
Apartment holiday rentals in Greenfield Town
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Top-rated apartment rentals in Greenfield Town
Guests agree: these apartments are highly rated for location, cleanliness and more.

Soaring 2-level loft w/ views in heart of downtown
Walk to everything from this sunny, spacious 2-level, newly renovated 3rd-floor loft in downtown Shelburne Falls, right by the Bridge of Flowers. Cathedral ceiling, giant windows with views of mountains & river. Open upstairs queen bed space. Comfy pull-out queen bed downstairs. Washer/dryer. Well-equipped kitchen w/ dishwasher. Brand-new tiled shower. Fast Internet, two smart TVs, and a 15,000 BTU air conditioner that cools the big space in minutes. 15-minute drive to Berkshire East ski resort.

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.”

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!

Bright and Modern Chestnut Street Apartment
Enjoy a unique stay at this central, beautifully-remodeled apartment in quaint Brattleboro, Vermont. The apartment is attached to the back of the charming 1914 home where I live, and has a private, separate entrance so guests can come or go as they please. This carefully-curated apartment includes tasteful decor, a well-appointed kitchenette, organic cotton sheets, and natural bath products. Just off Hwy 91, the apartment is located in the quiet, historic neighborhood of Esteyville.

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.)

Contemporary forest eco-retreat, mountain views
This is an open, light-filled one-Bdm apartment on the lower level of our hillside home, surrounded by forests, with stunning views. Your space is 719 sf + access to laundry. We are fully vaccinated, and ask the same of guests. If you think you may have Covid please tell us. We welcome all kinds of people, regardless of race, ethnicity, gender, etc. We may ask questions before accepting people who don’t have many prior reviews. We don't take pets, sorry.

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!

Stunning Studio in historic Downtown Bellows Falls

Sunny Peaceful Home

River View apartment

Large Quirky Sunny Farmhouse Apartment

Zachariah House Main St. Ashfield

Western Mass Retreat!

Down town Florence Temperance Hall
Private apartment rentals

Amherst Get-a-way retreat

Hilltown Getaway

"Up Top” at Ro & Oak House

Cedar Wet Room w Soaking Tub

Globetrotter Retreat too - Minutes to the Mountain

Woodsy hideaway apartment

Parkside downtown cozy apartment

Amherst, Quiet, Private, Cozy Studio Apartment
Apartment rentals with a hot tub

Private Apt. on Farm, Hot Tub with views!

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!

Nasuta Hills (Lower Level)

Homey 2nd floor 2 bedroom apartment
Quick stats about flat rentals in Greenfield Town

Total holiday rentals
Explore 10 holiday rentals in Greenfield Town

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

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

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
10 of Greenfield Town holiday rentals include wifi 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




