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Compare 141 Vacation Homes in Greenfield with updated reviews, rates, and availability.

Charming 4Bds+1crib house with patio Amherst Center
2.0 star property
10.0 out of 10, Exceptional, (1)
"Great location near restaurants and stores. House is "
The price is SAR 732
SAR 1,527 total
includes taxes & fees
4 Nov 2024 - 5 Nov 2024
Charming 4Bds+1crib house with patio Amherst Center
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun
10.0 out of 10, Exceptional, (39)
"We had a group of nine and had a great time. There are so many wonderful features including a fully stocked kitchen, activities for kids and an awesome outdoor area to hang out and relax. Would highly recommend this house. "
The price is SAR 999
SAR 2,674 total
includes taxes & fees
5 Nov 2024 - 6 Nov 2024
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
10.0 out of 10, Exceptional, (209)
"Clean and well supplied with fantastic views and close proximity to town.....a wonderful fall New England experience! "
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
Amherst, Perfect Location, UMass, Smith, MHC!
10.0 out of 10, Exceptional, (14)
"The house was perfect for us as we moved our daughter into UMASS. Close to the college, restaurants and shopping. Very clean house and had everything we needed. "
Amherst, Perfect Location, UMass, Smith, MHC!
360 degrees of nature from within the 1 bedroom Vermont Mirror House.
10.0 out of 10, Exceptional, (15)
"Great home in a peaceful location in the country. The place is perfect for a couple and has a cool basement living space."
The price is SAR 1,315
SAR 1,674 total
includes taxes & fees
5 Nov 2024 - 6 Nov 2024
360 degrees of nature from within the 1 bedroom Vermont Mirror House.
1810 Brook Side Mill/House / EV Level 2 Charging on Site
10.0 out of 10, Exceptional, (67)
"The house was clean and looked newly remodeled. It had everything we needed for our 3 night stay. It is a good location when visiting Western MA. We would stay there again. Western MA. "
1810 Brook Side Mill/House / EV Level 2 Charging on Site
Secluded Vermont Retreat w/ 25 Acres to Explore--Dog Heaven! Mountain Views!
9.8 out of 10, Exceptional, (109)
"It was home away from home. I loved the huge area of open land and so didn't my dogs!"
Secluded Vermont Retreat w/ 25 Acres to Explore--Dog Heaven! Mountain Views!
Lovely 2nd Floor Apartment
9.8 out of 10, Exceptional, (11)
"Clean, complete kitchen, well equiped, lovely location"
The price is SAR 447
SAR 776 total
includes taxes & fees
6 Nov 2024 - 7 Nov 2024
Lovely 2nd Floor Apartment
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
10.0 out of 10, Exceptional, (39)
"We enjoyed our stay at the tiny home!"
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
9.6 out of 10, Exceptional, (125)
"We stayed two days but were mostly for sleep and sightseeing/visits. Certainly fit the bill for our needs. Would recommend to friends "
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Hadley Amherst Location.Explore the Valley Colleges!
10.0 out of 10, Exceptional, (129)
"The house was amazing, clean and comfortable. The area was great and very close to restaurants and shopping. I just can’t say enough good things about our experience. If I could give it more than five stars I would. "
Hadley Amherst Location.Explore the Valley Colleges!
Cozy Cottage Along Idyllic Green River
10.0 out of 10, Exceptional, (42)
"A bit off the beaten path…but worth it! Such an immaculate, comfortable home. It is nestled within the gorgeous beauty of southern Vermont. You can be in Brattleboro for necessities in 20 minutes. There are so many wonderful walks you can take right outside your door. This was just the calm we needed toward the end of our 10 day trip. I would return in a heartbeat!"
Cozy Cottage Along Idyllic Green River
Wilmington Vacation Rental Near Hiking and Skiing!
9.4 out of 10, Exceptional, (12)
"Beautiful cabin! Right in the middle of nature with plenty of things to do nearby. Host was exceptional!"
Wilmington Vacation Rental Near Hiking and Skiing!
Bright three-level home with water views, jetted tub, firepit, and pool table
8.4 out of 10, Very Good, (25)
"We had a good time staying at a quaint cabin in a secluded small town area of Vermont. However, one night was disrupted by a group of people who were loud and argumentative, possibly trespassing while trying to set up camp nearby."
Bright three-level home with water views, jetted tub, firepit, and pool table
Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall, Mount Holyoke College and a minute from Hampshire College
6.6 out of 10, (11)
"This house is one of the worst places I have ever stayed. I booked for 13 people and only 2 of the 3 showers worked which they never disclosed to us. The house was a total pigsty. Dirty dishes in the sink. Old food in the fridge. Frozen food in the freezer and the freezer was disgusting with frozen spills that looked like they were there for years. Holes in the walls & doors, burn marks on the counters, dirty table cloth. Bathrooms were filthy. No shades on 90 % of the windows & no curtains at...
The price is SAR 4,507
SAR 6,678 total
includes taxes & fees
6 Nov 2024 - 7 Nov 2024
Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall, Mount Holyoke College and a minute from Hampshire College
Charlemont Retreat on Chickley River w/ EV Charger
9.4 out of 10, Exceptional, (20)
"We loved the property! Our family, which included 2 very young grandchildren all felt comfortable in this historic home with 2 modern bathrooms. I loved the open kitchen and family rooms, and the original wide plank floors. Plus, we were happy to find toys to entertain the 3 year old. The owners were very gracious and responsive. Visitors should just be aware that the owners' unit shares a common wall with the house. Dog barking and sounds of their kitchen preparation were evident through the...
Charlemont Retreat on Chickley River w/ EV Charger
14mi to Mt. Snow! Arcade, Private Suite, King Bed!
9.8 out of 10, Exceptional, (8)
" The home has everything that you could possibly need. The host was great in checking in to make sure our stay was going well and if we needed anything. The beds were comfortable, the living room spacious and a great place to hang out. The house was spotless. The outdoor area is beautiful and a fantastic place to enjoy the beautiful setting. Best VRBO that I have stayed at, we are hoping to make a return trip. Would highly recommend!"
The price is SAR 886
SAR 2,078 total
includes taxes & fees
1 Dec 2024 - 2 Dec 2024
14mi to Mt. Snow! Arcade, Private Suite, King Bed!
Outdoor Enthusiasts Paradise in Beautiful Vermont!
10.0 out of 10, Exceptional, (3)
"This rental property was very clean and spacious. There is air conditioning upstairs and ceiling fans (which is hard to come by in this area). Great location. Highly recommend."
Outdoor Enthusiasts Paradise in Beautiful Vermont!
Tyler House, 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford
9.8 out of 10, Exceptional, (24)
"We had an amazing week at the Tyler House. The house and location are among the best on the lake. The host lives nearby and is happy to assist with any requests."
Tyler House, 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford
StrautmanHaus - All-Season Chalet at Berkshire East
9.8 out of 10, Exceptional, (12)
"The house was definitely nice and we enjoyed our stay. I didn’t give it 5 stars because the two downstairs bedrooms had a strong musty smell."
StrautmanHaus - All-Season Chalet at Berkshire East
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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Other property types in Greenfield

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
8.8 out of 10, Excellent, (40)
"The main bedroom is 10 feet from the main road BUT the road is pretty quite. The beautiful gas fire place doesn't work which was a big disappointment since that is what caught my eye and was part of the reason we picked this place. The cottage is perfect for a couples get away. The furniture color is white, so you do see a lot of stains, however it was very comfy to sit on. Overall, it was a very nice little cottage. From looking at it from the outside, you wouldn't imagine that it was so cute...
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Cozy apartment located in quiet Williamsburg
9.6 out of 10, Exceptional, (44)
"There was a very minor issue checking in with the keypad which I fault to our bifocals. Aron came right over. I want to mention how clean the apartment was. It was spotless. This means a lot to me. Also, the frig was completely empty so there was plenty of room for our stuff. The beds were comfortable, linens lovely etc. This was a PERFECT location if you're taking classes at Snow Farm. The farm is just down the road. Thank you, Aron! It was great staying with you."
The price is SAR 563
SAR 977 total
includes taxes & fees
4 Nov 2024 - 5 Nov 2024
Cozy apartment located in quiet Williamsburg
Cozy Cottage Along Idyllic Green River
10.0 out of 10, Exceptional, (42)
"A bit off the beaten path…but worth it! Such an immaculate, comfortable home. It is nestled within the gorgeous beauty of southern Vermont. You can be in Brattleboro for necessities in 20 minutes. There are so many wonderful walks you can take right outside your door. This was just the calm we needed toward the end of our 10 day trip. I would return in a heartbeat!"
Cozy Cottage Along Idyllic Green River
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.