×

Download the RedAwning app today!
Find your rental and view all your reservation details, all in one place

Vermont Vacation Rentals - 138 Properties

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.

Search results

  1. Sleeps 10, $258 to $478/night

    City : Bridgewater
    Bedrooms : 4
    Bathrooms : 2
    Pets OK

    Winter, spring, summer and fall, there is always something to do and...

  2. Sleeps 6, $281 to $519/night

    City : Killington
    Bedrooms : 2
    Bathrooms : 2
    Pool Hot Tub

    This Bright and spacious condo across the street from the lifts...

  3. Sleeps 6, $226 to $417/night

    City : Bridgewater
    Bedrooms : 3
    Bathrooms : 2
    Pets OK

    It means no worries, for the rest of your vacation. No service, no...

  4. Sleeps 6, $331 to $610/night

    City : Killington
    Bedrooms : 2
    Bathrooms : 2
    Pool Pets OK

    A fantastic skiers dream getaway at Killington's Sunrise Village!...

  5. Sleeps 4, ~$178/night

    City : Fair Haven
    Bedrooms : 2
    Bathroom : 1
    Pets OK

    Lake front camp, converted 1955 motor home, set on Lake Hortonia in...

  6. Sleeps 10, $491 to $907/night

    City : Killington
    Bedrooms : 4
    Bathrooms : 3
    Pool Hot Tub

    This premium extra large two level is like your home away from home!...

  7. Sleeps 8, $314 to $581/night

    City : Stockbridge
    Bedrooms : 3
    Bathrooms : 2
    Hot Tub Pets OK

    Getaway and enjoy yourself at this Green Mountain Vermont Chalet...

  8. Sleeps 20, $431 to $798/night

    City : Pittsfield
    Bedrooms : 3
    Bathrooms : 2
    Hot Tub Pets OK

    Come ski Killington and Pico Peak mountains while staying in this...

  9. Sleeps 4, $219 to $405/night

    City : Killington
    Bedroom : 1
    Bathroom : 1
    Pool Hot Tub

    Classic Killington ski condo and health Spa conveniently located at...

  10. Sleeps 10, $719 to $1331/night

    City : Killington
    Bedrooms : 5
    Bathrooms : 3
    Pool Hot Tub

    Enjoy luxury at the top…of Killington's Sunrise Village! 5 large...

  11. Sleeps 8, $281 to $519/night

    City : Killington
    Bedrooms : 2
    Bathrooms : 2
    Pool Hot Tub

    This condo has an open floor plan with a large outdoor porch....

  12. Sleeps 6, $281 to $519/night

    City : Killington
    Bedrooms : 2
    Bathroom : 1.5
    Pool

    Super comfortable, family-friendly 2 bedroom condo right at the base...

  13. Sleeps 6, $281 to $519/night

    City : Killington
    Bedrooms : 2
    Bathrooms : 2
    Pool Hot Tub

    Newly updated ski condo conveniently located at the base of the...

  14. Sleeps 6, $281 to $519/night

    City : Killington
    Bedrooms : 2
    Bathrooms : 2
    Pool Hot Tub

    Come enjoy this spacious extra large 2 bedroom condo featuring a...

  15. Sleeps 8, $281 to $519/night

    City : Killington
    Bedrooms : 2
    Bathroom : 1.5
    Pool Hot Tub

    Download our "Killington Vacation Guide" app to help plan your...

  16. Sleeps 4, $219 to $405/night

    City : Killington
    Bedroom : 1
    Bathroom : 1
    Pool Hot Tub

    Picture yourself in this new luscious one bedroom condo with amazing...

  17. Sleeps 12, $491 to $907/night

    City : Killington
    Bedrooms : 3
    Bathrooms : 3
    Pool Hot Tub Pets OK

    Perfection on the mountain! Charming and updated ski on/ski off...

  18. Sleeps 6, ~$525/night

    City : Brandon
    Bedrooms : 2
    Bathrooms : 2
    Pets OK

    Vermont Log Cabin, Brandon, Vermont Located in the unhurried,...

  19. Sleeps 6, $461 to $853/night

    City : Killington
    Bedrooms : 3
    Bathrooms : 3.5
    Pool Hot Tub

    The Woods Resort & Spa development is centrally located off...

  20. Sleeps 6, $275 to $549/night

    City : Killington
    Bedrooms : 2
    Bathroom : 1.5
    Pool

    Glazebrook Townhome F4: Located near the top of the Killington...

  21. Sleeps 8, $347 to $751/night

    City : Killington
    Bedrooms : 3
    Bathrooms : 2.5
    Pool

    Glazebrook Townhome F5: Located near the top of the Killington...

  22. Sleeps 8, $275 to $795/night

    City : Killington
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Sunrise Village East Glade B3: Ski in/ski out right from your 2...

  23. Sleeps 6, $260 to $679/night

    City : Killington
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Woods Resort V26: This “Woods Resort and Spa” Village Condo...

  24. Sleeps 6, $286 to $722/night

    City : Killington
    Bedrooms : 2
    Bathrooms : 2.5
    Pool

    Woods Resort A4: This large Woods Cluster home is a two story...

  25. Sleeps 6, $243 to $814/night

    City : Killington
    Bedrooms : 3
    Bathrooms : 2
    Pool

    Whiffletree Condominium E7: If location is important nothing beats...

  26. Sleeps 16, $520 to $1790/night

    City : Killington
    Bedrooms : 7
    Bathrooms : 4
    Hot Tub

    Bear Run Home: This three level spacious home is located off of East...

  27. Sleeps 8, $289 to $693/night

    City : Killington
    Bedroom : 1
    Bathroom : 1
    Hot Tub

    This one bedroom condo is located directly on Killington Mountain...

  28. Sleeps 10, $491 to $1155/night

    City : Killington
    Bedrooms : 4
    Bathrooms : 3

    Alpine House: Extremely spacious well maintained home on Alpine...

  29. Sleeps 12, $491 to $1097/night

    City : Killington
    Bedrooms : 4
    Bathrooms : 3.5
    Hot Tub

    Winterberry Townhouse #1: This premium, distinctive and spacious...

  30. Sleeps 10, $664 to $1155/night

    City : Killington
    Bedrooms : 3
    Bathrooms : 2
    Hot Tub

    3 Bedroom plus Loft Private Home (sleeps 10). A Great Escape! Large...