Chatham holiday homes

We found 35 holiday rentals — enter your dates for availability

Discover a selection of 9 homes and other holiday rentals in Chatham that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a garden. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
  • Peace of mind

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Chatham

  • Stunning natural beauty: Chatham features picturesque lakes and scenic islands, perfect for relaxation and exploration.
  • Family-friendly activities: Ideal for family vacations, with a range of outdoor adventures suitable for all ages.
  • Chatham Bay Beach: A beautiful spot for sunbathing and enjoying water activities with loved ones.
  • Charming local community: Experience the warmth of friendly locals while immersing yourself in rural Chatham's charm.
  • Variety of sports: Engage in a range of recreational activities, from golf to beach fun, ensuring a memorable holiday.

Top attractions near Chatham

Chatham, located in The Villages, Florida, is perfect for outdoor and family vacations, featuring stunning lakes, islands, and golf courses. Visitors can enjoy Chatham Bay Beach and explore the scenic Chatham Islands, making it an ideal spot for those seeking relaxation and adventure. Consider local vacation rentals for a comfortable stay while immersing yourself in the beautiful surroundings.

  • Lake Weir: A stunning lake 11.3km from Chatham, perfect for a romantic day out. Enjoy its beautiful beach and picturesque scenery, ideal for outdoor activities and relaxation.
  • Nancy Lopez Legacy Golf & Country Club: Located just 1.6km away, this family-friendly golf course offers a welcoming atmosphere. Ideal for golf enthusiasts and families looking to enjoy a round together.
  • The Villages Market Square: A vibrant modern square 9.7km from Chatham, bustling with city vibes, great shops, and lively entertainment, perfect for an afternoon stroll or evening out.

Things to do recommended for couples

For a romantic getaway in Chatham, unwind at the Glenview Champions Country Club for a touch of luxury, enjoy lively performances at the Orange Blossom Opry, or indulge in a lovely meal at Cane Garden Country Club, surrounded by charming vibes perfect for couples.

Things to do recommended for families

Families in Chatham can have a blast at Easy Street Family Fun Center, an arcade and adventure zone located 24.1km away. It's a fantastic spot for kids to enjoy games and activities, creating memorable experiences in a lively, family-friendly atmosphere.

Things to do recommended for groups

Explore Spanish Springs Town Square for a vibrant shopping experience, enjoy a round of golf at Stonecrest Country Club, or visit Paddock Mall for a mix of entertainment and shopping. Each location offers unique vibes perfect for your group adventure in Chatham.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Chatham

If you're heading off on a trip with friends, family, pets, or planning an extended stay, it's important to prioritise your needs when filtering options. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Chatham with a group: Think about how many bedrooms you'll require, as well as features like a full kitchen or outdoor area for group get-togethers. Luckily, you can narrow down your options for all these criteria and more on Vrbo.
  • Traveling to Chatham with young kids: Taking a trip with young kids can be quite tricky. It’s important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly activities.
  • Taking your pets with you to Chatham: For many families, a holiday wouldn’t feel complete without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting Chatham: If you’re on the hunt for holiday rentals with special offers for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near Chatham

Chatham, nestled in The Villages, offers a delightful blend of family-friendly activities and outdoor adventures. Explore the nearby Chatham Island for stunning landscapes, or venture to the nearby sand dunes for some fun in the sun. With its friendly locals and recreational options, this vibrant neighbourhood is perfect for a memorable family holiday. Experience the charm of rural Chatham while enjoying a variety of sports and leisure activities that the whole family will love.

  • The Villages: The Villages is a vibrant city that offers a blend of family-friendly activities and outdoor experiences. Nestled in the heart of Florida, it invites visitors with its well-planned shopping areas and numerous golf courses. The proximity to local landmarks like beautiful beaches and theme parks enhances the travel experience. With a strong community feel, The Villages is perfect for those looking to enjoy leisurely strolls, family outings, and engaging in various recreational activities.
  • Piedmont: Just one mile from Chatham, Piedmont is a charming neighborhood known for its outdoor and sports experiences. Visitors can enjoy activities at the local country private club and explore nearby shopping areas. Piedmont’s appeal is further enhanced by attractions like film studios and a lovely beach, making it an ideal spot for families. Whether you’re keen on a round of golf or a relaxed day out, Piedmont offers a delightful blend of leisure and adventure.
  • Summerfield: Located three miles from Chatham, Summerfield is a picturesque city that captures the essence of outdoor and romantic experiences. Surrounded by scenic landscapes, visitors can indulge in golfing at local courses or enjoy the tranquil beauty of nearby lakes and rivers. Summerfield is perfect for couples seeking a romantic getaway or anyone looking to connect with nature. With its charming town neighbourhoods and stunning views, it’s an inviting destination for relaxation and exploration.

Best time to go to Chatham

If you're planning a trip to Chatham, it's a good idea to check both the weather and property rates. The warmest months are July and August.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January58.3°F (14.6°C)Light RainMostly Sunny
February62.4°F (16.9°C)Light RainMostly Sunny
March66.0°F (18.9°C)Light RainMostly Sunny
April71.6°F (22.0°C)Light RainMostly Sunny
May76.5°F (24.7°C)Light RainMostly Sunny
June80.6°F (27.0°C)Light RainMostly Sunny
July81.7°F (27.6°C)Light RainMostly Sunny
August81.7°F (27.6°C)Light RainMostly Sunny
September79.3°F (26.3°C)Light RainMostly Sunny
October73.6°F (23.1°C)No Rain (Dry)Mostly Sunny
November66.2°F (19.0°C)Light RainMostly Sunny
December62.2°F (16.8°C)Light RainMostly Sunny

Booking with Vrbo is a breeze

Are you keen to save on your next adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. You can also enjoy noteworthy savings by opting for a longer stay. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of accommodation. We're here to help you find the perfect spot for your getaway.

Vrbo Trips: Planning as easy as it gets

Vrbo's clever Trip Board offers you a convenient way to plan your next adventures, pick up where you left off, or manage your travel arrangements. You can easily access properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday home accommodation in Chatham?
According to our data, houses are the most popular holiday property type in Chatham. But naturally, everyone's idea of an epic trip will differ. Bookabach has holiday homes with every size, shape and budget in mind, and we'll help you find your ideal match.
How much does it cost to rent a holiday home in Chatham?
Length of stay, property type and time of year are some factors that can determine the price of a holiday home. Simply add your dates of travel to find your ideal fit. From cosy cabins to plush villas, all Bookabach holiday homes provide incredible value.
How much does it cost to rent a beach house in Chatham?
The average price for a holiday home close to the beach in Chatham will depend on when you'll be there and the size and style of property you're searching for. You can find prices easily and quickly on Bookabach by entering your destination and preferred travel dates. Then use the filter tool to pick the number of bedrooms and amenities important to you, like WiFi, air conditioning and a pool.
Are there pet-friendly holiday homes in Chatham?
Pack a squeezy toy and a bone for your beloved pooch because Chatham has 10 holiday homes that put out the welcome mat to pets. Let your furriest pal have fun with the family at one of our pet-friendly holiday homes on Bookabach. Simply enter your destination and dates, then check our "Pets allowed" filter box.
Can I rent a house with a pool in Chatham?
Pack your swimming gear and swim ring, because there are 10 houses with a private pool in Chatham. Unwind at one of these sought-after holiday homes and let every day be a pool day. Simply enter your travel dates into Bookabach, then use the "pool" filter to find a place to make a splash!
What are popular home amenities in Chatham?
When it comes to home amenities that guests are looking for in Chatham, tennis, a barbecue grill and nearby museums are at the top of the list. With Bookabach holiday homes, you'll find options to match your taste and style, whether you're planning to get away with relatives, friends or even pets.
Are there large group holiday homes in Chatham?
There are two holiday homes in Chatham that can accommodate a group of five or more people. From family trips to events like a friend's birthday, these stays have ample room to chill out with the people you love.
Are there holiday homes in Chatham that welcome kids?
Gather your whole family for an epic adventure in Chatham at one of our 10 family-friendly properties. These stays come with conveniences that are ideally suited to getaways with children, like laundries, extra bedrooms and pools. Just check the "Properties good for families" filter and pick your favourite.
What are the top attractions for families in Chatham?
If you've got the little ones in tow, include these family-friendly attractions in Chatham on your list of things to do:

  • The Villages Market Square
  • Nancy Lopez Legacy Golf & Country Club

Can I find two-bedroom holiday homes in Chatham?
Take your pick of seven two-bedroom holiday properties in Chatham. Settle the kids into the second room or fill it with a couple of your best buddies. There's ample space for whoever's fortunate enough to be joining your journey.
Are there holiday homes with WiFi in Chatham?
Chatham has four holiday homes with WiFi, so you can stay connected during your trip. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movie blockbusters to scrolling social media, these Bookabach homes will keep you online.
How can I find holiday homes with air conditioning in Chatham?
You'll have a choice of 10 Bookabach holiday homes with air conditioning in Chatham giving you that cooling breeze and extra level of comfort. Simply enter your travel dates and then make use of our filters to look for stays with air conditioning.
How old do you have to be to rent a holiday home in Chatham?
We recommend you check with the Chatham holiday home you're considering on Bookabach as age restrictions vary. However, it's typically 16, 18 or 21.
How long can I rent a holiday home in Chatham for?
How long you can rent a holiday home in Chatham varies according to the property. Just enter your preferred travel dates to look at a list of options offering extended stays. With many amenities like full kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to find the perfect place to call your home away from home in Chatham.

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