House holiday rentals in Kent

Find and book unique houses on Airbnb

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Popular amenities for Kent 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 stars9 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.
Guest favourite
Home in Stormville
4.94 out of 5 average rating, 181 reviews

Private Hudson Valley Country Retreat

MelanieRating, 5 stars2 weeks ago
My friends and I stayed in Stormville for a girls trip. The house is even better than the photos. The property and landscaping are stunning, we loved just staring out at the view with a cup of tea. The kitchen was impressively stocked with lovely teas and all the cooking gear we needed. Check in and communication were effortless. The location while a bit far from groceries (15m drive) was no more than 15-30m from lots of activities, small towns and hiking trails. We also loved how accessible it was from Metro North as we were coming from the city for just a short trip. It was very easy to get to and we all couldn't stop talking about how we hoped to return. Highly recommend!
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 stars2 weeks ago
The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍
Top Guest favourite
Home in Monroe
4.97 out of 5 average rating, 201 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars3 months ago
We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!
Superhost
Home in New Paltz
4.86 out of 5 average rating, 159 reviews

Scenic River View Escape | New Paltz

TatiaRating, 5 stars2 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 Stamford
4.96 out of 5 average rating, 251 reviews

Midcentury Modern ZenHouse Sculptor Studio

EamonRating, 5 stars4 days ago
Truly one of a kind property. Relaxing, calm, extremely responsive and helpful host. If you are looking to get out of the city or just need some time away to think, look no further. 10/10.
Top Guest favourite
Home in Pound Ridge
5 out of 5 average rating, 163 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

MollieRating, 5 stars2 weeks ago
Obsessed with this Airbnb! My husband, dog and I typically go to upstate NY or the Berkshires for long weekends but I came across this Airbnb as I had an event in westchester over the long weekend. Highly recommend! So much hiking, wonderful restaurants and so close to the city. My dog loved this property as well! Will be back.
Guest favourite
Home in Litchfield
4.93 out of 5 average rating, 189 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

ThomasRating, 5 stars2 weeks ago
Only complaint would be the noise from road during the morning commute

Weekly house rentals

Top Guest favourite
Home in New Preston
4.96 out of 5 average rating, 55 reviews

Modern Barn, Luxurious Home near Lake Waramug

IanRating, 5 stars4 months ago
Harry & Alicia’s spot is a gem in the heart of Litchfield County. A beautiful home, oozing with personality. Would definitely recommend for large groups as a very dynamic space with lots of privacy. Communication was top notch and the house was spotless and exactly as described/depicted. Thank you for being first class hosts.
Guest favourite
Home in Pleasant Valley
5 out of 5 average rating, 27 reviews

The Wildflower House

MatthewRating, 5 stars4 weeks ago
Loved every part of our stay with Kristine. Perfect for a romantic weekend away - gorgeous cabin, well appointed, and great kitchen for cooking-in. Her recommendations for local spots were also so thoughtful. Thank you again!
Guest favourite
Home in Roxbury
4.9 out of 5 average rating, 49 reviews

Artist's Retreat In The Woods | Five-Acre Backyard

KristyRating, 5 stars3 weeks ago
Our son attends a nearby boarding school, and during our visits, we have stayed at hotels and other Airbnbs. This home was one of our favorites. My husband commented that “this was easily my favorite place we’ve stayed.” We enjoyed the kitchen/living room layout to cook and hangout, and the bed was very comfortable. There are two hiking trails, both less than 10 minutes away, that we enjoyed while here, too. I definitely recommend a stay here.
Top Guest favourite
Home in Dover Plains
5 out of 5 average rating, 69 reviews

Millstone Manor with East Mountain View

JamesjRating, 5 stars4 days ago
I've stayed at Richards' place before. Each time it is the same. The home is very neat and clean, all the room are very comfortable. The view is truly awesome. If the host is ever needed, he is always very responsive. Self-sufficient home, we never needed anything. Would stay there again for sure!
Top Guest favourite
Home in Warren
5 out of 5 average rating, 50 reviews

Moody Pond House: Weekend Country Escape

KatieRating, 5 stars1 month ago
We stayed 4 nights at the Moody House. Description of the house was perfect- check-in was seamless. We loved all the natural lighting in the house. Even with a lot of rain, we enjoyed the views of the backyard and quiet area. We didn’t use the hot tub but was provided a video on how to use. Jessica and Adrian provided a great list of shops, grocery stores and restaurants- which we used, so much appreciated! Highly recommend this Airbnb.
Top Guest favourite
Home in Watertown
4.96 out of 5 average rating, 25 reviews

Carriage House on Smith Pond!

AnnaRating, 5 stars5 days ago
The accommodations are beautiful as well as the grounds and the view from the kitchen and living area. Everything was spotless and the Airbnb is equipped with everything you need for a lovely relaxing stay. Todd and his wife are wonderful hosts and there when you need them. As a welcoming gift they provided a lovely fruit tray, muffins and farm fresh eggs! This Airbnb is truly a gem!
Top Guest favourite
Home in Cornwall
4.99 out of 5 average rating, 84 reviews

The Owl Cottage@Mohawk Mountain

LuzRating, 5 stars3 weeks ago
My husband and I had an awesome time at the Owl Cottage it was perfectly romantic. We went for our 3 year anniversary and will definitely go again next year or sooner, the hot tub was amazing, the view was incredible. Overall very relaxing and peaceful. Just what we needed.
Top Guest favourite
Home in New Milford
5 out of 5 average rating, 34 reviews

Merryall Manor 5 BDR Home + Game room + Fire pit

Betsy ARating, 5 stars2 weeks ago
This was the perfect place for our 3 generation family gathering! Gameroom, fire pit screened in porch gave everyone lots to enjoy plus large living room and dining room!

Private house rentals

Guest favourite
Home in Dover Plains
4.92 out of 5 average rating, 38 reviews

Hillside Grove

SamuelRating, 5 stars2 weeks ago
We had a wonderful stay! The place was clean, comfortable, and exactly as described. It was perfect for the whole family. The host was very responsive and helpful throughout our stay. Highly recommend—would definitely stay here again!
Guest favourite
Home in New Milford
4.93 out of 5 average rating, 14 reviews

Riverside Bungalow

BrianRating, 5 stars4 weeks ago
The property was absolutely amazing. Serene and secluded but really fit the bill if your fishing at Candlewood as the driveway was more than large enough for the boat and offered easy outlet access. Backing in off a main road could be difficult but most of the time leaving before the sun was up negated some of that. In a car though you would have no issue just pulling in. Right next to the river so fishing opportunity right from the property.
Guest favourite
Home in New Milford
5 out of 5 average rating, 10 reviews

Long Mountain Farmhouse

LauraRating, 5 stars2 weeks ago
We rented this house for our family visiting us as our house could not accommodate everyone. Highly recommend - we will try to rent the house again for our family when they visit next time. Can’t say enough about our hosts. Very quick and clear communication. Incredibly friendly and helpful. Everything was great! Thank you!
Guest favourite
Home in Sharon
5 out of 5 average rating, 10 reviews

Sharon Chalet Lake House

ChrisRating, 5 stars2 weeks ago
Jake’s place is the best air bnb that I have ever stayed in the area. The house is very clean and new and has all the amenities. The surrounding is very beautiful and peaceful. I would highly recommend to anyone who comes to this area especially Hotchkiss family for graduation or parent weekend. Jake is very responsive and he event brought us the bbq tools when asked. BEST PLACE AND HOST. Thank you for having us
Top Guest favourite
Home in East Jewett
4.97 out of 5 average rating, 38 reviews

Creekside Couple's Retreat w/Hot tub, Sauna & More

JessicaRating, 5 stars1 day ago
My boyfriend and I stayed here for 2 nights, wishing we booked for longer. From the second we walked through the door we were super relaxed. The whole house is decorated for a very cozy feel and the house was super clean. We did not leave once we got there until check-out and never felt bored or like we needed to get out of the house. This house has everything you need to cook, relax there is also plenty of things to do. We loved the air hockey table and I spent most of my time in the hot tub which is right next to the river. If you book this place you won’t be disappointed!
Top Guest favourite
Home in Roxbury
5 out of 5 average rating, 17 reviews

Bright Mid-Century Modern Retreat-90 min from NYC

SidRating, 5 stars3 months ago
My family and I had a wonderful weekend at the house. The house is beautiful and was extremely clean when we arrived. Luiz kindly left a sled for my kids to use in the yard. There is plenty of outdoor space and the yard has a good deal of privacy. There are two bedrooms and a den/office with a TV. The kitchen has everything we needed. Luiz was very easy to communicate with.
Superhost
Home in Cornwall
4.89 out of 5 average rating, 28 reviews

Artistic Forest Cabin, Pets Welcome

CamRating, 5 stars1 month ago
The home was great and very cozy. David was super responsive and helpful with any questions we had and overall we had a great experience at Artistic Forest Cabin. We really enjoyed the fire pit and indoor fire place!
Guest favourite
Home in Litchfield
5 out of 5 average rating, 45 reviews

4 Bedroom Home Tucked Away in Litchfield Hills

MatthewRating, 5 stars2 weeks ago
My wife, our two kids, and our friends who also have kids had a spectacular time staying at Lindsey's over Memorial Day Weekend. We booked last minute but were very pleasantly surprised at how much fun we ended up having in the area as well as Lindsey's place in particular. It's a beautiful house, immaculately kept, easy check in and check out, with absolutely everything we could possibly have needed. There were all kinds of really fun activities for the kids and us both at the house and in the surrounding neighborhoods which made our stay memorable. We'd highly recommend this spot for anyone, especially with kids, looking for a weekend or longer getaway. Thanks so much, Lindsey!

Quick stats about house rentals in Kent

  • Total rentals

    30 properties

  • Nightly prices starting at

    $216 NZD before taxes and fees

  • Total number of reviews

    910 reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore