Holiday Rentals in Highland

16 available vacation rental offers

7 nights
2
1
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  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
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  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Highland holiday rentals
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Best Holiday rentals and Airbnb offers in Highland

Best Holiday Rentals for Families in Highland

These family-friendly holiday rentals in Highland offer plenty of room and city attractions within easy reach.

Black Walnut Tree Farm: 50-acres + Private Pond - Highland
9.4 3 reviews
Highland
15/07 – 27/07
£404/nighttotal: £4848 (12 )

Black Walnut Tree Farm: 50-acres + Private Pond

4 2
apartment , Clintondale
This Highland countryside farmhouse, a 33-minute (53km) drive from Mohonk Lake and 12-minute (19km) drive from the Walkway Over the Hudson State Historic Park, offers a convenient rural location near major attractions.
Sleeping up to eight guests, the property boasts three bathrooms, a fully equipped kitchen including dishwasher and microwave, Wi-Fi, laundry facilities, a private garden, and barbecue facilities, all within easy reach of Quartz Rock Vineyard and Franny Reese State Park.

Top Holiday Rentals with Parking in Highland

Free on-site parking comes with these holiday rentals in Highland, allowing you to focus on the city centre from day one.

Historic 1 Br Family Home Near Buttermilk Falls - Highland
9.5 191 reviews
Highland
15/07 – 27/07
£175/nighttotal: £2100 (12 )

Historic 1 Br Family Home Near Buttermilk Falls

1 2
apartment , Milton
This charming 1790 Stagecoach Stop is situated in Milton, New York, directly across the street from Buttermilk Falls Resort & Spa and just a short drive from Walkway Over The Hudson. The property has received excellent ratings for location, cleanliness, and overall user experience.
This one-bedroom, one-bathroom cottage can comfortably accommodate up to four guests and features a spacious kitchen, living room, and a sunroom with stunning views. Guests can enjoy a private garden, a fire pit, and modern conveniences like air conditioning, a coded deadbolt, and Roku Guest Mode for streaming entertainment.
Black Walnut Tree Farm: 50-acres + Private Pond - Highland
9.4 3 reviews
Highland
15/07 – 27/07
£404/nighttotal: £4848 (12 )

Black Walnut Tree Farm: 50-acres + Private Pond

4 2
apartment , Clintondale
This Highland countryside farmhouse, a 33-minute (53km) drive from Mohonk Lake and 12-minute (19km) drive from the Walkway Over the Hudson State Historic Park, offers a convenient rural location near major attractions.
Sleeping up to eight guests, the property boasts three bathrooms, a fully equipped kitchen including dishwasher and microwave, Wi-Fi, laundry facilities, a private garden, and barbecue facilities, all within easy reach of Quartz Rock Vineyard and Franny Reese State Park.
Stunning 5-bedroom House With Ac / Heat In Charming Poughkeepsie Ny - Highland
9.6 4 reviews
Highland
15/07 – 27/07
£444/nighttotal: £5328 (12 )

Stunning 5-bedroom House With Ac / Heat In Charming Poughkeepsie Ny

5 2
apartment , Poughkeepsie
This Poughkeepsie property is a five-bedroom dwelling situated near Franny Reese State Park and Vanderbilt Mansion National Historic Site, with attractions such as the Mid-Hudson Civic Centre and McCann Ice Arena also easily accessible.
This residence accommodates up to 18 guests across four queen beds and one king bed, offering air conditioning, heating, an iron, and a hairdryer, with a host available to assist during your stay.
Charming Townhouse In Historic District - Highland
9.7 52 reviews
Highland
15/07 – 27/07
£517/nighttotal: £6204 (12 )

Charming Townhouse In Historic District

5 2
apartment , Poughkeepsie
This charming five-bedroom townhouse is situated in the Poughkeepsie Historic District, just a short walk from Vassar College and the Walkway Over the Hudson, offering stunning views of the Hudson River. The apartment has received excellent ratings for cleanliness, user experience and location, making it an ideal choice for travellers seeking a comfortable and well-maintained home away from home.
The spacious property features multiple levels, including a media room and a parlor level perfect for gatherings, accommodating up to eight guests. The townhouse boasts a fully equipped kitchen with a freezer, microwave oven and dishwasher, as well as air conditioning, a garden and internet access, ensuring a comfortable and enjoyable stay.

Frequently asked questions about holiday rentals in Highland

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Check Out Holiday Rentals with a Balcony in Highland

A terrace with city skyline views is a fantastic reason to book a holiday rental in Highland. View our top picks and start comparing now.

Industry Style Open Concept Downtown - Highland
Highland
15/07 – 27/07
£211/nighttotal: £2532 (12 )

Industry Style Open Concept Downtown

2 2
apartment , Poughkeepsie
This Poughkeepsie flat offers easy access to local attractions from its convenient district, a short drive from the Walkway Over the Hudson State Historic Park and close to Vassar College, with the Poughkeepsie Train Station facilitating travel to and from New York City. This two-bedroom, one-bathroom flat accommodates up to six guests and features air conditioning, internet, and a kitchen, making it suitable for group travel, families, and business trips with ample dining and entertainment options nearby.

Find the Best Dog-Friendly Self-Catering Rentals in Highland

These dog-friendly holiday rentals in Highland feature city walks on the doorstep. Your dog will love the trip as much as you do.

Your Own Pied-a-terre "Walkway Over The Hudson"#2 - Highland
9.7 111 reviews
Highland
15/07 – 27/07
£110/nighttotal: £1320 (12 )

Your Own Pied-a-terre "Walkway Over The Hudson"#2

1 2
apartment , Poughkeepsie
This charming flat is situated in the heart of Poughkeepsie, just under 10 kilometres from Vassar College, Marist College, and the Walkway Over the Hudson, making it a convenient base for exploring the city. The property has consistently received excellent ratings for location, cleanliness, and overall experience, making it a popular choice for travellers.
The apartment is a one-bedroom, one-bathroom flat with a private entrance and can accommodate up to two guests. Features include a well-equipped kitchen, air conditioning, complimentary bicycles, a garden, and parking, ensuring a comfortable and enjoyable stay.
Wooded Rhinebeck-beacon Area Escape W/outdoor Spa - Highland
10 74 reviews
Highland
15/07 – 27/07
£415/nighttotal: £4980 (12 )

Wooded Rhinebeck-beacon Area Escape W/outdoor Spa

1 2
apartment , Fairview
This Fairview apartment is situated in Hyde Park, New York, just a short drive from Poughkeepsie and Rhinebeck, making it a great base for exploring the Hudson Valley. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is a comfortable and spacious property with two bedrooms, sleeping up to four guests. It offers a range of amenities, including a hot tub, a fully equipped kitchen, and a screened-in porch, perfect for relaxing after a day of exploring the local attractions.
Hudson Valley Estate 90 Min From Nyc Pet Friendly - Highland
10 47 reviews
Highland
15/07 – 27/07
£1195/nighttotal: £14340 (12 )

Hudson Valley Estate 90 Min From Nyc Pet Friendly

4 2
apartment , Highland
This spacious waterfront estate is situated in the Hudson Valley, just 90 minutes from New York City, offering a peaceful retreat from the city's hustle and bustle. The property has received excellent ratings for its location, cleanliness, and overall experience.
This large holiday home boasts four bedrooms and two bathrooms, comfortably accommodating up to 10 guests. The estate features a chef's kitchen, a private garden, a swimming pool, and a host of other amenities perfect for relaxation and entertainment.
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