Highland Lake vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Highland Lake

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Home in Glen Spey

4.98 out of 5 average rating, 114 reviews

Lakehouse Getaway/Winter/Summer/Spring/Fall

Book this lakeside retreat as a romantic getaway, family vacation, or family reunion, with our sister property. Imagine, beautiful scenery, fresh air, breathtaking views, all while relaxing in our lakefront Gazebo, Our spectacular seven person Hot Spring Spa, or optional (extra charge) Bimini Top speedboat. When not spending time on the 2 acres... feels like 20 since it borders open forest, you can visit Bethel Woods, ResortsWorld Casino, Forestburgh Playhouse,fine dining etc all within 20 min!!

Mar 5 – 12

G$91,263 GYD per night
Guest favorite

Cabin in Smallwood

4.85 out of 5 average rating, 202 reviews

Comfortable Catskill Cabin minutes to Bethel Woods

Comfortable, private home very close to Bethel Woods on a quiet dead-end street in a desirable mountain lake community. Two bedrooms & a loft, WiFi, heat/AC, deck with BBQ grill, picnic table & fire pit. In the heart of the Sullivan County Catskills centrally located to the many attractions this vacation recreation area has to offer: site seeing, concerts, hiking, camping, skiing, breweries/wineries, boating, parks, antiquing, casinos, wedding venues, museums, Delaware River, hunting/fishing etc

May 11 – 18

G$26,377 GYD per night
Guest favorite

Cottage in Narrowsburg

4.99 out of 5 average rating, 140 reviews

Cozy Cottage in Popular Narrowsburg

A sweet cottage in the artsy hamlet of Narrowsburg welcomes you for a quiet retreat in the country. Moments from the Delaware River and the village, spend hours taking in the serenity of the river and rolling hills of the surrounding countryside, or popping into town for arts and entertainment. There are two separate bedrooms, one with a queen bed and one with a full bed; a well-equipped kitchen; WiFi; a front and back porch; and a deck Come enjoy the all-season splendor of Sullivan County

Apr 16 – 23

G$25,007 GYD per night

Popular amenities for Highland Lake vacation rentals

Highland Lake fishing vacation rentals

Guest favorite

Cabin in Lake Huntington

4.87 out of 5 average rating, 167 reviews

8A Lakefront, Duplex Cabin *AC *WiFi * Cable TV

Oct 21 – 28

G$21,522 GYD per night
Guest favorite

Farm stay in Swan Lake

4.9 out of 5 average rating, 139 reviews

Cottage on a Farm (no children)

Jan 24 – 31

G$11,075 GYD per night
Guest favorite

Cabin in Glen Spey

4.97 out of 5 average rating, 379 reviews

Cabin on 100+ Acre Farm — Fast WiFi, Pet-Friendly

Jul 14 – 21

G$91,185 GYD per night
Guest favorite

Cabin in Huguenot

4.95 out of 5 average rating, 237 reviews

Tranquil Lakefront Cabin!

Sep 20 – 27

G$30,936 GYD per night
Guest favorite

Cottage in Milford

4.83 out of 5 average rating, 280 reviews

forest cottage 1880s

Jan 28 – Feb 4

G$39,806 GYD per night
Guest favorite

Home in Monticello

4.93 out of 5 average rating, 168 reviews

Dancing Feather: Cozy Lake-Front A-Frame Chalet

May 31 – Jun 7

G$65,149 GYD per night
Guest favorite

Home in Monticello

4.98 out of 5 average rating, 103 reviews

Secluded lakefront home With an EV charger

Jan 23 – 30

G$53,481 GYD per night
Superhost

Cabin in Glen Spey

4.89 out of 5 average rating, 218 reviews

The Hawks Nest Cabin - Breathtaking River Views

Dec 11 – 18

G$80,114 GYD per night
Guest favorite

Home in Monticello

4.94 out of 5 average rating, 115 reviews

Lakefront - Hot Tub - Massive Deck with Kitchen

Nov 29 – Dec 6

G$129,599 GYD per night
Guest favorite

Cottage in Tafton

4.91 out of 5 average rating, 110 reviews

Cozy Wooded Nature Cottage near everything

Feb 15 – 22

G$31,880 GYD per night
Superhost

Apartment in Kauneonga Lake

4.87 out of 5 average rating, 102 reviews

Lakeside Studio on White Lake

Nov 28 – Dec 5

G$43,007 GYD per night
Superhost

Home in Swan Lake

4.91 out of 5 average rating, 360 reviews

In the clouds your cozy- lake house

Jan 5 – 12

G$47,589 GYD per night

Highland Lake house rentals

Guest favorite

Home in Barryville

4.93 out of 5 average rating, 137 reviews

Hygge House-Backyard hiking, rafting, Bethel Woods

Apr 19 – 26

G$41,385 GYD per night
Guest favorite

Home in Huguenot

4.98 out of 5 average rating, 227 reviews

Stargaze Lodge

Oct 10 – 17

G$30,153 GYD per night
Guest favorite

Home in Forestburgh

4.97 out of 5 average rating, 163 reviews

Modern Cottage on 13 Private Acres

Jul 29 – Aug 5

G$60,462 GYD per night
Guest favorite

Home in Narrowsburg

4.98 out of 5 average rating, 136 reviews

Modern Ranch- With Fireplace & Hot-Tub

Sep 16 – 23

G$101,983 GYD per night
Guest favorite

Home in Honesdale

4.97 out of 5 average rating, 115 reviews

Teal Cottage in Honesdale

Jun 14 – 21

G$22,111 GYD per night
Guest favorite

Home in Livingston Manor

4.96 out of 5 average rating, 244 reviews

River view:

Nov 5 – 12

G$21,758 GYD per night
Guest favorite

Home in Milford

4.87 out of 5 average rating, 324 reviews

A nature lovers getaway! Hot tub! Pet friendly!

Nov 1 – 8

G$52,758 GYD per night
Guest favorite

Home in Narrowsburg

4.91 out of 5 average rating, 127 reviews

modern and secluded upstate getaway

May 8 – 15

G$60,592 GYD per night
Guest favorite

Home in Narrowsburg

4.94 out of 5 average rating, 119 reviews

Private Riverfront Home — The Maisonette

Mar 4 – 11

G$42,463 GYD per night
Guest favorite

Home in Kerhonkson

5.0 out of 5 average rating, 206 reviews

Cook House | Modern Cottage w/ Fireplace

Feb 12 – 19

G$69,640 GYD per night
Superhost

Home in Narrowsburg

4.89 out of 5 average rating, 183 reviews

Secluded Log Cabin with Hot Tub

Sep 18 – 25

G$53,375 GYD per night
Superhost

Home in Arkville

4.86 out of 5 average rating, 173 reviews

Little Red Schoolhouse

Jul 20 – 27

G$27,093 GYD per night

Highland Lake fishing house rentals

Guest favorite

Home in Bushkill

4.96 out of 5 average rating, 292 reviews

Entire House One Bedroom Hot Tub Barrel Sauna

Jan 28 – Feb 4

G$46,399 GYD per night
Guest favorite

Home in Greenwood Lake

4.99 out of 5 average rating, 136 reviews

Spectacular Lake Views from Every Room & Garden

Sep 3 – 10

G$64,125 GYD per night
Guest favorite

Home in Long Pond

4.98 out of 5 average rating, 118 reviews

Sauna ⸰Fireplace ⸰Lake ⸰Firepit ⸰Private Beach

Nov 14 – 21

G$104,100 GYD per night
Guest favorite

Home in Greenwood Lake

4.98 out of 5 average rating, 168 reviews

The Majestic Retreat Permit# 32327

Nov 5 – 12

G$156,371 GYD per night
Guest favorite

Home in Greenwood Lake

4.96 out of 5 average rating, 182 reviews

Stylish Lakeside Chalet with Hot Tub

Jun 6 – 13

G$65,241 GYD per night
Guest favorite

Home in Lakeville

4.95 out of 5 average rating, 106 reviews

Lake Access-Spacious Chalet 4bd, 3 bath

Oct 15 – 22

G$51,996 GYD per night
Guest favorite

Home in Long Pond

4.95 out of 5 average rating, 154 reviews

Tranquil Lakeview Escape with Private Hot Tub

Mar 13 – 20

G$113,357 GYD per night
Guest favorite

Home in Highland Lake

5.0 out of 5 average rating, 36 reviews

Lakefront Serenity: Prvt Pickleball, Games, Sauna

Feb 5 – 12

G$207,181 GYD per night
Guest favorite

Home in Eldred

5.0 out of 5 average rating, 20 reviews

Pristine Country Cottage With Lake Access

Dec 11 – 18

G$37,104 GYD per night
Guest favorite

Home in Eldred

5.0 out of 5 average rating, 13 reviews

Waterfront Home Washington Lake Eldred/Yulan

Sep 15 – 22

G$60,097 GYD per night
Superhost

Home in Highland Lake

4.93 out of 5 average rating, 61 reviews

Lake Front Home with a Spectacular View

Feb 7 – 14

G$173,520 GYD per night
Guest favorite

Home in Eldred

5.0 out of 5 average rating, 9 reviews

Lake Side Beauty! Book your summer fun!

Jan 28 – Feb 4

G$60,476 GYD per night

Destinations to explore