Title: Greenfield Vacation Rentals from $201: 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

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=8027&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=8027&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=8027&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four 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)

## 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)

![Exterior detail](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/d695e72e.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)

### Lovely 2nd Floor Apartment

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

Greenfield

10/10

Exceptional

(47 reviews)

"Very cute apartment, clean and nice furnishings, bed was very comfortable."

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

Matthew H.

$180 nightly

$201 total

Feb 9 - Feb 10

Total with taxes and fees

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

![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)

![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)

### 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.

$274 nightly

$307 total

Feb 8 - Feb 9

Total with taxes and fees

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

![Exterior detail](https://images.trvl-media.com/lodging/124000000/123530000/123526000/123525991/68a2c1c1.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)

### 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.

$233 nightly

$261 total

Feb 19 - Feb 20

Total with taxes and fees

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

![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)

![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)

![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.

$414 nightly

$467 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/6eef057c.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

$214 nightly

$217 total

Feb 8 - Feb 9

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/121000000/120470000/120461900/120461825/f305b62e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/121000000/120470000/120461900/120461825/037efde9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/121000000/120470000/120461900/120461825/38972098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120470000/120461900/120461825/d80b29aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riverbend Berkshire East Basecamp - 3 bedrooms available

[](https://www.expedia.com/Charlemont-Hotels-Riverbend-Berkshire-East-Basecamp-3-Bedrooms-Available.h120461825.Hotel-Information)

Charlemont

10/10

Exceptional

(2 reviews)

"Very nice house and the stay was unproblematic!"

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

Noah K.

$378 nightly

$422 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Charlemont-Hotels-Riverbend-Berkshire-East-Basecamp-3-Bedrooms-Available.h120461825.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)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111140000/111133500/111133438/962a1a2a.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/c459a4e2.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.

$370 nightly

$414 total

Feb 11 - Feb 12

Total with taxes and fees

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

![Living area](https://images.trvl-media.com/lodging/125000000/124280000/124273200/124273112/bd43511e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124280000/124273200/124273112/6ba55a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124280000/124273200/124273112/243a2493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/125000000/124280000/124273200/124273112/e3d3cd87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 2-bedroom cottage on Robert Frost Trail

[](https://www.expedia.com/Amherst-Hotels-Beautiful-2-Bedroom-Cottage-On-Robert-Frost-Trail.h124273112.Hotel-Information)

Amherst

$237 nightly

$265 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Amherst-Hotels-Beautiful-2-Bedroom-Cottage-On-Robert-Frost-Trail.h124273112.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/fe04814b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/a1a0916f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/f1c572ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/ef743cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 8 Minutes to ski Mount Snow, Hot Tub, Game Room, Fire Pit, Dog friendly

[](https://www.expedia.com/West-Dover-Hotels-Hot-Tub.h89672463.Hotel-Information)

West Dover

10/10

Exceptional

(23 reviews)

"Wonderful time..the home was very spacious and comfortable..great location!"

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

Ellen P.

$671 nightly

$758 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/West-Dover-Hotels-Hot-Tub.h89672463.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)

![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112520000/112517100/112517070/f3111c8a.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)

![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)

### 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

9.2/10

Wonderful

(19 reviews)

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

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

David

$377 nightly

$421 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/Amherst-Hotels-CLOSE-To-DowntownUMASS-Condo-With-Game-Room-Big-Backyard.h112517070.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/d458659b.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)

### 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.

$183 nightly

$207 total

Feb 28 - Mar 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)

![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)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/121000000/120040000/120039400/120039334/6d3522c8.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

Feb 8 - Feb 9

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)

![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)

![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)

![Interior](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/w1024h497x0y96-d3ec142e.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

(44 reviews)

"Beautiful view, very spacious outside and indoors, cozy aesthetic."

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

Devon I.

$423 nightly

$473 total

Feb 7 - Feb 8

Total with taxes and fees

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

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120420000/120414900/120414848/4f40d5b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120420000/120414900/120414848/8031ab01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120420000/120414900/120414848/ec2105a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120420000/120414900/120414848/1f82fc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Terrific 3-bedroom unit in charming Leverett with AC

[](https://www.expedia.com/Leverett-Hotels-Terrific-3-Bedroom-Unit-In-Charming-Leverett-With-AC.h120414848.Hotel-Information)

Leverett

10/10

Exceptional

(1 review)

"The apartment is lovely, so comfortable and quiet!! Caitlin was a wonderful host, very responsive. Would absolutely stay again! "

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

Anna B.

$423 nightly

$473 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Leverett-Hotels-Terrific-3-Bedroom-Unit-In-Charming-Leverett-With-AC.h120414848.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100470000/100466600/100466586/36e01060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100470000/100466600/100466586/13543cea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100470000/100466600/100466586/37a48347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100470000/100466600/100466586/6c2b4371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST

[](https://www.expedia.com/West-Dover-Hotels-Comfy-Ski-Cabin-WHot-Tub.h100466586.Hotel-Information)

West Dover

9.0/10

Wonderful

(4 reviews)

"Clean, comfortable, our 2nd time staying here - very nice."

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

Dan G.

$618 nightly

$676 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/West-Dover-Hotels-Comfy-Ski-Cabin-WHot-Tub.h100466586.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)

![Interior](https://images.trvl-media.com/lodging/118000000/117660000/117659900/117659835/6b7aa883.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/118000000/117660000/117659900/117659835/33f72fc4.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

$540 nightly

$603 total

Feb 8 - Feb 9

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/101000000/100730000/100720400/100720354/516bcaba.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)

![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.

$546 nightly

$612 total

Mar 3 - Mar 4

Total with taxes and fees

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

![Room](https://images.trvl-media.com/lodging/126000000/125660000/125655200/125655194/be01e686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125660000/125655200/125655194/7ae1c34b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/126000000/125660000/125655200/125655194/7fb53a03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/126000000/125660000/125655200/125655194/2e3412ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Unique and charming guesthouse in Brattleboro, Vermont

[](https://www.expedia.com/Brattleboro-Hotels-Unique-And-Charming-Guesthouse-In-Brattleboro.h125655194.Hotel-Information)

Brattleboro

$163 nightly

$184 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Brattleboro-Hotels-Unique-And-Charming-Guesthouse-In-Brattleboro.h125655194.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/103000000/102820000/102812000/102811958/847f54ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102820000/102812000/102811958/16a332d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102820000/102812000/102811958/a7801845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, offices](https://images.trvl-media.com/lodging/103000000/102820000/102812000/102811958/0d65b608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

[](https://www.expedia.com/Wilmington-Hotels-Newly-Updated-Vermont-Getaway-For-All-Occasions.h102811958.Hotel-Information)

Wilmington

10/10

Exceptional

(18 reviews)

"Very pet friendly place! We enjoyed our stay"

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

Kurt K.

$640 nightly

$687 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Wilmington-Hotels-Newly-Updated-Vermont-Getaway-For-All-Occasions.h102811958.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=2026-02-20&endDate=2026-02-21&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&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=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA)

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## Top Greenfield Hotel Reviews

![Inn on Boltwood](https://images.trvl-media.com/lodging/3000000/2030000/2027100/2027065/f10073da_y.jpg)

### Inn on Boltwood

10/10 Excellent

"Great stay. Convenient location on the edge of campus in town. Comfortable room. Friendly staff. Free parking. Excellent dinner at 30Boltwood. Highly recommend!"

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

"Gorgeous room amazing stay"

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

![Quality Inn & Suites Northampton - Amherst](https://images.trvl-media.com/lodging/1000000/30000/24600/24588/f86e1269_y.jpg)

### Quality Inn & Suites Northampton - Amherst

10/10 Excellent

"Great room, very clean and welcoming, helpful staff. Breakfast was pretty good too!"

[](https://expedia.com/Springfield-Hotels-Quality-Inn-Suites-Northampton-Amherst.h24588.Hotel-Information)

![Comfort Inn & Suites](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/d1319a54_y.jpg)

### Comfort Inn & Suites

10/10 Excellent

"Clean room, friendly staff, "

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

![Hotel Northampton](https://images.trvl-media.com/lodging/1000000/20000/17900/17876/fe4b5272_y.jpg)

### Hotel Northampton

10/10 Excellent

"The staff were amazing and the room was perfect. "

[](https://expedia.com/Springfield-Hotels-Hotel-Northampton.h17876.Hotel-Information)

![Courtyard by Marriott Hadley Amherst](https://images.trvl-media.com/lodging/2000000/1660000/1659000/1658945/978d1151_y.jpg)

### Courtyard by Marriott Hadley Amherst

10/10 Excellent

"Great hotel to stay in. Staff is super friendly and pays attention to a details. Rooms are kept fresh and clean. I will return in future"

[](https://expedia.com/Springfield-Hotels-Courtyard-By-Marriott-Hadley-Amherst.h1658945.Hotel-Information)

![Red Roof Inn PLUS+ South Deerfield – Amherst](https://images.trvl-media.com/lodging/1000000/790000/789000/788985/20ee398b_y.jpg)

### Red Roof Inn PLUS+ South Deerfield – Amherst

10/10 Excellent

"All good. Strange stay as there was a large storm approaching."

[](https://expedia.com/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.Hotel-Information)

![The Ellery](https://images.trvl-media.com/lodging/1000000/900000/892700/892654/0b76727c_y.jpg)

### The Ellery

10/10 Excellent

"Comfortable room, great breakfast with cozy fireplace. Friendly and efficient staff. Easy parking. Walkable area amidst Smith College and fifteen minute walk to downtown Northampton attractions and restaurants. "

[](https://expedia.com/Springfield-Hotels-The-Ellery.h892654.Hotel-Information)

![TownePlace Suites by Marriott Hadley Amherst](https://images.trvl-media.com/lodging/1000000/40000/34300/34260/13980508_y.jpg)

### TownePlace Suites by Marriott Hadley Amherst

10/10 Excellent

"Yes!"

[](https://expedia.com/Hadley-Hotels-TownePlace-Suites-By-Marriott-Hadley-Amherst.h34260.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 $201 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

- Trending destinations on Expedia.com
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- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
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- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [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

### 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?

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Hotels

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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)
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Activities

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

Packages

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Vacation Rentals

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General

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