Accommodations in Simsbury

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Popular amenities for Simsbury accommodations

Stay near Simsbury's top sights

Heublein Tower37 locals recommend
Talcott Mountain State Park34 locals recommend
The Shoppes at Farmington Valley18 locals recommend
Millwright's Restaurant and Tavern15 locals recommend
Abigail's Grille and Wine Bar14 locals recommend
Harvest Cafe & Bakery12 locals recommend

Other great vacation rentals in Simsbury

Guest favorite
Home in Montville
4.89 out of 5 average rating, 62 reviews

Hidden Gem Quite Dead-end St Near All Casinos

TaTanishaRating, 5 stars1 month ago
Great place to stay clean and close to the event we went to… they were helpful and allowed us to stay 1 hr longer for our convenience… there was only one TV in the house so if you have kids make sure they have their tablets or they will control the one TV other than that it was enough space for us…. Thanks
Superhost
Home in Litchfield County
4.8 out of 5 average rating, 10 reviews

Charming home ready for fun and/or relaxation!

JadeRating, 5 stars2 months ago
We came to Norfolk for a show at the Infinity Music Hall. This house was a perfect landing spot to cook dinner before and relax after the show. It was so peaceful watching the snow fall from inside and the kitchen was perfectly stocked with everything we needed to cook. The appliances were top notch, the house was well decorated and we will definitely rent here again!
Superhost
Apartment in Chester
4.77 out of 5 average rating, 197 reviews

Quiet getaway in the Berkshires

MarkRating, 5 stars2 weeks ago
The place is a large upstairs apartment built into a single family home with a business on the first floor. Very Chester. Comfortable and warm. Everything was and felt clean, no worries there.
Top guest favorite
Home in Sharon
5 out of 5 average rating, 13 reviews

The Mountain Vacation Home

RobRating, 5 stars6 months ago
The house is in a beautiful location. Sharon, CT is definitely worth visiting. Especially during the fall.
Guest favorite
Home in Otis
4.92 out of 5 average rating, 153 reviews

The Pinnacle House at Otis Ridge Ski Area!

AmyRating, 5 stars2 months ago
Welcoming, tidy and clean home. Fully functional and amenable to families with young children. A perfect winter getaway spot given its proximity to Otis Ridge. Extremely easy to ski in and ski out. Mary Kay is a lovely host- extremely responsive, helpful and flexible.
Guest favorite
Home in New Milford
4.94 out of 5 average rating, 32 reviews

Serene Country home 24 mi Mohawk ski area

ConnieRating, 5 stars1 month ago
A beautiful home- super comfortable and spacious. It is outfitted with everything you could need. Peaceful location (we stayed in spring/winter- can’t speak to what it would be like in season). Lovely views. Easy to get into town by car (3-5 minutes!). Host was excellent - responsive to any questions or inquiries
Top guest favorite
Bungalow in Old Lyme
4.94 out of 5 average rating, 306 reviews

Pet Friendly Bungalow!!!

BrittanyRating, 5 stars1 week ago
June and her bungalow emanated an inviting warmth from the very beginning. My partner and I were looking for a peaceful getaway with our pup, and we were thrilled to see such a beautiful, affordable, pet friendly option by the water. I then saw that it was just 15mins from my grandmother in Waterford, so we would be able to visit with her, too! We exchanged friendly messages right after booking, and I immediately felt confident and comfortable with our decision to stay at her place. June was incredibly thoughtful and seemed to think of everything! She sent a message earlier in the week ahead of the booking to let us know she was preparing for our stay and to share excitement on the beautiful forecast. She was flexible and communicative on check in/check out times, and wished us well throughout her stay. We felt truly at home upon arrival. You can tell this bungalow has been loved and cared for, and that many good times have been shared. Very positive and serene energy. 🌅♥️🐾
Superhost
Cottage in Enfield
4.83 out of 5 average rating, 47 reviews

Lakefront Lovely Cottage

JohnRating, 5 stars4 months ago
Brenda place was beautiful with a beautiful view especially when we work up to some light snow on the lake. The layout of the house was ideal for us with the big open living room and great updated kitchen. So many comfortable beds for us to use. Our favorite places were the sun room and dining rooms looking out at the lake, Brenda was was kind and helpful and adding a Christmas tree for us was a beautiful touch . Highly recommend, one of our best for sure, thank you

Quick stats about vacation rentals in Simsbury

  • Total rentals

    40 properties

  • Total number of reviews

    2.5K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

Frequently Asked Questions

  • Are there house rentals with a dedicated workspace in Simsbury?

    Yes! Work meets play with ease at over 10 house rentals in Simsbury featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly house rentals in Simsbury?

    Four-legged friends are welcome in Simsbury. Choose from more than 10 house rentals for guests traveling with pets.

  • Do house rentals in Simsbury have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Simsbury. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Simsbury?

    Simsbury has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

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