House vacation rentals in Pioneer Valley

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Top-rated house rentals in Pioneer Valley

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Top guest favorite

Home in Shelburne Falls

5 out of 5 average rating, 102 reviews

Charming Brookside Artisan Home

Relax, work & play in this peaceful country home built by a renowned furnituremaker and filled with handmade furniture and art. Explore the countryside, listen to the babbling brook & visit the many local family farms. There is a large firepit and plenty of outdoor activities at your doorstep, including biking, hiking, and x-country skiing. Come get away from it all while being only 10 minutes to Greenfield and the quaint village of Shelburne Falls. Easy 30 minute drive to the five college area.

Superhost

Home in Belchertown

4.86 out of 5 average rating, 118 reviews

Private 2-bedroom with amazing views near Amherst

Enjoy gorgeous spring views in the hills above Amherst! This all-private, half-house suite in my historic 1835 home includes 2 bedrooms with queen and full beds, full bathroom with shower, small kitchenette, extra room with futon, and a large living room with new furnishings. Adjacent to woods with well maintained trails yet only 5 miles from both Amherst and Belchertown centers. Plan a stimulating hike or simply enjoy a relaxing trip to Amherst. Come relax and take in the beautiful landscapes!

Top guest favorite

Home in Northampton

4.94 out of 5 average rating, 267 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.

Top guest favorite

Home in Williamsburg

4.99 out of 5 average rating, 198 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.

Top guest favorite

Home in Amherst

5 out of 5 average rating, 116 reviews

The Suprenant House

Cozy home in the 5 college area, close to downtown Amherst minutes from UMASS and Amherst College in a rural part of Town with endless scenic views. Free fast Wifi and parking. During your stay you can enjoy a fully stocked kitchen, laundry essentials, books, board games and other activities. Your hosts live directly next door to the property and available to help at any time. You will be staying next to a working farm, where there are trucks and machines working daily.

Top guest favorite

Home in South Hadley

4.93 out of 5 average rating, 184 reviews

Vintage 3BR Farmhouse | Near Town + Mount Holyoke

Enjoy the charm of an 1875 farmhouse with modern comforts in this spacious 3-bedroom, 2-bath suite on the first floor! Renovated throughout, the space offers a bright living room, full kitchen, and peaceful bedrooms. Relax on the wrap-around porch or stroll to Mount Holyoke College (less than 500 meters) and Village Commons for a peaceful afternoon. Perfect for family getaways or visiting nearby colleges with Amherst and Northampton just a short 20 minute drive away.

Guest favorite

Home in Feeding Hills

4.89 out of 5 average rating, 984 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, ok 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.

Guest favorite

Home in Monterey

4.96 out of 5 average rating, 269 reviews

Jaw dropping mountain & lake views

Curl up with a good book by the fire and gaze out at the dreamy picturesque mountain and lake views..... Or ski, swim, hike and enjoy so much more that the Berkshires has to offer in this centrally located Southern Berkshire county home. Private mountain top adventure awaits.. Centrally located in Southern Berkshire County: 10 minutes from Butternut ski, 20 minutes to Great Barrington, 25 minutes Stockbridge & Lenox and 2 ½ hours from NYC and Boston.

Top guest favorite

Home in Russell

4.96 out of 5 average rating, 273 reviews

South Quarter House

Built in the early 1800s, our renovated farm house can accommodate families and friends comfortably. This 1600 square foot home can keep everyone together: three large bedrooms upstairs and an optional fourth downstairs. Large backyard and deck made for outside fun. Two full bathrooms, laundry, large farm table with seating for 10, and a full kitchen. Plenty of options for hiking at or near the house. (Sorry, we are not able to host weddings.)

Guest favorite

Home in Agawam

4.97 out of 5 average rating, 188 reviews

Sunrise on the Water's Edge - Riverside Bungalow

Cozy riverside bungalow celebrates panorama views of the peaceful Connecticut River. Multiple levels of outdoor living space, open-air and screened-in. Just minutes from all major points of interest in the Pioneer Valley - including Six Flags New England, MGM Casino Complex, Big E Fairgrounds, Basketball Hall of Fame, and the Greater Springfield Metro area. Only 20 minutes from Bradley International Airport (BDL) in Windsor Locks.

Top guest favorite

Home in North Adams

4.98 out of 5 average rating, 444 reviews

Steps to MoCA private house + SAUNA!

Tucked away on a hilltop oasis above MoCA (3 minutes by walk) the whimsically restored house is part of a private estate. 10 min drive to Williams College & Clark. Steps to downtown & restaurants. Your stay enables us to host refugee & immigrant musicians pro bono year-round. More info on @chasehillartistretreat Note: more dates are often available beyond what the calendar shows. Please don’t hesitate to inquire!

Top guest favorite

Home in West Suffield

4.96 out of 5 average rating, 101 reviews

Linny’s Lake Retreat-Family-Friendly & Dock Access

Linny’s Lake Retreat-Family-Friendly & Dock Access 🌲🌳 Charming Lakeside Cottage on South Pond Welcome to our renovated lake house nestled on a 3/4 acre treed lot, naturally treated for mosquitoes and ticks. Enjoy the tranquil serene atmosphere while being close to picturesque tobacco fields.