Compare Pittsfield Cottage Rentals
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Featured Cottages in Pittsfield
The Clearing - Quiet - Close To Nature
Cummington MA
At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Pool
Kitchen
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
New Marlborough MA
Guests staying at this cottage enjoy a gym, laundry facilities, and local meal delivery service. Other amenities at this family-friendly cottage include barbecue grills and a garden.
Kitchen
Washer
Charming historic cottage on scenic road to Mt. Greylock
Lanesboro MA
This cottage features free WiFi in public areas and a garden.
Kitchen
Free WiFi
Private Island - Largest Fresh Water Reservoir in Mass
Otis MA
Guests staying at this cottage can enjoy a gym, a garden, and barbecue grills.
Kitchen
Pet friendly
Heaven Can't Wait, On Beautiful Kinderhook Lake!!
Valatie NY
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Pet friendly
Quiet Get Away on the Lake! Kayaks,life vests ,Fishing Equipments ,golf clubs
Valatie NY
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires
Canaan NY
Guests staying at this cottage can enjoy a gym, barbecue grills, and a garden.
Kitchen
Pet friendly
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.
Hotel Options in Pittsfield
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$155 nightly
The price is $173 total per night from Aug 11 to Aug 12
$173 total
Aug 11 - Aug 12
Total with taxes and fees
9/10 Wonderful! (1,038 reviews)
FairBridge Inn Express
16 Cheshire Road Pittsfield MA
$63 nightly
The price is $70 total per night from Jul 15 to Jul 16
$70 total
Jul 15 - Jul 16
Total with taxes and fees
5.4/10 (851 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street Pittsfield MA
$142 nightly
The price is $159 total per night from Jul 16 to Jul 17
$159 total
Jul 16 - Jul 17
Total with taxes and fees
9.4/10 Exceptional! (131 reviews)
Cottages
Book a cottage in Pittsfield
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Pittsfield. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Pittsfield better.
Cottage apartments in Pittsfield range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.
Find the best cottages in Pittsfield
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Pittsfield and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.
Stay in a Pittsfield cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Pittsfield. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.
Pittsfield Cottages essential information
Accommodation | 113 Cottages |
|---|---|
Lowest Price | $70 |
Highest Price | $173 |
Popular accommodation | The Clearing - Quiet - Close To Nature, Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly! , Charming historic cottage on scenic road to Mt. Greylock, Private Island - Largest Fresh Water Reservoir in Mass, Heaven Can't Wait, On Beautiful Kinderhook Lake!!, Quiet Get Away on the Lake! Kayaks,life vests ,Fishing Equipments ,golf clubs, Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires, Cozy cottage with pool, walking distance to lake, A-frame Cabin w/ Furnished Deck in Becket! |
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