Holiday Rentals in Simsbury

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Holiday Rentals in Simsbury

136 Raymond · Prime West Hartford Center Location: Historic Gem

10.0 out of 10, Exceptional, (20)
"Immaculate Victorian home wonderfully renovated for modern convenience. Perfect Location; easy on/off Interstate 84. Gracious host who was ultra responsive. Very pleasant stay. "
136 Raymond · Prime West Hartford Center Location: Historic Gem

PICON COZY

7.6 out of 10, Good, (54)
"I booked this for my daughter who is looking to relocate to Western Mass from Central Mass and it was perfect for her. The host was extra helpful and accomodating, and while it was a small and simple space, she was very comfortable and cozy. She would definitely stay again."
The price is €165
includes taxes & fees
3 Dec - 4 Dec
PICON COZY

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

10.0 out of 10, Exceptional, (26)
"We stayed at the property for 2 nights and it was just what we had hoped. We enjoyed the lake, the fall colors and the house thoroughly. Would love to come back someday. "
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

Newly renovated cottage on the lake!

10.0 out of 10, Exceptional, (22)
"We love live live this property. It is perfect for what we need. Our daughter lives just a shirt distance away in Torrington. This is our second time staying in this house. We love it"
Newly renovated cottage on the lake!

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

9.2 out of 10, Wonderful, (20)
"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. "
The price is €524
includes taxes & fees
1 Dec - 2 Dec
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Big farmhouse in the foothills of the Berkshires

10.0 out of 10, Exceptional, (128)
"Our stay was wonderful. Host was great with communication. We arrived in the evening, all the lights were on and pellet stove running for us. "
The price is €342
includes taxes & fees
20 Dec - 21 Dec
Big farmhouse in the foothills of the Berkshires

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

The price is €112
includes taxes & fees
2 Dec - 3 Dec
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

9.8 out of 10, Exceptional, (9)
"It was a very comfortable house! We were only there 2 days for the Mizzou game. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

Island Vibes Home

10.0 out of 10, Exceptional, (8)
"Such a perfect space for us. Home was spotless! We had a wedding in Hartford, three bedrooms worked out perfectly two bathrooms everyone had plenty of space. Beautiful kitchen and amenities. We would stay here again in a heartbeat. Wish we could’ve stayed longer"
Island Vibes Home

Fun Downtown Location 2nd flr

9.8 out of 10, Exceptional, (65)
"This property is a remodeled older house. With all that old house charm. It is spacious and has three bedrooms, each with a queen bed. The couch is extremely comfortable and it was great watching TV and sipping wine."
Fun Downtown Location 2nd flr

lakefront estate

3.8 out of 10, (8)
"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...
lakefront estate

Thomas's Cozy Duplex - Centrally Located

8.4 out of 10, Very good, (8)
"Eunice was great to work with, and the place was fantastic for our family of four going to six flags."
The price is €263
includes taxes & fees
2 Dec - 3 Dec
Thomas's Cozy Duplex - Centrally Located

152 Raymond · West Hartford Center: Cozy New England Apartment

10.0 out of 10, Exceptional, (4)
"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...
152 Raymond · West Hartford Center: Cozy New England Apartment

Exquisite Downtown Loft Apartment

8.0 out of 10, Very good, (6)
"Will stay again"
Exquisite Downtown Loft Apartment

Linny's Updated Lakeview Cottage - Cozy & Modern

9.8 out of 10, Exceptional, (54)
"The Lakeview Cottage exceeded expectations! My family was visiting from out of state for our daughters’ Cheer Competition and it was the perfect home away from home. Home was clean, Host was very communicative and accommodating, would definitely book again!"
Linny's Updated Lakeview Cottage - Cozy & Modern

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

10.0 out of 10, Exceptional, (61)
"Went to the Big E for a few days, great location, 10-15 minute ride to the fair. Was perfect to come back and relax after a long day at the fair. Home was very clean and updated. Communication was great. Could use some pans that work with the cooktop. The bathroom setup was a little strange, you have to walk throught the master bedroom to get to the bathroom, so the second bedroom guest had to walk through our bedroom in the middle of the night to use the restroom. Ad states Oven, hot tub,...
Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table

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

9.6 out of 10, Exceptional, (29)
"It was nice stay!"
The price is €305
includes taxes & fees
1 Dec - 2 Dec
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

River Overlook - Check the view from your deck!

10.0 out of 10, Exceptional, (15)
"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...
River Overlook - Check the view from your deck!

Tastefully furnished repose home

6.0 out of 10, (3)
"The neighborhood is not safe at all. "
Tastefully furnished repose home

comfortable home away from home

8.8 out of 10, Excellent, (8)
"Great host and a great place really close to HFD and Pratt & Whitney."
comfortable home away from home
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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Other types of properties in Simsbury you may be interested in

The Capitol Hotel, Ascend Hotel Collection

3.0 star property
7.4 out of 10, Good, (943)
"Great"
The price is €82
includes taxes & fees
22 Dec - 23 Dec
The Capitol Hotel, Ascend Hotel Collection

MGM Springfield

4.0 star property
8.8 out of 10, Excellent, (1253)
"Great hotel as always. I stay there once a month for work and love every amenity they offer. I highly recommend to anyone traveling for work or just leisure. "
The price is €175
includes taxes & fees
1 Dec - 2 Dec
MGM Springfield

Holiday Inn Express Southington, an IHG Hotel

2.5 star property
8.6 out of 10, Excellent, (1197)
"The hotel was nice. Stuart at check in was very helpful and friendly. Good breakfast options. Can’t beat the hot and gooey cinnamon rolls. Comfy bed and good location. We would stay again. "
The price is €125
includes taxes & fees
22 Dec - 23 Dec
Holiday Inn Express Southington, an IHG Hotel
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.

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, Rosedale Farms & Vineyards and Penwood 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.