Title: Holiday Rentals Ashuwillticook Rail Trail from £94: 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)

![Made a little friend while walking the rail trail!](https://images.trvl-media.com/place/6005408/30b30c82-45cb-4d89-b1b6-fabb3b302b19.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Chris Addams

# Search Holiday Rentals in Ashuwillticook Rail Trail

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## Check prices for these dates

In two weeks

[9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=811531152953708544&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=811531152953708544&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 three months

[20 Mar - 22 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=811531152953708544&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[17 Apr - 19 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=811531152953708544&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Ashuwillticook Rail Trail holiday rentals

![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

[](https://www.expedia.co.uk/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

Williamstown

8.8/10

Excellent

(2182)

"Awesome for ski"

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

Lazar

£94

includes taxes & fees

7 Jan - 8 Jan 2026

[](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)

![Lobby](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/a8f10f60.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)

### Jiminy Peak Mountain Resort

[](https://www.expedia.co.uk/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information)

Hancock

8.2/10

Very good

(987)

"nice and clean, good customer service, but the room is smell. "

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

Huang

£177

includes taxes & fees

13 Jan - 14 Jan 2026

[](https://www.expedia.co.uk/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/90000000/89510000/89505500/89505416/2e432a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/90000000/89510000/89505500/89505416/64c44465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/90000000/89510000/89505500/89505416/69466e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89510000/89505500/89505416/76b0f7ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Getaway Near Mass MoCA, Great Hiking, Scenic Views

[](https://www.expedia.co.uk/Stamford-Hotels-Getaway-Near-Mass-Moca.h89505416.Hotel-Information)

Stamford

10/10

Exceptional

(28)

"Nice property for a quick and simple check-in. Near MassMOCA, the Clark Art Institute and much more."

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

Mario R.

£122

includes taxes & fees

25 Dec - 26 Dec

[](https://www.expedia.co.uk/Stamford-Hotels-Getaway-Near-Mass-Moca.h89505416.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108330000/108320100/108320042/173c3a96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108330000/108320100/108320042/9f760421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108330000/108320100/108320042/5e42b791.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.co.uk/Jacksonville-Hotels-Lake-Whitingham-Mount-Snow-Area-Village-Garden-Apartment-2-BR.h108320042.Hotel-Information)

Whitingham

10/10

Exceptional

(1)

"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.

£231

includes taxes & fees

7 Jan - 8 Jan 2026

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

![1 bedroom, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/a0875211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/dabbf205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/4ee3217b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/123000000/122140000/122136900/122136838/185f4743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Penthouse Apartment on Park Street

[](https://www.expedia.co.uk/Adams-Hotels-Penthouse-Apartment-On-Park-Street.h122136838.Hotel-Information)

Adams

9.6/10

Exceptional

(13)

"Adams is a beautiful town and looks and feels like the appalachian trail! "

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

judy r.

£185

includes taxes & fees

7 Jan - 8 Jan 2026

[](https://www.expedia.co.uk/Adams-Hotels-Penthouse-Apartment-On-Park-Street.h122136838.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/ecdea449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/83d3f833_edited_d758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/4bbc4f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/51a25809.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!

[](https://www.expedia.co.uk/Becket-Hotels-Dog-Friendly-A-Frame-In-The-Berkshires-Walk-To-Lake-With-Beach-Access.h115469906.Hotel-Information)

Sherwood Forest

10/10

Exceptional

(5)

"We loved it! Lots of local hiking trails and a wonderful relaxing place."

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

Sharon K.

£283

includes taxes & fees

7 Jan - 8 Jan 2026

[](https://www.expedia.co.uk/Becket-Hotels-Dog-Friendly-A-Frame-In-The-Berkshires-Walk-To-Lake-With-Beach-Access.h115469906.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/5dc2bebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/12b81391.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/91000000/90260000/90251100/90251080/ade792b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/f0c8191e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Florida Mountain Log Cabin

[](https://www.expedia.co.uk/North-Adams-Hotels-Florida-Mountain-Log-Cabin.h90251080.Hotel-Information)

Florida

10/10

Exceptional

(4)

"Place was super clean. Beds were comfortable. Location was great."

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

Tristan e.

£276

includes taxes & fees

7 Jan - 8 Jan 2026

[](https://www.expedia.co.uk/North-Adams-Hotels-Florida-Mountain-Log-Cabin.h90251080.Hotel-Information)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/88000000/87820000/87818800/87818778/w1276h853x4y0-c61fbb4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87820000/87818800/87818778/6932c0b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/88000000/87820000/87818800/87818778/e78a64be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/88000000/87820000/87818800/87818778/94c93760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Apt in 18th c Berkshire Farmhouse

[](https://www.expedia.co.uk/Lanesborough-Hotels-Charming-Apt-In-18th-C-Berkshire-Farmhouse.h87818778.Hotel-Information)

Lanesborough

9.4/10

Exceptional

(40)

"It’s a nice comfortable apartment with a good kitchen. We were traveling to see a concert and some art at Mass MOCA. Patrick is a friendly and welcoming host."

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

Roy

£157

includes taxes & fees

2 Jan - 3 Jan 2026

[](https://www.expedia.co.uk/Lanesborough-Hotels-Charming-Apt-In-18th-C-Berkshire-Farmhouse.h87818778.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/ec8e2057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/edecce8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/137726e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/4fb8018b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

[](https://www.expedia.co.uk/Hinsdale-Hotels-Beautiful-2-Bedroom-Loft-With-Hot-Tub-At-Lake-Ashmere.h89714351.Hotel-Information)

Hinsdale

9.8/10

Exceptional

(35)

"Great cottage - well appointed and very clean. No air conditioning so a bit warm when it’s hot out, but all in all a great stay"

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

Lindsey E.

£367

includes taxes & fees

5 Jan - 6 Jan 2026

[](https://www.expedia.co.uk/Hinsdale-Hotels-Beautiful-2-Bedroom-Loft-With-Hot-Tub-At-Lake-Ashmere.h89714351.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61480000/61478200/61478133/aac07fd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/62000000/61480000/61478200/61478133/493cc38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/62000000/61480000/61478200/61478133/e8d7246a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/62000000/61480000/61478200/61478133/c178e2db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

[](https://www.expedia.co.uk/Bennington-Hotels-Two-Brooks-Lodge.h61478133.Hotel-Information)

Bennington

8.6/10

Excellent

(34)

"The location was quite and peaceful. We enjoyed our stay and were suprised how great the wifi was for the location."

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

Malika R.

[](https://www.expedia.co.uk/Bennington-Hotels-Two-Brooks-Lodge.h61478133.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100960000/100959100/100959022/feda3681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100960000/100959100/100959022/14ef20fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/101000000/100960000/100959100/100959022/9c2c97d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100960000/100959100/100959022/408e3ce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Berkshires Apartment at the Stephentown Hotel

[](https://www.expedia.co.uk/Stephentown-Hotels-Berkshires-Apartment-At-The-Stephentown-Hotel.h100959022.Hotel-Information)

Stephentown

10/10

Exceptional

(3)

"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."

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

Matt E.

£169

includes taxes & fees

25 Dec - 26 Dec

[](https://www.expedia.co.uk/Stephentown-Hotels-Berkshires-Apartment-At-The-Stephentown-Hotel.h100959022.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)

![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)

![Exterior](https://images.trvl-media.com/lodging/102000000/101310000/101301800/101301745/02d3bd96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Taborton Harvest Boulder Pines Cabin in the woods

[](https://www.expedia.co.uk/Sand-Lake-Hotels-Cabin-In-The-Woods.h101301745.Hotel-Information)

Sand Lake

10/10

Exceptional

(13)

"Loved the earthiness and serenity of the cabin and great room. Everything built and made and maintained by the Adamos- truly a haven "

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

Joanna R.

£138

includes taxes & fees

27 Dec - 28 Dec

[](https://www.expedia.co.uk/Sand-Lake-Hotels-Cabin-In-The-Woods.h101301745.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/af01e53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/dba15cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/c04d3199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/4e64ac0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine

[](https://www.expedia.co.uk/Becket-Hotels-Dog-Friendly2B1B-In-The-Berkshires-Private-Lake-Community-Whot-Tub-Canoe.h105230373.Hotel-Information)

Sherwood Forest

9.6/10

Exceptional

(10)

"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."

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

James D.

£296

includes taxes & fees

7 Jan - 8 Jan 2026

[](https://www.expedia.co.uk/Becket-Hotels-Dog-Friendly2B1B-In-The-Berkshires-Private-Lake-Community-Whot-Tub-Canoe.h105230373.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)

![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)

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

### Bear Creek Cabin

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

Charlemont

10/10

Exceptional

(43)

"We enjoyed our stay!!"

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

Hillary S.

£452

includes taxes & fees

7 Jan - 8 Jan 2026

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

![Terrace/patio](https://images.trvl-media.com/lodging/85000000/84360000/84357600/84357520/fbef3554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/85000000/84360000/84357600/84357520/65181381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/85000000/84360000/84357600/84357520/f0ba5959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/85000000/84360000/84357600/84357520/1df26d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Berkshires Home Near Tanglewood, Trails & Wineries

[](https://www.expedia.co.uk/New-Lebanon-Hotels-Historic-Berkshires-Home-Near-Tanglewood.h84357520.Hotel-Information)

Lebanon Springs

8.8/10

Excellent

(20)

"It was great - just what we were looking for. "

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

Kaye S.

£290

includes taxes & fees

22 Jan - 23 Jan 2026

[](https://www.expedia.co.uk/New-Lebanon-Hotels-Historic-Berkshires-Home-Near-Tanglewood.h84357520.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106350000/106340500/106340463/dfa0cfd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106350000/106340500/106340463/f1e6873a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/107000000/106350000/106340500/106340463/05e277ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/107000000/106350000/106340500/106340463/89658a52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Green Mountain Getaway

[](https://www.expedia.co.uk/Bennington-Hotels-Green-Mountain-Getaway.h106340463.Hotel-Information)

Bennington

9.6/10

Exceptional

(18)

"Very clean property. The location was very convenient to the Main Street of Bennington. Easy check in process. Would definitely stay here again! "

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

Meredith Y.

£288

includes taxes & fees

7 Jan - 8 Jan 2026

[](https://www.expedia.co.uk/Bennington-Hotels-Green-Mountain-Getaway.h106340463.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100730000/100720400/100720354/6ba9f20d.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)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/101000000/100730000/100720400/100720354/eca16f90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/101000000/100730000/100720400/100720354/7ec1e2c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed

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

Whitingham

10/10

Exceptional

(14)

"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.

£515

includes taxes & fees

13 Jan - 14 Jan 2026

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119137900/119137863/5858308d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119137900/119137863/c910a979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119140000/119137900/119137863/6616eba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119140000/119137900/119137863/fa499ab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Greylock Cabin

[](https://www.expedia.co.uk/North-Adams-Hotels-True-Cabin-In-The-Woods-New-Log-Cabin-With-View-Of-Mt-Greylock.h119137863.Hotel-Information)

Florida

10/10

Exceptional

(5)

"Wonderful view, peaceful quiet area, cosy cabin."

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

Anonymous traveller

£305

includes taxes & fees

21 Jan - 22 Jan 2026

[](https://www.expedia.co.uk/North-Adams-Hotels-True-Cabin-In-The-Woods-New-Log-Cabin-With-View-Of-Mt-Greylock.h119137863.Hotel-Information)

![TV, fireplace, books](https://images.trvl-media.com/lodging/124000000/123360000/123354300/123354233/3201c410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123360000/123354300/123354233/b1134d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/124000000/123360000/123354300/123354233/ff859ff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123360000/123354300/123354233/1aa60d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike

[](https://www.expedia.co.uk/Charlemont-Hotels-Joia-Verde-ChaletSleeps-8.h123354233.Hotel-Information)

Charlemont

£488

includes taxes & fees

3 Jan - 4 Jan 2026

[](https://www.expedia.co.uk/Charlemont-Hotels-Joia-Verde-ChaletSleeps-8.h123354233.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)

![Exterior](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/c57b8d60.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)

### Family Ski Getaway in the Berkshires

[](https://www.expedia.co.uk/Great-Barrington-Hotels-Cozy-Riverfront-Escape-In-Great-Barrington-Whiskers-On-The-Water.h120304823.Hotel-Information)

Great Barrington

9.4/10

Exceptional

(6)

£225

includes taxes & fees

6 Jan - 7 Jan 2026

[](https://www.expedia.co.uk/Great-Barrington-Hotels-Cozy-Riverfront-Escape-In-Great-Barrington-Whiskers-On-The-Water.h120304823.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.

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## Top Ashuwillticook Rail Trail Hotel Reviews

![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg)

### Berkshires Untold

10/10 Excellent

"Our room was spotless and cozy. I was very pleased to be able to control the temperature as I like to sleep in a cool room. The shower and sink products are lovely -- especially the moisturizer for cold weather skin. I cannot speak highly enough about the restaurant -- beautiful decor, delicious cocktails, amazing food, everything we ordered was great!"

[](https://expedia.co.uk/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information)

![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://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

"very good stay my only recommendation would be to have more coffee supplies as their is only enough for one pot of coffee and we were staying two days other than that very peaceful and comfortable."

[](https://expedia.co.uk/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information)

![Knotty Pine](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106200/439bea3f_y.jpg)

### Knotty Pine

10/10 Excellent

"It was clean "

[](https://expedia.co.uk/Bennington-Hotels-Knotty-Pine.h119106200.Hotel-Information)

![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg)

### Vacation Village in the Berkshires

10/10 Excellent

"My stay was great with no problems. "

[](https://expedia.co.uk/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216_y.jpg)

### Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Courteous staff "

[](https://expedia.co.uk/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information)

![The Red Lion Inn](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg)

### The Red Lion Inn

10/10 Excellent

"Yes"

[](https://expedia.co.uk/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information)

![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg)

### Berkshire Mountain Lodge

10/10 Excellent

"Spacious room and loved pool and hot tub!"

[](https://expedia.co.uk/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9_y.jpg)

### The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"Room was clean and the staff was super friendly and helpful!"

[](https://expedia.co.uk/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information)

![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg)

### The Yankee, Trademark Collection by Wyndham

10/10 Excellent

"Wonderful breakfast, amazing relaxing hot tub, Beautiful clean room, staff friendly very helpful. Will stay again !!"

[](https://expedia.co.uk/Lenox-Hotels-Yankee-Inn.h54944.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 £94 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

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- [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations)

- [Holiday Homes in Ashuwillticook Rail Trail ](https://expedia.co.uk/Ashuwillticook-Rail-Trail-Private-Holiday-Homes.d811531152953708544-aaPrivateHolidayHomes.Travel-Guide-Accommodation)
- [Apartments in Ashuwillticook Rail Trail ](https://expedia.co.uk/Ashuwillticook-Rail-Trail-Apartments.d811531152953708544-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Ashuwillticook Rail Trail ](https://expedia.co.uk/Ashuwillticook-Rail-Trail-Cottages.d811531152953708544-aaCottages.Travel-Guide-Accommodation)
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- [B&B in Ashuwillticook Rail Trail ](https://expedia.co.uk/Ashuwillticook-Rail-Trail-Bed-And-Breakfasts.d811531152953708544-aaBedAndBreakfasts.Travel-Guide-Accommodation)
- [Motels in Ashuwillticook Rail Trail ](https://expedia.co.uk/Ashuwillticook-Rail-Trail-Motels.d811531152953708544-aaMotels.Travel-Guide-Accommodation)
- [Resorts in Ashuwillticook Rail Trail ](https://expedia.co.uk/Ashuwillticook-Rail-Trail-Hotel-Resorts.d811531152953708544-aaHotelResorts.Travel-Guide-Accommodation)
- [Cabin Rentals in Ashuwillticook Rail Trail ](https://expedia.co.uk/Ashuwillticook-Rail-Trail-Cabins.d811531152953708544-aaCabins.Travel-Guide-Accommodation)
- [Farmstay in Ashuwillticook Rail Trail ](https://expedia.co.uk/Ashuwillticook-Rail-Trail-Agritourism.d811531152953708544-aaAgritourism.Travel-Guide-Accommodation)
- [Chalets in Ashuwillticook Rail Trail ](https://expedia.co.uk/Ashuwillticook-Rail-Trail-Chalets.d811531152953708544-aaChalets.Travel-Guide-Accommodation)
- [Guest Houses in Ashuwillticook Rail Trail ](https://expedia.co.uk/Ashuwillticook-Rail-Trail-Guest-Houses.d811531152953708544-aaGuestHouses.Travel-Guide-Accommodation)
- [Serviced Apartments in Ashuwillticook Rail Trail ](https://expedia.co.uk/Ashuwillticook-Rail-Trail-Apart-Hotels.d811531152953708544-aaApartHotels.Travel-Guide-Accommodation)
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- [Castles in Ashuwillticook Rail Trail ](https://expedia.co.uk/Ashuwillticook-Rail-Trail-Castles.d811531152953708544-aaCastles.Travel-Guide-Accommodation)

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- [Car hire in Boston](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Logan-Intl.d5459778.Car-Hire-Guide)
- [Car hire in 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)

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