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Search results; Over 1,000 places in Chesterfield

Guest favourite
Cabin in Williamsburg
Retreat in the Woods
Hosted by Maya
29 Apr – 4 May
5.0 out of 5 average rating, 11 reviews
Guest favourite
Cabin in Cummington
Just Be Cabin
Hosted by Stacey
26 Apr – 1 May
4.98 out of 5 average rating, 161 reviews
Guest favourite
Cabin in Chesterfield
Hilltown Cabin Hideaway: A River Runs Through It!
Hosted by Michelle
22–27 May
4.98 out of 5 average rating, 84 reviews
Guest favourite
Room in Williamsburg
Stay with JillThe arts,
A Place for Peace - suite w/full bath
21–26 AprHosted by a business,
4.95 out of 5 average rating, 43 reviews
Guest favourite
Cabin in Chesterfield
The Glow Room at Indian Hollow
Hosted by Robbie
19–24 Apr
4.91 out of 5 average rating, 104 reviews
Cottage in Williamsburg
A Place for Peace - perfectly imperfect!
Hosted by a business
20–25 Apr
4.76 out of 5 average rating, 68 reviews
Home in Westhampton
Cozy cottage on gorgeous lake
Hosted by Amanda
1–8 May
New place to stay
Guest favourite
Campervan/Motorhome in Westhampton
AirbytheStream waterfront, private, clean and cozy
Hosted by Jon
21–26 Apr
4.87 out of 5 average rating, 84 reviews
Guest favourite
Home in Williamsburg
Hilltown Studio
Hosted by Katherine
28 Apr – 3 May
4.99 out of 5 average rating, 157 reviews
Guest favourite
Home in Williamsburg
Cute and Cozy Lake Cottage
Hosted by Debra
5–10 May
4.9 out of 5 average rating, 20 reviews
Guest favourite
Home in Chesterfield
High Field Farm
Hosted by Jennifer
29 Apr – 4 May
4.98 out of 5 average rating, 42 reviews
Guest favourite
Farm stay in Williamsburg
Charming, renovated, 3 bedroom farmhouse farm stay
Hosted by Scott
20–25 Apr
4.97 out of 5 average rating, 69 reviews
Guest favourite
Farm stay in Worthington
Like sleeping on a cloud
Hosted by Kimberly
26–31 Aug
5.0 out of 5 average rating, 9 reviews
Cabin in Goshen
Waterfront Camp
Hosted by Jain
10–15 May
4.73 out of 5 average rating, 33 reviews
Guest favourite
Home in Ashfield
Magical, Rural Getaway in the Berkshires
Hosted by John
21–26 Apr
4.98 out of 5 average rating, 48 reviews
Cottage in Williamsburg
Charming Lakefront Front Cottage With Private Dock
Hosted by a business
6–11 May
4.85 out of 5 average rating, 33 reviews
Guest favourite
Flat in Goshen
Experience Three Sisters Sanctuary
Hosted by Richard
28 Apr – 3 May
4.94 out of 5 average rating, 361 reviews
Guest favourite
Home in Williamsburg
The Gate House, EV Charger, Farm View
Hosted by Joan
24–29 Apr
5.0 out of 5 average rating, 68 reviews