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
Nov 12 – 19
Home in Litchfield
4.93 out of 5 average rating, 162 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sep 12 – 19
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
Jun 23 – 30
Home in Rhinebeck
4.96 out of 5 average rating, 164 reviewsOn The Hill in Rhinebeck
Nov 15 – 22
Home in Pine Plains
4.95 out of 5 average rating, 131 reviewsStylish, Secluded Getaway with Pool & Fireplace
Sep 22 – 29
Home in Catskill
4.93 out of 5 average rating, 164 reviewsThe Grandview | Catskill, NY
Sep 16 – 23
Home in Saugerties
4.92 out of 5 average rating, 119 reviewsRedbarn House | Pool | Fire Pit | HITS | 4 BR
Sep 11 – 18
Weekly house rentals
Home in Rhinebeck
4.91 out of 5 average rating, 254 reviewsArchitectural wonder in the woods
Oct 2 – 9
Home in Stockbridge
4.95 out of 5 average rating, 103 reviewsSun-filled, Charming Stockbridge Classic- In Town!
Mar 18 – 25
Home in Becket
4.86 out of 5 average rating, 287 reviewsReal Estate:Therapy - Lake, Laundry, Love it
Nov 11 – 18
Home in Colebrook
4.99 out of 5 average rating, 202 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
Mar 22 – 29
Home in Williamsburg
4.99 out of 5 average rating, 157 reviewsHilltown Studio
Jan 20 – 27
Home in Becket
4.94 out of 5 average rating, 36 reviewsNerd Preservation Sanctuary
Dec 16 – 23
Home in Monterey
4.9 out of 5 average rating, 40 reviews- Lake Front 4 Bdr w/ Fast Internet! -
May 30 – Jun 6
Home in Otis
4.83 out of 5 average rating, 59 reviewsSpringtime Oasis in the Berkshires!
Jun 19 – 26
Private house rentals
Home in Tyringham
4.85 out of 5 average rating, 68 reviewsTreetop Hideaway in Tyringham
Nov 2 – 9
Home in Great Barrington
5.0 out of 5 average rating, 67 reviewsGranite Ledge, Modern home in a unique setting
Dec 18 – 25
Home in Monterey
4.95 out of 5 average rating, 20 reviewsHupi House - A Peaceful, Wooded, Lakeside Retreat
Oct 24 – 31
Home in Sandisfield
5.0 out of 5 average rating, 19 reviewsWaterfront oasis in heart of Berkshires
Jan 7 – 14
Home in Becket
5.0 out of 5 average rating, 30 reviewsLakefront in the Berkshires
May 1 – 8
Home in Stockbridge
4.94 out of 5 average rating, 90 reviewsBright Stockbridge country home, near everything!
Dec 11 – 18
Home in Otis
5.0 out of 5 average rating, 23 reviews4 Bedroom Farmhouse close enough/far enough
Nov 26 – Dec 3
Home in Monterey
4.85 out of 5 average rating, 20 reviewsCanary House: sunny, cheerful summer cottage
May 17 – 24
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
G$29,254 GYD before taxes and fees
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