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 $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)VRBO
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)VRBO
From $265 per night (USD)Expedia
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)Expedia
From $619 per night (USD)VRBO
Cozy & Private Killington Ski House - Hot Tub - 4 Min to Resort - 4BR/3BA
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Beautiful and very private home located at the end of a cul-de-sac. Wooded lot with mountain views. One (1) minute off ...
From $619 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 $345 per night (USD)VRBO
Custom 3-br Log Home: Perch Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Perfect retreat for rest and relaxation. Located on private dead-end road on a pristine small lake, Perch Pond. Log cabi ...
From $345 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)Expedia
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)Expedia
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 $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 $435 per night (USD)VRBO
Spacious, tastefully decorated 3 bedroom condo w/sports center - Highridge A18
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Highridge Condo A18 is a spacious, tastefully decorated two-bedroom plus loft. You will have plenty of room. The maste ...
From $435 per night (USD)VRBO
From $283 per night (USD)Expedia
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)Expedia
From $477 per night (USD)VRBO
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)VRBO
From $390 per night (USD)Expedia
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)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 $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 $777 per night (USD)VRBO
Secluded Lake St. Catherine Lakefront - 2 Homes for a perfect Family Getaway;
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Note: OWNER on Premises Tall Trees is a wonderful location for a Family Getaway. This rental includes two separate ho ...
From $777 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 $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)Expedia
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)Expedia
From $582 per night (USD)VRBO
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)VRBO
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
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Ski in & out Spruce Glen Townhomes on Great Eastern Trail
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
<p>While you're here, you can enjoy all the comforts of home and more, including a sauna and nearby pool access, as well ...
Click For PricingExpedia
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
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)Expedia
From $278 per night (USD)VRBO
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)VRBO
From $167 per night (USD)Expedia
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)Expedia
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)VRBO
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)VRBO
From $1457 per night (USD)Expedia
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)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
From $704 per night (USD)VRBO
Hot tub, pool table, wet bar, shuffleboard, whole house generator
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 20
Our Lodge in Mount Holly has been completely redesigned to accommodate large groups that want a true vacation in the mou ...
From $704 per night (USD)VRBO
From $707 per night (USD)VRBO
Trail Creek Upper unit 2Br/2Bath King/Twins + Queen + loft on ski home trail
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nothing says it better than Location! This upper unit (less noise) is located right next to the ski home trail, and a ...
From $707 per night (USD)VRBO