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Pittsville Vacation Rentals

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Bedrooms

Bathrooms

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5 mi
50 rentals in Pittsville.
Beautiful waterfront lodge, private dock and breath taking views of Smith Mt., vacation rental in Pittsville
Beautiful waterfront lodge, private dock and breath taking views of Smith Mt., vacation rental in Pittsville
Beautiful waterfront lodge, private dock and breath taking views of Smith Mt., vacation rental in Pittsville

Beautiful waterfront lodge, private dock and breath taking views of Smith Mt.

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Stylish Creekside Cabin w/Fire Pit Near Wineries!, vacation rental in Pittsville
Stylish Creekside Cabin w/Fire Pit Near Wineries!, vacation rental in Pittsville
Stylish Creekside Cabin w/Fire Pit Near Wineries!, vacation rental in Pittsville

Stylish Creekside Cabin w/Fire Pit Near Wineries!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Private house on Leesville Lake, vacation rental in Pittsville
Private house on Leesville Lake, vacation rental in Pittsville
Private house on Leesville Lake, vacation rental in Pittsville

Private house on Leesville Lake

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Cabin on Leesville Lake!, vacation rental in Pittsville
Waterfront Cabin on Leesville Lake!, vacation rental in Pittsville
Waterfront Cabin on Leesville Lake!, vacation rental in Pittsville

Waterfront Cabin on Leesville Lake!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The following properties within 20 miles of Pittsville match all your filters:
Cabin 2 at Cedar Key - Serene waterfront setting/No wake cove/Dog friendly!, vacation rental in Pittsville
Cabin 2 at Cedar Key - Serene waterfront setting/No wake cove/Dog friendly!, vacation rental in Pittsville
Cabin 2 at Cedar Key - Serene waterfront setting/No wake cove/Dog friendly!, vacation rental in Pittsville

Cabin 2 at Cedar Key - Serene waterfront setting/No wake cove/Dog friendly!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cabin#3  Smith Mtn Lake.  Views/Waterfront/Pet Free/No wake cove/Dock, vacation rental in Pittsville
Cabin#3  Smith Mtn Lake.  Views/Waterfront/Pet Free/No wake cove/Dock, vacation rental in Pittsville
Cabin#3  Smith Mtn Lake.  Views/Waterfront/Pet Free/No wake cove/Dock, vacation rental in Pittsville

Cabin#3 Smith Mtn Lake. Views/Waterfront/Pet Free/No wake cove/Dock

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Secluded Waterfront Get Away on Smith Mountain Lake, vacation rental in Pittsville
Secluded Waterfront Get Away on Smith Mountain Lake, vacation rental in Pittsville
Secluded Waterfront Get Away on Smith Mountain Lake, vacation rental in Pittsville

Secluded Waterfront Get Away on Smith Mountain Lake

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Our Point of View - Lakefront home with hot tub, pool table, dock - dog-friendly, vacation rental in Pittsville
Our Point of View - Lakefront home with hot tub, pool table, dock - dog-friendly, vacation rental in Pittsville
Our Point of View - Lakefront home with hot tub, pool table, dock - dog-friendly, vacation rental in Pittsville

Our Point of View - Lakefront home with hot tub, pool table, dock - dog-friendly

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Wind Family Estate-Setting A New Standard for Luxury Rentals!, vacation rental in Pittsville
Wind Family Estate-Setting A New Standard for Luxury Rentals!, vacation rental in Pittsville
Wind Family Estate-Setting A New Standard for Luxury Rentals!, vacation rental in Pittsville

Wind Family Estate-Setting A New Standard for Luxury Rentals!

Rental Home
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Best Dam View at Smith Mountain Lake!!!, vacation rental in Pittsville
Best Dam View at Smith Mountain Lake!!!, vacation rental in Pittsville
Best Dam View at Smith Mountain Lake!!!, vacation rental in Pittsville

Best Dam View at Smith Mountain Lake!!!

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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LAKE Allure: 4 Br Lakefront Home with Private Dock, vacation rental in Pittsville
LAKE Allure: 4 Br Lakefront Home with Private Dock, vacation rental in Pittsville
LAKE Allure: 4 Br Lakefront Home with Private Dock, vacation rental in Pittsville

LAKE Allure: 4 Br Lakefront Home with Private Dock

Rental Home
3 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
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Affordable Waterfront Cottage --  Cabin 7 Cedar Key, No wake cove,  Great Views!, vacation rental in Pittsville
Affordable Waterfront Cottage --  Cabin 7 Cedar Key, No wake cove,  Great Views!, vacation rental in Pittsville
Affordable Waterfront Cottage --  Cabin 7 Cedar Key, No wake cove,  Great Views!, vacation rental in Pittsville

Affordable Waterfront Cottage -- Cabin 7 Cedar Key, No wake cove, Great Views!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Affordable Waterfront Cottage -- Cabin 5 Cedar Key , No wake cove, Great Views, vacation rental in Pittsville
Affordable Waterfront Cottage -- Cabin 5 Cedar Key , No wake cove, Great Views, vacation rental in Pittsville
Affordable Waterfront Cottage -- Cabin 5 Cedar Key , No wake cove, Great Views, vacation rental in Pittsville

Affordable Waterfront Cottage -- Cabin 5 Cedar Key , No wake cove, Great Views

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautifully Decorated Cabin Pristine and Peaceful!, vacation rental in Pittsville
Beautifully Decorated Cabin Pristine and Peaceful!, vacation rental in Pittsville
Beautifully Decorated Cabin Pristine and Peaceful!, vacation rental in Pittsville

Beautifully Decorated Cabin Pristine and Peaceful!

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Spacious Country Home with Hot Tub, Coffee Bar, and Firepit, vacation rental in Pittsville
Spacious Country Home with Hot Tub, Coffee Bar, and Firepit, vacation rental in Pittsville
Spacious Country Home with Hot Tub, Coffee Bar, and Firepit, vacation rental in Pittsville

Spacious Country Home with Hot Tub, Coffee Bar, and Firepit

Rental Home
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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GORGEOUS HOME WITH AMAZING VIEWS,  NO WAKE COVE , BOATS 4 RENT, GERM FREE, vacation rental in Pittsville
GORGEOUS HOME WITH AMAZING VIEWS,  NO WAKE COVE , BOATS 4 RENT, GERM FREE, vacation rental in Pittsville
GORGEOUS HOME WITH AMAZING VIEWS,  NO WAKE COVE , BOATS 4 RENT, GERM FREE, vacation rental in Pittsville

GORGEOUS HOME WITH AMAZING VIEWS, NO WAKE COVE , BOATS 4 RENT, GERM FREE

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Mountain View Cove Lakeside Retreat, vacation rental in Pittsville
Mountain View Cove Lakeside Retreat, vacation rental in Pittsville
Mountain View Cove Lakeside Retreat, vacation rental in Pittsville

Mountain View Cove Lakeside Retreat

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Witcher Roost located with Lake Front and Mountain Views., vacation rental in Pittsville
Witcher Roost located with Lake Front and Mountain Views., vacation rental in Pittsville
Witcher Roost located with Lake Front and Mountain Views., vacation rental in Pittsville

Witcher Roost located with Lake Front and Mountain Views.

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Lakefront home with private hot tub, balcony, dock, & pool table, vacation rental in Pittsville
Lakefront home with private hot tub, balcony, dock, & pool table, vacation rental in Pittsville
Lakefront home with private hot tub, balcony, dock, & pool table, vacation rental in Pittsville

Lakefront home with private hot tub, balcony, dock, & pool table

Rental Home
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Breathtaking views of Smith Mtn all year long! Perfect for families - sleeps 13!, vacation rental in Pittsville
Breathtaking views of Smith Mtn all year long! Perfect for families - sleeps 13!, vacation rental in Pittsville
Breathtaking views of Smith Mtn all year long! Perfect for families - sleeps 13!, vacation rental in Pittsville

Breathtaking views of Smith Mtn all year long! Perfect for families - sleeps 13!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Cabin 1 at Cedar Key - Perfect lakefront getaway!, vacation rental in Pittsville
Cabin 1 at Cedar Key - Perfect lakefront getaway!, vacation rental in Pittsville
Cabin 1 at Cedar Key - Perfect lakefront getaway!, vacation rental in Pittsville

Cabin 1 at Cedar Key - Perfect lakefront getaway!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Affordable Cottage in a Quiet Cove on Beautiful Smith Mountain Lake., vacation rental in Pittsville
Affordable Cottage in a Quiet Cove on Beautiful Smith Mountain Lake., vacation rental in Pittsville
Affordable Cottage in a Quiet Cove on Beautiful Smith Mountain Lake., vacation rental in Pittsville

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Late August and early Fall deals *Shorewood Cove, vacation rental in Pittsville
Late August and early Fall deals *Shorewood Cove, vacation rental in Pittsville
Late August and early Fall deals *Shorewood Cove, vacation rental in Pittsville

Late August and early Fall deals *Shorewood Cove

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Breathtaking Views, NO Wake Cove, Boats Available,   99.99% GERM Free, vacation rental in Pittsville
Breathtaking Views, NO Wake Cove, Boats Available,   99.99% GERM Free, vacation rental in Pittsville
Breathtaking Views, NO Wake Cove, Boats Available,   99.99% GERM Free, vacation rental in Pittsville

Breathtaking Views, NO Wake Cove, Boats Available, 99.99% GERM Free

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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DOG AND FAMILY FRIENDLY, SML VA, Deep Water Dock, Private Cove, Peaceful, vacation rental in Pittsville
DOG AND FAMILY FRIENDLY, SML VA, Deep Water Dock, Private Cove, Peaceful, vacation rental in Pittsville
DOG AND FAMILY FRIENDLY, SML VA, Deep Water Dock, Private Cove, Peaceful, vacation rental in Pittsville

DOG AND FAMILY FRIENDLY, SML VA, Deep Water Dock, Private Cove, Peaceful

Rental Home
5 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Newly Renovated! Quiet Cove, Hot Tub, Fire Pit, Party Deck, Mountain View, vacation rental in Pittsville
Newly Renovated! Quiet Cove, Hot Tub, Fire Pit, Party Deck, Mountain View, vacation rental in Pittsville
Newly Renovated! Quiet Cove, Hot Tub, Fire Pit, Party Deck, Mountain View, vacation rental in Pittsville

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

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Our Private Wooded Cabin, vacation rental in Pittsville
Our Private Wooded Cabin, vacation rental in Pittsville
Our Private Wooded Cabin, vacation rental in Pittsville

Our Private Wooded Cabin

Cabin
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Nellie's Nest- A newly remodeled quaint home!, vacation rental in Pittsville
Nellie's Nest- A newly remodeled quaint home!, vacation rental in Pittsville
Nellie's Nest- A newly remodeled quaint home!, vacation rental in Pittsville

Nellie's Nest- A newly remodeled quaint home!

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Hycliff Lodge- 3 br, 2 ba Waterfront Getaway, vacation rental in Pittsville
Hycliff Lodge- 3 br, 2 ba Waterfront Getaway, vacation rental in Pittsville
Hycliff Lodge- 3 br, 2 ba Waterfront Getaway, vacation rental in Pittsville

Hycliff Lodge- 3 br, 2 ba Waterfront Getaway

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Heron’s Cove on Leesville Lake., vacation rental in Pittsville
Heron’s Cove on Leesville Lake., vacation rental in Pittsville
Heron’s Cove on Leesville Lake., vacation rental in Pittsville

Heron’s Cove on Leesville Lake.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy, Pet Friendly Lakefront Home!  Come Visit "Lake Lure"!, vacation rental in Pittsville
Cozy, Pet Friendly Lakefront Home!  Come Visit "Lake Lure"!, vacation rental in Pittsville
Cozy, Pet Friendly Lakefront Home!  Come Visit "Lake Lure"!, vacation rental in Pittsville

Cozy, Pet Friendly Lakefront Home! Come Visit "Lake Lure"!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lakefront,Hot-Tub, Fire-Pit, Dogs allowed,fireplaces, Fenced yard, Pool Table,, vacation rental in Pittsville
Lakefront,Hot-Tub, Fire-Pit, Dogs allowed,fireplaces, Fenced yard, Pool Table,, vacation rental in Pittsville
Lakefront,Hot-Tub, Fire-Pit, Dogs allowed,fireplaces, Fenced yard, Pool Table,, vacation rental in Pittsville

Lakefront,Hot-Tub, Fire-Pit, Dogs allowed,fireplaces, Fenced yard, Pool Table,

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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GORGEOUS MOUNTAIN VIEW! Come Visit "Panoramic Point"!, vacation rental in Pittsville
GORGEOUS MOUNTAIN VIEW! Come Visit "Panoramic Point"!, vacation rental in Pittsville
GORGEOUS MOUNTAIN VIEW! Come Visit "Panoramic Point"!, vacation rental in Pittsville

GORGEOUS MOUNTAIN VIEW! Come Visit "Panoramic Point"!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Witcher Way Lakehouse! Home on Private Cove with Paddle Boards, Kayaks, Canoe, vacation rental in Pittsville
Witcher Way Lakehouse! Home on Private Cove with Paddle Boards, Kayaks, Canoe, vacation rental in Pittsville
Witcher Way Lakehouse! Home on Private Cove with Paddle Boards, Kayaks, Canoe, vacation rental in Pittsville

Witcher Way Lakehouse! Home on Private Cove with Paddle Boards, Kayaks, Canoe

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Covered Boat Slip! Beautiful Craftsman Home w/ Great Dock!  Come Visit, vacation rental in Pittsville
Covered Boat Slip! Beautiful Craftsman Home w/ Great Dock!  Come Visit, vacation rental in Pittsville
Covered Boat Slip! Beautiful Craftsman Home w/ Great Dock!  Come Visit, vacation rental in Pittsville

Covered Boat Slip! Beautiful Craftsman Home w/ Great Dock! Come Visit

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Smith Mountain Lake   Witcher Way lake House  Canoe, 2 Kayak, 2 paddle boards, vacation rental in Pittsville
Smith Mountain Lake   Witcher Way lake House  Canoe, 2 Kayak, 2 paddle boards, vacation rental in Pittsville
Smith Mountain Lake   Witcher Way lake House  Canoe, 2 Kayak, 2 paddle boards, vacation rental in Pittsville

Smith Mountain Lake Witcher Way lake House Canoe, 2 Kayak, 2 paddle boards

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Wonderful lakefront home located near the dam and channel marker W-1! Come, vacation rental in Pittsville
Wonderful lakefront home located near the dam and channel marker W-1! Come, vacation rental in Pittsville
Wonderful lakefront home located near the dam and channel marker W-1! Come, vacation rental in Pittsville

Wonderful lakefront home located near the dam and channel marker W-1! Come

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Paradise Found at Smith Mountain Lake, vacation rental in Pittsville
Paradise Found at Smith Mountain Lake, vacation rental in Pittsville
Paradise Found at Smith Mountain Lake, vacation rental in Pittsville

Paradise Found at Smith Mountain Lake

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Come hideaway at the the Blue Heron Hideaway with beautiful wide lake views., vacation rental in Pittsville
Come hideaway at the the Blue Heron Hideaway with beautiful wide lake views., vacation rental in Pittsville
Come hideaway at the the Blue Heron Hideaway with beautiful wide lake views., vacation rental in Pittsville

Come hideaway at the the Blue Heron Hideaway with beautiful wide lake views.

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Heavenly Hideaway: Makeover in 2020, Pool Table, Covered dock with Sundeck, vacation rental in Pittsville
Heavenly Hideaway: Makeover in 2020, Pool Table, Covered dock with Sundeck, vacation rental in Pittsville
Heavenly Hideaway: Makeover in 2020, Pool Table, Covered dock with Sundeck, vacation rental in Pittsville

Heavenly Hideaway: Makeover in 2020, Pool Table, Covered dock with Sundeck

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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GORGEOUS Mountain View! Wifi - Pet Friendly - Hot Tub - 2 Kayaks - Canoe!  Come, vacation rental in Pittsville
GORGEOUS Mountain View! Wifi - Pet Friendly - Hot Tub - 2 Kayaks - Canoe!  Come, vacation rental in Pittsville
GORGEOUS Mountain View! Wifi - Pet Friendly - Hot Tub - 2 Kayaks - Canoe!  Come, vacation rental in Pittsville

GORGEOUS Mountain View! Wifi - Pet Friendly - Hot Tub - 2 Kayaks - Canoe! Come

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Great Dock! 2 Kayaks & Paddleboard! Pet Friendly! Come Visit "Fun In The Sun"!, vacation rental in Pittsville
Great Dock! 2 Kayaks & Paddleboard! Pet Friendly! Come Visit "Fun In The Sun"!, vacation rental in Pittsville
Great Dock! 2 Kayaks & Paddleboard! Pet Friendly! Come Visit "Fun In The Sun"!, vacation rental in Pittsville

Great Dock! 2 Kayaks & Paddleboard! Pet Friendly! Come Visit "Fun In The Sun"!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Dams reach Mountain + lake view home, vacation rental in Pittsville
Dams reach Mountain + lake view home, vacation rental in Pittsville
Dams reach Mountain + lake view home, vacation rental in Pittsville

Dams reach Mountain + lake view home

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Coolest House On SML!, vacation rental in Pittsville
Coolest House On SML!, vacation rental in Pittsville
Coolest House On SML!, vacation rental in Pittsville

Coolest House On SML!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Pool table, Paddle board, Kayak, EZ dock, floater dock, WiFi., vacation rental in Pittsville
Pool table, Paddle board, Kayak, EZ dock, floater dock, WiFi., vacation rental in Pittsville
Pool table, Paddle board, Kayak, EZ dock, floater dock, WiFi., vacation rental in Pittsville

Pool table, Paddle board, Kayak, EZ dock, floater dock, WiFi.

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Hot Tub! Beautiful Mountain Views! Wifi!  Come Visit "Off the Bow"!, vacation rental in Pittsville
Hot Tub! Beautiful Mountain Views! Wifi!  Come Visit "Off the Bow"!, vacation rental in Pittsville
Hot Tub! Beautiful Mountain Views! Wifi!  Come Visit "Off the Bow"!, vacation rental in Pittsville

Hot Tub! Beautiful Mountain Views! Wifi! Come Visit "Off the Bow"!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Our Private Paradise with Hot Tub and Fire Pit, vacation rental in Pittsville
Our Private Paradise with Hot Tub and Fire Pit, vacation rental in Pittsville
Our Private Paradise with Hot Tub and Fire Pit, vacation rental in Pittsville

Our Private Paradise with Hot Tub and Fire Pit

Rental Home
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Wifi, Hot Tub, Pool Table, Sleeps 16! Private Retreat!  Come Visit, vacation rental in Pittsville
Wifi, Hot Tub, Pool Table, Sleeps 16! Private Retreat!  Come Visit, vacation rental in Pittsville
Wifi, Hot Tub, Pool Table, Sleeps 16! Private Retreat!  Come Visit, vacation rental in Pittsville

Wifi, Hot Tub, Pool Table, Sleeps 16! Private Retreat! Come Visit

Rental Home
6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Tradewind Terrace-Mountains, Kayaks, Paddleboard, Outdoor Kitchen, Holiday& More, vacation rental in Pittsville
Tradewind Terrace-Mountains, Kayaks, Paddleboard, Outdoor Kitchen, Holiday& More, vacation rental in Pittsville
Tradewind Terrace-Mountains, Kayaks, Paddleboard, Outdoor Kitchen, Holiday& More, vacation rental in Pittsville

Tradewind Terrace-Mountains, Kayaks, Paddleboard, Outdoor Kitchen, Holiday& More

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Lake Bear: 5,400sqft, Lakefront, 6BR, Private Dock, Arcade, 7 Kayaks & more!, vacation rental in Pittsville
Lake Bear: 5,400sqft, Lakefront, 6BR, Private Dock, Arcade, 7 Kayaks & more!, vacation rental in Pittsville
Lake Bear: 5,400sqft, Lakefront, 6BR, Private Dock, Arcade, 7 Kayaks & more!, vacation rental in Pittsville

Lake Bear: 5,400sqft, Lakefront, 6BR, Private Dock, Arcade, 7 Kayaks & more!

Rental Home
6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Frequently Asked Questions about Pittsville