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
    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 $578/night

  8. 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

  9. 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 $458/night

  10. 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 $683/night

  11. 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 $772/night

  12. 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

  13. 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 $380/night

  14. 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 $564/night

  15. 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 $1603/night

  16. 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 $932/night

  17. 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

  18. 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 $368/night

  19. 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 $594/night

  20. CONDOMINIUM
    Edgemont Condo A3

    Edgemont Condo A3

    Killington, VT

    1 Bedroom updated Edgemont Condo (sleeps 4) - This property offers a propane fireplace. 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...

    $148 to $368/night

  21. 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 $683/night

  22. 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 $891/night

  23. 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 $683/night

  24. 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 $683/night

  25. 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 $1128/night

  26. 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 $612/night

  27. 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 $368/night

  28. CONDOMINIUM
    Edgemont Condo D5

    Edgemont Condo D5

    Killington, VT

    1 Bedroom Edgemont Condo (sleeps 4) - 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 nearby dining and...

    $148 to $368/night

  29. 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 $368/night

  30. 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 $517/night