West Simsbury holiday rentals

We found 122 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in West Simsbury that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include a fireplace and a washer and dryer. At the end of the day, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – West Simsbury

Showing deals for:11 Dec - 18 Dec

Interior
Property grounds
Exterior
Interior
Wonderful
(12 reviews)

Cozy Lake Garda Home-Baby/Kid/Pet Friendly

Burlington

8% off
AU$3,558
for 7 nights, 1 home
AU$508 per night
includes taxes & fees
Cozy Lake Garda Home-Baby/Kid/Pet Friendly
Living area
walking distance private beach at lake
Exterior
walking distance private beach at lake
Exceptional
(8 reviews)

Lake Congamond Cozy Stylish Comfortable House

Suffield

7% off
AU$3,097
for 7 nights, 1 home
AU$442 per night
includes taxes & fees
Lake Congamond Cozy Stylish Comfortable House
Private kitchen
Property grounds
Interior
Room
Exceptional
(6 reviews)

Mid-century marvelous 2-bedroom bungalow with lake views in Southwick

Southwick

8% off
AU$1,961
for 7 nights, 1 home
AU$280 per night
includes taxes & fees
Mid-century marvelous 2-bedroom bungalow with lake views in Southwick
Dining
Private kitchen
Living area
Room
Exceptional
(11 reviews)

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Windsor Locks

15% off
AU$2,483
for 7 nights, 1 home
AU$355 per night
includes taxes & fees
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Living area
Interior
Dining
Interior
Exceptional
(28 reviews)

Island Vibes Home

Windsor

7% off
AU$2,434
for 7 nights, 1 home
AU$348 per night
includes taxes & fees
Island Vibes Home
Dining
Terrace/patio
Room
Interior
Exceptional
(10 reviews)

WeHa Penthouse w/ Private Deck

West Hartford

7% off
AU$1,470
for 7 nights, 1 home
AU$210 per night
includes taxes & fees
WeHa Penthouse w/ Private Deck

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The historical city of West Simsbury awaits you

Enjoy the history and other features of West Simsbury. This city's football games, hiking and forests draw many visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in West Simsbury

Are you searching for attractions to see in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes West Simsbury a fun spot to go on holiday. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Talcott Mountain State Park (4 mi / 6.4 km)
  • Wintonbury Hills Golf Course (4.5 mi / 7.3 km)
  • Ski Sundown (5.1 mi / 8.2 km)
  • Connecticut Valley Winery (11.7 mi / 18.9 km)
  • Cabela's (14.1 mi / 22.7 km)
  • East Hartford Golf Course (14.1 mi / 22.7 km)

Exploring the natural features in West Simsbury

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in West Simsbury. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Farmington River (4.9 mi / 7.9 km)
  • Northwest Park (7.5 mi / 12 km)
  • Elizabeth Park (9.4 mi / 15.2 km)
  • West Hartford Reservoir (9.8 mi / 15.8 km)
  • Bushnell Park (11.4 mi / 18.3 km)
  • Riverside Park (11.5 mi / 18.5 km)

Travelling to and around West Simsbury

The nearest airport is in Hartford, CT (BDL-Bradley Intl.), located 8.9 mi (14.4 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Springfield Union Station (ZSF), which is 20.5 mi (32.9 km) away.

Frequently asked questions

What is the best area to stay in West Simsbury when booking a holiday rental?
When considering a holiday rental in West Simsbury, a popular area to stay is around the village centre, which offers a charming blend of local amenities and beautiful surroundings. This picturesque neighbourhood is known for its quaint atmosphere and access to scenic walking trails, making it ideal for those who enjoy outdoor activities.A great attraction in the vicinity is the historic Simsbury Farms Recreation Area, which features a lovely golf course, swimming pool, and extensive walking paths, great for families and outdoor enthusiasts. Additionally, the nearby Farmington River is a popular spot for kayaking and fishing, providing a tranquil escape into nature.In terms of property availability, the village centre area has a variety of holiday rentals, from cosy cottages to spacious homes, suiting different group sizes and preferences.
What are the top attractions in West Simsbury?
In West Simsbury, visitors can enjoy a variety of attractions that showcase the area's natural beauty and historical significance. The Simsbury Farms Recreation Area offers a picturesque setting for outdoor activities, including hiking trails, golf courses, and a pond for fishing. Nearby, the Talcott Mountain State Park features the iconic Heublein Tower, which provides stunning views of the Farmington Valley and is accessible via scenic hiking paths.For a glimpse into local history, the West Simsbury Historic District presents charming historic architecture and several preserved buildings. The area is also known for its beautiful landscapes, with opportunities for walking and cycling along the scenic Farmington River.
Are all fees included in the West Simsbury holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any West Simsbury holiday homes with parking?
Stayz offers a wide selection of holiday homes in West Simsbury with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for West Simsbury holiday homes?
You can find great discounts on holiday homes in West Simsbury on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my West Simsbury holiday home booking on Stayz?
To find West Simsbury holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in West Simsbury?
A long-stay holiday home in West Simsbury is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a West Simsbury holiday home?
Book your West Simsbury holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in West Simsbury?
Prices for holiday homes in West Simsbury vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in West Simsbury to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.