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Bennington Vacation Rentals

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36 rentals in Bennington.
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Perfect Getaway Home  In The Monadnock Region of NH, vacation rental in Bennington

Perfect Getaway Home In The Monadnock Region of NH

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Tentrr - Riverside Reflections. Peaceful Pines., vacation rental in Bennington

Tentrr - Riverside Reflections. Peaceful Pines.

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Grand Victorian Home on 3 Landscaped Acres in a Rural Village Setting, vacation rental in Bennington

Grand Victorian Home on 3 Landscaped Acres in a Rural Village Setting

8 bedrooms
9 bathrooms
Sleeps 18
Match: Sleeps
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Spectacular Log Home with Private Lake Access, vacation rental in Bennington

Spectacular Log Home with Private Lake Access

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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New Log Home In Secluded Lake Ashuelot Estates, vacation rental in Bennington

New Log Home In Secluded Lake Ashuelot Estates

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Sprawling, secluded gourmand's large cottage at base of Mt Monadnock, vacation rental in Bennington

Sprawling, secluded gourmand's large cottage at base of Mt Monadnock

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Cobb Hill Estate - 6 bedroom house sleeps 15 on 750 acre property!, vacation rental in Bennington

Cobb Hill Estate - 6 bedroom house sleeps 15 on 750 acre property!

6 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Little Red Wing - 1950's Lake cottage, vacation rental in Bennington

Little Red Wing - 1950's Lake cottage

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful lakefront log home nestled in the pines, vacation rental in Bennington

Beautiful lakefront log home nestled in the pines

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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New Hampshire lakefront  cottage in private association., vacation rental in Bennington

New Hampshire lakefront cottage in private association.

3 bedrooms
2 bathrooms
Sleeps 18
Match: Sleeps
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Secluded Vacation Home with direct lake frontage  on Contoocook Lake in NH, vacation rental in Bennington

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

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lakeside home. Fishing, paddle boarding, swimming, and easy lake  fun., vacation rental in Bennington

Lakeside home. Fishing, paddle boarding, swimming, and easy lake fun.

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Camp on Granite Lake, vacation rental in Bennington

Camp on Granite Lake

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Secluded Architect designed House - Monadnock Region - Great Escape, vacation rental in Bennington

Secluded Architect designed House - Monadnock Region - Great Escape

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Chicken Farmer I Still Love You., vacation rental in Bennington

Chicken Farmer I Still Love You.

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Waterfront Cottage On Beautiful Lake Todd, vacation rental in Bennington

Cozy Waterfront Cottage On Beautiful Lake Todd

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spectacular Mountain Views Near Hiking, Art & Culture, Golf, Skiing, Restaurants, vacation rental in Bennington

Spectacular Mountain Views Near Hiking, Art & Culture, Golf, Skiing, Restaurants

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful  Log Cabin Overlooking Blaisdell  Lake! Sleeps 12, Private Beach, vacation rental in Bennington

Beautiful Log Cabin Overlooking Blaisdell Lake! Sleeps 12, Private Beach

4 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
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Lakefront all-season beauty and fun!, vacation rental in Bennington

Lakefront all-season beauty and fun!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lemon Drop Cottage a private cottage getaway, vacation rental in Bennington

Lemon Drop Cottage a private cottage getaway

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful, Relaxing Setting. (Sanitized), vacation rental in Bennington

Beautiful, Relaxing Setting. (Sanitized)

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cottage Country Get Away, vacation rental in Bennington

Cottage Country Get Away

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Spectacular Mountain Views, Near Hiking, Art & Culture, Golf, Skiing, Restautant, vacation rental in Bennington

Spectacular Mountain Views, Near Hiking, Art & Culture, Golf, Skiing, Restautant

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Secluded, Lakeside, Split-log Cottage with Fireplace, Rowboat, vacation rental in Bennington

Secluded, Lakeside, Split-log Cottage with Fireplace, Rowboat

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Mil Bryn Lodge of Deering, vacation rental in Bennington

Mil Bryn Lodge of Deering

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Central A/C and Fast WiFi in the Sunapee Region, one level 1400sf with 3 BRs, vacation rental in Bennington

Central A/C and Fast WiFi in the Sunapee Region, one level 1400sf with 3 BRs

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Newly renovated -- Beautiful waterfront house in Henniker ,NH, vacation rental in Bennington

Newly renovated -- Beautiful waterfront house in Henniker ,NH

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Sunapee area - lakeside cottage trio on Sand Pond, vacation rental in Bennington

Sunapee area - lakeside cottage trio on Sand Pond

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Stunning & Scenic 2BR w/ Resort Pool Near Ski Area, vacation rental in Bennington

Stunning & Scenic 2BR w/ Resort Pool Near Ski Area

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning & Scenic 1BR w/ Resort Pool and Close to Ski Area, vacation rental in Bennington

Stunning & Scenic 1BR w/ Resort Pool and Close to Ski Area

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Deer Valley Retreat, Lovely Log Cabin, vacation rental in Bennington

Deer Valley Retreat, Lovely Log Cabin

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - The Lost Boys Hideout, vacation rental in Bennington

Tentrr Signature Site - The Lost Boys Hideout

1 bedroom
1 bathroom
Sleeps 12
Match: Sleeps
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Tentrr Signature Site - Wally Meadows at Purgatory Falls, vacation rental in Bennington

Tentrr Signature Site - Wally Meadows at Purgatory Falls

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - The Lost Boys Hideout Rock'n Summer, vacation rental in Bennington

Tentrr Signature Site - The Lost Boys Hideout Rock'n Summer

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Townhouse in La Savina, vacation rental in Bennington

Townhouse in La Savina

3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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PoshHaus Court ST Colonial, vacation rental in Bennington

PoshHaus Court ST Colonial

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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