Simsbury Vacation Rentals

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Check prices for these dates

Tonight
Jan 7 - Jan 8
Tomorrow
Jan 8 - Jan 9
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Simsbury vacation rentals

Property grounds
Humble Abode #2

Humble Abode #2

Humble Abode #2
2.0 star property
Manchester Center
10.0 out of 10, Exceptional, (1)
"the place was clean bed was nice"
United States
Jonathan
The price is ￥18,793
￥24,744 total
includes taxes & fees
Jan 8 - Jan 9
Humble Abode #2
Smart TV, DVD player, books
Manchester 1-Bedroom Oasis APT Near Downtown Main Street. Pet-Friendly!

Manchester 1-Bedroom Oasis APT Near Downtown Main Street. Pet-Friendly!

Manchester 1-Bedroom Oasis APT Near Downtown Main Street. Pet-Friendly!
Manchester
10.0 out of 10, Exceptional, (2)
"Very nice apartment space, fully equipped."
United States
Michele M.
The price is ￥12,685
￥47,202 total
includes taxes & fees
Jan 8 - Jan 9
Manchester 1-Bedroom Oasis APT Near Downtown Main Street. Pet-Friendly!
Smart TV, computer monitors
Central Chic Pad - with Free Parking, Heat & AC

Central Chic Pad - with Free Parking, Heat & AC

Central Chic Pad - with Free Parking, Heat & AC
Manchester
9.6 out of 10, Exceptional, (7)
"Great stay. Gas stove was a highlight!"
United States
Domenic
The price is ￥13,508
￥32,448 total
includes taxes & fees
Jan 13 - Jan 14
Central Chic Pad - with Free Parking, Heat & AC
Fridge, microwave, stovetop, coffee/tea maker
Charming Luxury 1BR Near Downtown. Dog Friendly!

Charming Luxury 1BR Near Downtown. Dog Friendly!

Charming Luxury 1BR Near Downtown. Dog Friendly!
Manchester
9.4 out of 10, Exceptional, (11)
"Had a nice stay at this VRBO. Cozy and quiet."
United States
James C.
The price is ￥13,389
￥48,167 total
includes taxes & fees
Jan 8 - Jan 9
Charming Luxury 1BR Near Downtown. Dog Friendly!
Property grounds
Peaceful Meadow Retreat

Peaceful Meadow Retreat

Peaceful Meadow Retreat
2.0 star property
Granby
10.0 out of 10, Exceptional, (17)
"Beautiful property comfy, cozy and clean little cottage."
United States
Denise T.
The price is ￥14,659
￥28,995 total
includes taxes & fees
Jan 11 - Jan 12
Peaceful Meadow Retreat
Interior
Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester

Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester

Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester
2.0 star property
Manchester Center
10.0 out of 10, Exceptional, (6)
"Cute, comfortable, quiet accommodation. It was perfect for our visit to Hartford. "
United States
Diana V.
The price is ￥18,793
￥31,361 total
includes taxes & fees
Jan 11 - Jan 12
Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester
Interior
Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
10.0 out of 10, Exceptional, (5)
"This house was perfect for the 4 of us. We all had our own bedroom and shared the bath. It’s very clean and close to everywhere we were going! The home is modern and the beds were comfy! I would stay there again. Great home! "
United States
Lorie D.
The price is ￥18,950
￥44,658 total
includes taxes & fees
Jan 11 - Jan 12
Modern & Cozy Cape | 4 Bedroom House | Central Location
Fridge, microwave, stovetop, coffee/tea maker
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.

Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.

Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
2.0 star property
East Windsor
9.8 out of 10, Exceptional, (19)
"Great stay! Very clean and easily accessible"
United States
Nick T.
The price is ￥19,028
￥25,015 total
includes taxes & fees
Jan 8 - Jan 9
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
Fridge, microwave, oven, stovetop
The Serene Skyway Retreat

The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (12)
"Pretty house. Great host. Enjoyable stay. Will definitely consider renting it out again, if the opportunity arises.."
United States
Apex A.
The price is ￥12,059
￥42,667 total
includes taxes & fees
Jan 11 - Jan 12
The Serene Skyway Retreat
Interior
Private Apartment in Berlin

Private Apartment in Berlin

Private Apartment in Berlin
2.0 star property
Berlin
9.2 out of 10, Wonderful, (5)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
United States
Daniel L.
The price is ￥16,601
￥47,203 total
includes taxes & fees
Jan 11 - Jan 12
Private Apartment in Berlin
Exterior
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View

Cozy 3 Flr Private 1 Bdrm Apt Tree Line View

Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
Torrington
9.6 out of 10, Exceptional, (4)
"A couple of the surfaces were not clean but mostly a clean comfy space. The bed was very comfortable and the bathroom was spacious and clean.The stairs are not for the faint of heart. A nice cozy place to stay once the luggage and groceries are up there."
United States
Rhonda H.
The price is ￥14,564
￥53,935 total
includes taxes & fees
Jan 8 - Jan 9
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
Interior
The Historic Hideaway

The Historic Hideaway

The Historic Hideaway
2.0 star property
Avon
7.0 out of 10, Good, (2)
"House exactly as listed. We had a question and the property owner replied instantly - great communication. Close to Talcott Mountain which was an amazing hike with beautiful views. "
United States
Nicole M.
The price is ￥8,613
￥38,013 total
includes taxes & fees
Jan 9 - Jan 10
The Historic Hideaway
Microwave, electric kettle, cookware/dishes/utensils, paper towels
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
Downtown Hartford
9.6 out of 10, Exceptional, (5)
"Great place in a very nice part of the city. Walkable and lots to do around, and a reasonable parking garage right across the street. Apartment was clean, comfy and easily accessible."
United States
Hoyt
The price is ￥15,660
￥30,146 total
includes taxes & fees
Jan 12 - Jan 13
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
Smart TV
Crested One Place - with Free Parking, Heat & AC

Crested One Place - with Free Parking, Heat & AC

Crested One Place - with Free Parking, Heat & AC
Manchester
The price is ￥13,508
￥32,918 total
includes taxes & fees
Jan 21 - Jan 22
Crested One Place - with Free Parking, Heat & AC
Fridge, microwave, oven, stovetop
#26 Beautifully Renovated 2 BR Home

#26 Beautifully Renovated 2 BR Home

#26 Beautifully Renovated 2 BR Home
Plainville
10.0 out of 10, Exceptional, (4)
"We thoroughly enjoyed our stay! The space was great for our family of 4. Would recommend!"
United States
LaTanya W.
The price is ￥18,265
￥36,665 total
includes taxes & fees
Jan 25 - Jan 26
#26 Beautifully Renovated 2 BR Home
TV
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
New Britain
10.0 out of 10, Exceptional, (9)
" Heck-on was smooth and the kitchen and facilities were great. "
United States
Elizabeth P.
The price is ￥17,619
￥38,899 total
includes taxes & fees
Jan 12 - Jan 13
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
1 bedroom, iron/ironing board, free WiFi, bed sheets
#2 *Beautiful 1 BR Apartment - Central CT*

#2 *Beautiful 1 BR Apartment - Central CT*

#2 *Beautiful 1 BR Apartment - Central CT*
Plainville
9.0 out of 10, Wonderful, (2)
"I try to come up to Connecticut at least once a year if possible and this really worked out perfect for me first floor no steps easy to bring luggage in very comfortable. Would definitely come back and stay there again."
United States
Rodney L.
The price is ￥11,276
￥27,845 total
includes taxes & fees
Jan 8 - Jan 9
#2 *Beautiful 1 BR Apartment - Central CT*
Smart TV
Premier League Pad - with Free Parking, Heat & AC

Premier League Pad - with Free Parking, Heat & AC

Premier League Pad - with Free Parking, Heat & AC
Manchester
10.0 out of 10, Exceptional, (3)
"Perfect place to stay if you need to stay in Manchester. The apartment was so clean and accommodating. The host was very easy to communicate with! I would gladly stay here again!"
United States
Corey J.
The price is ￥17,650
￥37,995 total
includes taxes & fees
Feb 1 - Feb 2
Premier League Pad - with Free Parking, Heat & AC
Terrace/patio
Soothing 2-bedroom lower-level apartment in Berlin

Soothing 2-bedroom lower-level apartment in Berlin

Soothing 2-bedroom lower-level apartment in Berlin
Berlin
10.0 out of 10, Exceptional, (1)
"This apartment was very clean and well-stocked. It was comfortable and cozy. It is in a great location in the center of Connecticut, a very nice, quiet neighborhood. We went on the hiking path just minutes from the front door. We went to Massachusetts, NYC, and Rhode Island, all were a hour and half or less away. In the backyard, we ate in the covered patio and sat around the firepit. There were top-notch grocery stores or dining options within five miles. Our host was responsive and caring. "
United States
Theresa G.
The price is ￥19,169
￥50,195 total
includes taxes & fees
Jan 12 - Jan 13
Soothing 2-bedroom lower-level apartment in Berlin
Smart TV
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.4 out of 10, Exceptional, (15)
"House was great & close to where we needed to be. "
United States
Erica M.
The price is ￥18,637
￥43,828 total
includes taxes & fees
Jan 25 - Jan 26
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Simsbury Hotel Reviews

Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

10/10 Excellent
"Room was spacious and clean. "
Samuel 3-night trip
Posted 2 days ago
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Find out more about Simsbury

Search for holiday rentals in Simsbury on Expedia! You can easily find your home rentals, villas, holiday apartments in Simsbury using one of the methods below:

  • View our selection of featured holiday rentals in Simsbury
  • Use the map to find apartments and other holiday homes in the Simsbury neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Simsbury while they last

Look no further and take a look at our great range of rental properties in Simsbury!

Frequently asked questions

Can I find vacation rentals in Simsbury?

Yes, you can find vacation rentals near top attractions in Simsbury, or you can go with a more secluded option if you're looking for relaxation. Our travelers say Simsbury has a good selection of restaurants. Make sure you have time to check out the forests and riverfront during your trip.

What's the top vacation rental in Simsbury?

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage: This vacation home rental outside of Simsbury offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals will I find in Simsbury?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Simsbury stay.

What’s there to see and do in Simsbury?

Cultural attractions include Performing Arts Center at Simsbury Meadows, whereas Farmington River is a spot to enjoy nature. While here, Talcott Mountain State Park and Stratton Brook State Park are other places worth a visit.

What’s a vacation rental in Simsbury like?

Vacation rentals are private properties you can stay in for a couple of days or more in Simsbury. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for families.