Title: Greenfield Vacation Rentals from $180: Search Short-Term Rentals | Expedia.com

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![The Mohawk Trail through The Berkshire Hills (Massachusetts, USA) in autumn](https://images.trvl-media.com/place/8027/451ceee3-7430-40be-a0f3-4fdb2dca05a5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/8027/451ceee3-7430-40be-a0f3-4fdb2dca05a5.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=8027&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=8027&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=8027&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=8027&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Greenfield vacation rentals

![Interior](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/01ff54d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/7e27ff2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, offices](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/c8db5a9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/d695e72e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely 2nd Floor Apartment

[](https://www.expedia.com/Greenfield-Hotels-Lovely-2nd-Floor-Apartment.h102386531.Hotel-Information)

Greenfield

10/10

Exceptional

(50 reviews)

"Very clean, cozy and lots of nice plants! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary

$180 nightly

$201 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Greenfield-Hotels-Lovely-2nd-Floor-Apartment.h102386531.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/121000000/120540000/120530700/120530639/4d1d83e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/121000000/120540000/120530700/120530639/6767fc12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/121000000/120540000/120530700/120530639/8db5164c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120540000/120530700/120530639/7a0cf170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Greenfield-Hotels-Charming-Country-Chic-1BR-In-Greenfield-King-Bed.h120530639.Hotel-Information)

Greenfield

9.6/10

Exceptional

(8 reviews)

"Super clean and nice space with beautifully updated bathroom and kitchen. Loved staying here."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrew R.

$208 nightly

$233 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Greenfield-Hotels-Charming-Country-Chic-1BR-In-Greenfield-King-Bed.h120530639.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/128000000/127210000/127200300/127200284/c273eae2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/128000000/127210000/127200300/127200284/423b25a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/128000000/127210000/127200300/127200284/e570bb9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/128000000/127210000/127200300/127200284/b8fc4795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Greenfield-Hotels-Light-Filled-Treetop-Apartment-Close-To-Downtown-Greenfield-And-Highland-Park.h127200284.Hotel-Information)

Greenfield

10/10

Exceptional

(1 review)

"Pros: The apartment is beautiful. Lots of natural lights, sky windows, clean, bathtub has a jacuzzi, clean linens and very positive environment. Host is quick on responding and is super sweet. Privacy and lots of nature. You can literally be indoors and enjoy nature. Cons: not for people with bad knees as lots of stairs to reach to the apartment. For reference: I did not need it but there were no condiments except salt, no knife, no scissors, no laundry (this is mentioned in listing). "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Neha Maheshkumar

$131 nightly

$146 total

Apr 13 - Apr 14

Total with taxes and fees

[](https://www.expedia.com/Greenfield-Hotels-Light-Filled-Treetop-Apartment-Close-To-Downtown-Greenfield-And-Highland-Park.h127200284.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110600000/110594900/110594861/29a39361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/111000000/110600000/110594900/110594861/0c027b4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/111000000/110600000/110594900/110594861/e60f9f5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110600000/110594900/110594861/8467145b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Hinsdale-Hotels-RESTful-Yurt-In-Charming-Hinsdale-Pet-Friendly-With-Multiple-Hiking-Options.h110594861.Hotel-Information)

Hinsdale

10/10

Exceptional

(11 reviews)

"Yert was perfect and stocked with everything we needed,property owner showed up to make sure we had everything we needed then left us in complete privacy,location was amazing with a great scenic view."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jerry S.

$145 nightly

$157 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Hinsdale-Hotels-RESTful-Yurt-In-Charming-Hinsdale-Pet-Friendly-With-Multiple-Hiking-Options.h110594861.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/6cd80eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/0a827c6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/fc0d0a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/w956h736x34y34-3e10a6af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wellness Getaway with a Personal Sauna, and Private River Beach!

[](https://www.expedia.com/Newfane-Hotels-Wellness-Getaway-With-A-Personal-Sauna.h106418444.Hotel-Information)

Newfane

10/10

Exceptional

(3 reviews)

"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph P.

$222 nightly

$249 total

Apr 14 - Apr 15

Total with taxes and fees

[](https://www.expedia.com/Newfane-Hotels-Wellness-Getaway-With-A-Personal-Sauna.h106418444.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/19000000/18770000/18763600/18763507/a9c97878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18763600/18763507/9b6c2fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18763600/18763507/306f1d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/19000000/18770000/18763600/18763507/387efe60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

[](https://www.expedia.com/Amherst-Hotels-Kimball-Upstairs-Private-Elegant-2-Bedroom-Close-To-Everything-In-The-Valley.h18763507.Hotel-Information)

Amherst

9.8/10

Exceptional

(111 reviews)

"Lovely place to stay and close to a nice cafe/market. Hosts were friendly and had fresh breakfast food in the refrigerator waiting for us. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bill K.

$171 nightly

$190 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Amherst-Hotels-Kimball-Upstairs-Private-Elegant-2-Bedroom-Close-To-Everything-In-The-Valley.h18763507.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/114000000/113160000/113155300/113155266/262afaed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113160000/113155300/113155266/c9f7c522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/114000000/113160000/113155300/113155266/41130fc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113160000/113155300/113155266/d458659b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy apt in beautiful secluded spot 15 mins from Mt Snow

[](https://www.expedia.com/East-Dover-Hotels-Cozy-Apt-In-Beautiful-Secluded-Spot-15-Mins-From-Mt-Snow.h113155266.Hotel-Information)

Dover

10/10

Exceptional

(4 reviews)

"Cozy little spot that had everything we needed. Peaceful, quiet, and once the rain let up on our stay we walked out to the gorgeous little pond on the property. So serene. Catherine was great!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Erica H.

$182 nightly

$206 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/East-Dover-Hotels-Cozy-Apt-In-Beautiful-Secluded-Spot-15-Mins-From-Mt-Snow.h113155266.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123530000/123526000/123525991/5805ee12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123530000/123526000/123525991/fda99bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123530000/123526000/123525991/4de5a1d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123530000/123526000/123525991/648bcca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Brattleboro-Hotels-The-Studio-With-A-View-Bring-Your-Dog.h123525991.Hotel-Information)

Brattleboro

10/10

Exceptional

(2 reviews)

"Great cozy little mountain cabin stay!! Well-appointed studio barn/cabin with scenic view and great proximity to skiing. Would stay again : )"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James M.

$243 nightly

$272 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Brattleboro-Hotels-The-Studio-With-A-View-Bring-Your-Dog.h123525991.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/20000000/19870000/19860200/19860181/270-eaf42504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19870000/19860200/19860181/de234083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/20000000/19870000/19860200/19860181/270-f4e38333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19870000/19860200/19860181/9e3cad68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### comfort, luxury, privacy

[](https://www.expedia.com/Amherst-Hotels-Comfort.h19860181.Hotel-Information)

Amherst

9.8/10

Exceptional

(73 reviews)

"Great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shawn L.

$162 nightly

$180 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Amherst-Hotels-Comfort.h19860181.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/121000000/120040000/120039400/120039334/9832d1e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120040000/120039400/120039334/76bef906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/121000000/120040000/120039400/120039334/d986e55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120040000/120039400/120039334/6c18250e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Shelburne-Falls-Hotels-2-Twin-Beds-On-1st-Floor-With-En-Suite-Bathroom.h120039334.Hotel-Information)

Shelburne Falls

$161 nightly

$180 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Shelburne-Falls-Hotels-2-Twin-Beds-On-1st-Floor-With-En-Suite-Bathroom.h120039334.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/ab38fefa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/07d1d9b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/d3aa8c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/7eb92a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vikings Villages Resort - Double Bed Room

[](https://www.expedia.com/Brattleboro-Hotels-Vikings-Villages-Resort-Double-Bed-Room.h110890615.Hotel-Information)

Guilford

$274 nightly

$278 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Brattleboro-Hotels-Vikings-Villages-Resort-Double-Bed-Room.h110890615.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112520000/112517100/112517070/4ef23803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112520000/112517100/112517070/41b13ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112520000/112517100/112517070/5ac5ecf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/113000000/112520000/112517100/112517070/3daf052e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

[](https://www.expedia.com/Amherst-Hotels-CLOSE-To-DowntownUMASS-Condo-With-Game-Room-Big-Backyard.h112517070.Hotel-Information)

Amherst

9.0/10

Wonderful

(22 reviews)

"Great property! Thank you for a wonderful stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David

[](https://www.expedia.com/Amherst-Hotels-CLOSE-To-DowntownUMASS-Condo-With-Game-Room-Big-Backyard.h112517070.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108330000/108320100/108320042/1ec609e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/109000000/108330000/108320100/108320042/0997d6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108330000/108320100/108320042/b4e38c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/109000000/108330000/108320100/108320042/b0490e8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lake Whitingham & Mount Snow Area Village Apartment

[](https://www.expedia.com/Jacksonville-Hotels-Lake-Whitingham-Mount-Snow-Area-Village-Garden-Apartment-2-BR.h108320042.Hotel-Information)

Whitingham

10/10

Exceptional

(1 review)

"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anicia K.

$275 nightly

$308 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Jacksonville-Hotels-Lake-Whitingham-Mount-Snow-Area-Village-Garden-Apartment-2-BR.h108320042.Hotel-Information)

![TV, books, stereo](https://images.trvl-media.com/lodging/124000000/123950000/123942400/123942314/668fb777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123950000/123942400/123942314/w1280h852x0y1-a2dcac1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books, stereo](https://images.trvl-media.com/lodging/124000000/123950000/123942400/123942314/1d81a334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123950000/123942400/123942314/b574d618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Secluded Vermont Chalet w/ Sweeping Mountain Views

[](https://www.expedia.com/East-Dover-Hotels-Secluded-Vermont-Chalet-W-Sweeping-Mountain-Views.h123942314.Hotel-Information)

Dover

$465 nightly

$525 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/East-Dover-Hotels-Secluded-Vermont-Chalet-W-Sweeping-Mountain-Views.h123942314.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/w1024h599x0y41-cd278b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/w1024h490x0y96-4fcb5611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/w1024h497x0y96-d3ec142e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/w508h683x258y0-18d1cb27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bear Creek Cabin

[](https://www.expedia.com/Charlemont-Hotels-Bear-Creek-Cabin.h91621591.Hotel-Information)

Charlemont

10/10

Exceptional

(46 reviews)

"The creek, fire pit, wood stove, and cozy vibes were just great! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer F.

$538 nightly

$601 total

Apr 4 - Apr 5

Total with taxes and fees

[](https://www.expedia.com/Charlemont-Hotels-Bear-Creek-Cabin.h91621591.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/a6a78255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/bcfc0861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/1ce3fb4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/b3ddab44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet Mount Snow/Stratton Skiing/hiking

[](https://www.expedia.com/East-Dover-Hotels-Mandys-Mountain-Chalet-Minutes-From-Mount-Snow.h74683539.Hotel-Information)

East Dover

9.8/10

Exceptional

(10 reviews)

"Easy to find! Clean! Cozy!! Would definitely stay again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Roy-michael G.

$388 nightly

$438 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/East-Dover-Hotels-Mandys-Mountain-Chalet-Minutes-From-Mount-Snow.h74683539.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100730000/100720400/100720354/eab00089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/101000000/100730000/100720400/100720354/6cb471c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/101000000/100730000/100720400/100720354/296ae5ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100730000/100720400/100720354/3d81b129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 14mi to Mt. Snow! Arcade, Private Suite, King Bed!

[](https://www.expedia.com/Whitingham-Hotels-14mi-To-Mt-Snow-Arcade.h100720354.Hotel-Information)

Whitingham

10/10

Exceptional

(14 reviews)

"Extended family of 10 stayed 6 nights and all had a great stay. Beds were comfortable, house was very clean with everything you need to enjoy yourself and was in good repair. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jacklyn D.

$449 nightly

$503 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Whitingham-Hotels-14mi-To-Mt-Snow-Arcade.h100720354.Hotel-Information)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98554000/98553938/5d56a155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/99000000/98560000/98554000/98553938/bee0b9d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/99000000/98560000/98554000/98553938/539e07bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/99000000/98560000/98554000/98553938/708e6bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 12-acre Vacation Rental in the Berkshires!

[](https://www.expedia.com/Charlemont-Hotels-12-Acre-Vacation-Rental-In-The-Berkshires.h98553938.Hotel-Information)

Charlemont

$515 nightly

$545 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Charlemont-Hotels-12-Acre-Vacation-Rental-In-The-Berkshires.h98553938.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/118000000/117660000/117659900/117659835/ded0f208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117660000/117659900/117659835/f2798a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117660000/117659900/117659835/6b7aa883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117660000/117659900/117659835/6065c0a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Button's Modern Luxury Walkup Downtown Northampton

[](https://www.expedia.com/Northampton-Hotels-Buttons-Modern-Luxury-Walkup-Downtown-Northampton.h117659835.Hotel-Information)

Northampton

10/10

Exceptional

(2 reviews)

"The apartment was very comfortable and had everything we needed for the weekend including nice coffee, cava and a treat. Well equipped kitchen and good bed, towels, storage. Will stay here again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

AMY

$437 nightly

$488 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Northampton-Hotels-Buttons-Modern-Luxury-Walkup-Downtown-Northampton.h117659835.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/112000000/111140000/111133500/111133438/9530dfe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111140000/111133500/111133438/17e097bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111140000/111133500/111133438/40c2e2d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111140000/111133500/111133438/962a1a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stunning Glass House nestled in the Vermont wilderness!

[](https://www.expedia.com/Brattleboro-Hotels-Stunning-Glass-House-Nestled-In-The-Vermont-Wilderness.h111133438.Hotel-Information)

Guilford

10/10

Exceptional

(1 review)

"The Mirror house was just the perfect place for my wife and I to getaway and reconnect! The house itself was very clean, warm and beautifully decorated. The hot tub, sauna and upstairs “glass room” allowed us to feel as though we were at a spa allowing us to relax and spend time just being together. The natural views and “isolation” helped us to feel like it was just the two of us. This is an ideal place if you are looking to get away with the one you love."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Grant D.

$371 nightly

$415 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Brattleboro-Hotels-Stunning-Glass-House-Nestled-In-The-Vermont-Wilderness.h111133438.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14&regionId=8027&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Greenfield%2C+Massachusetts%2C+United+States+of+America&regionId=8027&latLong=42.587914%2C-72.599411&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Greenfield%2C+Massachusetts%2C+United+States+of+America&regionId=8027&latLong=42.587914%2C-72.599411&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Greenfield%2C+Massachusetts%2C+United+States+of+America&regionId=8027&latLong=42.587914%2C-72.599411&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=VACATION_HOME)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Greenfield%2C+Massachusetts%2C+United+States+of+America&regionId=8027&latLong=42.587914%2C-72.599411&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=CHALET)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Greenfield%2C+Massachusetts%2C+United+States+of+America&regionId=8027&latLong=42.587914%2C-72.599411&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Greenfield%2C+Massachusetts%2C+United+States+of+America&regionId=8027&latLong=42.587914%2C-72.599411&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=CONDO)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Greenfield%2C+Massachusetts%2C+United+States+of+America&regionId=8027&latLong=42.587914%2C-72.599411&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=APART_HOTEL)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Greenfield%2C+Massachusetts%2C+United+States+of+America&regionId=8027&latLong=42.587914%2C-72.599411&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=VILLA)

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## Top Greenfield Hotel Reviews

![Homewood Suites by Hilton Hadley Amherst](https://images.trvl-media.com/lodging/34000000/33240000/33232900/33232831/1c8d1bb5_y.jpg)

### Homewood Suites by Hilton Hadley Amherst

10/10 Excellent

"As contrasted with our last visit or the staff was horribly under skilled the individual who greeted us last night and checked us in was on top of things and we appreciated that"

[](https://expedia.com/Springfield-Hotels-Homewood-Suites-By-Hilton-Hadley-Amherst.h33232831.Hotel-Information)

![Hotel UMass](https://images.trvl-media.com/lodging/1000000/490000/480800/480785/6c251969_y.jpg)

### Hotel UMass

10/10 Excellent

"Good"

[](https://expedia.com/Springfield-Hotels-Hotel-UMass.h480785.Hotel-Information)

![Fairfield Inn & Suites Springfield Northampton/Amherst](https://images.trvl-media.com/lodging/9000000/8450000/8449800/8449737/e6abed3c_y.jpg)

### Fairfield Inn & Suites Springfield Northampton/Amherst

10/10 Excellent

"Hotel was very nice- pool was cold!"

[](https://expedia.com/Springfield-Hotels-Fairfield-Inn-Suites-Springfield-NorthamptonAmherst.h8449737.Hotel-Information)

![Latchis Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/4c998aa8_y.jpg)

### Latchis Hotel

10/10 Excellent

"If you love retro/vintage/history/ quiet and pet friendly this place is wonderful for a short stay and lowkey weekend. So many cool local businesses and delicious food. We went for a show at the stone church- walking distance from hotel! And everything we could have needed was easily accessible. They have a bar downstairs and a movie theatre in the hotel! All rooms have record players and vinyls to play with more available. Big rooms. “Dated” but it’s keeping with the retro style- very clean and neat. Only negatives were the parking lot (really small but we got a spot! There’s plenty of on street parking and a nearby parking garage as well). Staff was so friendly and helpful! This would be a great “staycation” or mom night away as well. Stop at some of the amazing thrift/vintage/2nd hand stores for books, music, clothes and more. If you’re a crafter, Bobbins’and Skeins and Beadnik are great places to take a look at. I’d definitely come back!"

[](https://expedia.com/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information)

![Hampton Inn Brattleboro](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/44065a1d_y.jpg)

### Hampton Inn Brattleboro

10/10 Excellent

"Nice"

[](https://expedia.com/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information)

![The Covered Bridge Inn](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/10a69b41_y.jpg)

### The Covered Bridge Inn

4/10 Poor

"The rrooms were clean, shower was great. Hallways dark, parking lot not to much lighting. There is no breakfast just coffee."

[](https://expedia.com/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information)

![Inn on Boltwood](https://images.trvl-media.com/lodging/3000000/2030000/2027100/2027065/f7391fc0_y.jpg)

### Inn on Boltwood

10/10 Excellent

"Wonderful location and a charming inn"

[](https://expedia.com/Springfield-Hotels-Inn-On-Boltwood.h2027065.Hotel-Information)

![Comfort Inn & Suites Hadley - Amherst](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/f0e51cc3_y.jpg)

### Comfort Inn & Suites Hadley - Amherst

10/10 Excellent

"Clean and great breakfast. Friendly staff!"

[](https://expedia.com/Springfield-Hotels-Comfort-Inn-Suites.h558078.Hotel-Information)

![Vikings Villages Resort](https://images.trvl-media.com/lodging/93000000/92080000/92078600/92078509/1221c604_y.jpg)

### Vikings Villages Resort

8/10 Good

"Quiet, peaceful, relaxing. Must travel about 15 miles to nearest town. All the basics in kitchen. Bring a few groceries and you won't need to leave your cabin at all."

[](https://expedia.com/Brattleboro-Hotels-Vikings-Villages.h92078509.Hotel-Information)

## Find out more about Greenfield

**Everything you need to know about Greenfield vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Greenfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greenfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Greenfield vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Greenfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Greenfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $180 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Greenfield rentals**

At Expedia, we put the best Greenfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Greenfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greenfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greenfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Greenfield ](https://expedia.com/Greenfield-Private-Vacation-Homes.d8027-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Greenfield ](https://expedia.com/Greenfield-Cottages.d8027-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Greenfield ](https://expedia.com/Greenfield-Apartments.d8027-aaApartments.Travel-Guide-Accommodation)
- [Chalets in Greenfield ](https://expedia.com/Greenfield-Chalets.d8027-aaChalets.Travel-Guide-Accommodation)
- [Cabin Rentals in Greenfield ](https://expedia.com/Greenfield-Cabins.d8027-aaCabins.Travel-Guide-Accommodation)
- [B&B in Greenfield ](https://expedia.com/Greenfield-Bed-And-Breakfast.d8027-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Condo Rentals in Greenfield ](https://expedia.com/Greenfield-Condos.d8027-aaCondos.Travel-Guide-Accommodation)
- [Farmstay in Greenfield ](https://expedia.com/Greenfield-Agritourism.d8027-aaAgritourism.Travel-Guide-Accommodation)
- [Lodges in Greenfield ](https://expedia.com/Greenfield-Lodges.d8027-aaLodges.Travel-Guide-Accommodation)
- [Motels in Greenfield ](https://expedia.com/Greenfield-Motels.d8027-aaMotels.Travel-Guide-Accommodation)
- [Aparthotels in Greenfield ](https://expedia.com/Greenfield-Apart-Hotels.d8027-aaApartHotels.Travel-Guide-Accommodation)
- [Guest Houses in Greenfield ](https://expedia.com/Greenfield-Guest-Houses.d8027-aaGuestHouses.Travel-Guide-Accommodation)
- [RV Parks in Greenfield ](https://expedia.com/Greenfield-RV-Parks.d8027-aaRVParks.Travel-Guide-Accommodation)
- [Villas in Greenfield ](https://expedia.com/Greenfield-Villas.d8027-aaVillas.Travel-Guide-Accommodation)

## Frequently asked questions

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- [Provincetown Hotels](https://expedia.com/Provincetown-Hotels.d2909.Travel-Guide-Hotels)
- [Plymouth Hotels](https://expedia.com/Plymouth-Hotels.d9512.Travel-Guide-Hotels)
- [Newburyport Hotels](https://expedia.com/Newburyport-Hotels.d8938.Travel-Guide-Hotels)
- [Lowell Hotels](https://expedia.com/Lowell-Hotels.d8422.Travel-Guide-Hotels)
- [Brockton Hotels](https://expedia.com/Brockton-Hotels.d7068.Travel-Guide-Hotels)
- [Nantucket Hotels](https://expedia.com/Nantucket-Hotels.d285.Travel-Guide-Hotels)
- [West Springfield Hotels](https://expedia.com/West-Springfield-Hotels.d7738.Travel-Guide-Hotels)
- [Rockport Hotels](https://expedia.com/Rockport-Hotels.d6350.Travel-Guide-Hotels)
- [Northampton Hotels](https://expedia.com/Northampton-Hotels.d9187.Travel-Guide-Hotels)
- [Falmouth Hotels](https://expedia.com/Falmouth-Hotels.d7287.Travel-Guide-Hotels)
- [Worcester Hotels](https://expedia.com/Worcester-Hotels.d6023336.Travel-Guide-Hotels)
- [Marlborough Hotels](https://expedia.com/Marlborough-Hotels.d8869.Travel-Guide-Hotels)
- [Lenox Hotels](https://expedia.com/Lenox-Hotels.d8587.Travel-Guide-Hotels)
- [Gloucester Hotels](https://expedia.com/Gloucester-Hotels.d8008.Travel-Guide-Hotels)
- [New Bedford Hotels](https://expedia.com/New-Bedford-Hotels.d1180.Travel-Guide-Hotels)

Cars

- [Car rentals in Mansfield](https://expedia.com/Car-Rentals-In-Mansfield.d8456.Car-Rental-Guide)
- [Car rentals in Springfield](https://expedia.com/Car-Rentals-In-Springfield.d6047669.Car-Rental-Guide)
- [Car rentals in Worcester](https://expedia.com/Car-Rentals-In-Worcester.d6023336.Car-Rental-Guide)

Activities

- [Things to do in Hyannis](https://expedia.com/Things-To-Do-In-Hyannis.d1544.Travel-Guide-Activities)

Packages

- [Trip to Nantucket](https://expedia.com/Nantucket.d285.Destination-Travel-Guides)

Vacation Rentals

- [Rentals in Nantucket](https://expedia.com/Nantucket-Vacation-Rentals.d285.Travel-Guide-VacationRentals)

General

- [Visit Manchester-by-the-Sea](https://expedia.com/Manchester-By-The-Sea.dx129363)
- [Visit Rockport](https://expedia.com/Rockport.dx6350)

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