
Apartment vacation rentals in Greenfield
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Greenfield

Total vacation rentals
Explore 20 vacation rentals in Greenfield

Nightly prices starting at
Greenfield vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 2,070 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

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

4.9 Average rating
Greenfield stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated apartment rentals in Greenfield
Guests agree: these apartments are highly rated for location, cleanliness, and more.

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 famed Tree House Brewery, just 10 min away. There are many sights, country roads, trails to explore, along with many varied 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.”

Sunny, shiny downtown flat w/mountain+river views
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!

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 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 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.

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.

Guest house-rural setting with a fabulous view!
Located in South Deerfield, close to Amherst and Northampton. Private and secure entry to guest house. Fully equipped kitchen, dining area with living room, bedroom with queen bed. Enjoy your own quiet space with lots of privacy and mountain views. Perfect accommodations for 2 adults.
Popular amenities for Greenfield apartment rentals
Apartment rentals with a hot tub

Berkshire Mountain Top Chalet

The View Guest Suite - Amherst

Apartment in the Woods

Dover VT 2 Bdrm Condo - Great For Remote Work

Nasuta Hills (Lower Level)

Vermont Getaway Apartment

Falcon's Nest | hot tub | scenic views |

Long Mountain Suite W/Hot tub
Weekly apartment rentals

Quiet & Cozy Main Street Retreat

~Serene Barn Retreat~

West Main

Cedar Wet Room w Soaking Tub

Historical Downtown 1 Bedroom Apartment

Sunny carriage house apartment

Minimal organic hideaway inspired by nature

Tree Top Suite, cozy downtown apartment
Private apartment rentals

Warm & Stylish Apartment w/laundry - walk to DT

Charming Art Filled Apartment

Amherst Get-a-way retreat

Studio apartment on route 9, "Inn the Valley"

Parkside downtown cozy apartment

Bright and Modern Condo in Downtown Northampton

Sweet Retreat minutes from Northampton & Amherst

Elegant Apt in Award Winning Garden
Destinations to explore
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- Stratton Mountain
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Butternut Ski Area and Tubing Center
- Mount Snow Ski Resort
- Bousquet Mountain Ski Area
- Norman Rockwell Museum
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Naumkeag
- Berkshire Botanical Garden
- Dcu Center
- Hancock Shaker Village
- Clark University
- Mount Holyoke College
- Smith College
- Mount Greylock
- Berkshire Museum
- Crooked Lake
- Southern Vermont Arts Center




