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
    21 Mountainside

    21 Mountainside

    Warren, VT

    1 BR 1 Bath Condo - sleeps up to 421 Mountainside - a SkyRun Vermont Property Wonderful Mountainside condo within steps of the mountain and Sugarbush Village. Enjoy the mountain and Mad River Valley in all seasons from this centrally located and...

    Pool

    $122 to $161/night

  2. CONDOMINIUM
    Slopeside Okemo Condo

    Slopeside Okemo Condo

    Ludlow, VT

    3 BR 2 Bath Condo - sleeps up to 8Slopeside Okemo Condo - a SkyRun Vermont Property Wonderfully spacious 3-bedroom condo located atop the Clock Tower base quads, about 1/3 of the way up the mountain. In other words a great ski on, ski off...

    Pool Hot Tub
  3. CONDOMINIUM
    9 Villager

    9 Villager

    Warren, VT

    1 BR 1 Bath Condo - sleeps up to 49 Villager - a SkyRun Vermont Property True ski on, ski off at Sugarbush! This cozy 1-bedroom condo is right on the edge of the Out to Lunch trail for easy ski on and ski off access and direct access to the...

  4. CONDOMINIUM
    Highridge 1 Bedroom Loft H1L

    Highridge 1 Bedroom Loft H1L

    Killington, VT

    1 Bedroom, 2 Bath & Loft (H1L) - 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, essential cooking...

    Hot Tub
    FREE CANCELLATION

    $242 to $349/night

  5. HOTEL ROOM
    Killington 1 Bedroom Suite G16

    Killington 1 Bedroom Suite G16

    Killington, VT

    1 Bedroom Suite (G16). A one-bedroom suite for up to six guests includes a bedroom with queen bed, a queen murphy platform bed and a queen sofabed in the living room. One-bedroom suites offer one bathroom. All suites offer fully-equipped...

    Hot Tub
    FREE CANCELLATION

    $253 to $352/night

  6. HOTEL ROOM
    Killington Studio Sleeps 2 GS2

    Killington Studio Sleeps 2 GS2

    Killington, VT

    Studio (GS2). Studios are furnished with a queen murphy platform bed for two guests. 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 kitchenettes with the...

    Hot Tub
    FREE CANCELLATION

    $192 to $260/night

  7. CONDOMINIUM
    Pinnacle 2 Bedroom P22K

    Pinnacle 2 Bedroom P22K

    Killington, VT

    2 Bedroom, 2 Bath (P22K) - Sleeps up to six guests; king or queen bed in master; 2 twins; double sofabed in living room. Each condominium unit is uniquely decorated with warm, inviting furnishings and includes: equipment locker for securely storing...

    Hot Tub
    FREE CANCELLATION

    $260 to $349/night

  8. HOUSE
    Luxury 6Br Solitude Village- Indoor Bball Court, Private Tub

    Luxury 6Br Solitude Village- Indoor Bball Court, Private...

    Ludlow, VT

    Stay in a luxurious 6-bedroom 6 1/2 bath ski-in/ski-out home with direct access to the Sidewinder trail. You'll be 200 yards uphill from the Morning Star triple chairlift and 300 yards uphill from ePIC Restaurant, Solitude Recreation facilities and...

    Hot Tub
    FREE CANCELLATION
  9. CONDOMINIUM
    2Br- Remodeled Kitchen in Kettle Brook- Okemo

    2Br- Remodeled Kitchen in Kettle Brook- Okemo

    Ludlow, VT

    This 2BR/2Bath split level unit, located on the Kettle Brook ski trail, is truly an exceptional rental opportunity. Stunning kitchen and modernized baths. 47"f/s TV in LR. 32in f/s TV in each bedroom. Nice king bed upstairs, 2 twin beds downstairs...

    Pool Hot Tub
    FREE CANCELLATION
  10. CONDOMINIUM
    Ski-in, Ski-out 2 Br Condo With View of Ski Lift!

    Ski-in, Ski-out 2 Br Condo With View of Ski Lift!

    Ludlow, VT

    This 2 bedroom, 2-bathroom ski-in/ski-out single-level unit is located at the summit of the two South Ridge Quad chairlifts. Featuring a newly renovated and slightly expanded kitchen with all new stainless appliances, new cabinets, new tile flooring...

    Pool Hot Tub
    FREE CANCELLATION
  11. HOUSE
    Loop Road Mountain House

    Loop Road Mountain House

    Warren, VT

    4 BR 3 Bath Home - sleeps up to 10Loop Road Mountain House - a SkyRun 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...

  12. CONDOMINIUM
    57 North Lynx

    57 North Lynx

    Warren, VT

    3 BR 2 Bath Condo - sleeps up to 957 North Lynx - a SkyRun Vermont Property 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...

    $282 to $334/night

  13. CONDOMINIUM
    Slopeside Pico Condo

    Slopeside Pico Condo

    Killington, VT

    3 BR 2 Bath Condo - sleeps up to 9Slopeside Pico Condo - a SkyRun 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...

  14. CONDOMINIUM
    14 Snowside

    14 Snowside

    Fayston, VT

    2 BR 2 Bath Condo - sleeps up to 614 Snowside - a SkyRun Vermont Property 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...

    Pool

    $161 to $513/night

  15. HOUSE
    Norwegian Lane House

    Norwegian Lane House

    Warren, VT

    3 BR 3 Bath Home - sleeps up to 10Norwegian Lane House - a SkyRun Vermont Property Authentic Norwegian Log Home A unique opportunity to experience a Norwegian tradition! In Norway a “hytte” is a home in the wilderness that represents an...

    $322 to $932/night

  16. 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 $487/night

  17. 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 $233/night

  18. 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 $260/night

  19. 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 $233/night

  20. 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 $270/night

  21. 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 $439/night

  22. CONDOMINIUM
    19 Mountainside

    19 Mountainside

    Warren, VT

    2 BR 1 Bath Condo - sleeps up to 419 Mountainside - a SkyRun 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 your private...

    Pool

    $183 to $336/night

  23. CONDOMINIUM
    16 Village Run

    16 Village Run

    Warren, VT

    2 BR 1 Bath Condo - sleeps up to 616 Village Run - a SkyRun 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 fully...

    $193 to $554/night

  24. CONDOMINIUM
    22 Summit

    22 Summit

    Warren, VT

    3 BR 2 Bath Condo - sleeps up to 822 Summit - a SkyRun 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 Glen and...

    $245 to $336/night

  25. CONDOMINIUM
    Winterplace 3 Br- Plenty of Bedding- Great for Families

    Winterplace 3 Br- Plenty of Bedding- Great for Families

    Ludlow, VT

    This 3 bedroom, 2-bathroom ski-in/ski-out single-level unit is located at the summit of the two South Ridge Quad chairlifts. Bedding consists of a King in the master, a Queen in the 2nd bedroom, and 2 bunk beds in the 3rd bedroom, and a queen...

    Pool Hot Tub
    FREE CANCELLATION
  26. CONDOMINIUM
    41 Summit

    41 Summit

    Warren, VT

    3 BR 2 Bath Condo - sleeps up to 841 Summit - a SkyRun 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, and...

    $257 to $353/night

  27. CONDOMINIUM
    2 Br in Kettle Brook- Okemo

    2 Br in Kettle Brook- Okemo

    Ludlow, VT

    This unit is a 2-bedroom, 2 bathroom mountainside unit in Kettle Brook, and is located a short walk from the Bull Run ski trail. Split-level for extra privacy, this lower-level unit features a Queen bed plus 1 set of bunk beds, a full bath, and a...

    Pool Hot Tub
    FREE CANCELLATION
  28. 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
  29. CONDOMINIUM
    Stowe Mountainside Condo

    Stowe Mountainside Condo

    Stowe, VT

    3 BR 2 Bath Condo - sleeps up to 5Stowe Mountainside Condo - a SkyRun Vermont Property 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...

    Pool

    $193 to $322/night

  30. 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 $233/night