
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 G$10,460 GYD per night before taxes and fees

Verified guest reviews
Over 2,170 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.

Sunny, soaring 2-level downtown loft, scenic views
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.

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.”

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 10-12 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.)

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.

Cozy Haven: Convenience & Charm
Welcome to our charming Florence, Massachusetts Airbnb! Only 10 minutes from downtown Northampton, our newly renovated property blends comfort, convenience, and natural beauty. Our location provides swift access to Northampton's vibrant heart. Within a 10-minute drive, you'll be amid bustling streets with eclectic shops, superb dining, and a lively arts scene. Explore boutiques, galleries, and cafes that define Northampton's creative and entertaining spirit.

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

Guest House @ 120
Unforgettable designer stay in the heart of downtown Brattleboro. Curated art, luxe finishes, and boutique comfort set this experience apart. Walk to the best cafes, boutiques, and galleries. Enjoy a chef’s kitchen, plush bed, quaint bath, and fast Wi-Fi. Every detail is elevated, every corner styled. Steps from Amtrak, wrapped in Vermont charm. Perfect for escapes, retreats, or inspired work. You won’t want to leave.

Cozy Farmhouse Apartment
Sweet farmhouse styled home in the heart of Greenfield. Five minute car ride to downtown, local restaurants and golf course. Short drive to Deerfield Academy and Poet’s Seat mountain view. Situated on a quiet street with an open field view and nearby access to tennis courts. Access to laundry, free parking and a backyard with a fire pit. If you have any questions please send me a message.

Quiet St in Town, gardens, terrace
Private entry, up wide covered stairs to open and enclosed porches, into newly renovated spacious open concept living and kitchen area. Separate large BR with queen-size bed has French doors that open onto the enclosed porch. A few blocks to downtown restaurants, food coop, and shops, walking distance to trails.
Popular amenities for Greenfield apartment rentals
Weekly apartment rentals

Sunny, light filled loft in 1873 Colonial

Amherst Get-a-way retreat

Shakespeare’s Folly Side Farm and AirBnB.

Light filled three bedroom apartment DT Florence!

Sunny Peaceful Home

Sunny carriage house apartment

Private Dublin apartment nestled in the woods

Private Guest Suite next to Umass Campus/downtown
Private apartment rentals

Quiet & Cozy Main Street Retreat

~Serene Barn Retreat~

Short walk to town, 1894 house.

Studio apartment on route 9, "Inn the Valley"

Contemporary forest eco-retreat, mountain views

Cedar Wet Room w Soaking Tub

River View apartment

Minimal organic hideaway inspired by nature
Apartment rentals with a hot tub

Private Apt. on Farm, Hot Tub with views!

Berkshire Mountain Top Chalet

The View Guest Suite - Amherst

Dover VT 2 Bdrm Condo - Great For Remote Work

Summit’s Stratton Sneak Away II

MtSnow Base/View/pool/Fireplace/Balcony/Amenities

Vermont Getaway Apartment

Falcon's Nest | hot tub | scenic views |
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- Stratton Mountain
- Six Flags New England
- Berkshire East Mountain Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Butternut Ski Area and Tubing Center
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Dcu Center
- Bromley Mountain Ski Resort
- Naumkeag
- Clark University
- University of Massachusetts Amherst
- Norman Rockwell Museum
- Mount Monadnock
- Smith College
- Hancock Shaker Village
- Massachusetts Museum of Contemporary Art
- Mount Holyoke College
- Mount Greylock
- Berkshire Botanical Garden
- Naismith Memorial Basketball Hall Of Fame





