Middlefield Vacation Rentals
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50 rentals in Middlefield.
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Sunny, Stylish Berkshire Mountain Retreat near Jacob's Pillow
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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COUPLE(S) PERFECT!! 2 BED/BATHS ; CENTRAL AC; FIREPL; ROMANTIC 'SKI LODGE' FEEL
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Craftsman Home In The Berkshire Forest
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Berkshires Private Large Lakefront Home On Robin Hood Lake
Rental Home
6 bedrooms
3 bathrooms
Sleeps 10
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Sprawling Berkshires Ranch Nestled In A Private Wooded Lot With Expansive Yards!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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A-Frame in Sherwood Forest
Rental Home
1 bedroom
1 bathroom
Sleeps 5
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Elegant Wilderness Cabin 12 Miles From Northampton
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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PRIVATE LAKEFRONT BEACH PROPERTY ON GOOSE POND near TANGLEWOOD
Rental Home
1 bedroom
1 bathroom
Sleeps 5
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Woodland Cottage-NEW! Convenient, private, family friendly- see CLEANING DETAILS
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Serene, Private Waterfront House --Perfect Summer Retreat!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious waterfront Berkshire home family private get-away
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Remote and Relaxing Cabin in the Berkshires
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful four season lakeside log home close to all Berkshires attractions.
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bershire Home Rental: Enjoy Berkshire Fall Foliage
Rental Home
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Berkshire Cottage on Ashmere Lake
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
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Peace And Quiet On The Lake
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Berkshire Lake access
Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
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Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lakefront Cottage In The Berkshires In Western Massachusetts
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming cedar shingle cottage
Rental Home
3 bedrooms
1 bathroom
Sleeps 7
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Beautiful Timber Frame Home in the Berkshires /Available for Long Term
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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Scenic ByWay Waterfront Property
Rental Home
3 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Shingle style, Timber Frame, Berkshire Cottage beside babbling brook
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Berkshires Lake Retreat, Beautifully Updated with Mid-Century Style
Rental Home
3 bedrooms
4 bathrooms
Sleeps 7
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Lakefront Home in Berkshires
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lovely Lakefront Cottage, Peaceful Setting, Hiking And More
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ashmere Lakefront Apartment
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Ashmere Lake Log Cabin with privacy / 2 Bedrooms
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming Farmhouse surrounded by beautiful fall foliage!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Picturesque Cottage with Sunroom on Ashmere Lake!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Berkshires Vacation Home on Hayden Pond
Rental Home
6 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stunning Berkshire custom luxury home in private wooded community- walk to lake
Rental Home
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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NEW Secluded A-Frame Cabin: Fire Pit, Walk to Lake
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Staycation at Private lake cottage near Jacob’s Pillow and Tanglewood
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Escape to the Berkshires!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Quiet Comfortable Cabin 5 Min. Walk to Lake
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Berkshire 4Br Cape Cottage near Big Pond
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Deluxe New Home, 2 Master Suites, Tanglewood Area
Rental Home
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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New Timberframe House Rental in the Berkshire Mountains, Masschusetts
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Tamarack at Running Fox Berry Farm
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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The Perfect Escape; Log Cabin situated on 40 Secluded Acres of Wilderness
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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New Listing Contemporary Cottage in the Woods viewing a Private Spring Fed Pond
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Heart of Berkshires
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Home in The Berkshires - Becket
Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Lake house in the heart of the Berkshires
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Historic Huntington Home - Walk to Westfield River
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Frequently Asked Questions about Middlefield
- Yes, here are some popular vacation rentals in Middlefield that have a pool:\n
- \n
- Sunny, Stylish Berkshire Mountain Retreat near Jacob's Pillow \n
- Bershire Home Rental: Enjoy Berkshire Fall Foliage \n
- Quiet Comfortable Cabin 5 Min. Walk to Lake \n
- Yes, here are some popular vacation rentals in Middlefield that have internet access:\n
- \n
- Sunny, Stylish Berkshire Mountain Retreat near Jacob's Pillow \n
- Quiet Comfortable Cabin 5 Min. Walk to Lake \n
- New Timberframe House Rental in the Berkshire Mountains, Masschusetts \n
- The best pet friendly rentals in Middlefield are:\n
- \n
- Sunny, Stylish Berkshire Mountain Retreat near Jacob's Pillow \n
- Escape to the Berkshires! \n
- Tentrr Signature Site - Tamarack at Running Fox Berry Farm \n
- Some of the most popular kid friendly rentals in Middlefield are:\n
- \n
- Sunny, Stylish Berkshire Mountain Retreat near Jacob's Pillow \n
- Quiet Comfortable Cabin 5 Min. Walk to Lake \n
- Deluxe New Home, 2 Master Suites, Tanglewood Area \n