Vacation rentals in Jamaica, VT

38 available vacation rental offers

airbnbBooking.comVrboExpediaSonderpricelineTripadvisorTrip.comHomestayHotels.comOrbitz

Choose the perfect vacation accommodation

Price per night

Up to $100$100 - 200From $200

Accommodation type

Vacation rentals and Airbnb

Rating

Excellent 9+Very good 8+Good 7+All ratings

Best vacation rentals and Airbnb offers in Jamaica, VT

Cozy Ski-in/ski-out Condo on Magic Mountain - Jamaica, VT
10 ★ 2 reviews

Cozy Ski-in/ski-out Condo on Magic Mountain

Apartment, Jamaica

Cozy Ski-in/ski-out Condo on Magic Mountain is a apartment in Jamaica, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Cozy Ski-in/ski-out Condo on Magic Mountain

Cozy Ski-in/ski-out Condo on Magic Mountain is a apartment in Jamaica, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,371.

From$273/night
Show
Snow Mountain Condo: Hot Tub + Shuttle to Resort - Jamaica, VT
10 ★ 1 reviews

Snow Mountain Condo: Hot Tub + Shuttle to Resort

Apartment, Jamaica

Snow Mountain Condo: Hot Tub + Shuttle to Resort is a apartment in Jamaica, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Snow Mountain Condo: Hot Tub + Shuttle to Resort

Snow Mountain Condo: Hot Tub + Shuttle to Resort is a apartment in Jamaica, 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, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,686.

From$182/night
Show
'mount Pine' Winter Retreat Near the Green Mtns! - Jamaica, VT
10 ★ 1 reviews

'mount Pine' Winter Retreat Near the Green Mtns!

Cottage, Jamaica

'mount Pine' Winter Retreat Near the Green Mtns! is a cottage in Jamaica, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

Read more

About 'mount Pine' Winter Retreat Near the Green Mtns!

'mount Pine' Winter Retreat Near the Green Mtns! is a cottage in Jamaica, with pet-friendly space, 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, pet friendly, pets friendly, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,976.

From$224/night
Show
Comfortable Dover Apartment: Walk to Mt Snow! - Jamaica, VT
8.8 ★ 5 reviews

Comfortable Dover Apartment: Walk to Mt Snow!

Apartment, Jamaica

Comfortable Dover Apartment: Walk to Mt Snow! is a apartment in Jamaica, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Comfortable Dover Apartment: Walk to Mt Snow!

Comfortable Dover Apartment: Walk to Mt Snow! is a apartment in Jamaica, 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, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,396.

From$159/night
Show

Family-friendly vacation rentals in Jamaica, VT

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

Hike, Ski & Unwind: Cabin w/ Deck in Chester! - Jamaica, VT
4 ★ 1 reviews

Hike, Ski & Unwind: Cabin w/ Deck in Chester!

Cottage, Jamaica

Hike, Ski & Unwind: Cabin w/ Deck in Chester! is a cottage in Jamaica, with outdoor space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Hike, Ski & Unwind: Cabin w/ Deck in Chester!

Hike, Ski & Unwind: Cabin w/ Deck in Chester! is a cottage in Jamaica, with outdoor 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 cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,766.

From$193/night
Show
Charming Putney Home: Porch, Grill & Hiking Trails - Jamaica, VT

Charming Putney Home: Porch, Grill & Hiking Trails

Cottage, Jamaica

Charming Putney Home: Porch, Grill & Hiking Trails is a cottage in Jamaica, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Charming Putney Home: Porch, Grill & Hiking Trails

Charming Putney Home: Porch, Grill & Hiking Trails is a cottage in Jamaica, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,517.

From$285/night
Show
Wardsboro Family Home: 7 Mi to Mount Snow! - Jamaica, VT

Wardsboro Family Home: 7 Mi to Mount Snow!

Holiday Home, Jamaica

Wardsboro Family Home: 7 Mi to Mount Snow! is a holiday home in Jamaica, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Wardsboro Family Home: 7 Mi to Mount Snow!

Wardsboro Family Home: 7 Mi to Mount Snow! is a holiday home in Jamaica, 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: free wifi, parking, paid parking, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,873.

From$412/night
Show
Stone Hearth Inn and Eatery - Jamaica, VT

Stone Hearth Inn and Eatery

B & B, Jamaica

Stone Hearth Inn and Eatery is a b & b in Jamaica, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

Read more

About Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery is a b & b in Jamaica, 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, free breakfast, free wifi, kids friendly, and kids buffet.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,585.

From$323/night
Show

Pet-friendly vacation rentals in Jamaica, VT

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

Primely Located Dover Escape < 1 Mi to Mt Snow! - Jamaica, VT

Primely Located Dover Escape < 1 Mi to Mt Snow!

Holiday Home, Jamaica

Primely Located Dover Escape < 1 Mi to Mt Snow! is a holiday home in Jamaica, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About Primely Located Dover Escape < 1 Mi to Mt Snow!

Primely Located Dover Escape < 1 Mi to Mt Snow! is a holiday home in Jamaica, 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, hot tub, free wifi, parking, and paid parking.

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

From$295/night
Show
Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn - Jamaica, VT

Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn

Holiday Home, Jamaica

Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn is a holiday home in Jamaica, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn

Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn is a holiday home in Jamaica, 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 cancellation, free wifi, pet friendly, pets friendly, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,780.

From$295/night
Show
Stylish Mountain Home Near Ski, Golf + Manchester! - Jamaica, VT

Stylish Mountain Home Near Ski, Golf + Manchester!

Holiday Home, Jamaica

Stylish Mountain Home Near Ski, Golf + Manchester! is a holiday home in Jamaica, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Stylish Mountain Home Near Ski, Golf + Manchester!

Stylish Mountain Home Near Ski, Golf + Manchester! is a holiday home in Jamaica, 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 cancellation, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,872.

From$294/night
Show
Stylish Mountain Home Near Ski, Golf + Manchester! - Jamaica, VT

Stylish Mountain Home Near Ski, Golf + Manchester!

Cottage, Jamaica

Stylish Mountain Home Near Ski, Golf + Manchester! is a cottage in Jamaica, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Stylish Mountain Home Near Ski, Golf + Manchester!

Stylish Mountain Home Near Ski, Golf + Manchester! is a cottage in Jamaica, 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 cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,901.

From$333/night
Show

Vacation rentals with a pool in Jamaica, VT

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

Comfortable Dover Apartment: Walk to Mt Snow! - Jamaica, VT

Comfortable Dover Apartment: Walk to Mt Snow!

Apartment, Jamaica

Comfortable Dover Apartment: Walk to Mt Snow! is a apartment in Jamaica, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Comfortable Dover Apartment: Walk to Mt Snow!

Comfortable Dover Apartment: Walk to Mt Snow! is a apartment in Jamaica, 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, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,387.

From$127/night
Show
Mountain Village #5H - Jamaica, VT

Mountain Village #5H

Apartment, Jamaica

Mountain Village #5H is a apartment in Jamaica, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

Read more

About Mountain Village #5H

Mountain Village #5H is a apartment in Jamaica, 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: pool, hot tub, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,218.

From$121/night
Show
'bearfoot Apres' Mtn-view Condo < 1 Mi to Mt Snow! - Jamaica, VT

'bearfoot Apres' Mtn-view Condo < 1 Mi to Mt Snow!

Apartment, Jamaica

'bearfoot Apres' Mtn-view Condo < 1 Mi to Mt Snow! is a apartment in Jamaica, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About 'bearfoot Apres' Mtn-view Condo < 1 Mi to Mt Snow!

'bearfoot Apres' Mtn-view Condo < 1 Mi to Mt Snow! is a apartment in Jamaica, 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, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,801.

From$199/night
Show
< 1 Mi to Mt Snow: Charming Condo w/ Fireplace - Jamaica, VT

< 1 Mi to Mt Snow: Charming Condo w/ Fireplace

Apartment, Jamaica

< 1 Mi to Mt Snow: Charming Condo w/ Fireplace is a apartment in Jamaica, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About < 1 Mi to Mt Snow: Charming Condo w/ Fireplace

< 1 Mi to Mt Snow: Charming Condo w/ Fireplace is a apartment in Jamaica, 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, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,188.

From$245/night
Show

Vacation rentals with parking in Jamaica, VT

Find vacation rentals that make arriving by car easier.

Charming Putney Home: Porch, Grill & Hiking Trails - Jamaica, VT

Charming Putney Home: Porch, Grill & Hiking Trails

Holiday Home, Jamaica

Charming Putney Home: Porch, Grill & Hiking Trails is a holiday home in Jamaica, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About Charming Putney Home: Porch, Grill & Hiking Trails

Charming Putney Home: Porch, Grill & Hiking Trails is a holiday home in Jamaica, 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, free wifi, parking, paid parking, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,495.

From$248/night
Show
Cozy Ski-In/Ski-Out Condo on Magic Mountain - Jamaica, VT

Cozy Ski-In/Ski-Out Condo on Magic Mountain

Holiday Home, Jamaica

Cozy Ski-In/Ski-Out Condo on Magic Mountain is a holiday home in Jamaica, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Cozy Ski-In/Ski-Out Condo on Magic Mountain

Cozy Ski-In/Ski-Out Condo on Magic Mountain is a holiday home in Jamaica, 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, free wifi, gym, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,347.

From$236/night
Show
The Brookside Lodge & Cottage - Jamaica, VT

The Brookside Lodge & Cottage

Holiday Home, Jamaica

The Brookside Lodge & Cottage is a holiday home in Jamaica, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

Read more

About The Brookside Lodge & Cottage

The Brookside Lodge & Cottage is a holiday home in Jamaica, 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, free wifi, parking, paid parking, and fireplace.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,904.

From$327/night
Show
Four Columns Inn - Jamaica, VT
9.8 ★ 39 reviews

Four Columns Inn

B & B, Jamaica

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

Read more

About Four Columns Inn

Four Columns Inn is a b & b in Jamaica, 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 ac.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,665.

From$349/night
Show

Vacation rentals with a kitchen in Jamaica, VT

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

Primely Located Dover Escape < 1 Mi to Mt Snow! - Jamaica, VT

Primely Located Dover Escape < 1 Mi to Mt Snow!

Apartment, Jamaica

Primely Located Dover Escape < 1 Mi to Mt Snow! is a apartment in Jamaica, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Primely Located Dover Escape < 1 Mi to Mt Snow!

Primely Located Dover Escape < 1 Mi to Mt Snow! is a apartment in Jamaica, 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, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,834.

From$334/night
Show
Ski-in/ski-out Bromley Mtn Condo: Wood Fireplace! - Jamaica, VT

Ski-in/ski-out Bromley Mtn Condo: Wood Fireplace!

Apartment, Jamaica

Ski-in/ski-out Bromley Mtn Condo: Wood Fireplace! is a apartment in Jamaica, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Ski-in/ski-out Bromley Mtn Condo: Wood Fireplace!

Ski-in/ski-out Bromley Mtn Condo: Wood Fireplace! is a apartment in Jamaica, 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, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,147.

From$365/night
Show
Wardsboro Family Home: 7 Mi to Mount Snow! - Jamaica, VT

Wardsboro Family Home: 7 Mi to Mount Snow!

Cottage, Jamaica

Wardsboro Family Home: 7 Mi to Mount Snow! is a cottage in Jamaica, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Wardsboro Family Home: 7 Mi to Mount Snow!

Wardsboro Family Home: 7 Mi to Mount Snow! is a cottage in Jamaica, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,879.

From$456/night
Show
Stratton Mtn Ski Chalet w/ Giant Views in Winhall - Jamaica, VT

Stratton Mtn Ski Chalet w/ Giant Views in Winhall

Cottage, Jamaica

Stratton Mtn Ski Chalet w/ Giant Views in Winhall is a cottage in Jamaica, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Stratton Mtn Ski Chalet w/ Giant Views in Winhall

Stratton Mtn Ski Chalet w/ Giant Views in Winhall is a cottage in Jamaica, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $6,459.

From$788/night
Show