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Holiday Rentals in Jaffrey

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Bedrooms

Bathrooms

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Distance from

5 km
50 rentals 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 in Jaffrey

Lakefront all-season beauty and fun!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Diamond in the rough with beautiful views of Mt Monadnock and Lk Contoocook., holiday rental in Jaffrey
Diamond in the rough with beautiful views of Mt Monadnock and Lk Contoocook., holiday rental in Jaffrey
Diamond in the rough with beautiful views of Mt Monadnock and Lk Contoocook., holiday rental in Jaffrey

Diamond in the rough with beautiful views of Mt Monadnock and Lk Contoocook.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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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
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming Jaffrey Cottage w/ Deck & Grill!, holiday rental in Jaffrey
Charming Jaffrey Cottage w/ Deck & Grill!, holiday rental in Jaffrey
Charming Jaffrey Cottage w/ Deck & Grill!, holiday rental in Jaffrey

Charming Jaffrey Cottage w/ Deck & Grill!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Secluded chalet on 50 acres at base of Mt Monadnock, near lakes -TESLA charger, holiday rental in Jaffrey
Secluded chalet on 50 acres at base of Mt Monadnock, near lakes -TESLA charger, holiday rental in Jaffrey
Secluded chalet on 50 acres at base of Mt Monadnock, near lakes -TESLA charger, holiday rental in Jaffrey

Secluded chalet on 50 acres at base of Mt Monadnock, near lakes -TESLA charger

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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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
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Welcome to Sunset Mountain Retreat! A gorgeous 5 bdrm house in Jaffrey, NH., holiday rental in Jaffrey
Welcome to Sunset Mountain Retreat! A gorgeous 5 bdrm house in Jaffrey, NH., holiday rental in Jaffrey
Welcome to Sunset Mountain Retreat! A gorgeous 5 bdrm house in Jaffrey, NH., holiday rental in Jaffrey

Welcome to Sunset Mountain Retreat! A gorgeous 5 bdrm house in Jaffrey, NH.

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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A true slice of paradise, tucked away privately., holiday rental in Jaffrey
A true slice of paradise, tucked away privately., holiday rental in Jaffrey
A true slice of paradise, tucked away privately., holiday rental in Jaffrey

A true slice of paradise, tucked away privately.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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The following properties within 32 kms of Jaffrey match all your filters:
Charming Waterfront Log Cabin, holiday rental in Jaffrey
Charming Waterfront Log Cabin, holiday rental in Jaffrey
Charming Waterfront Log Cabin, holiday rental in Jaffrey

Charming Waterfront Log Cabin

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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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
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Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre, holiday rental in Jaffrey
Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre, holiday rental in Jaffrey
Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre, holiday rental in Jaffrey

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

Holiday Rental House
9 bedrooms
6 bathrooms
Sleeps 22
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
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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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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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
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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
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Private Field House - Spacious 4 Bedroom Home, holiday rental in Jaffrey
Private Field House - Spacious 4 Bedroom Home, holiday rental in Jaffrey
Private Field House - Spacious 4 Bedroom Home, holiday rental in Jaffrey

Private Field House - Spacious 4 Bedroom Home

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Spectacular lake house with private dock, beach area & gorgeous views, holiday rental in Jaffrey
Spectacular lake house with private dock, beach area & gorgeous views, holiday rental in Jaffrey
Spectacular lake house with private dock, beach area & gorgeous views, holiday rental in Jaffrey

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

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
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Cozy Tiny House on Main Street.  Fully Renovated., holiday rental in Jaffrey
Cozy Tiny House on Main Street.  Fully Renovated., holiday rental in Jaffrey
Cozy Tiny House on Main Street.  Fully Renovated., holiday rental in Jaffrey

Cozy Tiny House on Main Street. Fully Renovated.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna, holiday rental in Jaffrey
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna, holiday rental in Jaffrey
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna, holiday rental in Jaffrey

Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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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
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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
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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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
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lake side family fun!, holiday rental in Jaffrey
Lake side family fun!, holiday rental in Jaffrey
Lake side family fun!, holiday rental in Jaffrey

Lake side family fun!

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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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
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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
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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
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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
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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
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Inviting Lakefront Comfort in Historic Harrisville, holiday rental in Jaffrey
Inviting Lakefront Comfort in Historic Harrisville, holiday rental in Jaffrey
Inviting Lakefront Comfort in Historic Harrisville, holiday rental in Jaffrey

Inviting Lakefront Comfort in Historic Harrisville

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Magic Lakehouse, Waterfront, Private Beach and Dock - No Cleaning Fee, holiday rental in Jaffrey
Magic Lakehouse, Waterfront, Private Beach and Dock - No Cleaning Fee, holiday rental in Jaffrey
Magic Lakehouse, Waterfront, Private Beach and Dock - No Cleaning Fee, holiday rental in Jaffrey

Magic Lakehouse, Waterfront, Private Beach and Dock - No Cleaning Fee

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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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
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VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac, holiday rental in Jaffrey
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac, holiday rental in Jaffrey
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac, holiday rental in Jaffrey

VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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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
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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
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VRBO Top 10 - Copley's Lakefront Cottage and Guest House on its own Peninsula, holiday rental in Jaffrey
VRBO Top 10 - Copley's Lakefront Cottage and Guest House on its own Peninsula, holiday rental in Jaffrey
VRBO Top 10 - Copley's Lakefront Cottage and Guest House on its own Peninsula, holiday rental in Jaffrey

VRBO Top 10 - Copley's Lakefront Cottage and Guest House on its own Peninsula

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 18
Match: Sleeps
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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
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Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town., holiday rental in Jaffrey
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town., holiday rental in Jaffrey
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town., holiday rental in Jaffrey

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Amazing Lakefront property, Private Pool on Lake Monomonac at Tatum's Place, holiday rental in Jaffrey
Amazing Lakefront property, Private Pool on Lake Monomonac at Tatum's Place, holiday rental in Jaffrey
Amazing Lakefront property, Private Pool on Lake Monomonac at Tatum's Place, holiday rental in Jaffrey

Amazing Lakefront property, Private Pool on Lake Monomonac at Tatum's Place

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Freizeit at Breezy Point: secluded, spacious, charming, 4 season lakefront house, holiday rental in Jaffrey
Freizeit at Breezy Point: secluded, spacious, charming, 4 season lakefront house, holiday rental in Jaffrey
Freizeit at Breezy Point: secluded, spacious, charming, 4 season lakefront house, holiday rental in Jaffrey

Freizeit at Breezy Point: secluded, spacious, charming, 4 season lakefront house

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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The Covey House Retreat with InfraRed Sauna, holiday rental in Jaffrey
The Covey House Retreat with InfraRed Sauna, holiday rental in Jaffrey
The Covey House Retreat with InfraRed Sauna, holiday rental in Jaffrey

The Covey House Retreat with InfraRed Sauna

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Adirondack Cabin with Sauna on Lake Monomonac, holiday rental in Jaffrey
Beautiful Adirondack Cabin with Sauna on Lake Monomonac, holiday rental in Jaffrey
Beautiful Adirondack Cabin with Sauna on Lake Monomonac, holiday rental in Jaffrey

Beautiful Adirondack Cabin with Sauna on Lake Monomonac

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Cozy Cape. Guest favorite. 2-bedroom house close to downtown Peterborough, NH, holiday rental in Jaffrey
Cozy Cape. Guest favorite. 2-bedroom house close to downtown Peterborough, NH, holiday rental in Jaffrey
Cozy Cape. Guest favorite. 2-bedroom house close to downtown Peterborough, NH, holiday rental in Jaffrey

Cozy Cape. Guest favorite. 2-bedroom house close to downtown Peterborough, NH

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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The Robin’s Nest - Beautiful New Hampshire Country, holiday rental in Jaffrey
The Robin’s Nest - Beautiful New Hampshire Country, holiday rental in Jaffrey
The Robin’s Nest - Beautiful New Hampshire Country, holiday rental in Jaffrey

The Robin’s Nest - Beautiful New Hampshire Country

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming barn studio apt,  in lovely Peterborough NH overlooking the downtown., holiday rental in Jaffrey
Charming barn studio apt,  in lovely Peterborough NH overlooking the downtown., holiday rental in Jaffrey
Charming barn studio apt,  in lovely Peterborough NH overlooking the downtown., holiday rental in Jaffrey

Charming barn studio apt, in lovely Peterborough NH overlooking the downtown.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy, Rustic Summer Cabin on Clean Lake, holiday rental in Jaffrey
Cozy, Rustic Summer Cabin on Clean Lake, holiday rental in Jaffrey
Cozy, Rustic Summer Cabin on Clean Lake, holiday rental in Jaffrey

Cozy, Rustic Summer Cabin on Clean Lake

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The   Barn, holiday rental in Jaffrey
The   Barn, holiday rental in Jaffrey
The   Barn, holiday rental in Jaffrey

The Barn

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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3 Beautiful Finnish Cabins with Sauna on Lake Monomonac, holiday rental in Jaffrey
3 Beautiful Finnish Cabins with Sauna on Lake Monomonac, holiday rental in Jaffrey
3 Beautiful Finnish Cabins with Sauna on Lake Monomonac, holiday rental in Jaffrey

3 Beautiful Finnish Cabins with Sauna on Lake Monomonac

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Charming private room in serene Harrisville with WiFi, holiday rental in Jaffrey
Charming private room in serene Harrisville with WiFi, holiday rental in Jaffrey
Charming private room in serene Harrisville with WiFi, holiday rental in Jaffrey

Charming private room in serene Harrisville with WiFi

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Finnish cottage with Sauna on Lake Monomonac, holiday rental in Jaffrey
Finnish cottage with Sauna on Lake Monomonac, holiday rental in Jaffrey
Finnish cottage with Sauna on Lake Monomonac, holiday rental in Jaffrey

Finnish cottage with Sauna on Lake Monomonac

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Beautiful Modern Cottage with Sauna on Lake Monomonac, holiday rental in Jaffrey
Beautiful Modern Cottage with Sauna on Lake Monomonac, holiday rental in Jaffrey
Beautiful Modern Cottage with Sauna on Lake Monomonac, holiday rental in Jaffrey

Beautiful Modern Cottage with Sauna on Lake Monomonac

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