Holiday Rentals in Simsbury

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Holiday Rentals in Simsbury

Apartment in Downtown Hartford

8.4 out of 10, Very good, (23)
"Very clean and spacious! Loved all the amenities. Room itself was a bit echoey, but nice and quiet."
United States
Kiara
The price is €135
includes taxes & fees
1 Dec - 2 Dec
Lux Boutique Large Private LOFT Pratt St Hartford

Apartment in Downtown Hartford

9.0 out of 10, Wonderful, (7)
"Very nice for one night"
United States
Jack
The price is €135
includes taxes & fees
1 Dec - 2 Dec
Cozy apartment in charming Hartford with AC, WiFi

Apartment in Downtown Hartford

6.6 out of 10, (7)
"Overall good location and clean unit. Mattress, pillows and linens need upgrading. Hosts were responsive with request for iron/iron board in unit. Can get noisy as bars are closing."
United States
Peter T.
The price is €135
includes taxes & fees
1 Dec - 2 Dec
Experience Downtown Hartford near XL Center

Apartment in Forest Park

3.5 star property
The price is €587
includes taxes & fees
1 Dec - 2 Dec
Newly Renovated 2 floor Getaway

Holiday Home in Berlin

2.0 star property
9.2 out of 10, Wonderful, (5)
"We visited over a holiday weekend. The house is clean and a good size for the 3 adults in our group and our dog. It is in walking distance to several stores and a park. We would stay again if we were in the area. "
United States
Stacy B.
The price is €279
includes taxes & fees
7 Dec - 8 Dec
Private Apartment in Berlin

Holiday Home in New Britain

10.0 out of 10, Exceptional, (7)
"The space was clean and light, great finishes. The home felt comfortable and was easy to find. Thank you for a wonderful weekend. "
United States
Lara S.
The price is €217
includes taxes & fees
1 Dec - 2 Dec
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

Apartment in Sixteen Acres

2.8 out of 10, (5)
"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."
United States
Shorayi M.
The price is €148
includes taxes & fees
1 Dec - 2 Dec
HOMEY HOMEY

Holiday Home in Plymouth

9.8 out of 10, Exceptional, (39)
"Owners were there, helpful, all in all very good"
United States
Walter B.
Cozy Lakefront Bungalow w firepit/dock/kayaks

Cabin in Northwest Harwinton

8.6 out of 10, Excellent, (27)
"Love the place.. very clean ..loved the neighbors.. got to catch up on well needed rest.. the neighbors on the right were wonderful than the owners came and they were also wonderful also"
United States
Andrea m.
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

Holiday Home in Bloomfield

2.0 star property
9.4 out of 10, Exceptional, (3)
"There were 7 of us staying for a Wedding near by. The home was bright, clean and very roomy. I would 100% stay here again. Host was on top of everything!! "
United States
Joslynn T.
The price is €607
includes taxes & fees
1 Dec - 2 Dec
Modern Family Retreat | Near Downtown Hartford | Sleeps 10

Apartment in Main Street Historic District

The price is €823
includes taxes & fees
1 Dec - 2 Dec
Conference Room Rental no sleeping arrangements

Holiday Home in Manchester

9.8 out of 10, Exceptional, (6)
"Spacious, clean and comfortable home. Nice neighborhood near a nice park and trails . Beds were comfortable, kitchen had the pots and pans we needed for dinner and breakfast. Perfect space for us and our 3 adult boys. "
United States
Denise L.
The price is €435
includes taxes & fees
1 Dec - 2 Dec
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

Apartment in Downtown Hartford

6.0 out of 10, (2)
"Apartment was in a good location. Cute. As pictured. Wonderful access to shops, restaurants, and bars. It sits above a karaoke bar that is LOUD until 2am on the weekends (not sure about weekdays). Would recommend, if you are a heavy sleeper. Communication was good. Directions were clear. Our early check in request was accommodated. We loved Hartford and West Hartford. "
United States
Megan M.
The price is €135
includes taxes & fees
1 Dec - 2 Dec
Modern Private Furnished Studio Downtown Hartford

Apartment in East Windsor

2.0 star property
9.8 out of 10, Exceptional, (18)
"Great stay! Very clean and easily accessible"
United States
Nick T.
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.

Holiday Home in Sixteen Acres

7.4 out of 10, Good, (69)
"This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. "
United States
Linda W.
The price is €152
includes taxes & fees
1 Dec - 2 Dec
PICON COZY

Holiday Home in Forest Park

9.8 out of 10, Exceptional, (36)
"Amazing stay! Conscientious to Tanglewood, and the property is fabulous. Highly recommend!"
United States
Maria E.
The price is €267
includes taxes & fees
1 Dec - 2 Dec
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Apartment in Forest Park

9.0 out of 10, Wonderful, (28)
"Check in was easy. This met all of our needs. "
United States
Cathy L.
The price is €629
includes taxes & fees
14 Dec - 15 Dec
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Holiday Home in Windsor Locks

8.8 out of 10, Excellent, (11)
"Pretty house. Great host. Enjoyable stay. Will definitely consider renting it out again, if the opportunity arises.."
United States
Apex A.
The price is €241
includes taxes & fees
6 Dec - 7 Dec
The Serene Skyway Retreat

Apartment in Downtown Hartford

8.6 out of 10, Excellent, (11)
"Great!"
United States
Sahai S.
The price is €135
includes taxes & fees
1 Dec - 2 Dec
Totally Private Cozy studio in awesome Hartford with WiFi, AC

Holiday Home in Barkhamsted

10.0 out of 10, Exceptional, (3)
"It's a wonderful house, lots of space to visit with family and the bed rooms were confortable and cozy. The host was very helpful and accesible at all times."
Spain
Heather A.
Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove
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

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, apart-hotels, 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 favorite 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 depends 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 €135 per night. Entering your travel dates in the search wizard you might find 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. 

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?

Private Apartment in Berlin: This holiday home rental outside of Simsbury is equipped with a balcony, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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, Talcott Mountain State Park and Stratton Brook 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.