Simsbury Vacation Rentals

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Vacation Rentals in Simsbury

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

8.8 out of 10, Excellent, (20)
"We had a wonderful time at the cabin by the lake. Beautiful views in the Morning!! Loved it."
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

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, (15)
"Really wonderful stay! The owners were very quick in replaying to any of my questions. The place was very clean and super cute! Would recommend and would stay again! "
The price is ¥15,291
¥25,637 total
includes taxes & fees
Aug 11 - Aug 12
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.

Totally Private Cozy studio in awesome Hartford with WiFi, AC

9.4 out of 10, Exceptional, (8)
"I was a little worried to be right in downtown with just me and my daughter. But this location was very safe and cute shopping area around the apartment. "
The price is ¥16,104
¥24,023 total
includes taxes & fees
Aug 31 - Sep 1
Totally Private Cozy studio in awesome Hartford with WiFi, AC

PICON COZY

7.4 out of 10, Good, (68)
"This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. "
The price is ¥10,526
¥24,513 total
includes taxes & fees
Aug 22 - Aug 23
PICON COZY

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

10.0 out of 10, Exceptional, (68)
"From booking through check out everything about our experience was amazing! The host was very responsive and helpful with any questions I had. The space was very clean and the host had thought of everything guests could need. We will definitely book again when we travel to the area!"
Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table

Cozy apartment in charming Hartford with AC, WiFi

10.0 out of 10, Exceptional, (2)
"Owner didn’t respond to messages and there was issues with the virtual key QR code However after check in everything was wonderful and I had no issues "
The price is ¥16,990
¥25,042 total
includes taxes & fees
Aug 24 - Aug 25
Cozy apartment in charming Hartford with AC, WiFi

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 ¥10,637
¥24,638 total
includes taxes & fees
Aug 11 - Aug 12
HOMEY HOMEY

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

10.0 out of 10, Exceptional, (35)
"Clean stunning views amazing host "
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

Spacious 4-bedroom condo with AC and WiFi in charming Enfield

10.0 out of 10, Exceptional, (1)
"I had a family event in the area and needed a place for 8 people that was of better value than hotel rooms. This location was the perfect option."
The price is ¥18,468
¥61,867 total
includes taxes & fees
Sep 7 - Sep 8
Spacious 4-bedroom condo with AC and WiFi in charming Enfield

River Overlook - Check the view from your deck!

10.0 out of 10, Exceptional, (19)
"very peaceful, amazing view!"
The price is ¥24,377
¥45,356 total
includes taxes & fees
Aug 14 - Aug 15
River Overlook - Check the view from your deck!

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

10.0 out of 10, Exceptional, (58)
"We were visiting University of Hartford and this was the perfect place to stay outside of the city. Great space with all the conveniences of home. Wonderful food options within walking distance. "
The price is ¥42,697
¥72,038 total
includes taxes & fees
Aug 18 - Aug 19
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Mountaintop Horse Farm with Heated Pool

10.0 out of 10, Exceptional, (31)
"This a the most unique place! A very clean and comfortable apartment above a barn with beautiful horses and more. Wonderful hosts too. We hope to be back! "
Mountaintop Horse Farm with Heated Pool

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

9.6 out of 10, Exceptional, (32)
"Very clean, good host, well stocked kitchen, good location in Springfield, good beds and bathrooms, quiet. Living room and dining room have very unusual dramatic red furniture and a throne chair, but we enjoyed the eccentric touch. "
The price is ¥27,332
¥46,429 total
includes taxes & fees
Aug 12 - Aug 13
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Tranquil Litchfield Connecticut Retreat".

9.2 out of 10, Wonderful, (15)
"My friends and stayed for a night. The house is nice and the owners is very communicative. "
The price is ¥33,242
¥47,203 total
includes taxes & fees
Aug 11 - Aug 12
Tranquil Litchfield Connecticut Retreat".

Modern 3BR ★ Fast Wi-Fi + Free Parking ★ Flexible Cancel Anytime! - 10 Mins WeHa

2.0 star property
6.6 out of 10, (4)
"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!"
Modern 3BR ★ Fast Wi-Fi + Free Parking ★ Flexible Cancel Anytime! - 10 Mins WeHa

Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove

Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove

Lake Congamond Cozy Stylish Comfortable House

2.0 star property
10.0 out of 10, Exceptional, (4)
"This cozy cottage was perfect. It was definitely a great lication and close to a lot of stores. The beds were really comfortable too. Thesellerr was super helpfula sn"
Lake Congamond Cozy Stylish Comfortable House

Modern Condo|DWNTN Hartord| XL Center| GYM

4.0 out of 10, (2)
"The location was fantastic.Check-In, Parking and Check-Out easy.The images of the condo were misleading.- cockroaches were present- Floors were not swept- sofa bed sheets were still on bed and unwashed- makeup on the pillow cases from the pullout couch and the hair dryer bag- bedside furniture had broken drawers- one kitchen chair was extremely wobbly- kitchen table light did not workWe will not staying here again."
The price is ¥16,547
¥32,355 total
includes taxes & fees
Aug 11 - Aug 12
Modern Condo|DWNTN Hartord| XL Center| GYM

Lux Boutique Large Private LOFT Pratt St Hartford

9.0 out of 10, Wonderful, (18)
"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 ¥17,581
¥25,721 total
includes taxes & fees
Sep 7 - Sep 8
Lux Boutique Large Private LOFT Pratt St Hartford

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

The price is ¥40,185
¥73,988 total
includes taxes & fees
Aug 15 - Aug 16
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
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

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, Stratton Brook State Park and Rosedale Farms & Vineyards 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.