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Search results; Over 1,000 homes in Chesterfield

Top guest favourite
Cabin in Chesterfield
Hilltown Cabin Hideaway: A River Runs Through It!
3 bedrooms, 3 beds, 1 private bathroom
21–26 Aug
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4.98 out of 5 average rating, 124 reviews
Top guest favourite
Cabin in Cummington
Just Be Cabin
1 double bed, WC
9–14 Aug
4.98 out of 5 average rating, 264 reviews
Top guest favourite
Home in Cummington
Camp Emerson
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Worthington
Berkshires Carriage House - Artist's Loft, Retreat
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 39 reviews
Top guest favourite
Guest house in Cummington
Cozy Hilltown Cottage
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
4.99 out of 5 average rating, 212 reviews
Top guest favourite
Room in Northampton
Serene getaway near Smith & Main St
1 bed, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 676 reviews
Top guest favourite
Guest suite in Williamsburg
Happy Maples!
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 306 reviews
Guest favourite
Campsite in Chesterfield
Hilltown Hideaway Riverside A-Frame
1 bedroom, 1 queen bed, 1 bathroom
11–16 Aug
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Treehouse in Williamsburg
Cozy & Relaxing Stay in Craftsman's Treehouse
1 bedroom, 3 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Room in Northampton
Warm Country Home Minutes from Town
1 queen bed, 1 bathroom
23–28 Aug
4.95 out of 5 average rating, 909 reviews
Top guest favourite
Guest suite in Northampton
Luxury Micro Suite ~ Charming & Peaceful Getaway
2 bedrooms, 2 beds, 1 bathroom
4–9 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Cabin in Chesterfield
The Glow Room at Indian Hollow
1 bedroom, 3 beds, 1 bathroom
2–7 Aug
4.92 out of 5 average rating, 122 reviews
Top guest favourite
Room in Cummington
Spacious private BR with king bed in Cummington
1 king bed, 1 bathroom
9–14 Aug
4.96 out of 5 average rating, 71 reviews
Top guest favourite
Guest house in Northampton
Mill River Cottage (pet friendly!)
2 beds, 1 bathroom
8–13 Nov
5.0 out of 5 average rating, 428 reviews
Guest favourite
Cabin in Cummington
Berkshire A-Frame Cabin!
1 bedroom, 1 queen bed, 1 bathroom
2–7 Aug
4.85 out of 5 average rating, 132 reviews
Guest favourite
Home in Ashfield
An 18th century farmhouse
2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 101 reviews
Top guest favourite
Home in Chesterfield
High Field Farm
5 bedrooms, 6 beds, 2 bathrooms
15–20 Sept
4.99 out of 5 average rating, 69 reviews
Guest favourite
Home in Plainfield
A Quaint country charm - Private house at RV camp
2 bedrooms, 5 beds, 1 bathroom
2–7 Aug
4.89 out of 5 average rating, 9 reviews
Guest favourite
Guest suite in Northampton
Separate apt, 1 mile from downtown, 1 guest only
1 bedroom, 1 single bed, 1 bathroom
16–21 Sept
4.86 out of 5 average rating, 634 reviews