West Simsbury Holiday Rentals

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Holiday Rentals in West Simsbury

Nature House Water View Large Deck 2 story Gazebo 2 bed 2 bath
10.0 out of 10, Exceptional, 6 reviews
"excellent"
Nature House Water View Large Deck 2 story Gazebo 2 bed 2 bath
Spacious three bedroom house near Historic Suffield Center. Pet Friendly!
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 near Historic Suffield Center. Pet Friendly!
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!
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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
Big farmhouse in the foothills of the Berkshires
10.0 out of 10, Exceptional, 121 reviews
"Wonderful place! Thoughtfully decorated, clean and incredibly comfortable. Would rent again."
The price is AU$553
per night
24 June - 25 June
Big farmhouse in the foothills of the Berkshires
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
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
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
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.
Lovely Family sized 3 bedroom Colonial home, close to restaurant.
8.6 out of 10, Excellent, 10 reviews
"Nice house..Good area.."
Lovely Family sized 3 bedroom Colonial home, close to restaurant.
Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
9.8 out of 10, Exceptional, 8 reviews
"Beautiful, quiet, private yet convenient setting, perfect room setup and accommodations/amenities, along with a gracious and helpful host. Based on my stay experience, I would recommend this property unconditionally and look forward to a longer stay in the future. Thanks!"
The price is AU$581
per night
30 June - 1 July
Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
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
River Overlook - Check the view from your deck!
10.0 out of 10, Exceptional, 8 reviews
"The location was just as promised. The view on the deck is beautiful and the apartment was clean and well stocked with anything you might need. The location is also walking distance to various shops, pizza, restaurants and bars. The river walk across the street is also great if you want to take a stroll. Carol was also great to work with. We’ll be back."
River Overlook - Check the view from your deck!
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, 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
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
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 a restful stay with fast internet, smart TV and the company of your pet.
9.4 out of 10, Exceptional, 33 reviews
"Very positive."
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Newly Renovated Family House On Highland Lake with Dock
10.0 out of 10, Exceptional, 19 reviews
"The house was perfect for accommodating a large group of friends for a nice, relaxing break froze reality! It gave us space for cooking meals, playing games, and lounge around. The lake was perfect for a refreshing dip! It was overall an amazing experience!"
Newly Renovated Family House On Highland Lake with Dock
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!
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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.

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, 1,003 reviews
"Great "
The price is AU$239
per night
2 June - 3 June
Holiday Inn Express Southington, an IHG Hotel
Best Western Hartford Hotel & Suites
2.5 star property
8.0 out of 10, Very good, 1,002 reviews
"The staff was pleasant and efficient. The grounds were particularly well kept. The rooms looked recently painted with pleasing accent wall. The location is very convenient to highway. If you are visiting Hartford or Glastonbury, its worth a look."
The price is AU$175
per night
16 June - 17 June
Best Western Hartford Hotel & Suites
MGM Springfield
4.0 star property
8.8 out of 10, Excellent, 1,005 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 AU$221
per night
2 June - 3 June
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.

Everything you need to know about West 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 West Simsbury holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 West Simsbury holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

West Simsbury holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A West 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 West Simsbury holiday rentals we have selected for you start as low as AU$553 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on West Simsbury rentals

At Expedia, we put the best West 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 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 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 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 holiday rentals in West Simsbury?

Yes, there are holiday rentals in West Simsbury close to Flamig Farm, or you can select a more secluded option if you're looking for a relaxing stay. 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.

How many holiday rentals will I find in West Simsbury?

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

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 wider area.

What are holiday rentals like in West Simsbury?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in West Simsbury. Holiday rentals feature amenities such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a family trip or a small group gathering.

Recent reviews of West Simsbury properties
Expedia verified reviews