Simsbury Holiday Rentals

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Holiday Rentals in Simsbury

Spacious three bedroom house with pool and hot tub near Historic Suffield Center
Fridge, microwave, oven, stovetop
Spacious three bedroom house with pool and hot tub near Historic Suffield Center
10.0 out of 10, Exceptional, 2 reviews
"It was wonderful! Enough room for everyone and everything was cozy and working. Appreciate the stay!"
Spacious three bedroom house with pool and hot tub near Historic Suffield Center
PICON COZY
Fridge, microwave, oven, stovetop
PICON COZY
8.0 out of 10, Very good, 43 reviews
"Fidelis demonstrated exceptional professionalism throughout our interaction. He was remarkably accommodating, consistently honest, and promptly addressed any inquiries I had, usually within minutes. On the rare occasion that he couldn't respond immediately, he took the time to provide an explanation and offer his apologies. Recently, my son relocated to this area for work, and thanks to Fidelis, I can now rest assured that my 24-year-old son, who has yet to experience living on his own, is safe...
The price is HK$586
per night
3 Jun - 4 Jun
PICON COZY
Fun Downtown Location
Dining
Fun Downtown Location
9.8 out of 10, Exceptional, 48 reviews
"Nice space with 3 roomy bedrooms. Plenty of storage for clothes. Bathroom is small but not untypical of this era home. Steps to second floor are steep, so consider this. Kitchen has what you need for a short stay."
Fun Downtown Location
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NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Living area
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
9.0 out of 10, Wonderful, 2 reviews
"This was easily accessible to many places and the check-in process and communications with the owner were exceptional. Great place to stay."
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Mountaintop Horse Farm with Heated Pool
Outdoor pool, a heated pool
Mountaintop Horse Farm with Heated Pool
10.0 out of 10, Exceptional, 15 reviews
"Thank you for a lovely home to stay in during our family funeral weekend!"
Mountaintop Horse Farm with Heated Pool
lakefront estate
Pool
lakefront estate
3.8 out of 10, 8 reviews
"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
Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
9.8 out of 10, Exceptional, 8 reviews
"This is an immaculate guest suite with incredible views in a gorgeous setting. The owners were extremely responsive and communicative, enhancing our stay. The bed is very comfortable and the appliances and just about everything looks brand new. The grounds, pool area and views are amazing. If you’re looking for a comfortable and peaceful stay in a relaxing setting, this is the place! Your hosts will make sure you are well taken care of."
The price is HK$1,791
per night
30 Jun - 1 Jul
Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.
1 bedroom, iron/ironing board, WiFi, bed sheets
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Fridge, microwave, oven, stovetop
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
9.0 out of 10, Wonderful, 18 reviews
"The property is as advertised. If you have a lot of people that just needs a place to sleep and collect yourseves, this is a wonderful place fir the price. The owner is a pleasure to work with and very responsive. Also met some of the neighbors and it is reassuring that they all watch out for one another."
The price is HK$2,346
per night
3 Jun - 4 Jun
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Massive 5 Bedrooms: 3King 2Queen
Fridge, microwave, oven, stovetop
Massive 5 Bedrooms: 3King 2Queen
The price is HK$2,744
per night
5 Jun - 6 Jun
Massive 5 Bedrooms: 3King 2Queen
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Dining
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
9.6 out of 10, Exceptional, 29 reviews
"It was nice stay!"
The price is HK$1,877
per night
3 Jun - 4 Jun
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Big farmhouse in the foothills of the Berkshires
Property grounds
Big farmhouse in the foothills of the Berkshires
10.0 out of 10, Exceptional, 121 reviews
"Loved the entire experience."
The price is HK$1,525
per night
24 Jun - 25 Jun
Big farmhouse in the foothills of the Berkshires
comfortable home away from home
Fridge, microwave, oven, stovetop
comfortable home away from home
9.2 out of 10, Wonderful, 5 reviews
"This little house is tucked behind some bigger neighbors. It was comfortable and quiet! We had a ball watching the antics of a family of squirrels. It fit our needs perfectly!"
comfortable home away from home
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
Beach
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
10.0 out of 10, Exceptional, 83 reviews
"This Highland Lake property was magical with its beyond beautiful fall colors rising above the lake & into the hills above. Our friends stated over & over “this place is better than we ever expected”!! A few of my friends commented several times how relaxing it felt to be by the lake & wake up to its beauty every morning! It was the perfect getaway for us 4 couples each having our own bedroom. The kitchen was so spacious & equipped with most everything we needed for preparing meals & dishes to...
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table
Fridge, microwave, oven, stovetop
Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table
10.0 out of 10, Exceptional, 56 reviews
"The place was nice and is clean. I knew it was a downstairs of a house. The owner does have a dog that barks from time to time in the evening and you can hear people above, but was not too much to handle. Overall was a nice place in a nice town."
Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Property grounds
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
10.0 out of 10, Exceptional, 20 reviews
"We were in area from Uk visiting friends who live not far away. So this little home was just ideal for us. Weather improved on the day we left so we didnt sit outside by the lake but we did enjoy watching the birds and fish."
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Upscaled Quiet Neighborhood- Modern 3 BDRM
Fridge, microwave, oven, stovetop
Upscaled Quiet Neighborhood- Modern 3 BDRM
10.0 out of 10, Exceptional, 20 reviews
"Enjoyed our stay very much. We definitely recommend and stay again in near future. Management was quick with response and very helpful and kind."
Upscaled Quiet Neighborhood- Modern 3 BDRM
Beautiful retreat to the woods to enjoy the winter season.
Aerial view
Beautiful retreat to the woods to enjoy the winter season.
10.0 out of 10, Exceptional, 31 reviews
"Very nice, well stocked and away from the hustle and bustle of city life. We had a great time."
Beautiful retreat to the woods to enjoy the winter season.
Thomas's Cozy Duplex - Centrally Located
Smart TV
Thomas's Cozy Duplex - Centrally Located
8.0 out of 10, Very good, 5 reviews
"Enjoyed our weekend. Check in was easy, plenty of room for 4 adults. Good location near MGM/downtown Springfield."
The price is HK$1,103
per night
3 Jun - 4 Jun
Thomas's Cozy Duplex - Centrally Located
Trout Brook Trail 2 · Sprawling Classic New England Home
Fridge, microwave, oven, stovetop
Trout Brook Trail 2 · Sprawling Classic New England Home
10.0 out of 10, Exceptional, 10 reviews
"The location was amazing! Although on a busy street, it was quiet and still a perfect walking distance from everything. Plenty of bars and restaurants just a few blocks away. The host was super easy to reach and the home was clean and well stocked with essentials."
Trout Brook Trail 2 · Sprawling Classic New England Home
Don't see what you're looking for?
See all available properties in Simsbury
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.

Other types of properties in Simsbury you may be interested in

Simsbury 1820 House
Front of property
Simsbury 1820 House
4.0 star property
9.2 out of 10, Wonderful, 866 reviews
"The people at the front desk were cordial and helpful."
The price is HK$1,322
per night
3 Jun - 4 Jun
Simsbury 1820 House
Holiday Inn Express Southington, an IHG Hotel
Exterior
Holiday Inn Express Southington, an IHG Hotel
2.5 star property
8.4 out of 10, Very good, 1,005 reviews
"The property was well kept and clean"
The price is HK$1,150
per night
23 Jun - 24 Jun
Holiday Inn Express Southington, an IHG Hotel
MGM Springfield
8 restaurants, breakfast, lunch, dinner served; American cuisine
MGM Springfield
4.0 star property
8.8 out of 10, Excellent, 1,006 reviews
"We loved our room. We enjoyed the atmosphere and the casino, although we did not gamble. We loved having dinner at Costa."
The price is HK$1,009
per night
3 Jun - 4 Jun
MGM Springfield
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.

Search for holiday rentals in Simsbury on Expedia! You can easily find your home rentals, villas, holiday apartments in Simsbury using one of the methods below:

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Look no further and take a look at our great range of rental properties in Simsbury!

Frequently asked questions

Can I find holiday rentals in Simsbury?

Yes, there are holiday rentals in Simsbury close to Rosedale Farms & Vineyards, 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.

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, Stratton Brook State Park and Rosedale Farms & Vineyards 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.

Recent reviews of Simsbury properties
Expedia verified reviews

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

5/5 Excellent
"Quite place"
A verified traveller stayed at Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
Posted 11 hours ago
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport