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Vacation rentals in Simsbury

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Top-rated vacation rentals in Simsbury

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

Ensign House Room
SUPERHOST
Entire rental unit · 2 guests · 1 bed · 1 bath
Ensign House RoomTwo Night Minimum Amenities are per request in order to ensure the safety and cleanliness of the room.
The “Mountain” House
SUPERHOST
Private room · 2 guests · 1 bed · 1 private bath
The “Mountain” HouseLand in a tranquil room surrounded by a mini-forest. Unwind, relax, heal, and ground yourself in an earthy and light-filled house that's just minutes to EVERYTHING. The “Mountain” house is about 10 min. from all the private schools and close to Hartford businesses! Heck. The “Mountain” house is minutes to all the awesomeness in Avon, Canton, Farmington, and Simsbury. Also. The “Mountain” House isn’t on an actual mountain (phew...but it’s dang close to Onion Mountain in case you like to hike!)
The Hills
SUPERHOST
Entire guesthouse · 2 guests · 1 bed · 1 bath
The HillsThis is a walkout basement guest home located in a beautiful cul-de-sac neighborhood with entrance from backyard to Holcomb Trails and McClean Game Refuge trails. Backyard offers a picturesque fern and tree “campsite” with picnic table, chairs, large swinging tree pod where one can relax and read a book, as well as a fire pit available for use. Waterfalls, farm and winery outdoor eats, and many beautiful hiking and biking trails nearby. Completely private. Our family lives above.

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Other great vacation rentals in Simsbury

SUPERHOST
  1. Farm stay
  2. West Simsbury
Flamig Farm Staycation
$135 per night
SUPERHOST
  1. Entire guest suite
  2. East Granby
Staying at Ten Hillcrest
$80 per night
SUPERHOST
  1. Private room
  2. Avon
Heidi's Hide-Away Bedroom & Bathroom
$69 per night
SUPERHOST
  1. Entire cottage
  2. Granby
The Little Red Schoolhouse ~ Circa 1877
$110 per night
  1. Entire guest suite
  2. Canton
One Bedroom Guest House Nestled in the Mountain
$140 per night
SUPERHOST
  1. Entire guest suite
  2. Simsbury
900SF apartment in private home separate entrance.
$160 per night
SUPERHOST
  1. Farm stay
  2. Granby
The Farmhouse at Maple View Farm
$99 per night
SUPERHOST
  1. Entire residential home
  2. Granby
Charming Ranch home, Garden Paradise, Huge Yard
$131 per night
SUPERHOST
  1. Private room
  2. Avon
Heidi's Hide-Away 2 1/2 Bedroom Suite
$109 per night
  1. Entire residential home
  2. Granby
Convenient Granby Charm
$117 per night
SUPERHOST
  1. Private room
  2. Canton
Relaxing 1 bedroom by the Brook
$46 per night
SUPERHOST
  1. Private room
  2. Bloomfield
Cheerful and tranquil bedroom, with free parking.
$60 per night