What are the top rated Cottage Rentals in Chatham?

There are a lot of options in Chatham. If you plan on staying in the Chatham area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Chatham: <a href="/property/close-to-2-squares-and-glenview-country-club/HA-321927407" class="class="static-page-link"">Close to 2 squares and Glenview Country Club</a> <a href="/property/hobby-farm-stay-outside-the-villages/HA-3213473240" class="class="static-page-link"">Hobby Farm stay outside The Villages,</a> <a href="/property/3-bdrm-2-bath-home-with-golf-cart-wifi-close-to-pools/HA-3212232741" class="class="static-page-link"">3 Bdrm, 2 Bath Home with Golf Cart &amp; WiFi Close to Pools.</a> <a href="/property/better-than-a-5-star-hotel-with-golf-cart-whole-house-totally-remodeled/HA-3214750987" class="class="static-page-link"">BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED</a> <a href="/property/the-villages-fl-villa-courtyard-relax-villa-rest-fun-golf-100-rec-centers/HA-3212068293" class="class="static-page-link"">The Villages Fl. Villa Courtyard “Relax Villa&#34; Rest, Fun, Golf, 100 Rec.centers.</a> <a href="/property/spectacular-water-and-golf-course-views/HA-3212668328" class="class="static-page-link"">Spectacular water and golf course views</a> <a href="/property/visit-near-ocala-florida-close-to-orlando-tampa-more/HA-3214600036" class="class="static-page-link"">Visit Near Ocala, Florida, Close to Orlando, Tampa &amp; More!</a> <a href="/property/paradise-on-the-preserve-w-hot-tub-and-golf-cart/HA-3213727290" class="class="static-page-link"">Paradise on the Preserve w/hot tub and golf cart</a> <a href="/property/renovated-home-in-the-villages-w-lanai-golf-cart/HA-1219943428" class="class="static-page-link"">Renovated Home in The Villages w/Lanai, Golf Cart</a> <a href="/property/sunset-on-turtle-preserve-3-2-in-the-village-of-woodbury/HA-3214334849" class="class="static-page-link"">Sunset on Turtle Preserve - 3/2 in The Village of Woodbury</a>

How much does it cost to rent a cottage in Chatham?

The average cost for a cottage rental in Chatham is $190 per night. Rabathotels has a wide list of great cottages near Chatham that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Chatham that allow pets?

Yes, here are the top cottage rentals in Chatham that allow you to bring your pet: Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub Sand Hill Crane Cottage The Villages FL Community w/Elec. Golf Cart. Restaurants, Shopping & Hospitals. DARLING 2 BEDROOM VILLA WITH ENCLOSED LANAI LARGE BACKYARD AND GOLF CART <a href="/all/usa/florida/the-villages/chatham" class="class="static-page-link"">See all pet-friendly vacation rentals in Chatham on Rabathotels</a>

Do you have any rental cottages in Chatham that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Chatham to find one that works for you.

Are there quality cottages in Chatham that have indoor swimming pools?

As of 2026, the data from Rabathotels shows that there are Over 316 private swimming pools or cottages with indoor pools in the Chatham area along with other great amenities.

Chatham Cottage Rentals By Owner

Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub

From US $201

9.0 (73 Reviews)

House

Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub

Air Conditioner
Parking
Pet Friendly

Chatham Cottage Rentals & Holiday Homes

Find the best cottages in Chatham - We found 316 exact matches

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