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House holiday rentals in Western Massachusetts
Find and book unique houses on Airbnb
Top-rated house rentals in Western Massachusetts
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Western Massachusetts
House rentals with a pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-587562619893703039/original/026fbd6b-0c90-4f4e-94bf-814f880a34e2.jpeg)
Home in Saugerties
4.94 out of 5 average rating, 66 reviewsPerfect Family Winter Retreat•Close to Ski•Firepit
![](https://a0.muscache.com/im/pictures/f0a89930-a834-4d9a-99eb-555cab8d9427.jpg)
Home in Hunter
4.67 out of 5 average rating, 66 reviewsHeated Indoor pool 5BR-3B close to hunter base
![](https://a0.muscache.com/im/pictures/553a7252-c355-487f-9a27-f237c907afc1.jpg)
Home in Litchfield
4.99 out of 5 average rating, 83 reviewsHilltop House w/POOL/SPA- HOST & Co.
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1249969791639231830/original/fd8b9ae3-8be4-455c-ab04-94390fda5385.jpeg)
Home in Stanfordville
5 out of 5 average rating, 5 reviewsThe Round House w/ Heated Pool
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MzgxNjIxOTE%3D/original/1baa6f6b-0b69-476a-ace8-84f0054f73f1.jpeg)
Home in Woodstock
4.86 out of 5 average rating, 127 reviewsGorgeous Villa Mntn Views, salt H2O pool, hot tub!
![](https://a0.muscache.com/im/pictures/699c8494-e458-4440-9a61-8ed42fc7e7c8.jpg)
Home in New Paltz
4.93 out of 5 average rating, 133 reviewsHarrison Field Upstate NY Weekend Getaway
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Home in Wallkill
4.9 out of 5 average rating, 48 reviewsResort style house with saltwater inground pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-26222530/original/815c0a81-33e5-4bbb-ba02-78e68b63224e.jpeg)
Home in Corinth
4.99 out of 5 average rating, 213 reviewsBeautiful HotTub and Pool Home Adirondacks
Weekly house rentals
![](https://a0.muscache.com/im/pictures/e9ec0b37-3961-45fd-a2a7-1e6dc8ed4e2a.jpg)
Home in Mount Tremper
4.9 out of 5 average rating, 219 reviewsStunning Modern Barn minutes from Woodstock 21N195
![](https://a0.muscache.com/im/pictures/hosting/Hosting-35772421/original/ddc6c410-62d0-4e80-b493-c1aa71ef1414.jpeg)
Home in Gardiner
4.91 out of 5 average rating, 231 reviewsRiverfront Stone Cottage Private/ hot tub/ boats
![](https://a0.muscache.com/im/pictures/04b151fa-154a-4ab8-8866-d935282052a1.jpg)
Home in Mt Tabor
4.92 out of 5 average rating, 182 reviewsExcellent Ski location So Vt
![](https://a0.muscache.com/im/pictures/miso/Hosting-968708/original/6d7ef4b2-e5bb-4362-bd9b-931e6ffc7842.jpeg)
Home in Ancram
4.82 out of 5 average rating, 110 reviewsSecluded Post-And-Beam Retreat
![](https://a0.muscache.com/im/pictures/9d4c6ba8-c25a-48a4-896d-4693d184cc61.jpg)
Home in Queensbury
4.99 out of 5 average rating, 162 reviewsSunset Bay: Amazing waterfront w/ dock on 5 acres!
![](https://a0.muscache.com/im/pictures/miso/Hosting-572487580924545762/original/2a29ea62-1ba4-4540-95f8-0af7c1e2058a.jpeg)
Home in Durham
4.84 out of 5 average rating, 125 reviewsMountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI
![](https://a0.muscache.com/im/pictures/aaf5ad9b-4748-413d-a419-1a0a415a09e5.jpg)
Home in Mount Tremper
4.97 out of 5 average rating, 155 reviewsPerfect Abbey Road Retreat
![](https://a0.muscache.com/im/pictures/hosting/Hosting-3615783/original/ea997eaa-2eab-4bbe-893e-f31d3b476be6.jpeg)
Home in Great Barrington
4.94 out of 5 average rating, 114 reviewsFormer Sunset View Inn
Private house rentals
![](https://a0.muscache.com/im/pictures/f06a3061-bf63-43f1-ba3a-2b1f6fac8751.jpg)
Home in Cambridge
4.97 out of 5 average rating, 39 reviewsCountry hideaway
![](https://a0.muscache.com/im/pictures/e53beb23-bcde-4914-9dfe-0846db8ee5c3.jpg)
Home in High Falls
5 out of 5 average rating, 225 reviewsMahali Petu - A Big Little House
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6OTIwNTk3MTcwMTEwNTM4Mzg5/original/1eb3fb02-32a2-461d-94c8-9f406c7f19e9.jpeg)
Home in Newburgh
4.86 out of 5 average rating, 66 reviewsEntire Home (private pool), Event Friendly
![](https://a0.muscache.com/im/pictures/miso/Hosting-28073380/original/1de6d083-be4c-46e7-ac9a-3123497bfa33.jpeg)
Home in New Milford
4.97 out of 5 average rating, 29 reviewsSerene Country home 24 mi Mohawk ski area
![](https://a0.muscache.com/im/pictures/57933706/df4b09ba_original.jpg)
Home in Ulster Park
4.87 out of 5 average rating, 222 reviewsEntire lake house to yourself. Great for groups
![](https://a0.muscache.com/im/pictures/airflow/Hosting-22523801/original/5c21842e-6ea7-4792-998b-e6462b430e48.jpg)
Home in Jewett
4.88 out of 5 average rating, 56 reviews2023 Cave mountain house -Hunter/Windham mountain
![](https://a0.muscache.com/im/pictures/1fc0c271-e9b1-41f3-a66f-ff43602e77b0.jpg)
Home in Greenville
4.87 out of 5 average rating, 244 reviewsBeautiful Fall cabin, North Catskills/Greenville
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-721623965590565301/original/b55ef223-2564-46ea-9f2a-5fe7e6fd67fb.jpeg)
Home in Dublin
5 out of 5 average rating, 15 reviewsPrivate Field House - Spacious 4 Bedroom Home
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