
House holiday rentals in Wilton
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Top-rated house rentals in Wilton
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Popular amenities for house rentals in Wilton
House rentals with a pool

Once a Pond - time and stress slow down.
Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.

Pool House
The pool house is so cute and the outdoor patio is gorgeous and the perfect place to relax. Great place to stay if you want to stay near New Haven but also want to enjoy quiet away from the city. Sue is a responsive and very generous host!

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!
We liked how easy it was to punch the code in to get into the home. Once in the home, it was really nice to see the welcome placard. We enjoyed access to robes, skincare, slippers, towels, etc. The game room was loads of fun. The indoor and outdoor ping pong tables were fun. We enjoyed billiards, arcade games and table games. The icing on the cake were the hot tub, the four mode shower and bidet. The Smart Home technology took a little getting used to, but it was very convenient once we did. We love the quick response time whenever we had a question or concern. This place allowed for a rejuvenating relaxing atmosphere and we are so glad that we chose “The Good Vibes” home for our debut AirBNB experience. Thanks again for hosting us in your charming abode!

Ultimate House with Heated Pool, Hot Tub and Sauna
This Home was Amazing!! Anastasia is Phenomenal, I could see why they are Super Hosts. Their home is Beautiful and very clean. It’s filled with amenities! all that are in the description. So much so we didn’t even get a chance to take advantage of them all. We were only there for two days. Next time it’ll be much longer. I love this place!

Port Jefferson Convenient, Cozy and Chic!
We we’re going to Port Jefferson for a family wedding. Our Airbnb was perfectly situated. There is a pool area that we never used because we just didn’t have time. But it looked very inviting. The town of Port Jefferson had plenty of nice restaurants and shops. This house was perfect for our situation. We had six adults, all family members.

Gorgeous Waterfront and Indoor Pool Family Oasis!
This is by far the best Airbnb I have ever been to. I usually don't write reviews, but this was truly an exceptional experience. Not only is house very comfortable, the host, John, is also very, very generous and thoughtful. The amenities were very well-stocked and so much detail went into making this house comfortable. Not to mention the backyard is huge (with a dock leading directly to the bay), the pool is perfectly heated, and there's so many things to do inside the house that we hardly even wanted to venture out of it the whole 4.5 days we were there! I highly recommend booking a stay here especially with family - it was a good experience for everyone from the young kids to the grandparents to the dogs.

Englewood NJ Country Carriage House (15 min NYC)
Lisa’s place was fun and relaxing for our family. Great place to relax and unwind all while being close to the great areas we visited. Lisa was a great host ❤️

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
This place has everything we were looking for - pool, hot tub, and a yard for our dogs. This is the second time we stayed here, and it was perfect once again!
Weekly house rentals

Modern Nature Retreat
Beautiful house, great place for a relaxing weekend

Family friendly
Excellent space for our group - easy to get in & out, had everything we needed, & plenty of room.

Historic Designer City Getaway
We thoroughly enjoyed our stay at this historic house. It is full of character: we especially loved the massive fireplace where meals were presumably prepared back when it was an inn in the 1700s. It is also ridiculously spacious and very well furnished and equipped for a group of 10: the dining table easily seats 10, there is ample comfortable seating in the living room (not to mention at least 3 other sitting rooms one could gather in), and 8 of us were simultaneously cooking in the kitchen without anyone bumping elbows. Cooking here is a dream: there is a 6-burner+grill stove, 2 ovens, and all the equipment you could want (including a KitchenAid stand mixer and Vitamix blender). Moreover, Carly was an excellent host: she was always quick to respond, her messages were clear, and she generously allowed us to stay an extra hour to make our timing work out well. We highly recommend this house and would love to return.

Private WHOLE HOUSE + Fenced Backyard+ Parking 4br
Andrea's house was perfect for our family! The house is recently updated and very spacious. It's a great place if you want to be a 5min drive to everything in Norwalk!

Chic Historic Home w/Water View
Really enjoyed my stay! Would recommend for anyone looking for a place to stay in the area. Thanks Kim - for hosting us.

Connecticut Chalet - Private Pond, Firepit, Views!
My family had a great stay at Amanda's place. It was the perfect vacation spot - we really enjoyed the panorama view! Everything was just as described and we felt right at home.

Nature Retreat Airbnb
This ouse is a beautiful home in a beautiful setting. Peaceful and private. Well maintained. Spacious and very clean. Comfortable beds and very cozy bedrooms. We loved our stay in Redding. Thank you for being such wonderful hosts.

Chic Midcentury Retreat with Private Pond near NYC
This is an exceptional home. Elegantly designed, beautifully decorated, in a secluded location. Intimate but with plenty of space for a family to stay. The owners were responsive and informative. 12 out of 10 stars.
Private house rentals

Lakeview Estate - Chef's Kitchen - NYC Getaway
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!

Bedford Paradise Getaway | Hot Tub | Town Center
Cozy home, well located to pop into Bedford Village for morning coffee and a casual dinner. Perfect launchpad to spend a weekend exploring. Styled by an interior designer.

Historic Hideaway - Lake Access
Ever been on a historic home tour where part of the house is roped off & they say, "this is where the family used to live"? This felt like being allowed past the rope line and stepping into history. I can't imagine how much this costs to maintain & I'm happy to have helped with that. I can't imagine what it was like trying to update a home of this age to give it modern amenities, electricity, plumbing, and really cute bathrooms, but the host has done a great job. Taller than > 5'10", watch your head! Loved looking at the miniature fittings and furnishings and details of bygone days, the solid wood plank floors were particularly fascinating to me, tiny fireplace detailing, & some old rope and pulley windows with older glass are gorgeous. Very close to Le Chateau where we were attending a wedding. Extremely comfy beds & pillows. Great modernized bathrooms. Really unique spot.

Boho Chic Private Home in the Heart of Westport CT
Emma and Nick were so welcoming. The entire property has an amazing vibe and peaceful surroundings. The kitchen had all the basics needed. The rooms were very comfortable. You felt like you were in the country but we were a short drive to everything. The entire area was just very charming. Emma and Nick deserve a super host rating for sure.

Private farm cottage +hiking
We spent six great weeks at Fabien and Christy's cottage while relocating to the area. We loved everything about our time there including the very comfortable bed and furniture and the well stocked kitchen. We were there during a very cold stretch and the house stayed warm and cozy. The wood burning stove was a fun treat on cold snowy days. Fabien and Christy were wonderful hosts making sure we had everything we needed and helped with information about the area. We spent a lot of time exploring the beautiful property with our dog. It's a very peaceful spot and still only a short drive to many towns with lots of great restaurants and shopping. I would definitely recommend Fabien and Christy's cottage to anyone looking for a short or long stay in the area.

Coastal Comfort in Rowayton, CT
The house was just as described and just as the photos show. Spotlessly clean. Comfortable beds, linens and pillows. Pretty neighborhood, and peaceful.

Historic wooded 3BD 1 hour from NYC
We had the most magical stay at Keely’s place. Her home is beautiful and smelled amazing. Thriving plants, surfaces of wood and stone - a true naturalist’s refuge. The picture windows overlooked gardens bursting with flowers. We meandered from the backyard onto hiking trails through the woods, lounged on the deck in the sun and savored the tranquility. Perhaps the best Airbnb we’ve ever encountered. 10/10

Southport Shoreline Charm: Elegant Coastal Escape
Just as described. Clean and comfortable. Location was great for Fairfield University graduation. The patio was a little lack luster but we were not planning to use it anyway. (maybe it was the time of year we were there). Glad I was aware of the traffic noise ahead of time, however it really turned into background noise and not an issue. If back in the area, we would certainly look to stay with Drew again. We would also recommend to others.
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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- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Jones Beach
- Fairfield Beach
- Yale University
- Rye Beach
- Citi Field
- MetLife Stadium
- Yankee Stadium
- Gilgo Beach
- United Nations Headquarters
- Statue of Liberty
- Central Park Zoo
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Radio City Music Hall
- Rye Playland Beach
- Bronx Zoo
- The Metropolitan Museum of Art