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Highland Lake Vacation Rentals

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50 rentals in Highland Lake.
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Amazing 4  Season,  Lakefront Home (Your Own Private Resort Experience!), vacation rental in Highland Lake
Amazing 4  Season,  Lakefront Home (Your Own Private Resort Experience!), vacation rental in Highland Lake
Amazing 4  Season,  Lakefront Home (Your Own Private Resort Experience!), vacation rental in Highland Lake

Amazing 4 Season, Lakefront Home (Your Own Private Resort Experience!)

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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This villa is a 3 bedroom(s), 2 bathrooms, located in Highland Lake, NY., vacation rental in Highland Lake
This villa is a 3 bedroom(s), 2 bathrooms, located in Highland Lake, NY., vacation rental in Highland Lake
This villa is a 3 bedroom(s), 2 bathrooms, located in Highland Lake, NY., vacation rental in Highland Lake

This villa is a 3 bedroom(s), 2 bathrooms, located in Highland Lake, NY.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Fall Fun!  Lake Home on private Highland Lake across the road., vacation rental in Highland Lake
Fall Fun!  Lake Home on private Highland Lake across the road., vacation rental in Highland Lake
Fall Fun!  Lake Home on private Highland Lake across the road., vacation rental in Highland Lake

Fall Fun! Lake Home on private Highland Lake across the road.

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Renovated Lake Home with a Spectacular View, vacation rental in Highland Lake
Renovated Lake Home with a Spectacular View, vacation rental in Highland Lake
Renovated Lake Home with a Spectacular View, vacation rental in Highland Lake

Renovated Lake Home with a Spectacular View

Rental Home
6 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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New Catskills/Delaware River /Private Mountain Home/100 from NYC/ Ski/Raft/Fish, vacation rental in Highland Lake
New Catskills/Delaware River /Private Mountain Home/100 from NYC/ Ski/Raft/Fish, vacation rental in Highland Lake
New Catskills/Delaware River /Private Mountain Home/100 from NYC/ Ski/Raft/Fish, vacation rental in Highland Lake

New Catskills/Delaware River /Private Mountain Home/100 from NYC/ Ski/Raft/Fish

Rental Home
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Historic 1895 Renovated Barn! 'Cottage at Belle Knowle', vacation rental in Highland Lake
Historic 1895 Renovated Barn! 'Cottage at Belle Knowle', vacation rental in Highland Lake
Historic 1895 Renovated Barn! 'Cottage at Belle Knowle', vacation rental in Highland Lake

Historic 1895 Renovated Barn! 'Cottage at Belle Knowle'

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Floating Farmhouse: Stunning renovation in storybook setting, 2 hours NYC, vacation rental in Highland Lake
Floating Farmhouse: Stunning renovation in storybook setting, 2 hours NYC, vacation rental in Highland Lake
Floating Farmhouse: Stunning renovation in storybook setting, 2 hours NYC, vacation rental in Highland Lake

Floating Farmhouse: Stunning renovation in storybook setting, 2 hours NYC

Rental Home
5 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Year-Round Beautiful Retreat Home on Scenic Delaware River 90 miles from NYC, vacation rental in Highland Lake
Year-Round Beautiful Retreat Home on Scenic Delaware River 90 miles from NYC, vacation rental in Highland Lake
Year-Round Beautiful Retreat Home on Scenic Delaware River 90 miles from NYC, vacation rental in Highland Lake

Year-Round Beautiful Retreat Home on Scenic Delaware River 90 miles from NYC

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Peaceful and Private Delaware Riverfront Log Cabin., vacation rental in Highland Lake
Peaceful and Private Delaware Riverfront Log Cabin., vacation rental in Highland Lake
Peaceful and Private Delaware Riverfront Log Cabin., vacation rental in Highland Lake

Peaceful and Private Delaware Riverfront Log Cabin.

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Luxe Country Home in the Swinging Bridge Lake Community, vacation rental in Highland Lake
Luxe Country Home in the Swinging Bridge Lake Community, vacation rental in Highland Lake
Luxe Country Home in the Swinging Bridge Lake Community, vacation rental in Highland Lake

Luxe Country Home in the Swinging Bridge Lake Community

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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BEAUTIFUL OPEN FLOOR PLAN CHALET WITH TONS OF AMENITIES AND WRAP AROUND DECK, vacation rental in Highland Lake
BEAUTIFUL OPEN FLOOR PLAN CHALET WITH TONS OF AMENITIES AND WRAP AROUND DECK, vacation rental in Highland Lake
BEAUTIFUL OPEN FLOOR PLAN CHALET WITH TONS OF AMENITIES AND WRAP AROUND DECK, vacation rental in Highland Lake

BEAUTIFUL OPEN FLOOR PLAN CHALET WITH TONS OF AMENITIES AND WRAP AROUND DECK

Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Stunningly Private Summer Paradise Lake Front  - 5 STARS  Experience, vacation rental in Highland Lake
Stunningly Private Summer Paradise Lake Front  - 5 STARS  Experience, vacation rental in Highland Lake
Stunningly Private Summer Paradise Lake Front  - 5 STARS  Experience, vacation rental in Highland Lake

Stunningly Private Summer Paradise Lake Front - 5 STARS Experience

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Serene Waterfront Log Cabin on 1 Wooded Acre

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Masthope View House - 4 Bedroom Chalet Overlooking Delaware River!, vacation rental in Highland Lake
Masthope View House - 4 Bedroom Chalet Overlooking Delaware River!, vacation rental in Highland Lake
Masthope View House - 4 Bedroom Chalet Overlooking Delaware River!, vacation rental in Highland Lake

Masthope View House - 4 Bedroom Chalet Overlooking Delaware River!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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ITS BACK UP! 5 Bedrooms 4.5 Bathrooms W/ AMAZING Game Room Beautiful Bearadise, vacation rental in Highland Lake
ITS BACK UP! 5 Bedrooms 4.5 Bathrooms W/ AMAZING Game Room Beautiful Bearadise, vacation rental in Highland Lake
ITS BACK UP! 5 Bedrooms 4.5 Bathrooms W/ AMAZING Game Room Beautiful Bearadise, vacation rental in Highland Lake

ITS BACK UP! 5 Bedrooms 4.5 Bathrooms W/ AMAZING Game Room Beautiful Bearadise

Rental Home
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Enjoy the tranquility of our beautiful lake., vacation rental in Highland Lake
Enjoy the tranquility of our beautiful lake., vacation rental in Highland Lake
Enjoy the tranquility of our beautiful lake., vacation rental in Highland Lake

Enjoy the tranquility of our beautiful lake.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Delaware Riverfront, vacation rental in Highland Lake
The Delaware Riverfront, vacation rental in Highland Lake
The Delaware Riverfront, vacation rental in Highland Lake

The Delaware Riverfront

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Three Bridges Cottage Retreat- 3 streams, 4 acres Poconos Paradise w/ Amenities, vacation rental in Highland Lake
Three Bridges Cottage Retreat- 3 streams, 4 acres Poconos Paradise w/ Amenities, vacation rental in Highland Lake
Three Bridges Cottage Retreat- 3 streams, 4 acres Poconos Paradise w/ Amenities, vacation rental in Highland Lake

Three Bridges Cottage Retreat- 3 streams, 4 acres Poconos Paradise w/ Amenities

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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“The Oasis’” 
Beautiful private lake front home with In-ground pool and sauna., vacation rental in Highland Lake
“The Oasis’” 
Beautiful private lake front home with In-ground pool and sauna., vacation rental in Highland Lake
“The Oasis’” 
Beautiful private lake front home with In-ground pool and sauna., vacation rental in Highland Lake

“The Oasis’” Beautiful private lake front home with In-ground pool and sauna.

Rental Home
8 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Lakefront - Hot Tub | Beach | Deck | BBQ, vacation rental in Highland Lake
Lakefront - Hot Tub | Beach | Deck | BBQ, vacation rental in Highland Lake
Lakefront - Hot Tub | Beach | Deck | BBQ, vacation rental in Highland Lake

Lakefront - Hot Tub | Beach | Deck | BBQ

Rental Home
5 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
More info
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Spacious Catskills Home Sleeps 12 in Swinging Bridge Lake Community, vacation rental in Highland Lake
Spacious Catskills Home Sleeps 12 in Swinging Bridge Lake Community, vacation rental in Highland Lake
Spacious Catskills Home Sleeps 12 in Swinging Bridge Lake Community, vacation rental in Highland Lake

Spacious Catskills Home Sleeps 12 in Swinging Bridge Lake Community

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Catskills Lake Home, on2 acres, Hot Tub, private lake, near Casino, Bethel Woods, vacation rental in Highland Lake
Catskills Lake Home, on2 acres, Hot Tub, private lake, near Casino, Bethel Woods, vacation rental in Highland Lake
Catskills Lake Home, on2 acres, Hot Tub, private lake, near Casino, Bethel Woods, vacation rental in Highland Lake

Catskills Lake Home, on2 acres, Hot Tub, private lake, near Casino, Bethel Woods

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Stunning Lake Front Home, vacation rental in Highland Lake
Stunning Lake Front Home, vacation rental in Highland Lake
Stunning Lake Front Home, vacation rental in Highland Lake

Stunning Lake Front Home

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Charming Summer Lake Getaway, vacation rental in Highland Lake
Charming Summer Lake Getaway, vacation rental in Highland Lake
Charming Summer Lake Getaway, vacation rental in Highland Lake

Charming Summer Lake Getaway

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Serene Ranch near the Delaware river w/pool, ping pong, fire pit, yoga, ..., vacation rental in Highland Lake
Serene Ranch near the Delaware river w/pool, ping pong, fire pit, yoga, ..., vacation rental in Highland Lake
Serene Ranch near the Delaware river w/pool, ping pong, fire pit, yoga, ..., vacation rental in Highland Lake

Serene Ranch near the Delaware river w/pool, ping pong, fire pit, yoga, ...

Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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NEW LISTING ON VRBO! Wilderness Lake House: Private Retreat on 5 Acres, vacation rental in Highland Lake
NEW LISTING ON VRBO! Wilderness Lake House: Private Retreat on 5 Acres, vacation rental in Highland Lake
NEW LISTING ON VRBO! Wilderness Lake House: Private Retreat on 5 Acres, vacation rental in Highland Lake

NEW LISTING ON VRBO! Wilderness Lake House: Private Retreat on 5 Acres

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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The Perfect Catskills Lake House, vacation rental in Highland Lake
The Perfect Catskills Lake House, vacation rental in Highland Lake
The Perfect Catskills Lake House, vacation rental in Highland Lake

The Perfect Catskills Lake House

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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COZY MASTHOPE COTTAGE ATOP SKI BIG BEAR MT & LAKE IN THE POCONOS., vacation rental in Highland Lake
COZY MASTHOPE COTTAGE ATOP SKI BIG BEAR MT & LAKE IN THE POCONOS., vacation rental in Highland Lake
COZY MASTHOPE COTTAGE ATOP SKI BIG BEAR MT & LAKE IN THE POCONOS., vacation rental in Highland Lake

COZY MASTHOPE COTTAGE ATOP SKI BIG BEAR MT & LAKE IN THE POCONOS.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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This beautiful location will warm your hearts and make your stay all the more pl, vacation rental in Highland Lake
This beautiful location will warm your hearts and make your stay all the more pl, vacation rental in Highland Lake
This beautiful location will warm your hearts and make your stay all the more pl, vacation rental in Highland Lake

This beautiful location will warm your hearts and make your stay all the more pl

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cosy Catskills Farmhouse in Barryville near the Delaware River, vacation rental in Highland Lake
Cosy Catskills Farmhouse in Barryville near the Delaware River, vacation rental in Highland Lake
Cosy Catskills Farmhouse in Barryville near the Delaware River, vacation rental in Highland Lake

Cosy Catskills Farmhouse in Barryville near the Delaware River

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Tentrr Signature Site - Hidden Creek, vacation rental in Highland Lake
Tentrr Signature Site - Hidden Creek, vacation rental in Highland Lake
Tentrr Signature Site - Hidden Creek, vacation rental in Highland Lake

Tentrr Signature Site - Hidden Creek

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Tentrr Signature Site - River's Edge on the Canal, vacation rental in Highland Lake
Tentrr Signature Site - River's Edge on the Canal, vacation rental in Highland Lake
Tentrr Signature Site - River's Edge on the Canal, vacation rental in Highland Lake

Tentrr Signature Site - River's Edge on the Canal

Rental Home
1 bedroom
1 bathroom
Sleeps 14
Match: Sleeps
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Tentrr Signature Site - River's Edge on the Canal, vacation rental in Highland Lake
Tentrr Signature Site - River's Edge on the Canal, vacation rental in Highland Lake
Tentrr Signature Site - River's Edge on the Canal, vacation rental in Highland Lake

Tentrr Signature Site - River's Edge on the Canal

Rental Home
0 bedrooms
1 bathroom
Sleeps 14
Match: Sleeps
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ESCAPE-REFRESH- Large Riverfront Estate-Pristine, Private, Fresh Air 90Miles GWB, vacation rental in Highland Lake
ESCAPE-REFRESH- Large Riverfront Estate-Pristine, Private, Fresh Air 90Miles GWB, vacation rental in Highland Lake
ESCAPE-REFRESH- Large Riverfront Estate-Pristine, Private, Fresh Air 90Miles GWB, vacation rental in Highland Lake

ESCAPE-REFRESH- Large Riverfront Estate-Pristine, Private, Fresh Air 90Miles GWB

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Catskills Luxury Lake House - New York, United States, vacation rental in Highland Lake
Catskills Luxury Lake House - New York, United States, vacation rental in Highland Lake
Catskills Luxury Lake House - New York, United States, vacation rental in Highland Lake

Catskills Luxury Lake House - New York, United States

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Bella Red Farm--an enchanting secluded escape on top of a hill in the forrest, vacation rental in Highland Lake
Bella Red Farm--an enchanting secluded escape on top of a hill in the forrest, vacation rental in Highland Lake
Bella Red Farm--an enchanting secluded escape on top of a hill in the forrest, vacation rental in Highland Lake

Bella Red Farm--an enchanting secluded escape on top of a hill in the forrest

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Hidden Creek, vacation rental in Highland Lake
Tentrr Signature Site - Hidden Creek, vacation rental in Highland Lake
Tentrr Signature Site - Hidden Creek, vacation rental in Highland Lake

Tentrr Signature Site - Hidden Creek

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Tentrr Signature Site - River's Edge Sunset, vacation rental in Highland Lake
Tentrr Signature Site - River's Edge Sunset, vacation rental in Highland Lake
Tentrr Signature Site - River's Edge Sunset, vacation rental in Highland Lake

Tentrr Signature Site - River's Edge Sunset

Rental Home
1 bedroom
1 bathroom
Sleeps 14
Match: Sleeps
More info
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Tentrr Signature Site - Waterfall Paradise, Walking Distance to River, vacation rental in Highland Lake
Tentrr Signature Site - Waterfall Paradise, Walking Distance to River, vacation rental in Highland Lake
Tentrr Signature Site - Waterfall Paradise, Walking Distance to River, vacation rental in Highland Lake

Tentrr Signature Site - Waterfall Paradise, Walking Distance to River

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Tiny House on Spectacular Riverfront Property - Private Access to Delaware River, vacation rental in Highland Lake
Tiny House on Spectacular Riverfront Property - Private Access to Delaware River, vacation rental in Highland Lake
Tiny House on Spectacular Riverfront Property - Private Access to Delaware River, vacation rental in Highland Lake

Tiny House on Spectacular Riverfront Property - Private Access to Delaware River

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Our Cozy Chalet Getaway, vacation rental in Highland Lake
Our Cozy Chalet Getaway, vacation rental in Highland Lake
Our Cozy Chalet Getaway, vacation rental in Highland Lake

Our Cozy Chalet Getaway

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Up on top ofthe hill, vacation rental in Highland Lake
Up on top ofthe hill, vacation rental in Highland Lake
Up on top ofthe hill, vacation rental in Highland Lake

Up on top ofthe hill

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Modern and cozy on 13 private acres!, vacation rental in Highland Lake
Modern and cozy on 13 private acres!, vacation rental in Highland Lake
Modern and cozy on 13 private acres!, vacation rental in Highland Lake

Modern and cozy on 13 private acres!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Quiet 4 Bedroom House with Lake Views on large field - perfect for family breaks, vacation rental in Highland Lake
Quiet 4 Bedroom House with Lake Views on large field - perfect for family breaks, vacation rental in Highland Lake
Quiet 4 Bedroom House with Lake Views on large field - perfect for family breaks, vacation rental in Highland Lake

Quiet 4 Bedroom House with Lake Views on large field - perfect for family breaks

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Tentrr Signature Site - River's Edge Sunrise, vacation rental in Highland Lake
Tentrr Signature Site - River's Edge Sunrise, vacation rental in Highland Lake
Tentrr Signature Site - River's Edge Sunrise, vacation rental in Highland Lake

Tentrr Signature Site - River's Edge Sunrise

Rental Home
1 bedroom
1 bathroom
Sleeps 14
Match: Sleeps
More info
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Narrowsburg Fall Getaway - Near Delaware River, Hiking Trails, & Private Lake, vacation rental in Highland Lake
Narrowsburg Fall Getaway - Near Delaware River, Hiking Trails, & Private Lake, vacation rental in Highland Lake
Narrowsburg Fall Getaway - Near Delaware River, Hiking Trails, & Private Lake, vacation rental in Highland Lake

Narrowsburg Fall Getaway - Near Delaware River, Hiking Trails, & Private Lake

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Modern Cottage near Delaware River, vacation rental in Highland Lake
Modern Cottage near Delaware River, vacation rental in Highland Lake
Modern Cottage near Delaware River, vacation rental in Highland Lake

Modern Cottage near Delaware River

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Tusten Mountain Creek, vacation rental in Highland Lake
Tentrr Signature Site - Tusten Mountain Creek, vacation rental in Highland Lake
Tentrr Signature Site - Tusten Mountain Creek, vacation rental in Highland Lake

Tentrr Signature Site - Tusten Mountain Creek

Rental Home
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
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*EldredHouse - A Cozy & Curated Cabin Escape 2 Hours from NYC, vacation rental in Highland Lake
*EldredHouse - A Cozy & Curated Cabin Escape 2 Hours from NYC, vacation rental in Highland Lake
*EldredHouse - A Cozy & Curated Cabin Escape 2 Hours from NYC, vacation rental in Highland Lake

*EldredHouse - A Cozy & Curated Cabin Escape 2 Hours from NYC

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Spacious Lakefront Home w/ kayaks, firepit,pool table, hm office, deck-2hrs NYC, vacation rental in Highland Lake
Spacious Lakefront Home w/ kayaks, firepit,pool table, hm office, deck-2hrs NYC, vacation rental in Highland Lake
Spacious Lakefront Home w/ kayaks, firepit,pool table, hm office, deck-2hrs NYC, vacation rental in Highland Lake

Spacious Lakefront Home w/ kayaks, firepit,pool table, hm office, deck-2hrs NYC

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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