A town with a prominent church, a large parking lot, and a mix of residential and commercial buildings.

Chatham Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Chatham holiday rentals

Property grounds

1. Cozy house in private Leesville Lake community

Cozy house in private Leesville Lake community
Pittsville
10.0 out of 10, Exceptional, (47 reviews)
"Very peaceful and quiet, which was very nice. Outside was very nice to look at in the morning!"
United States
Lance S.
The price is HK$1,254
HK$3,125 total
includes taxes & fees
9 Sept - 10 Sept
Cozy house in private Leesville Lake community
Dining

2. Located in Historic Old West End. Minutes from the River District and Casino.

Located in Historic Old West End. Minutes from the River District and Casino.
Danville
10.0 out of 10, Exceptional, (52 reviews)
"Nice place ! "
United States
Pattie C.
The price is HK$1,270
HK$2,676 total
includes taxes & fees
9 Sept - 10 Sept
Located in Historic Old West End. Minutes from the River District and Casino.
Terrace/patio

3. Avalon Cottage w/ hot tub

Avalon Cottage w/ hot tub
Danville
10.0 out of 10, Exceptional, (9 reviews)
"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$1,552
HK$4,364 total
includes taxes & fees
23 Sept - 24 Sept
Avalon Cottage w/ hot tub
Interior

4. Iconic Church Turned Unique Stay (Casino/VIR)

Iconic Church Turned Unique Stay (Casino/VIR)
Danville
10.0 out of 10, Exceptional, (11 reviews)
"We really enjoyed our stay!"
United States
Connie R.
The price is HK$2,555
HK$5,085 total
includes taxes & fees
24 Sept - 25 Sept
Iconic Church Turned Unique Stay (Casino/VIR)
Living area

5. Tiny House - 6 miles from Averett University and 5.4 miles from Caesars Virginia

Tiny House - 6 miles from Averett University and 5.4 miles from Caesars Virginia
Danville
9.6 out of 10, Exceptional, (18 reviews)
"I enjoyed my stay up there this place is good for being on the outskirts but at the same time right next to everything. It was a very cute little place. It had everything you needed."
United States
Ashley L.
The price is HK$861
HK$1,886 total
includes taxes & fees
13 Sept - 14 Sept
Tiny House - 6 miles from Averett University and 5.4 miles from Caesars Virginia
Exterior

6. Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake

Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake
Moneta
10.0 out of 10, Exceptional, (55 reviews)
"Great place with a great host!"
United States
Adam H.
The price is HK$1,101
HK$2,381 total
includes taxes & fees
13 Sept - 14 Sept
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake
Interior

7. Walking Distance to Casino

Walking Distance to Casino
Danvilel
10.0 out of 10, Exceptional, (28 reviews)
"Room where great, loved the mattress. Definitely had a great night sleep here!"
United States
Brenda
The price is HK$1,270
HK$3,937 total
includes taxes & fees
15 Sept - 16 Sept
Walking Distance to Casino
Property grounds

8. Amazing Views and Two Kayaks Ready to Use!

Amazing Views and Two Kayaks Ready to Use!
Moneta
10.0 out of 10, Exceptional, (109 reviews)
"Beautiful property exactly as described. Great view of the lake, nice amenities, and use of kayaks was appreciated. Host was very responsive and friendly. Snacks and sodas provided were a nice touch, and so were the bathrobes and slippers and the hammock on the porch. Awesome property with everything you need. Will definitely recommend and stay again!!!"
United States
Terri
The price is HK$981
HK$1,498 total
includes taxes & fees
14 Sept - 15 Sept
Amazing Views and Two Kayaks Ready to Use!
Outdoor dining

9. AUGUST DISCOUNT DAYS BERNARDS LANDING NEXT2POOL &BEST VIEWS NEW REMODEL-BOOK NOW

AUGUST DISCOUNT DAYS BERNARDS LANDING NEXT2POOL &BEST VIEWS NEW REMODEL-BOOK NOW
Moneta
9.6 out of 10, Exceptional, (57 reviews)
"We celebrated our 34th Anniversary!! The condo was perfect!! Just steps away from the outdoor pool and to dock to get on our boat. Condo was clean, bed slept good, great views, easy access in and out. We grilled out on the grill. Owners were quick to answer any questions. We have been coming here on our anniversary for 13 years. Wonderful place to stay. We would definitely rent it again!!"
United States
Christy H.
The price is HK$862
HK$2,069 total
includes taxes & fees
23 Sept - 24 Sept
AUGUST DISCOUNT DAYS BERNARDS LANDING NEXT2POOL &BEST VIEWS NEW REMODEL-BOOK NOW
Room

10. One room cabin set on our farm for a peaceful getaway.

One room cabin set on our farm for a peaceful getaway.
Union Hall
10.0 out of 10, Exceptional, (20 reviews)
"We loved this for a little getaway. Peaceful with beautiful little touches. Very comfortable bed and relaxing hot tub with beautiful farm and hill views. "
United States
Annie B.
The price is HK$1,411
HK$2,571 total
includes taxes & fees
16 Sept - 17 Sept
One room cabin set on our farm for a peaceful getaway.
Private kitchen

11. Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit

Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit
Glade Hill
10.0 out of 10, Exceptional, (84 reviews)
"Excellent cottage, well appointed and clean. Taylor was very responsive to any messages or questions. Quiet, country setting within a short drive to necessary items and things to do. Will definitely return. Thank you for a great stay!"
United States
Heather H.
The price is HK$833
HK$2,054 total
includes taxes & fees
9 Sept - 10 Sept
Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit
Living area

12. Walk to Caesars Casino | 3BR Home w/King Bed

Walk to Caesars Casino | 3BR Home w/King Bed
Danville
10.0 out of 10, Exceptional, (2 reviews)
"The house was clean and closely located to the casino"
United States
Nefertiti H.
The price is HK$1,336
HK$4,254 total
includes taxes & fees
14 Sept - 15 Sept
Walk to Caesars Casino | 3BR Home w/King Bed
Outdoor spa tub

13. Private Farm Cottage surrounded fields, farm animals, mountain views & hot tub!

Private Farm Cottage surrounded fields, farm animals, mountain views & hot tub!
Glade Hill
10.0 out of 10, Exceptional, (18 reviews)
"Really nice farm, house is clean and nicely set up, and we loved the animals!"
United States
Janet W.
The price is HK$1,960
HK$4,023 total
includes taxes & fees
15 Sept - 16 Sept
Private Farm Cottage surrounded fields, farm animals, mountain views & hot tub!
Property grounds

14. Sailors Landing~ Lake/Beach front condo with ample amenities!

Sailors Landing~ Lake/Beach front condo with ample amenities!
Moneta
10.0 out of 10, Exceptional, (2 reviews)
"The condo was exceptionally charming! Everything was clean and comfortable. The morning and afternoon views were amazing. So close and convenient to Napoli's for dinner. "
United States
Eugene J.
The price is HK$1,054
HK$2,345 total
includes taxes & fees
8 Oct - 9 Oct
Sailors Landing~ Lake/Beach front condo with ample amenities!
Interior

15. Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!

Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!
Danville
10.0 out of 10, Exceptional, (8 reviews)
"Great unit, thoroughly enjoyed staying here."
United States
Joseph M.
The price is HK$856
HK$2,337 total
includes taxes & fees
30 Sept - 1 Oct
Insta-worthy 2Bd/1Ba Apt | Minutes from Downtown!
Property grounds

16. Shangri-La -dogs friendly, firepit, wifi, 2 kayaks, 2 kitchens, and a Pool Table

Shangri-La -dogs friendly, firepit, wifi, 2 kayaks, 2 kitchens, and a Pool Table
Huddleston
9.8 out of 10, Exceptional, (41 reviews)
"Loved our stay. The property was perfect for our needs. As a family of cooks we LOVED the well appointed kitchen!"
United States
Elizabeth H.
The price is HK$1,834
HK$6,374 total
includes taxes & fees
9 Sept - 10 Sept
Shangri-La -dogs friendly, firepit, wifi, 2 kayaks, 2 kitchens, and a Pool Table
Exterior

17. The full Smith Mountain Lakefront experience: private boat slip, 3 balconies, game room, community pool & beach, propane grill, and pets welcome. No resort fees, ever.

The full Smith Mountain Lakefront experience: private boat slip, 3 balconies, game room, community pool & beach, propane grill, and pets welcome. No resort fees, ever.
Huddleston
10.0 out of 10, Exceptional, (17 reviews)
"A wonderful experience! Every aspect of the experience was a very smooth process. Property was exceptionally clean, comfortable and well maintained. Location was perfect. Would highly recommend this property and host."
United States
DENISE L.
The price is HK$1,902
HK$5,616 total
includes taxes & fees
15 Sept - 16 Sept
The full Smith Mountain Lakefront experience: private boat slip, 3 balconies, game room, community pool & beach, propane grill, and pets welcome. No resort fees, ever.
Exterior

18. Chic Haven: 2b/1bath in the Heart of Danville

Chic Haven: 2b/1bath in the Heart of Danville
Danville
10.0 out of 10, Exceptional, (2 reviews)
"This is a beautiful apartment, it has everything you need to enjoy your business trip. I will definitely stay here again, great location!"
United States
Justin L.
The price is HK$798
HK$2,261 total
includes taxes & fees
30 Sept - 1 Oct
Chic Haven: 2b/1bath in the Heart of Danville
Living area

19. Located in beautiful Lynch Station Va this property offers an amazing escape.

Located in beautiful Lynch Station Va this property offers an amazing escape.
Lynch Station
9.4 out of 10, Exceptional, (3 reviews)
"Wonderful! Was only here overnight but loved it! Will definitely return"
United States
michele p.
The price is HK$980
HK$1,602 total
includes taxes & fees
8 Oct - 9 Oct
Located in beautiful Lynch Station Va this property offers an amazing escape.
Pool

20. #2100 Pointe - Studio Suite at Mariners SML

#2100 Pointe - Studio Suite at Mariners SML
Bedford County
9.4 out of 10, Exceptional, (9 reviews)
"The room was clean and cozy. Exactly what we were looking for. We will definitely stay again. "
United States
Tia
The price is HK$931
HK$2,069 total
includes taxes & fees
12 Sept - 13 Sept
#2100 Pointe - Studio Suite at Mariners SML
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

The Bee Hotel Danville

The Bee Hotel Danville

10/10 Excellent
"Amazing price for a chic boutique hotel in a historic building! Clean, spacious & modern room, and friendly front desk staff. Stayed overnight on a long holiday weekend so there were many free, unrestricted parking spots along the street in front of the hotel. Would definitely stay again."
Desiree 1-night trip
Posted 11 hours ago
The Bee Hotel Danville

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?

Firefly Estate, Lakefront Luxury w/ Covered Verandas + Heated Salt Pool, Hot Tub, Dock!: This holiday home rental outside of Chatham is located on the waterfront, and has an outdoor pool, a fireplace 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. It offers a balcony, a pool table and 1 hot tub so that you can immerse yourself in your holiday.

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 Danville Mall.

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.