Vacation rentals in Highland, NY

This charming century-old brick house is located in Poughkeepsie/Hyde Park, just 5 minutes from the Culinary Institute of America. With excellent user, location, and cleanliness ratings, this accommodation is a great choice for travelers visiting Haviland.
The accommodation has 3 bedrooms and 1 bathroom, and a floor area of 2000 square feet. It features a well-stocked kitchen, a cozy living room with an electric fireplace, a private outdoor space with a Weber grill, and a basement with a washer and dryer. Guests can also enjoy Netflix and Hulu for entertainment.

This lakeside cottage in Clintondale is an excellent choice for families and pet owners seeking a comfortable and well-equipped vacation rental. With excellent user and location ratings, this cottage offers a private pool, a kitchenette, and free WiFi, ensuring a convenient and enjoyable stay.
The cottage features two bedrooms and one bathroom, accommodating up to six guests. It boasts a garden, a terrace or balcony, air conditioning, and a spa, providing ample space and amenities for relaxation and entertainment. Guests can also enjoy access to a tennis court and parking, making it an ideal choice for those seeking an active and memorable vacation.

This first-floor apartment in a historic two-family residence in Poughkeepsie is a 10-minute walk from the train station and the Walkway Over the Hudson. It has excellent user, location, and cleanliness ratings.
The apartment has a private entrance, access to the backyard, an enclosed back porch, ample on-street parking, and can accommodate up to 6 guests. It has a kitchen with a fridge, freezer, microwave oven, and dishwasher, air conditioning, internet, and a garden.

This apartment is located in a peaceful cul-de-sac in Highland's charming neighborhood, a tranquil retreat just a short drive from Milton's vibrant attractions. It has excellent user, location and cleanliness ratings.
The apartment has 2 bedrooms, 1 bathroom, and can accommodate up to 4 guests. The open kitchen seamlessly flows into a backyard pergola, inviting guests to savor meals amidst nature. It also has air conditioning, a garden, parking, internet, a fridge, a freezer, a microwave oven, and a dishwasher.

This Hyde Park vacation home is located in West Park, within 6 miles of El Paso Winery and Walkway Over the Hudson State Historic Park. The house has received excellent ratings from previous guests. It has 2 bedrooms, 2 bathrooms, and can accommodate up to 6 guests.
The house is equipped with a fitness center, garden, barbecue grills, picnic area, patio, fireplace, fully equipped kitchen, and free parking. It also offers amenities such as air conditioning, a swimming pool, terrace/balcony, and internet access.

Apartment listing for up to 10 guests with an excellent rating of 97% based on 18 reviews. This accommodation is located in Milton.
Services and facilities include a kitchen, a washing machine and air conditioning. This apartment in Milton also has a garden!

This peaceful haven in Fairview is surrounded by nature, a babbling brook, and a shaded magnolia tree, making it a great place to escape to. It has excellent user, location, and cleanliness ratings. The apartment has 2 bedrooms, 1 bathroom, and can accommodate up to 5 guests. It is fully equipped with a kitchen, air conditioning, and a garden, and offers free parking and keyless entry.

Accommodation for 2 people with an excellent rating of 98% based on 161 reviews. You will be located in Haviland.
Services and facilities include a coffee place, an iron and a kitchen. This apartment in Haviland also has air conditioning!

Yurt rental for 5 people with an excellent rating of 99% based on 36 reviews. Your accommodation will be based in New Paltz.
Facilities and services: a garden, a coffee place and a washing machine. Enjoy free parking with this accommodation in New Paltz!

Situated on the Hudson River with stunning river views, this family-friendly vacation home in Highland offers a tranquil escape. Just 2 miles from Berean Park Beach and the Walkway Over the Hudson State Historic Park, it has received excellent ratings for its location, cleanliness, and amenities.
With 4 bedrooms, 3 bathrooms, and a guest capacity of 8, this house provides ample space for families or groups. It features a fully equipped kitchen, a cozy fireplace, a luxurious jetted tub, and a water park with an arcade/game room.

House from $774 per night for up to 10 people with an excellent rating of 93% based on 3 reviews. This accommodation is based in Milton.
Facilities and services include air conditioning, a dish washer and a barbecue. Take advantage of the Free Parking with this accommodation in Milton!

Highland Cottage is an accommodation in Highland, New York, offering a unique location at the confluence of the mountains and river, with breathtaking views and access to diverse outdoor activities. It is within walking distance of Berean Park, minutes from New Paltz, and a short drive from the Walkway Over the Hudson, Mohonk Preserve, and the Culinary Institute of America.
The cottage has three bedrooms, two full baths, and a dedicated dining space. It can accommodate up to 8 guests and is pet-friendly with prior approval. Amenities include a private pool, gas BBQ, cozy firepit, access to hiking trails from Berean Park, a gourmet kitchen, a wood-burning stove, a smart TV with Amazon Firesticks, books, and games.

This spacious home is centrally located in Highland, New York, within easy reach of New Paltz and Minnewaska State Park, and a short drive from the Poughkeepsie train station. It has received excellent ratings for its location, cleanliness, and user experience.
The home offers ample space for relaxation and entertainment, with multiple sitting areas, a large wrap-around deck, and an enclosed sunroom. It has three bedrooms and two bathrooms, and can accommodate up to eight guests. Amenities include a fully equipped kitchen, air conditioning, a garden, parking, and entertainment options such as foosball, wall scrabble, books, games, and kids' toys.

Apartment rental for up to 4 people with an excellent rating of 99% based on 78 reviews. Your accommodation will be based in Plattekill.
Facilities and services include a washing machine, a fridge and air conditioning. Enjoy free parking with this accommodation in Plattekill!

Apartment rental for up to 2 people with an excellent rating of 94% based on 44 reviews. This accommodation is located in Highland.
Facilities and services include a fridge, a coffee place and free parking. This is a pet-friendly accommodation!

Apartment rental with an excellent rating of 96% based on 34 reviews. You will be in Highland.
Facilities and services: a kitchen, a barbecue and a swimming pool. This is a family-friendly apartment!

Vacation rental listing for 2 people with an excellent rating of 95% based on 13 reviews. You will stay in Highland.
Services and facilities: a kitchen, free parking and a fridge. Pets are welcome in this apartment.

Apartment rental listing for up to 2 people with an excellent rating of 100% based on 6 reviews. This accommodation is located in Highland.
Facilities and services include a barbecue, a kitchen and a fridge. Take advantage of the garden in this apartment in Highland.

Apartment listing from $156 for 2 guests. You will be in Poughkeepsie.
Services and facilities include air conditioning.