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Holiday Rentals in Jaffrey

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
50 rentals in Jaffrey.
Charming Jaffrey Cottage w/ Mount Monadnock Views!, holiday rental in Jaffrey
Charming Jaffrey Cottage w/ Mount Monadnock Views!, holiday rental in Jaffrey
Charming Jaffrey Cottage w/ Mount Monadnock Views!, holiday rental in Jaffrey

Charming Jaffrey Cottage w/ Mount Monadnock Views!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Lakefront all-season beauty and fun!, holiday rental in Jaffrey
Lakefront all-season beauty and fun!, holiday rental in Jaffrey
Lakefront all-season beauty and fun!, holiday rental in Jaffrey

Lakefront all-season beauty and fun!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Amazing Mid-Century Modern Mountain Top Home on 160 Acres, holiday rental in Jaffrey
Amazing Mid-Century Modern Mountain Top Home on 160 Acres, holiday rental in Jaffrey
Amazing Mid-Century Modern Mountain Top Home on 160 Acres, holiday rental in Jaffrey

Amazing Mid-Century Modern Mountain Top Home on 160 Acres

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
More info
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Waterfront New Englander Mt. Monadnock, holiday rental in Jaffrey
Waterfront New Englander Mt. Monadnock, holiday rental in Jaffrey
Waterfront New Englander Mt. Monadnock, holiday rental in Jaffrey

Waterfront New Englander Mt. Monadnock

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Rustic and cozy lakeside cottage, holiday rental in Jaffrey
Rustic and cozy lakeside cottage, holiday rental in Jaffrey
Rustic and cozy lakeside cottage, holiday rental in Jaffrey

Rustic and cozy lakeside cottage

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Secluded large property at base of Mt Monadnock and near lakes, holiday rental in Jaffrey
Secluded large property at base of Mt Monadnock and near lakes, holiday rental in Jaffrey
Secluded large property at base of Mt Monadnock and near lakes, holiday rental in Jaffrey

Secluded large property at base of Mt Monadnock and near lakes

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Nestled on the edge of the woods near Mount Monadnock, holiday rental in Jaffrey
Nestled on the edge of the woods near Mount Monadnock, holiday rental in Jaffrey
Nestled on the edge of the woods near Mount Monadnock, holiday rental in Jaffrey

Nestled on the edge of the woods near Mount Monadnock

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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The following properties within 32 kms of Jaffrey match all your filters:
Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!, holiday rental in Jaffrey
Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!, holiday rental in Jaffrey
Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!, holiday rental in Jaffrey

Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!

Holiday Rental House
8 bedrooms
6 bathrooms
Sleeps 22
Match: Sleeps
More info
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Waterfont log home nestled in the pines, holiday rental in Jaffrey
Waterfont log home nestled in the pines, holiday rental in Jaffrey
Waterfont log home nestled in the pines, holiday rental in Jaffrey

Waterfont log home nestled in the pines

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Estate With Mtn Views! Private Setting, Great Family Home!!, holiday rental in Jaffrey
Spacious Estate With Mtn Views! Private Setting, Great Family Home!!, holiday rental in Jaffrey
Spacious Estate With Mtn Views! Private Setting, Great Family Home!!, holiday rental in Jaffrey

Spacious Estate With Mtn Views! Private Setting, Great Family Home!!

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
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Secluded Architect designed House - Monadnock Region - Great Escape, holiday rental in Jaffrey
Secluded Architect designed House - Monadnock Region - Great Escape, holiday rental in Jaffrey
Secluded Architect designed House - Monadnock Region - Great Escape, holiday rental in Jaffrey

Secluded Architect designed House - Monadnock Region - Great Escape

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Secluded Vacation Home with direct lake frontage  on Contoocook Lake in NH, holiday rental in Jaffrey
Secluded Vacation Home with direct lake frontage  on Contoocook Lake in NH, holiday rental in Jaffrey
Secluded Vacation Home with direct lake frontage  on Contoocook Lake in NH, holiday rental in Jaffrey

Secluded Vacation Home with direct lake frontage on Contoocook Lake in NH

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Charming Lake Cottage est 1903! Private and relaxing waterfront, family fun!, holiday rental in Jaffrey
Charming Lake Cottage est 1903! Private and relaxing waterfront, family fun!, holiday rental in Jaffrey
Charming Lake Cottage est 1903! Private and relaxing waterfront, family fun!, holiday rental in Jaffrey

Charming Lake Cottage est 1903! Private and relaxing waterfront, family fun!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Vacationer's oasis on the waterfront of picturesque Pearly Pond., holiday rental in Jaffrey
Vacationer's oasis on the waterfront of picturesque Pearly Pond., holiday rental in Jaffrey
Vacationer's oasis on the waterfront of picturesque Pearly Pond., holiday rental in Jaffrey

Vacationer's oasis on the waterfront of picturesque Pearly Pond.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Lakeside Family Fun!!, holiday rental in Jaffrey
Lakeside Family Fun!!, holiday rental in Jaffrey
Lakeside Family Fun!!, holiday rental in Jaffrey

Lakeside Family Fun!!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
More info
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5 Bedroom cozy New England home - Cobb Meadow House, holiday rental in Jaffrey
5 Bedroom cozy New England home - Cobb Meadow House, holiday rental in Jaffrey
5 Bedroom cozy New England home - Cobb Meadow House, holiday rental in Jaffrey

5 Bedroom cozy New England home - Cobb Meadow House

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Classic Lakefront Family Summer Home, holiday rental in Jaffrey
Classic Lakefront Family Summer Home, holiday rental in Jaffrey
Classic Lakefront Family Summer Home, holiday rental in Jaffrey

Classic Lakefront Family Summer Home

Holiday Rental House
6 bedrooms
2 bathrooms
Sleeps 16
Match: Sleeps
More info
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Inviting Lakeside Comfort in Historic Harrisville, holiday rental in Jaffrey
Inviting Lakeside Comfort in Historic Harrisville, holiday rental in Jaffrey
Inviting Lakeside Comfort in Historic Harrisville, holiday rental in Jaffrey

Inviting Lakeside Comfort in Historic Harrisville

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Charming Waterfront Log Cabin w/ Private Island, holiday rental in Jaffrey
Charming Waterfront Log Cabin w/ Private Island, holiday rental in Jaffrey
Charming Waterfront Log Cabin w/ Private Island, holiday rental in Jaffrey

Charming Waterfront Log Cabin w/ Private Island

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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*NEW* Spectacular lake house with private dock, beach area & gorgeous views, holiday rental in Jaffrey
*NEW* Spectacular lake house with private dock, beach area & gorgeous views, holiday rental in Jaffrey
*NEW* Spectacular lake house with private dock, beach area & gorgeous views, holiday rental in Jaffrey

*NEW* Spectacular lake house with private dock, beach area & gorgeous views

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
More info
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Cozy Updated Log Cabin with Mountain Views close to Monadnock, holiday rental in Jaffrey
Cozy Updated Log Cabin with Mountain Views close to Monadnock, holiday rental in Jaffrey
Cozy Updated Log Cabin with Mountain Views close to Monadnock, holiday rental in Jaffrey

Cozy Updated Log Cabin with Mountain Views close to Monadnock

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Waterfront Haven near Mount Monadnock. Pristine Lake, Mountain View & Sunsets!, holiday rental in Jaffrey
Waterfront Haven near Mount Monadnock. Pristine Lake, Mountain View & Sunsets!, holiday rental in Jaffrey
Waterfront Haven near Mount Monadnock. Pristine Lake, Mountain View & Sunsets!, holiday rental in Jaffrey

Waterfront Haven near Mount Monadnock. Pristine Lake, Mountain View & Sunsets!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Skywood - - Dublin, NH, holiday rental in Jaffrey
Skywood - - Dublin, NH, holiday rental in Jaffrey
Skywood - - Dublin, NH, holiday rental in Jaffrey

Skywood - - Dublin, NH

Holiday Rental House
8 bedrooms
6 bathrooms
Sleeps 13
Match: Sleeps
More info
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Renovated Cottage w/spectacular mountain view, holiday rental in Jaffrey
Renovated Cottage w/spectacular mountain view, holiday rental in Jaffrey
Renovated Cottage w/spectacular mountain view, holiday rental in Jaffrey

Renovated Cottage w/spectacular mountain view

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Entire house on privately situated Lilac Hill abuts conservation land, holiday rental in Jaffrey
Entire house on privately situated Lilac Hill abuts conservation land, holiday rental in Jaffrey
Entire house on privately situated Lilac Hill abuts conservation land, holiday rental in Jaffrey

Entire house on privately situated Lilac Hill abuts conservation land

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Cozy Lakefront Cottage, holiday rental in Jaffrey
Cozy Lakefront Cottage, holiday rental in Jaffrey
Cozy Lakefront Cottage, holiday rental in Jaffrey

Cozy Lakefront Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Romantic, Tranquil Guest House - Peaceful Sanctuary plus Sauna, holiday rental in Jaffrey
Romantic, Tranquil Guest House - Peaceful Sanctuary plus Sauna, holiday rental in Jaffrey
Romantic, Tranquil Guest House - Peaceful Sanctuary plus Sauna, holiday rental in Jaffrey

Romantic, Tranquil Guest House - Peaceful Sanctuary plus Sauna

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Lake House on walking trail near Mount Monadnock, holiday rental in Jaffrey
Lake House on walking trail near Mount Monadnock, holiday rental in Jaffrey
Lake House on walking trail near Mount Monadnock, holiday rental in Jaffrey

Lake House on walking trail near Mount Monadnock

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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Cottage on Laurel Lake, Private lake access, picture perfect sunsets, holiday rental in Jaffrey
Cottage on Laurel Lake, Private lake access, picture perfect sunsets, holiday rental in Jaffrey
Cottage on Laurel Lake, Private lake access, picture perfect sunsets, holiday rental in Jaffrey

Cottage on Laurel Lake, Private lake access, picture perfect sunsets

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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A spacious one bedroom apartment on a family farm in beautiful Monadnock Region., holiday rental in Jaffrey
A spacious one bedroom apartment on a family farm in beautiful Monadnock Region., holiday rental in Jaffrey
A spacious one bedroom apartment on a family farm in beautiful Monadnock Region., holiday rental in Jaffrey

A spacious one bedroom apartment on a family farm in beautiful Monadnock Region.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Cabin on clean lake with great deck and dock, holiday rental in Jaffrey
Cabin on clean lake with great deck and dock, holiday rental in Jaffrey
Cabin on clean lake with great deck and dock, holiday rental in Jaffrey

Cabin on clean lake with great deck and dock

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Beautiful Waterfront Cottage With a HOT TUB For Your Family Getaway!, holiday rental in Jaffrey
Beautiful Waterfront Cottage With a HOT TUB For Your Family Getaway!, holiday rental in Jaffrey
Beautiful Waterfront Cottage With a HOT TUB For Your Family Getaway!, holiday rental in Jaffrey

Beautiful Waterfront Cottage With a HOT TUB For Your Family Getaway!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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Charming restored farmhouse in the heart of New England, holiday rental in Jaffrey
Charming restored farmhouse in the heart of New England, holiday rental in Jaffrey
Charming restored farmhouse in the heart of New England, holiday rental in Jaffrey

Charming restored farmhouse in the heart of New England

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Lake House, holiday rental in Jaffrey
Lake House, holiday rental in Jaffrey
Lake House, holiday rental in Jaffrey

Lake House

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Copley’s Guest House on Lake Monomonac, holiday rental in Jaffrey
Copley’s Guest House on Lake Monomonac, holiday rental in Jaffrey
Copley’s Guest House on Lake Monomonac, holiday rental in Jaffrey

Copley’s Guest House on Lake Monomonac

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Copley's Lakefront Cottage on Lake Monomonac, holiday rental in Jaffrey
Copley's Lakefront Cottage on Lake Monomonac, holiday rental in Jaffrey
Copley's Lakefront Cottage on Lake Monomonac, holiday rental in Jaffrey

Copley's Lakefront Cottage on Lake Monomonac

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
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Cottage on the Lake--You can't get any closer!, holiday rental in Jaffrey
Cottage on the Lake--You can't get any closer!, holiday rental in Jaffrey
Cottage on the Lake--You can't get any closer!, holiday rental in Jaffrey

Cottage on the Lake--You can't get any closer!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Private Field House - 4 Bedroom Spacious Home, holiday rental in Jaffrey
Private Field House - 4 Bedroom Spacious Home, holiday rental in Jaffrey
Private Field House - 4 Bedroom Spacious Home, holiday rental in Jaffrey

Private Field House - 4 Bedroom Spacious Home

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Amazing Lakefront property, Private In ground pool, Epic views of Lake Monomonac, holiday rental in Jaffrey
Amazing Lakefront property, Private In ground pool, Epic views of Lake Monomonac, holiday rental in Jaffrey
Amazing Lakefront property, Private In ground pool, Epic views of Lake Monomonac, holiday rental in Jaffrey

Amazing Lakefront property, Private In ground pool, Epic views of Lake Monomonac

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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The Harrisville Ranch - Monadnock Region Getaway!, holiday rental in Jaffrey
The Harrisville Ranch - Monadnock Region Getaway!, holiday rental in Jaffrey
The Harrisville Ranch - Monadnock Region Getaway!, holiday rental in Jaffrey

The Harrisville Ranch - Monadnock Region Getaway!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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Brand-new, New England getaway minutes to trails, skiing, and lake, holiday rental in Jaffrey
Brand-new, New England getaway minutes to trails, skiing, and lake, holiday rental in Jaffrey
Brand-new, New England getaway minutes to trails, skiing, and lake, holiday rental in Jaffrey

Brand-new, New England getaway minutes to trails, skiing, and lake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Family Friendly Rental with Pool, Lake and Activities!, holiday rental in Jaffrey
Family Friendly Rental with Pool, Lake and Activities!, holiday rental in Jaffrey
Family Friendly Rental with Pool, Lake and Activities!, holiday rental in Jaffrey

Family Friendly Rental with Pool, Lake and Activities!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock, holiday rental in Jaffrey
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock, holiday rental in Jaffrey
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock, holiday rental in Jaffrey

2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Scenic views with 100 feet of private lake frontage, holiday rental in Jaffrey
Scenic views with 100 feet of private lake frontage, holiday rental in Jaffrey
Scenic views with 100 feet of private lake frontage, holiday rental in Jaffrey

Scenic views with 100 feet of private lake frontage

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Copley's Lakefront Cottage and Guest House on its own Peninsula, holiday rental in Jaffrey
Copley's Lakefront Cottage and Guest House on its own Peninsula, holiday rental in Jaffrey
Copley's Lakefront Cottage and Guest House on its own Peninsula, holiday rental in Jaffrey

Copley's Lakefront Cottage and Guest House on its own Peninsula

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 18
Match: Sleeps
More info
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NEW LISTING: Guest Suite, Minutes to Hiking and Lakes, Monadnock Region NH, holiday rental in Jaffrey
NEW LISTING: Guest Suite, Minutes to Hiking and Lakes, Monadnock Region NH, holiday rental in Jaffrey
NEW LISTING: Guest Suite, Minutes to Hiking and Lakes, Monadnock Region NH, holiday rental in Jaffrey

NEW LISTING: Guest Suite, Minutes to Hiking and Lakes, Monadnock Region NH

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Cozy hideaway mountain home, an 8 minute drive to Mount Monadnock State Park, holiday rental in Jaffrey
Cozy hideaway mountain home, an 8 minute drive to Mount Monadnock State Park, holiday rental in Jaffrey
Cozy hideaway mountain home, an 8 minute drive to Mount Monadnock State Park, holiday rental in Jaffrey

Cozy hideaway mountain home, an 8 minute drive to Mount Monadnock State Park

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Magic Lakehouse, Waterfront, Private Beach and Dock, holiday rental in Jaffrey
Magic Lakehouse, Waterfront, Private Beach and Dock, holiday rental in Jaffrey
Magic Lakehouse, Waterfront, Private Beach and Dock, holiday rental in Jaffrey

Magic Lakehouse, Waterfront, Private Beach and Dock

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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Waterfront House on Private Lake - Tranquil Location and Amazing Sunsets, holiday rental in Jaffrey
Waterfront House on Private Lake - Tranquil Location and Amazing Sunsets, holiday rental in Jaffrey
Waterfront House on Private Lake - Tranquil Location and Amazing Sunsets, holiday rental in Jaffrey

Waterfront House on Private Lake - Tranquil Location and Amazing Sunsets

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Monadnock 4-Bedroom Charmer by Cheshire Rail Trail, holiday rental in Jaffrey
Monadnock 4-Bedroom Charmer by Cheshire Rail Trail, holiday rental in Jaffrey
Monadnock 4-Bedroom Charmer by Cheshire Rail Trail, holiday rental in Jaffrey

Monadnock 4-Bedroom Charmer by Cheshire Rail Trail

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Showing results 1-50 of 50
Frequently Asked Questions about Jaffrey