Compare Oak Bluffs Chalets

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Featured Oak Bluffs Chalets

Beautifully handcrafted arts and craft style carriage house chalet

Guests staying at this chalet have access to laundry facilities, a garden, and barbecue grills.

Kitchen

Washer

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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 Oak Bluffs

Summercamp

70 Lake Avenue, Oak Bluffs, MA

$305 nightly

$341 total

May 30 - May 31

Total includes taxes and fees

9.2/10 Wonderful! (958 reviews)

Pequot Hotel

19 Pequot Avenue, Oak Bluffs, MA

$229 nightly

$256 total

Jun 1 - Jun 2

Total includes taxes and fees

9.2/10 Wonderful! (505 reviews)

Morgan Hotel

9 Healy Way, Oak Bluffs, MA

$241 nightly

$269 total

Jun 1 - Jun 2

Total includes taxes and fees

8.2/10 Very Good! (138 reviews)

Chalets

Book the best chalets in Oak Bluffs
Take a break from reality and kick back in a Oak Bluffs chalet on your next vacation. Stay right in the middle of all the action, but feel like you’re miles away. Be as active or as relaxed as you want. Your chalet is truly yours. No one can tell you what to do on your chalet stay—and it’s the best way to enjoy a getaway.

Get the most from your chalet stay
You’ll make incredible new memories at chalets in Oak Bluffs. They look great in your photos, with sunning backdrops and cozy touches like fireplaces and exposed beam ceilings. Wake up to light streaming through your big picture window and admire your incredible view. Don’t just look at the great outdoors, though. Get out there and experience all that Oak Bluffs has to offer.

Bring the whole group, because you’ll find plenty of space to spread out at Oak Bluffs chalet houses. Whether you use all those bedrooms for the kids or for your crazy crew, you can settle in quickly thanks to chalets’ convenient amenities. Whip up a meal in no time in the kitchen or kitchenette, or whip out your phone to call for delivery. Cozy up to the fire, or fire up the blender for some drinks. When you’ve got a chalet, it’s going to be good day.