Holiday rentals in Hampshire County

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Top-rated holiday rentals in Hampshire County

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Guest house in Northampton

5.0 out of 5 average rating, 271 reviews

Mill River Cottage (pet friendly!)

Welcome to our peaceful and unique urban farm cottage. We are located in historic Florence, Massachusetts (a part of Northampton). While our place is no longer a working farm, the cottage was created many years ago to support the main dwelling. It has been modernized to offer every comfort while maintaining its cozy aesthetic. Free parking & lighted access to the cottage. The cottage is a private space where you can come and go as you please. Relax and unwind or head out to explore the area!

24–31 Jan

₹10,075 per night
Guest favourite

Guest suite in Northampton

4.86 out of 5 average rating, 441 reviews

Separate apt, 1 mile from downtown, 1 guest only

This is a private, clean, comfortable apartment with New pillow top mattress for 1 person with separate entrance in our new home. You will have the space to yourself. We are a mile from downtown near the bike path, the mill river, and Smith college. Private bathroom with a shower; kitchen basics: fridge, microwave, toaster, teapot, pour over coffee. Wifi and smart tv. Sunny with central air in the summer warm and cozy in the winter. Walk or ride a bike to town. We’re located in Village Hill.

3–10 Nov

₹8,510 per night
Guest favourite

Guest suite in Williamsburg

4.98 out of 5 average rating, 230 reviews

Happy Maples!

I am a custom builder and I decided to have some fun building out my own special guest space. Welcome to Happy Maples! The suite is a private 600 sq ft hand crafted studio with private entrance, bath w/shower, large deck w/Adirondack chairs and grill, views of the gardens and 100' from the historic Mill River right behind the house. There is a queen bed and an additional twin memory foam bed available. 12 mins to Northampton, 20 mins to Amherst, Bike trail in back yard. Come for a fun visit!

27 Feb – 6 Mar

₹10,561 per night

Popular amenities for Hampshire County holiday rentals

Other great holiday rentals in Hampshire County

Guest favourite

Barn in Northampton

4.95 out of 5 average rating, 535 reviews

E. Slate Carriage House

18–25 Oct

₹11,532 per night
Guest favourite

Flat in Northampton

4.88 out of 5 average rating, 104 reviews

Elm Suite - Private Bathroom in front of Smith

3–10 Mar

₹10,034 per night
Guest favourite

Flat in Williamsburg

4.87 out of 5 average rating, 180 reviews

Studio apartment on route 9, "Inn the Valley"

31 Aug – 7 Sep

₹10,805 per night
Guest favourite

Flat in Northampton

4.98 out of 5 average rating, 352 reviews

Northampton MA Downtown Townhouse close to Smith

4–11 Jan

₹11,490 per night
Guest favourite

Flat in Northampton

4.96 out of 5 average rating, 303 reviews

The Cottage Room Studio Apartment

19–26 Aug

₹10,789 per night
Guest favourite

Flat in Plainfield

4.97 out of 5 average rating, 237 reviews

Sunny, light filled loft in 1873 Colonial

21–28 Mar

₹9,923 per night
Guest favourite

Cottage in Petersham

4.99 out of 5 average rating, 146 reviews

Cider House Cottage

9–16 Jul

₹12,904 per night
Guest favourite

Guest house in Northampton

4.92 out of 5 average rating, 239 reviews

Large Studio – Walk to Town

23–30 Mar

₹11,121 per night
Guest favourite

Guest suite in Easthampton

4.96 out of 5 average rating, 399 reviews

Goreytastic Private ApARTment @ the EMC

25 Jun – 2 Jul

₹9,691 per night
Guest favourite

Guest suite in Amherst

4.97 out of 5 average rating, 123 reviews

South Amherst Countryside Suite

17–24 Jul

₹11,612 per night
Guest favourite

Flat in Amherst

4.91 out of 5 average rating, 204 reviews

Woodsy hideaway apartment

9–16 Aug

₹12,216 per night
Guest favourite

Flat in Plainfield

4.95 out of 5 average rating, 237 reviews

Sunny carriage house apartment

3–10 Jul

₹9,862 per night

Destinations to explore