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!!

Jan 23 – 30

R8,247 ZAR 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

Apr 9 – 16

R2,385 ZAR 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

May 17 – 24

R2,678 ZAR 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

R1,946 ZAR 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

R8,246 ZAR per night
Guest favorite

Cabin in Huguenot

4.95 out of 5 average rating, 237 reviews

Tranquil Lakefront Cabin!

Sep 20 – 27

R2,798 ZAR per night
Guest favorite

Cottage in Milford

4.83 out of 5 average rating, 280 reviews

forest cottage 1880s

Nov 19 – 26

R3,600 ZAR per night
Guest favorite

Cottage in Tafton

4.91 out of 5 average rating, 110 reviews

Cozy Wooded Nature Cottage near everything

Dec 3 – 10

R2,542 ZAR per night
Guest favorite

Home in Monticello

4.93 out of 5 average rating, 168 reviews

Dancing Feather: Cozy Lake-Front A-Frame Chalet

Aug 25 – Sep 1

R5,892 ZAR 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

R11,673 ZAR per night
Guest favorite

Home in Monticello

4.98 out of 5 average rating, 103 reviews

Secluded lakefront home With an EV charger

May 12 – 19

R7,742 ZAR 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

R7,171 ZAR per night
Superhost

Apartment in Kauneonga Lake

4.87 out of 5 average rating, 102 reviews

Lakeside Studio on White Lake

Nov 25 – Dec 2

R3,889 ZAR 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

R4,304 ZAR per night
Guest favorite

Cottage in Greenwood Lake

4.97 out of 5 average rating, 271 reviews

Luxury Cottage with Spectacular Lake Views

Dec 23 – 30

R6,370 ZAR per night

Highland Lake house rentals

Guest favorite

Home in Narrowsburg

4.91 out of 5 average rating, 200 reviews

Lucky Lane Cottage

Sep 6 – 13

R2,943 ZAR per night
Guest favorite

Home in Huguenot

4.98 out of 5 average rating, 227 reviews

Stargaze Lodge

Aug 21 – 28

R2,872 ZAR per night
Guest favorite

Home in Barryville

4.93 out of 5 average rating, 137 reviews

Hygge House-Backyard hiking, rafting, Bethel Woods

Aug 24 – 31

R4,066 ZAR per night
Guest favorite

Home in New Paltz

4.97 out of 5 average rating, 674 reviews

Victorian Haven

Feb 8 – 15

R2,497 ZAR per night
Guest favorite

Home in Forestburgh

4.97 out of 5 average rating, 163 reviews

Modern Cottage on 13 Private Acres

Jul 28 – Aug 4

R5,459 ZAR per night
Guest favorite

Home in Narrowsburg

4.98 out of 5 average rating, 136 reviews

Modern Ranch- With Fireplace & Hot-Tub

Apr 30 – May 7

R5,043 ZAR per night
Guest favorite

Home in Livingston Manor

4.96 out of 5 average rating, 244 reviews

River view:

Nov 4 – 11

R1,968 ZAR per night
Guest favorite

Home in Milford

4.87 out of 5 average rating, 324 reviews

A nature lovers getaway! Hot tub! Pet friendly!

Jan 2 – 9

R4,771 ZAR per night
Guest favorite

Home in Honesdale

4.97 out of 5 average rating, 115 reviews

Teal Cottage in Honesdale

Aug 27 – Sep 3

R2,305 ZAR per night
Guest favorite

Home in Narrowsburg

4.91 out of 5 average rating, 127 reviews

modern and secluded upstate getaway

May 8 – 15

R5,480 ZAR per night
Guest favorite

Home in Kerhonkson

5.0 out of 5 average rating, 206 reviews

Cook House | Modern Cottage w/ Fireplace

Mar 13 – 20

R6,298 ZAR per night
Guest favorite

Home in Kingston

4.97 out of 5 average rating, 269 reviews

This New House

Dec 16 – 23

R2,735 ZAR per night

Highland Lake fishing house rentals

Superhost

Home in Smallwood

4.86 out of 5 average rating, 236 reviews

Romantic Getaway Cabin near Lake

Nov 7 – 14

R3,248 ZAR per night
Guest favorite

Home in Bushkill

4.96 out of 5 average rating, 292 reviews

Entire House One Bedroom Hot Tub Barrel Sauna

Jan 8 – 15

R4,196 ZAR 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

R5,799 ZAR 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

R9,331 ZAR per night
Guest favorite

Home in Greenwood Lake

4.98 out of 5 average rating, 168 reviews

The Majestic Retreat Permit# 32327

Dec 14 – 21

R14,142 ZAR 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

R5,900 ZAR per night
Guest favorite

Home in Lakeville

4.95 out of 5 average rating, 106 reviews

Lake Access-Spacious Chalet 4bd, 3 bath

Dec 10 – 17

R5,130 ZAR per night
Guest favorite

Home in Chichester

4.97 out of 5 average rating, 113 reviews

Stunning Pvte Lake House•Swim•Mntn Views•Phoenicia

Oct 31 – Nov 7

R8,653 ZAR 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

R18,737 ZAR per night
Guest favorite

Home in Eldred

5.0 out of 5 average rating, 20 reviews

Pristine Country Cottage With Lake Access

Jul 14 – 21

R3,289 ZAR 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

R5,435 ZAR per night
Superhost

Home in Highland Lake

4.93 out of 5 average rating, 61 reviews

Lake Front Home with a Spectacular View

Nov 30 – Dec 7

R15,692 ZAR per night

Destinations to explore