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
    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

  8. 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

  9. 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

  10. 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

  11. 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

  12. 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

  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. TOWNHOUSE
    Glazebrook Townhouse Unit J5

    Glazebrook Townhouse Unit J5

    Killington, VT

    3 Bedroom Glazebrook Townhome-- Secluded and Spacious! - Well Appointed Large End Unit! Located near the top of Killington’s Access Road, this property is a short drive to all Base Lodges and children’s programs; and within walking distance to...

    $356 to $534/night

  15. CONDOMINIUM
    Woods Resort Unit V4

    Woods Resort Unit V4

    Killington, VT

    Woods Resort V4: This “Woods Resort and Spa” Village Condo offers all one could wish for. This one level unit offers a Livingroom with fireplace, a spacious dining area for six and a fully equipped kitchen with breakfast bar. The master bedroom...

    Pool

    $267 to $445/night

  16. HOUSE
    Queens Croft

    Queens Croft

    Killington, VT

    Queens Croft Home: Pamper yourself in this newly built, deluxe vacation home. From the living room with stone fireplace, to the hot tub on the deck, to the two master suites each with their own bath and walk-in closet, you will find attention to...

    Hot Tub

    $891 to $1287/night

  17. CONDOMINIUM
    Sunrise Village West Glade L3

    Sunrise Village West Glade L3

    Killington, VT

    Sunrise Village West Glade L3: 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 $513/night

  18. CONDOMINIUM
    Woods Resort Unit V2

    Woods Resort Unit V2

    Killington, VT

    Woods Resort V2: This “Woods Resort and Spa” Village Condo offers all one could wish for. This one level unit offers a Livingroom with fireplace, a spacious dining area for six and a fully equipped kitchen with breakfast bar. The master bedroom...

    Pool

    $267 to $445/night

  19. TOWNHOUSE
    Glazebrook Townhouse Unit J4

    Glazebrook Townhouse Unit J4

    Killington, VT

    Glazebrook Townhome J4: 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 $386/night

  20. CONDOMINIUM
    Mountain Green C9

    Mountain Green C9

    Killington, VT

    Mountain Green Condominium C9: This spacious unit is located in Building three, the front facing Killington Mtn. Take the elevator right down to the sports center, where you find the indoor pool and sports center as well an on-site restaurant and...

    Pool Hot Tub

    $267 to $475/night

  21. CONDOMINIUM
    Pico Resort E303

    Pico Resort E303

    Killington, VT

    3 Bedroom/2 Bath/2 Level Plus Loft (sleeps 12) 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. Cathedral ceilings...

    Pool

    $255 to $594/night

  22. CONDOMINIUM
    Highridge Condominium Unit E11

    Highridge Condominium Unit E11

    Killington, VT

    This cozy 1 bedroom condo will make you feel right at home. Perfect for that couples Vermont getaway. Staying at Highridge condos, you have access to the sauna, on site sports center with indoor pool, fitness center and outdoor hot tub. Game room,...

    Pool Hot Tub

    $247 to $496/night

  23. HOUSE
    Loop Road Mountain House

    Loop Road Mountain House

    Warren, VT

    4 Bedroom 3 Bath Home - sleeps up to 10 Loop Road Mountain House - Vermont Property This wonderful private retreat is in a lovely wooded and mountain setting, yet is just a short drive from Warren village and the activities at Sugarbush and Mad...

    $513 to $899/night

  24. CABIN
    Norwegian Lane Cabin

    Norwegian Lane Cabin

    Warren, VT

    Norwegian Lane Cabin charm at its best! This spacious cabin is in a serene wooded setting, yet is steps away from amazing golf at the Sugarbush Golf Club and a quick 5 minute drive to the slopes for mountain biking, hiking, and skiing. Three...

    $385 to $652/night

  25. TOWNHOUSE
    Snow Flake

    Snow Flake

    Killington, VT

    Snow Flake - 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 LevelFully equipped Kitchen -...

    $249 to $496/night

  26. 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

  27. 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

  28. 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

  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 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