
Holiday rentals with a patio in Pioneer Valley
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Top-rated rentals with patio in Pioneer Valley
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Under the Hemlocks Escape: A Cozy Getaway Retreat
Escape to a tranquil, bijou studio retreat under the hemlocks—your perfect getaway. This scent-sensitive gem features elegant furnishings, quality linens, and thoughtful amenities. Enjoy the dreamy bed, custom kitchenette, and deep clawfoot soaking tub with rain shower. Relax by the indoor fireplace and unwind in your private outdoor spaces, including the unique Writer’s Retreat—an off‑grid rustic haven. Fast Wi‑Fi, parking, and minutes to UMass and Amherst—your restful, boutique escape awaits.

The Red Cabin-Secluded Getaway with backyard Brook
Welcome to our secluded mid-century cabin nestled in the foothills of the Berkshires in Northwestern CT! When you stay here you'll find over three private acres of ferns, forests, wild flowers and a native trout brook a stone's throw from the backdoor with your private hot tub to relax in. Beyond the brook are hundreds of acres of state forest preserve. Enjoy great hiking, fishing, skiing, antiques and restaurants minutes away. Only 2 hours from NYC and 8 minutes to Historic Norfolk Center.

Cozy Hilltown Cottage
Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

Cozy studio loft
Home away from home! In a serene, wooded area tucked away from the road, you'll find our studio loft mother-in-law apartment. Beautiful views with wildlife often spotted. Well-lit with many windows to let in the morning light. Suitable for a change of scenery while working remotely, a brief stay between locations, or your actual destination. UConn is minutes down the road. Looking for antiques? Stafford Speedway? Mohegan Sun or Foxwoods visits? Outdoor enthusiast? This place works for all!

Gorgeous Getaway
Brand new construction and state-of-the-art styling make this first-floor apartment a one-of-a-kind masterpiece. Every detail has been meticulously planned to ensure your visit is memorable! Just minutes from downtown Northampton, this stunning apartment features a spacious king-size bedroom with a private bath that includes a beautifully tiled walk-in shower, a second queen-size bedroom, a gorgeous kitchen with quartz countertops, and a beautiful living room with a flameless fireplace.

Dreamy Guesthouse: sauna and private deck
You will feel like you're deep in the country while being close to everything on this 11-acre homestead, surrounded by woods. Featuring an infrared sauna, breezy porch, and firepit, this private guesthouse (next to our residence) is a 15-min walk to Deerfield Academy, Bement, Eaglebrook, and Historic Deerfield; a short drive to all five colleges; and less than three miles from award-winning Treehouse Brewery. Halfway between Brattleboro and Northampton, this is the perfect valley spot.

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.

Rustically Romantic Cabin Near Sweet Pond
COUPLES RETREAT, SOLO ESCAPES & WRITER'S DREAM in Southern Vermont - No Cleaning Fee Perfect for ENGAGEMENTS, HONEYMOONS & ANNIVERSARIES Authentic log cabin tucked into a private wooded cove outside of Brattleboro. A short tranquil walk to Sweet Pond State Park. Biking galore and Kayaking nearby. A variety of hikes to choose from. ROMANCE SPECIAL Stay 4-nights or more & receive hard cider, cheese & chocolate. Ask Me About ELOPEMENT & VOW RENEWAL CEREMONIES

Quiet Forest Apartment—Light, Books, Washer/Dryer
Wake up among 100-year-old trees, then drive ten minutes into Amherst for museums or sushi. Or hike out the door toward wooded trails. The apartment sits with our house on 5 acres of mature forest. With a kitchen & washer/dryer, the apartment is peaceful and practical, ideal for a weekend getaway or an extended stay, great for academics needing space for contemplation or for a couple visiting family. (Read about the steep driveway if planning a winter trip.)

Cozy Brick House in Chicopee
Relax with the whole family at this peaceful place to stay. The unit is part of a two family duplex house. You and your family will have the entire unit to yourselves. There are two bedrooms with queen size beds, a living room, kitchen, bathroom, and laundry room. The living room has a TV, fireplace, and Netflix. There is also a fenced in back yard with a patio and outdoor dining area as well as a firepit. The house is also pet-friendly.

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.

Charming retro retreat with vintage soaking tub
Pet-friendly 2-bedroom apartment at the end of a quiet dead-end street close to the bike path. Stroll into downtown Northampton in just 15 minutes. Or take a 1 mile drive or bike ride to Smith College. Thoughtfully decorated with retro & contemporary details, local artwork, and a full kitchen, featuring two comfortable queen beds and a deep clawfoot tub for relaxation. A safe and serene retreat with quick access to everything.
Popular amenities for rentals with patio in Pioneer Valley
Flat rentals with a patio

Suite Sunset 311 Rice Lane Bennington VT

Historic Victorian - Entire 3rd floor

Downtown 2BR 1.5 Bath Townhouse Charm

Your home away from home for Comfort & Convenience

River View apartment

Florence ctr 1br apt near town, trails, river!

Spacious apartment close to skiing and rafting

King Bed, Wi-Fi, 2m Ski Resort
House rentals with a patio

Net Zero home with rustic Berkshire charm

Luxury 3BR home in the forest, mins from downtown

Tranquil home on bike path near Smith College

Walk to Town from this Cozy Home all to Yourself

An 18th century farmhouse

Charming Riverfront Cottage

Cantabile life in the Berkshires

Amherst Treehouse
Apartment rentals with a patio

Ski2Tee

Meadow View

Spacious Condo • Quick Drive to Everything

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

Spacious 3 bedroom apt in Lenox historic downtown

Unique - Country suite @ Jiminy Peak

Downtown Adams Vintage Getaway

Two story condo near Amherst town center and UMass
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- Six Flags New England
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- TPC River Highlands
- Brownstone Adventure Sports Park
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Catamount Mountain Ski Resort
- Bushnell Park
- Brimfield State Forest
- Taconic State Park
- Norman Rockwell Museum
- Bigelow Hollow State Park
- Wintonbury Hills Golf Course
- Mount Snow Ski Resort
- Mount Sugarloaf State Reservation
- Bright Nights at Forest Park
- Bousquet Mountain Ski Area
- Dinosaur State Park
- Talcott Mountain State Park
- Mount Tom State Reservation
- Hartford Golf Club
- Mohawk Mountain Ski Area




