Short-Term Rentals in Chatham, FL: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Short-Term Rentals
  3.  USA

  4.  Florida
  5.  Leesburg
  6.  Chatham

Refine your search

Price per night

Amenity Filter

Rating

496 Best Short-Term Rentals in Chatham (Starting from $69)

Sunny Home in The Villages with Lanai and Pool Access!
Sunny Home in The Villages with Lanai and Pool Access!
House
The Villages, FL, USA
0.4k from Chatham center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Hot tubs

2 Bedrooms4 Guests
8.0

Good

1 reviews

$93
Average price / night
Check Availability
Sandy Pelican - 3/2 w/ 4-Seat Golf Cart & Grill in The Village of Chatham
Sandy Pelican - 3/2 w/ 4-Seat Golf Cart & Grill in The Village of Chatham
House
Chatham, The Villages, FL, 32162, United States
0.3k from Chatham center

3 Bedrooms7 Guests
New to Booking
$211
Average price / night
Check Availability
7294 Z2A VILLAGE OF CHATHAM by REMAX Premier
7294 Z2A VILLAGE OF CHATHAM by REMAX Premier
House
The Villages, FL, USA
0.6k from Chatham center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$367
Average price / night
Check Availability
Beautiful 2bed 2bath home fully remodeled in The Villages, free guest passes
Beautiful 2bed 2bath home fully remodeled in The Villages, free guest passes
House
The Villages, FL, 32162, United States
0.4k from Chatham center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
9.8

Exceptional

8 reviews

$114
Average price / night
Check Availability
Parnassus - Designer Home In The Village Of Briar Meadow Villagepeople
Parnassus - Designer Home In The Village Of Briar Meadow Villagepeople
House
The Villages, FL, USA
1.2k from Chatham center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$162
Average price / night
Check Availability
Bargain prices. Two king and one queen bed. Close to pool/ golfing, Pet friendly
Bargain prices. Two king and one queen bed. Close to pool/ golfing, Pet friendly
House
The Villages, FL, 32162, United States
0.5k from Chatham center

AC, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking, TV

3 Bedrooms6 Guests
New to Booking
$312
Average price / night
Check Availability
The Coconut Courtyard private pool, themed, modern
The Coconut Courtyard private pool, themed, modern
House
The Villages, FL, USA
1.5k from Chatham center

Balcony/Terrace, Child Friendly, Parking, Pool, Internet, Air Conditioner, Breakfast

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$314
Average price / night
Check Availability
Beautiful Golf Resort 2BR/2Bath Patio Villa in the Heart of The Villages!
Beautiful Golf Resort 2BR/2Bath Patio Villa in the Heart of The Villages!
House
The Villages, FL, 32162, United States
0.5k from Chatham center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
10.0

Exceptional

2 reviews

$125
Average price / night
Check Availability
17985 Z2a VILLAGE OF PIEDMONT by REMAX Premier
17985 Z2a VILLAGE OF PIEDMONT by REMAX Premier
House
The Villages, FL, USA
1.7k from Chatham center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$241
Average price / night
Check Availability
Chatham Retreat,
Chatham Retreat,
House
The Villages, FL, 32162, United States
0.6k from Chatham center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

13 reviews

$129
Average price / night
Check Availability
Home in The Villages with Lanai and Private Hot Tub!
Home in The Villages with Lanai and Private Hot Tub!
House
The Villages, FL, USA
2.2k from Chatham center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings

2 Bedrooms6 Guests
8.9

Fabulous

15 reviews

$150
Average price / night
Check Availability
Swim Spa! 3/2 Designer in the Village of Chatham
Swim Spa! 3/2 Designer in the Village of Chatham
House
The Villages, FL, 32162, United States
0.6k from Chatham center

AC, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
8.6

Fabulous

7 reviews

$305
Average price / night
Check Availability
Lanai and Gas Grill Bright Home in The Villages!
Lanai and Gas Grill Bright Home in The Villages!
House
The Villages, FL, USA
2.3k from Chatham center

Pool, Security/Safety, Parking, Balcony/Terrace, Internet, Fireplace/Heating, Sports/Activities

2 Bedrooms4 Guests
New to Booking
$86
Average price / night
Check Availability
Villages home with Lanai & Golf Cart - Perfect location, golfers paradise
Villages home with Lanai & Golf Cart - Perfect location, golfers paradise
House
The Villages, FL, 32162, United States
0.7k from Chatham center

AC, Internet, No Smoking, Pool, TV

2 Bedrooms6 Guests
7.8

Good

7 reviews

$313
Average price / night
Check Availability
Near Golf Courses Home with Sunroom in The Villages
Near Golf Courses Home with Sunroom in The Villages
House
The Villages, FL, USA
2.3k from Chatham center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$136
Average price / night
Check Availability
Pet Friendly Home with 2BR - Open for Long stay
Pet Friendly Home with 2BR - Open for Long stay
House
The Villages, FL, 32162, United States
0.8k from Chatham center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$198
Average price / night
Check Availability
Delia Place Florida Oasis With Private Lanai
Delia Place Florida Oasis With Private Lanai
House
The Villages, FL, USA
3.0k from Chatham center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom6 Guests
New to Booking
$187
Average price / night
Check Availability
Quiet, Farm View, Extremely Clean and Comfortable Ranch home with Gas Golf Cart
Quiet, Farm View, Extremely Clean and Comfortable Ranch home with Gas Golf Cart
House
The Villages, FL, 32162, United States
0.8k from Chatham center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.6

Exceptional

32 reviews

$69
Average price / night
Check Availability
3270 Z2A VILLAGE OF GLENBROOK by REMAX Premier
3270 Z2A VILLAGE OF GLENBROOK by REMAX Premier
House
The Villages, FL, USA
3.1k from Chatham center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$234
Average price / night
Check Availability
Charming 2-bedroom house in the friendliest neighborhood - The Villages!
Charming 2-bedroom house in the friendliest neighborhood - The Villages!
House
The Villages, FL, 32162, United States
0.9k from Chatham center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
9.6

Exceptional

4 reviews

$197
Average price / night
Check Availability
Try B4 you buy, come to the Sunshine,Play Golf, Pickleball, Pools,Music,Dancing
Try B4 you buy, come to the Sunshine,Play Golf, Pickleball, Pools,Music,Dancing
House
The Villages, FL, 32162, United States
1.0k from Chatham center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.8

Exceptional

55 reviews

$104
Average price / night
Check Availability
Cozy Patio Villa, close to Nancy Lopez Champion Golf & 4 Executive  Golf Courses
Cozy Patio Villa, close to Nancy Lopez Champion Golf & 4 Executive Golf Courses
House
The Villages, FL, 32162, United States
1.1k from Chatham center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
New to Booking
$127
Average price / night
Check Availability
Home away from home entire house
Home away from home entire house
House
The Villages, FL, 32162, United States
1.1k from Chatham center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.8

Exceptional

33 reviews

$126
Average price / night
Check Availability
Golf, Shop & Unwind: Home w/ Patio in The Villages
Golf, Shop & Unwind: Home w/ Patio in The Villages
House
The Villages, FL, 32162, United States
1.2k from Chatham center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Microwave, No Smoking, Outdoor Space

3 Bedrooms7 Guests
9.0

Fabulous

2 reviews

$247
Average price / night
Check Availability
Beautifully Refurbished villa in an exciting active retirement community.
Beautifully Refurbished villa in an exciting active retirement community.
House
The Villages, FL, 32162, United States
1.2k from Chatham center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

32 reviews

$126
Average price / night
Check Availability
NEW!! Modern vacation home in The Villages available now! Come relax and enjoy!
NEW!! Modern vacation home in The Villages available now! Come relax and enjoy!
House
The Villages, FL, 32162, United States
1.4k from Chatham center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
9.8

Exceptional

7 reviews

$151
Average price / night
Check Availability
Lovely 2 Bed/ 2 Bath Courtyard Villa and great location!
Lovely 2 Bed/ 2 Bath Courtyard Villa and great location!
House
The Villages, FL, 32162, United States
1.5k from Chatham center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
9.4

Superb

17 reviews

$115
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Chatham.

Stay Near Chatham's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Chatham Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 496 verified short-term rentals in Chatham, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Chatham vary depending on location, property size, and travel dates. Rates typically start from around $69 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Chatham include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Chatham, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Chatham often include amenities such as Wellness Facilities, Fireplace/Heating, and Internet, providing a comfortable and convenient stay.

Short-term rentals in Chatham are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.