House vacation rentals in Monterey

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Monterey house rentals

House rentals with a pool

Superhost
Home in Litchfield
4.82 out of 5 average rating, 105 reviews

The Getaway-HOST & Co.

CrystalRating, 5 stars6 months ago
I absolutely enjoyed my weekend here. The home is beautiful. Everything you could possibly need was provided In the home. Everything was clean, and neat. House is filled with light. The pool and hot tub were enjoyable. The host were amazing and had great communication, assisted us when needed right away. I would highly recommend staying here, and they are pet friendly which is always a plus for me. The yard is fenced in. Which made it easy to let the dog out, and great for the dog to explore. A++++ Will probably be back sometime In the future.
Top guest favorite
Home in Saugerties
4.98 out of 5 average rating, 160 reviews

Spacious Staycation near HITS & the Hudson

McKennaRating, 5 stars4 months ago
My group loved our stay at Alan and Cara’s place for the Sheep & Wool festival. Great space for a large group; we especially loved how comfortable the living room couches were and how there was space for everyone there to gather. The place was immaculately clean. We’d love to come back again!
Guest favorite
Home in Saugerties
4.98 out of 5 average rating, 60 reviews

Hudson Valley Kid-friendly House by Woodstock

NasimRating, 5 stars2 months ago
We had a great time at Natalia house, a very big house with a lot to do for my three years old daughter. Will definitely stay here again.
Guest favorite
Home in Litchfield
4.99 out of 5 average rating, 84 reviews

Hilltop House w/POOL/SPA- HOST & Co.

DanielRating, 5 stars4 weeks ago
Great house and great host. The place was beautiful -- big kitchen, comfortable bedrooms, great bathrooms (especially in the master bedroom), nice setup outside (jacuzzi and BBQ), etc. Perfect place for a family weekend in Litchfield. Location was perfect -- a 2 minute drive to great coffee, pastries, bread, ice cream, etc. in Bantam. Liz was an excellent host -- very helpful and responsive. We'd love to visit again soon.
Superhost
Home in Stanfordville
5 out of 5 average rating, 5 reviews

The Round House w/ Heated Pool

JonathanRating, 5 stars3 months ago
An amazing location when you want to get slightly off the grid for peace and tranquility. Everything you need to truly slow down, dial out and get peace, quiet and rest. An amazing spot for a weekend getaway. If you want to find yourself amongst serene surroundings and a quiet, private wooded area, this is the place. Just enough modern amenities to be comfortable, but just basic enough to make you slow down. Tanner the host was the most responsive and helpful host of any of the airbnbs we've ever stayed. Truly went above and beyond at every turn to make our stay as comfortable as possible. More than accommodating with every request.
Guest favorite
Home in Ghent
4.88 out of 5 average rating, 311 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

TaraRating, 5 stars1 month ago
The house and the barn were the perfect spot to gather family scattered between Baltimore and Albany. We had planned on visiting Art Omi but the weather didn’t cooperate, but the house was such a lovely space that we had no reason to leave! We even got a little show from two adult and one juvenile bald eagles! Lovely home, would absolutely recommend!
Superhost
Home in Litchfield
4.9 out of 5 average rating, 49 reviews

Woodland Country Retreat-Pool+FirePit-nearWineries

Sarah & SteveRating, 5 stars4 months ago
Jean was extremely friendly to let us book a last-minute stay at this home the day prior. The home is in a good location and has a nice layout, although we were only three people and did not use all of the house. One thing to note is that the heat was restricted to 70° and 72° depending on the thermostat and my elderly parents from Florida were extremely cold the entire weekend, wearing jackets and warm hats the round the clock even inside during their visit. Sadly for our group, the foliage of Fall had all disappeared save for one tree. Also, the pool was not available so we cannot comment on this. All in all, a lovely home, but definitely priced quite high, considering.
Guest favorite
Home in Catskill
4.91 out of 5 average rating, 100 reviews

Pool*Hot Tub*Pirate Ship*Fire Pit*Luxury Farmhouse

MilanRating, 5 stars1 month ago
We loved the place, it was in great shape and well thought out. With the large stocked kitchen and great patio, it's a great place to have a couple families for a weekend or a couple weeks! Tip: if arriving when dark, there are mailboxes on either side of the driveway, on our first night we passed the driveway because we only looked at the street number on the first mailbox. Overall we really appreciated the attention to detail and we will be back.

Weekly house rentals

Guest favorite
Home in Hudson
4.92 out of 5 average rating, 202 reviews

Hudson New York Grey Victorian

KarlaRating, 5 stars3 weeks ago
This house was perfect for our girls’ weekend in Hudson! It was spacious, clean, and had so much character. The location was great—just a short 5-minute drive to Warren Street. We didn’t walk due to the cold weather but it was definitely close and convenient. Would definitely stay here again!
Guest favorite
Home in Catskill
4.98 out of 5 average rating, 402 reviews

The Martin House, Catskills

KathleenRating, 5 stars4 weeks ago
This place is priced just right - not expensive at all and still within short driving distance for destinations in the area. The hosts were extremely communicative during the stay. WiFi didn’t work for us, but per the description, it can run out towards the end of the billing cycle. There are a lot of “house rules” - nothing crazy or unwarranted - just information overload and made me nervous I’d forget to do something properly. You can tell this doesn’t appear to be a property for the sole purpose of listing it on Airbnb, so definitely feels lived in/loved. Also, the town was great about clearing the roads despite getting about 8 inches of snow.
Superhost
Home in Ancram
4.8 out of 5 average rating, 112 reviews

Secluded Post-And-Beam Retreat

SarahRating, 5 stars3 weeks ago
A lovely house in a private location. Our kids loved the games, watching movies on the projector, and watching deer from the window. The kitchen was well equipped and everything was comfortable.
Guest favorite
Home in Warren
4.94 out of 5 average rating, 108 reviews

Litchfield County Getaway

DemianRating, 5 stars3 months ago
Was in the area to visit family and this was a perfect location for me. Had just what my family needed to have a great weekend
Top guest favorite
Home in Hudson
4.95 out of 5 average rating, 370 reviews

Rushing Rapids Cottage – a birdwatcher's paradise

SarahRating, 5 stars1 month ago
In a world where all airbnbs are starting to look the same, this charming spot stands out like a welcome beacon of light. The decor was thoughtful and felt perfectly in tune with the home and surroundings. We came in the winter-and I can only imagine what their enviable plant collection looks like outside in the summer. You hear the water rushing by and can certainly appreciate the history of this home. The location is so convenient to downtown Hudson and the surrounding area, and is well stocked with anything you might need. There was a snowstorm while we were there and Jeffrey and Juan were amazing at being proactive about snow shoveling so that we could leave in time the next day. They live on property and It's clear they are very passionate about their home and community-as they are eager to share about the home's history, nuances and make suggestions about what you might most enjoy doing in Hudson.
Guest favorite
Home in New Britain
4.89 out of 5 average rating, 103 reviews

5•Star CapeCodStyle Gem with Bedroom on the Main

JulieRating, 5 stars2 months ago
I lost count of how many times I had booked Chana's place. My family and I are always satisfied with the hospitality of Chana and team! The place is as described on the listing and is the same as in the pictures. The house is clean and has every basic thing that you need. The host quickly response to our questions. We will definitely book again when we come back!
Guest favorite
Home in Great Barrington
4.94 out of 5 average rating, 114 reviews

Former Sunset View Inn

AutumnRating, 5 stars4 months ago
Fabulous location that had everything we needed! Fantastic place for a group getaway weekend!
Top guest favorite
Home in Cheshire
4.81 out of 5 average rating, 152 reviews

Large Secluded Berkshire Home

BruceRating, 5 stars5 months ago
We thoroughly enjoyed our stay and the accommodations were exactly as stated, comfortable, roomy, very clean and convenient to amenities. The sleeping accommodations were perfect and the beds were comfortable even for older adults and children. The surroundings were incredibly picturesque, beautiful yard for outdoor activities and lovely mountainous views. The host was very accommodating to our needs and for that we are very thankful. We would definitely stay again.

Private house rentals

Top guest favorite
Home in Egremont
4.96 out of 5 average rating, 120 reviews

The Berkshires Mountain Terrace LUX Home Sleeps 7

CourtneyRating, 5 stars3 weeks ago
This was a beautiful and well kept home and was a delight to stay in. Natalia was also a lovely and communicative host. We had no issues and would happily stay there again.
Superhost
Home in Saugerties
5 out of 5 average rating, 12 reviews

The House on the Hill

NicolasRating, 5 stars8 months ago
Gorgeous house in the heart of Saugerties. The house is located on a quiet street among nature and right next to the water. It is full of old world charm and extremely spacious with a fantastic garden and a very large pool. We were two families (9 total) so we put the whole house to great use. The 5 bedrooms allowed everyone to have their own space. Multiple living rooms and a nice porch were great features The kitchen is well stocked and was put to good use! Claudia and Paul were super reactive to any questions or query. Saugerties is very close (5 min drive) and Woodstock is only a 15 min drive away. Highly recommend for families or group getaway!
Superhost
Home in Nassau
5 out of 5 average rating, 3 reviews

Secluded Lux Mansion Pool Home with Amazing Views

DaifengRating, 5 stars3 months ago
Our stay at Barry and Alisha’s place was absolutely amazing! The house is spacious, beautiful, and full of character, with thoughtful details that made it truly special—especially the room with the hidden entry, which was such a fun touch. The property itself is incredible, with the biggest lot we’ve ever seen and private trails that are perfect for relaxing walks. It’s a serene escape from the hustle and bustle of city life, and we left feeling refreshed and recharged. Barry and Alisha were wonderful hosts, and their attention to detail made our stay even better. We had an unforgettable time and would highly recommend staying here to anyone looking for a peaceful retreat. Can’t wait to come back!
Guest favorite
Home in Hudson
4.94 out of 5 average rating, 18 reviews

The Orchard House-Entire Home

BryanRating, 5 stars4 weeks ago
We had an amazing stay at Mitch’s property! Mitch was an incredibly supportive and responsive host, making everything seamless from check-in to checkout. The house itself is beautiful—spacious, peaceful, and perfectly located right off the road while still feeling secluded. We were lucky to experience stunning snowy views during our stay, which made it even more special. The amenities were great, making it an ideal getaway with friends. Highly recommend this place for a relaxing retreat!
Guest favorite
Home in Colebrook
4.96 out of 5 average rating, 74 reviews

Log Cabin sleeps 30 bunk style on 350 acres

RomaricRating, 5 stars6 months ago
Beautiful time, we can't wait to come again.
Superhost
Home in Canaan
4.96 out of 5 average rating, 72 reviews

Peaceful Berkshire Getaway (A/C, Lake Access)

PaulRating, 5 stars8 months ago
Becky’s house was exactly as listed with plenty of space to relax and enjoy the area. Her gardens are beautiful and the house is convenient to the Berkshires without the stress of the downtown areas. We are extremely appreciative of all that was provided!
Guest favorite
Home in Canaan
5 out of 5 average rating, 14 reviews

Luxury/pool/private Villa Mariana Blackberry River

WayneRating, 5 stars2 months ago
Great stay at Andrea's house in Canaan. House is very nicely renovated and appointed with plenty of room for a family gathering. Walking distance to restaurants in town, and really enjoyed the firepit. Would definitely stay again.
Top guest favorite
Home in Catskill
4.95 out of 5 average rating, 153 reviews

Best of Both Worlds! Nature in the Village!

JeaniaRating, 5 stars2 months ago
We had an absolutely wonderful stay at this Airbnb! From the moment we arrived, the host was incredibly welcoming and made sure we had everything we needed for a comfortable stay. The space was clean, cozy, and beautifully decorated, with thoughtful touches throughout. The location was perfect—quiet yet conveniently located. I would highly recommend this place for anyone looking for a relaxing and enjoyable getaway!

Quick stats about house rentals in Monterey

  • Total rentals

    50 properties

  • Nightly prices starting at

    $140 before taxes and fees

  • Total number of reviews

    2.3K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore