Discover a selection of 76 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 $85 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.
Top rated rentals — Simsbury
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 2021 property listings offer a large selection of 76 vacation rentals around Simsbury. From 31 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.

Can I rent Houses in Simsbury?

Yes, of course. Vrbo has 31 Houses in Simsbury. Our other popular types of vacation rentals in Simsbury include:

  • Condos/Apartments: 11 rentals available
  • Studios: 9 rentals available
  • Hotels: 25 rentals available

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

Can I find a vacation rental with pool in Simsbury?

Yes, you can select your preferred vacation rental with pool among our 29 vacation rentals with pool available in Simsbury. Please use our search bar to access the selection of vacation rentals available.