
Apartment vacation rentals in Greenfield Town
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Top-rated apartment rentals in Greenfield Town
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House Above the Hollow
A lovely peaceful spot set in the beautiful rolling hills of Conway Massachusetts, overlooking historic Pumpkin Hollow. In close proximity to Shelburne Falls, Deerfield, Greenfield, Amherst and Northampton along with the local ski resort Berkshire East. There are many sights, country roads, trails to explore, along with many varied excellent restaurants to enjoy. "One of the most peaceful, scenic places I've ever stayed. You can really hear yourself think." Kathy Connolly Old Sabyrook CT.

Annies’ Place by The Bridge of Flowers ~
As a guest at Annie’s Place, enjoy access to a tastefully, renovated 3 room apartment, including a fully equipped kitchen, living room, sofa with 2 recliners, a spacious bedroom, walk-in closet, full bath, TV & Internet. There is a seasonal front porch and mudroom for convenience. Meticulously maintained and located in the downtown village area. Simply park and walk to specialty shops, restaurants & the Bridge of Flowers. Shelburne Falls, designated as one of the 15 “Great Places in America.”

Mountain+river views from big, sunny downtown flat
Walk to everything from this sunny, spacious, tastefully furnished apartment, newly renovated in 2023, in the heart of downtown Shelburne Falls steps from Bridge of Flowers. Giant windows in all directions with views of town, mountains & river. Queen bedroom & comfy pull-out queen bed in the living room. Large, well-equipped eat-in kitchen with brand-new stainless-steel appliances & dishwasher. Washer/dryer. Luxurious bathtub & rain shower. plenty of closet space. Fast Internet. 65" Roku TV.

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 !

In town, newly renovated studio with private deck
Come explore our unique area and stay in a renovated, light filled studio with private entrance, secluded deck , kitchenette and bath located in the quaint New England village of Shelburne Falls.We are within easy walking distance to numerous shops, candlepin bowling, Glacial potholes, tennis/basketball courts, Bridge of Flowers, eateries/restaurants, Pothole pictures, groceries, playgrounds, hiking & swimming areas, a natural food store and art galleries.Close to Berkshire East and Zoar!

HeART Barn Retreat
Peaceful, romantic retreat in this stunningly large and magical barn. This 1850's historic remodeled barn apartment is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. If you'd like to book a healing retreat I offer Reiki sessions to guests. Inquire when you book. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

Cozy one bedroom apartment
This is a beautiful one bedroom apartment located on the first floor that was recently remodeled. The stylish place is perfect for 2 people. It has a good size kitchen and a porch in the back. Located on a quiet and safe street yet close local restaurants and coffee shops. Easy hikes with great views like Poet Seat Tower and Highland Park. Also close to Deerfield Academy, Northfield Mount Hermon, The Bement School, Eaglebrook Schoool and Stonleigh-Burnham School.

A Country Retreat-Enhanced Studio Apartment
Welcome to our lovely apartment, located in the beautiful, quiet Western MA hill-town of Conway. This is our second time as Airbnb hosts, having hosted almost 150 reservations and achieved Superhost status there. We built again and downsized but included this spacious studio apartment with a bedroom alcove. Wooded and quiet yet just 3 miles from the charming tourist town of Shelburne Falls, and not far off RT91 and the cities of Amherst, Northampton and Greenfield.

Forest Hideaway—Light, Privacy, 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.)

Mohawk Trail View/ private apt. no cleaning Fee
Small, cozy private Apt is located in West Greenfield in a quiet, safe neighborhood. Guests have own private driveway and entrance. There are 2 TV’s, one in living room & bedroom. High speed internet. Queen size bed & desk. Apt. Is 2 min's to Rt. 2, Mohawk Trail, Rt. 91, Supermarket, Restaurants & GCC. Less than 5 min's to Greenfield Center. <10 minutes to Deerfield Academy, Bement, Stonleigh. Berkshire East Resort Ski Area 24 minutes

Lovely 2nd floor Apartment
This lovely spacious 1 bedroom apartment is situated on a quiet street in the heart of Greenfield. Only a 3 minute ride to a charming downtown & restaurants Enjoy lots of natural light and a calm office space with an additional futon for rest. Free parking on premises and access to nearby baseball field and tennis courts. A place you'll love to come back to.

River View Apt in Shelburne Falls Historic Village
Experience life in the hub of Shelburne Falls, the quintessential New England village that's a gathering spot for the surrounding Hilltowns. The High River building offers a sunset facing view overlooking the Deerfield River and the Bridge of Flowers from the gallery windows and private back deck.
Popular amenities for Greenfield Town apartment rentals
Weekly apartment rentals

Light filled three bedroom apartment DT Florence!

Sunny Peaceful Home

River View apartment

Large Quirky Sunny Farmhouse Apartment

Minimal organic hideaway inspired by nature

Parkside downtown cozy apartment

Private Dublin apartment nestled in the woods

Amherst, Quiet, Private, Cozy Studio Apartment
Private apartment rentals

Warm & Stylish Apartment w/laundry - walk to DT

Private Studio for a Sweet Getaway!

Gorgeous 1-Bedroom Space in Historic Bellows Falls

Hilltown Getaway

"Up Top” at Ro & Oak House

Cedar Wet Room w Soaking Tub

Woodsy hideaway apartment

Private West Hill Apartment
Apartment rentals with a hot tub

The View Guest Suite - Amherst

Apartment in the Woods

Mt Snow 2 Bdrm Condo - Free Ski Shuttle

The Crystal Loft

Walk to main lift! The Handle Studio @ Mt. Snow!

Homey 2nd floor 2 bedroom apartment

Nasuta Hills (Lower Level)

Falcon's Nest | hot tub | scenic views |
Quick stats about apartment rentals in Greenfield Town

Total vacation rentals
Explore 10 vacation rentals in Greenfield Town

Nightly prices starting at
Greenfield Town vacation rentals start at € 43 per night before taxes and fees

Verified guest reviews
Over 1,660 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
10 of Greenfield Town vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Greenfield Town rentals

4.9 Average rating
Greenfield Town stays are highly rated by guests—averaging 4.9 out of 5!
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- Stratton Mountain
- Six Flags New England
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- Brimfield State Forest
- Norman Rockwell Museum
- Bigelow Hollow State Park
- Bousquet Mountain Ski Area
- Mount Snow Ski Resort
- Bright Nights at Forest Park
- Mount Sugarloaf State Reservation
- Butternut Ski Area and Tubing Center
- Beartown State Forest
- Mount Tom State Reservation
- Crotched Mountain Ski and Ride
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Berkshire Botanical Garden
- Hooper Golf Course
- The Shattuck Golf Club




