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Compare 534 Vacation Homes in Chatham with updated reviews, rates, and availability.

Located in Historic Old West End. Minutes from the River District and Casino.

9.8 out of 10, Exceptional, (16)
"Had a wonderful Sister getaway weekend at the Vintage Charm! The home was perfect for our weekend, so clean and comfortable! Lovely neighborhood with lots to do in the area, we can’t wait to go back!!"
The price is SAR 506
SAR 1,044 total
includes taxes & fees
2 Jun - 3 Jun
Located in Historic Old West End. Minutes from the River District and Casino.

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

9.8 out of 10, Exceptional, (193)
"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!

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

9.6 out of 10, Exceptional, (196)
"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!

Charming Private Yet Convenient Lake Front 4-bedroom house in Wirtz

Charming Private Yet Convenient Lake Front 4-bedroom house in Wirtz

Heron Point - Amazing Property with Breathtaking Water Views - Luxury Hot Tub!

10.0 out of 10, Exceptional, (176)
"Will rent this location again!"
Heron Point - Amazing Property with Breathtaking Water Views - Luxury Hot Tub!

Sweet By and By... Your Escape to the Beauty of Smith Mountain Lake

9.8 out of 10, Exceptional, (157)
"We enjoyed the charming, spacious, and relaxing cabin, especially the unbeatable lake views and access. It was absolutely gorgeous in the autumn mornings. The hot tub was amazing too. Thank you!"
The price is SAR 844
SAR 1,559 total
includes taxes & fees
1 Jun - 2 Jun
Sweet By and By... Your Escape to the Beauty of Smith Mountain Lake

Liberty Pines - Waterfront Log Home Rental

10.0 out of 10, Exceptional, (2)
"Highly recommend Liberty Pines! Everything you could need for cooking & entertainment. Basement was incredible w/loads of games such as ping pong, pool, & video games. Much of our time was watching nature outside on the amazing back porch. "
Liberty Pines - Waterfront Log Home Rental

Spacious 4BR with private boat dock and lakefront access

9.8 out of 10, Exceptional, (8)
"Our stay was awesome and we had an amazing time with our family, we’re sure comes back next time."
Spacious 4BR with private boat dock and lakefront access

Here Comes the Sun: 2 Kayaks, Wifi, Ping Pong & Pool table,Sandy Beach, Fenced in Yard, Pet Friendly

9.4 out of 10, Exceptional, (76)
"This house is a perfect getaway if you want to be active and use the lake or simply relax on the deck. It is so dog friendly with the dog yard - my dog and I played out there a ton! We were able to cook our meals and just hang out on the deck and enjoy the views. The state park entrance is around the corner and we enjoyed hiking in the mornings. Great house! "
Here Comes the Sun: 2 Kayaks, Wifi, Ping Pong & Pool table,Sandy Beach, Fenced in Yard, Pet Friendly

Drift Away Ridge, Brand New Lakefront Luxury w/ Covered Decks + Hot Tub, Fire Pit, Party Deck & Dock

10.0 out of 10, Exceptional, (47)
"Hideaway ridge was a beautiful property and owners communicated well. They looked out for our safety with winter weather. Everyone had a great time. Would rebook."
Drift Away Ridge, Brand New Lakefront Luxury w/ Covered Decks + Hot Tub, Fire Pit, Party Deck & Dock

Beautiful cottage with pool and dock on a deepwater cove on Smith Mountain Lake!

9.8 out of 10, Exceptional, (15)
"We will definitely stay here again!"
Beautiful cottage with pool and dock on a deepwater cove on Smith Mountain Lake!

LAKEside Sunsets: Lakehouse w/ Private Dock

9.6 out of 10, Exceptional, (56)
"Wonderful long weekend with family to celebrate retirement!"
LAKEside Sunsets: Lakehouse w/ Private Dock

Mountain Lake Lodge - Dog-friendly cabin with gentle lot and firepit.

9.6 out of 10, Exceptional, (5)
"Great property and great house. Enjoyed our 2 week stay with family."
Mountain Lake Lodge - Dog-friendly cabin with gentle lot and firepit.

LAKE Starboard: Lakefront with private dock

10.0 out of 10, Exceptional, (8)
"Beautiful, peaceful neighborhood. "
LAKE Starboard: Lakefront with private dock

LAKE Chez At At - Private Lakefront Home W/ Private Dock

10.0 out of 10, Exceptional, (6)
"We had a wonderful time at this property. It was so well-maintained and clean and modern and flag. We loved it. The location was great. It’s a quiet cove, which makes swimming and paddle boarding perfect. Can’t go wrong with this house it’s perfect. It had everything we needed."
LAKE Chez At At - Private Lakefront Home W/ Private Dock

The Grey Nest: A cozy, stylish retreat with modern comforts and a welcoming vibe

The Grey Nest: A cozy, stylish retreat with modern comforts and a welcoming vibe

Backwoods Milton House 3BR&2bath 3 Miles from VIR

2.0 star property
9.6 out of 10, Exceptional, (7)
"Great house near the track. Clean and new furnishings. "
Backwoods Milton House 3BR&2bath 3 Miles from VIR

Family Lakefront Oasis - Dock, Cabana, Game Room

9.0 out of 10, Wonderful, (8)
"Fun for the whole family since game room was downstairs"
The price is SAR 1,029
SAR 2,385 total
includes taxes & fees
3 Jun - 4 Jun
Family Lakefront Oasis - Dock, Cabana, Game Room

Serene Stay: Your Perfect Lakefront, Family-Friendly Getaway

10.0 out of 10, Exceptional, (2)
"Amazing property and home. Great floor plan, incredible views and close to everything! We’ve been renting homes on SML for over 15 years and this one didn’t disappoint at all. Would highly recommend to anyone. The dock was amazing as well and had space for us to bring our personal boat and jet skis. "
Serene Stay: Your Perfect Lakefront, Family-Friendly Getaway

Charming Renovated Waterfront Home with Sunset Views & Deep Water on Wide Cove

10.0 out of 10, Exceptional, (158)
"Awesome place, clean, will stay again "
Charming Renovated Waterfront Home with Sunset Views & Deep Water on Wide Cove
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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