Chatham Holiday Rentals

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Our top choices for Chatham holiday rentals

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, (75 reviews)
"Peaceful, beautiful, clean, and the beds were super comfortable. It was exactly what we were looking for. "
United States
Nikki H.
The price is AU$445
includes taxes & fees
31 Jan - 1 Feb
Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit

Charming Country Cottage- Long Term Stays Welcome!

Charming Country Cottage- Long Term Stays Welcome!
Eden
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 AU$292
includes taxes & fees
26 Jan - 27 Jan
Charming Country Cottage- Long Term Stays Welcome!

Walking Distance to Casino

Walking Distance to Casino
Danvilel
10.0 out of 10, Exceptional, (28 reviews)
"Enjoyed our stay at this well stocked home. Bed was comfortable, good coffee. Close to the new Ceasar’s where we dropped some !"
United States
Joanie F.
The price is AU$621
includes taxes & fees
26 Jan - 27 Jan
Walking Distance to Casino

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
9.8 out of 10, Exceptional, (38 reviews)
"Perfect location to the casino and restaurants. We loved our stay. "
United States
Gail
The price is AU$382
includes taxes & fees
31 Jan - 1 Feb
Located in Historic Old West End. Minutes from the River District and Casino.

Romantic Luxury Lake Access Cabin w/ Hot Tub, Spacious Deck, and Pine walls

Romantic Luxury Lake Access Cabin w/ Hot Tub, Spacious Deck, and Pine walls
Pittsville
10.0 out of 10, Exceptional, (6 reviews)
"The cabin was clean and very cozy. We enjoyed seeing the deer laying in the yard each evening and seen a mama bear and her cub. Very peaceful area and the hosts were excellent. "
United States
Mindy G.
The price is AU$278
includes taxes & fees
15 Feb - 16 Feb
Romantic Luxury Lake Access Cabin w/ Hot Tub, Spacious Deck, and Pine walls

NEW, CLEAN - Belle's Boat Haven Studio in Smith Mountain Lake

NEW, CLEAN - Belle's Boat Haven Studio in Smith Mountain Lake
Huddleston
9.8 out of 10, Exceptional, (21 reviews)
"Very clean nice people great area"
United States
Abe S.
The price is AU$324
includes taxes & fees
26 Jan - 27 Jan
NEW, CLEAN - Belle's Boat Haven Studio in Smith Mountain Lake

Giggling Creek Cottage: 45 Acres of Rural Bliss, BedJet, Arcades + Pet Friendly

Giggling Creek Cottage: 45 Acres of Rural Bliss, BedJet, Arcades + Pet Friendly
Bassett
9.8 out of 10, Exceptional, (28 reviews)
"Very nice property. "
United States
Laura G.
The price is AU$336
includes taxes & fees
9 Feb - 10 Feb
Giggling Creek Cottage: 45 Acres of Rural Bliss, BedJet, Arcades + Pet Friendly

Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!

Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!
Huddleston
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 AU$368
includes taxes & fees
1 Feb - 2 Feb
Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!

Avalon Cottage w/ hot tub

Avalon Cottage w/ hot tub
Danville
10.0 out of 10, Exceptional, (7 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 AU$766
includes taxes & fees
26 Jan - 27 Jan
Avalon Cottage w/ hot tub

Insta-worthy 2Bd/1Ba Apt Steps from Downtown!

Insta-worthy 2Bd/1Ba Apt Steps from Downtown!
Danville
10.0 out of 10, Exceptional, (3 reviews)
"Great unit, thoroughly enjoyed staying here."
United States
Joseph M.
The price is AU$381
includes taxes & fees
2 Feb - 3 Feb
Insta-worthy 2Bd/1Ba Apt Steps from Downtown!

Orchard Acres Farm Barnhouse

Orchard Acres Farm Barnhouse
Bassett
10.0 out of 10, Exceptional, (30 reviews)
"Beautiful property and lovely stay. "
United States
Jeff H.
The price is AU$388
includes taxes & fees
30 Jan - 31 Jan
Orchard Acres Farm Barnhouse

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, (36 reviews)
"We had a wonderful stay! Very peaceful and clean! "
United States
Sarah R.
The price is AU$369
includes taxes & fees
1 Feb - 2 Feb
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake

Cosy Lakefront Condo -- 1-bedroom w/WiFi & fitness room in wonderful Huddleston

Cosy Lakefront Condo -- 1-bedroom w/WiFi & fitness room in wonderful Huddleston
Huddleston
8.2 out of 10, Very good, (15 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 AU$151
includes taxes & fees
8 Feb - 9 Feb
Cosy Lakefront Condo -- 1-bedroom w/WiFi & fitness room in wonderful Huddleston

Amazing Views and Two Kayaks Ready to Use!

Amazing Views and Two Kayaks Ready to Use!
Moneta
10.0 out of 10, Exceptional, (99 reviews)
"Check-in was super easy. Great communication fromhost prior to and upon our arrival. The view was perfect, the amenities, and extra touches made the stay the relaxing and fun weekend we were hoping for - will definitely be back. "
United States
Jackie U.
The price is AU$248
includes taxes & fees
26 Jan - 27 Jan
Amazing Views and Two Kayaks Ready to Use!

Cozy midtown 3 bedroom/1 bath

Cozy midtown 3 bedroom/1 bath
Danville
10.0 out of 10, Exceptional, (2 reviews)
"Great stay! Misty was very welcoming. Will definitely visit again!"
United States
Hope B.
The price is AU$661
includes taxes & fees
8 Feb - 9 Feb
Cozy midtown 3 bedroom/1 bath

Private Guesthouse w/Kitchen - Minutes from Uptown

Private Guesthouse w/Kitchen - Minutes from Uptown
Martinsville
9.8 out of 10, Exceptional, (28 reviews)
"Wonderful experience wonderful hosts"
United States
joyn2781
The price is AU$226
includes taxes & fees
28 Jan - 29 Jan
Private Guesthouse w/Kitchen - Minutes from Uptown

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, (15 reviews)
"Quiet, well appointed place with a beautiful view. "
United States
Steve V.
The price is AU$461
includes taxes & fees
1 Feb - 2 Feb
One room cabin set on our farm for a peaceful getaway.

Cozy 3bedroom near Caesars Virginia

Cozy 3bedroom near Caesars Virginia
Danville
7.6 out of 10, Good, (4 reviews)
"We booked this house to go to the Casino. It was perfect. Less than a 5 minute drive. House was clean, warm and comfortable. "
United States
Evelyn K.
The price is AU$415
includes taxes & fees
26 Jan - 27 Jan
Cozy 3bedroom near Caesars Virginia

Cozy 2-bedroom house in nice Moneta with WiFi, AC, privacy and convenience.

Cozy 2-bedroom house in nice Moneta with WiFi, AC, privacy and convenience.
Moneta
10.0 out of 10, Exceptional, (1 review)
"Great pet-friendly place to go for the fall foliage. "
United States
Jessica D.
The price is AU$508
includes taxes & fees
27 Jan - 28 Jan
Cozy 2-bedroom house in nice Moneta with WiFi, AC, privacy and convenience.

Private family-friendly suite w/ playroom at boutique inn!

Private family-friendly suite w/ playroom at boutique inn!
Altavista
10.0 out of 10, Exceptional, (1 review)
"Nice quiet stay"
United States
Christopher
Private family-friendly suite w/ playroom at boutique inn!
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

Find out more about Chatham

Everything you need to know about Chatham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chatham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chatham holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chatham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chatham. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chatham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chatham holiday rentals we have selected for you start as low as AU$151 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chatham rentals

At Expedia, we put the best Chatham holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chatham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chatham holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chatham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Foothills Retreat, New Lakefront Luxury w/ Covered Decks + Hot Tub, Fire Pit Terrace, Dock & More!: 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 6 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 a pool table 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 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.