Default HTG hotel image

West Simsbury Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for West Simsbury holiday rentals

A red door with a wicker basket hanging on it, leading to a laundry area with a brick wall and two large speakers.

1. 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.
The price is NZ$466
includes taxes & fees
7 Oct - 8 Oct
The Historic Hideaway
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.
The price is NZ$506
includes taxes & fees
26 Oct - 27 Oct
Sun Filled Lake House Living
A square fire pit with flames, surrounded by a grassy field and a green chair.

3. 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.
The price is NZ$326
includes taxes & fees
5 Oct - 6 Oct
Peaceful Meadow Retreat
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.
The price is NZ$482
includes taxes & fees
28 Sept - 29 Sept
The Old Avon Village
A balcony with a view of a lake, white railings, and outdoor furniture.

5. 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.
The price is NZ$587
includes taxes & fees
14 Oct - 15 Oct
River Overlook - What a view from your deck!
A hot tub under a pergola with string lights, surrounded by a patio area with chairs and an umbrella.

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, (52 reviews)
"Quaint very nice loved the space very cozy the hot tub was a nice touch I did use that a few times helped my sore back LOL everything went as expected I would stay here again"
United States
paul
The price is NZ$417
includes taxes & fees
27 Sept - 28 Sept
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
A hallway with a patterned wall, a wooden floor, a rug, a door with a wreath, and a bed visible through a glass door.

7. 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 price is NZ$436
includes taxes & fees
7 Oct - 8 Oct
The Sun Filled Cozy Creamery
A modern living room with a sofa, a coffee table, and a rug.

8. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
9.8 out of 10, Exceptional, (10 reviews)
"Good location"
United States
Arthur
The price is NZ$210
includes taxes & fees
29 Sept - 30 Sept
Entire guest suite in South Windsor, Connecticut
A spacious kitchen with a large island, wooden beams, and pendant lighting.

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

Linny's - Private Dock - Lake Access - Firepit
West Suffield
10.0 out of 10, Exceptional, (43 reviews)
"Perfect, relaxing and easy!"
United States
Wendy C.
The price is NZ$672
includes taxes & fees
14 Oct - 15 Oct
Linny's - Private Dock - Lake Access - Firepit
A patio area with wicker furniture and a brick floor.

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 traveller
The price is NZ$791
includes taxes & fees
28 Sept - 29 Sept
The Old Avon 1800 Manor
A covered porch with wicker furniture, a potted plant, and a small table.

11. 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
The price is NZ$618
includes taxes & fees
14 Oct - 15 Oct
The Blue Back Bungalow
A two-story house with a front porch, a small balcony, and a white picket fence.

12. 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.
The price is NZ$724
includes taxes & fees
29 Sept - 30 Sept
Cozy Modern Farmhouse Private Apt - 3 Beds
A living room with a dining area, a TV, and a large window with a view of buildings.

13. 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 NZ$379
includes taxes & fees
27 Sept - 28 Sept
Central Chic Pad - with Free Parking, Heat & AC
A hotel room with a bed, a nightstand, and a window with curtains.

14. 2-Bed Suite|Nsmk|Micfridge

2-Bed Suite|Nsmk|Micfridge
Enfield
4.0 out of 10, (1 review)
The price is NZ$191
includes taxes & fees
28 Sept - 29 Sept
2-Bed Suite|Nsmk|Micfridge
A room with a large potted tree, a wooden cabinet, a round table, and a sofa with a cushion.

15. 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.
The price is NZ$596
includes taxes & fees
5 Oct - 6 Oct
The Serene Skyway Retreat
A two-story house with a front porch, a small balcony, and a white picket fence.

16. 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.
The price is NZ$589
includes taxes & fees
27 Sept - 28 Sept
Cozy Attic 10 min to Llitchfield
A living room with a green sofa, a coffee table, a TV, and a dining area with chairs and a table.

17. Crested One Place - with Free Parking, Heat & AC

Crested One Place - with Free Parking, Heat & AC
Manchester
10.0 out of 10, Exceptional, (1 review)
"Perfect place for a quick stay"
United States
phillip s.
The price is NZ$379
includes taxes & fees
27 Sept - 28 Sept
Crested One Place - with Free Parking, Heat & AC
A blue sofa with plaid pillows, a glass coffee table with a white flower centerpiece, and two potted plants.

18. 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 NZ$438
includes taxes & fees
27 Sept - 28 Sept
Premier League Pad - with Free Parking, Heat & AC
A patio with a table and chairs, a grill, and a view of a lake.

19. 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, (72 reviews)
"Wow! What a great place! The house is lovely, very clean, comfy beds and cozy seating. Amazing view and an unbeatable location!"
United States
Kristi M.
The price is NZ$928
includes taxes & fees
29 Sept - 30 Sept
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
A spacious room with a wooden staircase, a dining area with chairs and a table, and a large window with a view of trees.

20. Bristol Condo Near ESPN HQ & Lake Compounce!

Bristol Condo Near ESPN HQ & Lake Compounce!
Bristol
The price is NZ$542
includes taxes & fees
29 Sept - 30 Sept
Bristol Condo Near ESPN HQ & Lake Compounce!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top West Simsbury Hotel Reviews

Motel 6 Enfield, CT - Hartford

Motel 6 Enfield, CT - Hartford

10/10 Excellent
"Lugar renovado muy limpio"
Angel 3-night trip
Posted 5 hours ago
Motel 6 Enfield, CT - Hartford

Find out more about West Simsbury

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 favorite 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 depends 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 NZ$151 per night. Entering your travel dates in the search wizard you might find 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.

What are some of the best holiday rentals that West Simsbury has to offer?

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!: This holiday home rental outside of West Simsbury 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, Stratton Brook State Park and Meadow Pond are other places worth a visit.

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.