Massachusetts chalets

We found 11 chalets — enter your dates for availability

Popular cities in Massachusetts

Nantucket

Nantucket

Find spaces that suit your style

Frequently asked questions

Are there any chalets in Massachusetts?
Massachusetts has 11 chalets to select from, including popular cities like Provincetown, Dennis Port and Chatham. Wherever you're headed, our stays provide the perfect getaway for families and groups to connect and the independence to create your own schedule
How much does it cost to stay in a chalet in Massachusetts?
Begin your search for the ideal Massachusetts chalet by choosing the "Discounts" filter and seeing what's available. You'll discover properties that offer seasonal promotions as well as savings on weekly and monthly stays. Remember that a bigger, upmarket chalet with a bunch of conveniences is generally more expensive than a cozy pad for two. Whatever your preference and whoever you're getting away with, you can bank on Vrbo to find the right chalet at the right price.
When is the best time to rent a chalet in Massachusetts?
If you're thinking about traveling to Massachusetts during the busiest time, book your chalet in August. You'll get to experience the buzz of this destination during one of the most popular months of the year. But make sure you book early to get the best chalet.
Where can I rent a Massachusetts chalet with great views?
Get your camera or cellphone ready — your chalet with the views you want is just a click or two away. Enter the dates you're traveling to Massachusetts, then play around with the filters to customize your search. An excellent way to truly soak up the scenery? Stay in a chalet with an outside area like a deck or patio.
Can I book a luxury chalet in Massachusetts?
If you're looking for a unique blend of nature and unmatched comfort in Massachusetts, our luxury chalets in Monterey and Lenox will check all your boxes. These types of lodgings are easily recognizable by their distinctive pitched roofs and overhanging eaves. Not sure what kinds of amenities you can expect? Think multiple bedrooms, large living areas, private hot tubs, gourmet kitchens and plenty more.
Are there any catered chalets in Massachusetts?
Our catered chalets in Massachusetts are all about making life simpler, especially if you're traveling with the kids. After a day spent exploring, you can return to your comfortable retreat and enjoy a delicious meal without the trouble of prepping, cooking or tidying up after. Dedicated chefs and hosts take care of everything. Although it may cost a little bit extra, this service ensures you can spend even more quality time with your crew.
Which chalets in Massachusetts are best for a skiing vacation?
Vrbo has some excellent ski chalets near Berkshire East Ski Resort if you'd like to be the first on the runs in the morning and enjoy homey comforts during your downtime. Find the best match for your getaway to Massachusetts by clicking on "Chalet" or any other skiing preferences in our search filters.
What are the top things to do in Massachusetts?
While you'll find many amazing things to do in Massachusetts, it all comes down to the type of adventure you're seeking. Once you've locked in your chalet, make a list of activities and attractions you're interested in and prioritize them based on your preferences, travel companions and how much time you have.
Why should I book my chalet vacation rental with Vrbo?
Known for their sloping roofs and overhanging eaves, chalets are perfect picks for outdoor vacations. And we've got properties located in fabulous places like ski villages and lakefronts. When you book your chalet with Vrbo, you'll get our Book with Confidence Guarantee. This means personalized customer support before, during and after your trip. Our cancellation policies also make things simple if you have to make any changes.

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