House vacation rentals in Pioneer Valley

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Top-rated house rentals in Pioneer Valley

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

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Guest favorite

Home in Northampton

4.93 out of 5 average rating, 229 reviews

Clean and sunny house near Smith College

Our cozy guest house is in a quiet neighborhood, and is not a primary residence. We are exactly 2 miles from downtown Northampton. There is one queen size bed downstairs in an open floor plan, another queen bed upstairs in bedroom 1, and two twin beds in bedroom 2. There is a washer/dryer unit, propane fireplace, and private back deck with views of gardens and woodlands. There is a short river walk at the end of the block and a nearby trail meanders along the river, ending at Smith college.

Oct 2 – 9

G$57,198 GYD per night

Guest favorite

Home in Montague

4.94 out of 5 average rating, 157 reviews

Modern farmhouse close to Montague Retreat Center

This is a fully restored 1880 farmhouse five min. from Montague Retreat Center, 20 min. from Amherst and 25 min. to Northampton. Our house has modern amenities: radiant concrete floors, high end appliances/countertops, a steam shower and 7 ft, radiant heated copper bath tub. Lots of light, open spaces, cathedral ceilings and an outdoor playset for kids. The house is set on 3/4 of an acre with lots of beautiful gardens and is located near Montague Center, where there are restaurants and shops.

Apr 1 – 8

G$77,030 GYD per night

Guest favorite

Home in Granby

4.82 out of 5 average rating, 159 reviews

Clean, Spacious 3 BR Half-Duplex on Quiet 4+ Acres

Spacious duplex (1600+ SQ Feet)with full kitchen, washer and dryer in unit, on 4+ acres to enjoy. OTHER DUPLEX IS OWNER OCCUPIED. Home is set back 800+ feet off main road on an old christmas tree farm. TVs in living room and master bedroom with Netflix. Property located off RT 202 for easy travel to surrounding towns, colleges, hiking trails, and various attractions. No parties. Feel free to contact us with any questions! You will see our pup Gronk, as he spends much of his time in the yard.

Sep 23 – 30

G$32,199 GYD per night

Guest favorite

Home in Williamsburg

4.99 out of 5 average rating, 159 reviews

Hilltown Studio

Stunning 2nd floor studio (limited kitchenette with easy to prepare Breakfast foods provided) close to Northampton, Smith and the Five Colleges, scenic drive to the Berkshires, one mile to the Snow Farm and just minutes to Valley View Farm. Lovely space & private deck overlooking perennial gardens & wildlife wandering by. Perfect stop when traveling through Western Mass, touring local colleges or a trip to enjoy the music, museums and restaurants in the Pioneer Valley and Berkshires.

Nov 2 – 9

G$25,693 GYD per night

Guest favorite

Home in Chester

4.96 out of 5 average rating, 312 reviews

Riverfront Getaway

Our place is on a gentle flowing river, close to waterfalls, walks and the Berkshire cultural sites like Tanglewood and Jacobs Pillow . You’ll love our place because of the river, the deck, the hot tub; complete tranquility and a home away from home. Close to some great sites and activities, far enough away to escape. Our place is good for couples, friends and solo adventurers. Snowboarders/Skiers (or snow bunnies) and families can have great fun too! Sit back, relax and enjoy our home!

Nov 7 – 14

G$38,121 GYD per night

Guest favorite

Home in Ware

4.88 out of 5 average rating, 113 reviews

Little House Inn

NO CLEANING FEES - NO CHORE LIST Reconnect with loved ones in this family-friendly place. Our little house is situated on an acre and a half of land surrounded by wetlands and woods yet minutes from local colleges and amenities. Enjoy the beautiful night sky while relaxing by the fire pit. Or enjoy the woodland view from your deck with your morning coffee. Deer, turkeys, bunnies, and many native birds are regular visitors. Check out our guidebook for places to eat & things to do.

Sep 12 – 19

G$30,477 GYD per night

Guest favorite

Home in Holyoke

4.96 out of 5 average rating, 299 reviews

Explore Holyoke from this charming 3 Bedroom house

This house is settled in a quiet residential neighborhood.Guests have access to the entire second floor,one flight of stairs and you're in.There are lots of windows that brighten the space,with a large dining room,office desk, and a newly renovated bathroom.The living room leads to a beautiful spacious porch over looking the park/playground.All bedrooms have comfortable matresses,lots of pillows, soft sheets,thick super soft towels. Smart TV (Netflix/hulu/sling/roku)

Apr 7 – 14

G$45,062 GYD per night

Guest favorite

Home in Feeding Hills

4.89 out of 5 average rating, 886 reviews

Farm Fresh Feeding Hills

Private in-law suite attached like a garage. Best view in the house overlooking the pond, ducks, goats, horses, & mtn. 1 Bedroom, small shower stall bath, combo kit/lvg room and a screened porch. Approx. 600 sq ft. ttl. The space is perfect for 2 people, good for 4 and a squeeze for 6 people. Only a few miles to The Big E, 6 Flags, MGM Casino, BB Hall of Fame & Dr. Suess. 20 ish min to Hartford Int. Airport, 30 ish to Htfd & 40 ish north to 5 college area.

Oct 17 – 24

G$25,192 GYD per night

Guest favorite

Home in Northampton

4.96 out of 5 average rating, 112 reviews

Lovely 2BR Home Close to Downtown

Enjoy your stay in our colorful, sweet, comfy home! It is an easy walk/bike/drive to downtown (just over a 1/2 mile to all those restaurants, cafes, pastry shops and lots of shopping!) and campus of Smith College (about 1/2 mile). Big, sunny kitchen, lovely deck and front porch, cozy living room. Our home is well-appointed and carefully curated to make guests feel warmly welcomed. We want you to feel like you're both right at home *and* somewhere special.

Jul 30 – Aug 6

G$69,586 GYD per night

Guest favorite

Home in Southwick

4.99 out of 5 average rating, 182 reviews

Linny's Lakeview Cottage

Linny's lakeview cottage is updated with beautiful hardwood floors. The kitchen is finished in white shaker cabinets, granite counter tops & new ss appliances. The counter joins the kitchen/living room & comfortably sits 6. This is a renovated 650 sq ft home. Access our online guidebook (a few day before your stay) for; house rules, local attractions, maps, and more, ensuring you make the most of your stay.

Aug 21 – 28

G$36,075 GYD per night

Guest favorite

Home in South Hadley

4.93 out of 5 average rating, 134 reviews

Farmhouse with character & warmth 1st Floor

New completely renovated vintage 1875 house , you are booking a whole first floor with three bedrooms, kitchen with dining area. Walking distance from Mount Holyoke College and Village Commons which has theater, deli, bank, cafe, yoga studio, retail shops, and restaurants.Amherst and Northampton are about 20 minutes drive.

Jan 20 – 27

G$52,766 GYD per night

Guest favorite

Home in Putney

4.95 out of 5 average rating, 309 reviews

Cozy Train Depot in Putney Vermont

Charming and cozy 1 bedroom house in Putney, Vermont. A former train depot, this home is just a few minutes walk to the Connecticut River with boat launch for enjoying fishing, swimming, canoeing and kayaking. Or curl up in the window seat and enjoy the fire!

Sep 27 – Oct 4

G$25,621 GYD per night