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Chatham Holiday Rentals

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49 rentals in Chatham.
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Beautifully Decorated Cabin Pristine and Peaceful!, holiday rental in Chatham

Beautifully Decorated Cabin Pristine and Peaceful!

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Large Comfortable Cottage with Amazing views!, holiday rental in Chatham

Large Comfortable Cottage with Amazing views!

6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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A Great Year/Unique Historical log cabin with  private beach, 300 Ft Front, holiday rental in Chatham

A Great Year/Unique Historical log cabin with private beach, 300 Ft Front

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Fall into the Lake! Enjoy the fire pit and high speed internet, holiday rental in Chatham

Fall into the Lake! Enjoy the fire pit and high speed internet

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Book your winter getaway now! Cozy wood burning fireplace! Peaceful and quiet!, holiday rental in Chatham

Book your winter getaway now! Cozy wood burning fireplace! Peaceful and quiet!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Bernard’s Landing Romantic  Penthouse * Smith Mountain Lake, Waterfront, Moneta, holiday rental in Chatham

Bernard’s Landing Romantic Penthouse * Smith Mountain Lake, Waterfront, Moneta

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Power down as hot tub, kayaks, and pool table await, holiday rental in Chatham

Power down as hot tub, kayaks, and pool table await

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Newly Renovated! Quiet Cove, Hot Tub, Fire Pit, Party Deck, Mountain View, holiday rental in Chatham

Newly Renovated! Quiet Cove, Hot Tub, Fire Pit, Party Deck, Mountain View

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Bernard's Landing-Hillside Heaven, holiday rental in Chatham

Bernard's Landing-Hillside Heaven

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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December Weekend Getaways Still Available!, holiday rental in Chatham

December Weekend Getaways Still Available!

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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The Fun Spot 2 - BEST DOCK AND PATIO WITH A VIEW AT SML - WELCOME!, holiday rental in Chatham

The Fun Spot 2 - BEST DOCK AND PATIO WITH A VIEW AT SML - WELCOME!

5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Peaceful Haven at Smith Mountain Lake! -  One of Bernard's Landing Resort Finest, holiday rental in Chatham

Peaceful Haven at Smith Mountain Lake! - One of Bernard's Landing Resort Finest

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Family Friendly, Lake Front Condo on Quiet Southern Part of the Smith Mtn Lake, holiday rental in Chatham

Family Friendly, Lake Front Condo on Quiet Southern Part of the Smith Mtn Lake

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Secluded Waterfront Get Away on Smith Mountain Lake, holiday rental in Chatham

Secluded Waterfront Get Away on Smith Mountain Lake

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Affordable Waterfront Cottage near base of Smith Mountain, Great Views, holiday rental in Chatham

Affordable Waterfront Cottage near base of Smith Mountain, Great Views

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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SPECIAL RATES  GORGEOUS HOME WITH AMAZING VIEWS  NO WAKE COVE  KAYAKSAKS 4 RENT, holiday rental in Chatham

SPECIAL RATES GORGEOUS HOME WITH AMAZING VIEWS NO WAKE COVE KAYAKSAKS 4 RENT

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful waterfront lodge with view of Smith Mountain and private boat dock., holiday rental in Chatham

Beautiful waterfront lodge with view of Smith Mountain and private boat dock.

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Vacation Retreat on Smith Mountain Lake, holiday rental in Chatham

Waterfront Vacation Retreat on Smith Mountain Lake

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront Home w/Gorgeous Mountain Views!  Sleeps 13! Perfect for families!, holiday rental in Chatham

Waterfront Home w/Gorgeous Mountain Views! Sleeps 13! Perfect for families!

4 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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EastlakeEstateSML  -  Spectacular Sunsets, HotTub, Covered Boat Dock, Game Room, holiday rental in Chatham

EastlakeEstateSML - Spectacular Sunsets, HotTub, Covered Boat Dock, Game Room

6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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'LAKE Pleasant'  Lake Front, Private Dock, 4 Bedrooms, Outside decks and dining., holiday rental in Chatham

'LAKE Pleasant' Lake Front, Private Dock, 4 Bedrooms, Outside decks and dining.

4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Belview Bay Stay and Play--Freshly updated, holiday rental in Chatham

Belview Bay Stay and Play--Freshly updated

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful New  Lakefront Home On Smith Mountain Lake., holiday rental in Chatham

Beautiful New Lakefront Home On Smith Mountain Lake.

3 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
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Unit 1322 Hillside ,  Bernard's Landing *SML. Feels like home with a better view, holiday rental in Chatham

Unit 1322 Hillside , Bernard's Landing *SML. Feels like home with a better view

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Beautiful Lakefront Condo with lovely  views, holiday rental in Chatham

Beautiful Lakefront Condo with lovely views

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Bernard's Landing Getaway With Beautiful Lake Views And Many GreatAmenities!, holiday rental in Chatham

Bernard's Landing Getaway With Beautiful Lake Views And Many GreatAmenities!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Affordable Cottage in a Quiet Cove on Beautiful Smith Mountain Lake., holiday rental in Chatham

Affordable Cottage in a Quiet Cove on Beautiful Smith Mountain Lake.

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Coolest House On SML!, holiday rental in Chatham

Coolest House On SML!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Penthouse At The Lake (Linens Included) Potential Lrg Grp Rental 6 Bed/6 Bath, holiday rental in Chatham

Penthouse At The Lake (Linens Included) Potential Lrg Grp Rental 6 Bed/6 Bath

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Boat Ramp, Pool, Fire Pit, Kayaks, Gas Grill, Flat Lot, Huge Dock & Ping Pong!, holiday rental in Chatham

Boat Ramp, Pool, Fire Pit, Kayaks, Gas Grill, Flat Lot, Huge Dock & Ping Pong!

4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Welcome Hikers, Cyclers, Writers, And Dreamers...., holiday rental in Chatham

Welcome Hikers, Cyclers, Writers, And Dreamers....

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Smith Mountain Lake Waterfront Property - Olde Stoney, holiday rental in Chatham

Beautiful Smith Mountain Lake Waterfront Property - Olde Stoney

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Lakeside Getaway - (Linen Service Included) Potential Lrg Grp Rental 6 bed/6 bth, holiday rental in Chatham

Lakeside Getaway - (Linen Service Included) Potential Lrg Grp Rental 6 bed/6 bth

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Love Sunsets?   Glory in a natural and rustic setting, holiday rental in Chatham

Love Sunsets? Glory in a natural and rustic setting

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Romantic condo with beautiful sunset views of Smith Mountain Lake, holiday rental in Chatham

Romantic condo with beautiful sunset views of Smith Mountain Lake

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Shangri La Family town home with Internet, holiday rental in Chatham

Shangri La Family town home with Internet

3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Paradise at the Lake. Amazing Lake and Mountain Views, holiday rental in Chatham

Paradise at the Lake. Amazing Lake and Mountain Views

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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French Tudor Mansion. 8400 sf. Nicest rental property on Smith Mountain Lake!, holiday rental in Chatham

French Tudor Mansion. 8400 sf. Nicest rental property on Smith Mountain Lake!

7 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
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BOOKING 2021!  BEST VIEWS, holiday rental in Chatham

BOOKING 2021! BEST VIEWS

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Welcome to a Hidden Gem, holiday rental in Chatham

Welcome to a Hidden Gem

5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Pick Belview Bay Getaway at SML for the Gorgeous Sunset View, holiday rental in Chatham

Pick Belview Bay Getaway at SML for the Gorgeous Sunset View

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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The Meadows at Bernard`s Landing, holiday rental in Chatham

The Meadows at Bernard`s Landing

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Welcome to Lakefield Cove!  Sleeps 7, holiday rental in Chatham

Welcome to Lakefield Cove! Sleeps 7

4 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Stylish Creekside Cabin w/Fire Pit Near Wineries!, holiday rental in Chatham

Stylish Creekside Cabin w/Fire Pit Near Wineries!

4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Resort Condo w/ Pool Access on Smith Mountain Lake, holiday rental in Chatham

Resort Condo w/ Pool Access on Smith Mountain Lake

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Private Master & Loft for kids + Outdoor Kitchen -2016 Forest River Wildwood, holiday rental in Chatham

Private Master & Loft for kids + Outdoor Kitchen -2016 Forest River Wildwood

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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NEW! Lakefront Living w/ Dock, Fire Pit & Sunroom!, holiday rental in Chatham

NEW! Lakefront Living w/ Dock, Fire Pit & Sunroom!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Tentrr Signature Site - The Babbling Brook, holiday rental in Chatham

Tentrr Signature Site - The Babbling Brook

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Bernard's Penthouse, holiday rental in Chatham

Bernard's Penthouse

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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