Search Pittsfield Cottage Rentals from CA $162
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Browse Select Pittsfield Cottages
Our top choices for Pittsfield cottages

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
10.0 out of 10, Exceptional, (56)
The price is CA $162
CA $259 total
includes taxes & fees
Aug 24 - Aug 25

Cozy Cabin Retreat
Cozy Cabin Retreat
10.0 out of 10, Exceptional, (29)
The price is CA $169
CA $301 total
includes taxes & fees
Aug 26 - Aug 27
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.
Save an average of 15% on thousands of hotels when you're signed in
Top Pittsfield Hotel Reviews

Brandon Inn
10/10 Excellent
Find out more about Pittsfield
Find out more about Pittsfield
Pittsfield Cottages information
Number of reviews | 196 |
---|---|
Accommodation | 40 Cottages |
Lowest Price | CA $162 |
Highest Price | CA $206 |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular Destinations
More Accommodation Types in Pittsfield
- Vacation Homes in Pittsfield
- Condo Rentals in Pittsfield
- Apartments in Pittsfield
- Cabin Rentals in Pittsfield
- Chalets in Pittsfield
- Lodges in Pittsfield
- B&B in Pittsfield
- Farmstay in Pittsfield
- Inns in Pittsfield
- Motels in Pittsfield
- Guest Houses in Pittsfield
- Resorts in Pittsfield
- Villas in Pittsfield
- Condo Resorts in Pittsfield
- Treehouses in Pittsfield
- Hotels
All Accommodation Types
Be inspired: Top Cottages destinations in 2025
- Algonquin Park Cottages
- Jasper National Park Cottages
- Tofino Cottages
- Cultus Lake Cottages
- Waterton Park Cottages
- Sunshine Coast Cottages
- Hope Cottages
- Radium Hot Springs Cottages
- Kananaskis Cottages
- Wasaga Beach Cottages
- Calgary Cottages
- Harrison Hot Springs Cottages
- Moncton Cottages
- Northern Ontario Cottages
- Kingston Cottages
- Mont-Tremblant Cottages
- Chilliwack Cottages
- Kenora Cottages
- Halifax Cottages
- Collingwood Cottages
More ways to book
Expedia's Latest Trends
Hotels
- Hotels in Colchester
- Hotels in Newport
- Hotels in Woodstock
- Hotels in Swanton
- Hotels in Montpelier
- Hotels with Waterslides in Burlington
- Hotels in Killington
- Hotels in Burlington
- Hotels in Stowe
- Hotels in Manchester
- Cheap Hotels in Burlington
- Pet-friendly Hotels in Burlington
- Hotels in Barre
- Hotels in Williston
- Spa Hotels in Burlington
- Hotels in East Burke
- Hotels with Free Airport Shuttle in Burlington
- Hotels in St. Johnsbury
- Hotels in South Burlington
- Hotels in Essex Junction
- Hotels in St. Albans
Packages