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Highland Lake Holiday Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
48 rentals in Highland Lake.
Amazing Lake View / Close to Hiking, white water rafting / Gameroom/Dog, holiday rental in Highland Lake
Amazing Lake View / Close to Hiking, white water rafting / Gameroom/Dog, holiday rental in Highland Lake
Amazing Lake View / Close to Hiking, white water rafting / Gameroom/Dog, holiday rental in Highland Lake

Amazing Lake View / Close to Hiking, white water rafting / Gameroom/Dog

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Lakefront home on five acres, holiday rental in Highland Lake
Lakefront home on five acres, holiday rental in Highland Lake
Lakefront home on five acres, holiday rental in Highland Lake

Lakefront home on five acres

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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2 Lake Cabins | Pool+HotTub | Game Room | 23acs, holiday rental in Highland Lake
2 Lake Cabins | Pool+HotTub | Game Room | 23acs, holiday rental in Highland Lake
2 Lake Cabins | Pool+HotTub | Game Room | 23acs, holiday rental in Highland Lake

2 Lake Cabins | Pool+HotTub | Game Room | 23acs

Holiday Rental House
8 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Amazing All-Season Private Lakefront Retreat!, holiday rental in Highland Lake
Amazing All-Season Private Lakefront Retreat!, holiday rental in Highland Lake
Amazing All-Season Private Lakefront Retreat!, holiday rental in Highland Lake

Amazing All-Season Private Lakefront Retreat!

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lakefront | 22 acres | HotTub | Game Room, holiday rental in Highland Lake
Lakefront | 22 acres | HotTub | Game Room, holiday rental in Highland Lake
Lakefront | 22 acres | HotTub | Game Room, holiday rental in Highland Lake

Lakefront | 22 acres | HotTub | Game Room

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Lake Home on serene Highland Lake, holiday rental in Highland Lake
Lake Home on serene Highland Lake, holiday rental in Highland Lake
Lake Home on serene Highland Lake, holiday rental in Highland Lake

Lake Home on serene Highland Lake

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Renovated Lake Home with a Spectacular View, holiday rental in Highland Lake
Renovated Lake Home with a Spectacular View, holiday rental in Highland Lake
Renovated Lake Home with a Spectacular View, holiday rental in Highland Lake

Renovated Lake Home with a Spectacular View

Holiday Rental House
6 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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19'Heated SwimSpa | Lake | Snow | Hikes | Firepit, holiday rental in Highland Lake
19'Heated SwimSpa | Lake | Snow | Hikes | Firepit, holiday rental in Highland Lake
19'Heated SwimSpa | Lake | Snow | Hikes | Firepit, holiday rental in Highland Lake

19'Heated SwimSpa | Lake | Snow | Hikes | Firepit

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lakefront Oasis: Your Ultimate Escape w/ Hot Tub!, holiday rental in Highland Lake
Lakefront Oasis: Your Ultimate Escape w/ Hot Tub!, holiday rental in Highland Lake
Lakefront Oasis: Your Ultimate Escape w/ Hot Tub!, holiday rental in Highland Lake

Lakefront Oasis: Your Ultimate Escape w/ Hot Tub!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Sweet Old Farmhouse in a Tranquil Setting, holiday rental in Highland Lake
Sweet Old Farmhouse in a Tranquil Setting, holiday rental in Highland Lake
Sweet Old Farmhouse in a Tranquil Setting, holiday rental in Highland Lake

Sweet Old Farmhouse in a Tranquil Setting

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lakefront Lodge w/ Pvt Dock, Sauna, GameRm, Pickle/Basketball Court, Firepit, holiday rental in Highland Lake
Lakefront Lodge w/ Pvt Dock, Sauna, GameRm, Pickle/Basketball Court, Firepit, holiday rental in Highland Lake
Lakefront Lodge w/ Pvt Dock, Sauna, GameRm, Pickle/Basketball Court, Firepit, holiday rental in Highland Lake

Lakefront Lodge w/ Pvt Dock, Sauna, GameRm, Pickle/Basketball Court, Firepit

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps
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Serendipity on Highland Lake, holiday rental in Highland Lake
Serendipity on Highland Lake, holiday rental in Highland Lake
Serendipity on Highland Lake, holiday rental in Highland Lake

Serendipity on Highland Lake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The following properties within 20 miles of Highland Lake match all your filters:
Giant chalet with private lake access. Hot tub. pet friendly. ultimate game room, holiday rental in Highland Lake
Giant chalet with private lake access. Hot tub. pet friendly. ultimate game room, holiday rental in Highland Lake
Giant chalet with private lake access. Hot tub. pet friendly. ultimate game room, holiday rental in Highland Lake

Giant chalet with private lake access. Hot tub. pet friendly. ultimate game room

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Lakefront (Glamping) Camper, holiday rental in Highland Lake
Lakefront (Glamping) Camper, holiday rental in Highland Lake
Lakefront (Glamping) Camper, holiday rental in Highland Lake

Lakefront (Glamping) Camper

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Summer Lake Getaway, holiday rental in Highland Lake
Charming Summer Lake Getaway, holiday rental in Highland Lake
Charming Summer Lake Getaway, holiday rental in Highland Lake

Charming Summer Lake Getaway

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Enchanting River - Waterfront A Frame Cabin, holiday rental in Highland Lake
Enchanting River - Waterfront A Frame Cabin, holiday rental in Highland Lake
Enchanting River - Waterfront A Frame Cabin, holiday rental in Highland Lake

Enchanting River - Waterfront A Frame Cabin

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Retro Countryside Cabin | Cozy Upstate NY Private Retreat!, holiday rental in Highland Lake
Retro Countryside Cabin | Cozy Upstate NY Private Retreat!, holiday rental in Highland Lake
Retro Countryside Cabin | Cozy Upstate NY Private Retreat!, holiday rental in Highland Lake

Retro Countryside Cabin | Cozy Upstate NY Private Retreat!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Modern Mohican Lake Abode w/ Fire Pit & Views, holiday rental in Highland Lake
Modern Mohican Lake Abode w/ Fire Pit & Views, holiday rental in Highland Lake
Modern Mohican Lake Abode w/ Fire Pit & Views, holiday rental in Highland Lake

Modern Mohican Lake Abode w/ Fire Pit & Views

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy cottage with beautiful lake views!, holiday rental in Highland Lake
Cozy cottage with beautiful lake views!, holiday rental in Highland Lake
Cozy cottage with beautiful lake views!, holiday rental in Highland Lake

Cozy cottage with beautiful lake views!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Stunning Lake Front Home, holiday rental in Highland Lake
Stunning Lake Front Home, holiday rental in Highland Lake
Stunning Lake Front Home, holiday rental in Highland Lake

Stunning Lake Front Home

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming lake community cottage with hot tub PET FRIENDLY, holiday rental in Highland Lake
Charming lake community cottage with hot tub PET FRIENDLY, holiday rental in Highland Lake
Charming lake community cottage with hot tub PET FRIENDLY, holiday rental in Highland Lake

Charming lake community cottage with hot tub PET FRIENDLY

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Cozy Lakefront Cabin upstate NY Dog friendly, holiday rental in Highland Lake
Cozy Lakefront Cabin upstate NY Dog friendly, holiday rental in Highland Lake
Cozy Lakefront Cabin upstate NY Dog friendly, holiday rental in Highland Lake

Cozy Lakefront Cabin upstate NY Dog friendly

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Modern Catskills Home HOT TUB - Pet Friendly!, holiday rental in Highland Lake
Modern Catskills Home HOT TUB - Pet Friendly!, holiday rental in Highland Lake
Modern Catskills Home HOT TUB - Pet Friendly!, holiday rental in Highland Lake

Modern Catskills Home HOT TUB - Pet Friendly!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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The Perfect Catskills Lake House, holiday rental in Highland Lake
The Perfect Catskills Lake House, holiday rental in Highland Lake
The Perfect Catskills Lake House, holiday rental in Highland Lake

The Perfect Catskills Lake House

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious 4 bedroom house with a private pool in a quiet area, holiday rental in Highland Lake
Spacious 4 bedroom house with a private pool in a quiet area, holiday rental in Highland Lake
Spacious 4 bedroom house with a private pool in a quiet area, holiday rental in Highland Lake

Spacious 4 bedroom house with a private pool in a quiet area

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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5 Acre Nature Escape · Rockpine Cabin, holiday rental in Highland Lake
5 Acre Nature Escape · Rockpine Cabin, holiday rental in Highland Lake
5 Acre Nature Escape · Rockpine Cabin, holiday rental in Highland Lake

5 Acre Nature Escape · Rockpine Cabin

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Picturesque Cabin in the Woods, holiday rental in Highland Lake
Picturesque Cabin in the Woods, holiday rental in Highland Lake
Picturesque Cabin in the Woods, holiday rental in Highland Lake

Picturesque Cabin in the Woods

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Enjoy our spacious 4 bedroom house with a private pool in a quiet area., holiday rental in Highland Lake
Enjoy our spacious 4 bedroom house with a private pool in a quiet area., holiday rental in Highland Lake
Enjoy our spacious 4 bedroom house with a private pool in a quiet area., holiday rental in Highland Lake

Enjoy our spacious 4 bedroom house with a private pool in a quiet area.

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Catskills Farmhouse in Barryville near the Delaware River, holiday rental in Highland Lake
Cozy Catskills Farmhouse in Barryville near the Delaware River, holiday rental in Highland Lake
Cozy Catskills Farmhouse in Barryville near the Delaware River, holiday rental in Highland Lake

Cozy Catskills Farmhouse in Barryville near the Delaware River

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stunningly Private Lake Front  - Pickleball Court, holiday rental in Highland Lake
Stunningly Private Lake Front  - Pickleball Court, holiday rental in Highland Lake
Stunningly Private Lake Front  - Pickleball Court, holiday rental in Highland Lake

Stunningly Private Lake Front - Pickleball Court

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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House w/ Hot Tub on 10 Acres near Delaware River, holiday rental in Highland Lake
House w/ Hot Tub on 10 Acres near Delaware River, holiday rental in Highland Lake
House w/ Hot Tub on 10 Acres near Delaware River, holiday rental in Highland Lake

House w/ Hot Tub on 10 Acres near Delaware River

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Glen Spey Home w/ Grill ~ 5 Mi to Delaware River, holiday rental in Highland Lake
Glen Spey Home w/ Grill ~ 5 Mi to Delaware River, holiday rental in Highland Lake
Glen Spey Home w/ Grill ~ 5 Mi to Delaware River, holiday rental in Highland Lake

Glen Spey Home w/ Grill ~ 5 Mi to Delaware River

Holiday Rental House
8 bedrooms
5 bathrooms
Sleeps 13
Match: Sleeps
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Lake Front Heated Floors Romantic Hot Tub Firepit Foosball Ski Screen Porch Boat, holiday rental in Highland Lake
Lake Front Heated Floors Romantic Hot Tub Firepit Foosball Ski Screen Porch Boat, holiday rental in Highland Lake
Lake Front Heated Floors Romantic Hot Tub Firepit Foosball Ski Screen Porch Boat, holiday rental in Highland Lake

Lake Front Heated Floors Romantic Hot Tub Firepit Foosball Ski Screen Porch Boat

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Gorgeous Spacious House w/ Hot Tub in Glen Spey, holiday rental in Highland Lake
Gorgeous Spacious House w/ Hot Tub in Glen Spey, holiday rental in Highland Lake
Gorgeous Spacious House w/ Hot Tub in Glen Spey, holiday rental in Highland Lake

Gorgeous Spacious House w/ Hot Tub in Glen Spey

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Escape reality to a custom new home with outdoor entertainment & hot tub!, holiday rental in Highland Lake
Escape reality to a custom new home with outdoor entertainment & hot tub!, holiday rental in Highland Lake
Escape reality to a custom new home with outdoor entertainment & hot tub!, holiday rental in Highland Lake

Escape reality to a custom new home with outdoor entertainment & hot tub!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Farmhouse w/ Game Room and Massive Yard near the Delaware River., holiday rental in Highland Lake
Farmhouse w/ Game Room and Massive Yard near the Delaware River., holiday rental in Highland Lake
Farmhouse w/ Game Room and Massive Yard near the Delaware River., holiday rental in Highland Lake

Farmhouse w/ Game Room and Massive Yard near the Delaware River.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Studio with WiFi and AC in enjoyable Glen Spey, holiday rental in Highland Lake
Cozy Studio with WiFi and AC in enjoyable Glen Spey, holiday rental in Highland Lake
Cozy Studio with WiFi and AC in enjoyable Glen Spey, holiday rental in Highland Lake

Cozy Studio with WiFi and AC in enjoyable Glen Spey

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Modern Barndominium in Eldred, NY, holiday rental in Highland Lake
Modern Barndominium in Eldred, NY, holiday rental in Highland Lake
Modern Barndominium in Eldred, NY, holiday rental in Highland Lake

Modern Barndominium in Eldred, NY

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Mohican Lake Home w/ Private Dock, Near Hiking!, holiday rental in Highland Lake
Mohican Lake Home w/ Private Dock, Near Hiking!, holiday rental in Highland Lake
Mohican Lake Home w/ Private Dock, Near Hiking!, holiday rental in Highland Lake

Mohican Lake Home w/ Private Dock, Near Hiking!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront 1900s · Hot Tub · Eldred Homestead, holiday rental in Highland Lake
Waterfront 1900s · Hot Tub · Eldred Homestead, holiday rental in Highland Lake
Waterfront 1900s · Hot Tub · Eldred Homestead, holiday rental in Highland Lake

Waterfront 1900s · Hot Tub · Eldred Homestead

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Half Moon Mountain House - Modern Chalet in Barryville, holiday rental in Highland Lake
Half Moon Mountain House - Modern Chalet in Barryville, holiday rental in Highland Lake
Half Moon Mountain House - Modern Chalet in Barryville, holiday rental in Highland Lake

Half Moon Mountain House - Modern Chalet in Barryville

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Corkscrew Cape - Family Friendly Upstate NY Escape, holiday rental in Highland Lake
Corkscrew Cape - Family Friendly Upstate NY Escape, holiday rental in Highland Lake
Corkscrew Cape - Family Friendly Upstate NY Escape, holiday rental in Highland Lake

Corkscrew Cape - Family Friendly Upstate NY Escape

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Woodland Manor: Serene, Stylish + Family Friendly, holiday rental in Highland Lake
Woodland Manor: Serene, Stylish + Family Friendly, holiday rental in Highland Lake
Woodland Manor: Serene, Stylish + Family Friendly, holiday rental in Highland Lake

Woodland Manor: Serene, Stylish + Family Friendly

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Little River: Waterfront Sauna & Chic Log Cabin, holiday rental in Highland Lake
Little River: Waterfront Sauna & Chic Log Cabin, holiday rental in Highland Lake
Little River: Waterfront Sauna & Chic Log Cabin, holiday rental in Highland Lake

Little River: Waterfront Sauna & Chic Log Cabin

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy, Dog-friendly Winter Retreat in the Catskills, holiday rental in Highland Lake
Cozy, Dog-friendly Winter Retreat in the Catskills, holiday rental in Highland Lake
Cozy, Dog-friendly Winter Retreat in the Catskills, holiday rental in Highland Lake

Cozy, Dog-friendly Winter Retreat in the Catskills

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Catskills Getaway < 20 Mi to Monticello & Skiing!, holiday rental in Highland Lake
Catskills Getaway < 20 Mi to Monticello & Skiing!, holiday rental in Highland Lake
Catskills Getaway < 20 Mi to Monticello & Skiing!, holiday rental in Highland Lake

Catskills Getaway < 20 Mi to Monticello & Skiing!

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Glen Spey Cabin with Deck: 1 Mi to Mohican Lake!, holiday rental in Highland Lake
Glen Spey Cabin with Deck: 1 Mi to Mohican Lake!, holiday rental in Highland Lake
Glen Spey Cabin with Deck: 1 Mi to Mohican Lake!, holiday rental in Highland Lake

Glen Spey Cabin with Deck: 1 Mi to Mohican Lake!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Highland Hideaway: Designer Renovated Cottage in the Catskills, holiday rental in Highland Lake
Highland Hideaway: Designer Renovated Cottage in the Catskills, holiday rental in Highland Lake
Highland Hideaway: Designer Renovated Cottage in the Catskills, holiday rental in Highland Lake

Highland Hideaway: Designer Renovated Cottage in the Catskills

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Showing results 1-48 of 48
Frequently Asked Questions about Highland Lake