Simsbury Vacation Rentals

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Vacation Rentals in Simsbury

Blue Back Bungalow

2.0 star property
9.6 out of 10, Exceptional, (10)
"Seamless check in, beautiful quaint home with excellent water pressure and hot water!Location is excellent, thank you to our hosts "
The price is CA $173
CA $531 total
includes taxes & fees
May 4 - May 5
Blue Back Bungalow

PICON COZY

7.8 out of 10, Good, (63)
"Picon Cozy was a great place to rest our weary heads. The neighborhood was quiet and the lodging/amenities met our needs very nicely. We'll definitely consider this place for future visits to the Springfield area 😊."
The price is CA $104
CA $235 total
includes taxes & fees
May 1 - May 2
PICON COZY

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

9.4 out of 10, Exceptional, (15)
"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!

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

9.6 out of 10, Exceptional, (30)
"It was nice stay!"
The price is CA $256
CA $435 total
includes taxes & fees
May 1 - May 2
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

9.0 out of 10, Wonderful, (12)
"Enjoyed my stay . Went to fishing spots around the area. "
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

New!Quaint & Convenient Hideaway: Great Location

10.0 out of 10, Exceptional, (6)
"Very comfortable house for our stay to visit with family. It was conveniently located near highway and Glastonbury shopping. Owner was extremely communicative and helpful."
New!Quaint & Convenient Hideaway: Great Location

Tranquil Litchfield Connecticut Retreat".

9.2 out of 10, Wonderful, (11)
"This is a neat, clean and lovely little place that perfectly suited our needs. It had all the amenities we needed for our short stay. Jose was a gracious host, answering all of my questions promptly - even the one about the mattresses which were incredibly comfortable! "
The price is CA $304
CA $434 total
includes taxes & fees
May 1 - May 2
Tranquil Litchfield Connecticut Retreat".

Lux Boutique Large Private LOFT Pratt St Hartford

9.2 out of 10, Wonderful, (15)
"I am impressed with the Lux Private Loft. Absolutely Gorgeous!!. I hope to return. The kitchen area, enormous shower, large screen t.v. I will book again as soon as possible."
The price is CA $234
CA $329 total
includes taxes & fees
May 1 - May 2
Lux Boutique Large Private LOFT Pratt St Hartford

Bring Your Pet & Visit Springfield: Westfield Home

2.0 star property
7.8 out of 10, Good, (6)
"The house looked like an abandoned property. It was dirty and gross. The sheets had hair on them. We actually couldn't stay. We were hopeful that after taking pictures and sending them, we have some sort of recoupment but we did not. Even though we booked through vrbo, it was apparently another company's listing and they were also no help. We won't use vrbo again. Also watch out for Evelve,"
Bring Your Pet & Visit Springfield: Westfield Home

Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.

2.0 star property
10.0 out of 10, Exceptional, (7)
"We stayed over to get to the Big E in Springfield, MA (20-25 min away) and it was a great stay. A few local places to eat/drink that was walkable once checked in. Will stay again!"
The price is CA $159
CA $252 total
includes taxes & fees
May 1 - May 2
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.

Exquisite Downtown Loft Apartment

8.6 out of 10, Excellent, (8)
"Everything we needed for a comfortable stay for our family! Super clean, lots of space, convenient location, responsive and kind host!"
Exquisite Downtown Loft Apartment

The Skyway

10.0 out of 10, Exceptional, (5)
"Very well staged. Smart TV’s in every room. Quiet, safe area. Comfortable bed. It was perfect for my short stay"
The price is CA $184
CA $492 total
includes taxes & fees
May 14 - May 15
The Skyway

Cozy BoHo pet & family friendly near downtown & hospitals

8.6 out of 10, Excellent, (8)
"Excellent price and sweet owner!! Good value. We loved dinner at First and Last Tavern"
The price is CA $149
CA $403 total
includes taxes & fees
May 4 - May 5
Cozy BoHo pet & family friendly near downtown & hospitals

HOMEY HOMEY

3.4 out of 10, (3)
"We checked out early. The place had mold/mildew. Power went out and the place was dark. Not suitable for human use without major renovations and updates."
The price is CA $111
CA $243 total
includes taxes & fees
May 1 - May 2
HOMEY HOMEY

Connecticut Retreat: Steps to Historic Downtown!

9.6 out of 10, Exceptional, (11)
"Everything was as described and updated we enjoyed our stay. "
Connecticut Retreat: Steps to Historic Downtown!

Mins from MGM, Downtown springfield, Mercy and Baystate Medical center.

7.0 out of 10, Good, (6)
"This house was perfect for our family trip to Springfield. We were close to everything we needed, and Hana was always available and quick to respond to any questions we had. The interior of the home has been totally remodeled and super clean, with a great fenced in backyard--though it rained our whole trip so we didn't get an opportunity to enjoy the fire pit and outdoor seating. And it was great to have large smart TVs in both bedrooms and the living room, and even a few board games to play...
The price is CA $207
CA $485 total
includes taxes & fees
May 1 - May 2
Mins from MGM, Downtown springfield, Mercy and Baystate Medical center.

Historic Farmhouse Near Mountains & Colleges!

10.0 out of 10, Exceptional, (7)
"Loved our stay at this adorable ranch home. Cute and comfy and clean. "
Historic Farmhouse Near Mountains & Colleges!

Lakefront Granby Escape w/ Private Dock & Kayaks!

9.2 out of 10, Wonderful, (11)
"Enjoyed our stay"
Lakefront Granby Escape w/ Private Dock & Kayaks!

Fresh & Modern 3BR Stay / Wi-Fi + Parking Free / Cancel Anytime!

2.0 star property
10.0 out of 10, Exceptional, (2)
"Communication with the host was excellent. His place was clean, bright, and very well equipped! The location makes it easy to get around the greater Hartford area. Our stay was very good!"
Fresh & Modern 3BR Stay / Wi-Fi + Parking Free / Cancel Anytime!

Big farmhouse in the foothills of the Berkshires

10.0 out of 10, Exceptional, (133)
"Cozy, historic experience from great owners. Nice trail and brook right behind the house as well. "
The price is CA $277
CA $494 total
includes taxes & fees
May 4 - May 5
Big farmhouse in the foothills of the Berkshires
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

MGM Springfield

4.0 star property
8.8 out of 10, Excellent, (1345)
"Excellent stay!"
The price is CA $198
CA $256 total
includes taxes & fees
May 4 - May 5
MGM Springfield

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 star property
8.2 out of 10, Very good, (885)
"Great stay, great staff, amazing rooms. "
The price is CA $123
CA $142 total
includes taxes & fees
May 4 - May 5
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Holiday Inn Express Southington by IHG

2.5 star property
8.8 out of 10, Excellent, (1003)
"Staff was very friendly and breakfast was good! "
The price is CA $141
CA $162 total
includes taxes & fees
May 4 - May 5
Holiday Inn Express Southington by IHG
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 vacation rentals in Simsbury?

Yes, you can find vacation rentals near top attractions in Simsbury, or you can go with a more secluded option if you're looking for relaxation. 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?

PICON COZY: This vacation 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 vacation rentals will I find in Simsbury?

With 3 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?

Cultural attractions include Performing Arts Center at Simsbury Meadows, whereas Farmington River is a spot to enjoy nature. While here, Penwood State Park 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.