West Simsbury Holiday Rentals

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Check prices for these dates

Tonight
18 July - 19 July
Tomorrow
19 July - 20 July
This weekend
18 July - 20 July
Next weekend
25 July - 27 July

Holiday Rentals in West Simsbury

Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Enjoy a serene lakeside view from this outdoor space with a wooden deck and glass door.

Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

8.8 out of 10, Excellent, (20)
"We had a wonderful time at the cabin by the lake. Beautiful views in the Morning!! Loved it."
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Bring Your Pet & Visit Springfield: Westfield Home
Relax on the covered porch with a comfortable seating area and beautiful views.

Bring Your Pet & Visit Springfield: Westfield Home

2.0 star property
6.4 out of 10, (10)
"The house and location were perfect. Comfortable beds! Would definitely stay again"
Bring Your Pet & Visit Springfield: Westfield Home
Cozy apartment in charming Hartford with AC, WiFi
Cozy apartment with a kitchenette, featuring a stove, sink, and cabinets. The room includes a bed with a wooden frame, two windows, and a small table with a chair.

Cozy apartment in charming Hartford with AC, WiFi

10.0 out of 10, Exceptional, (1)
The price is AU$264
includes taxes & fees
20 July - 21 July
Cozy apartment in charming Hartford with AC, WiFi
Lux Boutique Large Private LOFT Pratt St Hartford
Enjoy a compact yet functional space with a kitchenette, dining area, and cozy living space featuring a sofa and flat-screen TV.

Lux Boutique Large Private LOFT Pratt St Hartford

9.0 out of 10, Wonderful, (17)
"I am impressed with the Lux Private Loft. Absolutely Gorgeous!!. I hope to return. The kitchen area, enormous shower, large screen t.v. I will book again as soon as possible."
The price is AU$306
includes taxes & fees
1 Aug - 2 Aug
Lux Boutique Large Private LOFT Pratt St Hartford
Spacious 4-bedroom condo with AC and WiFi in charming Enfield
Enjoy cooking in this well-equipped kitchen with a stainless steel range hood, black oven, and white refrigerator.

Spacious 4-bedroom condo with AC and WiFi in charming Enfield

10.0 out of 10, Exceptional, (1)
"I had a family event in the area and needed a place for 8 people that was of better value than hotel rooms. This location was the perfect option."
The price is AU$821
includes taxes & fees
21 July - 22 July
Spacious 4-bedroom condo with AC and WiFi in charming Enfield
Modern 3BR ★ Fast Wi-Fi + Free Parking ★ Flexible Cancel Anytime! - 10 Mins WeHa
Enjoy meals in this kitchen with a microwave, stainless steel range hood, and dining area with a table and chairs.

Modern 3BR ★ Fast Wi-Fi + Free Parking ★ Flexible Cancel Anytime! - 10 Mins WeHa

2.0 star property
6.6 out of 10, (4)
"Communication with the host was excellent. His place was clean, bright, and very well equipped! The location makes it easy to get around the greater Hartford area. Our stay was very good!"
Modern 3BR ★ Fast Wi-Fi + Free Parking ★ Flexible Cancel Anytime! - 10 Mins WeHa
Modern Condo|DWNTN Hartord| XL Center| GYM
Enjoy cooking in this well-equipped kitchen with a microwave, coffee maker, and coffee machine.

Modern Condo|DWNTN Hartord| XL Center| GYM

4.0 out of 10, (1)
"The location was fantastic.Check-In, Parking and Check-Out easy.The images of the condo were misleading.- cockroaches were present- Floors were not swept- sofa bed sheets were still on bed and unwashed- makeup on the pillow cases from the pullout couch and the hair dryer bag- bedside furniture had broken drawers- one kitchen chair was extremely wobbly- kitchen table light did not workWe will not staying here again."
The price is AU$323
includes taxes & fees
21 July - 22 July
Modern Condo|DWNTN Hartord| XL Center| GYM
Big farmhouse in the foothills of the Berkshires
Surrounded by lush greenery, this serene property features a beautifully maintained front yard with flowering shrubs and a neatly trimmed lawn.

Big farmhouse in the foothills of the Berkshires

10.0 out of 10, Exceptional, (138)
"The house is so charming. Beautifully decorated and very clean, with everything you could need easy to find. Plenty of space for 8 people. The hosts are very helpful and communicative. Would definitely stay here again."
The price is AU$559
includes taxes & fees
27 July - 28 July
Big farmhouse in the foothills of the Berkshires
Cozy Lakefront Bungalow w firepit/dock/kayaks
Enjoy the view from the upper balcony, which offers a fire pit and Adirondack chairs in the yard.

Cozy Lakefront Bungalow w firepit/dock/kayaks

10.0 out of 10, Exceptional, (29)
"This is our second time visiting the area and staying at this beautiful home. It's close to many activities for children and adults, easy to access food and services and a beautiful overall area and home. We truly enjoy visiting!"
Cozy Lakefront Bungalow w firepit/dock/kayaks
Totally Private Cozy studio in awesome Hartford with WiFi, AC
Enjoy a compact yet functional space with a kitchenette, dining area, and living space.

Totally Private Cozy studio in awesome Hartford with WiFi, AC

8.8 out of 10, Excellent, (5)
"I was a little worried to be right in downtown with just me and my daughter. But this location was very safe and cute shopping area around the apartment. "
The price is AU$252
includes taxes & fees
3 Aug - 4 Aug
Totally Private Cozy studio in awesome Hartford with WiFi, AC
Charming Boutique Studio suite with everything you need for a getaway
Relax in a comfortable room with a plush bed, flat-screen TV, and cozy seating area.

Charming Boutique Studio suite with everything you need for a getaway

10.0 out of 10, Exceptional, (4)
"Had a great time. Ive stayed here multiplt times and keep coming back. Jessica is an amazing host. Very easy to talk to... but they leave you alone. Just an absolutely phenomenal stay"
Charming Boutique Studio suite with everything you need for a getaway
Tranquil Litchfield Connecticut Retreat".
Relax by the fire pit in a serene outdoor seating area surrounded by Adirondack chairs.

Tranquil Litchfield Connecticut Retreat".

9.2 out of 10, Wonderful, (14)
"My friends and stayed for a night. The house is nice and the owners is very communicative. "
The price is AU$500
includes taxes & fees
23 July - 24 July
Tranquil Litchfield Connecticut Retreat".
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Cozy living room with a comfortable sofa, coffee table, and fireplace.

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

9.4 out of 10, Exceptional, (21)
"This is such a great property, I spent a whole month with three separate stays adjacent due to travel planning and the host was wonderful. The house is really beautiful and in a great neighborhood and it’s very comfortable and super clean. This will be a regular for me in the Hartford area. I’m looking forward to seeing what the beautiful landscaping is like in the spring and summer too."
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Enjoy a peaceful lakeside retreat with a dock, table, and chairs, surrounded by lush grass and a shaded tree.

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

10.0 out of 10, Exceptional, (33)
"We stayed at the property for 2 nights and it was just what we had hoped. We enjoyed the lake, the fall colors and the house thoroughly. Would love to come back someday. "
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Mountaintop Horse Farm with Heated Pool
Relax by the pool surrounded by lush greenery and a traditional house in the background.

Mountaintop Horse Farm with Heated Pool

10.0 out of 10, Exceptional, (30)
"We had the best time with the farm animals, great pool and unbelievable views"
Mountaintop Horse Farm with Heated Pool
LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK
Relax on the deck with a cozy seating arrangement, featuring a gazebo and comfortable furniture.

LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK

9.8 out of 10, Exceptional, (7)
"Beautiful lake, traditional charming cottage- great get-away"
LAKE FRONT ISLAND HIDE-AWAY WITH BOAT DOCK
Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment
Compact kitchen with modern cabinetry, oven, and stovetop, offering versatile cooking options.

Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment

7.6 out of 10, Good, (7)
"Overall, this property is honestly one of the nicest homes I’ve stayed at. The kitchen was nice and big and the bathroom was so pretty. I enjoyed my stay it was very nice and would love to come and stay again. I recommend this home !! The neighbor is also very nice ! they helped me find my parking spot! ❤️"
The price is AU$507
includes taxes & fees
21 July - 22 July
Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
Enjoy cooking in this well-lit kitchen with a large island, stovetop, and ample counter space.

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

10.0 out of 10, Exceptional, (1)
"Great place in a very nice part of the city. Walkable and lots to do around, and a reasonable parking garage right across the street. Apartment was clean, comfy and easily accessible."
The price is AU$308
includes taxes & fees
20 July - 21 July
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
Spacious 4-bedroom Modern Architecture Cozy Getaway with Fitness Room, WiFi
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, and oven, complemented by white cabinetry and a skylight above the island.

Spacious 4-bedroom Modern Architecture Cozy Getaway with Fitness Room, WiFi

Spacious 4-bedroom Modern Architecture Cozy Getaway with Fitness Room, WiFi
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
Relax in a spacious room with a large bed, comfortable seating, and a convenient workspace.

Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.

2.0 star property
10.0 out of 10, Exceptional, (13)
"Really wonderful stay! The owners were very quick in replaying to any of my questions. The place was very clean and super cute! Would recommend and would stay again! "
The price is AU$270
includes taxes & fees
20 July - 21 July
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
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

Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG

10/10 Excellent
"Overnight stay to be close to Bradley for a 5:30am flight. Didn't want to pay for overprice Sheraton. Shuttle started at 4am, Perfect. Extended parking is $20/night. We parked elsewhere and shuttled to hotel. Room was very nice, clean and comfortable. We got in late and left early."
Erik 1-night trip
Posted 18 hours ago
Holiday Inn Express & Suites Bradley Airport by IHG

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?

Bring Your Pet & Visit Springfield: Westfield Home: This holiday home rental outside of West Simsbury offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

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?

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 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.