Holiday rentals in Highland

Scenic River View Escape | New Paltz

Unwind in nature at this scenic New Paltz escape, located on a serene riverbank with spectacular views. Large porch and private backyard are perfect for relaxation and stargazing. Recently renovated, the house blends modern amenities with a tranquil atmosphere. Thoughtfully designed, it features a cozy fireplace, large smart TV, and fully equipped kitchen. Explore nearby hiking trails, waterfalls, and Minnewaska State Park, or relax in the hot tub. Ideal for couples, families, and remote workers

Entire Home, Private Indoor Pool

This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.

Two Tillson

Enjoy a stylish experience at this centrally located destination. On the grounds of the Inn at Twaalfskill our latest creation and beautifully restored period craftsman home. Every detail contemplated with all the amenities, luxuries and style you could want in the heart of the Hudson Valley. We are adjacent the Hudson Valley Rail Trail and minutes from Vassar College, Marist University, Culinary Institute of America and important historic sites such as FDR, Vanderbilt, Walkway over the Hudson!

Eclectic one-bedroom house

This bohemian New Paltz house is 1/3 mi to Main St New Paltz, 2/3 mi to SUNY and 1 1/2 blocks from the New Paltz-Kingston rail trail. Rent entire house with a private bathroom, large deck space with table and grill, small living and dining room, EV charging and a kitchen. The entire upstairs is a spacious and unique bedroom space. Walking distance to many restaurants and bars. New Paltz is a central location for outdoor fun, close to Mohonk, the Gunks, great biking, hiking, rock climbing, etc.

Under the walkway near the train in Little Italy

Beautiful downtown apt under the walkway over the Hudson. It sits on a beautiful street in a safe neighborhood within walking distance to the metro north (3 blocks, which means you do hear trains lol), restaurants (across street from Farmers and Chefs), bars and bakeries. The walkway is also near by. Outdoor back patio and fire pit are exclusive for this listing. There is a studio below that can be rented which will give you the entire building. Be mindful of the guests staying down stairs.

VIEWS on Hudson River / Luxury Modern Home

Come stay on the HUDSON RIVER WATERFRONT Bluff. It is one of the most magical, luxurious experiences in all of NY. The views are insane! It's literally the perfect getaway with a major *WOW* factor - if you're wanting something very, very special. :) You'll have complete access to my gorgeous, modern, designer, peaceful mid-century home and deck. This is a luxury escape. The central location positions you near everything in the Hudson Valley. Just 2 hours north of NYC.

Zen Peaks Retreat

Forget your worries in this spacious and serene space. This gorgeous, refurbished colonial farmhouse is only 30 minutes from the Mohonk Mountains and Lake Minnewaska where you can also enjoy spectacular waterfalls. Feel like a bike ride? Simply hop on the rail trail just 5 minutes from the house. Lots of shopping on 9W in Poughkeepsie and plenty of good eats in New Paltz...one of my favorites being Maggie Mae's. Feel free to reach out to your host Amy with any questions.

New Paltz 19th cent. Restored Barn - North Hayloft

One of two beautifully appointed loft apartments in a 19th century Barn Hayloft! Located in New Paltz just minutes off Exit 18 on I-87 in a very private, quiet, country setting. Only 10 minutes from New Paltz and set back on a lightly traveled road for long summer strolls. You don't even need a car to get here! It's just 12 minutes by taxi from the New Paltz Bus Station! And book the South Hayloft here https://www.airbnb.com/rooms/41910407 to sleep a total of 10 guests!

4BR|2Bath|King Beds|Walk to Marist|CIA|Pet|Parking

This home is located in the Mid Hudson Valley -just steps away from Marist U, The entrance to Walkway Over the Hudson, MHR Hospital and a 2mi ride to the CIA! Equipped with a full kitchen, king beds, 2 full baths, Roku TV, private parking & spacious backyard- perfect for grilling or cozying up next to the fire pit. Make this cheerful house your home base as you explore all the wonders of the Hudson Valley! We are a small dog friendly! (15 lbs or less)

200 Year Old House in the heart of New Paltz

Located in the heart of central New Paltz Village, originally built in 1822, the vanderlyn opened it’s doors in 2020 after extensive renovations to offer you modern amenities in this historic home. tucked right off of main street new paltz and minutes away from hiking trails, shops ,eateries and bars, the vanderlyn is a true escape from the ordinary into the charming town of new paltz with access to everything at an arms length

Hudson Valley Boutique Airb&b

Bring the whole family to this great place with lots of room for fun. Located in The Hudson Valley in close proximity to" Walkway over The Hudson" , New Paltz, Lake Minnewaska, Beacon, Poughkeepsie, New Paltz, and Woodstock ! Grill out on the back deck or visit one the wonderful local restaurants! Within 10 minute ride to Marist College, Vassar College, The Culinary Institute of America, And SUNY New Platz College.

Relaxing Chalet Getaway, 5 min to Main St

Welcome to @bohiohomes, a freshly renovated 3 bed, 2.5 bath 70’s chalet just 5 minutes from downtown New Paltz. Private, cozy, and design-forward, this modern retreat is the perfect home base for hiking, wineries, and farm visits. 3 minutes to Brooklyn Cider House and a short drive to Mohonk, Minnewaska, great restaurants, and local shops.