House holiday rentals in Monterey

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Popular amenities for house rentals in Monterey

House rentals with a pool

Guest favourite
Home in Otis
4.92 out of 5 average rating, 13 reviews

Berkshires Oasis Retreat: Art Meets Nature

CharlotteRating, 5 stars5 months ago
We had a lovely time with our family! We were with 2 young children and my elderly father who cannot walk well (uses a walker). The house was perfectly designed to accommodate my father and had great living areas for us to spend time together. A very cozy, warm and welcoming home (with lots of amenities!). Yael is a very friendly, responsive host. We’d gladly come back for another winter or perhaps a summer stay! Thank you Yael!
Top guest favourite
Home in New Paltz
4.98 out of 5 average rating, 489 reviews

midcentury mod * POOL * walk out trail to mohonk

EleonoraRating, 5 stars3 weeks ago
The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍
Guest favourite
Home in Hudson
4.96 out of 5 average rating, 156 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

ChristopherRating, 5 stars3 weeks ago
Very enjoyable time here! Instructions, accommodations, and overall experience was perfect!
Superhost
Home in New Paltz
4.86 out of 5 average rating, 159 reviews

Scenic River View Escape | New Paltz

TatiaRating, 5 stars3 weeks ago
I spent my birthday at this beautiful house and couldn’t have asked for a better experience. The place was spotless and full of natural light, with lovely views that made the stay even more special. The atmosphere was peaceful and clean, and the house had everything we needed for cooking and relaxing. I truly felt at home and appreciated all the thoughtful touches. Highly recommend for anyone looking for a cozy, well-equipped getaway!
Guest favourite
Home in Rhinebeck
4.89 out of 5 average rating, 144 reviews

4Br Mountain Brook House on 130 acres w/ trails

AnnetteRating, 5 stars2 weeks ago
It was a fantastic house with a beautiful view. Plenty of space and we really enjoyed our stay. The property itself is absolutely gorgeous. Would definitely come back.
Top guest favourite
Home in Great Barrington
4.99 out of 5 average rating, 73 reviews

Stunning luxury home with pool

StephanieRating, 5 stars2 weeks ago
Beautiful home! Extremely clean upon arrival and excellent communication. Everything in the house was clearly labeled and directions for check-in and check-out were very clear. Sadly it rained our entire stay so we could not enjoy the pool or the beautiful backyard, but we still had a lovely stay. We hope to come back soon!
Guest favourite
Home in Ghent
4.88 out of 5 average rating, 318 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

JasonRating, 5 stars3 weeks ago
Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.
Guest favourite
Home in Saugerties
5 out of 5 average rating, 152 reviews

Upstate Modern Scandinavian Barn in the Catskills

Zoe StarRating, 5 stars3 weeks ago
We truly enjoyed our stay at Wilderkill Barn. Maria Cristina and William were exceptional hosts—warm, attentive, and genuinely committed to making our visit special. They went above and beyond to make us feel welcome. The home was a haven, with a hot tub, sauna, pool, fire pit, pool table, and immersive sound and movie systems—all of which made our stay delightful despite the cold, dreary May weather. We can't thank them enough. ***That said, we feel it's necessary to address a serious issue with Airbnb itself that arose while booking this property, unrelated to the property itself. An unexpected tax was added after booking, and Airbnb has yet to provide a clear explanation. After years of loyalty, we were disappointed by their evasive and unhelpful customer support. This experience has made us reconsider using the platform in the future. We urge potential users to scrutinize all fees carefully and be aware that Airbnb’s support may be difficult to navigate if problems arise.***

Weekly house rentals

Guest favourite
Home in Becket
4.96 out of 5 average rating, 81 reviews

Nerd Preservation Sanctuary

IlanaRating, 5 stars2 weeks ago
My husband and I loved our stay at this house. It checked all our boxes. It was clean, spacious, had a comfortable bed, plenty of hot water and a barbecue grill. It also came with lots of personality. We ate breakfast at the local country store/cafe called Sherwood Forest most days. It was a great place to relax and enjoy the peaceful surroundings.
Superhost
Home in Great Barrington
4.76 out of 5 average rating, 92 reviews

Cozy Berkshire Getaway

TashaRating, 5 stars1 month ago
We were happy with this AirBNB and would stay here again. It was nice and quiet but a very short drive into Great Barrington. Close to lots of hiking. Updates have been made since some of the previous reviews. There are two couches in the living room and some of the stock items in the kitchen for convenience.
Top guest favourite
Home in Sandisfield
5 out of 5 average rating, 33 reviews

Waterfront oasis in heart of Berkshires

LisaRating, 5 stars1 week ago
The location was peaceful and beautiful with great local restaurants, farms, and hiking. The reservoir was a nice amenity with the kayaks and canoe. The house was well maintained and comfortable with pretty views on the first floor. We enjoyed our stay
Top guest favourite
Home in Canaan
5 out of 5 average rating, 21 reviews

Fickle Fox Farm. Spring in the air, Summer is soon

BradRating, 5 stars5 months ago
Staying at Amanda and Andrew’s place in Canaan, CT is an exceptional airbnb experience. The home and property are in excellent condition, exactly as pictured in the airbnb profile . And, Amanda and Andrew are quintessential hosts, friendly and responsive. We cannot recommend staying here highly enough. Thank you Amanda & Andrew !
Guest favourite
Home in Port Ewen
4.93 out of 5 average rating, 27 reviews

Hudson Riverfront Mid-Century Modern Home

KevinRating, 5 stars4 weeks ago
A beautiful, comfortable house right on the Hudson with stunning views. We loved watching all the life on the river, herons and loons and ducks, as well as boats from tiny crafts to massive barges. There are great hikes just a short distance away. It is a perfect place to rest, write, draw, and make music.
Top guest favourite
Home in Sharon
5 out of 5 average rating, 28 reviews

Nature lover’s retreat in NWCT, breathtaking views

ScottRating, 5 stars5 months ago
Kellen and Samantha's home and property are very special--a wonderful location for a restful retreat in nature that is also a short drive to several charming towns in northwest Connecticut. The hilltop site offers breathtaking views of surrounding mountains, valleys, and forest. The residence sits atop a long driveway off a gravel road so is serenely quiet and private. Inside, the space was immaculate, thoughtfully designed, and very comfortably furnished. The shower, bed, towels, and linens were all particularly fantastic, as was the full kitchen which allowed us to cook nightly. The area is exceptional for hiking, culinary delights, and all sorts of shops. And our hosts were proactive, helpful, and clear in all of their communications. We really loved staying here, as did our dog, and we hope to return. Highly recommended!
Guest favourite
Home in Becket
5 out of 5 average rating, 54 reviews

Berkshires! Canoe Use, HOT TUB, Private

JonasRating, 5 stars2 weeks ago
Memorable stay in The Berkshires! Nicole's place was cozy and welcoming a great place to relax and unwind after long days of sightseeing and shopping. At night the backyard would be lit by the soft glow of string lights and made for the perfect scene to end every day in the hot tub.
Superhost
Home in Becket
4.73 out of 5 average rating, 11 reviews

Serene home in the Berkshires

JoannaRating, 5 stars8 months ago
This was perfect for a fall weekend getaway in the Berkshires! Very comfortable and clean. Easy drive to other towns we wanted to explore including Lee and Lenox. Highly recommend!

Private house rentals

Top guest favourite
Home in Canaan
4.96 out of 5 average rating, 55 reviews

Private Retreat: Hot Tub! Movie Room! Pool Table!

BethRating, 5 stars3 days ago
We had a wonderful time and this house is completely amazing. There is absolutely nothing missing! When Tiffany said, "all you need to bring are clothes" she wasn't joking. The person who designed the house was a genius with the master bedroom on one side of the house, the 2nd bedroom on the other side and the 3rd on the 2nd floor. Privacy inside as well as outside. It was a hiking trip for the family and included Kennedy Park, Olivia Outlook and the Great Monument Mountain. After spending the day hiking, the hot tub, playing pool and watching a movie in the theater just ended a perfect day. We didn't realize how close we were to MA and it was bonus to explore Western Mass as well. Thank you Tiffany for sharing your home with us.
Top guest favourite
Home in Canaan
5 out of 5 average rating, 66 reviews

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove

MichelleRating, 5 stars1 week ago
We had a wonderful stay at James and Lissy’s house! It was perfectly located for getting around the Berkshires. The house was clean, beautiful, and cozy. When we needed to communicate with James and Lissy they were incredibly responsive and helpful. Every year, my friends from high school and I meet up for a reunion in the Berkshires (we have been doing this annually), and the hope is to stay in this very Airbnb next year, if possible/ available! It was an exceptional Airbnb experience!
Top guest favourite
Home in Salisbury
5 out of 5 average rating, 50 reviews

Greystone at Twin Lakes

JenniferRating, 5 stars3 weeks ago
The house was even more beautiful and quaint than the photos. The weather was a bit chilly and they made sure the heat was on prior to our arrival. Caring, responsive, and helpful hosts. Definitely recommend.
Guest favourite
Home in Great Barrington
4.97 out of 5 average rating, 32 reviews

Charming Cottage - Walk To Town

AmandaRating, 5 stars3 months ago
Perfect location for a few friends that came for a birthday party. Was perfect. I didn’t worry about them at all, and I knew they had a quality stay
Top guest favourite
Home in Becket
5 out of 5 average rating, 33 reviews

Berkshires Lakefront Stylish Retreat w/Gameroom

BenRating, 5 stars3 weeks ago
What an amazing stay. The house is right on a peaceful pond and our kids had the best time exploring every day by canoe. We saw foxes, beavers, tons of birds, and ended each day with s’mores by the fire. Total magic! The house itself was super comfortable and had everything we needed. And the full-size arcade machines were a huge hit with the kids! We’d come back in a heartbeat!
Guest favourite
Home in Sandisfield
4.96 out of 5 average rating, 73 reviews

Lux on the River near Tanglewood w/220v EV charge

AnnaRating, 5 stars1 month ago
This is a great stay! Peaceful and you feel as if You are one with nature. Very clean. Arthur and Julie are quick to respond. Kitchen and bath have everything you need, including starter and wood for the wood stove. Cozy place right on the river where you can listen to the rolling sound of the river. Close to CT where we had a nice dinner at an old Inn with delicious blueberry cobbler. Beautiful Drive to norman rockwell museum, great Barrington and other Berkshire towns. We would most definitely stay at this home again.
Guest favourite
Home in Great Barrington
5 out of 5 average rating, 18 reviews

NEW! Hilltop Ski and Sun Chalet with Hot Tub

SarahRating, 5 stars2 days ago
Such a perfect house and a perfect stay! We did a midweek stay just to relax and couldn’t have had a better place to do so! The house is beautiful and so clean. The kitchen and everything you need to cook or grill (or make cheeseboards which is what we did). It’s super private and quiet and the back porch is the best. We loved having coffee on the porch every morning. Very close to downtown GB and plenty to do and see! Clear instructions and details about everything in the house and we got to check-in a little bit early. Hope to stay again!
Top guest favourite
Home in East Chatham
5 out of 5 average rating, 15 reviews

Stylish Rural Sanctuary with POOL!

CharlieRating, 5 stars2 months ago
A truly amazing experience. I wholeheartedly recommend staying at Amanda & John’s home. You won’t find a better, more cared for, more beautifully appointed home. Everything you could ask for and more. Super kind, responsive hosts and every detail is considered. Great WiFi, too. If you’re looking for an experience in a spacious landscape, in quietude, with stars up above, this is the place.

Quick stats about house rentals in Monterey

  • Total rentals

    50 properties

  • Nightly prices starting at

    ₹12,116 before taxes and fees

  • Total number of reviews

    2.3K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore