Holiday houses in Wilton

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Wilton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A sunlit bedroom features a spacious bed topped with a neutral blanket and decorative pillows. Large windows allow natural light to filter in, casting soft shadows across the room. A wooden dresser with plants and framed artwork adds warmth to the inviting space.
Guest suite in Wilton
4.81 out of 5 average rating, 282 reviews

Private Guest Suite | Entrance, Bath & Parking

Private guest suite with a private entrance, attached bathroom, dedicated workspace, fast internet, and private parking. Located on a quiet 1.5-acre property in Wilton, CT, within walking distance of ASML and close to Norwalk Corporate Park, downtown Wilton, restaurants, coffee shops, stores, parks, and the Norwalk train station. The owners live in a separate part of the house. Guests have their private access and space. Please note: cats live on the property but do not enter the guest suite.

Guest favourite
A bright living area is present, featuring a comfortable white sofa with blue accent pillows and a natural woven rug. A modern coffee table is placed in front, while large windows allow ample natural light. A fireplace adds a cozy focal point, complemented by a TV mounted above.
Home in Norwalk
4.98 out of 5 average rating, 130 reviews

Family Cottage with 4 King Beds and Fire Pit

Escape to Norwalk Cottage, a beautifully designed 4-bedroom, 2-bath home perfect for 8 guests. This family-friendly getaway features a fully stocked kitchen, cozy fireplace, and a fun basement playroom. Relax in the private backyard with a deck, grill, and fire pit. Located on the quiet Norwalk/Westport border, you're just minutes from Calf Pasture Beach, great restaurants, and the vibrant SoNo district. Enjoy central air, fast WiFi, and a dedicated workspace for the perfect year-round escape.

Top Guest favourite
A serene view from the covered porch showcases a lush green lawn leading to the tranquil waters of Henderson Pond. Tall trees frame the scene, with dappled sunlight filtering through the leaves, creating a calm and inviting atmosphere.
Guest suite in Wilton
4.92 out of 5 average rating, 180 reviews

Serene Pond Views Charming private patio…

Country Charm Awaits. 45 miles north of George Washington Bridge. Our 2 room efficacy apartment w. microwave, mini fridge & private entrance + parking space. Great WiFi, Apple TV. Enjoy views overlooking Henderson Pond. 1/4 walk to Query State Park, 36 acres w. trails. Our apartment is 4 miles from town of Ridgefield, 3 miles from Wilton town center, 6 miles from New Caanan & 8 miles from Westport Town Center. We have a couple of small puppies who will welcome you too. So we don’t allow pets…

Top Guest favourite
A cozy seating area features a wooden chair with a green cushion. Natural light floods in through the glass doors adorned with light yellow curtains, offering views of the garden outside. A patterned rug adds warmth to the space.
Cabin in Norwalk
4.94 out of 5 average rating, 109 reviews

Sunny French Cottage

This unique, sunny cottage has it's own style. Private and peaceful, completely renovated cottage with French vibes. Originally used as a painting/design studio. It is an ideal place to relax and enjoy the surrounding nature. The upstairs bedroom is loft style and has a luxurious queen size bed. It's ideal for short and long stays. It is a perfect place for cozy evenings and lazy mornings, it can also serve as a temporary workplace. High tea style, organic breakfast available (20$ per person)

Guest favourite
A spacious living area features high ceilings and a large window allowing ample natural light. A blue sofa is positioned next to a round coffee table. An electric fireplace is visible, with a stylish TV mounted on the wall. Artwork adds character to the space.
Condo in Norwalk
4.88 out of 5 average rating, 17 reviews

Norwalk Loft with Private Patio

Kick back and relax in this calm, stylish space. This airy loft bedroom condo in the heart of Norwalk boasts high ceilings, a private patio, and plenty of natural light. This cozy retreat is walking distance to top restaurants, a brewery, and shopping. Close to East Norwalk and Sono train stations, bars and restaurants of South Norwalk, and picturesque Calf Pasture Beach. Perfect for a relaxing getaway or a work trip, you’ll enjoy comfort and convenience all in one. Book your stay today!

Guest favourite
A bright sitting room features a cozy sofa adorned with colorful pillows. A wooden sideboard stands against the wall, while a small side table holds reading materials. Natural light filters in through two windows, illuminating the room's warm, wooden flooring and vibrant area rug.
Guest suite in South Salem
4.93 out of 5 average rating, 336 reviews

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt

A unique private and quiet 2 bedroom (1 double bed, two single full beds, 1 sofa bed ) totally self contained apt over 2 floors ,with its own seperate entrance.The ground floor has a mud room and full eat in kitchen.The 1 st floor has a sitting room,bathroom and 2 bedrooms. The space is the end wing of and attached to Shaker Hollow, a classic 1795 colonial.A Stone patio with outdoor furniture overlooks 3 1/2 acres of garden and a meadow .There is the use of a large fire pit and gas BBQ.

Top Guest favourite
The living room features a light grey sectional couch, offering ample seating. Natural light fills the space through large windows, highlighting the wood flooring. A stone fireplace adds a cozy element, while a small table holds decorative items and a soft rug is laid out on the floor.
Home in Redding
4.92 out of 5 average rating, 101 reviews

Nature Retreat Airbnb

House located in beautiful and tranquil Redding, CT. Two floors with private deck. Main level: half-bath, cook's kitchen with a 4-person dining area, living room with flatscreen TV with an Apple TV and a view of nature. Living room convertible couch can sleep two small children or one adult. Upstairs: 2 bedrooms with full size beds, privacy blinds, bathroom w/ shower (no tub). If you want a getaway from the city, or just an escape then come to this quiet and private house in the woods.

Top Guest favourite
The exterior of the guest house is framed by manicured gardens, featuring two decorative statues positioned beside a pea gravel walkway. A small patio area includes a round table with two chairs, creating a serene spot for outdoor relaxation.
Guesthouse in Waccabuc
4.99 out of 5 average rating, 136 reviews

French Estate Guest House on Private Lake

A private, European-inspired guest house set on an eight-acre gated French estate, just 60 minutes from NYC. Surrounded by manicured gardens, 18th-century statuary, and a private lake, the setting feels transportive—a French countryside retreat. Designed by architect David Easton, the space blends classic elegance with modern comfort: heated stone floors, a heated towel rack, fine linens, curated finishes, and a private entrance. Perfect for a refined weekend escape or a quiet reset.

Top Guest favourite
Home in Wilton
4.97 out of 5 average rating, 149 reviews

The Cozy Little Cottage

Charming guest apartment on our property on 1.5 acres in pastoral neighborhood, 7 minutes to Wilton center and 8 to Westport center. The cottage is a good size for 1-2 adults, can fit 3 people if one is a child. The unit is separate from our house, connected by a breezeway, above the garage. It is quaint and cozy. High end kitchen appliances include gas range, mini fridge, microwave and mini dishwasher. The bedroom has a queen bed. We have a twin air mattress for use in the living room.

Top Guest favourite
A modern, two-story structure showcases large windows framed by climbing greenery. A stone pathway leads to a glass-paneled door, with potted flowers positioned along the entrance. The surrounding area is filled with trees, creating a serene atmosphere.
Cottage in Weston
4.97 out of 5 average rating, 219 reviews

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Top Guest favourite
A quaint cottage is nestled among vibrant trees, showcasing rich foliage in shades of green and burgundy. A well-kept lawn surrounds the cottage, with a white door framed by flower beds. The serene setting invites relaxation in a natural environment.
Cottage in South Salem
4.96 out of 5 average rating, 270 reviews

Private cottage in horse country &1 hour from NYC!

Private cozy cottage located in horse country on the the NY/CT borders ( New Canaan, Ridgfield, Wilton ) It is a perfect quiet getaway for couples or a friends night out , a great pit stop for travelers /skiers , fine dining , shopping /antiquing , Ridgefield Playhouse , hiking ,and a short ride to Grace Farms . 1 hour train ride to NYC . We provide organic fruit,breakfast snacks, coffee and tea . It is your home away from home and more :)

Guest favourite
The cottage is surrounded by lush greenery, featuring a charming entrance with a white door and a stone chimney. A greenhouse sits alongside, filled with plants. The front yard is lined with vibrant shrubs and framed by blooming trees under a clear blue sky.
Guesthouse in Wilton
4.94 out of 5 average rating, 50 reviews

The Ciderhouse Cottage - private escape in Wilton

Entirely private cottage on tranquil property. Lovely family friendly space with full kitchen and eat - in dining room. Large living space with french doors that open up to private back yard.Beautiful views of property with private patio & yard. -45 miles to NYC, 1 mile to local metro north train station -5 minutes to downtown Wilton with restaurants/shopping, 10-15 minutes to Westport, New Canaan, Ridgefield

Popular amenities for Wilton holiday rentals

When is the best time to visit Wilton?

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Avg. price$281 NZD$305 NZD$284 NZD$274 NZD$279 NZD$343 NZD$392 NZD$392 NZD$295 NZD$302 NZD$288 NZD$305 NZD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Wilton?

    Wilton has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Wilton?

    Experience the best of Wilton with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Wilton?

    Four-legged friends are welcome in Wilton. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Wilton?

    Yes! Work meets play with ease at over 40 vacation rentals in Wilton featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Wilton vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Wilton, available on Airbnb. Make a splash and soak up the sun in style!

  • Where should I stay in Wilton?

    Make yourself at home in Wilton by choosing from our most frequently booked neighborhoods. We have over 20 vacation rentals in Cannondale, over 140 vacation rentals in Wilton Center, and over 120 vacation rentals in Silvermine.

  • Do house rentals in Wilton have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Wilton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wilton have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Wilton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wilton have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Wilton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wilton have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Wilton. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Wilton

  • Total holiday rentals

    Explore 50 holiday rentals in Wilton

  • Nightly prices starting at

    Wilton holiday rentals start at $87 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,920 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Wilton holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wilton rentals

  • 4.9 Average rating

    Wilton stays are highly rated by guests—averaging 4.9 out of 5!