Southfield Vacation Rentals
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Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
5 mi
50 rentals in Southfield.
Modern Farmhouse in the Southern Berkshires
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cozy escape in the trees of the Berkshires
Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Lovely vacation home on secluded hillside with views and heated pool
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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The following properties within 20 miles of Southfield match all your filters:
Charming Cottage, New Marlborough Village Green in the Berkshires
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Spacious, Modern House 5 Bedrooms, 2.5 Bathrooms, Sleep 12 on small horse farm.
Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Discount Aug 26Sep3 open 8.5 k week.Great LAKE FRONT HOUSE DockSWIM FISH BOAT
Rental Home
6 bedrooms
3 bathrooms
Sleeps 12
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Sweet Dreams Retreat
Rental Home
1 bedroom
1 bathroom
Sleeps 3
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Lake Community - Near Town, Attractions
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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Gorgeous Sheffield Home in Heart of Berkshires
Rental Home
5 bedrooms
4 bathrooms
Sleeps 15
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'The Mill River Cabin’ w/ Fireplace & River View!
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
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Perfect Vacation Get Away - Historical New Marlborough
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Konkapot Cottage, Pastoral Bliss With Wide Views
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Converted Berkshire schoolhouse on a quiet river
Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Ashley Falls Cottage Retreat
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Fickle Fox Farm
Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
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Private Berkshire County Retreat
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous Foliage - Modern House on 40 Acres --Clean, Private, Great for Families
Rental Home
4 bedrooms
3 bathrooms
Sleeps 9
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Post and Beam Loft house, sleeps 9
Rental Home
1 bedroom
2 bathrooms
Sleeps 9
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Private Woodland Getaway
Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
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Quiet rustic cottage with shared lake access
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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New England Family Home with Hot Tub and Pool
Rental Home
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Berkshire classic home nestled in a quiet peaceful area
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Modern, Private on 40 Acres New Renovation
Rental Home
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Private Berkshire County Retreat
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Meadow Top Cottage: beautiful mountain views
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Berkshire rental, rustic elegance, August through fall
Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
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sweet dreams retreat
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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We're booked through May 2024. Book 2024 Summer Season now for less. Enquire.
Rental Home
1 bedroom
1 bathroom
Sleeps 2
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River Orchard Meadow
Rental Home
3 bedrooms
3 bathrooms
Sleeps 5
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NEW LISTING: Cozy Berkshire Cottage 15 Min From Great Barrington
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful farmhouse for perfect country escape - close to skiing, 5 fireplaces.
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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Cozy Cabin in the Berkshires
Rental Home
2 bedrooms
2 bathrooms
Sleeps 10
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Sunset Falls
Rental Home
6 bedrooms
17 bathrooms
Sleeps 14
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Romantic and Secluded Berkshire's Gem
Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Canaan Valley Home, A Berkshires Getaway
Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming Ashley Falls Getaway
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
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Sparkling Berkshire Modern with Hot Tub and Ultimate Privacy, Sleeps up to 7!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Oak Hill House: 7 mins to Butternut + Hot tub
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront oasis in the heart of the Berkshires
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Elegant Lake Buel Home
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Restored cottage in pastoral village
Rental Home
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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WATERFRONT: Delightful 4 bedroom , with Sparkling Views, and Kayaks!
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Stay at Beaver Lodge!
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cabin in the woods w cedar Hot Tub + private pond
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Pet friendly Berkshires Lake Buel Cottage with Kayaks/Dock Access
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village.
Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
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5-bed Colonial Berkshires Farmhouse, aka Grandaddy's House, Family Friendly home
Rental Home
5 bedrooms
4 bathrooms
Sleeps 11
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Berkshires getaway, great location
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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1700s Farmhouse with Modern Amenities and Comfort. Pool, Hot Tub, Views.
Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
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Frequently Asked Questions about Southfield
- Yes, here are some popular vacation rentals in Southfield that have a pool:
- Lovely vacation home on secluded hillside with views and heated pool
- Modern Farmhouse in the Southern Berkshires
- Private Berkshire County Retreat
- Yes, here are some popular vacation rentals in Southfield that have internet access:
- Lovely vacation home on secluded hillside with views and heated pool
- Modern Farmhouse in the Southern Berkshires
- 5-bed Colonial Berkshires Farmhouse, aka Grandaddy's House, Family Friendly home
- The best pet friendly rentals in Southfield are:
- Lovely vacation home on secluded hillside with views and heated pool
- Modern Farmhouse in the Southern Berkshires
- 5-bed Colonial Berkshires Farmhouse, aka Grandaddy's House, Family Friendly home
- Some of the most popular kid friendly rentals in Southfield are:
- Lovely vacation home on secluded hillside with views and heated pool
- Modern Farmhouse in the Southern Berkshires
- 5-bed Colonial Berkshires Farmhouse, aka Grandaddy's House, Family Friendly home