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64 Houses

    24

    NEW-Norfolk Countryside Home 30 Min to Ski Sundown

    Connecticut / Norfolk

    Norfolk house

    4 5 min stay varies

    • 4 bedrooms
    • sleeps 5
    • min stay varies
    • Ski
    • Child Friendly

    Price per night from

    $247

    Responds fast!
    avg. 10 minutes

    Price per night from

    $247

    Great rentals within 20 miles that match your search

    Distance approx 10.83 km from Norfolk

    (1) Excellent 

      14

      The perfect Southern Berkshire winter vacation esc

      Berkshires / Sheffield

      Sheffield house

      4 10 7 nights min

      • 4 bedrooms
      • sleeps 10
      • 7 nights min
      • Swimming pool
      • Child Friendly
      • Air conditioning

      Price per night from

      $570

      Price per night from

      $570

      Distance approx 13.75 km from Norfolk

        23

        Spacious Lakeside Berkshire Home

        Berkshires / Monterey

        Monterey house

        4 10 3 nights min

        • 4 bedrooms
        • sleeps 10
        • 3 nights min
        • Child Friendly
        • Air conditioning
        • Private garden

        Price per night from

        $457

        Price per night from

        $457

        Distance approx 17.42 km from Norfolk

          44

          COMFY COZY 5 BEDROOM HOME - 2 WOODED PRIVATE ACRES

          Connecticut / Hartford

          Hartford house

          5 10 2 nights min

          • 5 bedrooms
          • sleeps 10
          • 2 nights min
          • Child Friendly

          Price per night from

          $452

          Price per night from

          $452

          Distance approx 19.3 km from Norfolk

            6

            Stunning Home! 120 Acres! Amazing!

            Berkshires / Great Barrington

            Great Barrington house

            9 16 3 nights min

            • 9 bedrooms
            • sleeps 16
            • 3 nights min
            • Swimming pool
            • Child Friendly
            • Air conditioning

            Price per night from

            $4,112

            Price per night from

            $4,112

            Distance approx 12.93 km from Norfolk

              24

              Rustic Berkshires Cottage w/ Views of Lake Buel!

              Berkshires / New Marlborough

              New Marlborough cottage

              1 2 7 nights min

              • 1 bedroom
              • sleeps 2
              • 7 nights min
              • Pet Friendly

              Price per night from

              $126

              Responds fast!
              avg. 40 minutes

              Price per night from

              $126

              Distance approx 19.35 km from Norfolk

              (14) Excellent 

              Certificate of Excellence

                55

                RiverSong Suite In The Berkshires

                Berkshires / North Egremont

                North Egremont apartment

                1 2 1 night min

                • 1 bedroom
                • sleeps 2
                • 1 night min
                • Beach / lakeside relaxation
                • Nearest beach 2 mi
                • Air conditioning

                Certificate of Excellence

                Price per night from

                $216

                Responds fast!
                avg. 23 minutes

                Price per night from

                $216

                Distance approx 13.16 km from Norfolk

                (1) Excellent 

                  13

                  Lake House

                  Connecticut / Lakeville

                  Lakeville house

                  5 9 2 nights min

                  • 5 bedrooms
                  • sleeps 9
                  • 2 nights min
                  • Child Friendly
                  • Pet Friendly

                  Price per night from

                  $686

                  Price per night from

                  $686

                  Distance approx 9.05 km from Norfolk

                  (1) Excellent 

                    11

                    Riverwood - Cozy Carriage House in the Woods

                    Connecticut / Falls Village

                    Falls Village apartment

                    1 2 2 nights min

                    • 1 bedroom
                    • sleeps 2
                    • 2 nights min
                    • Ask about children
                    • Air conditioning
                    • Private garden

                    Price per night from

                    $257

                    Price per night from

                    $257

                    Distance approx 12.65 km from Norfolk

                    (3) Excellent 

                      42

                      4 Bedroom Furnished House in Lakeville Connecticut

                      Connecticut / Lakeville

                      Lakeville house

                      4 8 2 nights min

                      • 4 bedrooms
                      • sleeps 8
                      • 2 nights min
                      • Child Friendly
                      • Air conditioning
                      • Ask about pets

                      Price per night from

                      $372

                      Price per night from

                      $372

                      Distance approx 16.98 km from Norfolk

                        4

                        Just the Spot! Cozy home by the Lake...

                        Berkshires / Great Barrington

                        Great Barrington house

                        3 7 2 nights min

                        • 3 bedrooms
                        • sleeps 7
                        • 2 nights min
                        • Child Friendly
                        • Pet Friendly
                        • Private garden

                        Price per night from

                        $200

                        Price per night from

                        $200

                        Distance approx 16.78 km from Norfolk

                        (4) Excellent 

                          30

                          Gem of the Berkshires, walk to downtown & lake.

                          Berkshires / Great Barrington

                          Great Barrington house

                          5 12 2 nights min

                          • 5 bedrooms
                          • sleeps 12
                          • 2 nights min
                          • Nearest beach 0.32 mi
                          • Child Friendly
                          • Air conditioning
                          “Wonderful Home!” We had a wonderful weekend! The home and area are lovely - easy walk to town for drinks and dinner - and enjoyed sitting on the many porches, looking out at the view. The home has been upgraded and the kitchen and living areas are b

                          Price per night from

                          $344

                          Price per night from

                          $344

                          Distance approx 18.27 km from Norfolk

                          (24) Excellent 

                            18

                            Berkshires: Romantic Cottage with spectacular view

                            Berkshires / Great Barrington

                            Great Barrington cottage

                            1 3 min stay varies

                            • 1 bedroom
                            • sleeps 3
                            • min stay varies
                            • Nearest beach 2 mi
                            • Swimming pool
                            • Ask about children
                            “Perhaps the most relaxing vacation I've ever had” The Sigels' cottage was absolutely perfect for us. My husband and I were looking for a nice quiet 4-night stay while our 7-yr-old twins visited with their grandparents. When we arrived everything loo

                            Price per night from

                            $228

                            Price per night from

                            $228

                            Distance approx 14.02 km from Norfolk

                              25

                              NEW! Monterey Home w/Porch by Beach & State Parks!

                              Berkshires / Monterey

                              Monterey house

                              3 7 min stay varies

                              • 3 bedrooms
                              • sleeps 7
                              • min stay varies
                              • Ski
                              • Child Friendly
                              • Pet Friendly

                              Price per night from

                              $229

                              Responds fast!
                              avg. 40 minutes

                              Price per night from

                              $229

                              Distance approx 18.9 km from Norfolk

                              (13) Very Good 

                                13

                                Quiet Comfortable Cabin 5 Min. Walk to Lake

                                Berkshires / Becket

                                Becket house

                                2 4 2 nights min

                                • 2 bedrooms
                                • sleeps 4
                                • 2 nights min
                                • Child Friendly
                                • Air conditioning
                                • Ask about pets
                                “Great winter getaway spot” My girlfriend and I spent new years at this awesome cabin tucked away in Becket, ma. It was quiet, clean, spacious and just about everything we could have asked for. The property was great, there was lots to do in nearby are

                                Price per night from

                                $171

                                Price per night from

                                $171

                                Distance approx 9.62 km from Norfolk

                                  10

                                  Country Victorian Serenity in the Berkshires

                                  Berkshires / New Marlborough

                                  New Marlborough house

                                  4 6 7 nights min

                                  • 4 bedrooms
                                  • sleeps 6
                                  • 7 nights min
                                  • Suitable for children age 5+
                                  • Private garden

                                  Price per night from

                                  $263

                                  Price per night from

                                  $263

                                  Distance approx 12.65 km from Norfolk

                                    32

                                    Berkshire Home on Lake Garfield w/Dock & Boats

                                    Berkshires / Monterey

                                    Monterey house

                                    4 12 min stay varies

                                    • 4 bedrooms
                                    • sleeps 12
                                    • min stay varies
                                    • Ski
                                    • Child Friendly
                                    • Air conditioning

                                    Price per night from

                                    $344

                                    Responds fast!
                                    avg. 40 minutes

                                    Price per night from

                                    $344

                                    Distance approx 19.49 km from Norfolk

                                      30

                                      NEW! Becket Home on 11 Acres w/ Swimming Pond!

                                      Berkshires / Becket

                                      Becket house

                                      3 8 min stay varies

                                      • 3 bedrooms
                                      • sleeps 8
                                      • min stay varies
                                      • Ski
                                      • Child Friendly

                                      Price per night from

                                      $373

                                      Responds fast!
                                      avg. 40 minutes

                                      Price per night from

                                      $373

                                      Distance approx 12.94 km from Norfolk

                                        24

                                        NEW-Pet-Friendly Berkshires Home w/Dock & Fire Pit

                                        Berkshires / Monterey

                                        Monterey house

                                        3 10 7 nights min

                                        • 3 bedrooms
                                        • sleeps 10
                                        • 7 nights min
                                        • Child Friendly
                                        • Pet Friendly

                                        Price per night from

                                        $212

                                        Responds fast!
                                        avg. 40 minutes

                                        Price per night from

                                        $212

                                        Distance approx 19.35 km from Norfolk

                                          32

                                          RIVERSONG "PENTHOUSE"

                                          Berkshires / North Egremont

                                          North Egremont room

                                          1 2 1 night min

                                          • 1 bedroom
                                          • sleeps 2
                                          • 1 night min
                                          • Air conditioning
                                          • Private garden

                                          Price per night from

                                          $172

                                          Responds fast!
                                          avg. 23 minutes

                                          Price per night from

                                          $172

                                          Distance approx 11.42 km from Norfolk

                                            24

                                            Waterfront Home in Tolland w/ Deck - Steps to Lake

                                            Connecticut / West Hartland

                                            West Hartland log cabin

                                            3 8 min stay varies

                                            • 3 bedrooms
                                            • sleeps 8
                                            • min stay varies
                                            • Ski
                                            • Child Friendly
                                            • Air conditioning

                                            Price per night from

                                            $264

                                            Responds fast!
                                            avg. 40 minutes

                                            Price per night from

                                            $264

                                            Distance approx 18.92 km from Norfolk

                                              6

                                              Berkshires on the Pond

                                              Berkshires / Becket

                                              Becket house

                                              2 2 4 nights min

                                              • 2 bedrooms
                                              • sleeps 2
                                              • 4 nights min
                                              • Nearest beach 16 mi
                                              • Ask about children
                                              • Private garden

                                              Price per night from

                                              $144

                                              Price per night from

                                              $144

                                              Distance approx 13.32 km from Norfolk

                                                24

                                                Beautiful Lakefront Berkshire Rental

                                                Berkshires / Monterey

                                                Monterey house

                                                5 6 7 nights min

                                                • 5 bedrooms
                                                • sleeps 6
                                                • 7 nights min
                                                • Beach / lakeside relaxation
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $489

                                                Price per night from

                                                $489

                                                Distance approx 12.41 km from Norfolk

                                                  13

                                                  Designer Loft Style Residence

                                                  Berkshires / Sheffield

                                                  Sheffield house

                                                  3 6 7 nights min

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • 7 nights min
                                                  • Child Friendly
                                                  • Air conditioning
                                                  • Pet Friendly

                                                  Price per night from

                                                  $516

                                                  Price per night from

                                                  $516

                                                  Distance approx 19.88 km from Norfolk

                                                    12

                                                    Tanglewood / Berkshires - 2 Bed 2 Bath Apartment

                                                    Berkshires / Lee

                                                    Lee apartment

                                                    2 6 2 nights min

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • 2 nights min
                                                    • Swimming pool
                                                    • Child Friendly
                                                    • Air conditioning

                                                    Price per night from

                                                    $430

                                                    Price per night from

                                                    $430

                                                    Distance approx 12.95 km from Norfolk

                                                    (4) Excellent 

                                                      24

                                                      Waterfront Cottage - 10 Mins to Great Barrington!

                                                      Berkshires / New Marlborough

                                                      New Marlborough cottage

                                                      2 4 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 4
                                                      • min stay varies
                                                      • Ski

                                                      Price per night from

                                                      $206

                                                      Responds fast!
                                                      avg. 40 minutes

                                                      Price per night from

                                                      $206

                                                      Distance approx 14.47 km from Norfolk

                                                      (1) Excellent 

                                                        50

                                                        Berkshire Getaway Home with Lake Access

                                                        Berkshires / Otis

                                                        Otis house

                                                        4 10 2 nights min

                                                        • 4 bedrooms
                                                        • sleeps 10
                                                        • 2 nights min
                                                        • Child Friendly

                                                        Price per night from

                                                        $453

                                                        Price per night from

                                                        $453

                                                        Distance approx 14.19 km from Norfolk

                                                          22

                                                          BERKSHIRES RETREAT-LARGE 6+ BR HOME W/ AMENITIES

                                                          Berkshires / Otis

                                                          Otis house

                                                          6 14 7 nights min

                                                          • 6 bedrooms
                                                          • sleeps 14
                                                          • 7 nights min
                                                          • Ask about children
                                                          • Ask about pets

                                                          Price per night from

                                                          $687

                                                          Price per night from

                                                          $687

                                                          Distance approx 11.54 km from Norfolk

                                                            12

                                                            Cottage on East Twin Lakes, Internet Access, A/C.

                                                            Connecticut / Salisbury

                                                            Salisbury cottage

                                                            3 6 7 nights min

                                                            • 3 bedrooms
                                                            • sleeps 6
                                                            • 7 nights min
                                                            • Child Friendly
                                                            • Air conditioning

                                                            Price per night from

                                                            $180

                                                            Price per night from

                                                            $180

                                                            Distance approx 8.78 km from Norfolk

                                                              20

                                                              Beautiful Lake House - Magnificent in all 4 Seasons 3 Bed, 2 Bath

                                                              Connecticut / Winsted

                                                              Winsted house

                                                              3 6 min stay varies

                                                              • 3 bedrooms
                                                              • sleeps 6
                                                              • min stay varies
                                                              • Child Friendly
                                                              • Air conditioning
                                                              • Private garden

                                                              Price per night from

                                                              $258

                                                              Responds fast!
                                                              avg. 2 hours 31 minutes

                                                              Price per night from

                                                              $258

                                                              Distance approx 16.76 km from Norfolk

                                                                21

                                                                Private Berkshire Estate w/Pool & Tennis Court

                                                                Berkshires / Great Barrington

                                                                Great Barrington house

                                                                4 12 min stay varies

                                                                • 4 bedrooms
                                                                • sleeps 12
                                                                • min stay varies
                                                                • Swimming pool
                                                                • Child Friendly
                                                                • Air conditioning

                                                                Price per night from

                                                                $659

                                                                Price per night from

                                                                $659

                                                                Distance approx 19.45 km from Norfolk

                                                                  12

                                                                  The FarmHouse

                                                                  New York / Millerton

                                                                  Millerton house

                                                                  2 5 120 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 5
                                                                  • 120 nights min

                                                                  Price per night from

                                                                  $107

                                                                  Price per night from

                                                                  $107

                                                                  Distance approx 18.22 km from Norfolk

                                                                    9

                                                                    Berkshire Getaway ~ Romantic Tower Suite on Storybook Estate

                                                                    Berkshires / Tyringham

                                                                    Tyringham house

                                                                    1 4 2 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • 2 nights min
                                                                    • Ask about children
                                                                    • Ask about pets

                                                                    Price per night from

                                                                    $287

                                                                    Responds fast!
                                                                    avg. 1 hour 43 minutes

                                                                    Price per night from

                                                                    $287

                                                                    Distance approx 18.15 km from Norfolk

                                                                    (1) Average 

                                                                      15

                                                                      Charming and Spacious Colonial Farmhouse on 4 Acre Estate

                                                                      Berkshires / Tyringham

                                                                      Tyringham villa

                                                                      4 8 min stay varies

                                                                      • 4 bedrooms
                                                                      • sleeps 8
                                                                      • min stay varies
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 2 mi
                                                                      • Child Friendly

                                                                      Price per night from

                                                                      $292

                                                                      Responds fast!
                                                                      avg. 1 hour 43 minutes

                                                                      Price per night from

                                                                      $292

                                                                      Distance approx 18.88 km from Norfolk

                                                                        11

                                                                        Beautiful Cottage at the foot of the Berkshires

                                                                        New York / Copake Falls

                                                                        Copake Falls cottage

                                                                        2 4 2 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 4
                                                                        • 2 nights min
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $201

                                                                        Price per night from

                                                                        $201

                                                                        Distance approx 14.95 km from Norfolk

                                                                        (1) Excellent 

                                                                          20

                                                                          Enjoy horses and the largest recreational lake in Massachusetts

                                                                          Berkshires / East Otis

                                                                          East Otis apartment

                                                                          1 4 1 night min

                                                                          • 1 bedroom
                                                                          • sleeps 4
                                                                          • 1 night min
                                                                          • Beach / lakeside relaxation
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $126

                                                                          Price per night from

                                                                          $126

                                                                          Distance approx 17.22 km from Norfolk

                                                                          (1) Excellent 

                                                                            26

                                                                            Windy Top Stone Cottage

                                                                            Connecticut / North Granby

                                                                            North Granby cottage

                                                                            2 5 1 night min

                                                                            • 2 bedrooms
                                                                            • sleeps 5
                                                                            • 1 night min
                                                                            • Air conditioning
                                                                            • Private garden

                                                                            Price per night from

                                                                            $110

                                                                            Responds fast!
                                                                            avg. 2 hours 32 minutes

                                                                            Price per night from

                                                                            $110

                                                                            Distance approx 9.12 km from Norfolk

                                                                              35

                                                                              Charming Private Guest Suite in Historic Village in the Berkshires

                                                                              Berkshires / New Marlborough

                                                                              New Marlborough studio

                                                                              Studio 2 1 night min

                                                                              • Studio
                                                                              • sleeps 2
                                                                              • 1 night min

                                                                              Price per night from

                                                                              $109

                                                                              Price per night from

                                                                              $109