Chatham Holiday Rentals

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Holiday Rentals in Chatham

Outdoor dining
Secluded Waterfront Get Away on Smith Mountain Lake
9.8 out of 10, Exceptional, (128)
"This property was exactly what we were looking for. We enjoyed our stay immensely. It fit our family of 4 very nicely. The view from the cabin was beautiful. If you have a boat, there is a dock you can tie up to. I will say the stairs to the dock are very steep and may be challenging for older guests, but they did not bother us. The owner was responsive and easy to work with."
Secluded Waterfront Get Away on Smith Mountain Lake
Aerial view
Recently updated 1 BR Condo with stunning lake views - No cleaning or linen fees
10.0 out of 10, Exceptional, (105)
"We had an amazing Anniversary trip here!!! Such a beautiful location and a very nice updated condo!!! The owners are exceptionally nice and go out of their way to accommodate!!! We will definitely be back!!!!"
Recently updated 1 BR Condo with stunning lake views - No cleaning or linen fees
Property grounds
Unique Historical log cabin with private beach and 300 ft. of waterfrontage.
10.0 out of 10, Exceptional, (237)
"It was a perfect setting for a much needed getaway and rest. Very well equipped with everything needed to enjoy ourselves. Husband asked if we could stay a couple of extra days-after checking it was already booked. I told him that we would be back. Had a great time fishing off the dock and just hanging around. And added surprise was the gentleman that played the bagpipes every evening a little after 5pm.....Amazing Grace. I being slightly physically handicapped the stairs were a little...
Unique Historical log cabin with private beach and 300 ft. of waterfrontage.
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Pool
Waterfront Top Floor Condo at Smith Mountain Lake
9.6 out of 10, Exceptional, (110)
"Will come again sometime. Great fishing. Only wished stove worked"
Waterfront Top Floor Condo at Smith Mountain Lake
View from property
The Inner Banks - Lakefront chalet with 180-degree lake views, dock & beach
9.4 out of 10, Exceptional, (17)
"Surprised my fiancé for his birthday and stayed at this little weekend retreat getaway which we both enjoyed! Kitchen was fully stocked with everything you need to cook with and the scenery was beautiful 😍 windows everywhere made for amazing mornings watching the sunrise 🌅 my only gripe was that since it was his birthday weekend we were there to relax and not be in a rush to do anything since we don’t vacation much, I had asked the manager if we can do a late check out on our last day and was...
The Inner Banks - Lakefront chalet with 180-degree lake views, dock & beach
Property grounds
LAKE LIVING AT ITS FINEST. Cozy cottage with wide water and mountain views.
9.6 out of 10, Exceptional, (70)
"This house exceeded our expectations. I say this reluctantly and at the risk that it will be booked up the next time we want to visit-and there will DEFINITELY be a NEXT TIME! I have been visiting (mostly day trips) SML all my life. LLAIF reminded me of how sweet this lake was in the early days before all the multi-million $$$ “castles” started springing up. The neighborhood was quiet, wooded, and perfect for walking our dog. This was our first visit with our Lab and this house was definitely...
LAKE LIVING AT ITS FINEST. Cozy cottage with wide water and mountain views.
Fridge, microwave, oven, stovetop
Briarcliff - 3000 sq ft waterfront home w/ private dock, 2 kitchens & pool table
9.8 out of 10, Exceptional, (33)
"This was a last minute booking. One snafu with Vacasa with them not being able to verify my ID via DL but with a quick phone call that was corrected. The home itself is nice and has plenty of space and amenities. The decibel reader is a little off-putting but I understand with VA laws being the way they are. Overall, it was a nice stay."
Briarcliff - 3000 sq ft waterfront home w/ private dock, 2 kitchens & pool table
Marina
Inviting waterfront cabin with hot tub, fireplace, dock, & W/D
8.6 out of 10, Excellent, (7)
"We had a great time!"
Inviting waterfront cabin with hot tub, fireplace, dock, & W/D
Lakefront Living with Dock, Fire Pit & Sunroom!
Lakefront Living with Dock, Fire Pit & Sunroom!
Property grounds
Breathtaking Views, NO Wake Cove, Boats Available, 99.99% GERM Free
9.8 out of 10, Exceptional, (138)
"Beautiful property. We loved how quite it is during the day, and the best part, no wake zone. The sunsets are amazing. Property owner is very responsive and even took the time to search for my lost wedding band. My wife and I truly appreciate the all around service and treatment. Highly recommend."
Breathtaking Views, NO Wake Cove, Boats Available, 99.99% GERM Free
On the beach, beach towels
Romantic SML Penthouse, Bernard’s Landing. Winter Weekly & Monthly Discounts
10.0 out of 10, Exceptional, (243)
"Great location and was perfect for my wife and I to spend the weekend. Would definitely stay here again. The information provided by the host about the area was very helpful. Highly recommend!!!"
Romantic SML Penthouse, Bernard’s Landing. Winter Weekly & Monthly Discounts
Fridge, microwave, oven, stovetop
Sandy Bottom Cove, New Lakefront Luxury w/ Covered Decks + Heated Salt Pool, Beach, Hot Tub, Dock!
10.0 out of 10, Exceptional, (23)
"We rented this property for an extended family getaway. It was a great spot and beautiful home. This home offered a slew of activities for all to enjoy - the hot tub, the paddleboards, and the pool table. Although we couldn't partake in the pool or firepit because of the weather (too cool and windy), it was ready for us if we had the opportunity. Stores were about a 10 minute drive and easy to locate. My suggestions for an update to the home would be a few extra balnkets and to pave the...
Sandy Bottom Cove, New Lakefront Luxury w/ Covered Decks + Heated Salt Pool, Beach, Hot Tub, Dock!
Pool
Affordable Waterfront Cottage -- Cabin 7 Cedar Key, No wake cove, Great Views!
9.6 out of 10, Exceptional, (182)
"Beautiful view and clean cabin to stay in."
Affordable Waterfront Cottage -- Cabin 7 Cedar Key, No wake cove, Great Views!
Fridge, microwave, oven, stovetop
LakeSide Cabin with private hot tub, dock & screened porch - dog-friendly
9.4 out of 10, Exceptional, (16)
"Great space for a small family! We enjoyed the easy access to the water and very private screened-in porch. Tons of stairs everywhere, awesome practice for toddlers trying to figure them out."
LakeSide Cabin with private hot tub, dock & screened porch - dog-friendly
Property grounds
Modern Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit 🔥
10.0 out of 10, Exceptional, (25)
"Perfect place for a quick weekend trip. Really enjoyed the hot tub and the grill! Thanks for the easy communication."
The price is AU$378
per night
22 May - 23 May
Modern Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit 🔥
Property grounds
Location! Location! Location! Nice cove and close to all lake activities!
9.8 out of 10, Exceptional, (76)
"Exactly what we wanted for a relaxing long weekend in a clean house, located in a private cove."
Location! Location! Location! Nice cove and close to all lake activities!
Property grounds
Unique cabin that sits right on the water. Huge deck. Amazing views. Gas grill.
9.4 out of 10, Exceptional, (67)
"Very quiet and secluded spot. Great for exploring and sightseeing."
Unique cabin that sits right on the water. Huge deck. Amazing views. Gas grill.
Outdoor dining
Cabin 2 at Cedar Key - Serene waterfront setting/No wake cove/Dog friendly!
10.0 out of 10, Exceptional, (133)
"Very clean, the hosts have really taken time and put in a lot of effort to have a great stay! Quiet location, gorgeous relaxing view!"
Cabin 2 at Cedar Key - Serene waterfront setting/No wake cove/Dog friendly!
Exterior
Stunning lakefront oasis with kayaks, dock, large deck, games, & tranquil views
Stunning lakefront oasis with kayaks, dock, large deck, games, & tranquil views
Fridge, microwave, oven, stovetop
Hummingbird Cottage- charming cottage in quiet cove close to Bridgewater!
10.0 out of 10, Exceptional, (79)
"We really enjoyed our stay. The view is absolutely gorgeous!"
The price is AU$550
per night
22 May - 23 May
Hummingbird Cottage- charming cottage in quiet cove close to Bridgewater!
Don't see what you're looking for?
See all available properties in Chatham
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.

Chatham Holiday Home Travel Info

Popular accommodation
Chatham cottages
Known landmarks
Tomahawk Mill Vineyard and Winery
International airports
Raleigh, NC (RDU-Raleigh - Durham Intl.) and Roanoke, VA (ROA-Roanoke Regional)

Other types of properties in Chatham you may be interested in

Hiking
The Berry Hill Resort & Conference Center
4.0 star property
9.2 out of 10, Wonderful, (504)
"good place"
The price is AU$317
per night
22 May - 23 May
The Berry Hill Resort & Conference Center
Lobby
Comfort Inn & Suites near Danville Mall
2.5 star property
8.4 out of 10, Very good, (360)
"Clean room, good service and tasty breakfast bar, all at a reasonable rate."
The price is AU$234
per night
26 May - 27 May
Comfort Inn & Suites near Danville Mall
Seasonal outdoor pool, open 10 AM to 9 PM, pool umbrellas, pool loungers
Sleep Inn & Suites Danville Hwy 58
2.5 star property
9.0 out of 10, Wonderful, (529)
"Water pressure was pretty low on the third floor and the pool was closed. But the two front desk girls were just great and the lady in the breakfast area was outstanding!!! Thanks to outstanding people working there! Will stay again but will make sure to ask about the pool first next time."
The price is AU$241
per night
22 May - 23 May
Sleep Inn & Suites Danville Hwy 58
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.

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$550 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.

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 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.

Recent reviews of Chatham properties
Expedia verified reviews

Comfort Inn & Suites near Danville Mall

Comfort Inn & Suites near Danville Mall

5/5 Excellent
"Clean room, good service and tasty breakfast bar, all at a reasonable rate."
A verified traveller stayed at Comfort Inn & Suites near Danville Mall
Posted 1 day ago
Comfort Inn & Suites near Danville Mall