Photo by Patricia Mari

Sherman holiday rentals

We found 138 holiday rentals — enter your dates for availability

Discover a selection of 7 homes and other holiday rentals in Sherman that are perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, such as parking and a TV. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • 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

Choose a holiday rental for your Sherman getaway

Learn about the unique charm of Sherman with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Sherman

Are you hoping to discover attractions to see during your stay? Venture out of your cosy holiday rental and experience everything that makes Sherman a one-of-a-kind holiday spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Thunder Ridge Ski Resort (6.5 mi / 10.4 km)
  • Centennial Golf Club (13 mi / 20.9 km)
  • Beekman Golf Course (14.4 mi / 23.2 km)
  • The Christmas Shop (15.4 mi / 24.8 km)
  • Quassy Amusement Park (18.3 mi / 29.4 km)
  • Putnam County Golf Course (18.9 mi / 30.4 km)

Exploring the natural features in Sherman

Whether you're looking for adventure or just want to take in the scenery, Sherman is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Candlewood Lake (6.3 mi / 10.1 km)
  • Whaley Lake (8.7 mi / 13.9 km)
  • Bear Mountain Reservation (9.3 mi / 14.9 km)
  • Steep Rock Preserve (9.4 mi / 15.1 km)
  • Lake Waramaug State Park (10.8 mi / 17.4 km)
  • Lake Waramaug (10.9 mi / 17.5 km)

How to get to and around Sherman

Fly into Danbury, CT (DXR-Danbury Municipal), the closest airport, located 14.2 mi (22.9 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Oxford, CT (OXC-Waterbury - Oxford), which is 19.8 mi (31.9 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Sherman?
According to our data, houses are the most sought-after holiday home type in Sherman. But as you might expect, everyone’s idea of the perfect trip will differ. Stayz has holiday homes of all sizes and shapes, and we’ll help you to find your perfect match.
How much does it cost to rent a holiday home in Sherman?
A number of factors affect the price of a holiday home in Sherman, including the length of stay, season and type of property. But, all Stayz homes have something in common — excellent value. Just add your travel dates to find your ideal fit.
How much does it cost to rent a beach house in Sherman?
When you travel and the size and style of the property will influence the cost of your beachside escape. Enter your Sherman travel dates to see your options on Stayz. Can’t live without a hot tub, or maybe a private pool? Use our filters to pick the features and amenities you want in your beach house.
Are there pet-friendly holiday homes in Sherman?
With five holiday homes that welcome pets, your furry best friend can join in on your Sherman holiday. Use our filter tool to browse our pet-friendly holiday homes and find your pawfect pad on Stayz.
What are popular home amenities in Sherman?
A firepit, a nearby river and mountain views top the list of most popular home amenities in Sherman. Whether you plan to travel as a party of one, with your other half or a group of best friends, Stayz will help you find a holiday home that suits your tastes with all the features you’re looking for.
Are there large group holiday homes in Sherman?
Sherman has three holiday homes that can fit 10 or more guests. These properties come with all the space you need to share good times with family and friends.
Are there holiday homes in Sherman that welcome kids?
With five family-friendly holiday homes available in Sherman, there’s never been a better time to introduce your little ones to the thrills of travel. Just check our “Properties good for families” filter to view stays packed with amenities ideal for families on the move, such as multiple bedrooms, outdoor spaces, entertainment areas and hot tubs.
Can I find two-bedroom holiday homes in Sherman?
Sherman has two two-bedroom properties for you to select from. Find a holiday home with all the space and comfort you’re looking for at a price that won’t break the bank on Stayz.
Are there holiday homes with WiFi in Sherman?
There are three holiday homes with WiFi in Sherman. If you want to disconnect from daily life on your break, but still want to be connected to the web, these getaways are for you. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in Sherman?
Decide on your travel dates and then use our filters to look for holiday homes with air conditioning in Sherman on Stayz. With five air-conditioned properties available, you can look forward to a cool and comfortable break.
How old do you have to be to rent a holiday home in Sherman?
Age restrictions can differ across properties on Stayz, so be sure to look at the rules of the holiday home in Sherman you’re interested in. But usually, it’s 16, 18 or 21.
How long can I rent a holiday home in Sherman for?
The amount of time you can book a Sherman holiday home for is up to the property. Just enter your travel dates to see options offering longer term stays. They feature all you need to make your extended holiday more comfortable and convenient, like kitchens and air conditioning. Some Stayz holiday properties may also offer discounted weekly or monthly prices, so you can stick around for longer for less.

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