Town of Highland, New York Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Town of Highland, New York on RentalSaver.com!

Town of Highland Rentals

From $243 per night (USD)
VRBO
Cozy cottage with beautiful lake views!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
This cozy cottage is located on Washington Lake with breathtaking views and is just 90 Miles out of NYC. It sleeps 6 co ...
From $243 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Tiny House on Spectacular Riverfront Property - Private Access to Delaware River
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Our private tiny home is on a 1/2 mile of beachfront property along the pristine Upper Delaware River, located on the sc ...
From $182 per night (USD)
Expedia
From $1350 per night (USD)
VRBO
Iconic private retreat on 52 acres in the Catskills, Sullivan County
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Fall asleep to a natural white noise soundscape of babbling brook, night creatures and whispering trees. An iconic prope ...
From $1350 per night (USD)
VRBO
From $250 per night (USD)
Expedia
ESCAPE-REFRESH-Large Riverfront Estate-Pristine, Private, Fresh Air-90miles GWB
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our riverfront home is located on a 1/3 mile of beachfront property along the scenic Upper Delaware River, between the ...
From $250 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Year-Round Retreat Home on Scenic Delaware River 90 miles from NYC, EV CHARGER
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Located on the Delaware River, if you are looking to get away from it all or to commune with nature, 3608 is the place f ...
From $410 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Catskills Woodland Escape: River, Festivals & More
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to nature at our comfortable and spacious upstate home! Relax with a glass of cider and a s'more at our fire pi ...
From $165 per night (USD)
Expedia
Click For Pricing
VRBO
Modern Cottage near Delaware River
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This home is built in the 1920's and was originally a barn. We recently found this beautiful place and made it our home. ...
Click For Pricing
VRBO
From $664 per night (USD)
VRBO
Lake Home on serene Highland Lake
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
A quiet, safe, family/kids paradise. Newly remodeled with new construction of 2nd and 3rd floors. 3100 sq foot home. T ...
From $664 per night (USD)
VRBO
Click For Pricing
VRBO
An Iconic Upstate Getaway Just 2 Hours from New York City
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Schoolhouse 82 is a historic Sullivan County dwelling nestled on a hillside in the Catskills of Upstate New York. The pr ...
Click For Pricing
VRBO
From $438 per night (USD)
Expedia
Private Lakefront Getaway!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Under a 2-hour drive from New York City with skiing close by, not far from Milford, Pennsylvania, and Bethel Woods Arts ...
From $438 per night (USD)
Expedia
$Seasonal Retreat- 60 day minimum-Sticks and Stones \Cottage on the Brook\$
From $150 per night (USD)
VRBO
Seasonal Retreat- 60 day minimum-Sticks and Stones \"Cottage on the Brook\"
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sticks and Stones is one of those exciting properties that exudes a personal style that is both engaging and welcoming, ...
From $150 per night (USD)
VRBO
From $172 per night (USD)
VRBO
Highland Hideaway: Designer Renovated Cottage in the Catskills
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A designer renovated 1920s cottage in Sullivan County Catskills on a windy road near the Delaware River. Come hideaway 2 ...
From $172 per night (USD)
VRBO
From $375 per night (USD)
VRBO
Enchanting River - Waterfront A Frame Cabin
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enchanting River is a magical 2BR 1Bath A-Frame home secluded on 4 acres of serine forest nestled beside beaver brook ru ...
From $375 per night (USD)
VRBO
From $800 per night (USD)
VRBO
Renovated Lake Home with a Spectacular View
Bedrooms:
2
Bathrooms:
6
Sleeps:
10
Highland Lake is a very peaceful and safe private lake with spectacular sunset views, great fishing, lots of birds and w ...
From $800 per night (USD)
VRBO
From $189 per night (USD)
VRBO
Cozy Catskills Farmhouse in Barryville near the Delaware River
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This is a simply furnished colonial farmhouse in the heart of Barryville, NY along the Delaware River. There are 4 equa ...
From $189 per night (USD)
VRBO
From $153 per night (USD)
Expedia
Serene Waterfront Log Cabin on 1 Wooded Acre with NEW REDUCED RATES FOR 2024!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
This rustic country getaway is located 2 miles off the Delaware River, 15 miles from Bethel Woods Center for the Arts (W ...
From $153 per night (USD)
Expedia
From $176 per night (USD)
VRBO
Cozy 2 Bdrm In Heart Of Barryville! Raft, Hike On Scenic Byway Rte 97
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This rustic pet friendly, air-conditioned 2-Bedroom country apartment is located on the Route 97 Scenic Byway. It overl ...
From $176 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Lake Front Home
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Enjoy a private waterfront home on Washington Lake. Rustic with some new renovations. Perfect for relaxing, swimming, fi ...
From $275 per night (USD)
Expedia
From $641 per night (USD)
VRBO
Waterfront | 22 acres | Boats | HotTub | Rafting
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Waterfront Cottage on 22 Acres with Hot Tub - Save now when you book months in advance, additional savings on stays 3 da ...
From $641 per night (USD)
VRBO
From $300 per night (USD)
VRBO
The Perfect Catskills Lake House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Indulge in cabin vibes at this mid-century modern craftsman on a secluded, non-motorized lake. This home has modern ame ...
From $300 per night (USD)
VRBO
From $798 per night (USD)
VRBO
Lake Front Heated Floors Romantic Hot Tub Firepit Foosball Ski Screen Porch Boat
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Enjoy the heated floors as you comfortably walk barefoot thru the house. Unique architecture as each bedroom is on a sep ...
From $798 per night (USD)
VRBO
From $338 per night (USD)
Expedia
The Fern Hill Lodge: Cozy and Serene Getaway on 20 Private Acres
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Fern Hill Lodge, lovingly renovated by a local master carpenter, is suitable for families, couples or friends lookin ...
From $338 per night (USD)
Expedia
From $1246 per night (USD)
VRBO
Lakehouse in the Woods- 2 Hours from NYC- 5 bedroom- 4,300 sq ft Newly Renovated
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Checkout the video tab for a new video. Amazing 8 acres of property and a 4,300 sq ft home, renovated 5 bedroom / 4 bat ...
From $1246 per night (USD)
VRBO
From $428 per night (USD)
Expedia
The Rockpine Cabin • Secluded Catskills Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover your home away from home at The Rockpine Cabin. Our private house is tucked away from the road and nestled on 5 ...
From $428 per night (USD)
Expedia
$Amazing Lake View \/ Close to Hiking, white water rafting \/ Gameroom\/Dog friendly$
From $643 per night (USD)
VRBO
Amazing Lake View \/ Close to Hiking, white water rafting \/ Gameroom\/Dog friendly
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Spacious Yet Cozy Lake Cabin - Newly renovated with upgraded features: - Heated bathroom floors - Brand New High-end App ...
From $643 per night (USD)
VRBO
From $243 per night (USD)
VRBO
Cozy Catskills Farmhouse by Delaware River
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Three cozy bedrooms with comfy memory foam mattresses, and a full bath with spa shower and soaking tub, complete with lu ...
From $243 per night (USD)
VRBO
Click For Pricing
VRBO
Lakefront home on five acres
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy lakefront living. Swim, fish, kayak and canoe, enjoy a book under the shade of our dockside gazebo. Relax in the ...
Click For Pricing
VRBO
$Stunning Catskills Cabin w\/ Hot Tub on a cliff$
From $339 per night (USD)
VRBO
Stunning Catskills Cabin w\/ Hot Tub on a cliff
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
There are sweeping views from every room. Tall trees surround the cabin in every direction. Total privacy. The cabin ha ...
From $339 per night (USD)
VRBO
From $1302 per night (USD)
VRBO
Lake + Garden Cottage | 22 acres | Boats | Hot Tub
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Lake + Garden Cottage (2 homes) on 22 Acres with Hot Tub - Save now when you book months in advance, additional savings ...
From $1302 per night (USD)
VRBO
$NEW: Cozy One Level Home near Lake w\/ Huge Patio.$
From $260 per night (USD)
Expedia
NEW: Cozy One Level Home near Lake w\/ Huge Patio.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
NEW: Cozy One Level Home near Lake w/ Huge Patio. Highlights: Immaculate one-level home close to the fun Highland Lake ...
From $260 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Garden Cottage | Lakefront | Boating | Hiking
Bedrooms:
2
Bathrooms:
0
Sleeps:
8
The Garden Cottage on 22 Acres with beach and dock access - Save now when you book months in advance, additional savings ...
From $167 per night (USD)
VRBO
Click For Pricing
Expedia
The River House
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
A three bedroom house with beautiful views overlooking the rear garden and the Delaware River over the front garden. Bar ...
Click For Pricing
Expedia
From $450 per night (USD)
VRBO
Pet & Kid-friendly Cozy Getaway on 6 acres
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
+ Spacious 2300 sq ft in the Catskills + Fast WiFi + Large office with conference table set-up ready for your workday ...
From $450 per night (USD)
VRBO
Click For Pricing
Expedia
Peace nature hiking rafting Quiet home
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
About this space Welcome to Pines Manor - a historical home nestled on 30+ acres. Bask in the sun. Relax with friends on ...
Click For Pricing
Expedia
From $319 per night (USD)
VRBO
Cozy Lakefront Cabin upstate NY Dog friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our cozy lakefront cottage on Washington Lake in Yulan, NY. Peaceful retreat from the hustle and stresses o ...
From $319 per night (USD)
VRBO
$House w\/ Hot Tub on 10 Acres near Delaware River$
From $250 per night (USD)
Expedia
House w\/ Hot Tub on 10 Acres near Delaware River
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
***You should drive a 4WD during the winter if there is a snow storm during your stay.*** Enjoy our house in the woods, ...
From $250 per night (USD)
Expedia
Click For Pricing
VRBO
Retro Countryside Cabin | Cozy Upstate NY Private Retreat!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Walkable distance to the quaint town of Eldred! Cute restaurants, unique shops, and many lakes are all very close. Our ...
Click For Pricing
VRBO
From $200 per night (USD)
Expedia
Modern Catskills Home HOT TUB - Pet Friendly!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Take in the peace and quiet of the Catskills countryside at this 2-bedroom, 2-bathroom Barryville home. Spend sunny days ...
From $200 per night (USD)
Expedia
$Private log cabin nestled at the base of a secluded wooded area \n$
Click For Pricing
VRBO
Private log cabin nestled at the base of a secluded wooded area \n
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Just 2 hours from NYC, Yulan Woodlands is a private oasis surrounded by trees and nature. 4 bedrooms & 2 bathrooms comf ...
Click For Pricing
VRBO
$2 bed \/ 2 bath house on 4 private acres$
Click For Pricing
Expedia
2 bed \/ 2 bath house on 4 private acres
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Experience the perks of Upstate living with our 80’s built country hip property in the heart of Sullivan County. Our 2 b ...
Click For Pricing
Expedia
From $1105 per night (USD)
VRBO
Picturesque Cabin in the Woods
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Secluded 3 bedroom home nestled in the woods on 3.5 acres of picturesque land. Enjoy the nature while in the comfort of ...
From $1105 per night (USD)
VRBO
From $129 per night (USD)
Expedia
Charming lake community cottage with hot tub PET FRIENDLY
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Recharge with all the beauty the Catskills have to offer. Welcome to our 100 year old cabin with updates. It is 500 sq ...
From $129 per night (USD)
Expedia
From $175 per night (USD)
VRBO
The Delaware Riverfront
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This 2-bedroom riverfront apartment can comfortably accommodate a family of 4. It is set on over 2 private acres (and at ...
From $175 per night (USD)
VRBO
From $525 per night (USD)
VRBO
Lakefront - Hot Tub | Beach | Deck | BBQ | Peloton
Bedrooms:
3
Bathrooms:
5
Sleeps:
15
Our family home sits on Swinging Bridge Reservoir. The outdoor space is amazing including a massive deck with outdoor ki ...
From $525 per night (USD)
VRBO
From $144 per night (USD)
VRBO
Welcome to a space that embodies the true original spirit of Airbnb.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is one of 2 spaces on the property available, but there is no connectivity between the apartments. It is very priva ...
From $144 per night (USD)
VRBO
From $1851 per night (USD)
VRBO
16 Bedroom 20 Bathroom Mansion with Indoor Pool
Bedrooms:
16
Bathrooms:
16
Sleeps:
42
****We have discounted pricing based on longer stay. Unfortunately homeaway does not allow for discount pricing based on ...
From $1851 per night (USD)
VRBO
From $650 per night (USD)
VRBO
Stunningly Private Summer Paradise Lake Front - 5 STARS Experience
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Less than two hours from NYC!!! Available to enjoy every season!!! Our home will become a part of your families precious ...
From $650 per night (USD)
VRBO
From $345 per night (USD)
Expedia
New Custom A-Frame in Swinging Bridge Lake Community
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Be one of the first to stay at this newly constructed custom A-frame home situated on 4 private wooded acres, right next ...
From $345 per night (USD)
Expedia
From $3750 per night (USD)
VRBO
The Compound by Malon Villas
Bedrooms:
16
Bathrooms:
12
Sleeps:
16
Summary: Have you ever wished you could have you're very own boutique hotel experience for just you, your family and fri ...
From $3750 per night (USD)
VRBO
From $275 per night (USD)
VRBO
Private Home on The Delaware River
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Perched on a mountain ledge in the Pennsylvania Poconos, A Loft House on The Delaware, overlooks the Delaware River and ...
From $275 per night (USD)
VRBO
$Modern Mohican Lake Abode w\/ Fire Pit & Views$
Click For Pricing
VRBO
Modern Mohican Lake Abode w\/ Fire Pit & Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy blissful days 'on lake time' at this newly built 2-bedroom, 1-bath apartment. While days are best spent soaking in ...
Click For Pricing
VRBO
From $180 per night (USD)
VRBO
Private Cabin 5 Min to Delaware River, Tusten Trail and Tenmile River Scout Camp
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
In this small quiet cabin surrounded by pine trees, you will find all the amenities of a house. Many hiking trails in th ...
From $180 per night (USD)
VRBO

Search Your Destination Now!

Town of Highland Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 52 Rentals