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Featured Cottages in Stockbridge

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

Private Rustic Cottage With Lake Access

Great Barrington, MA
     
    0.0 out of 5.0 Stars

    A garden is available at this cottage.

    Historic Wyantenuck Cottage Get Rates
    Historic Wyantenuck Cottage

    Historic Wyantenuck Cottage

    Great Barrington, Massachusetts
       
      0.0 out of 5.0 Stars

      A garden is available at this cottage.

      Private Lake Cottage Near Jacobs Pillow and Tanglewood Get Rates
      Private Lake Cottage Near Jacobs Pillow and Tanglewood

      Private Lake Cottage Near Jacobs Pillow and Tanglewood

      Becket, Massachusetts
         
        0.0 out of 5.0 Stars

        Situated in Becket, this romantic cottage is 1.5 mi (2.5 km) from October Mountain State Forest and within 6 mi (10 km) of Becket Land Trust Historic Quarry and Chester Town Hall. Jacob's Pillow and Otis Ridge are also within 12 mi (20 km).

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

        Ashintully Cottage in Spectacular Setting

        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 mi (10 km) of Bidwell House Museum and Goose Pond Reservation. Tyringham Cobble and Beartown State Forest are also within 6 mi (10 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

          Great Barrington, MA
             
            0.0 out of 5.0 Stars

            Situated on the beach, this cottage is within 6 mi (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 mi (15 km).

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

            Family-friendly Cottage Off Lake in Stockbridge

            Stockbridge, MA
               
              0.0 out of 5.0 Stars

              This cottage features an outdoor pool and an indoor pool. A garden is also provided.

              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

              Hillsdale, NY
                 
                0.0 out of 5.0 Stars

                An outdoor tennis court is featured at this cottage, along with a garden.

                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

                Copake Falls, NY
                   
                  0.0 out of 5.0 Stars

                  A garden is available at this cottage.

                  Berkshire Cottage on Ashmere Lake Get Rates
                  Berkshire Cottage on Ashmere Lake

                  Berkshire Cottage on Ashmere Lake

                  Hinsdale, MA
                     
                    0.0 out of 5.0 Stars

                    A garden is available at this cottage.

                    Country Cottage, Pool and Tennis Court! 800 Acres of Pure Bliss! Get Rates
                    Country Cottage, Pool and Tennis Court! 800 Acres of Pure Bliss!

                    Country Cottage, Pool and Tennis Court! 800 Acres of Pure Bliss!

                    Hillsdale, NY
                       
                      0.0 out of 5.0 Stars

                      An outdoor tennis court is featured at this cottage, along with a garden.

                      Stockbridge Bowl: Quaint Waterfront Cottage for Your Summer Home!! Get Rates
                      Stockbridge Bowl: Quaint Waterfront Cottage for Your Summer Home!!

                      Stockbridge Bowl: Quaint Waterfront Cottage for Your Summer Home!!

                      West Stockbridge, MA
                         
                        0.0 out of 5.0 Stars

                        A garden is available at this cottage.

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                        Stockbridge 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 Stockbridge 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 Stockbridge 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 Stockbridge

                        See all 424 Properties in Stockbridge
                        The Red Lion Inn $105
                        The Red Lion Inn

                        The Red Lion Inn

                        30 Main Street, Stockbridge, MA
                           
                          3.5 out of 5.0 Stars

                          Situated in the historical district, this historic hotel is within a 10-minute walk of Mission House and Berkshire Theatre Festival. Naumkeag and National Shrine of the Divine Mercy are also within 15 minutes.

                          Tanglewood Suites $189
                          Tanglewood Suites

                          Tanglewood Suites

                          PO Box 1072, Stockbridge, MA
                             
                            2.5 out of 5.0 Stars

                            Situated in Stockbridge, this hotel is within 1 mi (2 km) of Mission House and Naumkeag. Berkshire Botanical Garden and Berkshire Theatre Festival are also within 2 mi (3 km).

                            The Inn at Stockbridge $220
                            The Inn at Stockbridge

                            The Inn at Stockbridge

                            30 East Street, Stockbridge, MA
                               
                              4.0 out of 5.0 Stars

                              Situated in Stockbridge, this bed & breakfast is 1.2 mi (1.9 km) from Berkshire Theatre Festival and within 3 mi (5 km) of Mission House and Naumkeag. National Shrine of the Divine Mercy and Greenock Country Club are also within 3 mi (5 km).

                              Stockbridge Country Inn Get Rates
                              Stockbridge Country Inn

                              Stockbridge Country Inn

                              26 Glendale Road, RR 183, Stockbridge, MA
                                 
                                4.5 out of 5.0 Stars

                                Situated in Stockbridge, this luxury bed & breakfast is within 1 mi (2 km) of Chesterwood and Norman Rockwell Museum. Berkshire Botanical Garden and Mission House are also within 2 mi (3 km).

                                *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.