Simsbury holiday rentals

We found 149 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
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Scroll through and select from holiday rentals in Simsbury to find one that's perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the best amenities for spending time at your holiday home, including Wi-Fi and parking. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
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The historical area of Simsbury awaits your stay

Enjoy the history and other features of Simsbury. This romantic city is known for its restaurants, hiking and forests. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Simsbury

Are you hoping to discover things to do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Simsbury has to offer. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Flamig Farm (2.6 mi / 4.2 km)
  • Talcott Mountain State Park (3.2 mi / 5.1 km)
  • Ski Sundown (6.6 mi / 10.5 km)
  • Cabela's (12.9 mi / 20.8 km)
  • Connecticut Valley Winery (13.1 mi / 21.1 km)
  • Six Flags New England (15.4 mi / 24.7 km)

Exploring the natural features in Simsbury

Whether you're looking for adventure or just want to take in the scenery, Simsbury is a great place to spend some time outside. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Talcott Mountain State Park (3.2 mi / 5.1 km)
  • Farmington River (4.8 mi / 7.7 km)
  • Northwest Park (6.1 mi / 9.8 km)
  • Elizabeth Park (8.5 mi / 13.6 km)
  • West Hartford Reservoir (9.4 mi / 15.1 km)
  • Bushnell Park (10.3 mi / 16.6 km)

Travelling to and around Simsbury

Fly into Hartford, CT (BDL-Bradley Intl.), the closest airport, located 7.6 mi (12.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Westfield, MA (BAF-Barnes Municipal), which is 20.8 mi (33.5 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Simsbury?

Houses are the most popular type of holiday home in Simsbury, according to our data. Even if you've got something else in mind, Stayz has properties in all sizes and shapes. Compare our options to find your perfect Simsbury pad.

How much does it cost to rent a holiday home in Simsbury?

Property type, length of stay and time of year are among the factors that can determine the price of a holiday home. Simply click on your travel dates to find your dream escape. From cosy chalets to plush villas, all Stayz holiday homes provide amazing value.

How much does it cost to rent a beach house in Simsbury?

When you travel and the style and size of the property will influence the cost of your beachside holiday home. Put in your Simsbury travel dates to see all your options on Stayz. Can't live without a hot tub, or maybe a private pool? Use the filters to select the amenities and features you need.

Are there pet-friendly holiday homes in Simsbury?

Pack a suitcase for your canine companion because Simsbury has three properties that throw out the welcome mat to pets. Let your four-legged buddy enjoy the family fun at one of our pet-friendly holiday homes on Stayz. Simply enter your destination and dates, then check our "Pets allowed" filter box.

What are popular home amenities in Simsbury?

A swimming pool, a firepit and a nearby waterfront top the list of most popular home amenities in Simsbury. Whether you plan to go alone, with your significant other or as a family, Stayz can help you find a holiday home that fits your style with all the features you'll enjoy.

Are there large group holiday homes in Simsbury?

Yes, there are two holiday homes in Simsbury that can accommodate a group of five or more guests. From family trips to special occasions, these stays have enough room to gather with the people you love.

Are there holiday homes in Simsbury that welcome kids?

Simsbury has three family-friendly holiday homes to choose from. And discovering a stay that welcomes kids is super easy with Stayz's "Properties good for families" filter. As well as having the whole place to yourselves, you'll enjoy access to amenities and perks such as living rooms, full kitchens and private pools.

What are the top attractions for families in Simsbury?

Keeping the kiddos entertained during your holiday in Simsbury is simple with these leading family-friendly attractions:

  • New England Air Museum
  • Flamig Farm
  • Talcott Mountain Science Centre

Are there holiday homes with WiFi in Simsbury?

Whether you want to keep up to date with the news, send a few emails or surf social media, there are three holiday homes with WiFi in Simsbury. Check the "WiFi" box when searching on Stayz and stay connected on your holiday.

How can I find holiday homes with air conditioning in Simsbury?

Select your travel dates and then make use of the filters to search for holiday homes with ac in Simsbury on Stayz. With three air-conditioned properties on offer here, you can enjoy a comfy and cool stay.

How old do you have to be to rent a holiday home in Simsbury?

The minimum required age is normally 16, 18 or 21. It can change across properties on Stayz, so check the rules of your chosen Simsbury holiday home before booking.

How long can I rent a holiday home in Simsbury for?

It all depends on the Simsbury property. To see a list of options offering extended stays, just type your dates and number of people into the Stayz search page. You can look forward to having the place to yourself, as well as comforts such as a fully-equipped kitchen and an outdoor space where the kids can run around and play. Keep an eye out for long-term stays that offer weekly or monthly discounts.

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