West Simsbury Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for West Simsbury vacation rentals

Smart TV, computer monitors

Central Chic Pad - with Free Parking, Heat & AC

Central Chic Pad - with Free Parking, Heat & AC
Manchester
9.6 out of 10, Exceptional, (7 reviews)
"Great stay. Gas stove was a highlight!"
United States
Domenic
The price is ￥13,603
￥32,835 total
includes taxes & fees
May 12 - May 13
Central Chic Pad - with Free Parking, Heat & AC
Smart TV

Crested One Place - with Free Parking, Heat & AC

Crested One Place - with Free Parking, Heat & AC
Manchester
The price is ￥13,603
￥32,835 total
includes taxes & fees
May 11 - May 12
Crested One Place - with Free Parking, Heat & AC
Smart TV

Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at this clean, cozy and well-decorated guest suite! Our host was very welcoming, and quickly responded to inquiries and messages. We would definitely plan to return here if we’re back in the area!"
United States
Jan E.
The price is ￥15,141
￥20,567 total
includes taxes & fees
May 31 - Jun 1
Entire guest suite in South Windsor, Connecticut
Smart TV

Premier League Pad - with Free Parking, Heat & AC

Premier League Pad - with Free Parking, Heat & AC
Manchester
10.0 out of 10, Exceptional, (3 reviews)
"Perfect place to stay if you need to stay in Manchester. The apartment was so clean and accommodating. The host was very easy to communicate with! I would gladly stay here again!"
United States
Corey J.
The price is ￥17,719
￥38,301 total
includes taxes & fees
May 13 - May 14
Premier League Pad - with Free Parking, Heat & AC
Exterior

Best Outdoors near the Berkshires

Best Outdoors near the Berkshires
Winchester
9.8 out of 10, Exceptional, (16 reviews)
"Great stay and wonderful house. "
United States
Rachel B.
The price is ￥16,980
￥22,673 total
includes taxes & fees
May 8 - May 9
Best Outdoors near the Berkshires
Smart TV, fireplace

The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (13 reviews)
"Pretty house. Great host. Enjoyable stay. Will definitely consider renting it out again, if the opportunity arises.."
United States
Apex A.
The price is ￥14,037
￥45,581 total
includes taxes & fees
May 18 - May 19
The Serene Skyway Retreat
Interior

The Sun Filled Cozy Creamery

The Sun Filled Cozy Creamery
Plainville
9.0 out of 10, Wonderful, (26 reviews)
"Host had great communication. The unit was clean, cozy and comfortable. Will book again when in the area."
United States
Tod B.
The price is ￥11,514
￥40,312 total
includes taxes & fees
Jun 1 - Jun 2
The Sun Filled Cozy Creamery
Fridge, microwave, stovetop, coffee/tea maker

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.
East Windsor
10.0 out of 10, Exceptional, (24 reviews)
"Clean place, simple check in, over great!"
United States
Allison S.
The price is ￥20,942
￥27,228 total
includes taxes & fees
May 14 - May 15
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
Fridge, microwave, stovetop, coffee/tea maker

Charming Luxury 1BR Near Downtown. Dog Friendly!

Charming Luxury 1BR Near Downtown. Dog Friendly!
Manchester
9.4 out of 10, Exceptional, (13 reviews)
"Amazing stay. Easy check-in/access and Karl was quick to answer any questions I had. The place was immaculate, clean and modern with all the amenities you’ll need. Very convenient and walkable to coffee shops, bars & restaurants. We’ll be back."
United States
Todd L.
The price is ￥16,324
￥52,092 total
includes taxes & fees
May 17 - May 18
Charming Luxury 1BR Near Downtown. Dog Friendly!
TV, fireplace

Willow Haven 2BR Cozy Retreat, Close to Hartford

Willow Haven 2BR Cozy Retreat, Close to Hartford
Manchester
The price is ￥14,613
￥61,973 total
includes taxes & fees
May 7 - May 8
Willow Haven 2BR Cozy Retreat, Close to Hartford
Property grounds

Humble Abode #2

Humble Abode #2
Manchester Center
10.0 out of 10, Exceptional, (2 reviews)
"the place was clean bed was nice"
United States
Jonathan
The price is ￥18,926
￥24,919 total
includes taxes & fees
May 20 - May 21
Humble Abode #2
Fridge, microwave, oven, stovetop

Private Apartment in Berlin

Private Apartment in Berlin
Berlin
9.0 out of 10, Wonderful, (6 reviews)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
United States
Daniel L.
The price is ￥19,715
￥45,699 total
includes taxes & fees
Jun 1 - Jun 2
Private Apartment in Berlin
Property grounds

Sun Filled Lake House Living

Sun Filled Lake House Living
Avon
6.0 out of 10, (3 reviews)
"Enjoyed my stayConvenient location for restaurants, shopping etcHome was clean and neat and in a nice quiet neighborhood Good value"
United States
Joseph C.
The price is ￥10,691
￥40,959 total
includes taxes & fees
May 10 - May 11
Sun Filled Lake House Living
Exterior

Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.2 out of 10, Wonderful, (5 reviews)
"A couple of the surfaces were not clean but mostly a clean comfy space. The bed was very comfortable and the bathroom was spacious and clean.The stairs are not for the faint of heart. A nice cozy place to stay once the luggage and groceries are up there."
United States
Rhonda H.
The price is ￥13,564
￥42,886 total
includes taxes & fees
May 7 - May 8
Cozy Attic 10 min to Llitchfield
House (4 Bedrooms) | Interior

Spacious Yard w/ Gazebo: Charming Windsor Retreat

Spacious Yard w/ Gazebo: Charming Windsor Retreat
3.0 star property
Windsor
The price is ￥61,473
￥112,165 total
includes taxes & fees
May 14 - May 15
Spacious Yard w/ Gazebo: Charming Windsor Retreat
Smart TV, offices, computer monitors

TruStay in Central CT

TruStay in Central CT
Manchester
The price is ￥16,505
￥36,804 total
includes taxes & fees
May 18 - May 19
TruStay in Central CT
Property grounds

Peaceful Meadow Retreat

Peaceful Meadow Retreat
Granby
10.0 out of 10, Exceptional, (22 reviews)
"We stayed here as a quick overnight trip for events in the area. We really enjoyed the property, reading through the guestbook, and the local pizza place La Figata. "
United States
Kaleigh L.
The price is ￥16,750
￥31,486 total
includes taxes & fees
May 10 - May 11
Peaceful Meadow Retreat
Exterior

The Blue Back Bungalow

The Blue Back Bungalow
West Hartford
9.4 out of 10, Exceptional, (18 reviews)
"Alexander was a very good host—very responsive when we asked questions. Very nice house and each bed room was spacious with a large closet and a TV. The kitchen was updated with modern appliances. "
United States
Julie B.
The price is ￥12,618
￥49,537 total
includes taxes & fees
May 20 - May 21
The Blue Back Bungalow
Interior

Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester

Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester
Manchester Center
10.0 out of 10, Exceptional, (8 reviews)
"excellent location, cozy apartment"
United States
Monica H.
The price is ￥19,653
￥32,073 total
includes taxes & fees
May 21 - May 22
Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester
1 bedroom, iron/ironing board, free WiFi, bed sheets

#2 *Beautiful 1 BR Apartment - Central CT*

#2 *Beautiful 1 BR Apartment - Central CT*
Plainville
9.0 out of 10, Wonderful, (2 reviews)
"I try to come up to Connecticut at least once a year if possible and this really worked out perfect for me first floor no steps easy to bring luggage in very comfortable. Would definitely come back and stay there again."
United States
Rodney L.
The price is ￥15,477
￥33,364 total
includes taxes & fees
May 13 - May 14
#2 *Beautiful 1 BR Apartment - Central CT*
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 West Simsbury Hotel Reviews

Woodspring Suites Newington - Hartford South

Woodspring Suites Newington - Hartford South

10/10 Excellent
"Great place great prices"
Johanna 7-night trip
Posted 3 hours ago
Woodspring Suites Newington - Hartford South

Find out more about West Simsbury

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

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Frequently asked questions

Are there vacation rentals in West Simsbury?

Yes, we have vacation rentals in West Simsbury near Flamig Farm, or you can select a more secluded option if you're looking for extra privacy while you relax. West Simsbury is known for its football games and forests. Make sure you have time to check out the riverfront while you're in the area.

What are some of the best vacation rentals in West Simsbury?

Beautiful retreat in a lake community to the enjoy the summer season. : Visitors like this West Simsbury vacation home rental. It is located on a lake and offers a barbecue grill, laundry facilities, and a Smart TV to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in West Simsbury?

Explore the area and family-friendly sights such as Flamig Farm, or get out into nature at a spot like Farmington River. While here, Meadow Pond and Stratton Brook State Park are other places worth a visit.

What are vacation rentals like in West Simsbury?

Vacation rentals are privately owned properties you can reserve for several days or longer in West Simsbury. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a family getaway.