House holiday rentals in Sherman

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Popular amenities for house rentals in Sherman

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.
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 stars3 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.
Guest favourite
Home in Saugerties
5 out of 5 average rating, 152 reviews

Upstate Modern Scandinavian Barn in the Catskills

Zoe StarRating, 5 stars2 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.***
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 stars1 week ago
Only complaint would be the noise from road during the morning commute
Superhost
Home in Beacon
4.92 out of 5 average rating, 132 reviews

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town

AmandaRating, 5 stars3 weeks ago
We enjoyed our stay. Great central location for exploring Hudson valley. We enjoyed coming back and using the hot tub after a day of exploring. The house was clean. We appreciated that the kitchen was functional.

Weekly house rentals

Top guest favourite
Home in New Milford
4.97 out of 5 average rating, 30 reviews

OWL's PERCH Candlewood Lakefront Rustic Cottage!

JackieRating, 5 stars5 days ago
If you're looking for a cute little cottage in the woods near the lake to recharge and relax - this is it! KC provided an extensive list of instructions and to know's, which made check in/check out and all the in-between fool proof. KC was super friendly and responsive as well!
Guest favourite
Home in Holmes
4.91 out of 5 average rating, 11 reviews

Enchanted Escape | POOL, LAKE, Concierge Services

AnxhelaRating, 5 stars1 week ago
We had such a great experience staying at this Airbnb. The house was beautiful, super clean, and the view was just perfect honestly even better than the photos. What really made our stay stand out though was the host, Sunny. He was amazing so helpful, kind, and incredibly thoughtful. As a Muslim family, we really appreciated how respectful and considerate he was. He made sure we had our privacy and went out of his way to make everything as easy and comfortable as possible for us. It honestly felt like staying at a friend’s place. We’d definitely come back and highly recommend this spot to anyone looking for a peaceful, welcoming place to stay.
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 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 Bridgewater
5 out of 5 average rating, 31 reviews

The Art House: 5-Acre Getaway w/ AC & Firepit

LisaRating, 5 stars1 month ago
Lovely stay at Jon's place. The house was very clean, great attention to details, and extremely comfortable beds. The outdoor fire pit patio is perfect or sunset viewing. The hosts were very responsive.
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!
Top guest favourite
Home in Kent
4.96 out of 5 average rating, 27 reviews

Country retreat on 4 private acres

CaseyRating, 5 stars1 month ago
We sought out a quiet and peaceful place we could stay after a long winter. We got exactly that with Monica's home in Kent, Connecticut. We traveled with two dogs and our toddler. This home was able to accommodate that. Our toddler has a lot of energy and seeking out a place where we could get all of his energy out but still maintain a peaceful atmosphere, so we thought, would be hard. But tucked away in the beautiful forest of Kent, we found a place where our toddler could run through the large property and he had plenty of activities inside as well. Monica had everything equipped for families with children. Due to weather, the internet went out the day before we were to check out and unfortunately remained that way the remainder of the trip. But Monica was quick to inform me and we were able to find plenty of activities to do in the home. We truly appreciated all the amenities that this home had to offer for a peaceful and relaxing stay.
Top guest favourite
Home in Cold Spring
5 out of 5 average rating, 40 reviews

Mountain Top Retreat

PaulRating, 5 stars5 days ago
Just as described, André’s place is a lovely well furnished cottage with an especially comfortable bed in a very private, quiet setting. We hope it will be available the next time we are in the area.

Private house rentals

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

Hillside Grove

SamuelRating, 5 stars1 week 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 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 Danbury
4.98 out of 5 average rating, 96 reviews

Lakeview Estate - Chef's Kitchen - NYC Getaway

AizelRating, 5 stars1 month ago
This house was wonderful as I would definitely stay there again and recommend it to family and friends. The views from the balconies and windows were amazing! The house was absolutely beautiful and super clean. The location was secluded but still near shops and restaurants. We loved our stay!
Top guest favourite
Home in Dover Plains
5 out of 5 average rating, 69 reviews

Millstone Manor with East Mountain View

JamesjRating, 5 stars3 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!
Guest favourite
Home in Kent
4.97 out of 5 average rating, 37 reviews

Charming Home in Kent

RobertRating, 5 stars3 weeks ago
I was attending a blacksmithing conference at CAMA and the Slone museum. It was close by and an easy drive to the site. The house was very comfortable and well appointed. There are not many lodging options in Kent and this house solved that issue. I would whole heartedly recommend this property.
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.
Top guest favourite
Home in Accord
5 out of 5 average rating, 64 reviews

Accord River House

TaylorRating, 5 stars6 days ago
One of the cooler homes we’ve stayed in through Airbnb. Rob’s home was immaculate and well-appointed; the location couldn’t be better. We slept with the windows and doors open, utilizing the phantom screens, to listen to the gentle rolling falls outside. Incredible!
Top guest favourite
Home in New Preston
4.96 out of 5 average rating, 55 reviews

Lake View Cottage

KatieRating, 5 stars2 weeks ago
Enjoyed staying 4 nights. The house is beautifully designed and decorated with lots of natural light. Great location across the street from the Lake and walking distance to New Preston shops, coffee and restaurants. Enjoyed daily morning walks around the Lake. David was a great host- responds within minutes, easy check-in and check out. Highly recommend.

Quick stats about house rentals in Sherman

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹4,304 before taxes and fees

  • Total number of reviews

    720 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

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