Chesterfield Vacation Rentals
Chesterfield Vacation Rentals
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50 rentals in Chesterfield.
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Elegant Wilderness Cabin 12 Miles From Northampton
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Clearing - Quiet - Close To Nature
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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
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Waterfront Home on Pine Island Lake
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
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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
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Mountain View: Comfort and Calm.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Be Home In Heart Of Northampton's Smith College Neighborhood
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Bamboo: Spacious with Cedar Wet-room.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Remote and Relaxing Cabin in the Berkshires
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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NEW ONES! Private Northampton Area Home on 8 Lush Acres
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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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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Gorgeous newly renovated furnished apartment
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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A True Shangri-La-Country Retreat W/Pond, Gardens and Huge Deck and View
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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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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Shingle style, Timber Frame, Berkshire Cottage beside babbling brook
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Cheerful 1 bedroom
Rental Home
1 bedroom
1 bathroom
Sleeps 2
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County Retreat, 6 wooded acres Heated Pool, Jacuzzi, Gym, Billiards/Ping Pong,,,
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Charming Farmhouse - quiet, private & peaceful
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Awesome Strategic Location Near Smith College
Rental Home
4 bedrooms
4 bathrooms
Sleeps 6
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Creekside Country Comfort, Northampton Access! Lovely apartment sleeps 8
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 7
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Pet-Friendly Cabin w/ Fire Pit, BBQ & Great Deck!
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Berkshire house w/ fireplace, A/C, WiFi & laundry
Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
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Low-scent, Northampton historic mill house
Rental Home
3 bedrooms
1 bathroom
Sleeps 5
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Flight's End-A Country Home with Babbling Brook
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Charming, newly renovated, 3 bedroom farmhouse
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
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Designer Guest Suite on Historic New England Homestead
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
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Cozy apartment located in quiet Williamsburg
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Lakefront Summer Cottage~Sparkling clean social distancing space
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Lakefront Summer Cottages~Sparkling clean social distancing space!
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
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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OWL'S NEST LODGING
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Commune with alpacas on 8 beautiful acres!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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Rest in the Noho Nest
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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
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A cozy rest in tiny home of a nest (downtown Northampton)
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Detached, Spotless 3 Bd. Home - Sleeps 7
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Cute two bedroom
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
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Furnished Rental monthly/weekly rental with discount!
Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Birch Suite- 2nd Floor Apartment with Kitchenette
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Maple Suite- Private Ground Floor Apartment
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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A simple kind of paradise
Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
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Luxury log cabin with views to Mt. Monadnock
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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River Run - renovated farmhouse with tennis court
Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
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Enjoy Nature, On Two Acres In Becket
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Baker’s Cottage on 1 acre
Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
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Sunny Chalet Nestled in the Woods of Ashfield
Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
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History in Huntington - Westfield River Walk
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
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Frequently Asked Questions about Chesterfield
- Yes, here are some popular vacation rentals in Chesterfield that have a pool:
- Elegant Wilderness Cabin 12 Miles From Northampton
- The Clearing - Quiet - Close To Nature
- Flight's End-A Country Home with Babbling Brook
- Yes, here are some popular vacation rentals in Chesterfield that have internet access:
- The Clearing - Quiet - Close To Nature
- Elegant Wilderness Cabin 12 Miles From Northampton
- Flight's End-A Country Home with Babbling Brook
- Some of the most popular kid friendly rentals in Chesterfield are:
- Elegant Wilderness Cabin 12 Miles From Northampton
- The Clearing - Quiet - Close To Nature
- Flight's End-A Country Home with Babbling Brook