Compare Monterey Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Cottages in Monterey

Don't see what you're looking for?
See all available properties in Monterey
View all properties
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 Monterey

    Lakefront Retreat with Stunning Views | Forget-Me-Not by AvantStay

    Lakefront Retreat with Stunning Views | Forget-Me-Not by AvantStay

    Monterey MA
    9.4/10 Exceptional! (13 reviews)
    Berkshire Mountain Lodge

    Berkshire Mountain Lodge

    8 Dan Fox Dr Pittsfield MA
    $130 nightly
    The price is $145 total per night from May 28 to May 29
    $145 total
    May 28 - May 29
    Total with taxes and fees
    9/10 Wonderful! (954 reviews)
    Berkshires Untold

    Berkshires Untold

    194 Pittsfield Rd Lenox MA
    $119 nightly
    The price is $133 total per night from May 28 to May 29
    $133 total
    May 28 - May 29
    Total with taxes and fees
    9/10 Wonderful! (962 reviews)

Cottages

Book a cottage in Monterey
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Monterey. 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 Monterey better.

Cottage apartments in Monterey 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 Monterey
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 Monterey 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 Monterey 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 Monterey. 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.

Monterey Cottages essential information

Accommodation
110 Cottages
Lowest Price
$133
Highest Price
$145
Popular accommodation
Family Friendly Modern 3-bedroom Cottage w/ central AC & high end appliances, The Blue Elm - A Historic Berkshire Cottage, Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly! , 2-bedroom cottage close to hiking and swimming with AC, A-frame Cabin w/ Furnished Deck in Becket!, Private Island - Largest Fresh Water Reservoir in Mass, Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires, Waterfront Cottage at Highland Lake w/dock, Private Lake Cottage on 3 acres w/350 sq. ft. deck