Title: Ashley Falls Vacation Rentals from CA $560: Short-Term Rentals for 2025 | Expedia.ca [Ashley Falls Travel Guide](https://expedia.ca/Ashley-Falls.dx901768766462177280)[Hotels in Ashley Falls](https://expedia.ca/Ashley-Falls-Hotels.d901768766462177280.Travel-Guide-Hotels)[Ashley Falls Car Rentals](https://expedia.ca/Car-Rentals-In-Ashley-Falls.d901768766462177280.Car-Rental-Guide)[Ashley Falls Vacation Packages](https://expedia.ca/Ashley-Falls.d901768766462177280.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Ashley Falls Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=901768766462177280&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=901768766462177280&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=901768766462177280&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=901768766462177280&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Ashley Falls ## Our top choices for Ashley Falls vacation rentals ![Exterior](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/052d8e0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/70f669a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/04dddce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/be2467fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Blue Elm - A Historic Berkshire Cottage Sheffield 10/10 Exceptional (10) "Everything was great...and beautiful!" CA $277 CA $560 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Sheffield-Hotels-The-Blue-Elm-A-Historic-Berkshire-Cottage.h101469345.Hotel-Information) ![Indoor pool, outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/5c348ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/f251fc45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/ebd04e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/f5477a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ponds at Foxhollow Lenox 8.6/10 Excellent (130) "We were 4 adult friends sharing a 2-bedroom and enjoyed the size of the space and the location of the condo was under a 10 min drive to all the sights" [](https://www.expedia.ca/Lenox-Hotels-The-Ponds-At-Foxhollow-By-Capital-Vacations.h18109961.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/20000000/19220000/19210700/19210630/20b0b507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19220000/19210700/19210630/21d7f1c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19220000/19210700/19210630/4f0cf212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/20000000/19220000/19210700/19210630/c2ed0bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating Sherwood Forest 9.6/10 Exceptional (223) "Great place to get away from it all. Very quiet. Short drive to trailheads and restaurants and all the other hustle and bustle of the Berkshires." [](https://www.expedia.ca/Becket-Hotels-Quiet-Comfortable-Cabin-5-Min-Walk-To-Swimming-And-Boating.h19210630.Hotel-Information) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117390000/117382300/117382215/636f9a34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, dishwasher](https://images.trvl-media.com/lodging/118000000/117390000/117382300/117382215/8b34823f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117390000/117382300/117382215/fb68a83f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117390000/117382300/117382215/378fd21d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 5-bedroom house in charming Lee with WiFi Lee CA $405 CA $849 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Lee-Hotels-Spacious-5-Bedroom-House-In-Charming-Lee-With-WiFi.h117382215.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/9fa6f837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/565807cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/edf60411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/eca50f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Guesthouse Cabin vacation rentals in Berkshire County Sheffield 10/10 Exceptional (9) "Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires. " CA $510 CA $953 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Sheffield-Hotels-Guesthouse-Cabin-Vacation-Rentals-In-Berkshire-County.h99962392.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/31000000/30780000/30777100/30777071/afd0b229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30780000/30777100/30777071/2598e461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30780000/30777100/30777071/bc016b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30780000/30777100/30777071/0f6c9404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peace and quiet on the lake Sherwood Forest 9.6/10 Exceptional (222) "Comfortable home with amazing view. Enjoyed taking a walk around the lake (1 hour approx). Had an amazing dinner at Dream Away lodge which is 15 minutes away. " [](https://www.expedia.ca/Becket-Hotels-Peace-And-Quiet-On-The-Lake.h30777071.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39960000/39954400/39954364/c74b811e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39960000/39954400/39954364/c3f7f916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/40000000/39960000/39954400/39954364/392c12f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/40000000/39960000/39954400/39954364/c7aa0091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Premiere Berkshire Country Estate w/ Private Pool & Tennis Court - 5 mins to GB! Great Barrington 10/10 Exceptional (55) "We loved Manor Lane! It had every amenity you could ask for. The house is fun and charming and there are thoughtful touches everywhere you look! We had fun watching movies in the living room, playing games in the lounge, cooking family meals in the spectacular kitchen and playing tennis in the sunshine. A perfect 10!" [](https://www.expedia.ca/Great-Barrington-Hotels-Premiere-Berkshire-Country-Estate-W-Private-Pool-Tennis-Court-5-Mins-To-GB.h39954364.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547893/9b0a12c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547893/197f0ed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547893/aa174362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547893/142c6abe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Summer Lake Cottage, private beach, Berkshire Hills, small village Lakeville 9.4/10 Exceptional (82) "The house has rustic charm and sits right on the lake. It is a beautiful peaceful spot. " [](https://www.expedia.ca/Lakeville-Hotels-Summer-Lake-Cottage.h33547893.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33970000/33960400/33960335/222fc9b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33970000/33960400/33960335/fbda7092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33970000/33960400/33960335/9a679a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33970000/33960400/33960335/10587e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Grand property in Historic Stockbridge Stockbridge 10/10 Exceptional (102) "The Taggart House was a wonderful place to gather with friends and family to celebrate my birthday. The house is beautiful; the rooms are large; kitchen is great; bugs kept us from hanging out in the backyard but the conservatory was light and bright and a perfect spot for cocktails. We loved the proximity to the town of Stockbridge and we would walk back and forth a couple times a day. We had a couple of small issues, and Caitlin was very responsive in answering my questions/concerns. All in... [](https://www.expedia.ca/Stockbridge-Hotels-A-Grand-Estate-In-Historic-Stockbridge.h33960335.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/119000000/118470000/118467400/118467341/cb8efd3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118470000/118467400/118467341/d975f5d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118470000/118467400/118467341/ac949794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118470000/118467400/118467341/0bc1df65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whispering Estate Guest House - A Romantic Countryside Getaway Goshen 10/10 Exceptional (3) "Beautiful property and great location. A true retreat. " CA $1,106 CA $1,618 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Goshen-Hotels-Charming-Retreat-At-Stone-Hill-Estate-Nature-Meets-Luxury.h118467341.Hotel-Information) ![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/79000000/78710000/78701100/78701034/be941bed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78710000/78701100/78701034/9e7f1a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78710000/78701100/78701034/13f97fa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78710000/78701100/78701034/4ebdefe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut! Great Barrington 10/10 Exceptional (27) "Spacious, welcoming, so well stocked, we felt lucky to find the property." [](https://www.expedia.ca/Great-Barrington-Hotels-Minutes-From-Ski-Butternut.h78701034.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99810000/99802600/99802538/a214acc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99810000/99802600/99802538/5c85772d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99810000/99802600/99802538/1853d2e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99810000/99802600/99802538/f46d5899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT Egremont 9.8/10 Exceptional (20) "We had a wonderful time, the property is lovely and the house is delightful." [](https://www.expedia.ca/South-Egremont-Hotels-Relax.h99802538.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/46000000/45680000/45671200/45671134/d892a8d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/46000000/45680000/45671200/45671134/1fcd6fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45680000/45671200/45671134/79b01bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/46000000/45680000/45671200/45671134/23757132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Studio mini home away from home in the Berkshires Lee 9.6/10 Exceptional (29) "Great place to stay in Berkshires." [](https://www.expedia.ca/Lee-Hotels-Garfield-House-Studio-At-208.h45671134.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/4b89dca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/e427035e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/w1024h683x0y1-30c5b99d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/61b3f659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Island - Largest Fresh Water Reservoir in Mass Otis 8.8/10 Excellent (8) "We had a great time. The owner Bill was a great host." [](https://www.expedia.ca/Otis-Hotels-Private-Island-On-Largest-Fresh-Water-Reservoir-In-Mass-Ski-Boat-Included.h67255071.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84060000/84054300/84054211/62d90899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84060000/84054300/84054211/fd3b480b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84060000/84054300/84054211/5f3e7b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/85000000/84060000/84054300/84054211/47282445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Garfield Townhouse in the Berkshires on Main St Lee 10/10 Exceptional (15) "Great location and comfortable." [](https://www.expedia.ca/Lee-Hotels-Garfield-Townhouse-In-The-Berkshires-On-Main-St.h84054211.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/78000000/77190000/77189600/77189557/w905h683x60y0-9a0589c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77190000/77189600/77189557/cb79f2ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/78000000/77190000/77189600/77189557/c79d7de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77190000/77189600/77189557/e20a0740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Meadows House @ Otis Ridge w/ 7-person hot tub Otis 9.6/10 Exceptional (37) "We had a lovely time. Peaceful and cozy house, great private hot tub" [](https://www.expedia.ca/Otis-Hotels-The-Meadows-House-Otis-Ridge-W-7-Person-Hot-Tub.h77189557.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27130000/27129600/27129515/46c8a41a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27130000/27129600/27129515/7d583158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/28000000/27130000/27129600/27129515/f9623fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27130000/27129600/27129515/751b9826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antique Farmhouse Totally Restored Sheffield 10/10 Exceptional (91) "Enjoyed the property, location and charming house that was well stocked with everything we needed." [](https://www.expedia.ca/Sheffield-Hotels-Antique-Farmhouse-Totally-Restored.h27129515.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89790000/89786400/89786307/e4172165.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89790000/89786400/89786307/b8a69598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/90000000/89790000/89786400/89786307/w1198h675x0y0-71f2c56d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89790000/89786400/89786307/02f027b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quintessential 6-BR Berkshires Lodge Becket 9.8/10 Exceptional (16) "Great weekend away. Thank you!" [](https://www.expedia.ca/Becket-Hotels-Quintessential-6-BR-Berkshires-Lodge.h89786307.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/20000000/19992400/19992324/bdc9a74c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/20000000/19992400/19992324/15280007.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/20000000/20000000/19992400/19992324/01e53a43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/20000000/20000000/19992400/19992324/20f5e423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant 19th Century New England Newly Renovated 1BR Vacation Rental Lee 9.4/10 Exceptional (68) "Location cannot be outdone. This rental was spacious, well stocked, extremely clean, and a very responsive kind owner. Highly recommended:)" [](https://www.expedia.ca/Lee-Hotels-Elegant-19th-Century-New-England-Newly-Renovated-1BR-Vacation-Rental.h19992324.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/59000000/58170000/58164000/58163928/d44108a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/59000000/58170000/58164000/58163928/0e98741b.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/59000000/58170000/58164000/58163928/af735dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/59000000/58170000/58164000/58163928/369d837a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful retreat in a lake community to the enjoy the summer season. Tolland 10/10 Exceptional (42) "very relaxing" [](https://www.expedia.ca/Granville-Hotels-Beautiful-Retreat-In-A-Lake-Community-To-The-Enjoy-The-Summer-Season.h58163928.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.ca/Hotel-Search?startDate=2025-10-08&endDate=2025-10-09®ionId=901768766462177280&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FAshley-Falls-Vacation-Rentals.d901768766462177280.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAshley-Falls-Vacation-Rentals.d901768766462177280.Travel-Guide-VacationRentals) ## Top Ashley Falls Hotel Reviews ![Americas Best Value Inn Torrington CT](//images.trvl-media.com/lodging/1000000/10000/5800/5738/a9b48332_y.jpg) ### Americas Best Value Inn Torrington CT 10/10 Excellent "They have breakfast staff is friendly room we're nice and clean and it's located near gas station and good and stores " [](https://expedia.ca/Torrington-Hotels-Americas-Best-Value-Inn-Torrington-CT.h5738.Hotel-Information) ![The Ponds at Foxhollow](//images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/ebd04e74_y.jpg) ### The Ponds at Foxhollow 10/10 Excellent "The overall experience was great! Nice property. Ducks and geese were fun to watch off of our room’s deck. " [](https://expedia.ca/Lenox-Hotels-The-Ponds-At-Foxhollow-By-Capital-Vacations.h18109961.Hotel-Information) ![Blackberry River Inn](//images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/50a90cdd_y.jpg) ### Blackberry River Inn 10/10 Excellent "Loved everything especially Lucas and Joe💟☮️" [](https://expedia.ca/Norfolk-Hotels-Blackberry-River-Inn.h95991149.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](//images.trvl-media.com/lodging/1000000/900000/892300/892229/4c557ede_y.jpg) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 10/10 Excellent "Probably the nicest Holiday Inn Express we've stayed at. Clean, well-appointed rooms. Everything looks updated. And did I say clean?Really excellent coffee and generous hot breakfast. Friendly and helpful desk staff. " [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Monument Mountain Motel](//images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94_y.jpg) ### Monument Mountain Motel 10/10 Excellent "Good value for the price" [](https://expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ![the Alander](//images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/35e8d8d8_y.jpg) ### the Alander 10/10 Excellent "clean, staff great,food excellent, rooms beautiful, outdside dinning and firepits are wonderful. loved it!!!" [](https://expedia.ca/Copake-Hotels-The-Alander.h74111256.Hotel-Information) ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](//images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c_y.jpg) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG 10/10 Excellent "We stayed for 5 nights and really enjoyed the surroundings and the drive to the property. The area is peaceful and quiet, with plenty to do for kids, including a mountain hike that even our 2- and 6-year-olds managed well. The grounds are beautiful for photos, very well maintained, and we often saw the crew cleaning and painting the sidewalks. I booked 2 suites, which were a good size for a family of four and offered plenty of space. The only downsides were that check-in felt a bit tedious it took several tries to swipe my card and there was no housekeeping service or follow-up to check on amenities during our stay. A self check-in option would make things smoother. Overall, we loved the quietness, the family-friendly activities, and the clean, well-kept property. With a few improvements in guest service, this could easily be a 5-star experience." [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![The Red Lion Inn](//images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg) ### The Red Lion Inn 10/10 Excellent "A great place if you appreciate and like history. The lobby is filled with antiques and the porch is great to rock in a chair and sip some wine. Parking is no issue and you can walk to local restaurants and shops. " [](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](//images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551_y.jpg) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 10/10 Excellent "Otto couldn’t have been more helpful at checkin. Great recommendations for hotels and places to go." [](https://expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ## Find out more about Ashley Falls **Everything you need to know about** **Ashley Falls** **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 Ashley Falls vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... 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 Ashley Falls vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Ashley Falls vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Ashley Falls. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ashley Falls vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ashley Falls vacation rentals we have selected for you start as low as CA $560 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Ashley Falls rentals** At Expedia, we put the best Ashley Falls 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 Ashley Falls 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 Ashley Falls 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 Ashley Falls. 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.ca - All accommodation types in Ashley Falls ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - 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[Vacation Homes in Ashley Falls](https://expedia.ca/Ashley-Falls-Private-Vacation-Homes.d901768766462177280-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cottages in Ashley Falls](https://expedia.ca/Ashley-Falls-Cottages.d901768766462177280-aaCottages.Travel-Guide-Accommodation) - [Apartments in Ashley Falls](https://expedia.ca/Ashley-Falls-Apartments.d901768766462177280-aaApartments.Travel-Guide-Accommodation) - [Cabin Rentals in Ashley Falls](https://expedia.ca/Ashley-Falls-Cabins.d901768766462177280-aaCabins.Travel-Guide-Accommodation) - [B&B in Ashley Falls](https://expedia.ca/Ashley-Falls-Bed-And-Breakfast.d901768766462177280-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Farmstay in Ashley Falls](https://expedia.ca/Ashley-Falls-Agritourism.d901768766462177280-aaAgritourism.Travel-Guide-Accommodation) - [Motels in Ashley Falls](https://expedia.ca/Ashley-Falls-Motels.d901768766462177280-aaMotels.Travel-Guide-Accommodation) - [Condo Rentals in Ashley Falls](https://expedia.ca/Ashley-Falls-Condos.d901768766462177280-aaCondos.Travel-Guide-Accommodation) - [Guest Houses in Ashley Falls](https://expedia.ca/Ashley-Falls-Guest-Houses.d901768766462177280-aaGuestHouses.Travel-Guide-Accommodation) - [Inns in Ashley Falls](https://expedia.ca/Ashley-Falls-Inns.d901768766462177280-aaInns.Travel-Guide-Accommodation) - [Chalets in Ashley Falls](https://expedia.ca/Ashley-Falls-Chalets.d901768766462177280-aaChalets.Travel-Guide-Accommodation) - [Resorts in Ashley Falls](https://expedia.ca/Ashley-Falls-Resort-Hotels.d901768766462177280-aaResortHotels.Travel-Guide-Accommodation) - [Lodges in Ashley Falls](https://expedia.ca/Ashley-Falls-Lodges.d901768766462177280-aaLodges.Travel-Guide-Accommodation) - [Condo Resorts in Ashley Falls](https://expedia.ca/Ashley-Falls-Condominium-Resort.d901768766462177280-aaCondominiumResort.Travel-Guide-Accommodation) - [Country Houses in Ashley Falls](https://expedia.ca/Ashley-Falls-Country-House.d901768766462177280-aaCountryHouse.Travel-Guide-Accommodation) - [Villas in Ashley Falls](https://expedia.ca/Ashley-Falls-Villas.d901768766462177280-aaVillas.Travel-Guide-Accommodation) ## Frequently asked questions ### Are there vacation rentals in Ashley Falls? > Yes, we have vacation rentals close to the most popular attractions in Ashley Falls, or you can choose a secluded option if you want a relaxing place to stay. ### What are some of the best vacation home rentals that Ashley Falls has to offer? > [Spacious 5-bedroom house in charming Lee with WiFi](https://www.expedia.ca/Lee-Hotels-Spacious-5-Bedroom-House-In-Charming-Lee-With-WiFi.h117382215.Hotel-Information): This vacation home near Ashley Falls offers a fireplace, a barbecue grill, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a dishwasher and a microwave can make your vacation run smoothly. ### What can I see and do in Ashley Falls? > While exploring the area, visit family-friendly sights like Harney and Sons Tea Tasting Room, or get outside and enjoy nature at Housatonic River. Other places in town to visit include Ashley Falls Woods and Bartholomew's Cobble. ### What are vacation rentals like in Ashley Falls? > Vacation rentals are privately owned accommodations you can reserve for a short or long stay in Ashley Falls. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for family gatherings. ### Expedia's Latest Trends Hotels - [Hotels in Lowell](https://expedia.ca/Lowell-Hotels.d8422.Travel-Guide-Hotels) - [Hotels in Nantucket](https://expedia.ca/Nantucket-Hotels.d285.Travel-Guide-Hotels) - [Hotels in Plymouth](https://expedia.ca/Plymouth-Hotels.d9512.Travel-Guide-Hotels) - [Hotels in Andover](https://expedia.ca/Andover-Hotels.d5997.Travel-Guide-Hotels) - [Hotels in Worcester](https://expedia.ca/Worcester-Hotels.d6023336.Travel-Guide-Hotels) - [Hotels in Falmouth](https://expedia.ca/Falmouth-Hotels.d7287.Travel-Guide-Hotels) - [Hotels in Provincetown](https://expedia.ca/Provincetown-Hotels.d2909.Travel-Guide-Hotels) - [Hotels in Mansfield](https://expedia.ca/Mansfield-Hotels.d8456.Travel-Guide-Hotels) - [Hotels in Foxboro](https://expedia.ca/Foxboro-Hotels.d8136.Travel-Guide-Hotels) - [Hotels in Marlborough](https://expedia.ca/Marlborough-Hotels.d8869.Travel-Guide-Hotels) - [Hotels in Lenox](https://expedia.ca/Lenox-Hotels.d8587.Travel-Guide-Hotels) - [Hotels in Springfield](https://expedia.ca/Springfield-Hotels.d6047669.Travel-Guide-Hotels) - [Hotels in Amherst](https://expedia.ca/Amherst-Hotels.d5948.Travel-Guide-Hotels) - [Hotels in Hyannis](https://expedia.ca/Hyannis-Hotels.d1544.Travel-Guide-Hotels) - [Hotels in Fall River](https://expedia.ca/Fall-River-Hotels.d6057.Travel-Guide-Hotels) - [Hotels in Rockport](https://expedia.ca/Rockport-Hotels.d6350.Travel-Guide-Hotels) Flights - [Flights to Springfield](https://expedia.ca/Cheap-Flights-To-Springfield.d6047669.Travel-Guide-Flights) - [Flights to Foxboro](https://expedia.ca/Cheap-Flights-To-Foxboro.d8136.Travel-Guide-Flights) - [Flights to Harvard](https://expedia.ca/Cheap-Flights-To-Harvard.d3000441113.Travel-Guide-Flights) Activities - [Things to do in Gloucester](https://expedia.ca/Things-To-Do-In-Gloucester.d8008.Travel-Guide-Activities) - [Things to do in Provincetown](https://expedia.ca/Things-To-Do-In-Provincetown.d2909.Travel-Guide-Activities) Packages - [Halifax Vacations](https://expedia.ca/Halifax.d6139204.Destination-Travel-Guides) - [Nantucket Vacations](https://expedia.ca/Nantucket.d285.Destination-Travel-Guides) General - [Visit Great Barrington](https://expedia.ca/Great-Barrington.dx110336) - [Visit Worcester](https://expedia.ca/Worcester.dx6023336) - [Visit Shelburne Falls](https://expedia.ca/Shelburne-Falls.dx6294302) - [Visit Rockport](https://expedia.ca/Rockport.dx6350) - [Visit Centerville](https://expedia.ca/Centerville.dx88031) - [Visit West Yarmouth](https://expedia.ca/West-Yarmouth.dx10485) - [Visit Manchester-by-the-Sea](https://expedia.ca/Manchester-By-The-Sea.dx129363) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)