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Hampshire County Holiday Rentals

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27 rentals in Hampshire County.
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Waterfront Home on Pine Island Lake, holiday rental in Hampshire County

Waterfront Home on Pine Island Lake

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Elegant Wilderness Cabin 12 Miles From Northampton, holiday rental in Hampshire County

Elegant Wilderness Cabin 12 Miles From Northampton

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences, holiday rental in Hampshire County

Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sunny, Stylish Berkshire Mountain Retreat near Jacob's Pillow, holiday rental in Hampshire County

Sunny, Stylish Berkshire Mountain Retreat near Jacob's Pillow

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Berkshire house w/ fireplace, A/C, WiFi & laundry, holiday rental in Hampshire County

Berkshire house w/ fireplace, A/C, WiFi & laundry

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Starlight Llama - The Lavender Room, holiday rental in Hampshire County

Starlight Llama - The Lavender Room

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Starlight Llama - The White Room, holiday rental in Hampshire County

Starlight Llama - The White Room

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall,, holiday rental in Hampshire County

Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall,

7 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Historic Huntington Home - Walk to Westfield River, holiday rental in Hampshire County

Historic Huntington Home - Walk to Westfield River

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Starlight Llama - The Pink Room, holiday rental in Hampshire County

Starlight Llama - The Pink Room

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Tentrr Signature Site - Tamarack at Running Fox Berry Farm, holiday rental in Hampshire County

Tentrr Signature Site - Tamarack at Running Fox Berry Farm

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Big farmhouse in the foothills of the Berkshires, holiday rental in Hampshire County

Big farmhouse in the foothills of the Berkshires

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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COUPLE(S) PERFECT!! 2 BED/BATHS ; CENTRAL AC; FIREPL; ROMANTIC 'SKI LODGE' FEEL, holiday rental in Hampshire County

COUPLE(S) PERFECT!! 2 BED/BATHS ; CENTRAL AC; FIREPL; ROMANTIC 'SKI LODGE' FEEL

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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In town, newly remodeled studio with private balcony, holiday rental in Hampshire County

In town, newly remodeled studio with private balcony

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Gorgeous modern Country Home, holiday rental in Hampshire County

Gorgeous modern Country Home

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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A True Shangri-La-Country Retreat W/Pond, Gardens and Huge Deck and View, holiday rental in Hampshire County

A True Shangri-La-Country Retreat W/Pond, Gardens and Huge Deck and View

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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4 Bedroom House Close to UMass/Amherst, Historic Deerfield & Yankee Candle, holiday rental in Hampshire County

4 Bedroom House Close to UMass/Amherst, Historic Deerfield & Yankee Candle

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Lily's Lodge, holiday rental in Hampshire County

Lily's Lodge

2 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Corner Cottage in 16 Acres Springfield, holiday rental in Hampshire County

Corner Cottage in 16 Acres Springfield

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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OWL'S NEST LODGING, holiday rental in Hampshire County

OWL'S NEST LODGING

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Cozy Agawam Studio w/ Yard: 2 Miles to Six Flags!, holiday rental in Hampshire County

Cozy Agawam Studio w/ Yard: 2 Miles to Six Flags!

0 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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UPSCALEDHOME IN A QUIET NEIGHBORHOOD. ENTIRE4BED HOME TO YOURSELF Co-Vid 19 Safe, holiday rental in Hampshire County

UPSCALEDHOME IN A QUIET NEIGHBORHOOD. ENTIRE4BED HOME TO YOURSELF Co-Vid 19 Safe

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Historic Springfield House w/Patio, 10Min to Dwtn!, holiday rental in Hampshire County

Historic Springfield House w/Patio, 10Min to Dwtn!

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Tentrr Backcountry Site - Camp Cozie Nook, holiday rental in Hampshire County

Tentrr Backcountry Site - Camp Cozie Nook

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Springfield rental- close to MGM And Basket ball hall of fame, holiday rental in Hampshire County

Beautiful Springfield rental- close to MGM And Basket ball hall of fame

5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Rural Berkshires Home, holiday rental in Hampshire County

Rural Berkshires Home

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Fair Vacation rentals, holiday rental in Hampshire County

Fair Vacation rentals

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Frequently Asked Questions about Hampshire County