House holiday rentals in Wilton

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Popular amenities for Wilton house rentals

House rentals with a pool

Guest favourite
Home in Stormville
4.94 out of 5 average rating, 178 reviews

Private Hudson Valley Country Retreat

MarkRating, 5 stars4 months ago
Place was perfect! Clean & made our Holiday stay in the beautiful Hudson Valley a wonderful experience. We loved the personal touches the house offered and we will be back
Top Guest favourite
Home in Cheshire
5 out of 5 average rating, 132 reviews

Pool House

MelissaRating, 5 stars3 months ago
This was our second time back to the pool house and it was amazing, again. We thinks of everything to make you feel welcome. Milk and eggs in the fridge. Muffins and croissants waiting for you. Pristine home. Fully stocked kitchen. I was even able to host a few family members for Christmas dinner and had everything I needed to make a lovely dinner. We also travel with two dogs and Sue is so accommodating, making our pups feel right at home. Thank you, Sue, for making our holidays away from home so peaceful and enjoyable.
Top Guest favourite
Home in Monroe
4.97 out of 5 average rating, 200 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars1 month 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!
Guest favourite
Home in Stamford
4.96 out of 5 average rating, 246 reviews

Midcentury Modern ZenHouse Sculptor Studio

KayRating, 5 stars1 month ago
We had a lovely stay. Olga really cares about her guests' comfort. The setting is beautiful and feels secluded, even though the house is minutes from markets and restaurants. The bed is very comfortable. We were there in winter, so we didn't use the pool, but did have some sweet encounters with the resident geese and swan.
Guest favourite
Home in Port Jefferson
4.93 out of 5 average rating, 120 reviews

Port Jefferson Convenient, Cozy and Chic!

AudreyRating, 5 stars3 days ago
Place was clean and reasonably priced for the area. Conveniently furnished with many kitchen appliances. Moderately noisy from the traffic (as you can expect close to the road) and typical noise from the rest of the house. Johnna was very easy to communicate with. Got greeted by a very cute cat as we parked outside :)
Top Guest favourite
Home in Pound Ridge
5 out of 5 average rating, 157 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Ryan And JennaRating, 5 stars1 week ago
We have stayed at a lot of AirBnBs over the years, and this is one of the absolute best! The natural light in the mornings floods the place and brings a sense of warmth to what is already an incredibly warm environment. The decor is beautiful, from the lighting to the photography and pottery. RJ and John were very responsive and helpful, and we took their recommendations on a couple restaurants and hikes which were wonderful. It is ideally located with Pound Rodge, Bedford, Ridgefield and other towns a short drive (usually 10-15 minutes at the most). We will absolutely try to book sweetbriar guesthouse again when visiting Pound Ridge.
Guest favourite
Home in Newburgh
4.98 out of 5 average rating, 104 reviews

Hudson River House

NinoRating, 5 stars1 month ago
First of all, the design is incredible, every corner of this house is made with love. Each room is so beautiful that you want to look at everything. The feeling in the house is as if it is hugging you, it is impossible not to relax in this house. The most important thing is that it is light, it is spacious, it is incredibly beautiful. We were there for two days and never ceased to be amazed at how beautiful everything is, how cozy everything is. How much Garret cares about his guests, all kinds of dishes that only exist were in the kitchen, as a compliment he left us delicious wine, it was very nice. And it should also be noted that the house was perfectly clean. The kitchen had all the spices and different types of oil, I was very surprised by this. We would like to go back there in the summer, when the pool is open. A house in which you want to come back. Тот случай, когда реальность была лучше чем ожидания. Thank you Garret.
Guest favourite
Home in Englewood
4.93 out of 5 average rating, 151 reviews

Englewood NJ Country Carriage House (15 min NYC)

EnithRating, 5 stars1 month ago
We were absolutely delighted with this house. Lisa is an amazing host—always very attentive and with excellent communication. She is kind, cheerful, and that truly reflects in her home. Her house is simply beautiful, filled with wonderful details. There are all kinds of different mugs in the kitchen, collected from various places. Masks from all over the world. The house is colorful and full of life. The steam room and sauna worked perfectly. The beds were incredibly comfortable. I highly recommend this place, and without a doubt, I’ll be coming back soon—because I won’t be choosing any other house

Weekly house rentals

Guest favourite
Home in Ridgefield
4.95 out of 5 average rating, 40 reviews

Modern, Charming New England Pool Home Getaway

MelissaRating, 5 stars1 month ago
We had a great stay at this home. The purpose was for family to gather for an 85th birthday and it was perfect. The home was well stocked with all we needed. It was clean, beautifully decorated and so comfortable. We had plenty of space to all gather together and everyone also had their own private space. We would absolutely rent again. Thank you!!
Top Guest favourite
Home in Philipstown
4.93 out of 5 average rating, 128 reviews

Cozy 3 bedroom house on quiet private road

ScottRating, 5 stars1 month ago
Having a current child / Cadet at West Point and also another child / graduate of West Point , we always make it a point to stay at different Airbnbs in small towns around the USMA on both sides of the Hudson River . Melanie ‘s place was wonderful. Plenty of rooms/ beds for our Parent Weekend visit. Peaceful and safe location , yet a short 20 minute drive to the Academy . We felt right at home and look forward to staying at Melanie’s place again . The house was very clean and we had no issues at all !! Thank you
Superhost
Home in White Plains
4.88 out of 5 average rating, 8 reviews

Indigo Inn III -A Retro Modern Cove White Plains

ShannonRating, 5 stars6 months ago
Great space. Wonderful communication with host regarding any questions we had. Host was quick to respond. Very happy with the stay, would rent again.
Superhost
Home in Philipstown
4.86 out of 5 average rating, 128 reviews

Bear Mtn Haus near hiking trails

EtiRating, 5 stars3 months ago
I am very excited because of I found this wonderful , cozy and comfortable house! The view from here was amazing 😻 this home is very close from NY city, you need about one hour to get there. 15 minutes away from shopping center. Angie is the great host! Thank you! Me and my family have wonderful memories 🥰🥰 I will always stay here for the future ✨
Top Guest favourite
Home in Cold Spring
4.89 out of 5 average rating, 45 reviews

Cabin with a View

TerriRating, 5 stars3 days ago
Ellen’s place was beautiful and cozy. The kitchen worked perfectly and even though it was April it was still a bit chilly so the wood stove was a welcome amenity. The shower was great and there was a soaking tub. It was quiet and beautiful. We like all the art and it was very homey.
Superhost
Home in Pound Ridge
4.85 out of 5 average rating, 48 reviews

1840Farmhouse, 65"OLED4k, firepit, 3x4ktvs, 3acres

GailRating, 5 stars1 month ago
Charming place, comfortable and spacious enough for time alone. Kitchen was great, beds are comfortable , plenty of hot water, the art was interesting, we were warm and felt very happy to be there.
Top Guest favourite
Home in Cos Cob
5 out of 5 average rating, 16 reviews

GREENWICH HOUSE WITH NYC FLAIR/CLOSE TO BEACH /NYC

AnishRating, 5 stars1 month ago
This is our 2nd review Victoria’s properties and we just want to reiterate how special of a landlord Victoria is. The best. I cannot recommend her properties enough if you are in need of a Greenwich rental like we were.
Guest favourite
Home in Highland Falls
4.97 out of 5 average rating, 61 reviews

West Point Hudson Valley Getaway

TimRating, 5 stars4 months ago
We stayed at Patrick’s place to attend an Army football game. Everything was perfect and easy. It’s really close to campus/post. It’s a nice little town and close to Cold Spring where we had lunch on Friday. Thanks for a great weekend.

Private house rentals

Superhost
Home in Trumbull
4.87 out of 5 average rating, 38 reviews

Beautiful House to relax with the Family.

KassandraRating, 5 stars4 months ago
One of the best airbnbs I’ve stayed at! The house is so beautiful and clean! Beds are extremely comfortable and the views of the lake is stunning!! Thanks so much again for a wonderful stay with my family!
Top Guest favourite
Home in Wading River
4.96 out of 5 average rating, 499 reviews

Your Zen Retreat

DanielleRating, 5 stars1 month ago
Myself and a few friends stayed here to celebrate a 40th birthday and we all loved it! The space is so unique yet still cozy and very relaxing. We were able to cook easily in the fully stocked kitchen all of the bedrooms were comfortable. Spent a majority of our time just hanging in the living room, but did get around to utilizing the hot tub. Would highly recommend this place for a nice relaxing weekend away.
Top Guest favourite
Home in Bedford
5 out of 5 average rating, 26 reviews

The Waterside Home - Pool, Tennis, Sauna & Golf

CateRating, 5 stars4 months ago
We were fortunate to spend several months at the Waterside Home with our two children and our dog during our house renovation and couldn’t have asked for a more charming and peaceful spot. Jonathan is a wonderful host and was always responsive. Pictures cannot begin to do justice to the spectacular landscaping, the mature trees and paths carved through cultivated wildflower meadows. We loved playing tennis and pickleball with our kids. While given privacy, we all appreciated the well-cherished grounds. Inside, there was plenty of room to accommodate our family. It’s well-furnished, charming and functional and very much like a home rather than a rental house. The kitchen has everthing we needed. The primary suite in particular is lovely and large with stunning views over the reservoir. Last, the location is perfect within a few easy minutes of Katonah’s cute shops and restaurants and near 684 yet completely quiet, secure and tranquil. Thank you Jonathan for a perfect stay!
Guest favourite
Home in East Haven
4.89 out of 5 average rating, 100 reviews

Welcome To Piper's Rest

DavidRating, 5 stars1 month ago
Easy to work with. Close to the water too. Great place to stay at?
Guest favourite
Home in Huntington Station
5 out of 5 average rating, 51 reviews

Two for One | Luxury Home & Studio | Pre Weddings

MichaelRating, 5 stars1 month ago
I have been staying at Air bnbs forever, And this one is definitely in the top three of all time. Couldn’t ask for a greater space and host. Hope to stay again!
Guest favourite
Home in Newburgh
4.88 out of 5 average rating, 80 reviews

Entire Home (private pool), Event Friendly

ChannyRating, 5 stars1 day ago
Faisal was extremely responsive throughout our stay. we loved the indoor pool and the game tables. there was a nice selection. The rooms were nice. It was great that the bedrooms were on the same floor as the living room, dining room and kitchen. We came with an elderly person and they were able to make their way around the house. my son asked if he can use the fire pit out in back and he was able to. he collected wood from the side of the house. nice location. we really enjoyed our stay.
Guest favourite
Home in Woodmont
4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars3 months ago
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!
Superhost
Home in Ridgefield
4.81 out of 5 average rating, 21 reviews

Log House, sits on 3acres. A retired mini farm.

TaylorRating, 5 stars1 week ago
Great stay! Tough to heat the downstairs if it’s cold, but a great cozy space nonetheless. Would definitely recommend :)

Quick stats about house rentals in Wilton

  • Total rentals

    30 properties

  • Total number of reviews

    530 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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