Vacation rentals in Sheffield, VT

32 available vacation rental offers

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Best vacation rentals and Airbnb offers in Sheffield, VT

Spacious Retreat With Panoramic Views - Sheffield, VT
10 ★ 16 reviews

Spacious Retreat With Panoramic Views

Apartment, Sheffield

Spacious Retreat With Panoramic Views is a apartment in Sheffield, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Spacious Retreat With Panoramic Views

Spacious Retreat With Panoramic Views is a apartment in Sheffield, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,457.

From$208/night
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Cozy Cottage, Dog Friendly, Natural Wood, Full Kitchen, Sleeps 4, Close to Beach - Sheffield, VT
10 ★ 12 reviews

Cozy Cottage, Dog Friendly, Natural Wood, Full Kitchen, Sleeps 4, Close to Beach

Cottage, Sheffield

Cozy Cottage, Dog Friendly, Natural Wood, Full Kitchen, Sleeps 4, Close to Beach is a cottage in Sheffield, with pet-friendly space, easy beach access, and kitchen access. This stay gives…

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About Cozy Cottage, Dog Friendly, Natural Wood, Full Kitchen, Sleeps 4, Close to Beach

Cozy Cottage, Dog Friendly, Natural Wood, Full Kitchen, Sleeps 4, Close to Beach is a cottage in Sheffield, with pet-friendly space, easy beach access, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,435.

From$205/night
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Mountain Lake Cottages - Sheffield, VT
10 ★ 11 reviews

Mountain Lake Cottages

Cabin, Sheffield

Mountain Lake Cottages is a cabin in Sheffield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Mountain Lake Cottages

Mountain Lake Cottages is a cabin in Sheffield, 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 ac.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,994.

From$259/night
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Renovated Condo, Mountain Bike right from the door to the Kingdom Trail system. - Sheffield, VT
10 ★ 8 reviews

Renovated Condo, Mountain Bike right from the door to the Kingdom Trail system.

Condo, Sheffield

Renovated Condo, Mountain Bike right from the door to the Kingdom Trail system. is a condo in Sheffield, with pool access. This stay gives travelers a comfortable base for exploring the…

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About Renovated Condo, Mountain Bike right from the door to the Kingdom Trail system.

Renovated Condo, Mountain Bike right from the door to the Kingdom Trail system. is a condo in Sheffield, with pool 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, pool, hot tub, free wifi, and condominium.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,449.

From$207/night
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Family-friendly vacation rentals in Sheffield, VT

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

Beautiful Lakefront Cottage with Single Level Access - Sheffield, VT
10 ★ 29 reviews

Beautiful Lakefront Cottage with Single Level Access

Holiday Home, Sheffield

Beautiful Lakefront Cottage with Single Level Access is a holiday home in Sheffield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Beautiful Lakefront Cottage with Single Level Access

Beautiful Lakefront Cottage with Single Level Access is a holiday home in Sheffield, 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 fireplace.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,676.

From$382/night
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New home with mountain views! Great for trail side biking. Monthly discount. - Sheffield, VT
10 ★ 3 reviews

New home with mountain views! Great for trail side biking. Monthly discount.

Holiday Home, Sheffield

New home with mountain views! Great for trail side biking. Monthly discount. is a holiday home in Sheffield, with kitchen access. This stay gives travelers a comfortable base for exploring…

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About New home with mountain views! Great for trail side biking. Monthly discount.

New home with mountain views! Great for trail side biking. Monthly discount. is a holiday home in Sheffield, 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, kids friendly, and kids friendly videos or books.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,807.

From$401/night
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Beautiful Restored Family Camp On Lake Willoughby - Sheffield, VT
10 ★ 1 reviews

Beautiful Restored Family Camp On Lake Willoughby

Cabin, Sheffield

Beautiful Restored Family Camp On Lake Willoughby is a cabin in Sheffield, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Beautiful Restored Family Camp On Lake Willoughby

Beautiful Restored Family Camp On Lake Willoughby is a cabin in Sheffield, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,046.

From$435/night
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Family-Friendly 3BR Home Burke Mountain & Kingdom Trails Quiet, Sunlit, Sleeps 6 - Sheffield, VT

Family-Friendly 3BR Home Burke Mountain & Kingdom Trails Quiet, Sunlit, Sleeps 6

Holiday Home, Sheffield

Family-Friendly 3BR Home Burke Mountain & Kingdom Trails Quiet, Sunlit, Sleeps 6 is a holiday home in Sheffield, with parking, kitchen access, and room for a group. This stay gives…

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About Family-Friendly 3BR Home Burke Mountain & Kingdom Trails Quiet, Sunlit, Sleeps 6

Family-Friendly 3BR Home Burke Mountain & Kingdom Trails Quiet, Sunlit, Sleeps 6 is a holiday home in Sheffield, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,333.

From$190/night
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Pet-friendly vacation rentals in Sheffield, VT

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

Wonderful VT Get Away, Great Family Fun, WiFi, and Air Conditioning. - Sheffield, VT
10 ★ 113 reviews

Wonderful VT Get Away, Great Family Fun, WiFi, and Air Conditioning.

Holiday Home, Sheffield

Wonderful VT Get Away, Great Family Fun, WiFi, and Air Conditioning. is a holiday home in Sheffield, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a…

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About Wonderful VT Get Away, Great Family Fun, WiFi, and Air Conditioning.

Wonderful VT Get Away, Great Family Fun, WiFi, and Air Conditioning. is a holiday home in Sheffield, with pet-friendly space, pool access, 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, pool, pet friendly, pets friendly, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $5,696.

From$814/night
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Private Country House with History, Wi-Fi, Jetted Tub, 5 BR - Sheffield, VT
9.8 ★ 89 reviews

Private Country House with History, Wi-Fi, Jetted Tub, 5 BR

Holiday Home, Sheffield

Private Country House with History, Wi-Fi, Jetted Tub, 5 BR is a holiday home in Sheffield, with pet-friendly space, pool access, and room for a group. This stay gives travelers a…

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About Private Country House with History, Wi-Fi, Jetted Tub, 5 BR

Private Country House with History, Wi-Fi, Jetted Tub, 5 BR is a holiday home in Sheffield, with pet-friendly space, pool 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: pool, hot tub, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,242.

From$320/night
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3 cottages near lake. - Sheffield, VT
9.8 ★ 11 reviews

3 cottages near lake.

Cottage, Sheffield

3 cottages near lake. is a cottage in Sheffield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About 3 cottages near lake.

3 cottages near lake. is a cottage in Sheffield, with pet-friendly space 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,613.

From$516/night
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Greensboro Lake Front . Beautiful 4 Season Vacation home . - Sheffield, VT

Greensboro Lake Front . Beautiful 4 Season Vacation home .

Holiday Home, Sheffield

Greensboro Lake Front . Beautiful 4 Season Vacation home . is a holiday home in Sheffield, with easy beach access and kitchen access. This stay gives travelers a comfortable base for…

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About Greensboro Lake Front . Beautiful 4 Season Vacation home .

Greensboro Lake Front . Beautiful 4 Season Vacation home . is a holiday home in Sheffield, with easy beach access 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, free wifi, kitchen, with kitchen, and beachfront.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $5,570.

From$796/night
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Vacation rentals with a pool in Sheffield, VT

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

Steps to Sherburne Base Lodge and Lift at Burke Mountain - Sheffield, VT
10 ★ 27 reviews

Steps to Sherburne Base Lodge and Lift at Burke Mountain

Condo, Sheffield

Steps to Sherburne Base Lodge and Lift at Burke Mountain is a condo in Sheffield, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Steps to Sherburne Base Lodge and Lift at Burke Mountain

Steps to Sherburne Base Lodge and Lift at Burke Mountain is a condo in Sheffield, with pool access 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, pool, hot tub, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,566.

From$367/night
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Ski-in Condo on Mountain Woodstove/Hot Tub Access - Sheffield, VT
6 ★ 1 reviews

Ski-in Condo on Mountain Woodstove/Hot Tub Access

Condo, Sheffield

Ski-in Condo on Mountain Woodstove/Hot Tub Access is a condo in Sheffield, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Ski-in Condo on Mountain Woodstove/Hot Tub Access

Ski-in Condo on Mountain Woodstove/Hot Tub Access is a condo in Sheffield, with pool 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, pool, hot tub, gym, and condominium.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,966.

From$281/night
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Ski-In/Ski-Out 5BR at Burke Mountain Base, Sleeps 12 - Sheffield, VT

Ski-In/Ski-Out 5BR at Burke Mountain Base, Sleeps 12

Condo, Sheffield

Ski-In/Ski-Out 5BR at Burke Mountain Base, Sleeps 12 is a condo in Sheffield, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Ski-In/Ski-Out 5BR at Burke Mountain Base, Sleeps 12

Ski-In/Ski-Out 5BR at Burke Mountain Base, Sleeps 12 is a condo in Sheffield, with pool 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, hot tub, free wifi, and condominium.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,061.

From$580/night
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Vacation rentals with parking in Sheffield, VT

Find vacation rentals that make arriving by car easier.

1840s Farmhouse On 90 AC. With Trails, Mountain Views, Sauna - Sheffield, VT
10 ★ 11 reviews

1840s Farmhouse On 90 AC. With Trails, Mountain Views, Sauna

Country House, Sheffield

1840s Farmhouse On 90 AC. With Trails, Mountain Views, Sauna is a country house in Sheffield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 1840s Farmhouse On 90 AC. With Trails, Mountain Views, Sauna

1840s Farmhouse On 90 AC. With Trails, Mountain Views, Sauna is a country house in Sheffield, 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 onsite parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,317.

From$331/night
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Mountain Bike / Snowmobile / Ski - Sheffield, VT
10 ★ 10 reviews

Mountain Bike / Snowmobile / Ski

Holiday Home, Sheffield

Mountain Bike / Snowmobile / Ski is a holiday home in Sheffield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Mountain Bike / Snowmobile / Ski

Mountain Bike / Snowmobile / Ski is a holiday home in Sheffield, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,230.

From$319/night
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The Greenstone House in Vermont’s Northeast Kingdom! - Sheffield, VT
10 ★ 10 reviews

The Greenstone House in Vermont’s Northeast Kingdom!

Holiday Home, Sheffield

The Greenstone House in Vermont’s Northeast Kingdom! is a holiday home in Sheffield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About The Greenstone House in Vermont’s Northeast Kingdom!

The Greenstone House in Vermont’s Northeast Kingdom! is a holiday home in Sheffield, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,717.

From$388/night
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Steps to Crystal Lake: Spacious Retreat w/ Views - Sheffield, VT
9.2 ★ 5 reviews

Steps to Crystal Lake: Spacious Retreat w/ Views

Holiday Home, Sheffield

Steps to Crystal Lake: Spacious Retreat w/ Views is a holiday home in Sheffield, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Steps to Crystal Lake: Spacious Retreat w/ Views

Steps to Crystal Lake: Spacious Retreat w/ Views is a holiday home in Sheffield, 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, kitchen, with kitchen, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,923.

From$275/night
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