House holiday rentals in Monterey
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Top-rated house rentals in Monterey
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Monterey
House rentals with a pool
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
13–20 Sep
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
1–8 Dec
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
22–29 Jun
Home in Rhinebeck
4.96 out of 5 average rating, 164 reviewsOn The Hill in Rhinebeck
15–22 Nov
Home in Pine Plains
4.95 out of 5 average rating, 131 reviewsStylish, Secluded Getaway with Pool & Fireplace
15–22 Sep
Home in Catskill
4.93 out of 5 average rating, 164 reviewsThe Grandview | Catskill, NY
7–14 Jun
Home in Staatsburg
4.98 out of 5 average rating, 105 reviewsHilltop Escape ~ 25 acre private retreat
11–18 Apr
Home in Sheffield
4.94 out of 5 average rating, 16 reviewsPrivate Berkshire County Retreat
8–15 Jun
Weekly house rentals
Home in Rhinebeck
4.91 out of 5 average rating, 254 reviewsArchitectural wonder in the woods
10–17 Oct
Home in Becket
4.86 out of 5 average rating, 287 reviewsReal Estate:Therapy - Lake, Laundry, Love it
10–17 Feb
Home in Colebrook
4.99 out of 5 average rating, 202 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
30 Oct – 6 Nov
Home in Stockbridge
4.95 out of 5 average rating, 103 reviewsSun-filled, Charming Stockbridge Classic- In Town!
27 Mar – 3 Apr
Home in Monterey
4.91 out of 5 average rating, 11 reviews3bd Near Lake w Kayaks & Shared Tennis Court !
8–15 Jun
Home in Becket
4.94 out of 5 average rating, 36 reviewsNerd Preservation Sanctuary
20–27 Dec
Home in Otis
4.83 out of 5 average rating, 59 reviewsSpringtime Oasis in the Berkshires!
3–10 Jun
Home in New Marlborough
4.87 out of 5 average rating, 15 reviewsSpacious Berkshires retreat
1–8 Jun
Private house rentals
Home in Great Barrington
5.0 out of 5 average rating, 67 reviewsGranite Ledge, Modern home in a unique setting
24–31 Dec
Home in Becket
5.0 out of 5 average rating, 30 reviewsLakefront in the Berkshires
1–8 May
Home in Stockbridge
4.94 out of 5 average rating, 90 reviewsBright Stockbridge country home, near everything!
6–13 Jan
Home in Sandisfield
5.0 out of 5 average rating, 19 reviewsWaterfront oasis in heart of Berkshires
6–13 Jan
Home in Monterey
4.95 out of 5 average rating, 20 reviewsHupi House - A Peaceful, Wooded, Lakeside Retreat
21–28 Dec
Home in Otis
5.0 out of 5 average rating, 23 reviews4 Bedroom Farmhouse close enough/far enough
25 Nov – 2 Dec
Home in New Marlborough
5.0 out of 5 average rating, 18 reviewsGrand View
3–10 Feb
Home in Monterey
4.94 out of 5 average rating, 16 reviewsLake House: Screen Porch, Fire Pit & Lake Toys
14–21 Jul
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
$191 SGD before taxes and fees
Destinations to explore
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