv. Sleeps 12-no bunks, Hot Tub, Sauna, 2mi to base 3 bd, 2.5b
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
New Construction with amazing views, with high end finishes, hardwood/tile/carpeted floors, huge deck off the back w hot ...
From $770 per night (USD)Expedia
From $360 per night (USD)VRBO
Tastefully decorated Condo, pool, hot tub, sports center - Highridge C8
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Highridge C8 Condominium Welcome to Highridge C8, a tastefully decorated one-bedroom condominium with a loft that comfor ...
From $360 per night (USD)VRBO
From $658 per night (USD)VRBO
Pico Mountain Resort Ski Chalet, Ski-on/Ski-Off, 4BR/2BA
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Come stay at our newly renovated ski chalet at Pico Mountain Resort, park in the 2-car garage and relax, no need to go a ...
From $658 per night (USD)VRBO
From $542 per night (USD)VRBO
The mountains are calling! Renovated 2 Bdrm 3 Bath 4 queen beds close to all
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 9
This large newly renovated three room suite is located off the Killington access rd with less than a five minute drive t ...
From $542 per night (USD)VRBO
From $1046 per night (USD)Expedia
Killington Sun Dog Trail ski-on ski-off 2 bedroom 2 bathroom 1st floor condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Best Spring skiing in the East! Enjoy a family ski vacation in our spacious 2 bedrooms 2 bath condo. Experience a true s ...
From $1046 per night (USD)Expedia
From $283 per night (USD)VRBO
Skiers! Fox Hollow 2BR/2BA Condo. Across from Pico, Minutes to Killington
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our Fox Hollow two bedroom, two bathroom condo is the perfect place for your Killington holiday. Located just across fro ...
From $283 per night (USD)VRBO
From $477 per night (USD)Expedia
Ski in/ski out at Pico Mountain Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Recently renovated. Located steps from main lodge of Pico Sports Village, our 2 bedroom, 2 bath condo is ideal for a gre ...
From $477 per night (USD)Expedia
From $390 per night (USD)VRBO
Beautifully Renovated Trail Creek #50 3BR/2BA Loft Condo. Close to slopes. AC.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Killington Mountain View, our renovated three bedroom (counting loft), two bathroom Trail Creek loft. This be ...
From $390 per night (USD)VRBO
From $296 per night (USD)Expedia
Whiffletree I1, the new furniture makes this a very attractive condo and it is close to skiing, snowboarding, mountain biking and golf. Ski back to condo and take the shuttle bus to mountain. Summer Outdoor pool. Near Golf Course
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This awesome 2 bedroom Whiffletree condo has been totally renovated. The stylish decor is a breath of fresh air. The l ...
From $296 per night (USD)Expedia
From $788 per night (USD)VRBO
Cozy Chalet 5mins from Okemo, SAUNA JACUZZI HOT TUB
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
*** ***WINTER**** For GOLF lovers, Fox Run Golf Club awaits their guest for a first class golf experiance. Calcuttas r ...
From $788 per night (USD)VRBO
From $584 per night (USD)VRBO
Luxury Ski House on Killington Mtn, 2 beds & Den w/ 3 en-suite baths, hot tub
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful Luxury House on Killington mountain, 5 minute drive to main ski bases or just a short 400 yd walk along Rim Ro ...
From $584 per night (USD)VRBO
From $320 per night (USD)VRBO
Newer One bedroom cottage at water's edge on Lake St. Catherine with kayaks
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Architect's Private retreat built in 2008 with open floor plan and a wall of windows facing the lake. The first floor li ...
From $320 per night (USD)VRBO
From $855 per night (USD)VRBO
Comfortable Ski House w/ Outdoor Hot Tub, fireplace, game room & EV charger.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated Mountain Biking & Ski House! The living room, dining area and kitchen are all in one open area which i ...
From $855 per night (USD)VRBO
From $1017 per night (USD)VRBO
Beautiful Killington Mountain Views - 2.1 miles to New Killington Base Lodge
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful Mountain Views of Killington.307 Roaring Brook Road location, arguably the best road in Killington. Surrounded ...
From $1017 per night (USD)VRBO
From $569 per night (USD)Expedia
SunBear- AC, Pool, Game Room, Fireplace, Hiking!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
A perfect perch on the mountain for families & friends to gather and enjoy the outdoors. Enjoy ski-on, ski-off during th ...
From $569 per night (USD)Expedia
From $366 per night (USD)VRBO
Beautiful 2BR/2BA Fall Line Condo w/ Mountain Views, Pool, Hot Tub, Sauna, Shuttle. G2B
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our two bedroom, two bathroom Fall Line condo in Killington, Vermont is located close to the slopes and the perfect plac ...
From $366 per night (USD)VRBO
From $337 per night (USD)Expedia
Okemo Ski Getaway in Mount Holly/Ludlow VT Under 5 miles to the slopes.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our 3 bedroom vacation home is located under 10 minutes drive to Jackson Gore just 4.7 miles and Okemo just 6.7 miles.. ...
From $337 per night (USD)Expedia
From $461 per night (USD)VRBO
5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
LOCATION! LOCATION! LOCATION! This 5 bedroom duplex is located a minute (1 mile) from Killington Resort as well as withi ...
From $461 per night (USD)VRBO
From $434 per night (USD)Expedia
Cortina Mountain Chalet - Outdoor Hot Tub - Close to Pico and Killington Mountains
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Spend your mountain holiday in the heart of Vermont's ski country at the Cortina Mountain Chalet private residence! Loca ...
From $434 per night (USD)Expedia
From $421 per night (USD)VRBO
Lakefront Cottage w/Breathtaking Views! Hiking.PaddleBoat.Doc.Fishing.WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
No stress here! Come enjoy beautiful Lake St. Catherine spring, summer and autumn. Lovely scenic views from this lakefro ...
From $421 per night (USD)VRBO
From $271 per night (USD)Expedia
Rustic Cabin Minutes From Okemo - Views of Lake Ninevah, Nestled In Mt. Holly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Stay at our rustic A-frame cabin and enjoy the best view of Lake Ninevah around. Located in the small town of Mount Holl ...
From $271 per night (USD)Expedia
From $358 per night (USD)VRBO
Pinnacle E26 Condo | Pool, Hot Tub | Golf Nearby
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Pinnacle E26 is a special three-bedroom with an extra den area in the oversized living room. This tastefully redecorate ...
From $358 per night (USD)VRBO
From $575 per night (USD)VRBO
Mountain Retreat: 4 Bedroom / 2 Bath, Ski In, Bus Out - Sleeps 10
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Spacious 4BR/2BA Condo – Sleeps 10 – Whiffletree, Killington Welcome to Whiffletree Condominiums, perfectly situated in ...
From $575 per night (USD)VRBO
From $596 per night (USD)VRBO
Trail Creek Top Two Floor End Unit 2 Full Bath 2 Queen Beds plus a sleeper sofa
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This is a top two floor unit "loft unit" so no one above you to make noise with ski boots etc. there are two queen beds ...
From $596 per night (USD)VRBO
From $406 per night (USD)VRBO
Waterfront Ponds, Beautiful , 51 Acre Property Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
A four bedroom, three bath home,set in a basin, tucked back on the property on 51 acres of land, surrounded by 3 ponds f ...
From $406 per night (USD)VRBO
From $1407 per night (USD)VRBO
Hideaway Chalet-Sleeps 24 Perfect location 2min to ski slopes HOT TUB
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 24
If you're looking for a large rental property close to best ski slopes to accommodate multiple families or lots of singl ...
From $1407 per night (USD)VRBO
From $715 per night (USD)VRBO
Trail Creek 3 bed 2.5 bath Sauna/Jet Tub/pool/hot tub ski home on shuttle
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This is an end unit with no one above or below you. It is important not to rent a unit with anyone above you especially ...
From $715 per night (USD)VRBO
From $957 per night (USD)VRBO
Royalbear-AC, Hot Tub, Grill, FirePit, Gameroom
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
Stay at our grand skiing chalet right in the heart of Killington. Surround your family and friends with timeless style, ...
From $957 per night (USD)VRBO
From $1503 per night (USD)VRBO
Ski On/off Lovely Home In Sunrise Village With Pool, Sauna, Jacuzzi
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Delightful and comfortable condo in the upscale Sunrise Condo Village. Sleeps 8 people with 4 bathrooms. Ski-in/out. The ...
From $1503 per night (USD)VRBO
From $273 per night (USD)VRBO
Charming Converted Horse Barn
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Lots of Vermont charm in this home! The bedrooms were originally horse stalls and kids just love that magic! Fully stock ...
From $273 per night (USD)VRBO
From $1467 per night (USD)Expedia
True ski in/out condo at The Lodges - Trailside Luxury w/ pool & hot tub access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
If the perfect location for your vacation is key and you're looking for a recently updated property, then Sun Dog Lodge ...
From $1467 per night (USD)Expedia
From $498 per night (USD)VRBO
Killington Chalet - Great Space and Location!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
KILLINGTON RESORT VILLAGE AREA - Private and Close to Everything! Comfortable Sleeping for 16 - More possible! Just dow ...
From $498 per night (USD)VRBO
From $345 per night (USD)VRBO
3 bedroom Cottage at Waters Edge with Spectacular view of water and mountains
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Cottage is one of two located on .6 acres of awesome lake frontage. New front deck connected to porch added in 2022. Ple ...
From $345 per night (USD)VRBO
From $839 per night (USD)VRBO
Spacious Townhouse on the Killington Access Road
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
3+ bedroom, 3 bathroom, 3-level end-unit townhouse on the Killington Access Road, just minutes from the lifts. Perfect ...
From $839 per night (USD)VRBO
From $1079 per night (USD)VRBO
Charming 4 Season Lake Front Home (Fall & Winter Discounts Available)
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
This 5 Bedroom, two bathroom home provides you with the old world charm of the traditional lake front cottage with all o ...
From $1079 per night (USD)VRBO
From $512 per night (USD)VRBO
Killington Area Private Home, 3 Bd, 2 BR
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Comfortable house with 7 large rooms for everyone to spread out in. There is a 20 x 20 great room in addition to the li ...
From $512 per night (USD)VRBO
From $650 per night (USD)VRBO
Immaculate Cottage in Belmont Mt Holly: Ski Okemo, Killington, VAST,lakes, golf
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Immaculate cottage in Belmont, Mt Holly! Radiant Heat keeps you cozy warm in winter- One bedroom with queen bed , Loft ...
From $650 per night (USD)VRBO
From $353 per night (USD)VRBO
Hemlock Ridge 2B: Charming two floor condo in the heart of Killington. Perfect!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the ideal retreat for your Killington getaway at this two-story Hemlock Ridge condo, perfect for any season! Si ...
From $353 per night (USD)VRBO
From $582 per night (USD)Expedia
Left Duplex Home Directly Across From Pico Mountain, Close to Killington.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The left unit of this duplex home is located directly across from Pico Mountain (3 min) and a short ten minute drive to ...
From $582 per night (USD)Expedia
From $579 per night (USD)VRBO
Two Cottages at Waters Edge with Spectacular View of Water and Mountains
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
One three bedroom newly renovated cottage at waters edgewith new deck connected to covered porch and a second newly reno ...
From $579 per night (USD)VRBO
From $160 per night (USD)VRBO
Visit- Stayinvermont.org - Fiber-optic one gigabit per second. Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Classic Vermont In Quaint Village Near Skiing, Shopping, And Great Food. This 1825 home in the storybook village of Wal ...
From $160 per night (USD)VRBO
From $215 per night (USD)VRBO
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to the Suites at Killington, a beautifully renovated two-room suite in the heart of Killington, Vermont. This ch ...
From $215 per night (USD)VRBO
From $699 per night (USD)Expedia
Vermont Lakefront Paradise
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
We are pleased to announce the completion of a total renovation of our Vermont lake house. It took longer than expected, ...
From $699 per night (USD)Expedia
From $312 per night (USD)VRBO
Two bedroom home on Northwest shore of Beautiful Lake St. Catherine with kayaks
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Year round Vermont lake front home with large deck facing the lake. Amenities include central air conditioning, flat sc ...
From $312 per night (USD)VRBO
From $480 per night (USD)Expedia
25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
25 Rocky Ridge Road - The Killington Mountain Retreat is the perfect place for your holiday. This pet-friendly 6 room, 3 ...
From $480 per night (USD)Expedia
From $403 per night (USD)VRBO
Wyldwood Lodge, on the lakeshore with views of the water & Green Mountains of VT
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Come and stay in this perfect Adirondack camp right on the shoreline of pristine Lake St. Catherine and the majestic Gre ...
From $403 per night (USD)VRBO
From $141 per night (USD)Expedia
104 Two Queen Bed Standard Hotel Room outdoor heated pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Cedarbrook – Your Year-Round Mountain Escape. Tucked in the heart of Vermont's Green Mountains, Cedarbrook of ...
From $141 per night (USD)Expedia
From $141 per night (USD)VRBO
Two Double Bed Standard Hotel Room with outdoor heated pool 101
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $141 per night (USD)VRBO
From $278 per night (USD)Expedia
Deluxe Two Bedroom Suite on the 1st floor with outdoor heated pool 10304
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Cedarbrook is tucked into Vermont's Green Mountains, right in the middle of the action. You're only a mile from the Kill ...
From $278 per night (USD)Expedia
From $167 per night (USD)VRBO
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $167 per night (USD)VRBO
From $803 per night (USD)VRBO
Stunning Mountain Retreat!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
30 minutes to Stratton/Bromley, less than an hour to Killington/Okemo! Less than 5 miles to the Vermont Summer Festival ...
From $803 per night (USD)VRBO
From $633 per night (USD)VRBO
2400sq.ft of relaxation. Only 7-10 Miles from Killington and Pico
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
This very large open floor plan has so much to offer. Starting with the huge parking lot to accommodate your winter or s ...
From $633 per night (USD)VRBO
From $141 per night (USD)Expedia
Two Double bed Standard Hotel room 217
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $141 per night (USD)Expedia
From $1457 per night (USD)VRBO
Spectacular opportunity to enjoy the finest property in Killington Summit
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
Welcome to this stunning large private home, where breathtaking views and an exceptional location create the perfect get ...
From $1457 per night (USD)VRBO
From $141 per night (USD)Expedia
105 Two Queen Bed Standard Hotel Room 1st floor w/outdoor heated pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $141 per night (USD)Expedia
From $278 per night (USD)VRBO
Deluxe Two Bedroom Suite on the 1st floor outdoor heated pool 10708
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $278 per night (USD)VRBO
From $167 per night (USD)Expedia
106 One bedroom Queen Suite on the 1st floor w/ outdoor heated pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $167 per night (USD)Expedia
From $2000 per night (USD)VRBO
Stunning Vermont Cabin w/ Private Lake Access
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
This Poultney vacation rental is home to some of the best natural beauty of Vermont! This 5-bedroom, 2.5-bathroom cabin ...
From $2000 per night (USD)VRBO
From $914 per night (USD)VRBO
Premier ski/in/out Killington/Sunrise townhome 3BDR/Sleep6 spa/gym/holiday rates
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This large and comfortable Ski In/Ski Out family owned end townhouse is perfectly situated within Killington Ski Resort ...
From $914 per night (USD)VRBO
From $655 per night (USD)VRBO
Spacious And Beautiful Luxury Home In Killington
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Our Killington home is the perfect place to spend your vacation. This modern, spacious house is over 4,000 sq/ft. with 4 ...
From $655 per night (USD)VRBO
From $591 per night (USD)VRBO
Beautiful Killington VT Ski & Mountain Bike 5 Season House
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Location: Killington, Vermont, USA (Pittsfield - 8 miles to Killington slopes) Accommodations: House, 5 Bedrooms + livi ...
From $591 per night (USD)VRBO