Simsbury Holiday Rentals from AU$188: Search Short-Term Rentals

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

PICON COZY : This holiday home rental outside of Simsbury has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

Check Simsbury holiday rental availability

Holiday Rentals in Simsbury

"The home was clean and well cared for, and had everything we needed. The location was perfect for every where we wanted to go. We had shopping near by to keep us in groceries, and we had easy access to roads to get us to/from area sites and attractions. The one snow day we had, someone came and cleared the walkways and driveway so we didn't have to, that was a nice surprise, and they even rolled the garbage can out and back on pick up day. "

"Todo limpio y con buena ubicacion"

includes taxes & fees

4 Jan - 5 Jan

"This was a great get away for Thanksgiving. The listing is very accurate and the house is very well equipped especially as far as the kitchen and supplies. The space is very well thought out as well. "

"This was the perfect place to stay while we visited family in Massachusetts. The place was kept beautifully and had all of the amenities to make our visit comfortable. We will definitely book this place in the future."

includes taxes & fees

6 Jan - 7 Jan

"Very enjoyable weekend. Summer coming to an end so crisp mornings and pool water a little cold. Farm animals fun for children’s entertainment. Host was a great historian for the area."

1 bedroom, iron/ironing board, WiFi, bed sheets

includes taxes & fees

5 Jan - 6 Jan

"We loved this cozy apartment in West Hartford. I was visiting family with my 78 year old mother and this first floor apartment made our trip a breeze. It was a quick walk to Whole Foods, restaurant's and shops. The house was well equipped for light cooking and happy hours and everything was spotless and smelled very clean upon our arrival. The beds were comfortable and the decor was adorable. They even had chargers plugged in beside the beds. This was the cutest, best stocked vrbo I have ever...

"This place is amazing. It has just such a homey feel to it. My 2 year son and I stayed here and he absolutely loved it and to me it just felt like a nice comfort, home environment and when you’re traveling that’s all you really want is a place that makes you feel at home and that’s what you get when you stay here. "

"I love staying here. Each visit I bring something new from Louisiana and leave it for the next guest. The cooking supplies are admirable for a home, and especially so for a home away-from-home. We couldn't find a better place to stay. The beds are super comfy, though the furniture requires extra padding. Fortunately there are lots of blankets to use as cishioning."

"Perfect for me. You get to see the neighborhood and other communities nearby. Dalos the manager was always available."

"Overall do not stay in this house! They are scamming people! They say they are military family yet took advantage of one!! Still owe me my refund and refuse to answer VRBO to give the okay to refund my money! This place was not clean it was very unsanitary and there were drug paraphernalia in the backyard! Towels wet and dirty on the bathroom floor and one of the bedrooms the sheets were dirty in the floor claimed that the house keeper cleaned it! The pool was disgusting!! I have videos pictures...

"Very good and enjoyable"

"Wonderful stay! Clean and cozy room "

"A family member and I were "

"We loved the brilliant use of space and all the amenities in this cozy hideaway. My husband, who owns a Professional Organization business, was very pleased and impressed by the clever use of various storage options. The walkways were attractively and effectively lit up for evening strolls and dog walking. All instructions were clearly communicated and our stay was lovely"

includes taxes & fees

9 Jan - 10 Jan

"This was a great, cozy place for my wife and I to stay in Collinsville. The rooms were tastefully decorated, in great shape, updated, clean, and peppered with cute artwork based on the "when pigs can fly" theme that always brought a smile to my face when I found another one. The queen bed was very comfortable; the kitchen had all of the appliances, dishes, and cookware we needed; the HVAC system was easy to use and kept the rooms at whatever temperature we wanted; and there was a nice deck with...

includes taxes & fees

9 Jan - 10 Jan

"The neighborhood is not safe at all. "

"So glad we found this property to accommodate our family of six for the weekend. It was cozy, updated and immaculately clean. The owners seem to have thought of everything and clearly care about providing an exceptional experience. Highly recommend!"

"Brought the kids and grandkids to six flags. This rental was a short drive. We had a group of eight and everyone had plenty of room. The place was clean stocked and as advertised. If we are ever in the area again we will definitely stay again. "

includes taxes & fees

4 Jan - 5 Jan

"It was nice stay!"

includes taxes & fees

6 Jan - 7 Jan

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Other types of properties in Simsbury you may be interested in

Desk, laptop workspace, blackout curtains, iron/ironing board

"Very good breakfast spread. Room could have used an easy chair in the corner, next to bed. Otherwise fine"

includes taxes & fees

12 Jan - 13 Jan

8 restaurants, breakfast, lunch, dinner served; American cuisine

"nice hotel"

includes taxes & fees

5 Jan - 6 Jan

"Lovely property. Great staff. A lovely little neighborhood."

includes taxes & fees

4 Jan - 5 Jan

Find out more about Simsbury

Everything you need to know about Simsbury holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Simsbury holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Simsbury holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Simsbury holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Simsbury. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Simsbury holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Simsbury holiday rentals we have selected for you start as low as AU$188 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Simsbury rentals

At Expedia, we put the best Simsbury holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Simsbury rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Simsbury holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Simsbury. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Simsbury Holiday Home Travel Info

Popular accommodation	Simsbury private holiday homes
Known landmarks	Ski Sundown, Talcott Mountain State Park and Thomas Hooker Brewery
International airport	Hartford, CT (BDL-Bradley Intl.)

Recent reviews of Simsbury properties

5/5 Excellent

" Rand new hotel the bathroom was Absolutey amazing "

A verified traveller stayed at Cambria Hotel Manchester South Windsor

Posted 22 hours ago

Candlewood Suites Windsor Locks Bradley Arpt, an IHG Hotel

5/5 Excellent

"Staff was quite kind and understanding as i had a heavy machine on a trailer and the truck 9i had was not big enough to trnspt it. It would have been very unsafe to do so, i was able to leave it there while my larger truck was having work done, then went back to pick up at a later date. I had no issues. It was a long ride for me from home to this hotel, i stayed there a few nights coming back and forth. It is a very nice hotel, clean and updated. "

A verified traveller stayed at Candlewood Suites Windsor Locks Bradley Arpt, an IHG Hotel

Posted 2 days ago

Holiday Inn Express Springfield Downtown, an IHG Hotel

5/5 Excellent

Springfield weekend getaway.

"We had a great stay. Our room was spacious and very clean. The breakfast was good and had a nice selection. The front desk clerks were cheerful and efficient. There was an issue at check-in. There was one person in front of us but it appeared the clerk was not waiting on her. After about 10 minutes another clerk came back and the first clerk said to her the system was stuck on the reservation of the woman in front of us so she went to another terminal. They were able to resolve the issue. It just would have been nice if they told us why it appeared as if we were all standing there and the clerk wasn't checking anyone in. The parking lot is down the side street and across the street and it is free. You can walk to see the thunderbird's or to a restaurant on Main Street or to the museums. We spent the day at the museums and didn't get to see it all. Definitely worth visiting."

A verified traveller stayed at Holiday Inn Express Springfield Downtown, an IHG Hotel

Posted 4 days ago

Frequently asked questions

Can I find holiday rentals in Simsbury?

Yes, there are holiday rentals close to the most popular sights in Simsbury, 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?

PICON COZY: This holiday home rental outside of Simsbury has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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?

Talcott Mountain State Park and Farmington River are a couple of scenic spots to enjoy the outdoors, whereas Performing Arts Center at Simsbury Meadows is one of the cultural attractions. While here, Penwood State Park and Phelps Tavern Museum 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.

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Simsbury Holiday Rentals

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Check Simsbury holiday rental availability

Holiday Rentals in Simsbury

Island Vibes Home

Island Vibes Home

PICON COZY

PICON COZY

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires

Charming Farmhouse w/ Pool & Fishing Pond!

Charming Farmhouse w/ Pool & Fishing Pond!

cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.

cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.

152 Raymond · West Hartford Center: Cozy New England Apartment

152 Raymond · West Hartford Center: Cozy New England Apartment

Fun Downtown Location 2nd flr

Fun Downtown Location 2nd flr

Cozy newly remodeled home close to major amenities in Connecticut a

Cozy newly remodeled home close to major amenities in Connecticut a

Exquisite Downtown Loft Apartment

Exquisite Downtown Loft Apartment

lakefront estate

lakefront estate

The getaway! Located in the downtown area.

The getaway! Located in the downtown area.

Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table

Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table

Stylish, Relaxing & Comfy 3 BDR Home. 2 minutes to Lake Compounce

Stylish, Relaxing & Comfy 3 BDR Home. 2 minutes to Lake Compounce

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.

River Overlook - Check the view from your deck!

River Overlook - Check the view from your deck!

Tastefully furnished repose home

Tastefully furnished repose home

Charming 3BR Hilltop House, Newly Remodeled with Arcade

Charming 3BR Hilltop House, Newly Remodeled with Arcade

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

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

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Other types of properties in Simsbury you may be interested in

The Capitol Hotel, Ascend Hotel Collection

The Capitol Hotel, Ascend Hotel Collection

MGM Springfield

MGM Springfield

The Farmington Inn & Suites

The Farmington Inn & Suites

Find out more about Simsbury

Find out more about Simsbury

Simsbury Holiday Home Travel Info

Recent reviews of Simsbury properties

Recent reviews of Simsbury properties

Cambria Hotel Manchester South Windsor

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Explore a world of travel with Expedia

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Frequently asked questions