Vacation rentals in Simsbury

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Simsbury vacation rentals

Other great vacation rentals in Simsbury

Top guest favorite
Home in Windsor
4.98 out of 5 average rating, 55 reviews

Relax By The Water

Meera (& Eliot!)Rating, 5 stars3 weeks ago
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!
Guest favorite
Apartment in Simsbury
4.9 out of 5 average rating, 20 reviews

Newly Renovated Apartment

BrendaRating, 5 stars1 week ago
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.
Guest favorite
Apartment in Bloomfield
5 out of 5 average rating, 16 reviews

Bloomfield Bungalow

DeannaRating, 5 stars1 week ago
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.
Top guest favorite
Apartment in New Britain
4.95 out of 5 average rating, 193 reviews

Spacious Cozy Guest Suite

AlbertRating, 5 stars6 days ago
We booked this place to be close the the festival downtown and it was. 1.3 miles or 25 minutes walk. Perfect for us. The Airbnb was clean and spacious. Shower is a little small but ok. King bed is very comfortable. Yummy welcome treats on the table was a nice touch. Keurig pods and maker available for your pleasure. Well lit and very secure. Felt safe at all times. Great place to book if you need to stay in this area.
Guest favorite
Cottage in Collinsville
4.97 out of 5 average rating, 140 reviews

The Carriage House

AlyssaRating, 5 stars4 weeks ago
Kristen was awesome and made us feel very comfortable. We loved walking around the trails and exploring. We will definitely be booking with her again when we come back!
Top guest favorite
Guest suite in Farmington
5 out of 5 average rating, 43 reviews

The Cottage at Apple Hill

JanetRating, 5 stars6 months ago
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.
Superhost
Guest suite in Avon
4.87 out of 5 average rating, 87 reviews

Sprawling, Light Filled Studio Apt. with Patio

NadjaRating, 5 stars3 weeks ago
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!
Top guest favorite
Home in Bloomfield
4.96 out of 5 average rating, 125 reviews

Spacious Charming New England Cape

LivinaRating, 5 stars1 week ago
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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