
Accommodations in Simsbury
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Top-rated accommodations in Simsbury
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Other great vacation rentals in Simsbury

Relax By The Water
Bryan and June’s place is peaceful and cozy, and the location by the river is spectacular. The kitchen was really comfortable, clean and usable with lots of cookware and nice quality dishes to eat off of; we easefully made multiple meals together and really enjoyed doing it - which isn’t always the case with Airbnbs. Both bedrooms are lovely, so if you’re in a group that needs both bedrooms, this is a rare find where EVERYONE gets “the nice room.” A rare find!! The beds are comfy and on the softer side, and should work great for 99% of people (they were just fine for my spouse and for our friend who traveled with us). IF you are someone who needs an especially firm and supportive bed due to back issues (my situation, sigh), they may not work for you. I’m only sharing that for anyone else in my very specific position, since I also rely on reviews for info like this!

Private Cozy Suite, 0 Fees, Easy CheckIn, EV Plug
We were in town for a soccer game and this was the perfect place for us to stay, our dogs loved it too!

Newly Renovated Apartment
We stay here each time we come to Connecticut. It is so neat and clean and has everything you need in it. It is close enough to our son’s place and all the things we want to do. He has been so helpful whenever we have a question we highly recommend staying here.

West Hill Outpost
My boyfriend and I really enjoyed our stay. Everything was exactly like in the photos. It felt very clean and new for also staying in a quiet rural area. Michael was very communicative and helpful— even down to warning about some potholes on the road! It was a great relaxing getaway from the city and we enjoyed the house and area very much. For such a small space it had everything you could need and more.

Bloomfield Bungalow
We had a great stay! The location was perfect—quiet, peaceful, and close to everything we needed. Decor was beautiful. We did encounter a few minor issues during our stay, but Anthony was extremely respectful and responsive, quickly addressing everything we brought up. Check-in and check-out were smooth and very convenient. Overall, it was a very comfortable experience and we’d definitely want to stay again.

The Cottage at Apple Hill
Oh my gosh, I loved this Airbnb! Not only is it charming, cozy and clean, it is aesthetically beautiful inside and out. The property is absolutely gorgeous and they have done such a good job. The house is old and almost on the historic level, but the design and functionality of the Airbnb does not feel dated at all. It’s attached to the main house, but I didn’t hear a thing! Karen was the most responsive host ever and gave me a little tour when I arrived. She truly cares about the guest experience. The only thing to note is that if you are over 6’1” the upstairs bedroom and bathroom might be a bit tight for you. It was perfect for me, but I could see a super tall person having trouble with the short ceilings.

Sprawling, Light Filled Studio Apt. with Patio
A lovely get-away outside of Hartford. Perfect for attending a wedding in nearby Simsbury, this in-law suite was the ideal stay. Thank you, Erin!

Spacious Charming New England Cape
This was an excellent place for our family to stay, for other family members & friends who stayed elsewhere, to periodically stop by for food. I will recommend this place every time I hear someone coming this way. It appears that Carol has hosted many people from diverse backgrounds because there were condiments that we were pleasantly surprised to find in the kitchen cabinets. Thanks Carol, for putting so much thought into this house.
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.
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- Yale University
- Six Flags New England
- Walnut Public Beach
- TPC River Highlands
- Thunder Ridge Ski Area
- Woodmont Beach
- Quotonset Beach
- Bushnell Park
- Silver Sands Beach
- Bash Bish Falls State Park
- Taconic State Park
- Catamount Mountain Ski Resort
- Clinton Town Beach
- Bayview Beach
- Grove Beach
- Attawan Beach
- Kent Falls State Park
- Wildemere Beach
- Giants Neck Beach
- The Connecticut Golf Club
- Anchor Beach
- Clinton Beach
- Dinosaur State Park
- Brownstone Adventure Sports Park