Vacation Homes in Hampshire County

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Top Cities in Hampshire County

Compare 512 Vacation Homes in Hampshire County with updated reviews, rates, and availability.

Cheerful 1 bedroom

9.8 out of 10, Exceptional, (34)
"This is my third stay here and I am always very happy with the cleanliness. This place is perfect for me and my dog."
Cheerful 1 bedroom

Deluxe Queen Room with 2 Queen Beds

2.0 star property
2.0 out of 10, (1)
"Wrote to them asking for early check in around 1pm for 3pm check in, no reply. Not a problem, early check in isn’t a guarantee. Get to the property 10 mins before check in and no one is there, wait around for 30 mins, no one there, no one answering in the app, no one picking up the phone. By 340 called Vrbo who canceled my reservation around 4pm the property called asked if I left, I said I did and booked somewhere else, no apology, no reasoning, just “ok” and hung up. Thankfully there was...
The price is SAR 446
SAR 582 total
includes taxes & fees
1 Jun - 2 Jun
Deluxe Queen Room with 2 Queen Beds

Cozy Home in Holyoke with 3 bedrooms

9.6 out of 10, Exceptional, (5)
"Wonderful stay. Veronica was so kind and super responsive. The house was a great size and have everything we needed. We stayed there with 2 adults and 2 toddlers under 3. It was plenty of space. And a great location to all the area had to offer, museums, fun restaurants in North Hampton, etc. Would definitely stay again. "
The price is SAR 488
SAR 1,211 total
includes taxes & fees
3 Jun - 4 Jun
Cozy Home in Holyoke with 3 bedrooms

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

8.8 out of 10, Excellent, (8)
"My family of five was pleasantly pleased with our booking. The duplex had plenty of space, including access to the basement. Easy access, adequate parking, safe neighborhood, clean surfaces and extra linen, around plenty of food options and great wi-fi connection. All instructions were simple and easy to follow. It snowed during our stay and we woke up to the porch and sidewalk shoveled! Chef's Kiss A"
The price is SAR 574
SAR 1,311 total
includes taxes & fees
23 Jun - 24 Jun
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Lovely 2nd Floor Apartment

10.0 out of 10, Exceptional, (24)
"Easy stay, good location for us. Would stay again. "
The price is SAR 484
SAR 813 total
includes taxes & fees
2 Jun - 3 Jun
Lovely 2nd Floor Apartment

Luxury Home, Pool, fireplace

10.0 out of 10, Exceptional, (23)
"The property allowed for my extended family to gather under one roof and spend quality time together in a beautiful and quaint setting. "
Luxury Home, Pool, fireplace

Contemporary Berkshire Home with Views of Taconic Golf Course

Contemporary Berkshire Home with Views of Taconic Golf Course

GAMERS HAVEN, River Wine Inn!

2.0 star property
10.0 out of 10, Exceptional, (11)
"The property is very large. Lots of sleeping area. Many activities within the rental to keep everyone off all ages busy, kept finding new things in nooks and crannies. Lots of property got our dog to run. "
GAMERS HAVEN, River Wine Inn!

Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

9.6 out of 10, Exceptional, (12)
"We had a great stay at Nick's place. place was very clean and spacious, good layout. Nick was easy to reach and communication was great. We would definitely book again! thank you! "
The price is SAR 619
SAR 1,074 total
includes taxes & fees
1 Jun - 2 Jun
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

9.8 out of 10, Exceptional, (105)
"Came to visit family in CT"
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

Sunnybrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC

10.0 out of 10, Exceptional, (1)
"We had the most amazing time at Gail’s place. It was even more special, more beautiful, cozy and welcoming than the pictures or descriptions could capture. It is a home, in the very best of ways. Especially in early Spring volatile weather, when it was perfect to be cozy inside, cook, play games, rest. The beds were all comfortable, as was the seating, the space. Kitchen stocked, bathrooms abundant, and everything exceptionally clean. I almost recommended coming when the weather is bad, to take...
Sunnybrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC

Lakeside Serenity! 4-bedroom house in charming Hinsdale next to Lake Ashmere.

10.0 out of 10, Exceptional, (2)
"This property was amazing! Very clean and spacious, perfect location for a nice peaceful getaway. Kendra was very communicative and made sure our stay was comfortable. 10/10 highly recommend you to stay here. "
Lakeside Serenity! 4-bedroom house in charming Hinsdale next to Lake Ashmere.

Pristine Home In Becket Woods

9.8 out of 10, Exceptional, (15)
"Near Jacob's Pillow!"
Pristine Home In Becket Woods

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

9.6 out of 10, Exceptional, (31)
"It was nice stay!"
The price is SAR 694
SAR 1,187 total
includes taxes & fees
29 May - 30 May
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

The Meadows House @ Otis Ridge w/ 7-person hot tub

9.8 out of 10, Exceptional, (29)
"We had a great time staying at Lars place. The hot tub was very relaxing and the location was just what we were looking for to get away for a few days."
The Meadows House @ Otis Ridge w/ 7-person hot tub

Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

10.0 out of 10, Exceptional, (185)
"The house is so clean has everything we need to host Christmas, beautiful lake view close to everything and owner is on site if you need anything "
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

Historic Farmhouse Near Mountains & Colleges!

10.0 out of 10, Exceptional, (7)
"Loved our stay at this adorable ranch home. Cute and comfy and clean. "
Historic Farmhouse Near Mountains & Colleges!

Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!

9.4 out of 10, Exceptional, (9)
"Lots of cozy relaxation by the fire and fun meals at the spacious dinning table. We had plenty of room to spread out and enjoy ourselves. "
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

9.6 out of 10, Exceptional, (32)
"My wife and I had a wonderful and relaxing time celebrating our anniversary. We really enjoyed sitting by the river."
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

1810 Brook Side Mill/House / EV Level 2 Charging on Site

10.0 out of 10, Exceptional, (73)
"Highly recommend this charming, historic place.  Well appointed. Has everything you need for your stay.  Cozy…yet plenty of space for everyone.  Looks like it was just renovated.  Took my daughter and two granddaughters for a ski weekend.  Wouldn’t hesitate to come back here.  "
1810 Brook Side Mill/House / EV Level 2 Charging on Site
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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