
Find Cottages in Western Massachusetts
Featured Cottages in Western Massachusetts

Massachusetts Vacation Rental w/ Deck

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

Whitney by Avantstay Private Berkshires Estate

Charlemont Retreat on Chickley River w/ EV Charger

Hawley Home w/ Deck: 4 Mi to Berkshire East Resort

Luxury Vacation Rental in the Berkshires!

Spacious Historic Home in the Berkshires!

Stockbridge Home: Walk to Town Beach!

Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge!

Skiing & Hiking: Water-view Home in the Berkshires

Pet-friendly Cabin w/ Fire Pit, BBQ & Great Deck!
Alternative Accommodations - Cottages
Cottage rentals in Western Massachusetts
Looking to get away and find your own cozy little nook out of town? If you’re craving a home-away-from-home feeling on your next vacation, cottage rentals are the perfect answer to the call. Maybe you’ve been dreaming of warming yourself by a fire at lake cottage rentals or sorting through your beachcombing seashell haul at cottages for rent on the beach. Anything’s possible when you book weekend cottage rentals through AARP Travel.
Can you rent a cottage in Western Massachusetts?
Cottages for rent in Western Massachusetts can offer many of the amenities of home with the added benefit of being able to explore brand-new surroundings. You can wake up in your weekend abode with everything you need to get comfy and relax to the max. From sweet and simple to sprawling, you’ll find cottages to rent in all sizes and levels of luxury. Whether you’re just looking for an eat-in kitchen with easy access to a wine opener or want to book a cottage rental with a spacious balcony and vast views, there are cottages for rent in Western Massachusetts to fit the bill.
Unwinding in your cottage rental after a day of taking in the sights of Western Massachusetts is a breeze. With all the privacy and tranquility you need to relax, you can forget it all and take it easy in your own space with a glass of wine or a steaming mug of coffee. The bottom line? A cottage getaway in Western Massachusetts is a great low-stress way to explore the area while still having every comfort at your fingertips.
How to find a cottage rental in Western Massachusetts
Taking in all Western Massachusetts has to offer in the coziest way is simple. When you book cottage getaways in Western Massachusetts using the AARP Travel Center Powered by Expedia, you can count on getting not just members-only discounts, but also the greatest deals from Expedia. No matter if you’re looking for beach cottages, lake cottages, or even rustic cottages brimming with charm, booking your stay through AARP Travel gets you the best rates around.
Can't find what you're looking for? Check out these other accommodation options...

MGM Springfield

D. Hotel Suites & Spa
Travel to Western Massachusetts & Explore
More Accommodation Types in Western Massachusetts
Top Cottages Destinations
- Cottage Grove Cottages
- Sanibel Cottages
- Key West Cottages
- Lake George Cottages
- San Diego Cottages
- Seaside Cottages
- Avon Cottages
- Myrtle Beach Cottages
- Geneva-on-the-Lake Cottages
- Destin Cottages
- Fredericksburg Cottages
- Tybee Island Cottages
- Eureka Springs Cottages
- Bradenton Beach Cottages
- Kihei Cottages
- Nags Head Cottages
- Port Aransas Cottages
- Wells Cottages
- Nantucket Cottages
- Old Orchard Beach Cottages
- Gulf Shores Cottages
- Rockport Cottages
- Siesta Key Cottages
- Muskoka Cottages
All Accommodation Types
- Aparthotels
- Apartments
- B&B
- Cabin Rentals
- Castles
- Chalets
- Condo Rentals
- Condo Resorts
- Cottages
- Country Houses
- Cruise Ships
- Farmstay
- Guest Houses
- Holiday Park Resorts
- Hostels
- Houseboats
- Inns
- Lodges
- Motels
- Palaces
- Pensions
- Pousadas
- RV Parks
- Ranches
- Residences
- Resorts
- Riads
- Ryokans
- Safari Tentalow
- Town Houses
- Treehouses
- Vacation Homes
- Villas