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Our top choices for Rutland holiday homes

1. Cozy Rutland Retreat
Cozy Rutland RetreatRutland
9.8 out of 10, Exceptional, (18 reviews)
The price is £136
includes taxes & fees
30 Nov - 1 Dec

2. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
new 2 bedroom close to killington and bike trails this is pet ok downstairs unitMendon
9.4 out of 10, Exceptional, (8 reviews)
The price is £211
includes taxes & fees
15 Nov - 16 Nov

3. Kingsley Homestead - 2 Bedroom retreat
Kingsley Homestead - 2 Bedroom retreatRutland
The price is £140
includes taxes & fees
18 Nov - 19 Nov

4. large ski ranch hot tub close to killington pets ok
large ski ranch hot tub close to killington pets okMendon
9.2 out of 10, Wonderful, (10 reviews)
The price is £389
includes taxes & fees
15 Nov - 16 Nov

5. Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop ResortChittenden
9.4 out of 10, Exceptional, (6 reviews)
The price is £467
includes taxes & fees
16 Nov - 17 Nov

6. Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.
Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.Rutland
9.4 out of 10, Exceptional, (6 reviews)
The price is £646
includes taxes & fees
15 Nov - 16 Nov

7. Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Relaxing Rutland Retreat Near Skiing, Dining & HikingRutland
10.0 out of 10, Exceptional, (1 review)
The price is £525
includes taxes & fees
14 Nov - 15 Nov

8. 4BR Home | Walk Downtown Rutland + Trails
4BR Home | Walk Downtown Rutland + TrailsRutland
10.0 out of 10, Exceptional, (8 reviews)
The price is £264
includes taxes & fees
14 Nov - 15 Nov

9. Luxury Condo Tucked in the Heart of Killington
Luxury Condo Tucked in the Heart of KillingtonKillington
10.0 out of 10, Exceptional, (1 review)
The price is £177
includes taxes & fees
15 Nov - 16 Nov

10. CozyDen- Fireplace, Ski Off/ Shuttle On
CozyDen- Fireplace, Ski Off/ Shuttle OnKillington
9.6 out of 10, Exceptional, (4 reviews)
The price is £203
includes taxes & fees
15 Nov - 16 Nov

11. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Historic Victorian Estate 4 Bed 2 Bath Fast WifiFair Haven
9.2 out of 10, Wonderful, (39 reviews)
The price is £214
includes taxes & fees
15 Nov - 16 Nov

12. Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ FireplaceKillington
9.0 out of 10, Wonderful, (2 reviews)
The price is £408
includes taxes & fees
15 Nov - 16 Nov

13. Slopeside Estate Guesthouse: Hot tub, AC, Grill
Slopeside Estate Guesthouse: Hot tub, AC, GrillKillington
The price is £751
includes taxes & fees
16 Nov - 17 Nov

14. Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, VermontNorth Sherburne
10.0 out of 10, Exceptional, (1 review)
The price is £522
includes taxes & fees
15 Nov - 16 Nov

15. Liquid Lodge Lower: 2BR Duplex near Killington with 1 PM Checkout
Liquid Lodge Lower: 2BR Duplex near Killington with 1 PM CheckoutKillington
The price is £409
includes taxes & fees
15 Nov - 16 Nov

16. Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking Trails
Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking TrailsNorth Sherburne
10.0 out of 10, Exceptional, (1 review)

17. The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi
The Woods Resort Killington - 2B Townhouse with Spa, Pool & JacuzziThe Woods
The price is £276
includes taxes & fees
15 Nov - 16 Nov

18. The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6Plymouth
The price is £469
includes taxes & fees
15 Nov - 16 Nov

19. Cozy 3BR, 2-Story Retreat with Hot Tub, Pet Friendly, Deck, Grill, Fire Table, 5 min to Killington
Cozy 3BR, 2-Story Retreat with Hot Tub, Pet Friendly, Deck, Grill, Fire Table, 5 min to KillingtonKillington
9.0 out of 10, Wonderful, (7 reviews)
The price is £420
includes taxes & fees
15 Nov - 16 Nov

20. Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.
Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.Killington
7.0 out of 10, Good, (6 reviews)
The price is £413
includes taxes & fees
15 Nov - 16 Nov
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Learn more about Rutland
Nestled in the Green Mountains, this charming city offers world-class skiing and a vibrant university atmosphere. Catch a show at the historic Paramount Theatre or explore nature's wonders at McLaughlin Falls and Green Mountain National Forest.






















































































































