West Simsbury Vacation Rentals

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Vacation Rentals in West Simsbury

Nature House Water View Large Deck 2 story Gazebo 2 bed 2 bath
10.0 out of 10, Exceptional, 7 reviews
"Excellent rental. My only difficulty was arriving at midnight. No lights to find the narrow dirt road to the house. It was pitch black. I parked the car on the street and walked around until I was sure of where the road was to the house and where the lockbox was with the key. Once inside it was lovely, clean, welcoming and a perfect location."
Nature House Water View Large Deck 2 story Gazebo 2 bed 2 bath
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
Fun Downtown Location
9.8 out of 10, Exceptional, 49 reviews
"Overall a good experience."
Fun Downtown Location
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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
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
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 $220
$374 total
includes taxes & fees
Jul 8 - Jul 9
Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
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
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.
Massive 5 Bedrooms: 3King 2Queen
The price is $345
$795 total
includes taxes & fees
Jun 11 - Jun 12
Massive 5 Bedrooms: 3King 2Queen
Big farmhouse in the foothills of the Berkshires
10.0 out of 10, Exceptional, 122 reviews
"We had a wonderful family weekend away. Location was perfect. Restaurants were great in the area. Stanley Park and Noble View was perfect for our Portuguese Water Dog to get all his energy out. We had a wonderful time sitting for hours on the front porch reading and relaxing. Exactly what we all needed."
The price is $195
$363 total
includes taxes & fees
Jun 24 - Jun 25
Big farmhouse in the foothills of the Berkshires
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
10.0 out of 10, Exceptional, 84 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!
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
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
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
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.
Trout Brook Trail 2 · Sprawling Classic New England Home
10.0 out of 10, Exceptional, 11 reviews
"In town for our daughters graduation. The home was perfect in every way! Clean, all rooms are a good size, nicely situated kitchen, beautiful deck for socializing, our guests did not feel like we were on top of each other. Plenty of blankets, towels, kitchen supplies. Everything in good working condition. The home has antique charm with updated benefits. The host Mark was easy to communicate with. We walked to town and loved every part of our weekend! Its a must! Thank you Mark for sharing Trout...
The price is $296
$506 total
includes taxes & fees
Jun 12 - Jun 13
Trout Brook Trail 2 · Sprawling Classic New England Home
Pet-Friendly Tolland Cabin w/ Private Hot Tub!
9.4 out of 10, Exceptional, 6 reviews
"Cute cabin in a beautiful private setting. Very peaceful and surrounded by nature."
Pet-Friendly Tolland Cabin w/ Private Hot Tub!
The getaway! Located in the downtown area.
10.0 out of 10, Exceptional, 7 reviews
"This home was very nicely updated with new pillows, comfy bed and well stocked kitchen. Perfect location near the hospital"
The price is $157
$332 total
includes taxes & fees
Jul 2 - Jul 3
The getaway! Located in the downtown area.
Lakeview Cottage, 5 minute walk to the beach. Southwick, MA
9.8 out of 10, Exceptional, 44 reviews
"Great experience over all. Would definitely recommend this cottage on the lake. Communication, check in, over all experience was great! Highly recommend!"
Lakeview Cottage, 5 minute walk to the beach. Southwick, MA
West Hartford Center Apartment
9.8 out of 10, Exceptional, 9 reviews
"The location as it related to my trip couldn’t have been any better. The apartment was super-clean and spacious. I admire the detail on the stairway leading up to the apartment (it’s the little things👍). I will most definitely stay here again when I’m in town. Aaaaaaand that was one, humongous TV screen! Felt like I was in a movie theater!"
West Hartford Center Apartment
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See all available properties in West 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.

West Simsbury Vacation Rental Travel Info

Other types of properties in West Simsbury you may be interested in

Holiday Inn Express Southington, an IHG Hotel
2.5 star property
8.4 out of 10, Very Good, 1,009 reviews
"It was clean "
The price is $142
$163 total
includes taxes & fees
Jun 30 - Jul 1
Holiday Inn Express Southington, an IHG Hotel
MGM Springfield
4.0 star property
8.8 out of 10, Excellent, 1,014 reviews
"The attention to detail particularly in the hotel lobby was impressive. The location was great, staff excellent. The rooms were clean, quiet and very comfortable. Easy access in and out to the highway. Overall, very well laid out and a pleasant experience."
The price is $139
$180 total
includes taxes & fees
Jun 16 - Jun 17
MGM Springfield
Fairfield Inn & Suites by Marriott Springfield Enfield
2.5 star property
8.8 out of 10, Excellent, 813 reviews
"The property was well maintained. Rooms are clean and comfortable. Quiet so far. The AC shuts off frequently if we are not moving in the room, not sure how that will work for us during the night. We have not had breakfast yet, so cannot comment on that at this time."
The price is $110
$127 total
includes taxes & fees
Jun 23 - Jun 24
Fairfield Inn & Suites by Marriott Springfield Enfield
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.

Everything you need to know about West 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 West 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 West Simsbury vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

West Simsbury vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in West 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 West 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 $157 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 West Simsbury rentals

At Expedia, we put the best West 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 West 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 West 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 West 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

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?

Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield: You might want to consider this vacation home rental near West Simsbury, which is equipped with a spa tub, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

How many vacation rentals will I find in West Simsbury?

Choose from 3 Expedia vacation rentals in West Simsbury for a memorable vacation.

What can I see and do in West Simsbury?

Family-friendly attractions include Flamig Farm, whereas Stratton Brook State Park is a spot to enjoy the outdoors. Six Flags New England and Performing Arts Center at Simsbury Meadows are a couple of places you'll find in the larger area.

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.

Recent reviews of West Simsbury properties
Expedia verified reviews