Greenfield Vacation Rentals from AED 264: Search Short-Term Rentals

Q: What are some of the best vacation home rentals that Greenfield has to offer?

Experience Three Sisters Sanctuary in Goshen, MA : This vacation home rental outside of Greenfield is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay.

A snow-covered town with a prominent church steeple, red brick buildings, and a clear blue sky.

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Our top choices for Greenfield vacation rentals

A blue house with a porch, a wooden bench, and a door.

1. Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Greenfield

JAMES S.

AED 841 total

includes taxes & fees

18 Nov - 19 Nov

A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

2. Lovely 2nd Floor Apartment

Greenfield

heather

AED 874 total

includes taxes & fees

17 Nov - 18 Nov

A house with a staircase leading to a porch, surrounded by snow and string lights.

3. Light-filled treetop apartment close to downtown Greenfield and Highland Park

Greenfield

Tom

AED 1,001 total

includes taxes & fees

17 Nov - 18 Nov

A two-story house with a front porch, a staircase leading to the entrance, and a well-maintained garden.

4. 2 Twin beds on 1st floor with En-suite bathroom.

Shelburne Falls

AED 628 total

includes taxes & fees

15 Nov - 16 Nov

A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

5. Private room with En-suite bathroom Marigold Room

Shelburne Falls

AED 726 total

includes taxes & fees

15 Nov - 16 Nov

A modern fireplace with a glass enclosure, decorative items, and a sign that reads 'blessed.'

6. A Scenic Townhouse Near Amherst (Next to a Horse Farm)

Sunderland

Sherry T.

AED 1,166 total

includes taxes & fees

15 Nov - 16 Nov

A hallway with wooden flooring, white walls, and a bed in the background.

7. Shelburne Falls on Main

Shelburne Falls

maureen

AED 1,453 total

includes taxes & fees

15 Nov - 16 Nov

A living room with a beige sofa, a patterned rug, and a wooden floor.

8. Spacious & Cozy Ground Floor 2/3 Bed private suite

Shelburne Falls

Russ D.

AED 1,272 total

includes taxes & fees

15 Nov - 16 Nov

A yurt interior with a bed, wooden lattice walls, and a door leading to an outdoor balcony.

9. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

Hinsdale

Adrienne

AED 557 total

includes taxes & fees

27 Nov - 28 Nov

A compact kitchen with wooden cabinets, a built-in microwave, and a refrigerator.

10. Cozy Vermont Tiny Home Get Away

Brattleboro

Anthony L.

AED 349 total

includes taxes & fees

30 Nov - 1 Dec

A modern kitchen with wooden countertops, a central island with stools, hanging pendant lights, and a chalkboard menu.

11. Spacious 5BR w/ Hot Tub & Games

Colrain

Griffin S.

AED 2,339 total

includes taxes & fees

17 Nov - 18 Nov

A rustic wooden cabin with a thatched roof, a wooden deck, and two Adirondack chairs.

12. Vikings Villages Resort - Double Bed Room

Guilford

AED 1,188 total

includes taxes & fees

25 Nov - 26 Nov

A red barn with a black door and a heart-shaped cutout, surrounded by lush greenery and trees.

13. Charming, updated 3 bedroom farmhouse farm stay.

Williamsburg

Nancy M.

AED 1,458 total

includes taxes & fees

6 Dec - 7 Dec

A modern kitchen with dark cabinets, a granite countertop, a built-in oven, a microwave, and a large window providing natural light.

14. Penthouse overlooking downtown Amherst!

Amherst

Mike S.

AED 1,990 total

includes taxes & fees

15 Nov - 16 Nov

A modern two-story house with large windows and a balcony.

15. Cozy Valley View Post & Beam Villa!

Whately

Andrea M.

A lakeside residential area with houses along the water's edge, a dock, and a boat.

16. 3br Lakefront Oasis in Shutesbury with central air and 180-deg views!

Shutesbury

Tara I.

A modern kitchen with a central island, bar stools, and a bicycle.

17. Button's Modern Luxury Walkup Downtown Northampton

Northampton

AMY

AED 1,748 total

includes taxes & fees

17 Nov - 18 Nov

A wooden interior with a kitchen, bar area, and dining space.

18. The Studio with a View. Bring your dog, too!

Brattleboro

James M.

AED 828 total

includes taxes & fees

18 Nov - 19 Nov

A cozy living room with a fireplace, leather sofas, and a television mounted on the wall.

19. Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham

Whitingham

Ben B.

AED 2,250 total

includes taxes & fees

15 Nov - 16 Nov

A house with a garage, surrounded by snow-covered trees and a mountain in the background.

20. Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11

Whitingham

Jacqueline M.

AED 1,777 total

includes taxes & fees

17 Nov - 18 Nov

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Find vacation rentals that suit your style

Top Greenfield Hotel Reviews

Deerfield Inn

Deerfield

10/10 Excellent

Debbie

A two-story house with a porch, a balcony, and a chimney.

Blooming Inn

Shelburne Falls

10/10 Excellent

Philip M

A two-story house with a large porch and multiple windows, surrounded by autumn foliage.

Shelburne Springs Hotel

Shelburne Falls

10/10 Excellent

Brian

An indoor swimming pool with clear water, surrounded by windows with a view of trees.

Hampton Inn & Suites Greenfield

Greenfield

10/10 Excellent

Carol

A modern building with a brick facade and large windows, surrounded by lush greenery and flowers.

The Inn At Crumpin Fox

Bernardston

10/10 Excellent

I've traveled quite frequently the past several years and I can say in all honesty that this is without doubt one of the nicest places I have stayed. I was there for 2 nights and could not have asked for nicer accomodations. The room was spacious, the bed very comfortable and the bathroom spotless. The manager was very gracious, he even lent me his umbrella when it rained the day I had planned to do genealogy research in a local cemetery.

Anonymous traveler

A two-story house with a red door, green shutters, and a snow-covered front yard.

Centennial House

Northfield

10/10 Excellent

My husband and I have never stayed at a B&B. We were looking for a nearby weekend get-away and found The Centennial House on an on-line search. The Hosts Joan & Steve were very hospitable and knowledgable of the area and it's history and attractions. The surrounding area, the room and the breakfast were beautiful, comfortable and delicious!! Our first B&B experience was excellent, thank you Joan & Steve. Until we meet again, Bill & Anne

Anonymous traveler

A room with a bed, a sofa, a coffee table, and a television.

Black Walnut Inn

North Amherst

10/10 Excellent

Sofia

A modern living room with a fireplace, red curtains, and a wooden dining table.

Hotel UMass

Amherst

10/10 Excellent

Dave

An outdoor seating area with wicker furniture, a fire pit, and decorative lamps.

Courtyard by Marriott Hadley Amherst

Hadley

10/10 Excellent

This is a great hotel for a short stay. Everything was top-notch except the 4 1/2' deep, 3-stroke pool could hardly be called a swimming pool. I should have read between the lines when "pool" was listed as a "family amenity". There is no restaurant other than a small bar that serves a la carte breakfast items in the morning. The 6-stool bar was not especially well-stocked but fine for a quick nightcap. The breakfast buffet was excellent and well-priced. The building is designed with an open...

Scubamouse

A hotel reception area with a stone wall, leather chairs, a reception desk, and a sign indicating free Wi-Fi.

Red Roof Inn PLUS+ South Deerfield – Amherst

South Deerfield

10/10 Excellent

John

A hotel lobby with a bar area, dining tables, and comfortable seating.

Hampton Inn Hadley-Amherst Area

Hadley

10/10 Excellent

Reina

A dock extending into a lake with a grassy area in the foreground and trees in the background.

Riverside Hotel, an Ascend Collection Hotel

West Chesterfield

10/10 Excellent

James

Frequently Asked Questions

Are there vacation rentals in Greenfield?

Yes, we have vacation rentals close to the most popular attractions in Greenfield, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Greenfield is known for its shops. Make sure you have time to check out the breweries and live music during your trip.

What are some of the best vacation home rentals that Greenfield has to offer?

Experience Three Sisters Sanctuary in Goshen, MA: This vacation home rental outside of Greenfield is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay.

What can I see and do in Greenfield?

Connecticut River and Greenfield Beach are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Old Greenfield Village and Museum of Our Industrial Heritage.

What are vacation rentals like in Greenfield?

Vacation rentals are privately owned properties you can book for several days or longer in Greenfield. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family trip.

Greenfield Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Greenfield vacation rentals

1. Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

2. Lovely 2nd Floor Apartment

3. Light-filled treetop apartment close to downtown Greenfield and Highland Park

4. 2 Twin beds on 1st floor with En-suite bathroom.

5. Private room with En-suite bathroom Marigold Room

6. A Scenic Townhouse Near Amherst (Next to a Horse Farm)

7. Shelburne Falls on Main

8. Spacious & Cozy Ground Floor 2/3 Bed private suite

9. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

10. Cozy Vermont Tiny Home Get Away

11. Spacious 5BR w/ Hot Tub & Games

12. Vikings Villages Resort - Double Bed Room

13. Charming, updated 3 bedroom farmhouse farm stay.

14. Penthouse overlooking downtown Amherst!

15. Cozy Valley View Post & Beam Villa!

16. 3br Lakefront Oasis in Shutesbury with central air and 180-deg views!

17. Button's Modern Luxury Walkup Downtown Northampton

18. The Studio with a View. Bring your dog, too!

19. Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham

20. Mt Snow Ski Escape • Fire Pit • Arcade • Sleeps 11

Find vacation rentals that suit your style

Top Greenfield Hotel Reviews

Deerfield Inn

10/10 Excellent

Frequently Asked Questions

Are there vacation rentals in Greenfield?

What are some of the best vacation home rentals that Greenfield has to offer?

What can I see and do in Greenfield?

What are vacation rentals like in Greenfield?