Simsbury Holiday Rentals

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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Simsbury holiday rentals

Living area

Newly Renovated 2 floor Getaway

Newly Renovated 2 floor Getaway
3.5 star property
Forest Park
The price is HK$3,664
HK$5,333 total
includes taxes & fees
17 Apr - 18 Apr
Newly Renovated 2 floor Getaway
Fridge, microwave, oven, stovetop

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$4,479
HK$5,731 total
includes taxes & fees
9 Apr - 10 Apr
Charming 3 bed/2 bath town home with gorgeous back yard
Private kitchen

Litchfield Retreat, Wineries, Foliage & Skiing

Litchfield Retreat, Wineries, Foliage & Skiing
Torrington
The price is HK$2,046
HK$3,117 total
includes taxes & fees
4 Apr - 5 Apr
Litchfield Retreat, Wineries, Foliage & Skiing
Living area

Fully Furnished Private Loft Style Charm Trumbull Elevator

Fully Furnished Private Loft Style Charm Trumbull Elevator
Downtown Hartford
The price is HK$745
HK$1,734 total
includes taxes & fees
5 Apr - 6 Apr
Fully Furnished Private Loft Style Charm Trumbull Elevator
Fridge, microwave, oven, stovetop

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
East Granby
8.6 out of 10, Excellent, (4 reviews)
"Relaxing stay"
United States
Kim M.
The price is HK$1,701
HK$4,174 total
includes taxes & fees
8 Apr - 9 Apr
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
Smart TV

Crested One Place - with Free Parking, Heat & AC

Crested One Place - with Free Parking, Heat & AC
Manchester
The price is HK$676
HK$1,655 total
includes taxes & fees
6 Apr - 7 Apr
Crested One Place - with Free Parking, Heat & AC
Living area

Luxe Lady Executive & Family Retreat | 1 Bedroom Townhouse

Luxe Lady Executive & Family Retreat | 1 Bedroom Townhouse
Vernon
The price is HK$1,176
HK$2,120 total
includes taxes & fees
4 May - 5 May
Luxe Lady Executive & Family Retreat | 1 Bedroom Townhouse
Interior

Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Forest Park
9.0 out of 10, Wonderful, (28 reviews)
"Great. Placeto stay"
United States
Anonymous traveller
The price is HK$2,469
HK$4,366 total
includes taxes & fees
6 Apr - 7 Apr
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Iron/ironing board, WiFi, bed sheets

Lux Boutique Large Private LOFT Pratt St Hartford

Lux Boutique Large Private LOFT Pratt St Hartford
Downtown Hartford
8.4 out of 10, Very good, (27 reviews)
"Great stay"
United States
Josh H.
The price is HK$1,136
HK$2,255 total
includes taxes & fees
4 Apr - 5 Apr
Lux Boutique Large Private LOFT Pratt St Hartford
2 bedrooms, WiFi, bed sheets

Private Apartment in Berlin

Private Apartment in Berlin
Berlin
9.0 out of 10, Wonderful, (6 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$799
HK$2,040 total
includes taxes & fees
10 Apr - 11 Apr
Private 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
Manchester
9.6 out of 10, Exceptional, (20 reviews)
"Cute house, very comfortable and clean"
United States
Jeffrey W.
The price is HK$1,168
HK$2,511 total
includes taxes & fees
6 Apr - 7 Apr
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, (63 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
The price is HK$2,445
HK$4,099 total
includes taxes & fees
21 Apr - 22 Apr
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
TV, fireplace

#41- Available 12/8! - sleeps 14

#41- Available 12/8! - sleeps 14
Southington
The price is HK$1,560
HK$3,761 total
includes taxes & fees
5 Apr - 6 Apr
#41- Available 12/8! - sleeps 14
Property grounds

Humble Abode #2

Humble Abode #2
Manchester Center
10.0 out of 10, Exceptional, (1 review)
"the place was clean bed was nice"
United States
Jonathan
The price is HK$941
HK$1,238 total
includes taxes & fees
7 Apr - 8 Apr
Humble Abode #2
Room

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
The price is HK$1,361
HK$2,773 total
includes taxes & fees
4 Apr - 5 Apr
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Interior

Modern 3BR New Build AVAILABLE FOR TRAVELERS CHAMPIONSHIP GOLF TOURNAMENT!!

Modern 3BR New Build AVAILABLE FOR TRAVELERS CHAMPIONSHIP GOLF TOURNAMENT!!
Cromwell
The price is HK$7,838
HK$8,951 total
includes taxes & fees
4 Apr - 5 Apr
Modern 3BR New Build AVAILABLE FOR TRAVELERS CHAMPIONSHIP GOLF TOURNAMENT!!
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, (22 reviews)
"Clean place, simple check in, over great!"
United States
Allison S.
The price is HK$1,160
HK$1,491 total
includes taxes & fees
17 Apr - 18 Apr
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
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, (144 reviews)
"The house is absolutely charming and cozy. It was very clean as well. "
United States
Amanda C.
The price is HK$1,568
HK$2,850 total
includes taxes & fees
7 Apr - 8 Apr
Big farmhouse in the foothills of the Berkshires
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
10.0 out of 10, Exceptional, (3 reviews)
"Very nice apartment space, fully equipped."
United States
Michele M.
The price is HK$635
HK$2,362 total
includes taxes & fees
4 Apr - 5 Apr
Manchester 1-Bedroom Oasis APT Near Downtown Main Street. Pet-Friendly!
Property grounds

River Overlook - Check the view from your deck!

River Overlook - Check the 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$1,256
HK$2,379 total
includes taxes & fees
16 Apr - 17 Apr
River Overlook - Check the view from your deck!
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

Best Western Manchester

Best Western Manchester

6/10 Okay
"A clean, quite new, attractive and comfortable place. Not good sound-proofing between rooms, however. Also, we stayed for three nights and received no housekeeping services. "
Andrea 3-night trip
Posted 8 hours ago
Best Western Manchester

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:

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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?

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford: This holiday home rental outside of Simsbury has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Simsbury?

With 3 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.