Vacation rentals in Bear Island, NH

200 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Bear Island, NH

Adventures Await in Andover - Bear Island, NH

Adventures Await in Andover

Holiday Home, Bear Island

Adventures Await in Andover is a holiday home in Bear Island, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Adventures Await in Andover

Adventures Await in Andover is a holiday home in Bear Island, 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 $1,038.

From$119/night
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The Cabin , Umbagog lake area on The Maine / NH border - Bear Island, NH

The Cabin , Umbagog lake area on The Maine / NH border

Cabin, Bear Island

The Cabin , Umbagog lake area on The Maine / NH border is a cabin in Bear Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About The Cabin , Umbagog lake area on The Maine / NH border

The Cabin , Umbagog lake area on The Maine / NH border is a cabin in Bear Island, 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 $1,137.

From$125/night
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1 Bedroom house with direct trail access - Bear Island, NH

1 Bedroom house with direct trail access

Holiday Home, Bear Island

1 Bedroom house with direct trail access is a holiday home in Bear Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About 1 Bedroom house with direct trail access

1 Bedroom house with direct trail access is a holiday home in Bear Island, 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 $1,166.

From$134/night
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Cozy farmhouse (east side), 2 bedrooms, in the heart of nature's playground - Bear Island, NH

Cozy farmhouse (east side), 2 bedrooms, in the heart of nature's playground

Holiday Home, Bear Island

Cozy farmhouse (east side), 2 bedrooms, in the heart of nature's playground is a holiday home in Bear Island, with pet-friendly space, kitchen access, and room for a group. This stay gives…

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About Cozy farmhouse (east side), 2 bedrooms, in the heart of nature's playground

Cozy farmhouse (east side), 2 bedrooms, in the heart of nature's playground is a holiday home in Bear Island, 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 cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,325.

From$138/night
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Browse Waterfront Vacation Rentals in Bear Island, NH

Discover vacation rentals close to the coast, water, and beach areas around Bear Island, NH.

Eight minutes to Sunday River! Two bdrm apartment. Ski, hike, bike & relax. - Bear Island, NH

Eight minutes to Sunday River! Two bdrm apartment. Ski, hike, bike & relax.

Apartment, Bear Island

Eight minutes to Sunday River! Two bdrm apartment. Ski, hike, bike & relax. is a apartment in Bear Island, with parking, kitchen access, and a quieter setting. This stay gives travelers a…

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About Eight minutes to Sunday River! Two bdrm apartment. Ski, hike, bike & relax.

Eight minutes to Sunday River! Two bdrm apartment. Ski, hike, bike & relax. is a apartment in Bear Island, 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 $1,363.

From$144/night
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North Peak 2-201 Right on the slopes at Sunday River - Bear Island, NH

North Peak 2-201 Right on the slopes at Sunday River

Condo, Bear Island

North Peak 2-201 Right on the slopes at Sunday River is a condo in Bear Island, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About North Peak 2-201 Right on the slopes at Sunday River

North Peak 2-201 Right on the slopes at Sunday River is a condo in Bear Island, 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: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,800.

From$154/night
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The Pines at Sunday River 08 - Bear Island, NH

The Pines at Sunday River 08

Condo, Bear Island

The Pines at Sunday River 08 is a condo in Bear Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About The Pines at Sunday River 08

The Pines at Sunday River 08 is a condo in Bear Island, 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 $1,704.

From$164/night
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Picturesque Mountain Views, Direct Snowmobile & ATV trail access. 30 minutes to Sunday River and Black Mountain of Maine. - Bear Island, NH

Picturesque Mountain Views, Direct Snowmobile & ATV trail access. 30 minutes to Sunday River and Black Mountain of Maine.

Cabin, Bear Island

Picturesque Mountain Views, Direct Snowmobile & ATV trail access. 30 minutes to Sunday River and Black Mountain of Maine. is a cabin in Bear Island, with pool access. This stay gives…

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About Picturesque Mountain Views, Direct Snowmobile & ATV trail access. 30 minutes to Sunday River and Black Mountain of Maine.

Picturesque Mountain Views, Direct Snowmobile & ATV trail access. 30 minutes to Sunday River and Black Mountain of Maine. is a cabin in Bear Island, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,556.

From$277/night
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Browse Vacation Rentals with a Pool in Bear Island, NH

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

Smore's Cabin, beautiful mountain views - Bear Island, NH

Smore's Cabin, beautiful mountain views

Cabin, Bear Island

Smore's Cabin, beautiful mountain views is a cabin in Bear Island, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Smore's Cabin, beautiful mountain views

Smore's Cabin, beautiful mountain views is a cabin in Bear Island, 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, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,161.

From$133/night
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Ski-In/Out Condo with HotTub Sauna & Pool Sleeps 6 - Bear Island, NH

Ski-In/Out Condo with HotTub Sauna & Pool Sleeps 6

Condo, Bear Island

Ski-In/Out Condo with HotTub Sauna & Pool Sleeps 6 is a condo in Bear Island, 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/Out Condo with HotTub Sauna & Pool Sleeps 6

Ski-In/Out Condo with HotTub Sauna & Pool Sleeps 6 is a condo in Bear Island, 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: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,664.

From$152/night
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Be right at Sunday River for some of the best skiing! - Bear Island, NH

Be right at Sunday River for some of the best skiing!

Condo, Bear Island

Be right at Sunday River for some of the best skiing! is a condo in Bear Island, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Be right at Sunday River for some of the best skiing!

Be right at Sunday River for some of the best skiing! is a condo in Bear Island, 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: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,801.

From$154/night
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On Mountain two bedroom unit sleeping 8 - Bear Island, NH

On Mountain two bedroom unit sleeping 8

Condo, Bear Island

On Mountain two bedroom unit sleeping 8 is a condo in Bear Island, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About On Mountain two bedroom unit sleeping 8

On Mountain two bedroom unit sleeping 8 is a condo in Bear Island, 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: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,801.

From$154/night
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Best Bear Island, NH vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Charming excursion in the White Mountains - Bear Island, NH

Charming excursion in the White Mountains

Holiday Home, Bear Island

Charming excursion in the White Mountains is a holiday home in Bear Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Charming excursion in the White Mountains

Charming excursion in the White Mountains is a holiday home in Bear Island, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,277.

From$109/night
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WHITE MOUNTAINS RENOVATED 1 BEDROOM on Ground Floor - Bear Island, NH

WHITE MOUNTAINS RENOVATED 1 BEDROOM on Ground Floor

Apartment, Bear Island

WHITE MOUNTAINS RENOVATED 1 BEDROOM on Ground Floor is a apartment in Bear Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About WHITE MOUNTAINS RENOVATED 1 BEDROOM on Ground Floor

WHITE MOUNTAINS RENOVATED 1 BEDROOM on Ground Floor is a apartment in Bear Island, 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 $1,192.

From$110/night
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Lovely; Cozy Place to Stay! - Bear Island, NH

Lovely; Cozy Place to Stay!

Apartment, Bear Island

Lovely; Cozy Place to Stay! is a apartment in Bear Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Lovely; Cozy Place to Stay!

Lovely; Cozy Place to Stay! is a apartment in Bear Island, 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 $1,349.

From$144/night
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Adventure Awaits at Our Scenic Farmhouse - on snowmobile trail, ride in/out - Bear Island, NH

Adventure Awaits at Our Scenic Farmhouse - on snowmobile trail, ride in/out

Holiday Home, Bear Island

Adventure Awaits at Our Scenic Farmhouse - on snowmobile trail, ride in/out is a holiday home in Bear Island, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Adventure Awaits at Our Scenic Farmhouse - on snowmobile trail, ride in/out

Adventure Awaits at Our Scenic Farmhouse - on snowmobile trail, ride in/out is a holiday home in Bear Island, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,568.

From$154/night
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Best Pet-Friendly Vacation Rentals in Bear Island, NH

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

1 Bed 1 Bath Vacation home in Newry - Bear Island, NH

1 Bed 1 Bath Vacation home in Newry

Apartment, Bear Island

1 Bed 1 Bath Vacation home in Newry is a apartment in Bear Island, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About 1 Bed 1 Bath Vacation home in Newry

1 Bed 1 Bath Vacation home in Newry is a apartment in Bear Island, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,095.

From$104/night
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Cozy pet friendly (dogs) 2 Bedroom House in Berlin's Norwegian Village - Bear Island, NH

Cozy pet friendly (dogs) 2 Bedroom House in Berlin's Norwegian Village

Holiday Home, Bear Island

Cozy pet friendly (dogs) 2 Bedroom House in Berlin's Norwegian Village is a holiday home in Bear Island, with pet-friendly space, kitchen access, and room for a group. This stay gives…

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About Cozy pet friendly (dogs) 2 Bedroom House in Berlin's Norwegian Village

Cozy pet friendly (dogs) 2 Bedroom House in Berlin's Norwegian Village is a holiday home in Bear Island, 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 cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,314.

From$144/night
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Large farmhouse on cattle farm - snowmobile, ski, hike, and more! - Bear Island, NH

Large farmhouse on cattle farm - snowmobile, ski, hike, and more!

Holiday Home, Bear Island

Large farmhouse on cattle farm - snowmobile, ski, hike, and more! is a holiday home in Bear Island, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Large farmhouse on cattle farm - snowmobile, ski, hike, and more!

Large farmhouse on cattle farm - snowmobile, ski, hike, and more! is a holiday home in Bear Island, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,827.

From$177/night
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Modern Mountain Chalet! Hike, Ski, Swim, and Treasure Hunt! - Bear Island, NH

Modern Mountain Chalet! Hike, Ski, Swim, and Treasure Hunt!

Chalet, Bear Island

Modern Mountain Chalet! Hike, Ski, Swim, and Treasure Hunt! is a chalet in Bear Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Modern Mountain Chalet! Hike, Ski, Swim, and Treasure Hunt!

Modern Mountain Chalet! Hike, Ski, Swim, and Treasure Hunt! is a chalet in Bear Island, 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 $2,162.

From$223/night
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Best Bear Island, NH vacation rentals with a kitchen

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

Perfect cozy home to relax. - Bear Island, NH

Perfect cozy home to relax.

Holiday Home, Bear Island

Perfect cozy home to relax. is a holiday home in Bear Island, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Perfect cozy home to relax.

Perfect cozy home to relax. is a holiday home in Bear Island, 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 $1,473.

From$149/night
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White Mountain Home Update - Bear Island, NH

White Mountain Home Update

Apartment, Bear Island

White Mountain Home Update is a apartment in Bear Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About White Mountain Home Update

White Mountain Home Update is a apartment in Bear Island, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,554.

From$166/night
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Private escape located in the mountains of Maine - Bear Island, NH

Private escape located in the mountains of Maine

Condo, Bear Island

Private escape located in the mountains of Maine is a condo in Bear Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Private escape located in the mountains of Maine

Private escape located in the mountains of Maine is a condo in Bear Island, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,832.

From$200/night
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Enchanting 4-bedroom chalet with WiFi in Andover - Bear Island, NH

Enchanting 4-bedroom chalet with WiFi in Andover

Chalet, Bear Island

Enchanting 4-bedroom chalet with WiFi in Andover is a chalet in Bear Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Enchanting 4-bedroom chalet with WiFi in Andover

Enchanting 4-bedroom chalet with WiFi in Andover is a chalet in Bear Island, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,319.

From$238/night
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