Discover a selection of 47 vacation rentals in Simsbury, CT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $93 per night, and houses and condos are popular options for a stay in Simsbury. Either way, you'll find a rental for everyone's needs.
Destination guide

Delight in the lush landscape of Simsbury

Enjoy the history and other features of Simsbury. This romantic city is known for its restaurants, hiking and forests. Mark Twain House and Bushnell Park are just a couple of the must-sees in the area. Many of our vacation rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.


Activities and attractions in Simsbury

Are you looking for top things to see and do while you're in town? Venture out of your cozy vacation rental and experience everything that makes Simsbury a fun place to get away. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Lake Compounce (17.1 mi / 27.5 km)
  • Flamig Farm (2.6 mi / 4.2 km)
  • Talcott Mountain State Park (2.9 mi / 4.7 km)
  • Wintonbury Hills Golf Course (3.2 mi / 5.1 km)
  • Talcott Mountain Science Center (4.6 mi / 7.4 km)
  • Gillette Ridge Golf Course (5.6 mi / 8.9 km)
Natural features

Exploring the natural landscape of Simsbury

Whether you're looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Simsbury. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Bushnell Park (10.3 mi / 16.6 km)
  • Stratton Brook State Park (1.2 mi / 1.9 km)
  • Penwood State Park (2.3 mi / 3.7 km)
  • Talcott Mountain State Park (2.9 mi / 4.7 km)
  • Penwood State Park (3 mi / 4.8 km)
  • Sperry Park (4.3 mi / 6.9 km)
How to get there

Transportation to and around Simsbury

Fly into Hartford, CT (BDL-Bradley Intl.), the closest airport, located 7.6 mi (12.3 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Hartford, CT (HFD-Hartford - Brainard), which is 12.4 mi (20 km) away.

How many vacation rentals are available around Simsbury, CT?

Our 2020 property listings offer a large selection of 47 vacation rentals around Simsbury. From 27 house rentals to 11 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Simsbury?

Vrbo offers a large selection of vacation rentals near lovely places in Simsbury. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Talcott Mountain State Park: 75 vacation rentals
  • Performing Arts Center at Simsbury Meadows: 82 vacation rentals
  • Phelps Tavern Museum: 81 vacation rentals
  • Rosedale Farms & Vineyards: 78 vacation rentals
  • Penwood State Park: 76 vacation rentals

But there are many other points of interest around Simsbury listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Simsbury?

Yes, of course. Vrbo has 27 Houses in Simsbury. Our other popular types of vacation rentals in Simsbury include:

  • Condos/Apartments: 11 rentals available
  • Studios: 10 rentals available
  • Guest houses: 3 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Estates and more.

Can I find a vacation rental with pool in Simsbury?

Yes, you can select your preferred vacation rental with pool among our 3 vacation rentals with pool available in Simsbury. Please use our search bar to access the selection of vacation rentals available.