Vacation rentals in Monterey
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Monterey
Guests agree: these stays are highly rated for location, cleanliness, and more.
Home in Lee
4.89 out of 5 average rating, 234 reviewsCozy Berkshires Cottage
Stay in a cozy Berkshires 1920's cottage! The bedroom occupies the entire second floor with peaceful views of the surrounding field and yard. The cottage is set back from the main road, easily accessible yet private. - Zoned air conditioning & heating makes every room comfortable year-round. - Close to Tanglewood, Jacob's Pillow, Outlet Mall, Kripalu, Turnpike. - Ideal for couples, solo adventurers, business travelers, and furry friends (pets). (Note: MA requires 11.7% tax added to charges)
May 8 – 15
Chalet in Otis
4.94 out of 5 average rating, 346 reviewsMid-Century Glass Octagon in the Berkshires
This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon
Sep 11 – 18
Apartment in Copake Falls
4.93 out of 5 average rating, 250 reviewsModern Copake Falls Getaway - 8 Mins to Catamount
Hudson Valley/Berkshires vacation rental! Located on a 13 acre former horse farm, full size apt (private entrance) features all new everything and sits in the Taconic Mtns. Has a separate bedroom, new bathroom, kitchenette with Nespresso Coffee Maker, dining and living room with a fireplace and a private bathroom. Property has a pond, stream, 360 views. Relax on property or adventure out. 8 min from Catamount, 7 min from Bash Bish Falls, tons to do locally! 7 min walk to nearest hiking trail!
Sep 14 – 21
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Monterey vacation rentals
Other great vacation rentals in Monterey
Apartment in Sheffield
5.0 out of 5 average rating, 318 reviewsHideaway with Spectacular Berkshire Views
Jun 18 – 25
Guesthouse in Stockbridge
4.96 out of 5 average rating, 171 reviewsModern studio with views of the treetops
Jun 10 – 17
Home in Lee
5.0 out of 5 average rating, 224 reviewsBerkshire Mountain retreat with Urban eco-luxuries
Mar 19 – 26
Guest suite in South Lee
4.92 out of 5 average rating, 189 reviewsSunny Riverside Apartment
May 27 – Jun 3
Loft in Great Barrington
4.99 out of 5 average rating, 296 reviewsThe Old Red Barn
Apr 5 – 12
Cottage in Hillsdale
4.94 out of 5 average rating, 171 reviewsCozy Cottage Catamount, Berkshires Walk to Brewery
Feb 28 – Mar 7
Vacation home in Great Barrington
4.94 out of 5 average rating, 131 reviewsHome in Great Barrington. Steps from downtown!
Nov 25 – Dec 2
Cottage in Great Barrington
4.93 out of 5 average rating, 234 reviewsArtist Cottage
Dec 14 – 21
Cottage in Monterey
5.0 out of 5 average rating, 33 reviewsBeaver Lodge
Jan 8 – 15
Chalet in Monterey
4.97 out of 5 average rating, 72 reviewsCozy French Country chalet
Dec 3 – 10
Home in Monterey
4.9 out of 5 average rating, 39 reviews- Lake Front 4 Bdr w/ Fast Internet! -
Sep 8 – 15
Cottage in Monterey
5.0 out of 5 average rating, 18 reviewsHistoric Berkshires Cottage with a View
Oct 23 – 30
Quick stats about vacation rentals in Monterey
Total rentals | 70 properties |
---|---|
Rentals with dedicated workspaces | 40 properties have a dedicated workspace |
Pet-friendly rentals | 30 properties allow pets |
Family-friendly rentals | 60 properties are a good fit for families |
Total number of reviews | 2.5K reviews |
Nightly prices starting at | $20 before taxes and fees |
Frequently Asked Questions
Do house rentals in Monterey have free parking?
Absolutely! We offer over 50 house rentals with free parking in Monterey. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Monterey?
Four-legged friends are welcome in Monterey. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Monterey?
Yes! Work meets play with ease at over 40 vacation rentals in Monterey featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Monterey have wifi?
Absolutely! We offer over 50 house rentals with wifi in Monterey. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Monterey?
Monterey has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Monterey have a kitchen?
Absolutely! We offer over 50 house rentals with a kitchen in Monterey. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Monterey have air conditioning?
Absolutely! We offer over 40 house rentals with air conditioning in Monterey. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Monterey?
Experience the best of Monterey with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Rentals with a fireplace Monterey
- Rentals with a patio Monterey
- Monthly Rentals Monterey
- House rentals Monterey
- Rentals with lake access Monterey
- Rentals with a washer and dryer Monterey
- Family-friendly rentals Monterey
- Rentals with outdoor seating Monterey
- Pet-friendly rentals Monterey
- Rentals with a fire pit Monterey
- Rentals with a kayak Monterey
- Kid-friendly rentals Monterey
- 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