
Apartment holiday rentals in Greenfield
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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.

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.”

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.

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.)

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 apartment rentals
Weekly apartment rentals

Warm & Stylish Apartment w/laundry - walk to DT

Private Studio for a Sweet Getaway!

Light filled three bedroom apartment DT Florence!

Short walk to town, 1894 house.

Suite 23 - Spacious Sunny 2-BR with Mountain view

River View apartment

Minimal organic hideaway inspired by nature

Western Mass Retreat!
Private apartment rentals

Shakespeare’s Folly Side Farm and AirBnB.

Globetrotter Retreat too - Minutes to the Mountain

Northampton MA Downtown Townhouse close to Smith

Parkside downtown cozy apartment

Amherst, Quiet, Private, Cozy Studio Apartment

Bright and Modern Condo in Downtown Northampton

Perfect Location!

Style and Comfort- Perfect Year Round Location
Apartment rentals with a hot tub

Private Apt. on Farm, Hot Tub with views!

Berkshire Mountain Top Chalet

The View Guest Suite - Amherst

Mt Snow 2 Bdrm Condo - Free Ski Shuttle

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

Snow Tree Escape | @ Base of Mt.Snow w/ Fireplace!

Homey 2nd floor 2 bedroom apartment

Vermont Getaway Apartment
Quick stats about flat rentals in Greenfield

Total holiday rentals
Explore 10 holiday rentals in Greenfield

Nightly prices starting at
Greenfield holiday rentals start at £37 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 holiday rentals include wifi 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!
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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
- Mount Snow Ski Resort
- Norman Rockwell Museum
- Bousquet Mountain Ski Area
- Bright Nights at Forest Park
- Bigelow Hollow State Park
- Butternut Ski Area and Tubing Center
- Mount Sugarloaf State Reservation
- Bromley Mountain Ski Resort
- Beartown State Forest
- Mount Tom State Reservation
- Crotched Mountain Ski and Ride
- Hildene, The Lincoln Family Home
- Berkshire Botanical Garden
- Hooper Golf Course
- Pineridge Cross Country Ski Area




