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23 Houses

    18

    Penthouse at Brandt House B&B

    Massachusetts / Greenfield

    Greenfield b and b

    1 4 2 nights min

    • 1 bedroom
    • sleeps 4
    • 2 nights min
    • Child Friendly

    Price per night from

    $286

    Price per night from

    $286

    Great rentals within 20 miles that match your search

    Distance approx 7.53 km from Greenfield Show on Map

      11

      OWL'S NEST LODGING

      Massachusetts / Conway

      Conway apartment

      1 3 1 night min

      • 1 bedroom
      • sleeps 3
      • 1 night min
      • Beach / lakeside relaxation
      • Ski
      • Suitable for children age 5+

      Price per night from

      $189

      Price per night from

      $189

      Distance approx 18.73 km from Greenfield

        5

        Starlight Llama - The White Room

        Hampshire County / Northampton

        Northampton b and b

        1 2 2 nights min

        • 1 bedroom
        • sleeps 2
        • 2 nights min
        • Child Friendly

        Price per night from

        $132

        Responds fast!
        avg. 1 hour 26 minutes

        Price per night from

        $132

        Distance approx 9.92 km from Greenfield

        (178) Excellent 

          37

          Unique People & Pet-Welcoming Country Haven

          Berkshires / Charlemont

          Charlemont apartment

          1 4 2 nights min

          • 1 bedroom
          • sleeps 4
          • 2 nights min
          • Child Friendly
          • Air conditioning
          • Pet Friendly
          “Cozy little spot, kid and definitely dog friendly” We brought our Cavalier with us and had a great time at the cottage. It was clean and gave us tons of room. Would definitely stay again.
          …see more

          Price per night from

          $150

          Price per night from

          $150

          Distance approx 18.77 km from Greenfield

            7

            Starlight Llama - The Pink Room

            Hampshire County / Northampton

            Northampton b and b

            1 2 2 nights min

            • 1 bedroom
            • sleeps 2
            • 2 nights min

            Price per night from

            $133

            Responds fast!
            avg. 1 hour 26 minutes

            Price per night from

            $133

            Distance approx 7.48 km from Greenfield Show on Map

            (9) Excellent 

              11

              Charming Affordable Home for groups up to 14

              Massachusetts / Shelburne Falls

              Shelburne Falls house

              7 14 2 nights min

              • 7 bedrooms
              • sleeps 14
              • 2 nights min
              • Ask about children
              • Car not necessary
              • Ask about pets
              “Beautiful house in beautiful village!” Thank you for the use of your beautiful house. It was perfect for our wedding weekend. Everyone was very comfortable and had a great time. Looking forward to coming back again in the future.
              …see more

              Price per night from

              $573

              Responds fast!
              avg. 1 hour 28 minutes

              Price per night from

              $573

              Distance approx 12.8 km from Greenfield

              (5) Excellent 

                32

                Stone 'n Sky Lodge on an Ancient Stone Landscape

                Massachusetts / New Salem

                New Salem house

                4 14 2 nights min

                • 4 bedrooms
                • sleeps 14
                • 2 nights min
                • Nearest beach 5 mi
                • Child Friendly
                • Ask about pets

                Price per night from

                $327

                Price per night from

                $327

                Distance approx 14.93 km from Greenfield

                  14

                  Riverview apt in Mill B&B near Northampton/Amherst

                  Hampshire County / Hatfield

                  Hatfield b and b

                  1 4 3 nights min

                  • 1 bedroom
                  • sleeps 4
                  • 3 nights min
                  • Ask about children
                  • Air conditioning

                  Price per night from

                  $229

                  Price per night from

                  $229

                  Distance approx 14.77 km from Greenfield

                  (1) Excellent 

                    7

                    PARADISE on EARTH! - Historic 4BR Farmhouse

                    Vermont / West Halifax

                    West Halifax house

                    4 8 3 nights min

                    • 4 bedrooms
                    • sleeps 8
                    • 3 nights min
                    • Child Friendly
                    • Ask about pets
                    • Private garden

                    Price per night from

                    $328

                    Price per night from

                    $328

                    Distance approx 14.2 km from Greenfield

                    (4) Excellent 

                      16

                      Lakefront Summer Vacation Cottages

                      Hampshire County / Goshen

                      Goshen cottage

                      3 6 7 nights min

                      • 3 bedrooms
                      • sleeps 6
                      • 7 nights min
                      • Beach / lakeside relaxation
                      • Child Friendly
                      • Pet Friendly

                      Price per night from

                      $195

                      Price per night from

                      $195

                      Distance approx 18.09 km from Greenfield

                      (2) Average 

                        5

                        Adorable Studio apartment in Brattleboro

                        Vermont / Brattleboro

                        Brattleboro apartment

                        2 1 night min

                        • sleeps 2
                        • 1 night min
                        • Ask about children
                        • Pet Friendly

                        Price per night from

                        $155

                        Price per night from

                        $155

                        Distance approx 13.83 km from Greenfield

                        (9) Very Good 

                          22

                          Flight's End-A Country Home with Babbling Brook

                          Massachusetts / Hawley

                          Hawley house

                          3 8 2 nights min

                          • 3 bedrooms
                          • sleeps 8
                          • 2 nights min
                          • Child Friendly
                          • Pet Friendly
                          “Perfect getaway” We spent few days there. It is very quiet and private. We loved the retro look. Looking forward going there again. It was New Year's eve we were hoping for.
                          …see more

                          Price per night from

                          $173

                          Responds fast!
                          avg. 2 hours 25 minutes

                          Price per night from

                          $173

                          Distance approx 10.68 km from Greenfield

                          (7) Excellent 

                            5

                            Vermont Log Cabin available for weekend and weekly

                            Vermont / Guilford

                            Guilford log cabin

                            2 5 2 nights min

                            • 2 bedrooms
                            • sleeps 5
                            • 2 nights min
                            • Pet Friendly
                            “Hidden Gem” My boyfriend and I had the pleasure of staying at this beautiful cabin a couple of weeks ago and honestly, I can't say enough good things about it! For starters, it is gorgeous both inside and out and much bigger than we had anticipated.
                            …see more

                            Price per night from

                            $126

                            Price per night from

                            $126

                            Distance approx 17.92 km from Greenfield

                            (16) Very Good 

                              27

                              Berkshire house w/ fireplace, A/C, WiFi & laundry

                              Hampshire County / Plainfield

                              Plainfield house

                              3 10 min stay varies

                              • 3 bedrooms
                              • sleeps 10
                              • min stay varies
                              • Beach / lakeside relaxation
                              • Nearest beach 0.5 mi
                              • Ski
                              “Peaceful country home” Beautiful, welcoming home in a perfect location. Warm and inviting living room; bright, airy bedrooms.
                              …see more

                              Price per night from

                              $234

                              Responds fast!
                              avg. 2 hours 30 minutes

                              Price per night from

                              $234

                              Distance approx 18.76 km from Greenfield

                                8

                                Starlight Llama - The Lavender Room

                                Hampshire County / Northampton

                                Northampton b and b

                                1 2 2 nights min

                                • 1 bedroom
                                • sleeps 2
                                • 2 nights min
                                • Child Friendly

                                Price per night from

                                $132

                                Responds fast!
                                avg. 1 hour 26 minutes

                                Price per night from

                                $132

                                Distance approx 4.22 km from Greenfield Show on Map

                                  26

                                  Serene Shelburne Studio Cabin w/Spring-Fed Pool!

                                  Massachusetts / Shelburne Falls

                                  Shelburne Falls studio

                                  Studio 6 min stay varies

                                  • Studio
                                  • sleeps 6
                                  • min stay varies
                                  • Swimming pool
                                  • Ski
                                  • Child Friendly

                                  Price per night from

                                  $190

                                  Responds fast!
                                  avg. 21 minutes

                                  Price per night from

                                  $190

                                  Distance approx 15.13 km from Greenfield

                                    25

                                    Swanky 2BR in the Center of Amherst

                                    Hampshire County / Amherst

                                    Amherst apartment

                                    2 4 min stay varies

                                    • 2 bedrooms
                                    • sleeps 4
                                    • min stay varies
                                    • Child Friendly
                                    • Air conditioning
                                    • Pet Friendly

                                    Price per night from

                                    $172

                                    Price per night from

                                    $172

                                    Distance approx 16.21 km from Greenfield

                                      24

                                      Rustic Goshen Cabin w/ Fire Pit, BBQ & Great Deck!

                                      Hampshire County / Goshen

                                      Goshen log cabin

                                      2 8 min stay varies

                                      • 2 bedrooms
                                      • sleeps 8
                                      • min stay varies
                                      • Child Friendly
                                      • Air conditioning
                                      • Pet Friendly

                                      Price per night from

                                      $241

                                      Responds fast!
                                      avg. 58 minutes

                                      Price per night from

                                      $241

                                      Distance approx 16.59 km from Greenfield

                                        17

                                        Stay at a Craft Brewery

                                        New Hampshire / Winchester

                                        Winchester apartment

                                        1 2 1 night min

                                        • 1 bedroom
                                        • sleeps 2
                                        • 1 night min
                                        • Pet Friendly

                                        Price per night from

                                        $115

                                        Price per night from

                                        $115

                                        Distance approx 18.17 km from Greenfield

                                        (4) Excellent 

                                          21

                                          Beautiful Lake Side Getaway, Quiet, and Peaceful

                                          New Hampshire / Winchester

                                          Winchester apartment

                                          2 6 min stay varies

                                          • 2 bedrooms
                                          • sleeps 6
                                          • min stay varies
                                          • Beach / lakeside relaxation
                                          • Nearest beach 160 mi
                                          • Ask about children
                                          “Relaxing vacation” We vacationed here for the first two weeks of July. Bill and Sandy were fabulous hosts. They were attentive to our needs and generous with their time taking us out in their boat to view the fireworks. The space is decorated taste
                                          …see more

                                          Price per night from

                                          $115

                                          Price per night from

                                          $115

                                          Distance approx 18.38 km from Greenfield

                                            23

                                            Tibet House

                                            Hampshire County / Northampton

                                            Northampton apartment

                                            1 4 2 nights min

                                            • 1 bedroom
                                            • sleeps 4
                                            • 2 nights min
                                            • Child Friendly
                                            • Car not necessary
                                            • Air conditioning

                                            Price per night from

                                            $149

                                            Price per night from

                                            $149

                                            Distance approx 14.52 km from Greenfield

                                              28

                                              Modern Custom-Built West Hatfield Home on 7 Acres!

                                              Hampshire County / Hatfield

                                              Hatfield house

                                              4 8 min stay varies

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

                                              Price per night from

                                              $327

                                              Responds fast!
                                              avg. 58 minutes

                                              Price per night from

                                              $327

                                              Distance approx 18.65 km from Greenfield

                                                15

                                                Stunning Forest Lake Home with Hot Tub open all Yr

                                                New Hampshire / Winchester

                                                Winchester house

                                                4 10 min stay varies

                                                • 4 bedrooms
                                                • sleeps 10
                                                • min stay varies
                                                • Beach / lakeside relaxation
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $224

                                                Responds fast!
                                                avg. 2 hours 31 minutes

                                                Price per night from

                                                $224