Title: Holiday Rentals Ashuwillticook Rail Trail from £86: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Ashuwillticook Rail Trail Travel Guide](https://expedia.co.uk/Ashuwillticook-Rail-Trail.dx811531152953708544)[Hotels in Ashuwillticook Rail Trail](https://expedia.co.uk/Ashuwillticook-Rail-Trail-Hotels.d811531152953708544.Travel-Guide-Hotels)[Flights to Ashuwillticook Rail Trail](https://expedia.co.uk/Cheap-Flights-To-Ashuwillticook-Rail-Trail.d811531152953708544.Travel-Guide-Flights)[Ashuwillticook Rail Trail Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Ashuwillticook-Rail-Trail.d811531152953708544.Car-Hire-Guide)[Ashuwillticook Rail Trail Holidays](https://expedia.co.uk/Ashuwillticook-Rail-Trail.d811531152953708544.Holidays-City-Breaks) ![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) # Search Holiday Rentals in Ashuwillticook Rail Trail - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 Tonight [8 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=811531152953708544&startDate=2025-11-08&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [9 Nov - 10 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=811531152953708544&startDate=2025-11-09&endDate=2025-11-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=811531152953708544&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [21 Nov - 23 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=811531152953708544&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Ashuwillticook Rail Trail ![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/03675fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/16150550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/18127ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Village in the Berkshires Williamstown 8.8/10 Excellent (2125) "Clean and great pool and hot tub facilities " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alyce £86 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/cf8c8830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/662f1ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 Bedroom Condo 1/2 mile from base | In-room dining](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/40940c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/a8f10f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jiminy Peak Mountain Resort Hancock 8.2/10 Very good (984) "It was a fun place to stay. Rooms were clean and dishes well stocked in the kitchenette. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandhya £126 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/cd7fa5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Bungalow | Private kitchen](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/2d5c8478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Bungalow | 2 bedrooms](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/4ac9d6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Bungalow | Living area](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/bc7f49dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Huttopia Berkshires Williamstown 10/10 Exceptional (7) "Perfect place for a relaxing getaway! We loved everything! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cammie [](https://www.expedia.co.uk/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information) ![Indoor pool, outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/5c348ca4.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) ![Front of property – evening/night](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/eda478dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/f251fc45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ponds at Foxhollow Lenox 8.6/10 Excellent (132) "Perfect location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) krystle £106 includes taxes & fees 5 Dec - 6 Dec [](https://www.expedia.co.uk/Lenox-Hotels-The-Ponds-At-Foxhollow-By-Capital-Vacations.h18109961.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/a78d5e6a_edited_6c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/d249528d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/2c4a26d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/78f91337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Taborton Harvest Boulder Pines Cabin in the woods Sand Lake 10/10 Exceptional (13) "We LOVED our stay! Cabins were spotless and the main building was just great! Waking up to a picture window behind us with all the fall colors in their glory was such a highlight. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barb W. £142 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Sand-Lake-Hotels-Cabin-In-The-Woods.h101301745.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/77000000/76010000/76003400/76003386/5bf808fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76010000/76003400/76003386/aa330ef5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76010000/76003400/76003386/92ba9b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76010000/76003400/76003386/d7946d7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Kemble- Built by a US Secretary of State in Lenox Lenox 10/10 Exceptional (17) "We booked this house as the venue for our wedding, and it was absolutely perfect! Every room was gorgeous, with elegant décor and plenty of space for our guests. Even the bathrooms were stunning, making every part of the home feel special. The kitchen had everything we needed to host our 50-person wedding, from all the utensils to the appliances, making meal prep and serving a breeze. The communication with the hosts was amazing—Daniel was quick to respond, incredibly helpful, and made sure... ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Carrie S. [](https://www.expedia.co.uk/Lenox-Hotels-The-Kemble-Built-By-A-US-Secretary-Of-State-In-Lenox.h76003386.Hotel-Information) ![Games room](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/406cc767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, eco-friendly cleaning products](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/780d89c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/59edf6fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/c57b8d60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet Friendly Riverfront Home in Great Barrington Great Barrington 8.8/10 Excellent (3) "Close to a great bakery and near to a farm market and shopping mall. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cristine C. £220 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Great-Barrington-Hotels-Cozy-Riverfront-Escape-In-Great-Barrington-Whiskers-On-The-Water.h120304823.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/5d0aa061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/ed3ffaa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/34fa691f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/c8837e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hancock Village Inn Near Jiminy Peak Hancock 10/10 Exceptional (15) "Kids will love the fun bunk room setup, millennials will appreciate the big screen TV's and broadband Internet access, while parentals and grandparents enjoy the fully equipped kitchen and space to enjoy dinner together around a table for 12. Hot tub right outside the kitchen door, close proximity to Jiminy Peak makes it a breeze to shuttle the family back and forth . Extremely clean property.. Rent the extra suite if you have difficulty with stairs, and enjoy having the entire inn to... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim O. £864 includes taxes & fees 18 Nov - 19 Nov [](https://www.expedia.co.uk/Pittsfield-Hotels-Hancock-Village-Inn-At-Jiminy-Peak.h89806253.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/113000000/112620000/112619100/112619076/e67896be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112620000/112619100/112619076/072199c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112620000/112619100/112619076/3f3d1749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112620000/112619100/112619076/fe676105.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom Cabin for nature lovers Stephentown 7.0/10 Good (2) "Very nice place to stay for our 3 day hike on the AT. The view from the deck is amazing and the living room is huge with an old stone fireplace which we didn’t use because it was 90 degrees each day. The Mexican restaurant in town (Norte Azul) has an extensive menu and a good variety of beer on tap. Highly recommend visiting Mt Greylock in MA, about 30 mins away. It has an even better restaurant on top (you need reservations) and is right on the Appalachian Trail so you will meet all sorts on... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John O. £228 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Stephentown-Hotels-Charming-3-Bedroom-Cabin-For-Nature-Lovers.h112619076.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117390000/117382300/117382215/58b0972d.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) ![5 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/118000000/117390000/117382300/117382215/636f9a34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/118000000/117390000/117382300/117382215/d06b32cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 5-bedroom house in charming Lee with WiFi Lee 8.0/10 Very good (1) "House was large, clean, and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John Z. £572 includes taxes & fees 15 Nov - 16 Nov [](https://www.expedia.co.uk/Lee-Hotels-Spacious-5-Bedroom-House-In-Charming-Lee-With-WiFi.h117382215.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/w1024h593x0y45-2966e99d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/4e9408e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/4fcb5611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/730ec918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bear Creek Cabin Charlemont 10/10 Exceptional (41) "We enjoyed our stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hillary S. £464 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Charlemont-Hotels-Bear-Creek-Cabin.h91621591.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91600000/91593500/91593496/02c7301e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91600000/91593500/91593496/a366bf74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91600000/91593500/91593496/e175fcb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/92000000/91600000/91593500/91593496/b2d17216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amore Estate - beautiful room with many places to explore and relax in. Lenox 9.2/10 Wonderful (32) "Beautiful property with tons of space and fantastic for a group of friends or family" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg S. [](https://www.expedia.co.uk/Lenox-Hotels-October-Mountain-Escape.h91593496.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/34000000/33940000/33932800/33932760/63595554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33940000/33932800/33932760/62b3ce52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33940000/33932800/33932760/35eff0e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33940000/33932800/33932760/7d7a19ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country Stockbridge 10/10 Exceptional (132) "Clean house, well appointed, great location, responsive owner" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sara m. [](https://www.expedia.co.uk/West-Stockbridge-Hotels-Location-Location-Berkshire-Glamour.h33932760.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) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30780000/30777100/30777071/f26456ad.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) ### Peace and quiet on the lake Sherwood Forest 9.6/10 Exceptional (227) "Property was very clean and had all amenities that we needed. It was perfect for a cozy winter getaway weekend. Would definitely stay there again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anika J. [](https://www.expedia.co.uk/Becket-Hotels-Peace-And-Quiet-On-The-Lake.h30777071.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/18066543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/f076ba69_edited_5004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/dcf5df54_edited_d00b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/e43d10e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable Berkshires retreat on mtn resort, SISO Hancock 8.8/10 Excellent (6) "Family ski trip was made extremely enjoyable by staying at this property. Everything worked out as advertised" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Henry C. £420 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Hancock-Hotels-Comfortable-Berkshires-Retreat-On-Mtn-Resort.h109434975.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110380000/110370800/110370777/5229c502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110380000/110370800/110370777/37624570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110380000/110370800/110370777/b30245ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110380000/110370800/110370777/a198297a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access Woodford 8.8/10 Excellent (3) "Perfect cottage on the water!! Enjoyed kayaking and pedal boat with family. Beautiful greenery! Very quick respond." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elzbieta M. [](https://www.expedia.co.uk/Bennington-Hotels-Charming-3-Bedroom-Lakefront-Cottage-In-Woodford-VT-With-WiFi-Access.h110370777.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96240000/96232500/96232485/2573bb0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96240000/96232500/96232485/039badcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/97000000/96240000/96232500/96232485/92c47af4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96240000/96232500/96232485/65fc5d93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets. Hinsdale 9.8/10 Exceptional (19) "Rich was an amazing host. Beautiful lake and sunsets. I would love to stay there again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) maria f. [](https://www.expedia.co.uk/Hinsdale-Hotels-Berkshire-Ashmere-Lake-Lodging-Quiet-Room.h96232485.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/a5ddb496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/63cb703a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/85b23873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33492300/33492239/7e362400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table Pittsfield 9.8/10 Exceptional (149) "You'll do some walking and stair climbing but otherwise was just what we needed and wanted! Owner was very accommodating when we had to bring the grandpup unexpectedly. Definitely recommend staying here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy Cameron L. [](https://www.expedia.co.uk/Pittsfield-Hotels-Beautiful-8-Bedroom.h33492239.Hotel-Information) ![Smart TV, fireplace, DVD player, music library](https://images.trvl-media.com/lodging/34000000/34000000/33998700/33998602/56a127e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/34000000/33998700/33998602/6bd00909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/34000000/34000000/33998700/33998602/77e55696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/34000000/33998700/33998602/7acd1fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL! Pownal 9.4/10 Exceptional (84) "Great communication from the hosts and convenient to Williamstown, Bennington and all things VT. Clean and comfortable. Look forward to coming back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily N. [](https://www.expedia.co.uk/Pownal-Hotels-FARM-TO-TABLE-Eating.h33998602.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102620000/102613300/102613211/2c6abeb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102620000/102613300/102613211/d7345ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102620000/102613300/102613211/cfbd9c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102620000/102613300/102613211/ba127977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Taborton Harvest Timber Trails Unique cabin experience Sand Lake 10/10 Exceptional (1) "The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Georgia M. £142 includes taxes & fees 11 Nov - 12 Nov [](https://www.expedia.co.uk/Sand-Lake-Hotels-Taborton-Harvest-Timber-TrailsUnique-Cabin-Experience.h102613211.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.co.uk/Hotel-Search?startDate=2025-11-22&endDate=2025-11-23®ionId=811531152953708544&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FAshuwillticook-Rail-Trail-Holiday-Rentals.d811531152953708544.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAshuwillticook-Rail-Trail-Holiday-Rentals.d811531152953708544.Travel-Guide-HolidayRentals) ## Top Ashuwillticook Rail Trail Hotel Reviews ![The Red Lion Inn](//images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg) ### The Red Lion Inn 10/10 Excellent "We truly enjoyed our stay. Our room was spacious, beds comfy and the charm and history of the inn is truly enchanting. " [](https://expedia.co.uk/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Best Western Plus Berkshire Hills Inn & Suites](//images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387_y.jpg) ### Best Western Plus Berkshire Hills Inn & Suites 10/10 Excellent "Everything was fine just no shampoo in the dispencer" [](https://expedia.co.uk/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ![Berkshires Untold](//images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg) ### Berkshires Untold 10/10 Excellent "Great staff and the room was awesome!! Would definitely come again!" [](https://expedia.co.uk/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](//images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 10/10 Excellent "Spotless and friendly staff" [](https://expedia.co.uk/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Berkshire Mountain Lodge](//images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "Clean, convenience, great staff, quiet, beautiful and secluded yet close to everything! Thank you" [](https://expedia.co.uk/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Vacation Village in the Berkshires](//images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg) ### Vacation Village in the Berkshires 10/10 Excellent "The amenities are great. The pool and hot tub are very comfortable temperatures, pool tables, ping pong, foosball, arcade games, movie theater, and more." [](https://expedia.co.uk/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/30000/20500/20447/588051f1_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 10/10 Excellent "Clean and friendly " [](https://expedia.co.uk/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "Staff was friendly, nice area, near things but set back so you didn’t hear the traffic." [](https://expedia.co.uk/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![The Williams Inn](//images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "Didn’t have the breakfast. Only drawback was the beds. Mattresses made our backs hurt." [](https://expedia.co.uk/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ## Find out more about Ashuwillticook Rail Trail **Everything you need to know about** **Ashuwillticook Rail Trail** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ashuwillticook Rail Trail holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/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 Ashuwillticook Rail Trail holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Ashuwillticook Rail Trail holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Ashuwillticook Rail Trail. 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 Ashuwillticook Rail Trail holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ashuwillticook Rail Trail holiday rentals we have selected for you start as low as £86 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Ashuwillticook Rail Trail rentals** At Expedia, we put the best Ashuwillticook Rail Trail holiday 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 Ashuwillticook Rail Trail 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 Ashuwillticook Rail Trail holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashuwillticook Rail Trail. 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.co.uk - All accommodation types in Ashuwillticook Rail Trail ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - 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[Flights to Salem](https://expedia.co.uk/Cheap-Flights-To-Salem.d6600.Travel-Guide-Flights) Cars - [Car hire in Downtown Boston](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Downtown-Boston.d6340396.Car-Hire-Guide) - [Car hire in Seaport District](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Seaport-District.d6146535.Car-Hire-Guide) - [Car hire Boston Airport (BOS)](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Logan-Intl.d5459778.Car-Hire-Guide) - [Car hire near New Bedford Seastreak Ferry Terminal](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-New-Bedford-Seastreak-Ferry-Terminal.d553248635976705931.Car-Hire-Guide) - [Hertz Car Rentals In Logan Intl](https://expedia.co.uk/Hertz-Car-Rentals-In-Logan-Intl.d5459778-c40.Car-Rental-Guide-Suppliers) Activities - [Things to do in Woburn](https://expedia.co.uk/Things-To-Do-In-Woburn.d10373.Travel-Guide-Activities) - [Things to do in Salem](https://expedia.co.uk/Things-To-Do-In-Salem.d6600.Travel-Guide-Activities) - [Things to do in Braintree](https://expedia.co.uk/Things-To-Do-In-Braintree.d6806.Travel-Guide-Activities) Packages - [Braintree Holidays](https://expedia.co.uk/Braintree.d6806.Holidays-City-Breaks) - [Salem Holidays](https://expedia.co.uk/Salem.d6600.Holidays-City-Breaks) - [Salem Witch Trials Memorial](https://expedia.co.uk/Salem-Witch-Trials-Memorial-Downtown-Salem.d553248621532667447.Attraction) - [Castle Hill on the Crane Estate](https://expedia.co.uk/Castle-Hill-On-The-Crane-Estate-Ipswich.d553248621532667331.Attraction) General - [Visit Downtown Boston](https://expedia.co.uk/Boston-Downtown-Boston.dx6340396) - [Visit Concord](https://expedia.co.uk/Concord.dx6532) - [Visit Salem](https://expedia.co.uk/Salem.dx6600) - [Visit Back Bay](https://expedia.co.uk/Boston-Back-Bay.dx800016) - [Visit Hyannis Port](https://expedia.co.uk/Hyannis-Port.dx183332) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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