Chatham Holiday Rentals

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Holiday Rentals in Chatham

Treetop & Waterfront! Quiet Cove, Hot Tub, Kayaks, Game Room and more

10.0 out of 10, Exceptional, (52)
"Wonderful!"
Treetop & Waterfront! Quiet Cove, Hot Tub, Kayaks, Game Room and more

Secluded Waterfront Get Away on Smith Mountain Lake

9.8 out of 10, Exceptional, (161)
"Beautiful location and one of the cleanest houses we have stayed in. Overall excellent experience and can’t wait to return."
Secluded Waterfront Get Away on Smith Mountain Lake

Romantic SML Penthouse, Bernard’s Landing. Smith Mountain Lake 3 Pools

10.0 out of 10, Exceptional, (292)
"Comfortable bed and beautiful surroundings! The host was responsive and communicative, would stay again!"
Romantic SML Penthouse, Bernard’s Landing. Smith Mountain Lake 3 Pools

Waterfront Condo!

9.8 out of 10, Exceptional, (44)
"This place was perfect for our stay. Cute and cozy!"
Waterfront Condo!

5 Bed 4 Bath Waterfront Home on Deep Water Cove Ideally located by car or boat!

9.8 out of 10, Exceptional, (196)
"Stunning home on Smith Mountain Lake. Our group of friends came and had a restful weekend away. Loved the kayaks, multiple bedrooms and bathrooms, and the view! The host was AMAZING with communication and was incredibly kind. Highly recommend this house!"
5 Bed 4 Bath Waterfront Home on Deep Water Cove Ideally located by car or boat!

Unique cabin that sits right on the water. Huge deck. Amazing views. Gas grill.

9.4 out of 10, Exceptional, (78)
"The title says it all, the water view we're incredible to wake up to every morning and the over all feel of the property was very comfortable. We had a great stay!"
Unique cabin that sits right on the water. Huge deck. Amazing views. Gas grill.

Lovely studio at Mariners Landing!

9.8 out of 10, Exceptional, (58)
"It worked well for our quick stay"
Lovely studio at Mariners Landing!

Bernard's Landing Bliss! - Breathtaking Views & Modern Updates

10.0 out of 10, Exceptional, (252)
"Great location, clean and close to restaurants…loved the fireplace and the ease of check in and check out. "
Bernard's Landing Bliss! - Breathtaking Views & Modern Updates

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

9.8 out of 10, Exceptional, (22)
"My family and I had a great time here! I would rent this house again! Accommodations were great! We really loved the water! Maybe hard to get to the water if handicapped!"
Shangri-La -dogs friendly, firepit, wifi, 2 kayaks, 2 kitchens, and a Pool Table

Hot tub, Dock, Fire Pit, Dog Friendly, Golf,

9.6 out of 10, Exceptional, (10)
"My family and I stayed here for a long Memorial Day weekend. It was clean, and so welcoming. The lake is beautiful and we loved being able to fish and jump in from the dock. The hot tub was amazing and clean. We had the best time and loved every bit of our stay. Would highly recommend and would stay there again!"
Hot tub, Dock, Fire Pit, Dog Friendly, Golf,

Unique Historical log cabin with private beach and 300 ft. of waterfrontage.

10.0 out of 10, Exceptional, (273)
"The cabin was super cozy and fun. We had a lot of fun swimming and playing on the dock and enjoying the hammocks and scenery."
Unique Historical log cabin with private beach and 300 ft. of waterfrontage.

Splendid dog friendly home with shared pool, kayaks & free WIFI

2.0 star property
8.4 out of 10, Very good, (6)
"My family and I had a wonderful stay. The scenery was gorgeous and the amenities were great! Would highly recommend!!"
Splendid dog friendly home with shared pool, kayaks & free WIFI

Belview Bay Condo, Best Sunsets Ever

9.4 out of 10, Exceptional, (75)
"Clean, comfortable and equipped with everything we needed. A lovely place to stay."
Belview Bay Condo, Best Sunsets Ever

Waterfront Condo at Stripers Landing, Smith Mountain Lake, Virginia

9.6 out of 10, Exceptional, (63)
"We love coming to this area for our sml trips. Its kid friendly with the pool and easy access to the lake."
Waterfront Condo at Stripers Landing, Smith Mountain Lake, Virginia

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

9.8 out of 10, Exceptional, (22)
"Cute one bedroom on Smith Mountain Lake."
The price is NZ$573
includes taxes & fees
30 June - 1 July
Cozy Lakefront Condo with Kayaks at Bernard's Landing on Smith Mountain Lake

Recently updated 1 BR Condo with stunning lake views - No cleaning or linen fees

10.0 out of 10, Exceptional, (151)
"The condo was great. Very clean with a great location and lake views. Todd was very accommodating. "
Recently updated 1 BR Condo with stunning lake views - No cleaning or linen fees

Sandy Bottom Cove, New Lakefront Luxury w/ Covered Decks + Heated Salt Pool, Beach, Hot Tub, Dock!

10.0 out of 10, Exceptional, (34)
"Thoroughly enjoyed our stay at Sandy Bottom Cove. Great interior layout for our families with the large living areas, game room, nice kitchen and bathrooms. Enjoyed the outdoor space of the 2 levels of decks, hot tub and private dock. Incredible view, and we loved getting out on the water for a peaceful paddleboard session. Management quickly and politely handled all our questions and concerns. Definitely recommend!"
Sandy Bottom Cove, New Lakefront Luxury w/ Covered Decks + Heated Salt Pool, Beach, Hot Tub, Dock!

Cozy Waterfront Cottage -- Cabin 7 Cedar Key, No Wake Cove, Great Views!

9.6 out of 10, Exceptional, (202)
"Perfect trip within a 2-3 hour drive time Beautiful landscape and cabin vibe"
Cozy Waterfront Cottage -- Cabin 7 Cedar Key, No Wake Cove, Great Views!

Spacious pet friendly house w/hot tub, kayaks, air hockey, deck & patio

Spacious pet friendly house w/hot tub, kayaks, air hockey, deck & patio

Luxe comfort two-story home with Game Room and Firepit on private cul-desac

10.0 out of 10, Exceptional, (1)
"Very nice renovated vacation rental. Property was spacious and clean. We had enough bathrooms to accommodate my family. "
The price is NZ$1,126
includes taxes & fees
2 July - 3 July
Luxe comfort two-story home with Game Room and Firepit on private cul-desac
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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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?

5 Bed 4 Bath Waterfront Home on Deep Water Cove Ideally located by car or boat!: This holiday home rental outside of Chatham is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 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 garden and a selection of games.

How many holiday rentals will I find in Chatham?

With 4 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.