Quintessential Pioneer Valley. The view from the top of Sugarloaf is more than rewarding for its easy 30 min hike or quick drive to the summit. It's a very popular spot during the summer and also great for having cookouts and picnics with your friends and family.

Search Vacation Homes in South Deerfield

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Compare 72 Vacation Homes in South Deerfield with updated reviews, rates, and availability.

"This property was so clean and amazing. We heard the sounds of the creek across the road as soon as we pulled up. It was so peaceful and relaxing. The hosts were so kind and caring. Highly recommend if you are looking for a quiet and cozy place to stay. "

"The house is very close to Amherst on a quiet street. Plenty of room, comfortable beds, and well supplied. We’d stay again! "

AED 1,580 total

includes taxes & fees

28 Apr - 29 Apr

"Booked this on a college tour with my daughters. Close to Amherst and easy to get to, clean, and cozy. Loved the homemade bread and fresh eggs left for us in the fridge!"

"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. "

"Great overnight stay! "

AED 1,052 total

includes taxes & fees

28 Apr - 29 Apr

"Sadly we were only here for a couple of nights, but this place was very nice. I manage vacation rentals myself and i was very impressed by the cleanliness of this place, especially considering the size of it. The house is great for a family with lots of room to spread out. Our grandkids enjoyed tinkling on the piano and playing in the backyard. Would definitely choose to stay here again!"

"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. "

"Lovely, spacious farmhouse. Well appointed and comfortable. Highly recommend. "

"Great place to stay. House was spacious, very clean, and well maintained "

"Adorable apartment and was perfect to stay in for a work trip. Clean, comfortable, and cozy. The hosts were very communicative and helpful. "

AED 808 total

includes taxes & fees

7 May - 8 May

"A great place for a family stay in downtown Amherst. "

AED 1,690 total

includes taxes & fees

28 Apr - 29 Apr

4 bedrooms, desk, iron/ironing board, WiFi

"Great spot for a ski weekend at Berkshire East. "

"It was a quite place to relax. No noise from traffic or people. Short drive to activites to do with family "

"It was a great choice for us. Only thing missing was a gas grill."

"Very nice, perfect for our family of 5. Nice kitchen, great bedrooms. Host was very responsive."

"Have been to many properties but I do not think I have ever been to one that literally thought of everything. From charging cord, to clothes steamers, to snacks and wine. Felt like everytime we needed something it was there. Really great host!!"

AED 2,730 total

includes taxes & fees

28 Apr - 29 Apr

"Such an amazing spot! Loved the lights, the hot tub, and the toys!"

AED 1,013 total

includes taxes & fees

28 Apr - 29 Apr

"A cozy spot to watch the snow come down!"

"This home is lovely, inside and out! My granddaughters and I spent a long weekend there for a track meet at Smith College. The great wrap around porch leads into a beautiful entry-every step takes you into a perfectly updated historical home. Veronica was so responsive-she was committed to us having a successful experience. We can’t recommend this property highly enough! "

AED 1,059 total

includes taxes & fees

28 Apr - 29 Apr

Save an average of 15% on thousands of hotels when you're signed in

Other property types in South Deerfield

"This was a family reunion of young adults and their parents. Everyone loved the house. Very well equipped kitchen. If the weather had been better there are gorgeous views out the back."

AED 3,471 total

includes taxes & fees

5 May - 6 May

"Our stay was great. The space was comfortable and cozy. Was nice to have a kitchen to cook a little and they included fresh eggs with other snacks to make it welcoming. "