
Holiday rentals with a patio in Pioneer Valley
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Top-rated rentals with patio in Pioneer Valley
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

Vermont Mirror House
Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

Bright Noho studio suite perfect walk to downtown
Stay in the heart of Northampton in this charming studio with a private deck—perfect for unwinding after a day of exploring. A short walk to downtown, Smith College, museums, shops, and top restaurants, this location puts the best of the Pioneer Valley at your doorstep. Whether you're here for Parents' Weekend, a getaway, a show at the Iron Horse, or to explore the area's beauty, you'll love the comfort & convenience of this space. Easy commute to Smith, Amherst, UMass, and Hampshire College.

The House of Pi
Hot Breakfast and Lunch INCLUDED every day in your stay. Our general store will make you fresh egg sandwiches and coffee. Subs or pizza lunch. Welcome to Pi π aka Lakefront Loft. One of a kind custom built 34 foot high raised container home overlooking a beautiful southern VT lake with direct lakefront property with your own private dock. Our spacious home custom designed and built with 8 shipping containers boasts every amenity you want. 3 master bedrooms designed with amazing panoramic views.

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!

Hadley Hay House | No Cleaning fees!
Rest easy in this picturesque, very spacious tranquil home ready for you for a relaxing stay. Minutes from umass, 10min to either Amherst or Noho. Not only will you have access to the hot tub and walk in the hay fields behind the house but we are directly across from the Connecticut River. Perfect spot for swimming or kayaking. Enjoy a beautiful view of the mountains/hay and corn fields from multiple rooms in the house. This space is above an all female wood working shop, happy to give tour!

Stylish Shales Brook Cottage-Cozy up to happiness
Bright & inviting! Welcome to our charming cottage, a stylish 2-bedroom, 2-bath retreat by Shales Brook. Relax on cool evenings beside the vintage Malm wood-burning stove. Enjoy modern comforts with central air, a screened-in porch, and a deck overlooking the tranquil waters of Shales Brook. The soothing sounds of the brook enhance your stay.. Located near fabulous Berkshire attractions, fantastic hikes, 15 minutes to the town of Lee, minutes to Jacob‘s pillow and 20 minutes to Tanglewood,!

Suite 23 - Spacious Sunny 2-BR with Mountain view
Our happy place is a 5 minute walk to Berkshire East/Thunder Mountain . An 8 minute walk to the Deerfield River for guided fishing tours with Hilltown Anglers, kayaks, ,whitewater rafting. 10 minute walk to town and shuttle for tubing. A 5 minute drive to local wedding venues. We provide a full kitchen with all cooking essentials, a private picnic area with charcoal grill (charcoal provided). We reside at the single family home on property and we’re excited to share our Suite 23 !

Sweet suite, walk to town tout suite!
NOW WITH A HOT TUB!! Fully- private master bedroom suite available in a quiet neighborhood near everything in Northampton! Your own porch with a cafe table and chairs leads to your private entrance to the suite. Roomy and bright bedroom has a huge bathroom with a shower, office/ kitchenette/ eating area, and closet with fully-supplied laundry. The king bed includes a locally-made, medium-firm mattress and abundant bedding. The TV is connected by Roku to all major streaming services.

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.

Cozy tent in the trees on organic flower farm
Tuck yourself into a mature oak forest on the field’s edge of our flower farm, Tapalou Guilds. All-weather canvas tent is pitched with a comfy king mattress inside. Three elevated decks with chairs and a hammock give you options for relaxing and steeping in the forest vibe. Fully equipped outdoor kitchen with propane gas range. We provide potable water from our well. Outdoor shower with on-demand hot water. Simple outhouse with sawdust composting system is clean and convenient.

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

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.
Popular amenities for rentals with patio in Pioneer Valley
Flat rentals with a patio

The View Guest Suite - Amherst

Historic Victorian - Entire 3rd floor

Your home away from home for Comfort & Convenience

River View apartment

Suite Time in Amherst

Spacious apartment close to skiing and rafting

Home Away From Home

FROG Suite Apartment
House rentals with a patio

Luxury mid-century forest home, mins from downtown

Charming Brookside Artisan Home

Cozy cottage on bike path near Smith College

Stone Ridge Cottage

Serene South Deerfield Retreat

Spacious 3 Bedroom Ranch With Office

An 18th century farmhouse

Berkshires Black Abbey
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

Flowers & Falls Spot House

Downtown Adams Vintage Getaway

Luxury furnished condo. Attached garage. Fireplace
Destinations to explore
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- Rentals with a firepit Pioneer Valley
- Rentals with a patio Massachusetts
- Rentals with a patio United States
- Six Flags New England
- Berkshire East Mountain Resort
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Mount Snow Ski Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Taconic State Park
- Mohawk Mountain Ski Area
- Ski Sundown
- University of Connecticut
- Dcu Center
- Naumkeag
- Norman Rockwell Museum
- Clark University
- Berkshire Botanical Garden
- Hancock Shaker Village
- Mount Holyoke College
- Smith College
- University of Massachusetts Amherst
- Mount Monadnock
- The Montague Bookmill





