Vail Accommodations - Vacation Rentals in Town of Highlands

Updated Home w/Patio Half Mile to West Point From US $373
         

Charming Highland Falls Home Less Than 2 Mi to West Point! From US $344
         

|
10.0 (1 Review)
House
  • Parking
  • Accessibility
  • Security/Safety
Lovely 3BR Home with parking-Walk to WP Gate! From US $328
         

Luxury Places to Stay in Town of Highlands

Over 53+ Luxury Places to Stay in or Near Town of Highlands
West Point Mountain House From US $979
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Farmhouse Walking Distance to West Point From US $543
         

9.4 (10 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Charming 4 bedroom home close to West Point From US $490
         

Top-Rated Vacation Rentals with a Pool in Town of Highlands

Over 3+ Top-Rated Vacation Rentals with a Pool in or Near Town of Highlands
Holiday Inn Express West Point by IHG From US $135
         

9.0 (228 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Town of Highlands

Over 15+ Pet-Friendly Vacation Rentals in or Near Town of Highlands
Luxury Townhouse Near West Point From US $410
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Walk to WP Gate + Free Parking! From US $309
         

9.8 (21 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Home Near West Point From US $391
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury home near West Point From US $306
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Townhouse Near West Point From US $266
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury House Near West Point From US $248
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Town of Highlands

Over 2+ Large Vacation Homes & Villas in or Near Town of Highlands
Less than a mile from West Point! Lovely Cape Cod alongside a rolling brook. From US $959
         

Restored Historic Home 1 Mile from West Point From US $573
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Town of Highlands

Over 2+ Wheelchair Accessible Vacation Homes in or Near Town of Highlands
The Thayer Hotel at West Point From US $224
         

|
9.0 (681 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Town of Highlands Varoom and Airbnb Places to Stay Under $200

Over 10+ Town of Highlands Varoom and Airbnb Places to Stay Under $200
Cozy 1-bedroom retreat minutes from West Point! From US $165
         

West Point Motel From US $113
         

8.6 (668 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Security/Safety
Quiet Apt with Coffee Bar, 1/2 Mile to West Point! From US $139
         

FairBridge Inn & Suites at West Point From US $111
         

6.2 (801 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Local Artist Inspired | Walk to WestPoint + King Bed From US $194
         

SPACIOUS 1-BEDROOM- FREE PARKING ON PREMISES! From US $115
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Cozy 1-bedroom retreat minutes from West Point! From US $116
         

8.8 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety

Instantly Bookable Vacation Homes in Town of Highlands

Over 12+ Instantly Bookable Vacation Homes in or Near Town of Highlands
Cozy Modern Stay - Walk to West Point & Main St! From US $303
         

Cozy House 3 Blocks From West Pt From US $338
         

9.8 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Fabulous 3bdrm Home w/parking! From US $299
         

9.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About Town of Highlands Vacation Rentals

With more than 62 Town of Highlands vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Vailaccommodations and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Town of Highlands.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Vailaccommodations Town of Highlands, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Town of Highlands. Places to stay near Town of Highlands are 740.82 ft² on average, with prices averaging $364 a night.

Vailaccommodations makes it easy and safe to find and compare vacation rentals in Town of Highlands with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Town of Highlands

Type Count
Vacation Homes 38
Holiday Apartments 14
Hotels with Suites 7
Cottages 3

Use these Quick Filters to Find a Vacation Rental in Town of Highlands

Pro Tip: Vailaccommodations makes it easy to compare the best listings on Vailaccommodations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Vailaccommodations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Town of Highlands.

Weather in Town of Highlands

View the weather forecast for Town of Highlands before booking your Town of Highlands Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F