Title: Holiday Rentals Pittsfield from £143: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

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## Check prices for these dates

In two weeks

[27 Feb - 1 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=184066&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=184066&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[8 May - 10 May](https://www.expedia.co.uk/Hotel-Search?regionId=184066&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[5 Jun - 7 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=184066&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Pittsfield holiday rentals

![Smart TV, offices](https://images.trvl-media.com/lodging/124000000/123490000/123480200/123480177/e1256054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123490000/123480200/123480177/586cbc8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/124000000/123490000/123480200/123480177/4c02111a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123490000/123480200/123480177/22b8d20a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking

[](https://www.expedia.co.uk/Pittsfield-Hotels-NEW-Smart-3BR-Basecamp-W-Hot-Tub.h123480177.Hotel-Information)

North Sherburne

£444

includes taxes & fees

11 Feb - 12 Feb

[](https://www.expedia.co.uk/Pittsfield-Hotels-NEW-Smart-3BR-Basecamp-W-Hot-Tub.h123480177.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/110000000/109480000/109476300/109476281/db902092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109480000/109476300/109476281/w1175h800x25y0-e4bf9cad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109480000/109476300/109476281/a7e9e363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/110000000/109480000/109476300/109476281/b4888eca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont

[](https://www.expedia.co.uk/Pittsfield-Hotels-Peak-Hill-3-Bedroom.h109476281.Hotel-Information)

North Sherburne

10/10

Exceptional

(1 review)

"Peak Hill, is a lovely and very clean home, with a fully stocked kitchen and comfy beds. This home is exactly as the pictures that are shown. We had a very small issue with the door lock (battery), called and it was fixed right away, wonderful service. The owner, Geri, we had the opportunity to meet and she is very kind and a pleasure to speak with. We travel alot and l bring pretty much my own kitchen, pillow...... with me where ever l go. However, l would of been fine using all at this...

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

Essa R.

£474

includes taxes & fees

11 Feb - 12 Feb

[](https://www.expedia.co.uk/Pittsfield-Hotels-Peak-Hill-3-Bedroom.h109476281.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119700000/119697100/119697097/eb74448a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/120000000/119700000/119697100/119697097/14d6532f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119700000/119697100/119697097/6ddc77d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/120000000/119700000/119697100/119697097/4b80a474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

[](https://www.expedia.co.uk/South-Royalton-Hotels-Escape-To-This-Private-And-Peaceful-Tiny-Home-With-Hot-Tub-In-Sharon.h119697097.Hotel-Information)

Sharon

10/10

Exceptional

(7 reviews)

"Cabin was spotless and exactly what I expected"

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

mark g.

£234

includes taxes & fees

5 Mar - 6 Mar

[](https://www.expedia.co.uk/South-Royalton-Hotels-Escape-To-This-Private-And-Peaceful-Tiny-Home-With-Hot-Tub-In-Sharon.h119697097.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74590000/74583300/74583296/e01579e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, travel cot, free WiFi](https://images.trvl-media.com/lodging/75000000/74590000/74583300/74583296/80d45758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74590000/74583300/74583296/060c4f48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/75000000/74590000/74583300/74583296/0fc5fcaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Secluded retreat in the trees

[](https://www.expedia.co.uk/Randolph-Hotels-Sunny.h74583296.Hotel-Information)

Roxbury

10/10

Exceptional

(40 reviews)

"Perfect, quiet location and the host were very responsive! Me and my daughter stayed for a girls getaway for a hiking trip and the location was perfect for the weekend activities. Look forward to staying here in the future. "

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

Erin M.

£180

includes taxes & fees

11 Feb - 12 Feb

[](https://www.expedia.co.uk/Randolph-Hotels-Sunny.h74583296.Hotel-Information)

![1 bedroom, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/74000000/73730000/73729100/73729008/b766cbad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/74000000/73730000/73729100/73729008/d64560aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73730000/73729100/73729008/c116411c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73730000/73729100/73729008/cb928475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cabin Retreat

[](https://www.expedia.co.uk/Roxbury-Hotels-Cottage-Sanctuary-W-High-Speed-Internet-At-Wildwood-Farm.h73729008.Hotel-Information)

Roxbury

10/10

Exceptional

(34 reviews)

"Lovely, quiet & the BEST star gazing!!!"

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

Jill F.

£159

includes taxes & fees

11 Feb - 12 Feb

[](https://www.expedia.co.uk/Roxbury-Hotels-Cottage-Sanctuary-W-High-Speed-Internet-At-Wildwood-Farm.h73729008.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/120000000/119870000/119869800/119869798/c7907ba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119870000/119869800/119869798/84cc0b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/120000000/119870000/119869800/119869798/6a4b87c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119870000/119869800/119869798/1227d611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Rutland Retreat

[](https://www.expedia.co.uk/Rutland-Hotels-Cozy-Rutland-Retreat.h119869798.Hotel-Information)

Rutland

9.6/10

Exceptional

(5 reviews)

"Peaceful stay in the city! We were headed to the rodeo, so this was the perfect distance away! "

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

Aislinn F.

£140

includes taxes & fees

11 Feb - 12 Feb

[](https://www.expedia.co.uk/Rutland-Hotels-Cozy-Rutland-Retreat.h119869798.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/13076901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/7ddaf7ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/ebe22124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/cf3838ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vermont Suite | 10 Min to Killington & Woodstock

[](https://www.expedia.co.uk/Bridgewater-Hotels-NEW-Ben-Jerrys-Suite-At-The-Bridgewater-Inn.h90115091.Hotel-Information)

Bridgewater

9.2/10

Wonderful

(7 reviews)

"Overall, a great stay. "

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

Meghan J.

£156

includes taxes & fees

10 Mar - 11 Mar

[](https://www.expedia.co.uk/Bridgewater-Hotels-NEW-Ben-Jerrys-Suite-At-The-Bridgewater-Inn.h90115091.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120810000/120807700/120807632/ba38021b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/121000000/120810000/120807700/120807632/e64c8eed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/121000000/120810000/120807700/120807632/dcc8c078.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/121000000/120810000/120807700/120807632/203b44f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Rustic Cabin, NOTE: pipes are frozen. Please don’t book now! Back soon.

[](https://www.expedia.co.uk/Rutland-Hotels-Cozy-Cabin.h120807632.Hotel-Information)

Rutland

9.6/10

Exceptional

(9 reviews)

£144

includes taxes & fees

11 Feb - 12 Feb

[](https://www.expedia.co.uk/Rutland-Hotels-Cozy-Cabin.h120807632.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/101000000/100340000/100335500/100335420/5630d307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100340000/100335500/100335420/1b6e3563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100340000/100335500/100335420/22048f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Games room](https://images.trvl-media.com/lodging/101000000/100340000/100335500/100335420/c5517e44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

[](https://www.expedia.co.uk/Rutland-Hotels-New-2-Bedroom-Close-To-Killington-And-Bike-Trailsthis-Is-Pet-Ok-Downstairs-Unit.h100335420.Hotel-Information)

Mendon

9.8/10

Exceptional

(6 reviews)

"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."

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

Aurore H.

£194

includes taxes & fees

1 Mar - 2 Mar

[](https://www.expedia.co.uk/Rutland-Hotels-New-2-Bedroom-Close-To-Killington-And-Bike-Trailsthis-Is-Pet-Ok-Downstairs-Unit.h100335420.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/108000000/107910000/107909000/107908933/0c26463f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/108000000/107910000/107909000/107908933/d79ef6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107910000/107909000/107908933/49463cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107910000/107909000/107908933/f4223681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

[](https://www.expedia.co.uk/Rutland-Hotels-The-Mendon-Cottage-Charming-Home-Close-To-Killington-Discounted-Lift-Tickets.h107908933.Hotel-Information)

Mendon

9.8/10

Exceptional

(11 reviews)

"Great place! Secluded but close to everything. We will definitely stay again."

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

Patricia Y.

£317

includes taxes & fees

11 Feb - 12 Feb

[](https://www.expedia.co.uk/Rutland-Hotels-The-Mendon-Cottage-Charming-Home-Close-To-Killington-Discounted-Lift-Tickets.h107908933.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/2925807e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/a2bbfdb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/514eb474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 3 Bedrooms | View from room](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/cf0bfccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Green

[](https://www.expedia.co.uk/Killington-Hotels-Mountain-Green.h100996829.Hotel-Information)

Killington

7.0/10

Good

(19 reviews)

"Great !"

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

Raul

£210

includes taxes & fees

11 Mar - 12 Mar

[](https://www.expedia.co.uk/Killington-Hotels-Mountain-Green.h100996829.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/8ba7a989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/a40db391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/151a7dcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/f70b9d9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Condo Tucked in the Heart of Killington

[](https://www.expedia.co.uk/Killington-Hotels-Luxury-Condo-Tucked-In-The-Heart-Of-Killington.h119097860.Hotel-Information)

Killington

9.0/10

Wonderful

(2 reviews)

"Comfortable stay, great location. "

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

Marjana

£286

includes taxes & fees

11 Feb - 12 Feb

[](https://www.expedia.co.uk/Killington-Hotels-Luxury-Condo-Tucked-In-The-Heart-Of-Killington.h119097860.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/f0d8549c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/ae5ff31a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/a125b83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/a04844f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clean & bright condo with mountain views & modern kitchen - walk to lifts

[](https://www.expedia.co.uk/Killington-Hotels-Clean-Bright-Condo-With-Mountain-Views-Modern-Kitchen-Walk-To-Lifts.h32139178.Hotel-Information)

Killington

7.2/10

Good

(45 reviews)

"Perfect place for a long weekend"

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

Patrick D.

£199

includes taxes & fees

10 Mar - 11 Mar

[](https://www.expedia.co.uk/Killington-Hotels-Clean-Bright-Condo-With-Mountain-Views-Modern-Kitchen-Walk-To-Lifts.h32139178.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82970000/82961200/82961114/0c83964c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/83000000/82970000/82961200/82961114/452ffb91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Books](https://images.trvl-media.com/lodging/83000000/82970000/82961200/82961114/0d2faf4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/83000000/82970000/82961200/82961114/27f50440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pristine Custom Cottage, Grand Piano, Massage Studio on Site

[](https://www.expedia.co.uk/Brandon-Hotels-Luxurious-Secluded-Cottage-Massage-Studio-On-Site.h82961114.Hotel-Information)

Leicester

10/10

Exceptional

(72 reviews)

"Great place to stay for a Vermont getaway! "

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

Jeremy H.

£143

includes taxes & fees

11 Feb - 12 Feb

[](https://www.expedia.co.uk/Brandon-Hotels-Luxurious-Secluded-Cottage-Massage-Studio-On-Site.h82961114.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900661/b1cd5c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900661/58db806d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900661/9c48ff3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900661/326ba5f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Jack S\`Bearo - Slopes, Fireplace, Pool.

[](https://www.expedia.co.uk/Killington-Hotels-Jack-SBearo-Slopeside-At-Pico-Shuttle-To-Killy.h101900661.Hotel-Information)

Killington

10/10

Exceptional

(14 reviews)

"My husband and i really enjoyed our stay at Jack S'bearo! Was a nice, cozy condo for a couple or a small family. Highly recommend!"

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

Erin

£224

includes taxes & fees

4 Mar - 5 Mar

[](https://www.expedia.co.uk/Killington-Hotels-Jack-SBearo-Slopeside-At-Pico-Shuttle-To-Killy.h101900661.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63030000/63026900/63026865/87d01392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/64000000/63030000/63026900/63026865/1a5b9e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/64000000/63030000/63026900/63026865/d42e6390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/64000000/63030000/63026900/63026865/a11e6e92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dreamy Artist Chalet in Secluded Historic Village

[](https://www.expedia.co.uk/Warren-Hotels-Dreamy-Artist-Chalet-In-Secluded-Historic-Village.h63026865.Hotel-Information)

East Warren

9.4/10

Exceptional

(11 reviews)

"Everything was beautiful. But for sure needs new mattress and pillows. "

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

Jeanette R.

£359

includes taxes & fees

11 Feb - 12 Feb

[](https://www.expedia.co.uk/Warren-Hotels-Dreamy-Artist-Chalet-In-Secluded-Historic-Village.h63026865.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/69000000/68050000/68047700/68047644/ea8293f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/69000000/68050000/68047700/68047644/4c80752a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/69000000/68050000/68047700/68047644/d846c2c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/69000000/68050000/68047700/68047644/950782f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful home located in the Mad River Valley

[](https://www.expedia.co.uk/Warren-Hotels-Beautiful-Home-Located-In-The-Mad-River-Valley.h68047644.Hotel-Information)

Warren

9.6/10

Exceptional

(40 reviews)

"The place was spacious, but small, which I loved! Plenty of hot water, great communication with owner, plenty of extra chairs and the leaf for the table was fantastic!"

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

Michael M.

[](https://www.expedia.co.uk/Warren-Hotels-Beautiful-Home-Located-In-The-Mad-River-Valley.h68047644.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/88000000/87520000/87515500/87515446/48be0320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/88000000/87520000/87515500/87515446/c33b35a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/88000000/87520000/87515500/87515446/efdfd8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/88000000/87520000/87515500/87515446/98a04e79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gnome Home Mountain Ski Chalet w/Sauna Killington

[](https://www.expedia.co.uk/Stockbridge-Hotels-Gnome-Home-Mountain-Ski-Chalet-WSauna-Killington.h87515446.Hotel-Information)

Stockbridge

10/10

Exceptional

(4 reviews)

"Nice property in a beautiful location. Host was very responsive and informative. Thanks for the stay!"

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

Gerald S.

£399

includes taxes & fees

3 Mar - 4 Mar

[](https://www.expedia.co.uk/Stockbridge-Hotels-Gnome-Home-Mountain-Ski-Chalet-WSauna-Killington.h87515446.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/83000000/82950000/82946500/82946425/d907f555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/83000000/82950000/82946500/82946425/50891cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/83000000/82950000/82946500/82946425/81f9f98c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/83000000/82950000/82946500/82946425/cfa1484c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfortable mountain gem with pool, mountain views, & indoor parking space

[](https://www.expedia.co.uk/Killington-Hotels-Comfortable-Mountain-Gem-With-Fast-Wifi.h82946425.Hotel-Information)

Killington

8.4/10

Very good

(35 reviews)

"Great stay!"

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

Bryann F.

£261

includes taxes & fees

2 Mar - 3 Mar

[](https://www.expedia.co.uk/Killington-Hotels-Comfortable-Mountain-Gem-With-Fast-Wifi.h82946425.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/32000000/31860000/31855100/31855051/f424dda6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books, stereo](https://images.trvl-media.com/lodging/32000000/31860000/31855100/31855051/152ffc4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books, stereo](https://images.trvl-media.com/lodging/32000000/31860000/31855100/31855051/e6e984a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31860000/31855100/31855051/524bd65f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Welcoming condo near the slopes with free WiFi and full kitchen

[](https://www.expedia.co.uk/Killington-Hotels-Welcoming-Condo-Near-The-Slopes-With-Free-WiFi-And-Full-Kitchen.h31855051.Hotel-Information)

Killington

7.4/10

Good

(31 reviews)

"beds were comfortable"

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

Juan T.

£255

includes taxes & fees

2 Mar - 3 Mar

[](https://www.expedia.co.uk/Killington-Hotels-Welcoming-Condo-Near-The-Slopes-With-Free-WiFi-And-Full-Kitchen.h31855051.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=2026-02-24&endDate=2026-02-25&regionId=184066&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find holiday rentals that suit your style

Apartments

[](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America&regionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=APARTMENT)

Cabins

[](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America&regionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CABIN)

Private holiday homes

[](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America&regionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=VACATION_HOME)

Condos

[](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America&regionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CONDO)

Cottages

[](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America&regionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=COTTAGE)

Villas

[](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America&regionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=VILLA)

Chalets

[](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Vermont%2C+United+States+of+America&regionId=184066&latLong=43.772289%2C-72.812881&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CHALET)

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## Top Pittsfield Hotel Reviews

![My Place Hotel-Randolph VT](https://images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/a55aa0fa_y.jpg)

### My Place Hotel-Randolph VT

10/10 Excellent

"Very clean and comfortable room, courteous and helpful staff. "

[](https://expedia.co.uk/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information)

![The Mountain Inn at Killington](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg)

### The Mountain Inn at Killington

10/10 Excellent

"The staff could not have been more accommodating. From the front desk to the shuttle drivers, to the wait staff in the restaurant, they were all friendly, helpful and pleasant."

[](https://expedia.co.uk/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information)

![Best Western Inn & Suites Rutland-Killington](https://images.trvl-media.com/lodging/1000000/20000/16500/16411/9898f616_y.jpg)

### Best Western Inn & Suites Rutland-Killington

10/10 Excellent

"Staff was very attentive and helpful, rooms very clean and comfortable with well organized setting, breakfast was pretty good and it is included with your stay."

[](https://expedia.co.uk/Rutland-Hotels-Best-Western-Inn-Suites-Rutland-Killington.h16411.Hotel-Information)

![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946_y.jpg)

### On The River Inn

10/10 Excellent

"Everything from the manager to the staff to the room and food. 5 stars"

[](https://expedia.co.uk/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information)

![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg)

### The Shire Woodstock

10/10 Excellent

"Great room, lovely view and a wonderful town "

[](https://expedia.co.uk/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information)

![North Star Lodge and Resort](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg)

### North Star Lodge and Resort

10/10 Excellent

"Staff was helpful and room was clean"

[](https://expedia.co.uk/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information)

![Comfort Inn Rutland - Killington](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0_y.jpg)

### Comfort Inn Rutland - Killington

10/10 Excellent

"Everything was great! The staff were very nice and the free breakfast is legit!"

[](https://expedia.co.uk/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information)

![Turn of River Lodge](https://images.trvl-media.com/lodging/19000000/18550000/18540700/18540657/e79916d3_y.jpg)

### Turn of River Lodge

10/10 Excellent

"Yes "

[](https://expedia.co.uk/Killington-Hotels-Turn-Of-River-Lodge.h18540657.Hotel-Information)

![Summit Lodge](https://images.trvl-media.com/lodging/2000000/1110000/1102600/1102506/5da3617c_y.jpg)

### Summit Lodge

10/10 Excellent

"Reasonable clean nice place to stay"

[](https://expedia.co.uk/Killington-Hotels-Summit-Lodge.h1102506.Hotel-Information)

## Find out more about Pittsfield

**Everything you need to know about** **Pittsfield** **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 Pittsfield 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 Pittsfield holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Pittsfield holiday rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Pittsfield. 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 Pittsfield 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 Pittsfield holiday rentals we have selected for you start as low as £143 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Pittsfield rentals**

At Expedia, we put the best Pittsfield 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 Pittsfield 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 Pittsfield 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 Pittsfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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- [Bournemouth Holiday Rentals ](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals)
- [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations)
- [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations)
- [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations)
- [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations)
- [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations)

## Frequently asked questions

### Can I find a holiday rental in Pittsfield?

### What are some of the best holiday rentals that Pittsfield has to offer?

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### What are holiday rentals like in Pittsfield?

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