Vacation rentals in Sugarloaf Mountain, VT

Best vacation rentals and Airbnb offers in Sugarloaf Mountain, VT

Jay Peak Village Home 367B

Apartment, Sugarloaf Mountain

Jay Peak Village Home 367B is a apartment in Sugarloaf Mountain, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Jay Peak Village Home 367B

Jay Peak Village Home 367B is a apartment in Sugarloaf Mountain, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: parking, paid parking, heating, non smoking::room, and non smoking rooms.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,204.

From$113/night

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Slopeside 705

Apartment, Sugarloaf Mountain

Slopeside 705 is a apartment in Sugarloaf Mountain, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Slopeside 705

Slopeside 705 is a apartment in Sugarloaf Mountain, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,217.

From$120/night

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Relaxation in the mountains. Hike, Ski & explore around Jay Peak

Apartment, Sugarloaf Mountain

Relaxation in the mountains. Hike, Ski & explore around Jay Peak is a apartment in Sugarloaf Mountain, with parking, kitchen access, and a quieter setting. This stay gives travelers a…

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About Relaxation in the mountains. Hike, Ski & explore around Jay Peak

Relaxation in the mountains. Hike, Ski & explore around Jay Peak is a apartment in Sugarloaf Mountain, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $989.

From$141/night

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Grammy Jay Getaway #V363

Apartment, Sugarloaf Mountain

Grammy Jay Getaway #V363 is a apartment in Sugarloaf Mountain, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Grammy Jay Getaway #V363

Grammy Jay Getaway #V363 is a apartment in Sugarloaf Mountain, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, gym, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,459.

From$147/night

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Vacation rentals with a pool in Sugarloaf Mountain, VT

Add a pool to the search when you want an easy place to cool off between outings.

Spacious 2-BR Ski-in, Ski-out Jay Peak Village Condo, right on trail. A/C incl!

Condo, Sugarloaf Mountain

Spacious 2-BR Ski-in, Ski-out Jay Peak Village Condo, right on trail. A/C incl! is a condo in Sugarloaf Mountain, with pool access, kitchen access, and room for a group. This stay gives…

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About Spacious 2-BR Ski-in, Ski-out Jay Peak Village Condo, right on trail. A/C incl!

Spacious 2-BR Ski-in, Ski-out Jay Peak Village Condo, right on trail. A/C incl! is a condo in Sugarloaf Mountain, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,252.

From$179/night

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Ski in/out 4 BR townhome directly on Raccoon Run and the Village Chair Lift !!

Holiday Home, Sugarloaf Mountain

Ski in/out 4 BR townhome directly on Raccoon Run and the Village Chair Lift !! is a holiday home in Sugarloaf Mountain, with pool access, kitchen access, and room for a group. This stay…

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About Ski in/out 4 BR townhome directly on Raccoon Run and the Village Chair Lift !!

Ski in/out 4 BR townhome directly on Raccoon Run and the Village Chair Lift !! is a holiday home in Sugarloaf Mountain, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,167.

From$310/night

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Best Ski In/Ski Out Location - ❄️❄️ Jay Peak Large 3 BR

Condo, Sugarloaf Mountain

Best Ski In/Ski Out Location - ❄️❄️ Jay Peak Large 3 BR is a condo in Sugarloaf Mountain, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Best Ski In/Ski Out Location - ❄️❄️ Jay Peak Large 3 BR

Best Ski In/Ski Out Location - ❄️❄️ Jay Peak Large 3 BR is a condo in Sugarloaf Mountain, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,614.

From$373/night

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Jay Peak Townhouse

Holiday Home, Sugarloaf Mountain

Jay Peak Townhouse is a holiday home in Sugarloaf Mountain, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Jay Peak Townhouse

Jay Peak Townhouse is a holiday home in Sugarloaf Mountain, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,512.

From$381/night

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Vacation rentals with parking in Sugarloaf Mountain, VT

Find vacation rentals that make arriving by car easier.

Renovated 3-bedroom house in Montgomery VT, close to Jay Peak

Holiday Home, Sugarloaf Mountain

Renovated 3-bedroom house in Montgomery VT, close to Jay Peak is a holiday home in Sugarloaf Mountain, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Renovated 3-bedroom house in Montgomery VT, close to Jay Peak

Renovated 3-bedroom house in Montgomery VT, close to Jay Peak is a holiday home in Sugarloaf Mountain, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,792.

From$256/night

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Jay Peak - Ski-in / Ski-Out at the Best in the East

Condo, Sugarloaf Mountain

Jay Peak - Ski-in / Ski-Out at the Best in the East is a condo in Sugarloaf Mountain, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Jay Peak - Ski-in / Ski-Out at the Best in the East

Jay Peak - Ski-in / Ski-Out at the Best in the East is a condo in Sugarloaf Mountain, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,934.

From$276/night

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Lovely 1-bedroom chalet in Jay

Chalet, Sugarloaf Mountain

Lovely 1-bedroom chalet in Jay is a chalet in Sugarloaf Mountain, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Lovely 1-bedroom chalet in Jay

Lovely 1-bedroom chalet in Jay is a chalet in Sugarloaf Mountain, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: parking, free parking, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,211.

From$173/night

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The Inn

B & B, Sugarloaf Mountain

The Inn is a b & b in Sugarloaf Mountain, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About The Inn

The Inn is a b & b in Sugarloaf Mountain, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free breakfast, free wifi, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,934.

From$253/night

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Pet-friendly vacation rentals in Sugarloaf Mountain, VT

Bring your pet along with stays that welcome four-legged travelers.

Absolute best ski on-off Slopeside location. Summer 2025 Reno just completed.

Condo, Sugarloaf Mountain

Absolute best ski on-off Slopeside location. Summer 2025 Reno just completed. is a condo in Sugarloaf Mountain, with parking. This stay gives travelers a comfortable base for exploring the…

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About Absolute best ski on-off Slopeside location. Summer 2025 Reno just completed.

Absolute best ski on-off Slopeside location. Summer 2025 Reno just completed. is a condo in Sugarloaf Mountain, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,333.

From$190/night

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Ski in Ski out - fantastic location on Raccoon Run

Holiday Home, Sugarloaf Mountain

Ski in Ski out - fantastic location on Raccoon Run is a holiday home in Sugarloaf Mountain, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Ski in Ski out - fantastic location on Raccoon Run

Ski in Ski out - fantastic location on Raccoon Run is a holiday home in Sugarloaf Mountain, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,655.

From$236/night

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Jay Peak 2BR/2BA Ski-in/Ski-Out V341

Holiday Home, Sugarloaf Mountain

Jay Peak 2BR/2BA Ski-in/Ski-Out V341 is a holiday home in Sugarloaf Mountain, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Jay Peak 2BR/2BA Ski-in/Ski-Out V341

Jay Peak 2BR/2BA Ski-in/Ski-Out V341 is a holiday home in Sugarloaf Mountain, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,878.

From$268/night

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The INN

B & B, Sugarloaf Mountain

The INN is a b & b in Sugarloaf Mountain, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About The INN

The INN is a b & b in Sugarloaf Mountain, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free breakfast, free wifi, pet friendly, pets friendly, and for couples.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,934.

From$253/night

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Vacation rentals with a kitchen in Sugarloaf Mountain, VT

Compare stays with kitchen access for longer trips and easier meals.

Peaceful Vermont Farmhouse with Stream and Loft

Country House, Sugarloaf Mountain

Peaceful Vermont Farmhouse with Stream and Loft is a country house in Sugarloaf Mountain, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Peaceful Vermont Farmhouse with Stream and Loft

Peaceful Vermont Farmhouse with Stream and Loft is a country house in Sugarloaf Mountain, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,753.

From$250/night

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Ski Chalet (Ski-in/Ski-out)

Holiday Home, Sugarloaf Mountain

Ski Chalet (Ski-in/Ski-out) is a holiday home in Sugarloaf Mountain, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Ski Chalet (Ski-in/Ski-out)

Ski Chalet (Ski-in/Ski-out) is a holiday home in Sugarloaf Mountain, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,999.

From$286/night

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Jay Peak ski house mins to the mountain in quaint Vermont village

Country House, Sugarloaf Mountain

Jay Peak ski house mins to the mountain in quaint Vermont village is a country house in Sugarloaf Mountain, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Jay Peak ski house mins to the mountain in quaint Vermont village

Jay Peak ski house mins to the mountain in quaint Vermont village is a country house in Sugarloaf Mountain, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,233.

From$319/night

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Big Moose Lodge Unit 2 Bottom Unit

Holiday Home, Sugarloaf Mountain

Big Moose Lodge Unit 2 Bottom Unit is a holiday home in Sugarloaf Mountain, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Big Moose Lodge Unit 2 Bottom Unit

Big Moose Lodge Unit 2 Bottom Unit is a holiday home in Sugarloaf Mountain, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,627.

From$375/night

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Family-friendly vacation rentals in Sugarloaf Mountain, VT

Plan a trip with stays that give families more room to spread out.

Charming cottage by Jay Peak

Cottage, Sugarloaf Mountain

Charming cottage by Jay Peak is a cottage in Sugarloaf Mountain, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Charming cottage by Jay Peak

Charming cottage by Jay Peak is a cottage in Sugarloaf Mountain, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,341.

From$192/night

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Ski, Golf, Bike, Hiking, snowmobiles and more

Cottage, Sugarloaf Mountain

Ski, Golf, Bike, Hiking, snowmobiles and more is a cottage in Sugarloaf Mountain, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Ski, Golf, Bike, Hiking, snowmobiles and more

Ski, Golf, Bike, Hiking, snowmobiles and more is a cottage in Sugarloaf Mountain, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, parking, free parking, fireplace, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,461.

From$209/night

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Jay Peak 3 Bedroom Trailside Condo directly on the mountain. Walk to water park

Holiday Home, Sugarloaf Mountain

Jay Peak 3 Bedroom Trailside Condo directly on the mountain. Walk to water park is a holiday home in Sugarloaf Mountain, with kitchen access and room for a group. This stay gives travelers…

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About Jay Peak 3 Bedroom Trailside Condo directly on the mountain. Walk to water park

Jay Peak 3 Bedroom Trailside Condo directly on the mountain. Walk to water park is a holiday home in Sugarloaf Mountain, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,868.

From$267/night

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Great Family Getaway! Ski-In Ski-Out Luxury Condo at Jay Peak Resort.

Condo, Sugarloaf Mountain

Great Family Getaway! Ski-In Ski-Out Luxury Condo at Jay Peak Resort. is a condo in Sugarloaf Mountain, with kitchen access and room for a group. This stay gives travelers a comfortable…

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About Great Family Getaway! Ski-In Ski-Out Luxury Condo at Jay Peak Resort.

Great Family Getaway! Ski-In Ski-Out Luxury Condo at Jay Peak Resort. is a condo in Sugarloaf Mountain, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,876.

From$268/night

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