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Vacation rentals in Simsbury

Vacation rentals in Simsbury

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Simsbury

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • 900+SF apartment in private home separate entrance
    Entire guest suite · 2 guests · 1 bed · 1 bath
    900+SF apartment in private home separate entrance

    The apartment is in a quiet residential neighborhood near shopping with a patio, kitchen, dining, fireplace, central air conditioning, laundry, cable, internet, and off street parking with separate access.

    What guests are saying:

    “This spacious apartment located on a lovely quiet street is the lower level of the house. The large bedroom had a big comfortable bed, walk in cedar closet, television and attached bath. Fully fitted kitchen, window lined dining room attached to the large living room had a comfortable couch with a large screen tv. Patio with chairs overlooked a very huge garden/ yard. Comfy and cozy with everything you might need. I hope to get to stay there again. Peter and Kimberley Frey”

  • Historic, secluded stone cabin
    SUPERHOSTEntire cabin · 8 guests · 3 beds · 1 bath
    Historic, secluded stone cabin

    Tucked away on top of Talcott Mountain, inside the grounds of a historic landmark, sits a two-story rustic stone cabin with kitchen, full bath, and stone fireplace. Also includes: two stone patios, outdoor fireplace, in-ground pool and basketball court with fenced yard. Nearby attractions include hiking/walking trails, winery, movie theatres, restaurants, and shopping in quaint New England towns.

    What guests are saying:

    “We had a great stay, thank you Cynthia! We went with young kids who loved swimming most of the day. Some reviewers have cautioned against going with young kids because the pool is so close and isn't fenced, but it wasn't an issue for our kids/us. There are some quirks to the property but they're all clearly laid out (a bit of a walk to the property - wasn't an issue for us since Cynthia drove us in the golf cart when we had our bags, and although there are many beds it's just one large open room for sleeping - unless someone is comfortable sleeping in the basement). The area has lots of hiking and outdoor activities which was perfect at this time.”

  • The Jayoly King Suite
    SUPERHOSTPrivate room · 2 guests · 1 bed · 1 shared bath
    The Jayoly King Suite

    Lovely 1 bedroom in beautiful Canton, CT; Separate entrance, beautifully landscaped property which gives you a resort type experience. Picturesque and stunningly gorgeous. Large bedroom w/ dedicated patio King size bed Shared bathroom w/sauna Shared sitting room

    What guests are saying:

    “Yolanda and Jacob are wonderful hosts with a great, inexpensive space. The location was perfect for me (however, if you are looking to get into Hartford you will have a bit of a commute) and I loved the woodsy setting. I only saw Yolanda when I checked in and didn't see anyone else for the three days I stayed so, as others have noted, they respect your privacy but are available whenever you need them. The room was clean, the bed was comfortable and there are nice little touches in the room and the common area that make it feel a little more like home. Will definitely stay again next time I'm in town!”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Simsbury vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Simsbury

River facing, modern, romantic , serene room
SUPERHOSTPrivate room
River facing, modern, romantic , serene room
Price:$ 49 / night
Ensign House Room
SUPERHOSTEntire apartment
Ensign House Room
Price:$ 150 / night
Snugasabug, Farmington, CT
SUPERHOSTPrivate room
Snugasabug, Farmington, CT
Price:$ 79 / night
Farmington-West Hartford-Morgan Room
SUPERHOSTPrivate room
Farmington-West Hartford-Morgan Room
Price:$ 69 / night
Caribbean-style Basement Apartment
Private room
Caribbean-style Basement Apartment
Price:$ 27 / night
Spacious and Private Room with Convenient Location
SUPERHOSTPrivate room
Spacious and Private Room with Convenient Location
Price:$ 40 / night
Samuel Eggleston House
SUPERHOSTPrivate room
Samuel Eggleston House
Price:$ 90 / night
Flamig Farm Staycation
SUPERHOSTFarm stay
Flamig Farm Staycation
Price:$ 135 / night
Craftsman's In-Law Suite in our 1840s Farmhouse
SUPERHOSTEntire apartment
Craftsman's In-Law Suite in our 1840s Farmhouse
Price:$ 82 / night
Heidi's Hide-Away Bedroom & Bathroom
SUPERHOSTPrivate room
Heidi's Hide-Away Bedroom & Bathroom
Price:$ 59 / night
The Farmhouse at Maple View Farm
SUPERHOSTFarm stay
The Farmhouse at Maple View Farm
Price:$ 110 / night
The great escape ( Airport 5 mins away )
Private room
The great escape ( Airport 5 mins away )
Price:$ 42 / night
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