Vacation rentals in Greenfield

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Top-rated vacation rentals in Greenfield

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Shelburne Falls

4.98 out of 5 average rating, 480 reviews

In town, newly renovated studio with private deck

Come explore our unique area and stay in a newly 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!

Feb 12 – 19

R2,710 ZAR per night
Guest favorite

Apartment in Greenfield

4.98 out of 5 average rating, 154 reviews

Historic Greenfield Home: Cozy Private Guest Suite

Bright comfortable guest suite just blocks from lively downtown, yet quiet, private, and easy to park. The suite has one bedroom, one living room, and one newly renovated private bath; firm queen size mattress, crisp clean linens, Apple TV ready for your Netflix login, excellent high-speed wireless, private deck, and coffee bar stocked with coffee, tea, & snacks. You'll park in the rear of the house, and enjoy total privacy with your own entrance, key-code entry door; come and go as you please.

May 8 – 15

R2,822 ZAR per night
Guest favorite

Cottage in Bernardston

4.88 out of 5 average rating, 282 reviews

Cozy, Quiet Cottage on Country rd 2 mil from I-91

Our quite and comfy home is conveniently located less than 2 miles from I-91, but a 1/4 mile down a country road giving you lots of privacy. The cottage is less than a mile from Crump 'N Fox Golf; 2 miles from Northfield Mount Hermon; 10 minutes from Greenfield & Stoneleigh Burnham; 15 min to Brattleboro, Deerfield Academy, Bement & Eaglebrook; 20 min to UMass, Amherst & Northampton; 30 minutes to Keene NH & Shelburne Falls and 45 min to the Basketball Hall of fame in Springfield & Mt Snow VT.

Feb 15 – 22

R2,215 ZAR per night

Popular amenities for Greenfield vacation rentals

Stay near Greenfield's top sights

Big Y World Class Market13 locals recommend
Wagon Wheel Country Drive In11 locals recommend
Hope & Olive41 locals recommend
Green Fields Market18 locals recommend
Mesa Verde14 locals recommend
Foster's Supermarket12 locals recommend

Other great vacation rentals in Greenfield

Guest favorite

Guest suite in Charlemont

4.9 out of 5 average rating, 180 reviews

Unique People & Pet-Welcoming Haven

Aug 14 – 21

R2,085 ZAR per night
Guest favorite

Cottage in Ashfield

4.97 out of 5 average rating, 296 reviews

hope house

Jul 26 – Aug 2

R3,159 ZAR per night
Guest favorite

Cottage in Petersham

4.99 out of 5 average rating, 146 reviews

Cider House Cottage

Nov 6 – 13

R2,627 ZAR per night
Guest favorite

Apartment in Northampton

4.96 out of 5 average rating, 272 reviews

Bike Path Hideaway Near Smith, Cooley, Northampton

Apr 30 – May 7

R1,978 ZAR per night
Guest favorite

Guesthouse in Brattleboro

4.93 out of 5 average rating, 421 reviews

Mahalo Temple Retreat

May 5 – 12

R1,725 ZAR per night
Guest favorite

Apartment in Winchester

4.93 out of 5 average rating, 159 reviews

Downtown Loft above Winery and Distillery

Jun 4 – 11

R1,672 ZAR per night
Guest favorite

Cottage in Orange

4.95 out of 5 average rating, 128 reviews

The Lake Cottage: A Sweetwater Stay

Nov 27 – Dec 4

R2,330 ZAR per night
Guest favorite

Home in Williamsburg

4.99 out of 5 average rating, 155 reviews

Hilltown Studio

Dec 1 – 8

R2,337 ZAR per night
Guest favorite

Apartment in Shelburne Falls

4.94 out of 5 average rating, 142 reviews

Soaring 2-level loft w/ views in heart of downtown

Jul 22 – 29

R5,312 ZAR per night
Guest favorite

Barn in Marlboro

4.95 out of 5 average rating, 260 reviews

The Studio With a View. Bring your dog, too!

Oct 16 – 23

R2,660 ZAR per night
Guest favorite

Tiny home in Orange

4.92 out of 5 average rating, 310 reviews

The Writer's Retreat: A Sweetwater Stay

Oct 27 – Nov 3

R2,313 ZAR per night
Superhost

Condo in Greenfield

4.86 out of 5 average rating, 21 reviews

Historic house in 4 Corners area

Dec 8 – 15

R1,892 ZAR per night

Quick stats about vacation rentals in Greenfield

Total rentals

30 properties

Wifi availability

30 properties include access to wifi

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

2.7K reviews

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Greenfield?

    Four-legged friends are welcome in Greenfield. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there family-friendly vacation rentals in Greenfield?

    Greenfield has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Apartment Rentals in Greenfield?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with air conditioning, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • How much does it cost to stay in apartment rentals in Greenfield?

    Experience the best of Greenfield with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Greenfield?

    Yes! Work meets play with ease at over 20 vacation rentals in Greenfield featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Greenfield have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Greenfield. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Greenfield have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Greenfield. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Greenfield have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Greenfield. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore