Wilton holiday rentals

We found 471 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Wilton that are perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll have the best amenities for spending time at your home away from home, including Wi-Fi and parking. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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Why visit Wilton

  • Historic Ambience: Wander through Wilton Centre and downtown to experience its rich historical character and charming streets.
  • Scenic Outdoors: Enjoy the tranquility of local parks, beaches, and lakes, ideal for family or romantic outings.
  • Natural Beauty: Explore the picturesque Wilton Town Forest and other green spaces that provide a peaceful retreat.
  • Cultural Exploration: Delve into local history at the Wilton Historical Society and immerse yourself in the town's heritage.
  • Relaxing Getaway: Benefit from a range of cosy, generic holiday accommodations that offer a comfortable stay.

Popular types of accommodation in Wilton

Wilton, Connecticut, is a charming town offering a perfect blend of nature and culture. Visitors can explore picturesque parks, such as the scenic Wilton Town Forest, or delve into local history at the Wilton Historical Society. For those seeking a relaxing getaway, the area boasts a variety of holiday rentals, including private holiday homes, apartments, and cosy cottages, ensuring a delightful and comfortable stay in this welcoming community.

  • Private Holiday Homes: Ideal for travellers seeking secluded residences, these homes offer comfort and privacy in picturesque settings.
  • Apartments: Modern and well-appointed, apartments provide a cosy urban retreat with essential amenities.
  • Cottages: Charming and quaint, cottages deliver a rustic experience with a touch of countryside allure.
  • Cabins: Perfect for a serene escape, cabins offer a blend of simplicity and natural beauty.
  • Condos: Contemporary and spacious, condos afford a stylish stay with modern conveniences.**

Top attractions near Wilton

Wilton, Connecticut, is a delightful destination ideal for outdoor, family, and romantic holidays. Visitors can enjoy scenic beaches, urban parks, and tranquil lakes, perfect for a variety of activities and experiences. The town's attractions cater to those seeking cultural enrichment and family fun, showcasing the charm of historic Wilton. With numerous opportunities for exploration and leisure, Wilton offers a wonderful getaway for all types of travellers.

  • The Glass House: An architectural marvel designed by Philip Johnson, this museum offers a unique blend of art and nature, showcasing modernist structures amid stunning landscapes.
  • Fairfield Beach: A picturesque beach where you can soak up the sun, enjoy sandy shores, and indulge in various water activities, all while taking in stunning coastal views.
  • Stamford Museum and Nature Center: An engaging centre that combines art, history, and nature, featuring interactive exhibits and serene trails, perfect for eco-conscious visitors.

Things to do recommended for couples

Discover Wilton's charm with scenic walks, cosy cafés and intimate dining experiences. Enjoy a leisurely stroll through picturesque village streets and savour local flavours together in a welcoming ambience. A truly memorable couple escape awaits.

Things to do recommended for families

Families can explore the scenic Wilton Wildlife Preserve, perfect for nature walks and spotting local wildlife. The nearby Weir Farm National Historic Site offers engaging art activities and family-friendly trails, ensuring a delightful day out for everyone.

Things to do recommended for groups

Groups visiting Wilton can enjoy an exhilarating zipline and ropes course adventure at The Adventure Park at Discovery Museum, located 18km away, perfect for outdoor enthusiasts seeking a local, group experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Wilton

Whether you’re travelling with a group, as a family, with your pets or seeking longer stays, ensure you filter by the appropriate priorities. Here are some Stayz booking tips for you.

  • Traveling to Wilton with a group: Consider how many bedrooms you'll require, as well as features like a fully-equipped kitchen or an outdoor area for group gatherings. Fortunately, you can refine your search for all these options, and much more, on Stayz.
  • Traveling to Wilton with young kids: Traveling with young children can present challenges. It is essential to prioritise their comfort and safety, along with access to age-appropriate facilities, such as a private swimming pool. Additionally, considering your closeness to family-friendly attractions is advisable.
  • Taking your pets with you to Wilton: For many, a family holiday isn't truly fulfilled without their furry companion by their side. If this resonates with you, explore Stayz properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Wilton: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filter, you can effortlessly discover and save on monthly accommodations. Additionally, you might want to consider including features such as a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Wilton

Discover the charm of Wilton, Connecticut, where scenic landscapes and sunny weather complement a rich historical ambience. Stroll through Wilton Centre and downtown, experiencing a blend of family-friendly and romantic vibes. Embrace the city's natural beauty, perfect for outdoor adventures, and enjoy the friendly atmosphere that defines Wilton tourism. A delightful destination for those seeking a serene yet vibrant holiday retreat.

  • Stamford: Located approximately 18km from Wilton, Stamford is a vibrant city that offers a delightful blend of urban and outdoor experiences. Visitors are drawn to its bustling shopping areas and cultural venues, including theatres that showcase a range of performances. The local landmarks, such as the tourist precinct and the modern square, provide ample opportunities for exploration and enjoyment. Whether you're indulging in retail therapy or enjoying a leisurely stroll through the picturesque streets, Stamford is a must-visit destination.
  • Norwalk: Just 10km from Wilton, Norwalk is a charming city known for its family-friendly atmosphere and outdoor activities. The city boasts various attractions, including beautiful beaches and a modern college university, making it an excellent spot for both relaxation and education. Golf enthusiasts will also find excellent courses nearby. The vibrant shopping areas further enhance the travel experience, offering a mix of dining and retail options that cater to diverse tastes and preferences.
  • Fairfield: Situated around 16km from Wilton, Fairfield is a city that beautifully blends city life with cultural and outdoor experiences. With landmarks such as a modern college university and inviting beaches, the city offers a rich tapestry of activities for visitors. The recreational areas are perfect for those seeking leisurely pursuits, while the golf courses cater to sports enthusiasts. Fairfield's charm lies in its ability to provide a relaxing yet engaging environment for travellers of all ages.

Best time to go to Wilton

If you're planning a trip to Wilton, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and September, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January30.6°F (-0.8°C)Light RainMostly SunnySlightly LowSlightly Low
February32.0°F (0.0°C)Light RainMostly SunnySlightly LowSlightly Low
March38.7°F (3.7°C)Light RainMostly SunnyAverageSlightly Low
April48.9°F (9.4°C)Light RainMostly SunnySlightly HighAverage
May59.0°F (15.0°C)Light RainMostly SunnyAverageAverage
June67.8°F (19.9°C)Light RainMostly SunnyAverageSlightly High
July74.7°F (23.7°C)Light RainMostly SunnySlightly HighSlightly High
August73.4°F (23.0°C)Light RainMostly SunnyAverageSlightly High
September66.7°F (19.3°C)Light RainMostly SunnySlightly HighAverage
October56.7°F (13.7°C)Light RainMostly SunnyAverageAverage
November45.3°F (7.4°C)Light RainMostly SunnyAverageAverage
December36.9°F (2.7°C)Light RainMostly SunnySlightly LowAverage

Booking with Stayz is simple

Are you eager to save on your next journey? We recommend being open to flexible travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Stayz property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up from where you last paused, or manage your travel arrangements. You can easily access the properties you've saved and booked, now categorised under Potential, Upcoming, or Current Trips. To make the most of Trip Boards, simply visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

The scenic area of Wilton awaits your stay

The lake and countryside create a pretty picture of Wilton. Travellers to this scenic city praise the hiking, football matches and camping. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Wilton

Do you want to find attractions to see in the city? Venture out of your holiday home and check out everything that Wilton has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Norwalk Maritime Aquarium (6.7 mi / 10.8 km)
  • Country Club of Fairfield (9.8 mi / 15.7 km)
  • Hand & Stone Massage and Facial Spa (10.5 mi / 16.9 km)
  • Chelsea Piers (10.6 mi / 17.1 km)
  • Beardsley Zoo (13.4 mi / 21.5 km)
  • Connecticut Golf Club (7.3 mi / 11.8 km)

Exploring the natural features in Wilton

Whether you're an active traveller or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Wilton. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Lucius Pond Ordway / Devil's Den Preserve (3.6 mi / 5.8 km)
  • Compo Beach (7.7 mi / 12.4 km)
  • Calf Pasture Beach (7.9 mi / 12.7 km)
  • Lake Mohegan (9.5 mi / 15.3 km)
  • Mamanasco Beach (9.6 mi / 15.5 km)
  • Fairfield Beach (10.8 mi / 17.3 km)

Transport options to and around Wilton

The nearest airport is in Danbury, CT (DXR-Danbury Municipal), located 12.5 mi (20.1 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), which is 16.1 mi (25.9 km) away.

Frequently asked questions

What is the best area to stay in Wilton when booking a holiday rental?
When considering a holiday rental in Wilton, Connecticut, the area surrounding the town centre stands out as an excellent choice. This charming neighbourhood boasts a selection of properties that cater to various preferences, providing a mix of comfort and convenience. Visitors will appreciate the close proximity to attractions such as the picturesque Wilton Town Green, which serves as a lovely spot for leisurely strolls or picnics, and the nearby Wilton Historical Society, where guests can delve into the local heritage.Another appealing area is the North Wilton section, known for its serene, suburban feel and scenic landscapes. This region offers a range of holiday rentals, allowing guests to experience the tranquillity of the Connecticut countryside while being just a short drive away from vibrant shopping and dining options. Additionally, the picturesque nature trails in this area provide ample opportunities for outdoor activities, making it a delightful base for families or nature enthusiasts.
What is the most popular type of holiday rental accomodation in Wilton?
In Wilton, holiday houses are the most popular type of holiday rental, with several available for visitors. These homes are typically situated in peaceful neighbourhoods, providing a serene escape from the hustle and bustle. Most holiday houses come equipped with multiple bedrooms, spacious living areas, and fully equipped kitchens, allowing families or groups to enjoy a cozy feel. Many also feature outdoor spaces such as gardens or patios, great for relaxing after a day of exploring the charming town and its surrounding natural beauty.
Are there any family house rentals in Wilton?
In Wilton, Connecticut, there are several family-friendly house rentals available, making it a great choice for those travelling with children. The area boasts spacious homes in neighbourhoods that offer a blend of suburban charm and access to local amenities. Many properties feature multiple bedrooms, large living areas, and fully equipped kitchens, great for preparing family meals after a day of exploring.Visitors can also enjoy outdoor spaces, including gardens or patios where kids can play or families can gather for barbecues. Wilton is close to nature preserves, hiking trails, and parks, providing ample opportunities for outdoor activities. Additionally, the nearby town of Westport offers attractions such as beaches, shopping, and dining, ensuring that families have plenty to do during their stay.
Can I rent a holiday home with a pool or hot tub in Wilton?
In Wilton, Connecticut, there are several holiday homes available for rent that feature pools or hot tubs, making it a great choice for travellers seeking relaxation and leisure. The area is known for its scenic beauty and tranquil suburban atmosphere, offering a variety of properties that cater to different group sizes and needs.Many of these rentals come equipped with private swimming pools, inviting hot tubs, and well-maintained outdoor spaces superb for family gatherings or peaceful retreats. Additionally, travellers can expect amenities such as fully equipped kitchens, spacious living areas, and comfortable bedrooms, ensuring a convenient and enjoyable stay.
Are there pet-friendly house rentals in Wilton?
In Wilton, Connecticut, there are several pet-friendly house rentals available that cater to travellers looking for a comfortable stay with their furry companions. Many of these properties feature spacious layouts, fully equipped kitchens, and outdoor spaces, great for both relaxation and entertaining.The rentals are often situated in tranquil neighbourhoods, allowing easy access to nearby parks and nature trails, which are ideal for walks with pets. The town's charming atmosphere is complemented by local shops and restaurants, enhancing the overall experience for guests.
Are there any remote work holiday rentals in Wilton?
In Wilton, Connecticut, there are several remote work holiday rentals available, making it an excellent choice for those looking to combine work and leisure. Many of these properties are well-equipped with essential amenities such as Wi-Fi, desk chairs, and some even provide access to printers, ensuring a productive environment for remote working. Additionally, you can expect comfortable living spaces that allow for a pleasant work-life balance.The town itself is charming, featuring picturesque landscapes and a close-knit community feel. For those interested in local attractions, the nearby nature reserves and parks offer great opportunities for outdoor activities during breaks from work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Wilton?
In Wilton, popular holiday rental amenities include a well-equipped kitchen, ideal for those who prefer to prepare their own meals. Many properties feature a deck or patio, providing a pleasant outdoor space for relaxation. Families will appreciate amenities such as children's books, ensuring that younger guests are entertained. Additionally, several rentals come with a fireplace, adding a cosy touch during cooler months.
When is the best time to visit Wilton for a holiday rental?
September is the most popular time to visit Wilton, making it an ideal choice for holiday rentals. This month marks the tail end of the peak season, which runs from July to September, attracting families and travellers eager to enjoy the beautiful New England autumn as it begins to set in. During this period, the weather is typically mild, with temperatures ranging from 15 to 25 degrees Celsius, creating superb conditions for outdoor activities and sightseeing.Visitors can take advantage of the area's charming parks and nature trails, offering ample opportunities for leisurely walks and picnics amidst the stunning fall foliage. The nearby attractions, including historic downtown Wilton and local farms, provide an authentic taste of the region, making your stay both enjoyable and memorable.For those seeking a more budget-friendly option, consider planning your visit in December. While this is a quieter time, it offers a unique charm as the area embraces the holiday spirit. You can enjoy festive decorations and local events without the crowds, providing a superb opportunity for a peaceful winter getaway.
What are the top attractions in Wilton?
In Wilton, Connecticut, visitors can enjoy a blend of natural beauty and cultural attractions. The town is renowned for its picturesque parks, with Merwin Meadows offering scenic walking trails and picnic areas along the Saugatuck River. Another highlight is the Weir Farm National Historic Site, which celebrates American Impressionist art and features beautiful landscapes that inspired many artists.The Wilton Historical Society provides insight into the town's rich history, showcasing various exhibits and historic buildings. For those who appreciate outdoor activities, the nearby Wilton Town Forest offers hiking trails and opportunities for birdwatching.
Are all fees included in the Wilton holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Wilton holiday homes with parking?
Stayz offers a wide selection of holiday homes in Wilton with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Wilton holiday homes?
You can find great discounts on holiday homes in Wilton on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Wilton holiday home booking on Stayz?
To find Wilton holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Wilton?
A long-stay holiday home in Wilton is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Wilton holiday home?
Book your Wilton holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Wilton?
Prices for holiday homes in Wilton vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Wilton to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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