Simsbury Holiday Rentals

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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Simsbury holiday 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 HK$1,248
HK$2,704 total
includes taxes & fees
19 May - 20 May
#24 *Serenity* A Lakefront Cottage Retreat
Smart TV

#23 *COMFORT & LUXURY* 3 BR/2 BA House

#23 *COMFORT & LUXURY* 3 BR/2 BA House
Southington
9.8 out of 10, Exceptional, (9 reviews)
"Place was just as advertised. It was clean, comfy, nice neighborhood. Check in and out was easy with no issues. "
United States
Ryan A.
The price is HK$1,416
HK$3,007 total
includes taxes & fees
19 May - 20 May
#23 *COMFORT & LUXURY* 3 BR/2 BA House
Smart TV

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, (22 reviews)
"Great place"
United States
John S.
The price is HK$1,331
HK$2,604 total
includes taxes & fees
2 Jun - 3 Jun
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Smart TV, offices

Crested One Place - with Free Parking, Heat & AC

Crested One Place - with Free Parking, Heat & AC
Manchester
The price is HK$675
HK$1,630 total
includes taxes & fees
25 May - 26 May
Crested One Place - 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!
Manchester
9.4 out of 10, Exceptional, (13 reviews)
"Amazing stay. Easy check-in/access and Karl was quick to answer any questions I had. The place was immaculate, clean and modern with all the amenities you’ll need. Very convenient and walkable to coffee shops, bars & restaurants. We’ll be back."
United States
Todd L.
Charming Luxury 1BR Near Downtown. Dog Friendly!
Smart TV, fireplace

The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (13 reviews)
"Pretty house. Great host. Enjoyable stay. Will definitely consider renting it out again, if the opportunity arises.."
United States
Apex A.
The price is HK$720
HK$2,268 total
includes taxes & fees
19 May - 20 May
The Serene Skyway 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
Manchester Center
10.0 out of 10, Exceptional, (10 reviews)
"Great place"
United States
Jason
The price is HK$987
HK$1,606 total
includes taxes & fees
20 May - 21 May
Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester
Smart TV, offices

Premier League Pad - with Free Parking, Heat & AC

Premier League Pad - with Free Parking, Heat & AC
Manchester
10.0 out of 10, Exceptional, (3 reviews)
"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 HK$883
HK$1,892 total
includes taxes & fees
19 May - 20 May
Premier League Pad - with Free Parking, Heat & AC
Property grounds

Humble Abode #2

Humble Abode #2
Manchester Center
10.0 out of 10, Exceptional, (2 reviews)
"the place was clean bed was nice"
United States
Jonathan
The price is HK$940
HK$1,237 total
includes taxes & fees
19 May - 20 May
Humble Abode #2
Exterior

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

15mins to Hartford, Home in Manchester w/ King Bed
Manchester
9.2 out of 10, Wonderful, (7 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 HK$1,232
HK$2,552 total
includes taxes & fees
19 May - 20 May
15mins to Hartford, Home in Manchester w/ King Bed
Smart TV

Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
9.8 out of 10, Exceptional, (9 reviews)
"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 HK$1,292
HK$2,653 total
includes taxes & fees
31 May - 1 Jun
Modern & Cozy Cape | 4 Bedroom House | Central Location
Property grounds

Peaceful Meadow Retreat

Peaceful Meadow Retreat
Granby
10.0 out of 10, Exceptional, (22 reviews)
"We stayed here as a quick overnight trip for events in the area. We really enjoyed the property, reading through the guestbook, and the local pizza place La Figata. "
United States
Kaleigh L.
The price is HK$971
HK$1,755 total
includes taxes & fees
9 Jun - 10 Jun
Peaceful Meadow Retreat
1 bedroom, desk, WiFi, bed sheets

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)
"Clean place, simple check in, over great!"
United States
Allison S.
The price is HK$1,043
HK$1,356 total
includes taxes & fees
25 May - 26 May
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
Combined shower/bathtub, hair dryer, towels, toilet paper

Charming 3 bed/2 bath town home with gorgeous back yard

Charming 3 bed/2 bath town home with gorgeous back yard
Forest Park
9.8 out of 10, Exceptional, (13 reviews)
"Clean, comfortable house exactly as described. Easy check-in and responsive host. All amenities worked well and everything we needed was provided. Would stay here again! Highly recommended if you are looking for a place to stay during AAU basketball tournaments - location was central to all the venues."
United States
Barbara W.
The price is HK$1,374
HK$1,772 total
includes taxes & fees
24 May - 25 May
Charming 3 bed/2 bath town home with gorgeous back yard
Property grounds

River Overlook - What a view from your deck!

River Overlook - What a view from your deck!
Collinsville
10.0 out of 10, Exceptional, (23 reviews)
"The place was perfect for the two of us. It was close to both our kids homes."
United States
Tomas M.
The price is HK$1,163
HK$2,338 total
includes taxes & fees
20 May - 21 May
River Overlook - What a view from your deck!
Fridge, microwave, oven, stovetop

Private Apartment in Berlin

Private Apartment in Berlin
Berlin
9.0 out of 10, Wonderful, (7 reviews)
"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 HK$719
HK$1,915 total
includes taxes & fees
19 May - 20 May
Private Apartment in Berlin
Exterior

The Blue Back Bungalow

The Blue Back Bungalow
West Hartford
9.4 out of 10, Exceptional, (18 reviews)
"Alexander was a very good host—very responsive when we asked questions. Very nice house and each bed room was spacious with a large closet and a TV. The kitchen was updated with modern appliances. "
United States
Julie B.
The price is HK$619
HK$2,442 total
includes taxes & fees
19 May - 20 May
The Blue Back Bungalow
Smart TV

Charming 3-Bedroom Home with Modern Comforts in West Hartford

Charming 3-Bedroom Home with Modern Comforts in West Hartford
West Hartford
8.0 out of 10, Very good, (12 reviews)
"everything was good but there was a few things that needed fix up on I contacted the host and let them know about a few things and so on other then that i enjoyed my stay "
United States
Shaheym J.
The price is HK$1,103
HK$2,427 total
includes taxes & fees
19 May - 20 May
Charming 3-Bedroom Home with Modern Comforts in West Hartford
Fridge, microwave, stovetop, dishwasher

Newly Renovated 4 Bedroom House

Newly Renovated 4 Bedroom House
Enfield
10.0 out of 10, Exceptional, (5 reviews)
"The house was perfect for a weekend wedding trip. "
United States
Liane V.
The price is HK$1,556
HK$3,569 total
includes taxes & fees
26 May - 27 May
Newly Renovated 4 Bedroom House
Smart TV, fireplace

Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (18 reviews)
"What a comfortable and welcoming place to stay! Great communication with the hosts, and the space had all the amenities we needed, as well as many thoughtful extra touches. Home was spotless, and tastefully decorated. Quiet neighborhood, and super easy access to downtown. Would absolutely stay here again!"
United States
Kathryn A.
The price is HK$1,292
HK$2,200 total
includes taxes & fees
19 May - 20 May
Pristine Cozy Walkable Downtown 2BR Getaway
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

The Farmington Inn & Suites

The Farmington Inn & Suites

6/10 Okay
"Morning breakfast was limited and the same EVERY day."
Larry 4-night trip
Posted 4 hours ago
The Farmington Inn & Suites

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
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  • 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!

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Frequently asked questions

Can I find holiday rentals in Simsbury?

Yes, there are holiday rentals in Simsbury close to Performing Arts Center at Simsbury Meadows, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Simsbury has a good selection of restaurants. Make sure you have time to check out the forests and riverfront during your trip.

What are some of the best holiday rentals that Simsbury has to offer?

Beautiful retreat in a lake community to the enjoy the summer season. : This holiday home rental outside of Simsbury is located on a lake, and offers a BBQ, laundry facilities and a Smart TV to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals will I find in Simsbury?

With 4 Expedia holiday rentals, you're guaranteed 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 Flamig Farm, 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 holiday rental in Simsbury like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Simsbury. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family getaway.