search location
Travel Dates:
Reset Dates
1,000 Rentals In Rutland Area
United States
Vermont
Rutland Area
Filters
Sub Areas
Killington
(119)
Mendon
(21)
Pittsfield
(3)
Chittenden
(2)
Sudbury
(1)
Rutland
(1)
Pittsford
(1)
Mount Tabor
(1)
Lake Hortonia
(1)
Hubbardton
(1)
Brandon
(1)
Benson
(1)
Guests
Guests
1
2
3
4
5
6
7
8+
Price
Per Night:
Amenities
Pool
Internet
Washer
Fishing
FirePlace
Wheelchair Access
Non Smoking
Yard
TV
Balcony
Patio
Parking
AC
Microwave
No Pets
Jacuzzi
Pet Allowed
Dishwasher
Kitchen
Sauna
Crib
Smoking Allowed
Grill
Luxury Meets Rustic: Trail Creek 2Bed\/2Bath+Loft - Sleeps 6 (On Ski Home Trail)
2
2.0
6
Killington Vermont Condo
From $1299 per night
(USD)
Top of Hadley Peak, panoramic views, 4,500 sq. ft house
4
3.0
13
Killington Vermont Private vacation home
From $760 per night
(USD)
Modern Barn home near 5 Ski Areas
5
2.0
10
Sudbury Vermont Private vacation home
Click For Pricing
Killington 2 Bdrm Condo with Health Spa and Pool
2
2.0
6
Killington Vermont Condo
From $125 per night
(USD)
Historic Home w\/glass house, mtn views, swim pond, near skiing, weekly discounts
4
2.0
7
west rutland Vermont Private vacation home
From $281 per night
(USD)
Snowberry Hill, 5 bedroom, secluded luxury Ski Home on Killington Mtn, sleeps 12
5
4.0
12
Killington Vermont Private vacation home
From $701 per night
(USD)
\"WINTER\/SPRING SPECIAL\"..THE WOODS RESORT & SPA\"-DELUXE TOWNHOME--
2
3.0
6
Killington Vermont Private vacation home
From $218 per night
(USD)
Far Enough, An Old World Vermont Estate
5
3.0
11
Brandon Vermont Private vacation home
Click For Pricing
Private Mountain View minutes to Hiking, biking, golfing, skiing, snowboarding
3
2.0
8
Killington Vermont Private vacation home
From $536 per night
(USD)
Charming mountain retreat with a full kitchen, shared gas grill, & ski views
3
2.0
8
Killington Vermont Private vacation home
From $140 per night
(USD)
Luxe Trailside! Bike + Ski On\/Off. Closest unit to hot tub, lift, hotel & trail!
2
2.0
6
Killington Vermont Condo
From $130 per night
(USD)
Resort condo with mountain views, full kitchen, and free WiFi
2
2.0
6
Killington Vermont Condo
From $67 per night
(USD)
Condo #5 Slopeside One Bedroom with Hot Tub
1
1.0
4
Killington Vermont Condo
From $182 per night
(USD)
Ski-on Ski-Off Killington 2 BR Condo Newly renovated at Sunrise
2
2.0
6
Killington Vermont Condo
From $179 per night
(USD)
Killington Condo Penthouse Mountain View Underground parking Pool Hot Tub - 3F10
2
3.0
6
Killington Vermont Condo
From $142 per night
(USD)
Luxury 'Exec' Condo with Spa, Indoor Pool, Hot Tubs, Sauna -
2
2.0
6
Killington Vermont Condo
From $193 per night
(USD)
Mountain Green Loft: Amazing Views. Shuttle. Close to Skiing. Indoor Parking Spot. 3G6
2
2.0
6
Killington Vermont Condo
Click For Pricing
8BR 5Bath, spa, pool table, convenient spot 2 mi to lifts, 1\/2 mi to restaurants
8
5.0
16
Killington Vt Chalet
From $500 per night
(USD)
Visit- StayinVermont.org - Village Victorian Classic - Pet Friendly
3
2.0
10
Wallingford Vermont Private vacation home
From $133 per night
(USD)
Killington Cabin - Left Unit: Great for families, Cozy, Close to Mountain. Hot Tub. Wood Stove.
4
2.0
10
Killington Vermont Cabin
From $359 per night
(USD)
Resort condo with balcony & shared seasonal amenities - close to skiing
2
2.0
6
Killington Vermont Condo
From $67 per night
(USD)
Orwell Cabin on Sunrise Lake w\/ Private Dock & BBQ
4
2.0
10
Orwell Vermont Cabin
From $353 per night
(USD)
Charming 1 BR Mountain Green Resort Condo. Steps to the mountain! 3C8
1
1.0
4
Killington Vermont Condo
From $200 per night
(USD)
Killington Getaway In Private Community
2
1.0
6
Killington Vermont Private vacation home
From $246 per night
(USD)
All Season Three Level Log Vacation Home On 21 Acres Between Okemo & Killington!
4
3.0
14
Mt Holly Vermont Cabin
From $435 per night
(USD)
Cozy Killington Mountain View Condo
3
2.0
8
Killington Vermont Condo
From $442 per night
(USD)
Family-friendly mountain home w\/private hot tub & Ping-Pong - Close to skiing
4
4.0
8
Killington Vermont Private vacation home
From $423 per night
(USD)
Viewmont Chalet is a wonderful post and beam house with an outdoor hot tub, pool table and close to skiing.
3
2.0
8
Killington Vermont Private vacation home
From $498 per night
(USD)
Luxury Resort Condo Across From Killington Ski Slope - AAA Rated
2
2.0
4
Killington Vermont Condo
From $325 per night
(USD)
Green Mountain Cottage
2
2.0
10
Fair Haven Vermont Cottage
From $90 per night
(USD)
Private and Artistic cabin, Pet friendly, no cleaning fee
2
4.0
7
West Pawlet Vermont Cabin
From $200 per night
(USD)
Sunrise Timberline G2 Ski to\/from from Sunrise Chair
2
2.0
6
Killington Vermont Condo
From $216 per night
(USD)
Cozy condo on ski shuttle route with free WiFi & full ktichen
2
2.0
6
Killington Vermont Condo
From $67 per night
(USD)
Newly Renovated 1BR Near Killington
1
1.0
2
Rutland Vermont Apartment
From $170 per night
(USD)
Newly Remodeled Ski On\/ski Off 3-bedroom Townhouse Sunrise Village
3
3.0
8
Killington Vermont Condo
From $550 per night
(USD)
Guest Cabin-- a Mountain Get-Away for Relaxation... or Romance
1.0
2
Belmont Vermont Cabin
From $150 per night
(USD)
Two bedroom Condo with great views, location and sports center Highridge B4
2
2.0
6
Killington Vermont Condo
From $298 per night
(USD)
Rustic Log Home at the LAKE
2
2.0
6
Castleton Vermont Private vacation home
From $300 per night
(USD)
Private Killington Area Inn all to Yourself!
9
11.0
23
Pittsfield Vermont Private vacation home
From $1100 per night
(USD)
Newly Renovated Ski-in Fall Line 1BR w\/ Mountain Views. Hot tub, sauna, pool. G1
1
1.0
4
Killington Vermont Condo
From $178 per night
(USD)
Trail Creek hot tub\/sauna\/pool totally renovated king bed+2twins 1.5 bath
1
2.0
4
Killington Vermont Condo
From $120 per night
(USD)
Charming cottage located on peaceful Lake Bomoseen
2
1.0
4
Hubbardton Vermont Cottage
From $135 per night
(USD)
Splendid Green Mountain Retreat with Views & Pond
4
3.0
12
MIddletown Springs Vermont Private vacation home
From $300 per night
(USD)
Modern Killington Farmhouse Condo: Close to it all! 412
1
2.0
6
Killington Vermont Condo
From $193 per night
(USD)
Get away from the crowd. Log cabin with today's conveniences. 400 private acres.
2
1.0
4
Wells Vermont Private vacation home
From $203 per night
(USD)
Killington Condo with 3 Flat Screen TVs, pool & tennis !
2
1.0
8
Killington Vermont Condo
From $175 per night
(USD)
Updated Ski-In, Ski-Out at Pico Mountain.
1
1.0
4
Killington Vermont Condo
From $134 per night
(USD)
Killington Big House: Largest Vacation Rental in Killington
12
12.0
30
killington Vermont Private vacation home
From $1240 per night
(USD)
Pico F305 Ski right to the lifts at Pico Vaulted ceilings Light and Bright. (please note this unit has NO AIR CONDITIONING)
2
2.0
8
Killington Vermont Condo
From $311 per night
(USD)
Post & Beam Home Ideal for families or Groups
4
4.0
10
Killington Vermont Private vacation home
From $295 per night
(USD)
Killington Mountain Ski resort five minutes away
2
1.0
10
Mendon Vermont Condo
From $184 per night
(USD)
Killington Rendezvous House-Timber Frame-*Summer 6 night Special 2,000 Mon-Sun*
3
3.0
8
Killington Vermont Private vacation home
From $445 per night
(USD)
Elegant Killington Condo with True Ski-on\/Ski-Off.... Lodges A-103
3
4.0
8
Killington Vermont Condo
From $600 per night
(USD)
Ground floor entry with ski in\/out access to Pico & FREE shuttle to Killington
1
1.0
4
Killington Vermont Condo
From $300 per night
(USD)
New w Views Of K, Sleeps 12-no bunks, Hot Tub, Sauna, 2mi to base 3 bd, 2.5b
3
2.0
12
Killington Vermont Private vacation home
From $555 per night
(USD)
Roomy Killington Double Condo w\/ Main Suite and Private Lock Off. Close to Resort 31
2
3.0
6
Killington Vermont Condo
From $177 per night
(USD)
2 bedroom for rent 4 miles from Okemo Mountain!
2
1.0
6
Mt Holly Vermont Apartment
From $350 per night
(USD)
Tastefully decorated Condo, 1 bedroom w\/loft, sleeps 6, sports center - Highridge C8
2
2.0
6
Killington Vermont Condo
From $283 per night
(USD)
Pico Mountain Resort Ski Chalet, Ski-on\/Ski-Off, 4BR\/2BA
4
2.0
8
Killington Vermont Private vacation home
From $400 per night
(USD)
Luxury Ski & Summer Resort & Condo, #39
1
1.0
4
Killington Vermont Condo
From $161 per night
(USD)
The mountains are calling! Renovated 2 Bdrm 3 Bath 4 queen beds close to all
2
3.0
9
Killington Vermont Condo
From $455 per night
(USD)
Relax in Vermont: gorgeous views, a pond, gazebo, and sheep! A beautiful spot!
4
3.0
5
West Pawlet Vermont Private vacation home
From $324 per night
(USD)
Killington Sun Dog Trail ski-on ski-off 2 bedroom 2 bathroom 1st floor condo
2
2.0
6
Killington Vermont Condo
From $332 per night
(USD)
Vermont Summer Festival Property, 5 Stalls and riding trails
2
2.0
8
Pawlet Vermont Private vacation home
From $600 per night
(USD)
Killington VT 2BR 2Bath unit w heated pool close to Killington slopes
2
2.0
8
Killington Vermont Private vacation home
Click For Pricing
Skiers! Fox Hollow 2BR\/2BA Condo. Across from Pico, Minutes to Killington
2
2.0
6
Mendon Vermont Condo
From $162 per night
(USD)
Ski in\/ski out at Pico Mountain Resort
2
2.0
6
Pico \/ Killington Vermont Condo
From $315 per night
(USD)
Beautifully Renovated Trail Creek #50 2BR\/2BA Loft Condo. Close to slopes. AC.
2
2.0
6
Killington Vermont Condo
From $368 per night
(USD)
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.
2
2.0
6
Killington Vermont Condo
From $187 per night
(USD)
Cozy Chalet 5mins from Okemo, Sauna , 6 pers. JACUZZI\/HOT TUB
4
3.0
9
Mount Holly Vermont Private vacation home
From $444 per night
(USD)
Mountain view condo with fast WiFi plus on-site amenities
1
1.0
6
Killington Vermont Condo
From $92 per night
(USD)
Luxury Ski House on Killington Mtn, 2 beds & Den w\/ 3 en-suite baths, hot tub
2
3.0
6
Killington Vermont Private vacation home
From $386 per night
(USD)
Newer One bedroom cottage at water's edge on Lake St. Catherine with kayaks
1
1.0
2
Poultney Vermont Cottage
From $243 per night
(USD)
Newly updated Ski House w\/ Outdoor Hot Tub & Game room
3
3.0
8
Killington Vermont Private vacation home
From $700 per night
(USD)
Beautiful Killington Mountain Views -2.7 miles to New Killington Base Lodge
4
3.0
10
Killington Vermont Private vacation home
From $800 per night
(USD)
Luxury Topridge Ski in\/out 3 story townhouse with direct access to SunDog Trail
4
4.0
11
Killington Vermont Private vacation home
From $1700 per night
(USD)
Killington, VT - Great Location, Large Floorplan & Plentiful Amenities
6
4.0
14
Killington Vermont Private vacation home
From $1859 per night
(USD)
SunBear- Pool, Hot Tub, Hiking, Game room, +More!
4
2.0
8
Killington Vermont Condo
From $504 per night
(USD)
Beautiful 2BR\/2BA Fall Line Condo w\/ Mountain Views, Pool, Hot Tub, Sauna, Shuttle. G2B
2
2.0
6
Killington Vermont Condo
From $219 per night
(USD)
Okemo Ski Getaway in Mount Holly\/Ludlow VT Under 5 miles to the slopes.
3
2.0
8
Mt Holly Vermont Private vacation home
From $179 per night
(USD)
The Mountain Suite at Killington: NEW! Luxury suite with sleeping for 10, close to resort. 112\/3
2
3.0
10
Killington Vermont Condo
From $431 per night
(USD)
Stay in the Sunny Days Suite at Killington! Sleeps 10 people in the heart of Killington 131\/2
2
3.0
10
Killington Vermont Condo
From $368 per night
(USD)
The Mod Suite at Killington. Big. Comfy. Ahh! Relax 122\/3
2
3.0
10
Killington Vermont Condo
From $288 per night
(USD)
location! location! 5 BR with Hot Tub & Firepit!
5
2.0
12
killington Vermont Private vacation home
From $436 per night
(USD)
Cortina Mountain Chalet - Outdoor Hot Tub - Close to Pico and Killington Mountains
3
3.0
8
Mendon Vermont Private vacation home
From $426 per night
(USD)
The Grande Suite at Killington: Sleeps 10 Guests, Close to Mountain, Luxury. 331\/2
2
3.0
10
Killington Vermont Condo
From $251 per night
(USD)
Lakefront Cottage w\/Breathtaking Views! Hiking.PaddleBoat.Doc.Fishing.WiFi
2
1.0
4
Wells Vermont Cottage
From $279 per night
(USD)
Camp steps from Lake Ninevah
2
1.0
7
Mount Holly Vermont Cabin
Click For Pricing
Pinnacle E26 is newly renovated with shuttle to the slopes everyday of the week. The outdoor pool, hot tub, and, tennis courts are open during summer only.
3
2.0
8
Killington Vermont Condo
From $185 per night
(USD)
Vermont Cottage • Sleeps Five • Spectacular Mountain Views • Bed and Breakfast
2
1.0
5
Wells Vermont Cottage
From $200 per night
(USD)
4-bedroom room duplex ~ Ski In
4
2.0
10
Killington Vermont Condo
From $618 per night
(USD)
Trail Creek Top Two Floor End Unit 2 Full Bath 2 Queen Beds plus a sleeper sofa
1
2.0
4
Killington Vermont Condo
From $95 per night
(USD)
Waterfront Ponds, Beautiful , 51 Acre Property Retreat
4
3.0
7
Brandon Vermont Agritourism
From $235 per night
(USD)
Hideaway Chalet-Sleeps 24 Perfect location 2min to ski slopes HOT TUB
8
6.0
24
Killington Vermont Private vacation home
From $1263 per night
(USD)
Trail Creek 3 bed 2.5 bath Sauna\/Jet Tub\/pool\/hot tub ski home on shuttle
3
4.0
8
Killington Vermont Condo
From $153 per night
(USD)
RENOVATED KILLINGTON HOME W INLAW \/HOT TUB\/BAR\/GAME ROOM
6
3.0
14
Killington Vermont Private vacation home
From $1275 per night
(USD)
Pastoral home with gas fireplace & lovely view - great for skiing & fall foliage
2
1.0
4
Pittsford Vermont Private vacation home
From $181 per night
(USD)
RoyalBear-Hot Tub-Lux Chalet 2 Miles to Slope!
6
3.0
14
Killington Vermont Private vacation home
From $714 per night
(USD)
Ski On\/off Slope Side Luxury In Sunrise Village With Pool, Sauna, Jacuzzi
3
4.0
10
Killington Vermont Private vacation home
From $1350 per night
(USD)
Charming Converted Horse Barn
4
1.0
6
Lake Bomoseen Vermont Private vacation home
From $184 per night
(USD)
Load More Results