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Featured Cottages in Hillsdale

Cottage Overlooking the Mountains C$361
Cottage Overlooking the Mountains

Cottage Overlooking the Mountains

4462 NY-9G, Germantown, New York
     
    0.0 out of 5.0 Stars

    Situated in Germantown, this cottage is within 9 miles (15 km) of Clermont State Historic Site, Olana State Historic Site and Tivoli Free Library. Thomas Cole National Historic Site and Dutchman's Landing are also within 9 miles (15 km).

    Historic Wyantenuck Cottage Get Rates
    Historic Wyantenuck Cottage

    Historic Wyantenuck Cottage

    10 Brookside Rd, Great Barrington, MA
       
      0.0 out of 5.0 Stars

      Situated on the riverfront, this historic cottage is within 3 miles (5 km) of Mahaiwe Performing Arts Center, W.E.B. Du Bois Boyhood Homesite and Lake Mansfield Park. Ski Butternut and Beartown State Forest are also within 6 miles (10 km).

      Private Rustic Cottage With Lake Access Get Rates
      Private Rustic Cottage With Lake Access

      Private Rustic Cottage With Lake Access

      14 Lawrence Ave, Great Barrington, MA
         
        0.0 out of 5.0 Stars

        Situated in Great Barrington, this cottage is 0.1 mi (0.1 km) from Lake Buel and within 3 miles (5 km) of Les Trois Emme Winery and Dry Hill. Ski Butternut and Questing are also within 6 miles (10 km).

        Ashintully Cottage in Spectacular Setting Get Rates
        Ashintully Cottage in Spectacular Setting

        Ashintully Cottage in Spectacular Setting

        1 Sodom Rd, Lee, MA
           
          0.0 out of 5.0 Stars

          Situated in the mountains, this historic cottage is 0.2 mi (0.3 km) from Ashintully Gardens and within 6 miles (10 km) of Bidwell House Museum and Goose Pond Reservation. Tyringham Cobble and Beartown State Forest are also within 6 miles (10 km).

          Family-friendly Cottage Off Lake in Stockbridge Get Rates
          Family-friendly Cottage Off Lake in Stockbridge

          Family-friendly Cottage Off Lake in Stockbridge

          11 Mahkeenac Heights Road, Stockbridge, MA
             
            0.0 out of 5.0 Stars

            This family-friendly Stockbridge cottage is within 3 mi (5 km) of Frelinghuysen Morris House and Studio and Tanglewood Music Center. Berkshire Botanical Garden and The Mount are also within 3 miles (5 km).

            Lake Cottage With Hot Tub, Painted Turtle Cottage Near Bard College Get Rates
            Lake Cottage With Hot Tub, Painted Turtle Cottage Near Bard College

            Lake Cottage With Hot Tub, Painted Turtle Cottage Near Bard College

            78 E Lake Ln, Red Hook, NY
               
              0.0 out of 5.0 Stars

              Situated on a lake, this cottage is within 9 miles (15 km) of Red Hook Golf Club, Tivoli Free Library and Bard College. Hessel Museum of Art and Lake Taghkanic State Park are also within 9 miles (15 km).

              Berkshire Mountain Cottage: in the Heart of the Berkshires Get Rates
              Berkshire Mountain Cottage: in the Heart of the Berkshires

              Berkshire Mountain Cottage: in the Heart of the Berkshires

              16 Crooked Hill Road, Great Barrington, MA
                 
                0.0 out of 5.0 Stars

                Situated on the beach, this cottage is within 6 miles (10 km) of Lake Mansfield Park, Mahaiwe Performing Arts Center and W.E.B. Du Bois Boyhood Homesite. Catamount Ski Area and Catamount Aerial Adventure Park are also within 9 miles (15 km).

                Lakefront Cottage With Beach - Lily Pad Get Rates
                Lakefront Cottage With Beach - Lily Pad

                Lakefront Cottage With Beach - Lily Pad

                56 E Lake Ln, Red Hook, NY
                   
                  5.0
                  of 5, from 1 reviews
                  0.0 out of 5.0 Stars

                  Situated in Red Hook, this cottage is within 9 miles (15 km) of Red Hook Golf Club, Tivoli Free Library and Lake Taghkanic State Park. Northern Dutchess Botanical Gardens and Clermont State Historic Site are also within 9 miles (15 km).

                  Quiet Get Away on the Lake! Kayaks and Fishing Equipments Provided Get Rates
                  Quiet Get Away on the Lake! Kayaks and Fishing Equipments Provided

                  Quiet Get Away on the Lake! Kayaks and Fishing Equipments Provided

                  94 W Shore Dr, Valatie, NY
                     
                    0.0 out of 5.0 Stars

                    Situated on a lake, this cottage is 5.8 mi (9.4 km) from Van Alen House and 7.8 mi (12.6 km) from Shaker Museum and Library. Palace Theater and Claverack Library are also within 20 miles (32 km).

                    Green Cottage in Palenville, NY - Heart of the Northern Catskills Get Rates
                    Green Cottage in Palenville, NY - Heart of the Northern Catskills

                    Green Cottage in Palenville, NY - Heart of the Northern Catskills

                    32 Maple Avenue, Palenville, NY
                       
                      0.0 out of 5.0 Stars

                      Conveniently located near the ski slopes, this Palenville cottage is within 9 mi (15 km) of Bailiwick Ranch and Discovery Zoo, George J. Terpening Sr. Memorial Park and Kaaterskill Falls. Seamon Park and Saugerties Village Beach are also within 9 miles (15 km).

                      Beautiful Cottage in Copake Falls: Foot of the Birkshires. Ski, Swim, Hike Get Rates
                      Beautiful Cottage in Copake Falls: Foot of the Birkshires. Ski, Swim, Hike

                      Beautiful Cottage in Copake Falls: Foot of the Birkshires. Ski, Swim, Hike

                      16 Mountain View St, Copake Falls, NY
                         
                        0.0 out of 5.0 Stars

                        Situated in Copake Falls, this cottage is 0.4 mi (0.7 km) from Taconic Trail State Park and within 6 miles (10 km) of Catamount Aerial Adventure Park and Catamount Ski Area. Lake Taghkanic State Park is 11.7 mi (18.8 km) away.

                        The Red Cottage on Copake Lake - A Stylishly Updated Home Get Rates
                        The Red Cottage on Copake Lake - A Stylishly Updated Home

                        The Red Cottage on Copake Lake - A Stylishly Updated Home

                        21 Roosevelt Drive, Hillsdale, NY
                           
                          0.0 out of 5.0 Stars

                          Situated on the beach, this cottage is within 12 miles (20 km) of Taconic Trail State Park, Catamount Aerial Adventure Park and Catamount Ski Area. Lake Taghkanic State Park is 11.4 mi (18.3 km) away.

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                          Hillsdale Cottages For Rent

                          Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Hillsdale that will make you feel like you’ve stepped inside your vacation dreams.

                          The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.

                          These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Hillsdale is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?

                          Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…

                          Top Trending Hotels in Hillsdale

                          See all 697 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$112
                            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$197
                                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.