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
Home in Ghent
4.87 out of 5 average rating, 271 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Home in Litchfield
4.93 out of 5 average rating, 165 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Home in Hudson
4.95 out of 5 average rating, 112 reviewsHudson Retreat w/HotTub, PlungePool+ OutdoorShower
Home in Pine Plains
4.95 out of 5 average rating, 131 reviewsStylish, Secluded Getaway with Pool & Fireplace
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
Home in Rhinebeck
4.96 out of 5 average rating, 164 reviewsOn The Hill in Rhinebeck
Home in Catskill
4.93 out of 5 average rating, 164 reviewsThe Grandview | Catskill, NY
Weekly house rentals
Home in Becket
4.86 out of 5 average rating, 291 reviewsReal Estate:Therapy - Lake, Laundry, Love it
Home in Canaan
5.0 out of 5 average rating, 135 reviewsCountry Cottage
Home in Becket
4.95 out of 5 average rating, 38 reviewsNerd Preservation Sanctuary
Home in Monterey
4.9 out of 5 average rating, 40 reviews- Lake Front 4 Bdr w/ Fast Internet! -
Home in New Marlborough
4.87 out of 5 average rating, 15 reviewsSpacious Berkshires retreat
Home in Monterey
4.88 out of 5 average rating, 94 reviewsBerkshireHilltop Getaway w Magic View LakeGarfield
Home in Monterey
5.0 out of 5 average rating, 19 reviewsHillside House, the Berkshires
Home in New Marlborough
4.89 out of 5 average rating, 75 reviewsPeaceful, Post and Beam Loft, Sleeps 9
Private house rentals
Home in Becket
5.0 out of 5 average rating, 4 reviewsLakeside 3-BR Berkshires Residence
Home in Otis
4.84 out of 5 average rating, 61 reviewsSpringtime Oasis in the Berkshires!
Home in New Marlborough
5.0 out of 5 average rating, 18 reviewsGrand View
Home in Great Barrington
4.97 out of 5 average rating, 38 reviewsWaterfront Modern Lake Mansfield Retreat
Home in Great Barrington
4.92 out of 5 average rating, 12 reviewsSpacious hideaway mins from town
Home in Great Barrington
5.0 out of 5 average rating, 15 reviewsAll Seasons Berkshires Family Retreat with Hot Tub
Home in Great Barrington
5.0 out of 5 average rating, 9 reviewsCountry Castle-Complete privacy-minutes from town
Home in Great Barrington
5.0 out of 5 average rating, 60 reviewsPrivate Home in The Berkshires (New Hot Tub!)
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
$140 before taxes and fees
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