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 New Paltz
4.98 out of 5 average rating, 436 reviewsmidcentury modern in ground pool walk 2 trail/town
Jul 14 – 21
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Jan 23 – 30
Home in Litchfield
4.93 out of 5 average rating, 163 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sep 12 – 19
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
Jan 13 – 20
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
Sep 25 – Oct 2
Home in Saugerties
4.96 out of 5 average rating, 150 reviewsLux 1800's renovated farmhouse w/hot tub+pool
Oct 18 – 25
Home in Rhinebeck
4.96 out of 5 average rating, 164 reviewsOn The Hill in Rhinebeck
Dec 22 – 29
Weekly house rentals
Home in Canaan
5.0 out of 5 average rating, 134 reviewsCountry Cottage
Mar 15 – 22
Home in Southwick
4.99 out of 5 average rating, 181 reviewsLinny's Lakeview Cottage
Dec 9 – 16
Home in Otis
4.83 out of 5 average rating, 60 reviewsSpringtime Oasis in the Berkshires!
Jun 2 – 9
Home in Monterey
4.85 out of 5 average rating, 20 reviewsCanary House: sunny, cheerful summer cottage
Dec 3 – 10
Home in New Marlborough
4.87 out of 5 average rating, 15 reviewsSpacious Berkshires retreat
May 15 – 22
Home in Monterey
4.84 out of 5 average rating, 49 reviewsRustic 3bd Lake Front Country Cottage
Sep 2 – 9
Home in Becket
4.95 out of 5 average rating, 37 reviewsNerd Preservation Sanctuary
Sep 18 – 25
Home in Monterey
5.0 out of 5 average rating, 19 reviewsHillside House, the Berkshires
Jan 13 – 20
Private house rentals
Home in Becket
5.0 out of 5 average rating, 3 reviewsLakeside 3-BR Berkshires Residence
May 30 – Jun 6
Home in Monterey
4.94 out of 5 average rating, 16 reviewsLake House: Screen Porch, Fire Pit & Lake Toys
Jul 17 – 24
Home in New Marlborough
5.0 out of 5 average rating, 18 reviewsGrand View
Jun 6 – 13
Home in Great Barrington
4.97 out of 5 average rating, 38 reviewsWaterfront Modern Lake Mansfield Retreat
Feb 21 – 28
Home in Monterey
4.88 out of 5 average rating, 94 reviews*Spring Discount* Hilltop Getaway w Magic View!
Jan 3 – 10
Home in Great Barrington
4.92 out of 5 average rating, 12 reviewsSpacious hideaway mins from town
Oct 21 – 28
Home in Otis
5.0 out of 5 average rating, 23 reviews4 Bedroom Farmhouse close enough/far enough
Nov 2 – 9
Home in Great Barrington
5.0 out of 5 average rating, 15 reviewsAll Seasons Berkshires Family Retreat with Hot Tub
Feb 21 – 28
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
Destinations to explore
- New City Vacation rentals
- Long Island Vacation rentals
- New Haven Vacation rentals
- Lake George Vacation rentals
- Providence Vacation rentals
- Catskill Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Townhouse rentals United States
- Guesthouse rentals United States
- House rentals United States
- Earth house rentals United States
- Lighthouse rentals United States
- Beach house rentals The Hamptons
- Guesthouse rentals The Hamptons
- House rentals The Hamptons
- House rentals Long Island
- Guesthouse rentals Long Island
- Tiny house rentals Long Island
- Townhouse rentals Long Island
- Beach house rentals Long Island
- Townhouse rentals Massachusetts
- House rentals Massachusetts
- Beach house rentals Massachusetts
- Guesthouse rentals Massachusetts
- Lakehouse rentals Massachusetts
- Tiny house rentals Massachusetts
- House rentals Berkshire County
- Guesthouse rentals Berkshire County
- Rentals with a fireplace Monterey
- Rentals with a fire pit Monterey
- Rentals with a patio Monterey
- Pet-friendly rentals Monterey
- Rentals with lake access Monterey
- Monthly Rentals Monterey
- Kid-friendly rentals Monterey
- Rentals with outdoor seating Monterey
- Rentals with a washer and dryer Monterey
- Family-friendly rentals Monterey
- Rentals with a kayak Monterey
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes