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. CONDOMINIUM
    Highridge 2 Bedroom Jacuzzi H2J

    Highridge 2 Bedroom Jacuzzi H2J

    Killington, VT

    2 Bedroom, 2 Bath (H2J) - 2 Person Whirlpool Tub, Sauna (bedding varies) Each condominium unit is uniquely decorated with warm, inviting furnishings and includes: Equipment locker for securely storing gear; Kitchen with full size appliances,...

    Hot Tub
    FREE CANCELLATION

    $298 to $892/night

  2. HOTEL ROOM
    Killington 2 Queens GH4

    Killington 2 Queens GH4

    Killington, VT

    2 Queens (GH4). Furnished with one king or two queen beds, and decorated with signature Vermont charm. For parties traveling together, rooms can connect to studios and suites upon request. Our Health Club includes weight & cardiovascular equipment,...

    Hot Tub
    FREE CANCELLATION

    $204 to $687/night

  3. CONDOMINIUM
    Pinnacle 1 Bedroom King Beds P11K

    Pinnacle 1 Bedroom King Beds P11K

    Killington, VT

    1 Bedroom, 1 Bath (P11K) - 1 King or Queen bed, Double Sofabed ;Sleeps up to four guests; one bathroom; bedding varies by unit and is not guaranteed (one king bed, two twin beds on a common headboard, or one queen bed), double sofabed in living...

    Hot Tub
    FREE CANCELLATION

    $173 to $516/night

  4. CONDOMINIUM
    Highridge 2 Bedroom Loft H2L

    Highridge 2 Bedroom Loft H2L

    Killington, VT

    2 Bedroom, 3 Bath & Loft (H2L) - 2 Person Whirlpool Tub & Sauna (bedding varies) Each condominium unit is uniquely decorated with warm, inviting furnishings and includes: Equipment locker for securely storing gear; Kitchen with full size...

    Hot Tub
    FREE CANCELLATION

    $322 to $1086/night

  5. HOTEL ROOM
    Killington Studio Sleeps 4 GS4

    Killington Studio Sleeps 4 GS4

    Killington, VT

    Studio, Sleeps 4 (GS4). Studios are furnished with a queen murphy platform bed and a queen sofabed. Murphy beds pull down from the wall and fold up out of sight when not in use. Mattresses rest on platforms. Studios offer fully-equipped...

    Hot Tub
    FREE CANCELLATION

    $192 to $637/night

  6. CONDOMINIUM
    Pinnacle 1 Bedroom Twin Beds P11

    Pinnacle 1 Bedroom Twin Beds P11

    Killington, VT

    1 Bedroom, 1 Bath (P11) - Twins on common headboard, double sofabed in living room. Sleeps up to four guests; one bathroom. Each condominium unit is uniquely decorated with warm, inviting furnishings and includes: equipment locker for securely...

    Hot Tub
    FREE CANCELLATION

    $173 to $516/night

  7. CONDOMINIUM
    Edgemont Condo A2

    Edgemont Condo A2

    Killington, VT

    2 Bedroom Edgemont Condo (sleeps 8) with Ski Home Trail! Ski right home when you stay at Edgemont...located at the end of a trail coming from Snowshed. Or take advantage of the complimentary shuttle service to and from the lodge as well as for the...

    $172 to $404/night

  8. CONDOMINIUM
    Colony Club Townhouse Unit E28

    Colony Club Townhouse Unit E28

    Killington, VT

    Colony Club Townhome: Location, Location, Location!!! Located in the heart of Killington. Large, spacious three level, 4 bedroom, 3 bath townhouse just off the Killington Road. Rare find!! 4 bedrooms with 3 full bath. End unit townhouse, with open...

    $356 to $713/night

  9. CONDOMINIUM
    Edgemont Condo A1

    Edgemont Condo A1

    Killington, VT

    1 Bedroom updated Edgemont Condo (sleeps 4) - This property is exceptionally decorated. Wood stove, with radiant heated floors. Enjoy the 50" flat screen HDTV in the living room. Ski right home when you stay at Edgemont...located at the end of a...

    $148 to $297/night

  10. CONDOMINIUM
    Highridge Condominium Unit B4

    Highridge Condominium Unit B4

    Killington, VT

    Highridge Condominium B4: This unit features a spectacular view of the slopes from the living room with wood burning fireplace, dining area with ample seating for 6, easy access to your balcony. The Main level has the living room, dining room,...

    Pool

    $267 to $584/night

  11. CONDOMINIUM
    Sugarbush Village Run 16

    Sugarbush Village Run 16

    Warren, VT

    2 Bedroom 1 Bath Condo - sleeps up to 6 Sugarbush Village Run 16 - Vermont Property - Stylish and modern, fully renovated - Short walk to free shuttle, easy walk from slopes - Inviting and open living room with gas stove and unique decor This...

    $193 to $546/night

  12. CONDOMINIUM
    Slopeside Pico Condo

    Slopeside Pico Condo

    Killington, VT

    3 Bedroom 2 Bath Condo - sleeps up to 9 Slopeside Pico Condo - Vermont Property Cozy and convenient Pico/Killington condo right next to the slopes! Immaculate 3 bedroom condo right at the edge of the Pico lifts. Enjoy an easy walk to the slopes or...

    Pool Hot Tub

    $385 to $675/night

  13. HOUSE
    Moose Log Cabin

    Moose Log Cabin

    Killington, VT

    Moose Log Cabin: Unique authentic mountain Log-Cabin facing the Green Mountain National Golf Course. If you're looking for that special place look no further. The circular driveway leads up to the "Killington Moose Log-Cabin" a special comfortable...

    Hot Tub

    $594 to $891/night

  14. CONDOMINIUM
    57 North Lynx Condo

    57 North Lynx Condo

    Warren, VT

    Enjoy easy access to Sugarbush in this newly updated 3-bedroom North Lynx condo. At the first floor entrance you will find two cozy bedrooms, one with two twins and nice valley views, the other more private with a bunk and another twin. This floor...

    $282 to $578/night

  15. CONDOMINIUM
    Sugarbush Summit 41

    Sugarbush Summit 41

    Warren, VT

    3 Bedroom 2 Bath Condo - sleeps up to 8 Sugarbush Summit 41 - Vermont Property Come and stay at the newest condo in the Sugarbush area! Complete renovations are finished and ready for guests to enjoy. Everything is new - carpets, walls, furniture,...

    $257 to $675/night

  16. CONDOMINIUM
    Sugarbush Snowside Condo 14

    Sugarbush Snowside Condo 14

    Fayston, VT

    Come and enjoy any season in the Mad River Valley at this cozy 2-bedroom condo with beautiful mountain views! For winter, the condo is a very short distance from the uncrowded Mt. Ellen side of Sugarbush. Walk or take a short drive right to the...

    Pool

    $257 to $418/night

  17. CONDOMINIUM
    Sugarbush Summit Condo

    Sugarbush Summit Condo

    Warren, VT

    3 Bedroom 2 Bath Condo - sleeps up to 8 Sugarbush Summit Condo - Vermont Property Spacious and modern 3-bedroom Summit condo at Sugarbush. Leave the car and walk a short distance to the free shuttle that goes to Lincoln Peak, Mt. Ellen, Mad River...

    $245 to $642/night

  18. CONDOMINIUM
    Sugarbush Mountainside Loft Condo

    Sugarbush Mountainside Loft Condo

    Warren, VT

    2 Bedroom 1 Bath Condo - sleeps up to 6 Sugarbush Mountainside Loft Condo - Vermont Property No matter the season, this modern and spacious condo is the perfect mountain retreat to enjoy Sugarbush and the Mad River Valley. View the mountain from...

    Pool

    $275 to $428/night

  19. CONDOMINIUM
    Whiffletree Condo Unit C7

    Whiffletree Condo Unit C7

    Killington, VT

    3 Bedroom Nicely Decorated 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...

    Pool

    $249 to $556/night

  20. CONDOMINIUM
    Whiffletree Condo Unit A8

    Whiffletree Condo Unit A8

    Killington, VT

    4 Bedroom, 2 Full Bathroom, 2 Level Whiffletree Condo (sleeps 10) -- Enjoy this economical, 4 bedroom condo in the heart of the Killington Resort. Whiffletree Condominiums are centrally located in the heart of Killington's main basin area. In...

    $344 to $772/night

  21. CONDOMINIUM
    Whiffletree Condo Unit E4

    Whiffletree Condo Unit E4

    Killington, VT

    Whiffletree Condominium E4: If location is important, nothing beats Whiffletree Condominiums. This one bedroom unit offers the convenience of a ski home trail that leads right to the complex and free shuttle service to Snowshed Base Lodge. It is...

    Pool

    $148 to $297/night

  22. HOUSE
    Mountain Mojo

    Mountain Mojo

    Killington, VT

    Enjoy this newly Furnished two bedroom plus loft private home with outdoor hot tub. This wonderful property is close to everything - skiing, nightlife, restaurants and golf in the summer months. Main LevelKitchen - Fully EquippedDining Area - Seats...

    Hot Tub

    $297 to $920/night

  23. HOTEL ROOM
    Highridge Condominium Unit B9A

    Highridge Condominium Unit B9A

    Killington, VT

    Spacious motel unit, with 1 Queen bed, TV, private bathroom. No kitchen, living room or fireplace in this unit. Enjoy all the onsite amenities such as an on-site Sports center with Game room, indoor pool, Fitness room and outdoor hot tub for your...

    Pool Hot Tub

    $148 to $297/night

  24. HOUSE
    Tanglewood Chalet

    Tanglewood Chalet

    Killington, VT

    Tanglewood Chalet: This rustic Killington home is designed with stone and natural woodwork. The first-floor entry level has the master bedroom with king-size bed and en-suite bath. There are also two other bedrooms plus a second bath. A private den...

    $356 to $594/night

  25. CONDOMINIUM
    Highridge Condominium Unit B11

    Highridge Condominium Unit B11

    Killington, VT

    This unit features a spectacular view of the slopes from the living room with wood burning fireplace, dining area with ample seating for 6, easy access to your balcony. The Main level has the living room, dining room, kitchen and full bathroom. The...

    Pool Hot Tub

    $267 to $584/night

  26. CONDOMINIUM
    Pico Resort E304

    Pico Resort E304

    Killington, VT

    2 Bedroom Plus Loft/2 Bath/2 Level (sleeps 8) Slopeside Condo at Pico Mountain Ski Resort! This condo features spacious, bright, cheerful and contemporary styling and is walking distance to the health club and the base lodge. Catheral ceilings with...

    $238 to $469/night

  27. CONDOMINIUM
    Northside Condo #2

    Northside Condo #2

    Killington, VT

    1 Bedroom Plus Loft (sleeps 6) across from Pico Mountain! The region's best kept secret, the Northside Condos are located in a secluded setting directly across for the Pico Ski Area and just a short drive to the main Killington base lodges. This...

    $148 to $287/night

  28. CONDOMINIUM
    Whiffletree Condo Unit A7

    Whiffletree Condo Unit A7

    Killington, VT

    This is one of Killington's best kept secrets. 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

    $344 to $772/night

  29. TOWNHOUSE
    Winterberry Townhouse #2

    Winterberry Townhouse #2

    Killington, VT

    Winterberry Townhouse #2 is a modern and contemporary townhouse, which is a very bright and spacious 3-level, 4 bedroom townhouse with WiFi throughout. Winterberry 2 has just been remodelled and is new to the rental market. This townhouse offers a...

    Hot Tub

    $505 to $1009/night

  30. CONDOMINIUM
    Highridge Condominium Unit B14

    Highridge Condominium Unit B14

    Killington, VT

    Highridge Condominium B14: This unit features a spectacular view of the slopes from the living room with wood burning fireplace, dining area with ample seating for 6, easy access to your balcony. The Main level has the living room, dining room,...

    Pool

    $267 to $584/night