Find Vacation Rentals in Simsbury

We have 47 properties to choose from
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Popular Simsbury Vacation Rentals

Find the perfect Simsbury vacation rental

House Simsbury
from $723 per night
7 guests ∙ 4 bedrooms

House

Simsbury, Hartford County, Connecticut, United States
Vrbo
Details
House Simsbury
from $168 per night
4 guests ∙ 2 bedrooms

House

Simsbury, Hartford County, Connecticut, United States
Vrbo
Details
Apartment Simsbury
from $326 per night
5 guests ∙ 2 bedrooms

Apartment

Simsbury, Hartford County, Connecticut, United States
Vrbo
Details
Aparthotel Simsbury
from $1,484 per night
19 guests ∙ 6 bedrooms

Aparthotel

Simsbury, Hartford County, Connecticut, United States
Vrbo
Details
Bed and breakfast Simsbury
from $271 per night
Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Standard Suite, 2 Bedrooms, Non Smoking (The Suite)

4.9
Outstanding(56 ratings)
Simsbury, Hartford County, Connecticut, United States
HomeToGo
Details
Apartment Simsbury
from $231 per night
2 guests ∙ 1 bedroom

Apartment

Simsbury, Hartford County, Connecticut, United States
Vrbo
Details
Bed and breakfast Simsbury
from $174 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Standard Room, 1 Bedroom, Non Smoking (The Trade Room)

4.9
Outstanding(56 ratings)
Simsbury, Hartford County, Connecticut, United States
HomeToGo
Details
Bed and breakfast Simsbury
from $174 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Standard Room, 1 Bedroom, Non Smoking (The Linen Room)

4.9
Outstanding(56 ratings)
Simsbury, Hartford County, Connecticut, United States
HomeToGo
Details
Bed and breakfast Simsbury
from $174 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Standard Room, 1 Bedroom, Non Smoking (The Twin Room)

4.9
Outstanding(56 ratings)
Simsbury, Hartford County, Connecticut, United States
HomeToGo
Details
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Vacation rentals with a balcony

House  Simsbury
from $466 per night
8 guests ∙ 4 bedrooms

House

5.0
Outstanding(23 ratings)
Simsbury, Hartford County, Connecticut, United States
Balcony
Vrbo
Details
House  Simsbury
from $240 per night
House ∙ 4 guests ∙ 2 bedrooms

191 m² House

5.0
Outstanding(36 ratings)
Simsbury, Hartford County, Connecticut, United States
Balcony
Vrbo
Details
House  Simsbury
from $182 per night
House ∙ 8 guests ∙ 3 bedrooms

135 m² House

4.9
Outstanding(130 ratings)
Simsbury, Hartford County, Connecticut, United States
Balcony
Vrbo
Details
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Vacation Homes With Terraces

Apartment  Simsbury
from $202 per night
3 guests ∙ 1 bedroom

Apartment

5.0
Outstanding(14 ratings)
Simsbury, Hartford County, Connecticut, United States
Balcony/Patio
Vrbo
Details
House  Simsbury
from $82 per night
House ∙ 2 guests ∙ 1 bedroom

23 m² House

5.0
Outstanding(38 ratings)
Simsbury, Hartford County, Connecticut, United States
Balcony/Patio
Vrbo
Details
House  Simsbury
from $283 per night
6 guests ∙ 3 bedrooms

House

5.0
Outstanding(85 ratings)
Simsbury, Hartford County, Connecticut, United States
Balcony/Patio
Vrbo
Details
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Vacation Properties for Fishing

House  Simsbury
from $230 per night
House ∙ 6 guests ∙ 2 bedrooms

102 m² House

4.6
Excellent(23 ratings)
Simsbury, Hartford County, Connecticut, United States
Fishing
HomeToGo
Details
House  Simsbury
from $238 per night
House ∙ 6 guests ∙ 3 bedrooms

102 m² House

4.6
Excellent(21 ratings)
Simsbury, Hartford County, Connecticut, United States
Fishing
Vrbo
Details
House  Simsbury
from $233 per night
House ∙ 4 guests ∙ 2 bedrooms

93 m² House

Simsbury, Hartford County, Connecticut, United States
Fishing
Vio.com
Details
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Frequently Asked Questions

How much does it cost to stay in Simsbury?

Usually, a stay in Simsbury starts at $84 per night.

Are there lots vacation rental options to choose from in Simsbury?

On tripping.com, you will find 47 available vacation rental offers in Simsbury.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Simsbury

Looking for a vacation rental in Simsbury? Tripping.com has 192 vacation rental homes available in Simsbury. You'll find 0 studios, 149 1-bedroom, 11 2-bedroom and 32 rentals with 3 or more bedrooms ranging from $42 a night. For extra convenience, many of these vacation homes can be booked directly online. The average price of a nightly rental in Simsbury is $146 while the average price of a weekly rental is $25. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Simsbury home is $25. Wondering if you can bring your dog or cat along with you? There are 83 pet-friendly vacation rentals available in Simsbury. In addition to accommodating pets, Simsbury rentals offer a variety of amenities. In particular, 127 rentals have Internet and WiFi, 105 have TV and/or cable and 77 have a pool or hot tub. Search properties from 6 vacation rental sites in Simsbury where the top providers in that area are HRS Holidays, Booking.com, and Agoda. There are 74 HRS Holidays rentals, 43 Booking.com short term rentals and 27 Agoda vacation rentals.

Popular Day Trips Near Simsbury

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