House vacation rentals in Monterey
Find and book unique houses on Airbnb
Top-rated house rentals in Monterey
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Monterey house rentals
House rentals with a pool
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
Sep 13 – 20
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Dec 8 – 15
Home in Litchfield
4.93 out of 5 average rating, 163 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sep 12 – 19
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
Sep 26 – Oct 3
Home in Pine Plains
4.95 out of 5 average rating, 131 reviewsStylish, Secluded Getaway with Pool & Fireplace
Sep 23 – 30
Home in Rhinebeck
4.96 out of 5 average rating, 164 reviewsOn The Hill in Rhinebeck
Aug 30 – Sep 6
Home in Catskill
4.93 out of 5 average rating, 164 reviewsThe Grandview | Catskill, NY
Aug 7 – 14
Home in Catskill
4.95 out of 5 average rating, 175 reviewsDaydream Mountain Art-Chateau '73 | I ❤️ Catskill
Jun 9 – 16
Weekly house rentals
Home in New Lebanon
4.99 out of 5 average rating, 348 reviewsThe old sawmill from 1771
Nov 27 – Dec 4
Home in Stockbridge
4.95 out of 5 average rating, 103 reviewsSun-filled, Charming Stockbridge Classic- In Town!
Apr 4 – 11
Home in Monterey
4.91 out of 5 average rating, 11 reviews3bd Near Lake w Kayaks & Shared Tennis Court !
May 15 – 22
Home in Becket
4.95 out of 5 average rating, 37 reviewsNerd Preservation Sanctuary
Dec 6 – 13
Home in New Marlborough
4.87 out of 5 average rating, 15 reviewsSpacious Berkshires retreat
May 29 – Jun 5
Home in Otis
4.83 out of 5 average rating, 60 reviewsSpringtime Oasis in the Berkshires!
Jun 2 – 9
Home in Monterey
5.0 out of 5 average rating, 19 reviewsHillside House, the Berkshires
Jan 14 – 21
Home in Monterey
4.88 out of 5 average rating, 94 reviews*Spring Discount* Hilltop Getaway w Magic View!
Dec 14 – 21
Private house rentals
Home in Monterey
4.94 out of 5 average rating, 16 reviewsLake House: Screen Porch, Fire Pit & Lake Toys
Jul 17 – 24
Home in Becket
5.0 out of 5 average rating, 4 reviewsLakeside 3-BR Berkshires Residence
Mar 3 – 10
Home in New Marlborough
5.0 out of 5 average rating, 18 reviewsGrand View
Jan 8 – 15
Home in Great Barrington
4.97 out of 5 average rating, 38 reviewsWaterfront Modern Lake Mansfield Retreat
Jun 9 – 16
Home in Monterey
4.85 out of 5 average rating, 20 reviewsCanary House: sunny, cheerful summer cottage
Dec 4 – 11
Home in Stockbridge
4.95 out of 5 average rating, 91 reviewsBright Stockbridge country home, near everything!
Dec 28 – Jan 4
Home in Great Barrington
5.0 out of 5 average rating, 15 reviewsAll Seasons Berkshires Family Retreat with Hot Tub
Feb 22 – Mar 1
Home in Otis
5.0 out of 5 average rating, 23 reviews4 Bedroom Farmhouse close enough/far enough
Nov 3 – 10
Quick stats about house rentals in Monterey
Total rentals
50 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
1.8K reviews
Nightly prices starting at
R2,590 ZAR before taxes and fees
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