House holiday rentals in Hampshire County
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Top-rated house rentals in Hampshire County
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for house rentals in Hampshire County
House rentals with a pool
Home in Chesterfield
4.98 out of 5 average rating, 43 reviewsHigh Field Farm
4–11 Dec
Home in Williamsburg
5.0 out of 5 average rating, 4 reviewsValley View Farms Home Pool Hot Tub EV Charger
28 Mar – 4 Apr
Home in Amherst
5.0 out of 5 average rating, 7 reviewsStay in Robert Frost's beautiful house
9–16 Oct
Home in Granby
5.0 out of 5 average rating, 3 reviewsSerene Rustic Hideaway w/ Pool in Granby!
16–23 Dec
Home in Worthington
Morning Side
14–21 Jun
Weekly house rentals
Home in Becket
4.86 out of 5 average rating, 287 reviewsReal Estate:Therapy - Lake, Laundry, Love it
11–18 Nov
Home in Amherst
4.71 out of 5 average rating, 272 reviewsThe 5-College Cozy Nook Basement Apt. Amherst, M A
1–8 Jul
Home in Northampton
4.95 out of 5 average rating, 59 reviewsFlorence Cottage
1–8 Jan
Home in Deerfield
4.97 out of 5 average rating, 32 reviewsLUXE Brand New Home w/ Historic Charm, SO COZY!
27 May – 3 Jun
Home in Williamsburg
5.0 out of 5 average rating, 70 reviewsThe Gate House, EV Charger, Farm View
1–8 May
Home in Northampton
4.98 out of 5 average rating, 99 reviewsDiscover Cozy Elegance in the Heart of Northampton
7–14 Apr
Home in Easthampton
4.98 out of 5 average rating, 58 reviewsPrivate Home~Old World Charm, Modern Conveniences
22–29 Aug
Home in Northampton
4.97 out of 5 average rating, 77 reviewsThe Gardener’s Cottage
7–14 Nov
Private house rentals
Home in Sunderland
4.98 out of 5 average rating, 47 reviewsHistoric 5-Bdrm Home Minutes from 5 College Area
26 Feb – 5 Mar
Home in Shutesbury
4.95 out of 5 average rating, 21 reviewsLakeside 2 Bedroom House
9–16 Dec
Home in Easthampton
4.92 out of 5 average rating, 36 reviewsCozy Cape - near downtown, schools and park
3–10 Dec
Home in Easthampton
4.93 out of 5 average rating, 28 reviewsSunny Valley Mountain View
14–21 Jun
Home in Northampton
4.95 out of 5 average rating, 22 reviewsSpacious and lovely house with hot tub
2–9 Feb
Home in Shutesbury
4.89 out of 5 average rating, 9 reviewsCottage by Lake Wyola
24 Jun – 1 Jul
Home in Amherst
4.82 out of 5 average rating, 22 reviewsEntire unit, close to Amherst Center and UMass
11–18 Oct
Home in Northampton
4.79 out of 5 average rating, 34 reviewsElegant 2-bedroom apartment in historic downtown
31 Jul – 7 Aug
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