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West Simsbury Vacation Rentals

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for West Simsbury vacation rentals

Property grounds

1. Peaceful Meadow Retreat

Peaceful Meadow Retreat
Granby
10.0 out of 10, Exceptional, (24 reviews)
"Great location, quite country yet close to MA and airport."
United States
Todd R.
$165 nightly
The price is $186
Sep 10 - Sep 11
Total with taxes and fees
Peaceful Meadow Retreat
Interior

2. The Historic Hideaway

The Historic Hideaway
Avon
6.0 out of 10, (4 reviews)
"House exactly as listed. We had a question and the property owner replied instantly - great communication. Close to Talcott Mountain which was an amazing hike with beautiful views. "
United States
Nicole M.
$255 nightly
The price is $271
Sep 1 - Sep 2
Total with taxes and fees
The Historic Hideaway
Property grounds

3. Sun Filled Lake House Living

Sun Filled Lake House Living
Avon
6.6 out of 10, (4 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.
$291 nightly
The price is $313
Sep 9 - Sep 10
Total with taxes and fees
Sun Filled Lake House Living
Exterior

4. The Old Avon Village

The Old Avon Village
Avon
6.2 out of 10, (10 reviews)
"Great location. Alexander was very responsive to any requests. Met our needs. "
United States
Deborah S.
$263 nightly
The price is $279
Sep 1 - Sep 2
Total with taxes and fees
The Old Avon Village
Property grounds

5. River Overlook - What a view from your deck!

River Overlook - What a view from your deck!
Collinsville
10.0 out of 10, Exceptional, (26 reviews)
"I only did a short stay (2 nights) but it was super adorable! I will definitely stay again when I'm back in the area."
United States
Mary S.
$266 nightly
The price is $301
Sep 8 - Sep 9
Total with taxes and fees
River Overlook - What a view from your deck!
Terrace/patio

6. Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Enjoy a restful stay with fast internet, smart TV and the company of your pet.
winsted
9.4 out of 10, Exceptional, (51 reviews)
"Fantastic hosts and great facilities would highly recommend"
United States
Steve
$212 nightly
The price is $240
Sep 1 - Sep 2
Total with taxes and fees
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Terrace/patio

7. The Blue Back Bungalow

The Blue Back Bungalow
West Hartford
9.4 out of 10, Exceptional, (20 reviews)
"The bungalow is in a great location - close to I84 and West Hartford center. The kitchen had a lot of great appliances to make cooking easy. The coffee pot was a Keurig/carafe combo - which we really liked. We enjoyed drinking our morning coffee on the front porch. We would definitely stay her again!"
United States
Ben
$327 nightly
The price is $350
Sep 1 - Sep 2
Total with taxes and fees
The Blue Back Bungalow
Interior

8. The Sun Filled Cozy Creamery

The Sun Filled Cozy Creamery
Plainville
9.0 out of 10, Wonderful, (26 reviews)
"Very cozy and comfortable.The location was perfect for our stay in the area."
United States
Heather T.
$239 nightly
The price is $254
Aug 30 - Aug 31
Total with taxes and fees
The Sun Filled Cozy Creamery
Smart TV, fireplace

9. The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (16 reviews)
"The property was clean and inviting. The basement game room was amazing"
United States
Michael P.
$307 nightly
The price is $332
Aug 31 - Sep 1
Total with taxes and fees
The Serene Skyway Retreat
Terrace/patio

10. The Old Avon 1800 Manor

The Old Avon 1800 Manor
Avon
7.0 out of 10, Good, (2 reviews)
"Wonderful place and host very responsive and friendly!"
United States
Anonymous traveler
$417 nightly
The price is $454
Sep 1 - Sep 2
Total with taxes and fees
The Old Avon 1800 Manor
Interior

11. Linny's - Private Dock - Lake Access - Firepit

Linny's - Private Dock - Lake Access - Firepit
West Suffield
10.0 out of 10, Exceptional, (43 reviews)
$360 nightly
The price is $380
Sep 13 - Sep 14
Total with taxes and fees
Linny's - Private Dock - Lake Access - Firepit
Interior

12. 1 King Bed|Smoking, Micfridge

1 King Bed|Smoking, Micfridge
Enfield
$71 nightly
The price is $81
Aug 30 - Aug 31
Total with taxes and fees
1 King Bed|Smoking, Micfridge
Smart TV

13. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (8 reviews)
"Good location"
United States
Arthur
$106 nightly
The price is $119
Sep 22 - Sep 23
Total with taxes and fees
Entire guest suite in South Windsor, Connecticut
Exterior

14. Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.4 out of 10, Exceptional, (6 reviews)
"The check-in process was easy and all instructions were clear. Jonathan, the owner, was very responsive and easy to get a hold of if I had any questions. The place was cute, clean, and perfect for what I needed (a place to stay during my medical school rotation). As the review says, it is not ideal for taller guests as the roof slopes down in certain areas, but I found the place cozy."
United States
Nicole N.
$313 nightly
The price is $359
Aug 31 - Sep 1
Total with taxes and fees
Cozy Attic 10 min to Llitchfield
Outdoor dining

15. Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Collinsville
10.0 out of 10, Exceptional, (70 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
$434 nightly
The price is $491
Sep 10 - Sep 11
Total with taxes and fees
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Smart TV, offices, computer monitors

16. 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
$199 nightly
The price is $212
Aug 31 - Sep 1
Total with taxes and fees
Central Chic Pad - with Free Parking, Heat & AC
Coffee/tea maker, fridge, microwave, stovetop

17. 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
9.6 out of 10, Exceptional, (28 reviews)
"I would absolutely stay here again. It's perfectly located for seeing a show at Broad Brook Opera House. Parking and check in couldn't be easier. The room has everything you need for a very comfortable stay."
United States
Anthony
$153 nightly
The price is $173
Aug 31 - Sep 1
Total with taxes and fees
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
Interior

18. West Hartford Center: Charming New England Apt

West Hartford Center: Charming New England Apt
West Hartford
10.0 out of 10, Exceptional, (9 reviews)
"Immaculate, nice decor, very comfortable beds, every detail is well thought out. "
United States
Cathryna B.
$401 nightly
The price is $434
Aug 31 - Sep 1
Total with taxes and fees
West Hartford Center: Charming New England Apt
Exterior

19. Cozy Modern Farmhouse Private Apt - 3 Beds

Cozy Modern Farmhouse Private Apt - 3 Beds
Torrington
10.0 out of 10, Exceptional, (4 reviews)
"My husband and I came down from Boston for Christmas to see family and couldn’t find one decent hotel in the area. We were relieved to find this place. Cute, comfortable, clean environment and just what we needed. "
United Kingdom
Louisa A.
$358 nightly
The price is $412
Aug 30 - Aug 31
Total with taxes and fees
Cozy Modern Farmhouse Private Apt - 3 Beds
Smart TV, offices, computer monitors

20. TruStay in Central CT

TruStay in Central CT
Manchester
10.0 out of 10, Exceptional, (1 review)
"The apartment was immaculate. Everything new, Very comfortable."
United States
Maxine L.
$221 nightly
The price is $236
Aug 30 - Aug 31
Total with taxes and fees
TruStay in 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

Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

10/10 Excellent
"Excellent stay, evening was great."
Lauren 1-night trip
Posted 3 hours ago
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Find out more about West Simsbury

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 $155 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?

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville: You might want to consider this vacation rental near West Simsbury, which is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

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, Stratton Brook State Park and Meadow Pond 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.