Welcome to Vermont! Green mountains in the summer, fiery autumn leaves in the fall, and lots of thrilling snow play in the winter make this tiny State a treat to visit year-round. With RedAwning's instant, hotel-style reservations and a simplified booking process you'll have your Vermont vacation rental buttoned up in no time.

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  1. CABIN
    Vermont Log Cabin Brandon

    Vermont Log Cabin Brandon

    Brandon, VT

    Vermont Log Cabin, Brandon, Vermont Located in the unhurried, unspoiled and unforgettable town of Brandon, our Vermont Log Cabin is a perfect location for a getaway any time of the year. This comfortable, well-equipped, log cabin is sequestered...

    Pets OK
  2. CONDOMINIUM
    Pinnacle 3 Bedroom P32

    Pinnacle 3 Bedroom P32

    Killington, VT

    3 Bedroom, 2 Bath (P32) - Twins on common, 4 twins, double sofabed. Sleeps up to eight guests; two bathrooms; bed types vary by unit. Each condominium unit is uniquely decorated with warm, inviting furnishings and includes: equipment locker for...

    Hot Tub
    FREE CANCELLATION

    $336 to $950/night

  3. CONDOMINIUM
    Pinnacle 3 Bedroom P32K

    Pinnacle 3 Bedroom P32K

    Killington, VT

    3 Bedroom, 2 Bath (P32K) - Sleeps up to eight guests; two bathrooms; bed types vary by unit, but includes a sofabed in living room. Each condominium unit is uniquely decorated with warm, inviting furnishings and includes: equipment locker for...

    Hot Tub
    FREE CANCELLATION

    $336 to $950/night

  4. CONDOMINIUM
    Pinnacle 2 Bedroom Twins Bed P22

    Pinnacle 2 Bedroom Twins Bed P22

    Killington, VT

    2 Bedroom, 2 Bath (P22) - Twins on Common, 2 twins. Sleeps up to six guests; two bathrooms; bed type varies by unit, but includes a sofabed in living room. Each condominium unit is uniquely decorated with warm, inviting furnishings and includes:...

    Hot Tub
    FREE CANCELLATION

    $260 to $773/night

  5. CONDOMINIUM
    Fall Line 1 Bedroom F1B

    Fall Line 1 Bedroom F1B

    Killington, VT

    1 Bedroom, 1 Bath (F1B) - 1 Queen (no sofa bed in unit) and whirlpool tub. All Fall Line units are equipped with: Equipment locker for securely storing gear; Kitchen with full size appliances, essential cooking utensils, coffee filters, garbage...

    Hot Tub
    FREE CANCELLATION

    $160 to $516/night

  6. CONDOMINIUM
    Whiffletree Condo Unit E8

    Whiffletree Condo Unit E8

    Killington, VT

    3 Bedroom, 2 bath Whiffletree Condo (two levels)(sleeps 8) - Whiffletree Condominiums are centrally located in the heart of Killington's main basin area. In winter, a free shuttle goes to Snowshed base lodge, only 1/2 mile away and enjoy "ski home"...

    Pool

    $249 to $342/night

  7. HOUSE
    Bear Run House

    Bear Run House

    Killington, VT

    Bear Run Home: This three level spacious home is located off of East Mountain Road between Bear Mountain and the Snowshed Base Lodge. The entrance level has two bedrooms, a full bathroom and large family room with widescreen TV, fireplace and...

    Hot Tub

    $534 to $1,027/night

  8. TOWNHOUSE
    Woods Resort Unit V48

    Woods Resort Unit V48

    Killington, VT

    2 Bedroom/2 Bath (sleeps 6) Village Unit at the Woods Resort & Spa -- Located on Killington’s Access Road. Guests are only a stone’s throw from all that Killington has to offer. Featuring a whirlpool tub, wood burning fireplace, equipped...

    Pool

    $267 to $342/night

  9. TOWNHOUSE
    Glazebrook Townhouse Unit F4

    Glazebrook Townhouse Unit F4

    Killington, VT

    Glazebrook Townhome F4: Located near the top of the Killington access road, this 2 bedroom unit is one (1) mile to Ramshead and Snowshed Base lodges which is the drop off for the Killington children's programs. Just a little farther up the road you...

    Pool

    $283 to $327/night

  10. CONDOMINIUM
    Whiffletree Condo Unit B1

    Whiffletree Condo Unit B1

    Killington, VT

    Enjoy this economical, 2 bedroom condo (sleeps 6) in the heart of the Killington Resort. Whiffletree Condominiums are centrally located in the heart of Killington's main basin area. In winter, a free shuttle goes to Snowshed base lodge, only 1/2...

    Pool

    $172 to $254/night

  11. HOUSE
    Sherwood House

    Sherwood House

    Mendon, VT

    Spacious private home away from the hussle and bussle. Rooms and Amenities : Property Type : House, 3 story Beds : 3 queen beds, 2 twin beds, 1 bunk bed Bathrooms : 3 bathrooms Rooms : Sleeps 10, 10 dining seats Pets : No pets...

    $356 to $505/night

  12. CONDOMINIUM
    Whiffletree Condo Unit B4

    Whiffletree Condo Unit B4

    Killington, VT

    1 Bedroom Whiffletree Condo (sleeps 4) - Whiffletree Condominiums are centrally located in the heart of Killington's main basin area. In winter, a free shuttle goes to Snowshed base lodge, only 1/2 mile away and enjoy "ski home" access provided...

    Pool

    $148 to $172/night

  13. TOWNHOUSE
    Glazebrook Townhouse Unit F5

    Glazebrook Townhouse Unit F5

    Killington, VT

    Glazebrook Townhome F5: Located near the top of the Killington access road, this 3 bedroom end unit is one (1) mile to Ramshead and Snowshed Base lodges. The drop off for the Killington children's programs. Just a little further up the road and you...

    Pool

    $356 to $505/night

  14. CONDOMINIUM
    Highridge Condominium Unit F1

    Highridge Condominium Unit F1

    Killington, VT

    Highridge Condominium F1: This is Killington’s premier resort complex! Right near the Top of Killington Road is Highridge Condominiums. It Features a ski home trail and shuttle service to and from Snowshed Base Lodge, Killington Road with all the...

    Pool

    $356 to $505/night

  15. HOUSE
    Alpine House

    Alpine House

    Killington, VT

    Alpine House: Extremely spacious well maintained home on Alpine Drive on Pico Mountain. Walk out your door and across the street is one of Pico's Trails to start skiing and riding. Enjoy the large living room with it's great mountain views and the...

    $505 to $594/night

  16. CONDOMINIUM
    Whiffletree Condo Unit A6

    Whiffletree Condo Unit A6

    Killington, VT

    2 Bedroom/2 Bath Whiffletree Condo (sleeps 6) - Whiffletree Condominiums are centrally located in the heart of Killington's main basin area. In winter, a free shuttle goes to Snowshed base lodge, only 1/2 mile away and enjoy "ski home" access...

    Pool

    $184 to $285/night

  17. CONDOMINIUM
    Stowe Mountainside Condo

    Stowe Mountainside Condo

    Stowe, VT

    One of the best locations in Stowe for your vacation getaway! This lovely condo is positioned right between the village and the mountain for easy access to the best Stowe activities in all seasons. A quick walk or bike ride gets you on the beautiful...

    Pool

    $225 to $385/night

  18. HOUSE
    Weathervane Chalet

    Weathervane Chalet

    Killington, VT

    This Rustic ski home is minutes from the Killington Mountain and night life. This home has a  wrap-around porch you can enjoy anytime of the year!  Outside, you'll have a private yard.  Inside, you'll have an a cozy home for those rainy days or...

    $297 to $469/night

  19. CONDOMINIUM
    Sunrise Village East Glade B3

    Sunrise Village East Glade B3

    Killington, VT

    Sunrise Village East Glade B3: Ski in/ski out right from your 2 bedroom condo, the trail is just 50 yards from your front door. Pamper yourself in this 2 bedroom, 2 bath condo with onsite Spa. The condo features a fully equipped kitchen that...

    Pool

    $283 to $461/night

  20. CONDOMINIUM
    Trailside Village unit 5

    Trailside Village unit 5

    Killington, VT

    This one bedroom condo is located directly on Killington Mountain and is a true ski on/ski off location, situated just 20 yards from the Great Eastern Trail. This trail is serviced by the Sky Ship Gondola, a high-speed 8-person gondola. To make...

    Hot Tub

    $297 to $350/night

  21. HOUSE
    A Great Escape

    A Great Escape

    Killington, VT

    3 Bedroom plus Loft Private Home (sleeps 10). A Great Escape! Large Outdoor Hot Tub. Ski down 250 feet to Great Eastern, walk home 700 feet from Home Stretch trail. Perfect vacation home for 2 couples with children. Wi Fi, Wood Burning Fireplace and...

    Hot Tub
  22. TOWNHOUSE
    Woods Resort Unit A4

    Woods Resort Unit A4

    Killington, VT

    Woods Resort A4: This large Woods Cluster home is a two story townhouse with the best that Killington has to offer. This unit features a sunken Livingroom with fireplace, cathedral ceilings, full kitchen. The upstairs has a bedroom with a queen size...

    Pool

    $295 to $386/night

  23. TOWNHOUSE
    Snow Flurry

    Snow Flurry

    Killington, VT

    Snow Flurry - Four bedroom Townhouse sleeps 10 just minutes to Killington Base Lodges. Very spacious property for those with a larger family. This property is can also be rented with Snow Flurry if available. Main Level Fully equipped Kitchen -...

    $249 to $423/night

  24. CONDOMINIUM
    Highridge Condominium Unit B9B

    Highridge Condominium Unit B9B

    Killington, VT

    This NEWLY upgraded unit features a spectacular view of the slopes from the living room with wood burning fireplace, spacious dining area, full kitchen, 1 bedrooms and 1 full bath with Sauna. Highridge Condominiums has an on-site Sports center with...

    Pool Hot Tub

    $232 to $327/night

  25. CONDOMINIUM
    Whiffletree Condo Unit C5

    Whiffletree Condo Unit C5

    Killington, VT

    1 Bedroom Whiffletree Condo (sleeps 4) - Whiffletree Condominiums are centrally located in the heart of Killington's main basin area. In winter, a free shuttle goes to Snowshed base lodge, only 1/2 mile away and enjoy "ski home" access provided...

    Pool

    $148 to $172/night

  26. CONDOMINIUM
    Mountain Green 2E3

    Mountain Green 2E3

    Killington, VT

    Enjoy a condo which offers the best of everything. Mountain Green Resort is close to the ski slopes, just a short walk to Snowshed Base Lodge. The Killington Tubing park is a stones throw away. Enjoy such conveniences like the health spa, indoor...

    Pool Hot Tub

    $267 to $327/night

  27. CONDOMINIUM
    Winterberry Townhouse #1

    Winterberry Townhouse #1

    Killington, VT

    Winterberry Townhouse #1: This premium, distinctive and spacious 4-level, 4 bedroom townhouse is located between Killington and Pico ski areas. Upon entering this home you will be able to drop your skis and gear into a large walk-in closet in your...

    Hot Tub

    $505 to $713/night

  28. CONDOMINIUM
    Whiffletree Condo Unit E7

    Whiffletree Condo Unit E7

    Killington, VT

    Whiffletree Condominium E7: If location is important nothing beats Whiffletree Condominiums. It offers the convenience of a ski home trail and shuttle service to Snowshed Base Lodge. This unit offers Killington's best value on top of the mountain....

    Pool

    $249 to $342/night

  29. CONDOMINIUM
    2 Br With High Ceilings in Kettle Brook- Okemo

    2 Br With High Ceilings in Kettle Brook- Okemo

    Ludlow, VT

    This 2BR, 2Bath split-level unit is located on the Kettle Brook ski trail. Two twins in the main level bedroom and a King upstairs, plus a queen sofa provides sleeping for 6.Guests also receive complimentary access to the Spring House Aquatic and...

    Pool Hot Tub
    FREE CANCELLATION

    $233 to $600/night

  30. HOUSE
    Twine Hill 4 Bedroom Home- Private Hot Tub

    Twine Hill 4 Bedroom Home- Private Hot Tub

    Ludlow, VT

    This 4 Bedroom/2 Bath home is located on Twine Hill, just off the lower section of South Hill Rd (.25 miles from traffic light) in the Village of Ludlow. This spacious home has an open concept living/dining room area, and four bedrooms with: Queen...

    Hot Tub
    FREE CANCELLATION