Chatham Holiday Rentals

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Check prices for these dates

Tonight
1 Dec - 2 Dec
Tomorrow
2 Dec - 3 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Holiday Rentals in Chatham

Fridge, microwave, oven, stovetop
Insta-worthy 2Bd/1Ba Apt Steps from Downtown!

Apartment in Danville

10.0 out of 10, Exceptional, (1)
"Great unit, thoroughly enjoyed staying here."
United States
Joseph M.
The price is HK$522
HK$1,688 total
includes taxes & fees
2 Dec - 3 Dec
Insta-worthy 2Bd/1Ba Apt Steps from Downtown!
Interior
Charming Country Cottage- Long Term Stays Welcome!

Cottage in Eden

7.8 out of 10, Good, (6)
"Clean place. Very good communication. Only issue is parking Hard getting in and out especially with bigger vehicles when someone is parked right along house. Know that if you are tall person you may fill cramped/ claustrophobic as cealings are sloped."
United States
Craig
The price is HK$687
HK$1,554 total
includes taxes & fees
7 Dec - 8 Dec
Charming Country Cottage- Long Term Stays Welcome!
Living area
Cozy 3bedroom near Caesars Virginia

Holiday Home in Danville

10.0 out of 10, Exceptional, (1)
"Host very responsive to questions. Location for us was great, close to restaurants we go to and not a long ride to Martinsville Speedway."
United States
Susan D.
The price is HK$533
HK$2,216 total
includes taxes & fees
2 Dec - 3 Dec
Cozy 3bedroom near Caesars Virginia
Exterior detail
Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit

Cottage in Glade Hill

10.0 out of 10, Exceptional, (73)
"The cottage was perfect. We enjoyed every minute of our stay!!!"
United States
Stefanie W.
The price is HK$806
HK$2,033 total
includes taxes & fees
1 Jan - 2 Jan 2026
Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit
Terrace/patio
Avalon Cottage w/ hot tub

Cottage in Danville

10.0 out of 10, Exceptional, (6)
"Fantastic place and my go-to from here on out! Clean, newly upgraded and quiet and has everything you need. Great experience from beginning to end!"
United States
Adam S.
The price is HK$1,168
HK$3,766 total
includes taxes & fees
2 Dec - 3 Dec
Avalon Cottage w/ hot tub
Terrace/patio
Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!

Condo in Huddleston

10.0 out of 10, Exceptional, (27)
"Very cute, clean and comfy and stocked with coffee, snacks and amenities. "
United States
Katrina T.
The price is HK$693
HK$1,993 total
includes taxes & fees
2 Dec - 3 Dec
Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!
Property grounds
Walking Distance to Casino

Holiday Home in Danvilel

10.0 out of 10, Exceptional, (27)
"It is a very nice little home with a well thought out layout. Check in and out were super smooth and the bed was very comfortable. Will stay again when we come to town. "
United States
Chris H.
The price is HK$1,135
HK$3,713 total
includes taxes & fees
2 Dec - 3 Dec
Walking Distance to Casino
TV
Private Guesthouse w/Kitchen - Minutes from Uptown

Holiday Home in Martinsville

9.8 out of 10, Exceptional, (24)
"Wonderful experience wonderful hosts"
United States
joyn2781
The price is HK$662
HK$1,116 total
includes taxes & fees
2 Dec - 3 Dec
Private Guesthouse w/Kitchen - Minutes from Uptown
Microwave, oven, stovetop, dishwasher
Located in Historic Old West End. Minutes from the River District and Casino.

Holiday Home in Danville

9.8 out of 10, Exceptional, (34)
"Perfect location to the casino and restaurants. We loved our stay. "
United States
Gail
The price is HK$946
HK$2,039 total
includes taxes & fees
2 Dec - 3 Dec
Located in Historic Old West End. Minutes from the River District and Casino.
Dining
Giggling Creek Cottage: 45 Acres of Rural Bliss, BedJet, Arcades + Pet Friendly

Holiday Home in Bassett

9.8 out of 10, Exceptional, (28)
"Great little cabin in rural Bassett. Clean and comfortable with a fully functional kitchen."
United States
Susan W.
The price is HK$771
HK$2,028 total
includes taxes & fees
7 Dec - 8 Dec
Giggling Creek Cottage: 45 Acres of Rural Bliss, BedJet, Arcades + Pet Friendly
Paper towels
Cozy 3 bdrm 2bath home close to Averrett University (smoking allowed)

Holiday Home in Danville

10.0 out of 10, Exceptional, (2)
"Perfect for a short family stay. Nice neighborhood."
United States
Shelly H.
The price is HK$942
HK$2,115 total
includes taxes & fees
7 Dec - 8 Dec
Cozy 3 bdrm 2bath home close to Averrett University (smoking allowed)
Pool
Cosy Lakefront Condo -- 1-bedroom w/WiFi & fitness room in wonderful Huddleston

Condo in Huddleston

8.0 out of 10, Very good, (13)
"What a great location. Beautiful lake views and boats available to rent within walking distance. The check-in process was very easy and the property had everything we needed."
United States
Beth Kimmick, Realtor, E.
The price is HK$374
HK$769 total
includes taxes & fees
23 Dec - 24 Dec
Cosy Lakefront Condo -- 1-bedroom w/WiFi & fitness room in wonderful Huddleston
Exterior
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake

Condo in Moneta

10.0 out of 10, Exceptional, (35)
"Hosts were fantastic! Most thoughtfully appointment and equipped VRBO we stayed in, A! Thoroughly enjoyed our stay. "
United States
Ken S.
The price is HK$806
HK$2,033 total
includes taxes & fees
2 Dec - 3 Dec
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake
Exterior
Orchard Acres Farm Barnhouse

Holiday Home in Bassett

10.0 out of 10, Exceptional, (30)
"Beautiful property and lovely stay. "
United States
Jeff H.
The price is HK$1,074
HK$2,229 total
includes taxes & fees
3 Dec - 4 Dec
Orchard Acres Farm Barnhouse
Property grounds
Cozy midtown 3 bedroom/1 bath

Holiday Home in Danville

10.0 out of 10, Exceptional, (1)
"Everything was great. House was very clean and comfy! If we are ever in the area again we will not hesitate to stay again! "
United States
Michael C.
The price is HK$925
HK$3,609 total
includes taxes & fees
2 Dec - 3 Dec
Cozy midtown 3 bedroom/1 bath
1 bedroom, free WiFi, bed sheets, wheelchair access
One room cabin set on our farm for a peaceful getaway.

Cabin in Union Hall

10.0 out of 10, Exceptional, (15)
"Quiet, well appointed place with a beautiful view. "
United States
Steve V.
The price is HK$1,401
HK$2,553 total
includes taxes & fees
8 Dec - 9 Dec
One room cabin set on our farm for a peaceful getaway.
Fridge, microwave, oven, stovetop
Private Boat Slip, Dogs Ok, Canoe, Game Room, ,Beach & Community Pool!

Holiday Home in Huddleston

10.0 out of 10, Exceptional, (13)
"Great house and property on the lake. Close to Jake's Place, Mango's, Drifters and State Park."
United States
David Z.
The price is HK$1,190
HK$4,565 total
includes taxes & fees
2 Dec - 3 Dec
Private Boat Slip, Dogs Ok, Canoe, Game Room, ,Beach & Community Pool!
Private kitchen
Chic Haven: 2b/1bath in the Heart of Danville

Apartment in Danville

The price is HK$694
HK$1,937 total
includes taxes & fees
7 Dec - 8 Dec
Chic Haven: 2b/1bath in the Heart of Danville
Exterior
Private family-friendly suite w/ playroom at boutique inn!

Aparthotel in Altavista

10.0 out of 10, Exceptional, (1)
"Nice quiet stay"
United States
Christopher
The price is HK$848
HK$1,974 total
includes taxes & fees
2 Dec - 3 Dec
Private family-friendly suite w/ playroom at boutique inn!
Exterior
Cozy 2-bedroom house in nice Moneta with WiFi, AC, privacy and convenience.

Holiday Home in Moneta

10.0 out of 10, Exceptional, (1)
"Great pet-friendly place to go for the fall foliage. "
United States
Jessica D.
The price is HK$1,254
HK$2,361 total
includes taxes & fees
2 Dec - 3 Dec
Cozy 2-bedroom house in nice Moneta with WiFi, AC, privacy and convenience.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chatham Hotel Reviews

Hampton Inn Gretna - Smith Mountain Lake

Hampton Inn Gretna - Smith Mountain Lake

10/10 Excellent
"The room was quiet and very clean. Comfortable bed and pillows. Excellent breakfast. Plenty of parking near the entrance."
Ted 1-night trip
Posted 3 days ago
Hampton Inn Gretna - Smith Mountain Lake

Find out more about Chatham

Search for holiday rentals in Chatham on Expedia! You can easily find your home rentals, villas, holiday apartments in Chatham using one of the methods below:

  • View our selection of featured holiday rentals in Chatham
  • Use the map to find apartments and other holiday homes in the Chatham neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chatham while they last

Look no further and take a look at our great range of rental properties in Chatham!

Frequently asked questions

Can I find holiday rentals in Chatham?

Yes, there are holiday rentals close to the most popular sights in Chatham, or you can select a more secluded option if you're looking for a relaxing stay. Chatham is known for its sporting events and shopping. Make sure you have time to check out the restaurants and wineries during your trip.

What are some of the best holiday rentals that Chatham has to offer?

Tranquil Shores Estate, Luxury Lakefront Compound w/ Heated Salt Pool, Hot Tub, Dock!: This holiday home rental outside of Chatham is located on the waterfront, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with an arcade/games room and 1 hot tub.

How many holiday rentals will I find in Chatham?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Chatham stay.

What can I see and do in Chatham?

While exploring the area, visit family-friendly sights like Danville Science Center, or get outside and enjoy nature at Leesville Lake. In the wider area, you’ll find Tomahawk Mill Vineyard and Winery and The Historic North Theatre.

What are holiday rentals like in Chatham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chatham. Holiday rentals offer extras such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a family getaway.