Skip to content

We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Start your search

Online Experiences

Where

Search by region

I’m flexible

Europe

Canada

Caribbean

Italy

South America

Check in

Add dates

Check out

Add dates

Who

Add guests

Airbnb your home

Airbnb your home

%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing

Your search

Skiing

Countryside

Cabins

Amazing pools

Amazing views

Rooms

Farms

Vineyards

Lakefront

Chef's kitchens

Play

Bed & breakfasts

Ski-in/out

Tiny homes

Design

Barns

Grand pianos

Trending

New

Off-the-grid

Camping

Mansions

A-frames

Golfing

Creative spaces

OMG!

Yurts

Treehouses

Lake

0

Display total before taxes

Search results; 788 places in Monterey

Guest favorite

Guest favorite

Home in Monterey

Charming cottage w/ gorgeous views.

2 beds2 beds

Apr 21 – 26Apr 21 – 26

G$36,288 GYD night

G$36,288 GYD per night

4.92 out of 5 average rating, 306 reviews4.92 (306)

Guest favorite

Guest favorite

Cottage in Monterey

Beaver Lodge

3 queen beds3 queen beds

Apr 25 – 30Apr 25 – 30

G$46,177 GYD night

G$46,177 GYD per night

5.0 out of 5 average rating, 34 reviews5.0 (34)

Guest favorite

Guest favorite

Home in Monterey

- Lake Front 4 Bdr w/ Fast Internet! -

5 beds5 beds

Apr 26 – May 1Apr 26 – May 1

G$73,938 GYD G$64,085 GYD night

G$64,085 GYD per night, originally G$73,938 GYD

4.9 out of 5 average rating, 40 reviews4.9 (40)

Guest favorite

Guest favorite

Chalet in Monterey

Cozy French Country chalet

5 beds5 beds

Apr 21 – 26Apr 21 – 26

G$44,985 GYD night

G$44,985 GYD per night

4.97 out of 5 average rating, 72 reviews4.97 (72)

Superhost

Superhost

Home in Monterey

Canary House: sunny, cheerful summer cottage

3 beds3 beds

Apr 19 – 24Apr 19 – 24

G$57,495 GYD G$28,459 GYD night

G$28,459 GYD per night, originally G$57,495 GYD

4.85 out of 5 average rating, 20 reviews4.85 (20)

Guest favorite

Guest favorite

Home in Monterey

Perfect Berkshire getaway.Cozy cottage.Great wifi.

4 beds4 beds

Apr 20 – 25Apr 20 – 25

G$48,652 GYD night

G$48,652 GYD per night

4.93 out of 5 average rating, 115 reviews4.93 (115)

Guest favorite

Guest favorite

Home in Monterey

*Spring Discount* Hilltop Getaway w Magic View!

3 beds3 beds

Apr 19 – 24Apr 19 – 24

G$58,718 GYD G$42,508 GYD night

G$42,508 GYD per night, originally G$58,718 GYD

4.88 out of 5 average rating, 94 reviews4.88 (94)

Guest favorite

Guest favorite

Cottage in Monterey

Historic Berkshires Cottage with a View

3 beds3 beds

May 1 – 6May 1 – 6

G$84,613 GYD night

G$84,613 GYD per night

5.0 out of 5 average rating, 18 reviews5.0 (18)

Superhost

Superhost

Home in Monterey

Rustic 3bd Lake Front Country Cottage

4 beds4 beds

Jul 8 – 13Jul 8 – 13

G$72,875 GYD night

G$72,875 GYD per night

4.84 out of 5 average rating, 49 reviews4.84 (49)

Guest favorite

Guest favorite

Cabin in Monterey

Amazing Berkshire Mountains Cabin

4 beds4 beds

Apr 29 – May 4Apr 29 – May 4

G$84,318 GYD night

G$84,318 GYD per night

4.95 out of 5 average rating, 250 reviews4.95 (250)

Superhost

Superhost

Home in Monterey

3bd Near Lake w Kayaks & Shared Tennis Court !

Apr 19 – 24Apr 19 – 24

G$57,739 GYD G$50,139 GYD night

G$50,139 GYD per night, originally G$57,739 GYD

4.91 out of 5 average rating, 11 reviews4.91 (11)

Superhost

Superhost

Home in Monterey

Berkshires Lake Ski House w/HT near GB

9 beds9 beds

May 1 – 6May 1 – 6

G$204,983 GYD night

G$204,983 GYD per night

Guest favorite

Guest favorite

Home in Monterey

Hillside House, the Berkshires

8 beds8 beds

Apr 22 – 27Apr 22 – 27

G$84,908 GYD night

G$84,908 GYD per night

5.0 out of 5 average rating, 19 reviews5.0 (19)

Superhost

Superhost

Home in New Marlborough

Spacious Berkshires retreat

3 beds3 beds

Apr 21 – 26Apr 21 – 26

G$43,737 GYD night

G$43,737 GYD per night

4.87 out of 5 average rating, 15 reviews4.87 (15)

Guest favorite

Guest favorite

Home in Monterey

Hupi House - A Peaceful, Wooded, Lakeside Retreat

7 beds7 beds

Apr 20 – 25Apr 20 – 25

G$76,643 GYD night

G$76,643 GYD per night

4.95 out of 5 average rating, 20 reviews4.95 (20)

Guest favorite

Guest favorite

Home in Tyringham

Treetop Hideaway in Tyringham

4 beds4 beds

Apr 26 – May 1Apr 26 – May 1

G$72,696 GYD G$58,868 GYD night

G$58,868 GYD per night, originally G$72,696 GYD

4.85 out of 5 average rating, 67 reviews4.85 (67)

Guest favorite

Guest favorite

Home in Great Barrington

Jaw dropping mountain & lake views

4 beds4 beds

May 5 – 10May 5 – 10

G$143,164 GYD night

G$143,164 GYD per night

4.96 out of 5 average rating, 212 reviews4.96 (212)

Guest favorite

Guest favorite

Cabin in Monterey

Exotic Mountain Retreat in the Berkshires

9 beds9 beds

Apr 19 – 24Apr 19 – 24

G$273,318 GYD G$227,766 GYD night

G$227,766 GYD per night, originally G$273,318 GYD

4.93 out of 5 average rating, 186 reviews4.93 (186)

2 3 4…15

Site Footer

Support

Help Center
AirCover
Anti-discrimination
Disability support
Cancellation options
Report neighborhood concern

Hosting

Airbnb your home
AirCover for Hosts
Hosting resources
Community forum
Hosting responsibly
Join a free Hosting class

Airbnb

Newsroom
New features
Careers
Investors
Airbnb.org emergency stays

Footer section

© 2024 Airbnb, Inc.

·

Privacy
Terms
Sitemap

© 2024 Airbnb, Inc.

·

Privacy
Terms
Sitemap

© 2024 Airbnb, Inc.

·

Privacy
Terms
Sitemap