A metal bridge with a sign that reads 'Thank You' and a birdhouse on the right.

Simsbury Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Simsbury vacation rentals

Property grounds

#24 *Serenity* A Lakefront Cottage Retreat

#24 *Serenity* A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (23 reviews)
"The house was cozy and comfortable. The location was great while dropping our son off at Wesleyan University for his sophomore year. The lake was a peaceful place to relax and read."
United States
julia h.
The price is AED 1,057
AED 1,870 total
includes taxes & fees
22 Jul - 23 Jul
#24 *Serenity* A Lakefront Cottage Retreat
Dining

1 Min to I-91 - Newly Renovated Modern 2 BR Home

1 Min to I-91 - Newly Renovated Modern 2 BR Home
Berlin
The price is AED 558
AED 1,130 total
includes taxes & fees
24 Jun - 25 Jun
1 Min to I-91 - Newly Renovated Modern 2 BR Home
Private kitchen

Guest B&B Close to the MgM, Basketball Hall of fame, and downtown springfield.

Guest B&B Close to the MgM, Basketball Hall of fame, and downtown springfield.
Liberty Heights
The price is AED 661
AED 1,208 total
includes taxes & fees
24 Jun - 25 Jun
Guest B&B Close to the MgM, Basketball Hall of fame, and downtown springfield.
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.
East Windsor
10.0 out of 10, Exceptional, (24 reviews)
"Perfect stay, second time, will be back, great for the show! "
United States
Kim G.
The price is AED 489
AED 636 total
includes taxes & fees
29 Jun - 30 Jun
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
Smart TV

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

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.2 out of 10, Wonderful, (24 reviews)
"Was a great stay"
United States
John S.
The price is AED 547
AED 1,158 total
includes taxes & fees
24 Jun - 25 Jun
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Outdoor dining

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Collinsville
10.0 out of 10, Exceptional, (66 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
The price is AED 1,146
AED 1,927 total
includes taxes & fees
29 Jun - 30 Jun
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Living area

Cozy 1-bedroom apartment in beautiful Manchester with AC,Free Parking

Cozy 1-bedroom apartment in beautiful Manchester with AC,Free Parking
Manchester
The price is AED 475
AED 976 total
includes taxes & fees
24 Jun - 25 Jun
Cozy 1-bedroom apartment in beautiful Manchester with AC,Free Parking
Terrace/patio

Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Enjoy a restful stay with fast internet, smart TV and the company of your pet.
winsted
9.2 out of 10, Wonderful, (47 reviews)
"Fantastic hosts and great facilities would highly recommend"
United States
Steve
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Interior

Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
9.8 out of 10, Exceptional, (10 reviews)
"Great place"
United States
John S.
The price is AED 477
AED 1,074 total
includes taxes & fees
30 Jun - 1 Jul
Modern & Cozy Cape | 4 Bedroom House | Central Location
Property grounds

Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (147 reviews)
"Great location"
United States
Will G.
The price is AED 628
AED 1,223 total
includes taxes & fees
7 Jul - 8 Jul
Big farmhouse in the foothills of the Berkshires
Smart TV

15mins to Hartford, Home in Manchester w/ King Bed

15mins to Hartford, Home in Manchester w/ King Bed
Manchester
8.4 out of 10, Very Good, (8 reviews)
"Great location, spacious, comfortable and clean. The host was very responsive and easy to work with, Definitely deserves 5 stars for quality and price."
Singapore
Angelo N.
The price is AED 505
AED 1,106 total
includes taxes & fees
24 Jun - 25 Jun
15mins to Hartford, Home in Manchester w/ King Bed
Fridge, microwave, oven, stovetop

#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT

#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT
Southington
9.0 out of 10, Wonderful, (7 reviews)
"We enjoyed our stay! And happy with most!!!!"
United States
Dawn H.
The price is AED 1,863
AED 3,105 total
includes taxes & fees
13 Jul - 14 Jul
#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT
Private kitchen

Litchfield Retreat, Wineries, Foliage & Skiing

Litchfield Retreat, Wineries, Foliage & Skiing
Torrington
The price is AED 959
AED 1,461 total
includes taxes & fees
24 Jun - 25 Jun
Litchfield Retreat, Wineries, Foliage & Skiing
Property grounds

Humble Abode #2

Humble Abode #2
Manchester Center
10.0 out of 10, Exceptional, (4 reviews)
"the place was clean bed was nice"
United States
Jonathan
The price is AED 441
AED 580 total
includes taxes & fees
24 Jun - 25 Jun
Humble Abode #2
Private kitchen

Cozy beautiful single-Family house

Cozy beautiful single-Family house
Longmeadow
The price is AED 1,322
AED 2,232 total
includes taxes & fees
24 Jun - 25 Jun
Cozy beautiful single-Family house
TV, fireplace

#30 - Spacious & Cozy!

#30 - Spacious & Cozy!
Southington
6.8 out of 10, (5 reviews)
"the house was great for our needs - it was nicely furnished fully stocked with the essentials in the kitchen. the host checked in when it was especially cold to ensure the heat and water were working correctly. the living room was very comfortable with leather reclining chairs and a gas fireplace that heated the room very well. We enjoyed how easy our stay was and recommend this location "
United States
Kaity B.
The price is AED 703
AED 1,727 total
includes taxes & fees
24 Jun - 25 Jun
#30 - Spacious & Cozy!
Smart TV, fireplace

Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (19 reviews)
"Wow what an enjoyable stay! Clean, fresh, relaxing, and wonderful to meet owners Corin and Jen… gracious and hospitable hosts. Very comfortable, great location, well appointed… everything we were looking for!"
United States
James M.
Pristine Cozy Walkable Downtown 2BR Getaway
Exterior

The Blue Back Bungalow

The Blue Back Bungalow
West Hartford
9.4 out of 10, Exceptional, (18 reviews)
"Great location and pleasant area to walk to area restaurants and shops. Prompt and friendly communication with host who was very accommodating to our needs. We enjoyed our stay."
United States
Laurie R.
The price is AED 353
AED 1,218 total
includes taxes & fees
29 Jun - 30 Jun
The Blue Back Bungalow
2 bedrooms, iron/ironing board, WiFi, bed sheets

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Somers
10.0 out of 10, Exceptional, (3 reviews)
"This place was perfect for our needs! It was about 5 minutes from the event we came for which was great. Seeing it was a new listing without any reviews I was slightly skeptical but traveling with a 5 year old, a hotel is always a struggle. This place was everything it was advertised and then some. Absolutely spacious, nicely decorated and plenty plenty plenty of little extras like snacks, toiletries, and a very nice and accommodating host! The furniture was all comfortable and good quality,...
United States
Colleen S.
The price is AED 651
AED 1,311 total
includes taxes & fees
24 Jun - 25 Jun
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Fridge, microwave, oven, stovetop

Cozy 2-bedroom apartment with movie theater.

Cozy 2-bedroom apartment with movie theater.
Agawam
10.0 out of 10, Exceptional, (1 review)
The price is AED 737
AED 1,156 total
includes taxes & fees
24 Jun - 25 Jun
Cozy 2-bedroom apartment with movie theater.
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

Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

10/10 Excellent
"Very handy for a quick stop while travelling up north. Plenty of places to eat and drink nearby."
nigel 1-night trip
Posted 5 hours ago
Motel 6 Wethersfield, CT - Hartford

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Simsbury?

Yes, you can find vacation rentals in Simsbury near Performing Arts Center at Simsbury Meadows, or you can select a more remote option if you want a relaxing stay. 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?

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!: This vacation home rental outside of Simsbury has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals will I find in Simsbury?

With 4 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?

Explore the area and family-friendly sights such as Six Flags New England, or get out into nature at a spot like Farmington River. While here, Performing Arts Center at Simsbury Meadows and Talcott Mountain 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.