Chatham Holiday Rentals

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Holiday Rentals in Chatham

Log Cabin Retreat/Pet Friendly: Lake, Golf & Wine
2.0 star property
10.0 out of 10, Exceptional, (5)
"Great getaway place for couples or small families. "
United States
Tom H.
The price is AU$275
includes taxes & fees
2 Nov - 3 Nov
Log Cabin Retreat/Pet Friendly: Lake, Golf & Wine
Private campground with camper rental in charming Ridgeway
1.0 star property
The price is AU$495
includes taxes & fees
20 Oct - 21 Oct
Private campground with camper rental in charming Ridgeway
Cosy Lakefront Condo -- 1-bedroom w/WiFi & fitness room in wonderful Huddleston
7.6 out of 10, Good, (10)
"I was expecting to walk into a clean rental. The check in process was easy. But once I walked in I quickly noticed the bed was left the same way as the previous renter left it. Dirty sheets. bathroom.and noticed a pile of dirty towels on the floor. The trash was not emptied either. No one has been there for 4 days to clean. This was by far the worst experience I've had with a host on VRBO. when I messaged her the night I arrived,I got no response and still haven't. Do not rent this condo. "
United States
Kristen C.
The price is AU$157
includes taxes & fees
26 Oct - 27 Oct
Cosy Lakefront Condo -- 1-bedroom w/WiFi & fitness room in wonderful Huddleston
Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!
10.0 out of 10, Exceptional, (27)
"Great place for R&R."
United States
Thomas M.
The price is AU$397
includes taxes & fees
20 Oct - 21 Oct
Boat, fish, golf, swim, & dine at Mariners Landing on Smith Mountain Lake!
#344 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
10.0 out of 10, Exceptional, (1)
The price is AU$792
includes taxes & fees
21 Oct - 22 Oct
#344 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
NEW, CLEAN - Belle's Boat Haven Studio in Smith Mountain Lake
9.8 out of 10, Exceptional, (20)
"Great mini vacation for anniversary. Loved all the amenities and the room was perfect for two. Two thumbs up! "
United States
Hilary P.
The price is AU$367
includes taxes & fees
20 Oct - 21 Oct
NEW, CLEAN - Belle's Boat Haven Studio in Smith Mountain Lake
MV37 Corner Waterfront Mariners: 2 Bedroom
3.0 star property
10.0 out of 10, Exceptional, (4)
"I would stay here again. "
United States
Zarela J.
The price is AU$769
includes taxes & fees
22 Oct - 23 Oct
MV37 Corner Waterfront Mariners: 2 Bedroom
#206 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
10.0 out of 10, Exceptional, (4)
"On first floor, great location to beach/pool/market"
United States
AMANDA B.
The price is AU$869
includes taxes & fees
2 Nov - 3 Nov
#206 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
Condo with great Lake views. Come stay with us on your vacation 
10.0 out of 10, Exceptional, (112)
"It was nice, quiet, loved the pools and lake access. "
United States
Karen E.
The price is AU$536
includes taxes & fees
20 Oct - 21 Oct
Condo with great Lake views. Come stay with us on your vacation 
Avalon Cottage w/ hot tub
10.0 out of 10, Exceptional, (4)
"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$681
includes taxes & fees
21 Oct - 22 Oct
Avalon Cottage w/ hot tub
Located in Historic Old West End. Minutes from the River District and Casino.
9.8 out of 10, Exceptional, (32)
"Perfect location to the casino and restaurants. We loved our stay. "
United States
Gail
The price is AU$407
includes taxes & fees
20 Oct - 21 Oct
Located in Historic Old West End. Minutes from the River District and Casino.
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake
10.0 out of 10, Exceptional, (32)
"We very much enjoyed our stay at this beautiful condo! Great communication and a very enjoyable trip! "
United States
Jackie J.
The price is AU$406
includes taxes & fees
20 Oct - 21 Oct
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake
#2400 Pointe - Studio Suite at Mariners SML
10.0 out of 10, Exceptional, (3)
"My brother and I stayed to do a little fishing. We had a good time and had lunch at Tiffany’s. We enjoyed our stay. "
United States
jesse h.
The price is AU$428
includes taxes & fees
28 Oct - 29 Oct
#2400 Pointe - Studio Suite at Mariners SML
Walking Distance to Casino
10.0 out of 10, Exceptional, (25)
"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 AU$690
includes taxes & fees
20 Oct - 21 Oct
Walking Distance to Casino
1066 Joffrey - 3 Bedroom Home 1st Fairway at Mariners SML
2.5 star property
10.0 out of 10, Exceptional, (2)
"The stay was great although very short. "
United Kingdom
Zac W.
The price is AU$1,189
includes taxes & fees
2 Nov - 3 Nov
1066 Joffrey - 3 Bedroom Home 1st Fairway at Mariners SML
Private Guesthouse w/Kitchen - Minutes from Uptown
9.8 out of 10, Exceptional, (20)
"Very Good!"
United States
Roger
The price is AU$240
includes taxes & fees
20 Oct - 21 Oct
Private Guesthouse w/Kitchen - Minutes from Uptown
#243 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
9.0 out of 10, Wonderful, (2)
"Property view was beautiful. Property staff were very friendly and helpful! We will definitely come back for another visit! "
United States
Karen K.
The price is AU$863
includes taxes & fees
20 Oct - 21 Oct
#243 Pointe - 2 Bedroom Lakefront Condo at Mariners SML
10 minutes from VIR. Great bass fishing! Rustic cottage on large private pond.
10.0 out of 10, Exceptional, (1)
"We came down for an event at VIR. The hosts were fantastic and the home was lovely. Will be back!"
United States
Chris N.
The price is AU$849
includes taxes & fees
22 Oct - 23 Oct
10 minutes from VIR. Great bass fishing! Rustic cottage on large private pond.
#116 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
10.0 out of 10, Exceptional, (4)
"Property was perfect. Very clean and comfy. The view was awesome. Would stay again."
United States
Phyllis O.
The price is AU$684
includes taxes & fees
20 Oct - 21 Oct
#116 Pointe - 1 Bedroom Lakefront Condo at Mariners SML
Experience lake life at our lakeside retreat near Smith Mountain Lake VA
8.8 out of 10, Excellent, (3)
"We had a great stay here. It was my wife and I and our 3 kids and they each brought a friend. The home had so much room for everyone. From sleeping arrangements to seating to dining options, inside and out, it was a really great fit. This home isn’t the stereotypical short term rental (sterile and void of personality) and it had trash bags, paper towels, some spices, kitchen utensils and more so it felt more home’ish and comfortable. We had a really great stay. "
United States
Jamie Y.
The price is AU$1,718
includes taxes & fees
30 Oct - 31 Oct
Experience lake life at our lakeside retreat near Smith Mountain Lake VA
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$157 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?

Whispering Pines Estate, Waterfront Luxury w/ Covered Verandas + 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 AAF Tank Museum.

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.