Best Vacation Homes in Highland Mills
House
1 Bedroom
1 Bath
20 Guests
3498 ft²
Spa
Fireplace/Heating
Pet Friendly
Kitchen
£1,260/Night
7 Nights - £8,820
Villa
10.0(2 Reviews)
5 Bedrooms
2 Baths
16 Guests
3100.01 ft²
Oceanfront
Hot Tub- Spa
- Fireplace/Heating
£776/Night
7 Nights - £5,434
Hotel
8.4(45 Reviews)
1 Bath
- Fireplace/Heating
Breakfast- Kitchen
Parking
£90/Night
7 Nights - £632
Cabin
1 Bedroom
1 Bath
6 Guests
150 ft²
- Pet Friendly
- Kitchen
Internet
Child Friendly
£840/Night
7 Nights - £5,883
Villa
6 Bedrooms
3 Baths
20 Guests
3498.27 ft²
- Hot Tub
View- Pet Friendly
- Parking
£740/Night
7 Nights - £5,180
Bed & Breakfast
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
Pool
Air Conditioner- Internet
£412/Night
7 Nights - £2,881
Bed & Breakfast
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Air Conditioner
- Internet
£366/Night
7 Nights - £2,562
Bed & Breakfast
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Air Conditioner
£343/Night
7 Nights - £2,401
Highland Mills Luxury Rentals
Bed & Breakfast
4 Bedrooms
4 Baths
8 Guests
- Fireplace/Heating
- Pool
Ocean View
Balcony/Terrace
£1,486/Night
7 Nights - £10,405
House
10.0(1 Review)
9 Bedrooms
7 Baths
32 Guests
Private Pool- Fireplace/Heating
- Pool
- Ocean View
£1,256/Night
7 Nights - £8,789
House
10.0(27 Reviews)
5 Bedrooms
3 Baths
16 Guests
3401 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£1,154/Night
7 Nights - £8,081
House
10.0(1 Review)
5 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
£612/Night
7 Nights - £4,282
House
3 Bedrooms
3 Baths
10 Guests
2529.52 ft²
- Oceanfront
Skiing- Fireplace/Heating
- Pool
£435/Night
7 Nights - £3,042
New
Other
10.0(1 Review)
5 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
£400/Night
7 Nights - £2,802
House
9.6(17 Reviews)
3 Bedrooms
2 Baths
10 Guests
2530 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
£354/Night
7 Nights - £2,478
Villa
7.4(3 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£308/Night
7 Nights - £2,153
Highland Mills Pet Friendly Vacation Rentals
House
2 Bedrooms
1 Bath
8 Guests
- Pool
- Pet Friendly
- Air Conditioner
- Internet
£200/Night
7 Nights - £1,400
Apartment
8.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£110/Night
7 Nights - £770
Apartment
8.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£94/Night
7 Nights - £658
Apartment
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£111/Night
7 Nights - £776
Apartment
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£89/Night
7 Nights - £625
Apartment
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£88/Night
7 Nights - £617
House
7.2(7 Reviews)
2 Bedrooms
2 Baths
5 Guests
1700 ft²
- Skiing
- Fireplace/Heating
- Pool
- Balcony/Terrace
£258/Night
7 Nights - £1,805
House
10.0(1 Review)
5 Bedrooms
3 Baths
18 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
£328/Night
7 Nights - £2,295
Highland Mills Large Vacation Homes
House
10.0(7 Reviews)
9 Bedrooms
7 Baths
25 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£1,179/Night
7 Nights - £8,254
House
4 Bedrooms
2 Baths
16 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Pet Friendly
£937/Night
7 Nights - £6,562
House
5 Bedrooms
3 Baths
16 Guests
- Private Pool
- Spa
- Fireplace/Heating
- Pool
£530/Night
7 Nights - £3,709
House
6.0(2 Reviews)
5 Bedrooms
3 Baths
16 Guests
- Spa
- Fireplace/Heating
- Pool
- Balcony/Terrace
£556/Night
7 Nights - £3,894
Villa
3.0(1 Review)
8 Bedrooms
5 Baths
16 Guests
- View
- Pet Friendly
- Kitchen
- Air Conditioner
£643/Night
7 Nights - £4,504
Why Choose Rent By Owner for your Highland Mills Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Highland Mills
When should you plan your Vacation Rentals stay?
To make the most of your stay, consider visiting during the shoulder seasons when the area offers pleasant weather and fewer crowds, allowing you to experience the region's charm at its best.
Peak Season Highlights
Summer (June to August)
Experience the warm weather and lush scenery during the summer months, making it ideal for outdoor activities and enjoying the natural beauty of the region.
Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
Fall (September to November)
Enjoy the vibrant foliage and cooler temperatures in this scenic season, perfect for exploring local landscapes and relaxing in comfortable vacation rentals.
Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F
Off-Season Highlights
Winter (December to February)
Visit during the winter when the area is quieter, offering a cozy atmosphere suitable for peaceful getaways and holiday celebrations.
Average Temperature Daytime: 30-40°F - Nighttime: 20-30°F
Spring (March to May)
This transitional period offers fewer crowds, with blooming flowers and milder weather that are perfect for exploring at a relaxed pace.
Average Temperature Daytime: 50-60°F - Nighttime: 30-40°F
Weekly Weather Forecast for Highland Mills
How to Book Your Highland Mills Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Highland Mills
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining areas perfect for meals with scenic views of the surrounding landscape.
- Relax on spacious patios or decks that provide ideal spots for unwinding after active days exploring the area.
- Make use of private gardens or lawns to enjoy outdoor activities or simply soak up the natural beauty.
- Benefit from access to nearby hiking trails or nature walks directly from your rental property.
- Take advantage of outdoor fire pits for cozy gatherings during cooler evenings in this charming region.
- Utilize outdoor swimming pools or hot tubs available at select properties for relaxation and recreation.
- Leverage outdoor recreational amenities such as tennis courts or sports fields often found close by here in the area.
Top Attractions Around Highland Mills
What attractions are nearby?
Nearby, you can explore a variety of outdoor activities and scenic spots that showcase the natural beauty and charm of the region, making your stay in Highland Mills an enjoyable and memorable experience.
Family Activities
- Fowler Family Preserve: Engage your family in exploring the scenic trails and natural beauty of this popular outdoor destination nearby, perfect for hiking and picnicking.
- Woodbury Common Premium Outlets: Enjoy a fun shopping excursion with the family at this renowned outlet mall, offering a variety of brand-name stores just a short drive from here.
- Hudson Highlands State Park: Experience the region's stunning landscapes through family-friendly hikes and outdoor activities that showcase its natural charm.
- Local Community Events: Participate in seasonal festivals and family-oriented gatherings held in the area, providing memorable experiences for all ages during your stay.
Adult Activities
- Hiking at Sterling Forest State Park: Explore scenic trails and enjoy the natural beauty that surrounds this region, perfect for outdoor enthusiasts seeking adventure.
- Experiencing local cuisine in Highland Mills: Discover a variety of dining options offering regional flavors, providing a delightful taste of the area's culinary scene.
- Visiting local historic sites: Learn about the area's rich history by exploring sites that showcase its unique cultural heritage and past.
- Enjoying outdoor recreation at nearby reservoirs: Engage in activities like fishing, boating, or picnicking by the water, ideal for relaxing days in the region.
Other Places to Stay in Highland Mills, NY
Palaia Vineyards Winery
Highland Mills Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining and Markets: Take advantage of nearby eateries and markets to enjoy authentic regional cuisine and fresh local ingredients during your stay.
- Discover Outdoor Recreation: Make the most of the area’s natural beauty by engaging in outdoor activities such as hiking, biking, or simply relaxing in scenic parks.
- Plan Your Transportation: Arrange reliable transportation options to easily access key attractions and ensure smooth travel within this destination’s surrounding region.
- Stay Connected with Local Events: Check out community calendars for seasonal events or festivals that can provide a unique glimpse into the local culture and enhance your visit.
Transportation Options
- New York State Thruway (I-87): You can access this major highway for convenient travel to and from Highland Mills, connecting you with the broader region and nearby attractions.
- Local Bus Services: Public bus options serve the area, providing an affordable and reliable way to get around without needing a car during your stay.
- Rail Transportation: Metro-North Railroad's Hudson Line: This commuter rail line offers easy access to New York City and other key destinations, ideal for day trips or exploring the region.
- Airport Access: Stewart International Airport: Located within a short drive, this airport provides regional and national flights, making travel to Highland Mills straightforward and stress-free.
Local Customs Options
- Local Craftsmanship: You’ll notice a deep appreciation for handcrafted goods that reflect the region’s rich artisan traditions in Highland Mills.
- Seasonal Festivals: Participating in seasonal festivals offers you a glimpse into the area's cultural heritage and communal spirit during your stay.
- Traditional Dining Etiquette: When dining here, you'll encounter unique local customs that emphasize sharing and family-style meals, enhancing your culinary experience.
- Respect for Nature: The community values environmental preservation, encouraging visitors to engage respectfully with the natural surroundings of this destination.
Frequently Asked Questions About Highland Mills?
1. What are the top vacation rentals in Highland Mills?
There are a lot of options in Highland Mills. If you plan on staying in the Highland Mills area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Highland Mills:
- Malkita Aria | Mountainview Retreat
- Malkita Aria Mountainview Retreat
- Spacious 9-bedroom house in tranquil Monroe with AC
- Perfect and Spacious Hudson Valley Escape!
- Newly Restored Farmhouse on 32-Acre Farm in the Hudson Valley
- A Premium Hudson Valley Retreat 60-75min from NYC
- Cozy Cabin with Sauna & Firepit!
- Comfort Suites Central Valley - Woodbury
- Comfort Suites Central Valley - Woodbury
- Cozy Modern Studio Near Lake Porch & Fire Pit
2. Which vacation homes in Highland Mills are best for families?
If you are looking for a family-friendly vacation home in Highland Mills, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Highland Mills:
3. How many Rentbyowner vacation rentals are available in Highland Mills?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 55 in the Highland Mills area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Highland Mills.
4. What is the cancellation policy for vacation rentals in Highland Mills, New York?
The cancellation policy varies depending on the property owner and listing details. You should review the specific cancellation terms listed for each rental or contact the host directly to understand any applicable fees or timeframes.
5. How do I confirm availability and book a vacation rental in this destination?
Availability can be checked by viewing the calendar on the listing page. Once you find a suitable rental, follow the booking process outlined there or reach out to the host for assistance to secure your reservation.
6. Are there any additional fees I should be aware of when booking in the region?
Additional fees such as cleaning, service charges, or taxes are often included in the total price displayed during booking. For detailed fee information, review the listing details or contact the host before finalizing your reservation.
7. What amenities are typically available in Highland Mills vacation rentals?
Most properties offer amenities like Wi-Fi, parking, and fully equipped kitchens. To ensure specific features meet your needs, check the listing descriptions carefully or ask the host directly.
8. Is it possible to modify or cancel my reservation once booked in this area?
Modification and cancellation policies depend on the individual rental's rules. For flexibility, read the property's terms before booking and contact the owner if you need to make changes or cancellations.
Highland Mills Top Rated Vacation Rentals
House
5.0(3 Reviews)
4 Bedrooms
5 Baths
8 Guests
4000 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
£1,705/Night
7 Nights - £11,935
