Rutland Area Rentals
From $194 per night (USD)VRBO
The Killington Style Suite: Modern, Central Condo, 2RM 222
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our brand new condo on the main access road in Killington, VT is the perfect place to stay for your mountain vacation. T ...
From $194 per night (USD)VRBO
From $129 per night (USD)Expedia
Apt 2A Lake Bomoseen Inn “The Dog” with boat slip.
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
If this unit is booked, please try similar units Apt 2B or Apt 3C in the same building. The building is a historical l ...
From $129 per night (USD)Expedia
From $207 per night (USD)VRBO
Charming, mountain view retreat with a kitchen & fast WiFi - close to the slopes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Retreat on Rebecca, Unit A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $207 per night (USD)VRBO
From $171 per night (USD)Expedia
Apt 3B Lake Bomoseen Inn “The Dog” with boat slip.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
The building is a historical landmark known as The Dog built in 1903 with modern electrical, plumbing, heating and cooli ...
From $171 per night (USD)Expedia
From $119 per night (USD)VRBO
Apt 3C Lake Bomoseen Inn “The Dog” with boat slip.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
The building is a historical landmark known as The Dog built in 1903 with modern electrical, plumbing, heating and cooli ...
From $119 per night (USD)VRBO
From $565 per night (USD)Expedia
Sunrise Mountain Village-Bear Ridge-C4 - Ski in-Ski Out
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Sunrise – Bear Ridge C4 sits near the top of Killington's Sunrise Mountain. You can't get closer to the slopes than this ...
From $565 per night (USD)Expedia
From $189 per night (USD)VRBO
Apt 3A Lake Bomoseen Inn “The Dog” with boat slip.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 3
The building is a historical landmark known as The Dog built in 1903 with modern electrical, plumbing, heating and cooli ...
From $189 per night (USD)VRBO
From $344 per night (USD)Expedia
TreeTops Shuttle on Ski off| Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This beautiful 4 bedroom (plus loft) ski-off unit was just renovated in 2021. Right next to the Killington Golf Course, ...
From $344 per night (USD)Expedia
From $412 per night (USD)VRBO
Views!-Spacious 3-floor Custom Chalet. 18 acres. Ski most resorts within an hour
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Events like weddings and filming are welcome! Call for details! Why ski one Mountain, SKI THEM ALL! Central to Vermont’s ...
From $412 per night (USD)VRBO
From $896 per night (USD)Expedia
Killington Home w\/ Hot Tub, Mtn Views & Updates!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Unlimited opportunities for outdoor recreation await in Killington. This spacious vacation rental features 4 bedrooms, 3 ...
From $896 per night (USD)Expedia
From $872 per night (USD)VRBO
Game Room + Hot Tub - 7BR updated home
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 16
Escape to the serene beauty of Killington, Vermont, and experience the ultimate vacation in our stunning 7-bedroom vacat ...
From $872 per night (USD)VRBO
From $215 per night (USD)Expedia
Modern Mountain Condo with Spa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fond memories and relaxation await you at our delightful Killington vacation condo! Boasting a comfortably furnished int ...
From $215 per night (USD)Expedia
From $403 per night (USD)VRBO
Cozy Ski back trails\/shuttle & Sports center Highridge E11
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Highridge E11 Condominium Welcome to Highridge E11, a cozy one-bedroom loft condo that sleeps six, perfectly located at ...
From $403 per night (USD)VRBO
From $704 per night (USD)Expedia
Spectacular dog-friendly lakefront house with washer\/dryer & fast WiFi
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Beebe Lake House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $704 per night (USD)Expedia
From $249 per night (USD)VRBO
Upscale Ski In\/Out Two Bedroom Sunrise End Unit Condo Steps From the Trail
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Here's why people chose our Sunrise Condo over other seemingly similar options: they value location, they value upgrade ...
From $249 per night (USD)VRBO
From $219 per night (USD)Expedia
Cozy Hideaway near Ludlow\/Okemo. HOT TUB!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Hidden Gem of Vermont. Nestled on the backside of Okemo mountain this newly renovated cozy cabin is the perfect pla ...
From $219 per night (USD)Expedia
From $305 per night (USD)VRBO
Condo #3 Trailside Village Slopeside\/ Hot tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This spectacular one-bedroom condo comes with a private outdoor hot tub spa exclusive to the unit, cedar sauna, in-suite ...
From $305 per night (USD)VRBO
From $1146 per night (USD)Expedia
Ski, Ride,Relax, Read in this Exclusive Luxury, family friendly Vermont getaway
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This luxury and unique townhome offers something for everyone! Located right off the access road in the Woods Resort and ...
From $1146 per night (USD)Expedia
From $286 per night (USD)VRBO
Dog-friendly house with picturesque mountain view & near skiing - close to Okemo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Mount Holly Majesty Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $286 per night (USD)VRBO
Click For PricingExpedia
Gorgeous Vermont Home - Home Gym, Fire Pit, close to hikes\/lakes\/mountains
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Spacious kitchen, dining room, living room, movie room, jacuzzi tub in master bath. Huge garage, indoor home gym (use a ...
Click For PricingExpedia
From $312 per night (USD)VRBO
Ski In\/Ski Out, Sunrise Killington 1BR, 2 pull-outs, 1Q\/1F smart condo w\/views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
True ski on/ski off at the Sunrise Village in Killington! A short walk across the parking lot where you’ll clip in for a ...
From $312 per night (USD)VRBO
From $393 per night (USD)Expedia
Stunning hillside home on 60 acres - valley views, chef’s kitchen, near skiing
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
The Main House at The Garden Estate Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $393 per night (USD)Expedia
From $966 per night (USD)VRBO
Heavenly Killington luxury home on Killington Road
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 16
Welcome to our new luxury ski home—Heavenly Killington—situated directly on the Killington Access Road. Built with moder ...
From $966 per night (USD)VRBO
From $287 per night (USD)Expedia
Whiffletree C2 has been totally renovated and is on the Shuttle Bus Route with a ski trail back to the property. Summer Outdoor pool.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Renovated 2-Bedroom Condo with Pool & Tennis – Whiffletree C2, Killington Whiffletree C2 is a beautifully renovated 2-b ...
From $287 per night (USD)Expedia
From $429 per night (USD)VRBO
BearLeft- central, pool, hot tub, stylish, shuttle
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your group will be minutes from the slopes and everything else along the main Killington access road. This is the left u ...
From $429 per night (USD)VRBO
From $181 per night (USD)Expedia
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Location, location, location!! This cozy room in The Woods condos is close to all the amenities of Killington Road and 1 ...
From $181 per night (USD)Expedia
From $543 per night (USD)VRBO
Pinnacle E23 is newly renovated 3 bedroom\/2 bath condo with shuttle to the slopes everyday of the week. The outdoor pool, hot tub, and, tennis courts are open during summer only.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This wonderful 3 bedroom/2 bath Pinnacle has been completely renovated. It features 6 beds (Twin bunk beds, 3 twins, 1 ...
From $543 per night (USD)VRBO
From $2912 per night (USD)Expedia
☆ SKI ON\/OFF! ☆ Spruce Glen 4 acre Retreat on Great Eastern Trail
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 20
This listing is for the entire 4 acre trailside Spruce Glen complex on Great Eastern Ski trail - 2 Cabin Duplexes (4 ful ...
From $2912 per night (USD)Expedia
From $356 per night (USD)VRBO
Charming getaway cottage by the Green Mountains\/Killington\/Okemo in Vermont!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Ease up in our newly refurbished and adorable 200 year old house close to hiking trails and the ski slopes in Vermont! ...
From $356 per night (USD)VRBO
From $166 per night (USD)Expedia
Walk-to-lifts, ski-in trail condo, sauna, indoor pool, hot tub, gym, w\/d
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Outer Limits Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $166 per night (USD)Expedia
From $326 per night (USD)VRBO
Whiffletree B8 Great 3 bedroom upper condo. Close to everything - shuttle bus to the mountain and ski back. The tubing park is really close by too. Outdoor summer pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Location is a key factor when it comes to Whiffletree condominiums! This three bedroom, two bathroom Killington vacation ...
From $326 per night (USD)VRBO
From $277 per night (USD)Expedia
Pinnacle F10 lovely 2 bed, 2 bath with shuttle to the slopes everyday of the week. The outdoor pool, hot tub, and, tennis courts are open during summer only.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pinnacle F10 is a fabulous two-bedroom close to everything - shuttle pick up is right by the door to the mountain and ba ...
From $277 per night (USD)Expedia
From $420 per night (USD)VRBO
Private Rustic Chalet 5 min from Okemo Mountain
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Come enjoy our beautiful private rustic chalet surrounded by mother nature to give you a sense of peace and privacy. Wit ...
From $420 per night (USD)VRBO
From $387 per night (USD)Expedia
New kitchen with stainless appliances & granite. Daily winter shuttle. Summer pool, hot tub, and tennis courts. Close to Golf and hiking
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Pinnacle A19 is a fully equipped, well-lit three-bedroom, two-bathroom condominium unit that can sleep up to eight peopl ...
From $387 per night (USD)Expedia
From $399 per night (USD)VRBO
Pinnacle D23 Close to skiing and riding, with shuttle to the slopes everyday of the week. The outdoor pool, hot tub, and, tennis courts are open during summer only.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This three-bedroom, two-bathroom Killington vacation winter-themed condominium is roomy and bright with an updated and u ...
From $399 per night (USD)VRBO
From $393 per night (USD)Expedia
Fabulous condo with outdoor pool, hot tub, tennis course. Close to golf and hiking
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Pinnacle A17 is a fully equipped, well-lit three-bedroom, two-bathroom condominium unit that can sleep up to eight peopl ...
From $393 per night (USD)Expedia
From $382 per night (USD)VRBO
Great condo at base of Killington Summer outdoor pool, hot tub, and, tennis courts Close to golf and hiking. Winter 7 day shuttle
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Pinnacle A20 is a fully equipped, three-bedroom, two-bathroom condominium unit that can sleep up to eight people. It is ...
From $382 per night (USD)VRBO
From $199 per night (USD)Expedia
Pinnacle A13 Mountain views cozy and inviting with shuttle to the slopes everyday of the week. The outdoor pool, hot tub, and, tennis courts are open during summer only.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This nicely decorated and well-lit one-bedroom unit is located .06 miles from the Killington resort. This one-bedroom Pi ...
From $199 per night (USD)Expedia
From $274 per night (USD)VRBO
Pinnacle E09 Close to skiing and riding with shuttle to the slopes everyday of the week. (please note this unit has NO AIR CONDITIONING) Summer Outdoor pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pinnacle E09 is a beautifully decorated, two-bedroom, two-bathroom unit. This condominium can sleep up to 6 people and ...
From $274 per night (USD)VRBO
From $256 per night (USD)Expedia
Pinnacle A15 Remodeled kitchen and bath with shuttle to the slopes everyday of the week. The outdoor pool, hot tub, and, tennis courts are open during summer only.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pinnacle A15 is a fully equipped well-decorated two-bedroom, two-bathroom unit that can sleep up to 6 people. It is loca ...
From $256 per night (USD)Expedia
From $266 per night (USD)VRBO
Pinnacle E07 close to all mountain activities, with shuttle to the slopes everyday of the week. The outdoor pool, hot tub, and, tennis courts are open during summer only.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pinnacle E07 is a two-bedroom, two-bathroom unit. This condominium can sleep up to 6 people and is located .05 miles fro ...
From $266 per night (USD)VRBO
From $607 per night (USD)Expedia
Lakefront Paradise Near Okemo & Killington
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 8
Beautiful in all seasons, this 6-bedroom, 4.5-bath vacation rental is ideal for hikers, skiers, and lake-goers alike. De ...
From $607 per night (USD)Expedia
From $252 per night (USD)VRBO
The Woods Resort and Spa Killington: 2 BR \/ 2 BA Renovated Condos w\/ Great Amenities V7
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to The Woods Spa and Resort! This beautiful, sprawling condo complex is located right off the main road in Killi ...
From $252 per night (USD)VRBO
From $301 per night (USD)Expedia
Pinnacle B09 Wonderful condo close to the base of Killington with shuttle to the slopes everyday of the week.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the perfect Vermont getaway at this charming two-bedroom Pinnacle condo, just 0.06 miles from Killington Reso ...
From $301 per night (USD)Expedia
From $392 per night (USD)VRBO
Pinnacle B24 is a wonderful oversized three bedroom condo close to the base of Killington with shuttle to the slopes everyday of the week. The outdoor pool, hot tub, and, tennis courts are open during summer only.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This Pinnacle unit is a fully equipped, well-lit very spacious three-bedroom, two-bathroom condominium unit that can sle ...
From $392 per night (USD)VRBO
From $1210 per night (USD)Expedia
Private Chalet with Custom WFH Space and Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
This massive 3500 sqft chalet on 12 acres of pristine land is the perfect spot for anyone looking for a fun ski weekend, ...
From $1210 per night (USD)Expedia
From $235 per night (USD)VRBO
Private lake-front cabin with walk-in access to water, next to state park.
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Come stay at our family "Camp VT" and watch the sun rise across the 1.5 mile unobstructed view of Lake Bomoseen. Large g ...
From $235 per night (USD)VRBO
From $171 per night (USD)Expedia
Killington Bill Condo w\/ Kitchenette Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our Killington studio is a great place to stay whether you're in the area to ski, mountain bike, hike, antique, taste be ...
From $171 per night (USD)Expedia
From $316 per night (USD)VRBO
Centrally located home near outdoor activities & town with private W\/D
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Green Knolls Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $316 per night (USD)VRBO
From $556 per night (USD)Expedia
Luxury of large space 3min to SKI lifts, walk to bars and restaurants HOT TUB
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
You are looking at Mid level Apartment Hideaway Chalet. Hideaway Chalet has three levels/ three different apartments. It ...
From $556 per night (USD)Expedia
From $233 per night (USD)VRBO
Cozy Home, Minutes from Killington! Washer\/Dryer & Free Disney+\/Peacock!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Hello and welcome to my Vermont retreat! Please come in, make yourself comfortable, and relax. When you choose my home, ...
From $233 per night (USD)VRBO
From $538 per night (USD)Expedia
Mt Green 2BR\/2BA Condo: Close to Resort and Skiing. 3B7
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This older, two bedroom, two bathroom condo is located just steps to Killington Mountain in the main building at Mountai ...
From $538 per night (USD)Expedia
From $394 per night (USD)VRBO
Chalet w\/ Lake & MT views, Hot Tub, Pet friendly, <10mins to Lake & Golf
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
A beautiful chalet situated in between the mountains and Lake St Catherine. Whether on the deck or inside the house you ...
From $394 per night (USD)VRBO
From $408 per night (USD)Expedia
Beautifully decorated 3 bedroom condo nestled on Pico Mountain Ski in Ski out G101
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience a fantastic family vacation in the picturesque Killington Valley, away from the hustle and bustle of big moun ...
From $408 per night (USD)Expedia
From $178 per night (USD)VRBO
Paging Dr. Powder Condo with Mountain Views on Shuttle Route
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our charming one-bedroom condo at the Fall Line Condominium Complex in Killington, Vermont! With comfortable ...
From $178 per night (USD)VRBO
From $246 per night (USD)Expedia
Pico D305 condo ski on\/off The best family mountain. D305 (please note this unit has NO AIR CONDITIONING)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Pico D305 is a beautiful one-bedroom condo located at the base of Pico mountain. Ski all day right from your great cond ...
From $246 per night (USD)Expedia
From $472 per night (USD)VRBO
Contemporary Classic Vermont Ski House with 4 bedrooms - Sleeps 8 in Beds
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Contemporary Vermont Ski House with 4 bedrooms in Pittsfield VT with all the amenities and high tech comforts. Gorgeous ...
From $472 per night (USD)VRBO
From $158 per night (USD)Expedia
Spectacular Views in Family Friendly Green Mountain Apartment
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Get away from it all in only a few hours!! Spend a fabulous vacation in bucolic, scenic Vermont in your own corner of th ...
From $158 per night (USD)Expedia
From $1281 per night (USD)VRBO
Spacious Vermont Getaway 7 BR\/4.5 BA - Close to Skiing - Biking - Golf - Hiking
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 16
Welcome to your dream getaway in the heart of Killington, Vermont! Nestled amidst the serene beauty of the Green Mounta ...
From $1281 per night (USD)VRBO
From $224 per night (USD)Expedia
Cozy 4-season COTTAGE-- ski, swim, hike, foliage- Family Fun or Romantic Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A cozy 4-season Vermont mountain cottage -- ski, swim, hike, foliage -- Family Fun or Romantic Getaway. One mile to pic ...
From $224 per night (USD)Expedia
From $251 per night (USD)VRBO
Trail Creek ski home\/walk to lift 2 bedrooms plus a queen & 2 twins in loft
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
loft units have no one above them So if you do not want anyone above you in ski boots making noise think about booking ...
From $251 per night (USD)VRBO
From $600 per night (USD)Expedia
Close to skiing, secluded setting walk to restaurants and bars up to10 HOT TUB
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Ground level in Hideaway Chalet has 3 bedrooms 2 bathrooms ample living room and kitchenette. Not a full kitchen with st ...
From $600 per night (USD)Expedia
From $1214 per night (USD)VRBO
Dancing Bears-8BR- 2 Hot Tub- 2 Homes- Location!
- Bedrooms:
- 4
- Bathrooms:
- 8
- Sleeps:
- 16
Dancing Bears is a two home compound in the heart of Killington. Great location just off the access road, minutes to th ...
From $1214 per night (USD)VRBO
From $538 per night (USD)Expedia
HappyCub - Hot Tub, Fire Pit, Game Room!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful location in the heart of Killington, just behind the Market and by Casey's Caboose. Minutes to the slopes and ...
From $538 per night (USD)Expedia
From $417 per night (USD)VRBO
BearVaria - AC, Hot Tub, Close to Trails!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Bear-varia! A Bavarian themed chalet in the heart of Killington. Close to everything with a great location ...
From $417 per night (USD)VRBO
From $713 per night (USD)Expedia
CountryBear - Private Pool, Fire Pit, AC
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Enjoy a true Vermont experience in this home that is one of the original homes to the area. Built in 1850, this charming ...
From $713 per night (USD)Expedia
From $573 per night (USD)VRBO
Tanglewood Chalet: 4 BR\/4 BA Family Home in Killington, Perfect for Groups
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Tanglewood Chalet at Killington! This beautiful four bedroom, four bathroom home is perfect for your fami ...
From $573 per night (USD)VRBO
From $710 per night (USD)Expedia
6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Relax with family or friends at this pet friendly country cottage, sleeps 9-10, with mountain views. Sit on the deck ove ...
From $710 per night (USD)Expedia
From $761 per night (USD)VRBO
The Mendon House - Outdoor Hot Tub - Minutes to Killington\/Pico
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to our modern, all-season retreat nestled in the heart of Vermont! The Mendon House is strategically located jus ...
From $761 per night (USD)VRBO
From $307 per night (USD)Expedia
PicoVillage Resort G301-Beautiful contemporary style 2-bedroom,2-bath condo with the comfort of home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Are you looking for a family-friendly condo close to the slopes? Pico Village Resort in Killington is just the place to ...
From $307 per night (USD)Expedia
From $304 per night (USD)VRBO
Vermont cottage\/ duplex Beautiful Lake St Catherine
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A four season duplex on beautiful Lake St Catherine in Wells (Poultney), Vermont. On the Big Lake, in peaceful Oxbow Bay ...
From $304 per night (USD)VRBO
From $568 per night (USD)Expedia
Killington Ski-In\/Out Chalet 4 bedr, huge loft on Great Eastern Trail
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
A true chalet! Very popular. Summer and Fall get-aways. Ski to and from chalet. Contact owner for reduced midweek ski ...
From $568 per night (USD)Expedia
From $240 per night (USD)VRBO
VT Lakefront Paradise on Pristine Lake Ninevah w\/Secluded Beach & Mountain Views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Our home is on the shore of Lake Ninevah -- a large, pristine and sparsely populated lake set amidst wilderness and moun ...
From $240 per night (USD)VRBO
From $239 per night (USD)Expedia
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Cozy log home - about 2300 sq ft - on 2 acres with front and rear decks has living/dining areas on the first floor (radi ...
From $239 per night (USD)Expedia
From $878 per night (USD)VRBO
Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Killington Vista is a charming five bedroom, three bathroom home located in the heart of Killington. This three floor ho ...
From $878 per night (USD)VRBO
From $240 per night (USD)Expedia
Enjoy the Autumn Foliage near Okemo Mountain! 199\/night Fall Special!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Enjoy a quiet wooded setting in any season nestled in the hills of Mount Holly, Vermont. Quality 2 bedroom home with coz ...
From $240 per night (USD)Expedia
From $1057 per night (USD)VRBO
Cabin at Killington: Large Home w\/ amenities, views and location close to ski resort. Hot Tub.
- Bedrooms:
- 4
- Bathrooms:
- 8
- Sleeps:
- 20
The Killington Cabin is a beautiful wood-beam home nestled in the Green Mountains of Vermont and the perfect all season ...
From $1057 per night (USD)VRBO
From $144 per night (USD)Expedia
Beautiful house minutes from Lake Bomoseen - Dogs Welcome
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This spacious, sunny, 3 bedroom, 2 full bathroom beautiful rental home is located in the village of Castleton, just minu ...
From $144 per night (USD)Expedia
From $628 per night (USD)VRBO
Great Escape Ski Lodge: Your Ultimate Trailside Getaway Awaits!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
"Your Ultimate Trailside Getaway Awaits – Available For MLK's Weekend. Jan 16th through Jan 21st. Book Today!" Adventur ...
From $628 per night (USD)VRBO
From $476 per night (USD)Expedia
Cow Barn converted into a beautiful spacious home.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Our place is located in a valley surrounded by the Green Mountain National Forest, Dorset Mountain and Danby Mountain. ...
From $476 per night (USD)Expedia
From $651 per night (USD)VRBO
Historic Farmhouse 300+acres. 1 Gbps internet
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 16
Flower Brook Farm, the perfect place to gather with friends or family in any season: Ski or sled on snowy winter peaks, ...
From $651 per night (USD)VRBO
From $557 per night (USD)Expedia
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo\/Jackson Gore
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the outdoors year-round in this cozy chalet nestled at the end of a beautiful neighborhood. Relax by the fire afte ...
From $557 per night (USD)Expedia
From $2250 per night (USD)VRBO
South View Chalet!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 17
Southview chalet has beautiful relaxing mountain views from the lounge, den, or hot tub. You or the kids can enjoy your ...
From $2250 per night (USD)VRBO
From $320 per night (USD)Expedia
Killington area home - 4-seasons & hot tub. Sleeps 13+
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 15
Set on a private road in the forested hills just north of Pittsfield, our house welcomes you - in all seasons. Right in ...
From $320 per night (USD)Expedia
From $285 per night (USD)VRBO
AAA Rated Deluxe 2 BR Killington Base - Mountain Green Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Deluxe Condo at Mountain Green Resort. Across the parking lot from Snowshed and Ramshead Base Lodges. Our condo is a del ...
From $285 per night (USD)VRBO
From $546 per night (USD)Expedia
Ski-On\/Off - private sauna - right next to lift - 1GB WiFi - Renovated
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 8
At Timberline G3 in Sunrise Village, you truly 'have it all'. Sunrise is an ideal area for families, couples and groups ...
From $546 per night (USD)Expedia
From $287 per night (USD)VRBO
Luxury Trail Creek ski home + shuttle 2king & 3twin beds sauna hot tub end unit
- Bedrooms:
- 4
- Bathrooms:
- 4
- 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 $287 per night (USD)VRBO
From $556 per night (USD)Expedia
Killington Condo on Access Road Nicely Renovated Sleeps 6 Very Clean and Chic.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Our condo is located on the Killington Access road and is a few minutes away from the Killington Mountain Base lodge and ...
From $556 per night (USD)Expedia
From $224 per night (USD)VRBO
Vermont Treehouse compound: no cleaning fee. Spend a few days In the Trees
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
THE VERMONT TREEHOUSE COMPOUND, available only for dates between June 1st and Oct. 20th. In this current time of concer ...
From $224 per night (USD)VRBO
From $328 per night (USD)Expedia
Killington: Cozy Private Home, Central Location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Recently renovated, our small home offers a private cozy retreat for a couple or family (well trained dogs welcome, too! ...
From $328 per night (USD)Expedia
From $420 per night (USD)VRBO
Lake Bomoseen cozy 4 season Lakefront Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Our 4 bedroom, 2 bath lake house sits on the east side of beautiful Lake Bomoseen with gorgeous morning views, all-day s ...
From $420 per night (USD)VRBO
From $520 per night (USD)Expedia
Killington- 4 Bedroom, 2 Bath, Onsite Laundry
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy our 4 bedroom, 2 bath- private home. Across the street from Pico Mountain and 5 minutes to the Killington access ...
From $520 per night (USD)Expedia
From $417 per night (USD)VRBO
Cozy Ski in 2BR Condo + Loft Duplex. Walk to Snowshed.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful, fully furnished Ski Condo Duplex (2B / 2Bath + upstairs LOFT) at the base of the mountain community Trail Cre ...
From $417 per night (USD)VRBO
From $176 per night (USD)Expedia
Comfy Cottage in Historic East Poultney
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The Cottage was built in 1910 as a “Mother in Law” house. It is a small, yet very cozy 2 bedroom home. The shower is con ...
From $176 per night (USD)Expedia
From $485 per night (USD)VRBO
Cozy Cabin Getaway
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Situated on a Dead End St, you will find unbelievable sunset views and private lake frontage. Tall trees and a wonderful ...
From $485 per night (USD)VRBO
From $274 per night (USD)Expedia
Pinnacle D16 is a beautifully decorated, newly renovated two-bedroom, two-bathroom unit offering shuttle to the slopes everyday of the week. The outdoor pool, hot tub, and, tennis courts are open during summer only.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Pinnacle D16 – Renovated Two-Bedroom, Two-Bathroom Condo Near Killington Resort Located just half a mile from Killingto ...
From $274 per night (USD)Expedia
From $198 per night (USD)VRBO
Pinnacle F14, cozy 1 bedroom, 1 bath with shuttle to the slopes everyday of the week. The outdoor pool, hot tub, and, tennis courts are open during summer only.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
One-bedroom unit located .06 miles from the Killington resort, This one-bedroom unit has a single king-sized bed in the ...
From $198 per night (USD)VRBO
From $302 per night (USD)Expedia
Pinnacle C10. Lovely 2 bedroom, 2 bath with shuttle to the slopes everyday of the week. The outdoor pool, hot tub, and, tennis courts are open during summer only.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pinnacle C10 is an elegant very well-lit two-bedroom unit located .06 miles from the Killington resort. Perfect for a f ...
From $302 per night (USD)Expedia
From $274 per night (USD)VRBO
Pinnacle F07 Renovated with granite counters offering shuttle to the slopes everyday of the week. The outdoor pool, hot tub, and, tennis courts are open during summer only.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pinnacle F07 is a beautifully decorated, two-bedroom, two-bathroom unit. This condominium can sleep up to 6 people and i ...
From $274 per night (USD)VRBO
From $279 per night (USD)Expedia
Pinnacle C09 Lovely 2 bedroom, 2 bath with shuttle to the slopes everyday of the week. The outdoor pool, hot tub, and, tennis courts are open during summer only.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pinnacle c09 is a beautiful two-bedroom unit located .06 miles from the Killington resort. Perfect for a family Killingt ...
From $279 per night (USD)Expedia