Simsbury Vacation Rentals

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Nov 8 - Nov 9
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Nov 9 - Nov 10
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Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23

Vacation Rentals in Simsbury

Iron/ironing board, WiFi, bed sheets
Lux Boutique Large Private LOFT Pratt St Hartford

Lux Boutique Large Private LOFT Pratt St Hartford

Downtown Hartford
8.6 out of 10, Excellent, (22)
"Very clean and spacious! Loved all the amenities. Room itself was a bit echoey, but nice and quiet."
United States
Kiara
$135 nightly
The price is $152
Dec 1 - Dec 2
Total with taxes and fees
Lux Boutique Large Private LOFT Pratt St Hartford
WiFi, bed sheets
Totally Private Cozy studio in awesome Hartford with WiFi, AC

Totally Private Cozy studio in awesome Hartford with WiFi, AC

Downtown Hartford
8.6 out of 10, Excellent, (11)
"Great!"
United States
Sahai S.
$135 nightly
The price is $152
Nov 26 - Nov 27
Total with taxes and fees
Totally Private Cozy studio in awesome Hartford with WiFi, AC
Fridge, microwave, oven, stovetop
XL Center 1-BR Condo|DWNTN Hartford|Easy Parking

XL Center 1-BR Condo|DWNTN Hartford|Easy Parking

Downtown Hartford
9.0 out of 10, Wonderful, (2)
"The location is fabulous to the convention center is fabulous!"
United States
Anonymous traveler
$216 nightly
The price is $244
Nov 18 - Nov 19
Total with taxes and fees
XL Center 1-BR Condo|DWNTN Hartford|Easy Parking
Property grounds
Humble Abode #2

Humble Abode #2

2.0 star property
Manchester Center
$116 nightly
The price is $130
Nov 10 - Nov 11
Total with taxes and fees
Humble Abode #2
Full-size fridge, microwave, oven, dishwasher
Newly Renovated 2 floor Getaway

Newly Renovated 2 floor Getaway

3.5 star property
Forest Park
$594 nightly
The price is $654
Nov 9 - Nov 10
Total with taxes and fees
Newly Renovated 2 floor Getaway
Fridge, microwave, oven, stovetop
Private Apartment in Berlin

Private Apartment in Berlin

2.0 star property
Berlin
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.
$279 nightly
The price is $316
Nov 9 - Nov 10
Total with taxes and fees
Private Apartment in Berlin
HOMEY HOMEY

HOMEY HOMEY

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.
$147 nightly
The price is $167
Nov 9 - Nov 10
Total with taxes and fees
HOMEY HOMEY
Dining
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

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

Northwest Harwinton
8.6 out of 10, Excellent, (27)
"Clean, quite stores only 8 minutes away. "
United States
Mindy H.
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
TV
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

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.
$218 nightly
The price is $246
Nov 9 - Nov 10
Total with taxes and fees
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
Microwave, oven, stovetop, dishwasher
Updated 3Bedroom. 5beds group ready.Walk to the Casino and play game of Pool.

Updated 3Bedroom. 5beds group ready.Walk to the Casino and play game of Pool.

2.0 star property
South End
10.0 out of 10, Exceptional, (1)
"Beautifully renovated and easy travels to many family and adult attractions locally. Parking is street side and we never had an issue parking our 2 vehicles out front of the home."
United States
Molly S.
Updated 3Bedroom. 5beds group ready.Walk to the Casino and play game of Pool.
Exterior detail
Modern Private Furnished Studio Downtown Hartford

Modern Private Furnished Studio Downtown Hartford

Downtown Hartford
$135 nightly
The price is $152
Nov 9 - Nov 10
Total with taxes and fees
Modern Private Furnished Studio Downtown Hartford
Fridge, microwave, stovetop, dishwasher
Newly Renovated 4 Bedroom House

Newly Renovated 4 Bedroom House

Enfield
10.0 out of 10, Exceptional, (4)
"The house was perfect for a weekend wedding trip. "
United States
Liane V.
Newly Renovated 4 Bedroom House
Microwave, oven, stovetop
Cozy 2-bedroom apartment Near Six Flags & Attractions

Cozy 2-bedroom apartment Near Six Flags & Attractions

Forest Park
8.0 out of 10, Very Good, (1)
"It was a great space for us for the weekend. We took our son to the basketball hall of fame, which was super easy to get to from the apartment! "
United States
Jess L.
Cozy 2-bedroom apartment Near Six Flags & Attractions
Interior
Conference Room Rental no sleeping arrangements

Conference Room Rental no sleeping arrangements

Cromwell
$815 nightly
The price is $923
Nov 9 - Nov 10
Total with taxes and fees
Conference Room Rental no sleeping arrangements
Fridge, microwave, oven, stovetop
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Windsor Locks
$323 nightly
The price is $365
Nov 11 - Nov 12
Total with taxes and fees
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Smart TV, fireplace, video games, books
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!

Forest Park
9.8 out of 10, Exceptional, (36)
"We were traveling to a horse show for 2 nights and this was a close and safe home. Comfortable beds and amazing water pressure in the shower! Very clean as well."
United States
Amy M.
$294 nightly
The price is $334
Dec 1 - Dec 2
Total with taxes and fees
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Spa
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.

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

2.0 star property
East Windsor
9.8 out of 10, Exceptional, (18)
"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! "
United States
Emma F.
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
Interior
Experience Downtown Hartford near XL Center

Experience Downtown Hartford near XL Center

Downtown Hartford
6.0 out of 10, (6)
"Overall the experience was somewhere between just ok and good. Most of my expectations were met, but not all. First impressions are what they are. The place looked kinda like someone had just left it and didnt get a chance to double check that all the dishes were washed, even though the clean dishes on the drying rack were wet. Between that and the fact that someone used a key to unlock the door and came in, without knocking, on my first morning there and the vibe had been soured. The host...
United States
Luci L.
$135 nightly
The price is $152
Nov 9 - Nov 10
Total with taxes and fees
Experience Downtown Hartford near XL Center
Fridge, microwave, oven, stovetop
Modern Condo|DWNTN Hartord| XL Center| GYM

Modern Condo|DWNTN Hartord| XL Center| GYM

Downtown Hartford
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."
United States
KarBen F.
$228 nightly
The price is $258
Nov 11 - Nov 12
Total with taxes and fees
Modern Condo|DWNTN Hartord| XL Center| GYM
Interior
The Sun Filled Cozy Creamery

The Sun Filled Cozy Creamery

Plainville
8.8 out of 10, Excellent, (24)
"Pleasure staying here. "
United States
Jesse H.
$246 nightly
The price is $262
Nov 13 - Nov 14
Total with taxes and fees
The Sun Filled Cozy Creamery
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

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

10/10 Excellent
"The staff were very helpful as I had flight delays and didn’t get in until around midnight. The shuttle from the airport relieved a lot of stress. Breakfast was great…loved the waffles! I’d definitely stay again. "
Janice 1-night trip
Posted 18 hours ago
La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

Find out more about Simsbury

Everything you need to know about Simsbury vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Simsbury vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Simsbury vacation 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 low season months. For more hustle and bustle, you may prefer to visit Simsbury in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $130 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Simsbury rentals

At Expedia, we put the best Simsbury vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Private Apartment in Berlin: This vacation 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, 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.