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Featured Chalets in Hillsdale

Charming, Spacious Country Home With Stunning Views.....steps From Tanglewood! Get Rates
Charming, Spacious Country Home With Stunning Views.....steps From Tanglewood!

Charming, Spacious Country Home With Stunning Views.....steps From Tanglewood!

41 Under Mountain Rd, Lenox, MA
     
    0.0 out of 5.0 Stars

    This family-friendly Lenox chalet is located on the riverfront, within 1 mi (2 km) of Frelinghuysen Morris House and Studio and Tanglewood Music Center. Lenox Library and Ventfort Hall Mansion and Gilded Age Museum are also within 3 miles (5 km).

    Lakefront on the Quiet Side of Main Lake! Get Rates
    Lakefront on the Quiet Side of Main Lake!

    Lakefront on the Quiet Side of Main Lake!

    1377 Sleepy Hollow Road, Athens, NY
       
      0.0 out of 5.0 Stars

      Situated on a lake, this romantic chalet is 0.1 mi (0.1 km) from Sleepy Hollow Lake and within 9 miles (15 km) of Bronck Museum and Thomas Cole National Historic Site. Dutchman's Landing and Olana State Historic Site are also within 12 miles (20 km).

      Private, Cozy Retreat w Magic View and Room for All! Peep the Leaves! Get Rates
      Private, Cozy Retreat w Magic View and Room for All! Peep the Leaves!

      Private, Cozy Retreat w Magic View and Room for All! Peep the Leaves!

      116 Hupi Rd., Monterey, MA
         
        0.0 out of 5.0 Stars

        Situated in Monterey, this romantic chalet is 2.3 mi (3.7 km) from Beartown State Forest and 2.6 mi (4.1 km) from Bidwell House Museum. Ashintully Gardens and Otis Ridge are also within 6 miles (10 km).

        Map

        Hillsdale Chalet Rentals

        You’ve probably seen a chalet before even if you didn’t realize it—the sharply angled roof and slotted sides of the buildings are unmistakable. But the distinguishing thing about chalets isn’t just their architecture, it’s that they’re built in naturally stunning areas that offer beautiful views—like the chalet houses available in Hillsdale.

        Wake up each morning, step outside your front door, and breathe in the clean, crisp air of Hillsdale. Snuggle into the robe provided by your accommodation, and head inside your chalet to prepare yourself a warm cup of coffee—you’ll need the caffeine to energize you for the day ahead.

        Your chalet house will place you in a prime position to explore all the natural wonders that Hillsdale offers—natural wonders that you researched beforehand. After a day spent wandering through the gorgeous surroundings and snapping pictures of local wildlife, return to your chalet to curl up in front of the fireplace or to soak in a spacious tub. Peering up at the heavens in search of shooting stars? Yes, please.

        Get ready for the ultimate getaway by booking a chalet in Hillsdale. With views of the beautiful surroundings and friendly staff around to recommend the best activities, you’ll have everything at you need to enjoy a peaceful getaway in the great outdoors—and then some. Whether you’re looking for a romantic space for a weekend away with your partner, or a spacious chalet for the entire family, you’ll find what you need here on Travelocity.

        Top Trending Hotels in Hillsdale

        See all 704 properties in Hillsdale
        Silvanus Lodge C$130
        Silvanus Lodge

        Silvanus Lodge

        9350 State Rte 22, Hillsdale, NY
           
          2.0 out of 5.0 Stars

          Situated in Hillsdale, this motel is 2.3 mi (3.7 km) from Catamount Aerial Adventure Park and 3.1 mi (5 km) from Catamount Ski Area. Taconic Trail State Park and W.E.B. Du Bois Boyhood Homesite are also within 9 miles (15 km).

          Holiday House Motel C$111
          Holiday House Motel

          Holiday House Motel

          2871 State Route 23, Hillsdale, NY
             
            2.0 out of 5.0 Stars

            Located near the slopes, this Hillsdale motel is in a shopping district, 1.3 mi (2.1 km) from Catamount Aerial Adventure Park, and within 6 mi (10 km) of Catamount Ski Area and Taconic Trail State Park. Mahaiwe Performing Arts Center and Ski Butternut are also within 16 mi (25 km).

            Charming, Quiet, Modern, Wooded, River Front Get Rates
            Charming, Quiet, Modern, Wooded, River Front

            Charming, Quiet, Modern, Wooded, River Front

            156 Stone Ledge Rd, Hillsdale, NY
               
              0.0 out of 5.0 Stars

              Located near the slopes, this Hillsdale cabin is in the mountains and within 12 mi (20 km) of W.E.B. Du Bois Boyhood Homesite, Ski Butternut and Catamount Ski Area. Catamount Aerial Adventure Park and Lake Mansfield Park are also within 12 miles (20 km).

              Ideal Location for Summer and Winter Activities With Plenty of Outdoor Space C$196
              Ideal Location for Summer and Winter Activities With Plenty of Outdoor Space

              Ideal Location for Summer and Winter Activities With Plenty of Outdoor Space

              24 Tory Hill Rd, Hillsdale, NY
                 
                0.0 out of 5.0 Stars

                Conveniently located near the ski slopes, this Hillsdale cabin is within 6 mi (10 km) of Catamount Aerial Adventure Park, Catamount Ski Area and Taconic Trail State Park. Claverack Library is 12 mi (19.3 km) away.

                *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.