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West Simsbury Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for West Simsbury vacation rentals

A balcony with a view of a lake, white railings, and outdoor furniture.

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

River Overlook - What a view from your deck!
Collinsville
10.0 out of 10, Exceptional, (27 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.
$277 nightly
The price is $314
Oct 15 - Oct 16
Total with taxes and fees
River Overlook - What a view from your deck!
A circular stone fire pit surrounded by large rocks and gravel, set in a forested area.

2. 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.
$246 nightly
The price is $261
Oct 26 - Oct 27
Total with taxes and fees
Sun Filled Lake House Living
A red door with a wicker basket hanging on it, leading to a laundry area with a brick wall and two large speakers.

3. 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.
$252 nightly
The price is $268
Oct 20 - Oct 21
Total with taxes and fees
The Historic Hideaway
A historic building with red brick architecture, snow-covered roofs, and a prominent chimney.

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.
$257 nightly
The price is $273
Oct 20 - Oct 21
Total with taxes and fees
The Old Avon Village
A square fire pit with flames, surrounded by a grassy field and a green chair.

5. 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.
$164 nightly
The price is $185
Oct 26 - Oct 27
Total with taxes and fees
Peaceful Meadow Retreat
A covered porch with wicker furniture, a potted plant, and a small table.

6. The Blue Back Bungalow

The Blue Back Bungalow
West Hartford
9.4 out of 10, Exceptional, (22 reviews)
"We can't wait for our next visit north to stay here again. Great location with easy access to the highway, Hartford entertainment, etc. -- and just a short walk to West Harfford Center. And our favorite Chinese (Black Bamboo, thanks Sunny!) is just around the corner. The home is perfect for us, with the 1/2 bath downstairs being an added bonus. The upstairs renovated bathroom is great too. The kitchen had everything we needed, including a coffee maker (with coffee supplied) and delicious...
United States
Jeffrey
$292 nightly
The price is $309
Nov 4 - Nov 5
Total with taxes and fees
The Blue Back Bungalow
A modern kitchen with blue cabinets, a dining area with a glass table, and a living room with a brown leather sofa.

7. Collinsville River Escape / Fall Foliage, Deck & Yard

Collinsville River Escape / Fall Foliage, Deck & Yard
Collinsville
10.0 out of 10, Exceptional, (1 review)
"We loved the place, which feels like your own house in the woods. The setting is gorgeous especially with the leaves changing colors. We specifically chose the location so we could bike the Farmington Trail loop which starts at the bottom of the hill. The house is so well stocked with everything you could think of, especially coffee and there is plenty of space to relax inside and out. The host was very attentive to our needs. It couldn’t have been better for us."
United States
Margaret A.
$197 nightly
The price is $224
Nov 9 - Nov 10
Total with taxes and fees
Collinsville River Escape / Fall Foliage, Deck & Yard
A modern bedroom with a large bed, a wooden wardrobe, a small round table, and a window with blinds.

8. Modern Private Furnished Studio Downtown Hartford

Modern Private Furnished Studio Downtown Hartford
Downtown Hartford
7.4 out of 10, Good, (3 reviews)
"I had wondered about the amenities. the coffee pot was not cleaned , actually had mold in it , and the carpet was lifting at one corner, where i kept tripping on it. I certainly appreciated the rest ! As it was during the turkey holiday and easy to find through downtown Hartford "
United States
Lynnett
$186 nightly
The price is $211
Nov 2 - Nov 3
Total with taxes and fees
Modern Private Furnished Studio Downtown Hartford
A patio area with wicker furniture and a brick floor.

9. 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
$412 nightly
The price is $449
Oct 20 - Oct 21
Total with taxes and fees
The Old Avon 1800 Manor
A hallway with a patterned wall, a wooden floor, a rug, a door with a wreath, and a bed visible through a glass door.

10. 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.
The Sun Filled Cozy Creamery
A multi-story building with a brick facade, large windows, and a storefront with signage.

11. Trumbull Apartments

Trumbull Apartments
3.0 star property
Downtown Hartford
2.0 out of 10, (1 review)
"Terrible, worst stay ever . It was such a hassle to get in no clear instructions… never again"
United States
Nicolas
$245 nightly
The price is $281
Oct 22 - Oct 23
Total with taxes and fees
Trumbull Apartments
A multi-story building with a brick facade, large windows, and a street lamp.

12. Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
Downtown Hartford
9.0 out of 10, Wonderful, (8 reviews)
"Nice place"
United States
Bonita T.
$193 nightly
The price is $219
Nov 1 - Nov 2
Total with taxes and fees
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
A modern reception area with a counter, two chairs, a small table, and a carpeted floor.

13. 1 King Bed|Non-Smoking,Micfridge

1 King Bed|Non-Smoking,Micfridge
Enfield
9.0 out of 10, Wonderful, (7 reviews)
$70 nightly
The price is $81
Oct 15 - Oct 16
Total with taxes and fees
1 King Bed|Non-Smoking,Micfridge
A lakeside view with a row of beach chairs and umbrellas.

14. Waterfront Lake Cottage - Lake Access -Kayaks

Waterfront Lake Cottage - Lake Access -Kayaks
Avon
$520 nightly
The price is $588
Oct 27 - Oct 28
Total with taxes and fees
Waterfront Lake Cottage - Lake Access -Kayaks
A modern kitchen with a central island, stainless steel appliances, and black cabinets.

15. Fully Furnished Private Apartment, Elevator, Wi-Fi A/C

Fully Furnished Private Apartment, Elevator, Wi-Fi A/C
Downtown Hartford
9.0 out of 10, Wonderful, (2 reviews)
"Great place downtown Hartford! Clean and quiet and minutes from everything! My only issue was that it claims to be fully furnished but there is no iron or steamer. Guests are often traveling in for events so having that on hand is essential. Other than that all was wonderful!"
United States
Shea O.
$203 nightly
The price is $230
Nov 2 - Nov 3
Total with taxes and fees
Fully Furnished Private Apartment, Elevator, Wi-Fi A/C
A modern living room with a sofa, a coffee table, and a rug.

16. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (12 reviews)
"Very clean and spacious! Would definitely recommend."
United States
Husam
$106 nightly
The price is $119
Oct 18 - Oct 19
Total with taxes and fees
Entire guest suite in South Windsor, Connecticut
Stairwell

17. Private Apartment in Berlin

Private Apartment in Berlin
Berlin
9.0 out of 10, Wonderful, (7 reviews)
"Clean, convenient, and great location."
United States
Shaun L.
$231 nightly
The price is $261
Oct 20 - Oct 21
Total with taxes and fees
Private Apartment in Berlin
A patio with a table and chairs, a grill, and a view of a lake.

18. 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, (74 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
$467 nightly
The price is $529
Oct 19 - Oct 20
Total with taxes and fees
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
A hotel room with a bed, a nightstand, a lamp, and a wardrobe.

19. 1 Queen Bed | Micfridge

1 Queen Bed | Micfridge
Windsor Locks
10.0 out of 10, Exceptional, (51 reviews)
"WiFi reception in my room let me send emails easily and finish work before going to bed comfortably."
United States
Anonymous traveler
$78 nightly
The price is $90
Nov 1 - Nov 2
Total with taxes and fees
1 Queen Bed | Micfridge
A spacious living room with hardwood flooring, a grey sofa, a coffee table, and a chandelier.

20. 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.
$379 nightly
The price is $409
Oct 15 - Oct 16
Total with taxes and fees
West Hartford Center: Charming New England Apt
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

Motel 6 Enfield, CT - Hartford

Motel 6 Enfield, CT - Hartford

8/10 Good
"Remote doesn’t work, sheets were damp, door didn’t close fully."
Stefon 1-night trip
Posted 2 hours ago
Motel 6 Enfield, CT - Hartford

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 $77 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?

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!: Visitors like this West Simsbury vacation home rental. It has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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 Sperry Park. 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.