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  1. You could save 10% or more right now

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  2. Middlebury Inn

    Middlebury Inn

    Middlebury
    Pool
    Fully refundable
    Reserve now, pay later
    4.3/5Excellent(916 reviews)
    4.3 out of 5 Excellent (916 reviews)
    modMember Discount available
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  3. Courtyard Middlebury

    Courtyard Middlebury

    Middlebury
    Pool
    Hot tub
    Fully refundable
    Reserve now, pay later
    4.4/5Excellent(373 reviews)
    4.4 out of 5 Excellent (373 reviews)
    We have 5 left at
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  4. Bristol Suites

    Bristol Suites

    Bristol, 9.33 mi from Middlebury
    4.8/5Exceptional(93 reviews)
    4.8 out of 5 Exceptional (93 reviews)
    We have 1 left at
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  5. Luxurious Secluded Cottage / Massage Studio on Site

    Luxurious Secluded Cottage / Massage Studio on Site

    Entire home
    Sleeps 2, 1 bedroom, 1 bathroom
    9.86 mi from Middlebury
    Kitchen
    Washer and dryer
    5.0/5Exceptional(2 reviews)
    5.0 out of 5 Exceptional (2 reviews)
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  6. Shoreham Inn

    Shoreham Inn

    Shoreham, 11.02 mi from Middlebury
    Breakfast included
    Fully refundable
    4.8/5Exceptional(85 reviews)
    4.8 out of 5 Exceptional (85 reviews)
    We have 1 left at
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  7. Strong House Inn

    Strong House Inn

    11.15 mi from Middlebury
    Breakfast included
    4.7/5Exceptional(50 reviews)
    4.7 out of 5 Exceptional (50 reviews)
    We have 1 left at
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  8. Brandon Inn

    Brandon Inn

    15.43 mi from Middlebury
    Pool
    Fully refundable
    4.4/5Excellent(56 reviews)
    4.4 out of 5 Excellent (56 reviews)
    modMember Discount available
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  9. The Lilac Inn

    The Lilac Inn

    15.49 mi from Middlebury
    Breakfast included
    Fully refundable
    Reserve now, pay later
    4.7/5Exceptional(88 reviews)
    4.7 out of 5 Exceptional (88 reviews)
    We have 1 left at
    More information about The Lilac Inn, opens in a new tab
  10. Stetson Hollow Cabin By Stetson Brook

    Stetson Hollow Cabin By Stetson Brook

    Entire home
    Sleeps 6, 2 bedrooms, 1 bathroom
    15.91 mi from Middlebury
    Kitchen
    Washer and dryer
    4.8/5Exceptional(88 reviews)
    4.8 out of 5 Exceptional (88 reviews)
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  11. Slopeside Sugarbush Condo in the Center of it ALL! Air Conditioned!

    Slopeside Sugarbush Condo in the Center of it ALL! Air Conditioned!

    Entire apartment
    Sleeps 4, 1 bedroom, 1 bathroom
    16.09 mi from Middlebury
    Pool
    Kitchen
    Washer and dryer
    4.9/5Exceptional(13 reviews)
    4.9 out of 5 Exceptional (13 reviews)
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  12. Comfortable mountainside condo with skiing, balcony, fast WiFi, & washer/dryer

    Comfortable mountainside condo with skiing, balcony, fast WiFi, & washer/dryer

    Entire apartment
    Sleeps 4, 1 bedroom, 1 bathroom
    16.15 mi from Middlebury
    Kitchen
    Washer and dryer
    More information about Comfortable mountainside condo with skiing, balcony, fast WiFi, & washer/dryer, opens in a new tab
  13. Charming mountainside condo with fireplace, skiing, balcony, & washer/dryer

    Charming mountainside condo with fireplace, skiing, balcony, & washer/dryer

    Entire apartment
    Sleeps 4, 1 bedroom, 1 bathroom
    16.24 mi from Middlebury
    Kitchen
    Washer and dryer
    More information about Charming mountainside condo with fireplace, skiing, balcony, & washer/dryer, opens in a new tab
  14. Ski condo with locker, shuttle, WiFi, fireplace, and private washer/dryer

    Ski condo with locker, shuttle, WiFi, fireplace, and private washer/dryer

    Entire apartment
    Sleeps 4, 2 bedrooms, 2 bathrooms
    16.29 mi from Middlebury
    Kitchen
    Washer and dryer
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  15. Mountain Condo with Three Pools, Hot Tub, Tennis, Game Room & Gym

    Mountain Condo with Three Pools, Hot Tub, Tennis, Game Room & Gym

    Entire apartment
    Sleeps 6, 2 bedrooms, 2 bathrooms
    16.41 mi from Middlebury
    Pool
    Kitchen
    Washer and dryer
    4.4/5Excellent(9 reviews)
    4.4 out of 5 Excellent (9 reviews)
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  16. Welcoming Condo with Shared Pools, Hot Tub - Easy Access to Golf & Slopes

    Welcoming Condo with Shared Pools, Hot Tub - Easy Access to Golf & Slopes

    Entire apartment
    Sleeps 5, 2 bedrooms, 2 bathrooms
    16.42 mi from Middlebury
    Pool
    Kitchen
    Washer and dryer
    4.7/5Exceptional(10 reviews)
    4.7 out of 5 Exceptional (10 reviews)
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  17. Lovely Ski Condo with Great Location, Hot Tub, Pools, & Tennis

    Lovely Ski Condo with Great Location, Hot Tub, Pools, & Tennis

    Entire apartment
    Sleeps 4, 1 bedroom, 1 bathroom
    16.5 mi from Middlebury
    Pool
    Kitchen
    4.1/5Very Good(22 reviews)
    4.1 out of 5 Very Good (22 reviews)
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  18. Mountain view condo with fireplace, WiFi, W/D, indoor & outdoor pools, & gym

    Mountain view condo with fireplace, WiFi, W/D, indoor & outdoor pools, & gym

    Entire apartment
    Sleeps 4, 2 bedrooms, 2 bathrooms
    16.51 mi from Middlebury
    Pool
    Kitchen
    Washer and dryer
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  19. Cozy Townhome with Shared Pools & Hot Tub, On-Site Tennis, Game Room & Gym

    Cozy Townhome with Shared Pools & Hot Tub, On-Site Tennis, Game Room & Gym

    Entire apartment
    Sleeps 4, 2 bedrooms, 1 bathroom
    16.55 mi from Middlebury
    Pool
    Kitchen
    Washer and dryer
    4.7/5Exceptional(10 reviews)
    4.7 out of 5 Exceptional (10 reviews)
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  20. Sugar Lodge At Sugarbush

    Sugar Lodge At Sugarbush

    16.65 mi from Middlebury
    Pool
    Fully refundable
    Reserve now, pay later
    3.9/5Good(106 reviews)
    3.9 out of 5 Good (106 reviews)
    modMember Discount available
    More information about Sugar Lodge At Sugarbush, opens in a new tab
  21. Dreamy Artist Chalet in Secluded Historic Village

    Dreamy Artist Chalet in Secluded Historic Village

    Entire home
    Sleeps 4, 2 bedrooms, 3 bathrooms
    16.82 mi from Middlebury
    Kitchen
    Washer and dryer
    4.0/5Very Good(4 reviews)
    4.0 out of 5 Very Good (4 reviews)
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  22. Best Western Plus Ticonderoga Inn & Suites

    Best Western Plus Ticonderoga Inn & Suites

    16.87 mi from Middlebury
    Breakfast included
    Pool
    Hot tub
    Fully refundable
    Reserve now, pay later
    4.3/5Excellent(487 reviews)
    4.3 out of 5 Excellent (487 reviews)
    More information about Best Western Plus Ticonderoga Inn & Suites, opens in a new tab
  23. Super 8 by Wyndham Ticonderoga

    Super 8 by Wyndham Ticonderoga

    17.26 mi from Middlebury
    3.9/5Good(774 reviews)
    3.9 out of 5 Good (774 reviews)
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  24. Circle Court Motel

    Circle Court Motel

    17.55 mi from Middlebury
    Fully refundable
    4.2/5Very Good(45 reviews)
    4.2 out of 5 Very Good (45 reviews)
    We have 1 left at
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  25. White Horse Lodge

    White Horse Lodge

    17.9 mi from Middlebury
    4.7/5Exceptional(498 reviews)
    4.7 out of 5 Exceptional (498 reviews)
    modMember Discount available
    More information about White Horse Lodge, opens in a new tab
  26. Inviting & secluded ski shuttle condo w/ a balcony - short hike to Mad River!

    Inviting & secluded ski shuttle condo w/ a balcony - short hike to Mad River!

    Entire apartment
    Sleeps 3, 1 bedroom, 1 bathroom
    18.06 mi from Middlebury
    Kitchen
    Washer and dryer
    4.6/5Wonderful(5 reviews)
    4.6 out of 5 Wonderful (5 reviews)
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  27. The Warren Lodge

    The Warren Lodge

    18.09 mi from Middlebury
    4.6/5Wonderful(380 reviews)
    4.6 out of 5 Wonderful (380 reviews)
    modMember Discount available
    More information about The Warren Lodge, opens in a new tab
  28. Mad River Barn

    Mad River Barn

    18.57 mi from Middlebury
    Breakfast included
    4.5/5Wonderful(121 reviews)
    4.5 out of 5 Wonderful (121 reviews)
    We have 4 left at
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  29. Mad River Lodge

    Mad River Lodge

    18.64 mi from Middlebury
    4.4/5Excellent(179 reviews)
    4.4 out of 5 Excellent (179 reviews)
    modMember Discount available
    More information about Mad River Lodge, opens in a new tab
  30. Hyde Away Inn

    Hyde Away Inn

    18.81 mi from Middlebury
    Fully refundable
    4.1/5Very Good(37 reviews)
    4.1 out of 5 Very Good (37 reviews)
    We have 1 left at
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  31. Go Skiing or Hiking from an Enchanting, Light-Filled Home

    Go Skiing or Hiking from an Enchanting, Light-Filled Home

    Entire apartment
    Sleeps 4, 2 bedrooms, 1 bathroom
    18.91 mi from Middlebury
    Kitchen
    4.8/5Exceptional(18 reviews)
    4.8 out of 5 Exceptional (18 reviews)
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  32. The Waitsfield Inn

    The Waitsfield Inn

    20.09 mi from Middlebury
    Fully refundable
    4.5/5Wonderful(93 reviews)
    4.5 out of 5 Wonderful (93 reviews)
    modMember Discount available
    More information about The Waitsfield Inn, opens in a new tab
  33. The Old Lantern Inn and Barn

    The Old Lantern Inn and Barn

    20.53 mi from Middlebury
    Fully refundable
    Reserve now, pay later
    4.4/5Excellent(28 reviews)
    4.4 out of 5 Excellent (28 reviews)
    We have 3 left at
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  34. Tentrr Signature Site - The Landing

    Tentrr Signature Site - The Landing

    Sleeps 4, 1 bedroom, 1 bathroom
    20.55 mi from Middlebury
    Fully refundable
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  35. Tentrr Signature Site - Sugar Shack

    Tentrr Signature Site - Sugar Shack

    Sleeps 4, 1 bedroom, 1 bathroom
    20.55 mi from Middlebury
    Fully refundable
    5.0/5Exceptional(1 review)
    5.0 out of 5 Exceptional (1 review)
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  36. The Mountain Top Inn & Resort

    The Mountain Top Inn & Resort

    22.75 mi from Middlebury
    Pool
    Fully refundable
    Reserve now, pay later
    4.4/5Excellent(30 reviews)
    4.4 out of 5 Excellent (30 reviews)
    We have 1 left at
    More information about The Mountain Top Inn & Resort, opens in a new tab
  37. The Arsenal - Room 5

    The Arsenal - Room 5

    Entire home
    Sleeps 3, 1 bedroom, 1 bathroom
    25.24 mi from Middlebury
    Washer and dryer
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  38. The Deers Head Inn

    The Deers Head Inn

    25.27 mi from Middlebury
    Fully refundable
    Reserve now, pay later
    4.4/5Excellent(75 reviews)
    4.4 out of 5 Excellent (75 reviews)
    modMember Discount available
    More information about The Deers Head Inn, opens in a new tab
  39. Lake Bomoseen Lodge

    Lake Bomoseen Lodge

    25.59 mi from Middlebury
    Pool
    Fully refundable
    4.6/5Wonderful(427 reviews)
    4.6 out of 5 Wonderful (427 reviews)
    modMember Discount available
    More information about Lake Bomoseen Lodge, opens in a new tab
  40. We don't have these properties available for your dates

  41. Swift House Inn

    Swift House Inn

    Middlebury
    Breakfast included
    Oct 18 - Oct 19
    4.7/5Exceptional(185 reviews)
    4.7 out of 5 Exceptional (185 reviews)
    We are sold out
    More information about Swift House Inn, opens in a new tab
  42. Middlebury Sweets Motel

    Middlebury Sweets Motel

    Middlebury
    Breakfast included
    Oct 18 - Oct 19
    4.0/5Very Good(237 reviews)
    4.0 out of 5 Very Good (237 reviews)
    We are sold out
    More information about Middlebury Sweets Motel, opens in a new tab
  43. Walk everywhere in Middlebury

    Walk everywhere in Middlebury

    Entire home
    Sleeps 8, 3 bedrooms, 3 bathrooms
    Middlebury
    Kitchen
    Washer and dryer
    Oct 18 - Oct 19
    5.0/5Exceptional(43 reviews)
    5.0 out of 5 Exceptional (43 reviews)
    We are sold out
    More information about Walk everywhere in Middlebury, opens in a new tab
  44. Beautiful 4-Bedroom Home beside Middlebury College

    Beautiful 4-Bedroom Home beside Middlebury College

    Entire home
    Sleeps 10, 4 bedrooms, 3 bathrooms
    Middlebury
    Kitchen
    Washer and dryer
    Oct 18 - Oct 19
    4.4/5Excellent(12 reviews)
    4.4 out of 5 Excellent (12 reviews)
    We are sold out
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  45. In the heart of town, a modern farmhouse

    In the heart of town, a modern farmhouse

    Entire home
    Sleeps 6, 3 bedrooms, 2 bathrooms
    Middlebury
    Kitchen
    Oct 18 - Oct 19
    5.0/5Exceptional(6 reviews)
    5.0 out of 5 Exceptional (6 reviews)
    We are sold out
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  46. River House in the Heart of Middlebury

    River House in the Heart of Middlebury

    Entire home
    Sleeps 7, 3 bedrooms, 3 bathrooms
    Middlebury
    Kitchen
    Oct 18 - Oct 19
    5.0/5Exceptional(11 reviews)
    5.0 out of 5 Exceptional (11 reviews)
    We are sold out
    More information about River House in the Heart of Middlebury, opens in a new tab
  47. Waybury Inn

    Waybury Inn

    Middlebury
    Breakfast included
    Oct 18 - Oct 19
    5.0/5Exceptional(1 review)
    5.0 out of 5 Exceptional (1 review)
    We are sold out
    More information about Waybury Inn, opens in a new tab
  48. Downtown Middlebury 3 Bedroom Home - Walk Everywhere!

    Downtown Middlebury 3 Bedroom Home - Walk Everywhere!

    Entire apartment
    Sleeps 8, 3 bedrooms, 1 bathroom
    Middlebury
    Kitchen
    Washer and dryer
    Oct 18 - Oct 19
    4.8/5Exceptional(11 reviews)
    4.8 out of 5 Exceptional (11 reviews)
    We are sold out
    More information about Downtown Middlebury 3 Bedroom Home - Walk Everywhere!, opens in a new tab
  49. River House in the Heart of Middlebury

    River House in the Heart of Middlebury

    Middlebury
    Oct 18 - Oct 19
    5.0/5Exceptional(2 reviews)
    5.0 out of 5 Exceptional (2 reviews)
    We are sold out
    More information about River House in the Heart of Middlebury, opens in a new tab
  50. Middlebury Home with Sunset views!

    Middlebury Home with Sunset views!

    Entire apartment
    Sleeps 6, 2 bedrooms, 2 bathrooms
    Middlebury
    Oct 18 - Oct 19
    4.8/5Exceptional(4 reviews)
    4.8 out of 5 Exceptional (4 reviews)
    We are sold out
    More information about Middlebury Home with Sunset views!, opens in a new tab
  51. Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

    Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

    Entire home
    Sleeps 5, 2 bedrooms, 2 bathrooms
    16.92 mi from Middlebury
    Kitchen
    Washer and dryer
    Oct 18 - Oct 19
    5.0/5Exceptional(322 reviews)
    5.0 out of 5 Exceptional (322 reviews)
    We are sold out
    More information about Romantic Retreat: Mt. Views, Hot Tub, Movie Theater, opens in a new tab
  52. Cozy Loft for two with Hot Tub

    Cozy Loft for two with Hot Tub

    Entire home
    Sleeps 2, 1 bedroom, 1 bathroom
    16.92 mi from Middlebury
    Kitchen
    Washer and dryer
    Oct 18 - Oct 19
    5.0/5Exceptional(111 reviews)
    5.0 out of 5 Exceptional (111 reviews)
    We are sold out
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