
Holiday rentals near Rutland Country Club
We found 1,385 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals close to Rutland Country Club that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include parking and a pool. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Rutland Country Club
Showing deals for:31 Oct - 7 Nov
Image gallery for 4BR Luxury Retreat Year-Round Escape Near Pico, Killington and Mountain Top Inn!

9.89.8 out of 10 rating
Exceptional
(6 reviews)
4BR Luxury Retreat Year-Round Escape Near Pico, Killington and Mountain Top Inn!
Rutland, VT
15% off
Price is AU$5,259
AU$5,259
AU$751 per night
includes taxes & fees
Image gallery for BRIDGEWATER RETREAT

1010 out of 10 rating
Exceptional
(7 reviews)
BRIDGEWATER RETREAT
Bridgewater Corners, VT
8% off
Price is AU$8,621
AU$8,621
AU$1,232 per night
includes taxes & fees
Image gallery for Spacious And Beautiful Luxury Home In Killington

1010 out of 10 rating
Exceptional
(21 reviews)
Spacious And Beautiful Luxury Home In Killington
Killington, VT
7% off
Price is AU$4,137
AU$4,137
AU$591 per night
includes taxes & fees
Image gallery for The Slippery Slope Chalet at Pico: Ski-In/Ski-Out Escape at Pico Mountain & Close to Killington.

9.89.8 out of 10 rating
Exceptional
(9 reviews)
The Slippery Slope Chalet at Pico: Ski-In/Ski-Out Escape at Pico Mountain & Close to Killington.
Killington, VT
7% off
Price is AU$3,243
AU$3,243
AU$463 per night
includes taxes & fees
Image gallery for Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated

9.89.8 out of 10 rating
Exceptional
(60 reviews)
Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated
Killington, VT
7% off
Price is AU$5,025
AU$5,025
AU$718 per night
includes taxes & fees
Image gallery for Pastoral 5-BR Estate Minutes to Okemo

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Pastoral 5-BR Estate Minutes to Okemo
East Wallingford, Vermont
7% off
Price is AU$8,637
AU$8,637
AU$1,234 per night
includes taxes & fees
Image gallery for Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont

1010 out of 10 rating
Exceptional
(11 reviews)
Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont
Fair Haven, VT
8% off
Price is AU$3,852
AU$3,852
AU$550 per night
includes taxes & fees
Image gallery for 5 BR 3.5 Bath Killington Home with Hot Tub, Huge Dining Table, K1 Parking pass

9.89.8 out of 10 rating
Exceptional
(85 reviews)
5 BR 3.5 Bath Killington Home with Hot Tub, Huge Dining Table, K1 Parking pass
Killington, VT
8% off
Price is AU$10,239
AU$10,239
AU$1,463 per night
includes taxes & fees
Image gallery for All Season Three Level Log Vacation Home On 21 Acres Between Okemo & Killington!

9.89.8 out of 10 rating
Exceptional
(22 reviews)
All Season Three Level Log Vacation Home On 21 Acres Between Okemo & Killington!
Mount Holly, VT
8% off
Price is AU$5,379
AU$5,379
AU$768 per night
includes taxes & fees
Image gallery for The Old Orchard Home surrounded by a small apple orchard, large meadows, and a private pond

9.29.2 out of 10 rating
Wonderful
(7 reviews)
The Old Orchard Home surrounded by a small apple orchard, large meadows, and a private pond
Brandon, VT
11% off
Price is AU$6,352
AU$6,352
AU$907 per night
includes taxes & fees
Image gallery for Lake Front Home with Stunning Views

1010 out of 10 rating
Exceptional
(60 reviews)
Lake Front Home with Stunning Views
Brandon, VT
8% off
Price is AU$5,979
AU$5,979
AU$854 per night
includes taxes & fees
Image gallery for Comfy Cottage in Historic East Poultney

1010 out of 10 rating
Exceptional
(7 reviews)
Comfy Cottage in Historic East Poultney
Poultney, VT
16% off
Price is AU$2,116
AU$2,116
AU$302 per night
includes taxes & fees
Image gallery for SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF

1010 out of 10 rating
Exceptional
(89 reviews)
SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF
Mount Holly, VT
8% off
Price is AU$3,508
AU$3,508
AU$501 per night
includes taxes & fees
Image gallery for 4 Season Secluded Lakefront Home near Ski Mountains

9.49.4 out of 10 rating
Exceptional
(72 reviews)
4 Season Secluded Lakefront Home near Ski Mountains
Mount Holly, VT
8% off
Price is AU$3,467
AU$3,467
AU$495 per night
includes taxes & fees
Image gallery for Modern Farm House…minutes to Okemo; 2 King beds!

9.69.6 out of 10 rating
Exceptional
(11 reviews)
Modern Farm House…minutes to Okemo; 2 King beds!
Mount Holly, VT
7% off
Price is AU$3,159
AU$3,159
AU$451 per night
includes taxes & fees
Image gallery for 1 BR Best Location! Pools/Massage Chair/Hottubs! Summer '25 long term rental ok!

1010 out of 10 rating
Exceptional
(13 reviews)
1 BR Best Location! Pools/Massage Chair/Hottubs! Summer '25 long term rental ok!
Killington, VT
15% off
Price is AU$1,923
AU$1,923
AU$275 per night
includes taxes & fees
Image gallery for Beautiful Spacious Condo at Killington Resort

9.89.8 out of 10 rating
Exceptional
(38 reviews)
Beautiful Spacious Condo at Killington Resort
Killington, VT
7% off
Price is AU$2,451
AU$2,451
AU$350 per night
includes taxes & fees
Image gallery for Spacious 6BR - 5BA Ski Home on Pico Mountain - Minutes to Killington Mountain

9.89.8 out of 10 rating
Exceptional
(48 reviews)
Spacious 6BR - 5BA Ski Home on Pico Mountain - Minutes to Killington Mountain
Killington, VT
7% off
Price is AU$6,939
AU$6,939
AU$991 per night
includes taxes & fees
Image gallery for Versatile Vermont Farmhouse Rental - Peaceful and Relaxing!

9.89.8 out of 10 rating
Exceptional
(52 reviews)
Versatile Vermont Farmhouse Rental - Peaceful and Relaxing!
Brandon, VT
7% off
Price is AU$3,584
AU$3,584
AU$512 per night
includes taxes & fees
Image gallery for Charming Converted Horse Barn

9.69.6 out of 10 rating
Exceptional
(93 reviews)
Charming Converted Horse Barn
Bomoseen, VT
8% off
Price is AU$2,750
AU$2,750
AU$393 per night
includes taxes & fees
Image gallery for "Whispering Pines" Ski House in the heart of the Green Mountains

9.89.8 out of 10 rating
Exceptional
(64 reviews)
"Whispering Pines" Ski House in the heart of the Green Mountains
Stockbridge, VT
8% off
Price is AU$8,054
AU$8,054
AU$1,151 per night
includes taxes & fees
Image gallery for "The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

9.89.8 out of 10 rating
Exceptional
(35 reviews)
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Plymouth, VT
7% off
Price is AU$5,108
AU$5,108
AU$730 per night
includes taxes & fees
Image gallery for Killington Slope side Home

9.89.8 out of 10 rating
Exceptional
(29 reviews)
Killington Slope side Home
Killington, VT
8% off
Price is AU$7,084
AU$7,084
AU$1,012 per night
includes taxes & fees
Image gallery for Classic 1920s Farmhouse Beautifully Restored, Idyllic Setting with EV charging

1010 out of 10 rating
Exceptional
(23 reviews)
Classic 1920s Farmhouse Beautifully Restored, Idyllic Setting with EV charging
Poultney, VT
18% off
Price is AU$2,807
AU$2,807
AU$401 per night
includes taxes & fees
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Find the best place to stay - Rutland Country Club
Trail Creek 31 | Walk-to-lift condo in Killington with pool, hot tub, gym, sauna
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Roberts ave. Immaculate Rental For Nurses Apt D
Sleeps 2 · 1 bedroom · 1 bathroom
Ski You Later, Alligator Condo with Mountain Views on Shuttle Route
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Snow Better Place: Perfect for Two - On Shuttle Route w/ Amenities
Sleeps 2 · 1 bathroom
7.47.4 out of 10
Goodgood
3 reviews(3 reviews)
Recently updated home with shared hot tub, pool, and easy ski access
Sleeps 6 · 2 bedrooms · 2 bathrooms
8.48.4 out of 10
Very goodvery good
42 reviews(42 reviews)
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value