Chatham Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Chatham holiday rentals

Interior

Holiday Home in Danvilel

Walking Distance to Casino
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$1,013
HK$3,539 total
includes taxes & fees
9 Mar - 10 Mar
Walking Distance to Casino
Smart TV

Holiday Home in Danville

Tiny House - 6 miles from Averett University and 5.4 miles from Caesars Virginia
9.6 out of 10, Exceptional, (14 reviews)
"It was a nice location for us while in town for a funeral and visiting family in the area. It was everything we needed for our brief stay."
United States
William P.
The price is HK$556
HK$1,508 total
includes taxes & fees
11 Mar - 12 Mar
Tiny House - 6 miles from Averett University and 5.4 miles from Caesars Virginia
Fridge, microwave, oven, stovetop

Cottage in Glade Hill

Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit
10.0 out of 10, Exceptional, (76 reviews)
"Great place. Immaculate. Would definitely stay here again. Great host. Couldnt be more pleased. "
United States
Brian D.
The price is HK$1,169
HK$2,507 total
includes taxes & fees
9 Mar - 10 Mar
Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit
Exterior

Condo in Moneta

Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake
10.0 out of 10, Exceptional, (36 reviews)
"We had a wonderful stay! Very peaceful and clean! "
United States
Sarah R.
The price is HK$809
HK$2,042 total
includes taxes & fees
9 Mar - 10 Mar
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake
Interior

Cottage in Eden

Charming Country Cottage- Long Term Stays Welcome!
7.8 out of 10, Good, (6 reviews)
"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$690
HK$1,561 total
includes taxes & fees
9 Mar - 10 Mar
Charming Country Cottage- Long Term Stays Welcome!
Dining

Holiday Home in Danville

Located in Historic Old West End. Minutes from the River District and Casino.
9.8 out of 10, Exceptional, (40 reviews)
"Perfect location to the casino and restaurants. We loved our stay. "
United States
Gail
The price is HK$1,267
HK$2,454 total
includes taxes & fees
8 Mar - 9 Mar
Located in Historic Old West End. Minutes from the River District and Casino.
Exterior

Condo in Huddleston

Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!
10.0 out of 10, Exceptional, (27 reviews)
"Excellent stay. Host was very accommodating on a last minute weekend getaway booking. Love this location on SML."
United States
Amy C.
The price is HK$696
HK$1,932 total
includes taxes & fees
9 Mar - 10 Mar
Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!
Property grounds

Holiday Home in Gretna

Heron’s Cove on Leesville Lake.
8.4 out of 10, Very good, (14 reviews)
"It was beautiful "
United States
Jenny W.
The price is HK$1,302
HK$2,626 total
includes taxes & fees
11 Mar - 12 Mar
Heron’s Cove on Leesville Lake.
Interior

Holiday Home in Martinsville

Private Guesthouse w/Kitchen - Minutes from Uptown
9.8 out of 10, Exceptional, (28 reviews)
"Great place to stay!"
United States
Sherri F.
The price is HK$743
HK$1,205 total
includes taxes & fees
9 Mar - 10 Mar
Private Guesthouse w/Kitchen - Minutes from Uptown
1 bedroom, free WiFi, bed sheets, wheelchair access

Cabin in Union Hall

One room cabin set on our farm for a peaceful getaway.
10.0 out of 10, Exceptional, (15 reviews)
"Quiet, well appointed place with a beautiful view. "
United States
Steve V.
The price is HK$1,407
HK$2,547 total
includes taxes & fees
15 Mar - 16 Mar
One room cabin set on our farm for a peaceful getaway.
On the beach

Condo in Huddleston

NEW, CLEAN - Belle's Boat Haven Studio in Smith Mountain Lake
9.8 out of 10, Exceptional, (21 reviews)
"Very clean nice people great area"
United States
Abe S.
The price is HK$774
HK$1,914 total
includes taxes & fees
9 Mar - 10 Mar
NEW, CLEAN - Belle's Boat Haven Studio in Smith Mountain Lake
Smart TV, fireplace, video games, DVD player

Cabin in Pittsville

Romantic Luxury Lake Access Cabin w/ Hot Tub, Spacious Deck, and Pine walls
10.0 out of 10, Exceptional, (7 reviews)
"Wonderful place to stay!"
United States
Darelene R.
The price is HK$1,478
HK$1,836 total
includes taxes & fees
5 Apr - 6 Apr
Romantic Luxury Lake Access Cabin w/ Hot Tub, Spacious Deck, and Pine walls
Property grounds

Holiday Home in Bassett

Orchard Acres Farm Barnhouse
10.0 out of 10, Exceptional, (30 reviews)
"Beautiful property and lovely stay. "
United States
Jeff H.
The price is HK$1,087
HK$2,239 total
includes taxes & fees
19 Mar - 20 Mar
Orchard Acres Farm Barnhouse
Outdoor dining

Condo in Goodview

Lakefront Condo w/ Boat Launch! 20 Min to Smith Mtn Lake State Park!
9.0 out of 10, Wonderful, (12 reviews)
"Great communication with the owner. Enjoyed our stay a lot."
United States
Gilberto A.
The price is HK$1,112
HK$2,820 total
includes taxes & fees
8 Mar - 9 Mar
Lakefront Condo w/ Boat Launch! 20 Min to Smith Mtn Lake State Park!
Interior

Holiday Home in South Boston

Charming remodeled historic home in the small town of South Boston, Virginia.
10.0 out of 10, Exceptional, (5 reviews)
"The property was not available, but the owner took great care of us and made sure that we had everything we needed. The owner was great and we were well pleased. "
United States
Ricky L.
The price is HK$1,294
HK$2,496 total
includes taxes & fees
10 Mar - 11 Mar
Charming remodeled historic home in the small town of South Boston, Virginia.
Living area

Holiday Home in Danville

Cozy 3 bdrm 2bath home close to Averrett University (smoking allowed)
9.4 out of 10, Exceptional, (3 reviews)
"Great location, great space. Stayed here for my boyfriends birthday trip at the casino. "
United States
Raegan L.
The price is HK$1,564
HK$2,902 total
includes taxes & fees
10 Mar - 11 Mar
Cozy 3 bdrm 2bath home close to Averrett University (smoking allowed)
Terrace/patio

Cottage in Danville

Avalon Cottage w/ hot tub
10.0 out of 10, Exceptional, (7 reviews)
"Hot tub is the #1 draw, then the affordability and location. This is my 2nd stay and I hope to stay here again next yr. Great timely response to communications"
United States
Deb Deborah W.
The price is HK$1,548
HK$4,353 total
includes taxes & fees
9 Mar - 10 Mar
Avalon Cottage w/ hot tub
Property grounds

Condo in Huddleston

Cosy Lakefront Condo -- 1-bedroom w/WiFi & fitness room in wonderful Huddleston
7.8 out of 10, Good, (18 reviews)
"The unit was well equipped and the bed was comfortable. The amenities at Mariner's Landing were 10/10!"
United States
Jenny M.
The price is HK$516
HK$1,106 total
includes taxes & fees
23 Mar - 24 Mar
Cosy Lakefront Condo -- 1-bedroom w/WiFi & fitness room in wonderful Huddleston
Exterior

Apartment in Danville

Chic Haven: 2b/1bath in the Heart of Danville
The price is HK$705
HK$1,902 total
includes taxes & fees
9 Mar - 10 Mar
Chic Haven: 2b/1bath in the Heart of Danville
Outdoor dining

Holiday Home in Moneta

Renovated in 2024 3 Levels Lakefront Townhouse in the heart of SML.
9.8 out of 10, Exceptional, (45 reviews)
"Great views of the main channel of the Roanoke River. Clean property and excellent owner hospitality. Owner was exceptional to work with and communicated with me despite traveling abroad. I would highly recommend this property and host!"
United States
Greg H.
The price is HK$1,724
HK$4,044 total
includes taxes & fees
8 Mar - 9 Mar
Renovated in 2024 3 Levels Lakefront Townhouse in the heart of 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chatham Hotel Reviews

Caesars Virginia - A Caesars Rewards Destination

Caesars Virginia - A Caesars Rewards Destination

6/10 Okay
"The room was beautiful but, there is no microwaves in the rooms. The water would not get hot in the sink. Most of all they didn't clean my room. My stay was 2 days. Called front desk and was told if you don't request for them to clean it they will bye pass you... really! All the money I spent for the room and this is the service I receive. It's convenient to be there but I will not stay again. Ooh and the elevators are way too far off your room is in the middle. Elevators are only on one end and it's a good workout to get there"
Renee 2-night trip
Posted 8 hours ago
Caesars Virginia - A Caesars Rewards Destination

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 a lake, 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 Danville's Riverwalk Trail. 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.