Simsbury Holiday Rentals
Holiday Rentals in Simsbury
Spacious three bedroom house near Historic Suffield Center. Pet Friendly!
PICON COZY
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Fun Downtown Location
Big farmhouse in the foothills of the Berkshires
lakefront estate
Mountaintop Horse Farm with Heated Pool
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Lovely Family sized 3 bedroom Colonial home, close to restaurant.
Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
comfortable home away from home
River Overlook - Check the view from your deck!
Nature House Water View Large Deck 2 story Gazebo 2 bed 2 bath
Beautiful retreat to the woods to enjoy the winter season.
Thomas's Cozy Duplex - Centrally Located
Trout Brook Trail 2 · Sprawling Classic New England Home
Lakeview Cottage, 5 minute walk to the beach. Southwick, MA
Other types of properties in Simsbury you may be interested in
Holiday Inn Express Southington, an IHG Hotel
Best Western Hartford Hotel & Suites
MGM Springfield
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Simsbury holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Simsbury. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Simsbury. Seeing all the best attractions is bound to make you fall in love with Simsbury. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Simsbury short-term rentals, that won’t be hard to do.
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