West Hartland Rentals

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37 Houses

    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. 10 minutes

    Price per night from

    $264

    Great rentals within 20 miles that match your search

    Distance approx 17.93 km from West Hartland

      18

      Spacious wooded home

      Berkshires / Becket

      Becket house

      4 12 3 nights min

      • 4 bedrooms
      • sleeps 12
      • 3 nights min
      • Beach / lakeside relaxation
      • Private garden

      Price per night from

      $223

      Price per night from

      $223

      Distance approx 17.05 km from West Hartland

        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 10.57 km from West Hartland

        (1) Excellent 

          21

          Three-bedroom one-and-a-half bath ranch with lots of room inside and outside

          Connecticut / Granby

          Granby house

          3 8 1 night min

          • 3 bedrooms
          • sleeps 8
          • 1 night min
          • Air conditioning
          • Private garden

          Price per night from

          $172

          Responds fast!
          avg. 3 hours 11 minutes

          Price per night from

          $172

          Distance approx 19.05 km from West Hartland

            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 17.31 km from West Hartland

              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 16.22 km from West Hartland

              (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 16.8 km from West Hartland

                  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 15.65 km from West Hartland

                    25

                    Historic Huntington Home - Walk to Westfield River

                    Hampshire County / Huntington

                    Huntington house

                    3 7 min stay varies

                    • 3 bedrooms
                    • sleeps 7
                    • min stay varies
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $218

                    Responds fast!
                    avg. 40 minutes

                    Price per night from

                    $218

                    Distance approx 18.21 km from West Hartland

                      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 19.05 km from West Hartland

                        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 17.63 km from West Hartland

                          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 16.22 km from West Hartland

                            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 19.06 km from West Hartland

                            (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 15.03 km from West Hartland

                              (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 13.24 km from West Hartland

                                  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 17.53 km from West Hartland

                                    13

                                    Mansion & Private 3.5 Acre Estate

                                    Connecticut / Bloomfield

                                    Bloomfield manor house

                                    4 8 1 night min

                                    • 4 bedrooms
                                    • sleeps 8
                                    • 1 night min
                                    • Swimming pool
                                    • Ask about children
                                    • Air conditioning

                                    Price per night from

                                    $916

                                    Responds fast!
                                    avg. 3 hours 41 minutes

                                    Price per night from

                                    $916

                                    Distance approx 11.49 km from West Hartland Show on Map

                                    (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 5.93 km from West Hartland

                                      (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 16.68 km from West Hartland

                                          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

                                          Distance approx 19.69 km from West Hartland

                                            12

                                            Fabulous Post & Beam Berkshire Rental

                                            Berkshires / Monterey

                                            Monterey house

                                            7 21 nights min

                                            • sleeps 7
                                            • 21 nights min
                                            • Ask about children
                                            • Car not necessary
                                            • Ask about pets

                                            Price per night from

                                            $205

                                            Price per night from

                                            $205

                                            Distance approx 5.84 km from West Hartland

                                              31

                                              Connecticut Wine Country Getaway!

                                              Connecticut / North Granby

                                              North Granby apartment

                                              2 4 1 night min

                                              • 2 bedrooms
                                              • sleeps 4
                                              • 1 night min
                                              • Air conditioning
                                              • Private garden

                                              Price per night from

                                              $132

                                              Responds fast!
                                              avg. 2 hours 32 minutes

                                              Price per night from

                                              $132

                                              Distance approx 10.01 km from West Hartland Show on Map

                                                24

                                                East Otis Reservoir Cabin w/ Porch - Walk to Lake!

                                                Berkshires / Otis

                                                Otis log cabin

                                                2 4 3 nights min

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

                                                Price per night from

                                                $115

                                                Responds fast!
                                                avg. 14 minutes

                                                Price per night from

                                                $115

                                                Distance approx 17.24 km from West Hartland

                                                  16

                                                  Direct Waterfront Lake Home on Tranquil Harwinton

                                                  Connecticut / Harwinton

                                                  Harwinton cottage

                                                  2 4 3 nights min

                                                  • 2 bedrooms
                                                  • sleeps 4
                                                  • 3 nights min
                                                  • Child Friendly
                                                  • Air conditioning
                                                  • Pet Friendly

                                                  Price per night from

                                                  $258

                                                  Responds fast!
                                                  avg. 2 hours 47 minutes

                                                  Price per night from

                                                  $258

                                                  Distance approx 17.92 km from West Hartland

                                                    17

                                                    Picturesque 19th century home on 3 private acres

                                                    Berkshires / New Marlborough

                                                    New Marlborough house

                                                    4 7 min stay varies

                                                    • 4 bedrooms
                                                    • sleeps 7
                                                    • min stay varies
                                                    • Child Friendly
                                                    • Private garden

                                                    Price per night from

                                                    $172

                                                    Price per night from

                                                    $172

                                                    Distance approx 18.21 km from West Hartland

                                                      23

                                                      Private Agawam Studio 3 Miles to MGM Springfield!

                                                      Massachusetts / Agawam

                                                      Agawam studio

                                                      Studio 5 min stay varies

                                                      • Studio
                                                      • sleeps 5
                                                      • min stay varies
                                                      • Child Friendly
                                                      • Air conditioning
                                                      • Pet Friendly

                                                      Price per night from

                                                      $144

                                                      Responds fast!
                                                      avg. 10 minutes

                                                      Price per night from

                                                      $144

                                                      Distance approx 18.62 km from West Hartland

                                                      (1) Excellent 

                                                        6

                                                        Lily's Lodge

                                                        Massachusetts / West Springfield

                                                        West Springfield hotel apartment

                                                        2 9 1 night min

                                                        • 2 bedrooms
                                                        • sleeps 9
                                                        • 1 night min
                                                        • Child Friendly
                                                        • Air conditioning

                                                        Price per night from

                                                        $194

                                                        Price per night from

                                                        $194

                                                        Distance approx 8.43 km from West Hartland

                                                          12

                                                          Colebrook Dream

                                                          Connecticut / Colebrook

                                                          Colebrook house

                                                          3 12 2 nights min

                                                          • 3 bedrooms
                                                          • sleeps 12
                                                          • 2 nights min
                                                          • Child Friendly
                                                          • Air conditioning
                                                          • Private garden

                                                          Price per night from

                                                          $344

                                                          Price per night from

                                                          $344

                                                          Distance approx 12.61 km from West Hartland

                                                            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

                                                            Distance approx 18.71 km from West Hartland

                                                            (5) Excellent 

                                                              10

                                                              Apple Cottage

                                                              Berkshires / Sheffield

                                                              Sheffield farmhouse

                                                              3 8 1 night min

                                                              • 3 bedrooms
                                                              • sleeps 8
                                                              • 1 night min
                                                              • Ask about children
                                                              • Air conditioning
                                                              • Private garden

                                                              Price per night from

                                                              $430

                                                              Responds fast!
                                                              avg. 3 hours 22 minutes

                                                              Price per night from

                                                              $430

                                                              Distance approx 17.12 km from West Hartland

                                                              (13) Excellent 

                                                                17

                                                                Serene Lakefront Cottage

                                                                Berkshires / Becket

                                                                Becket house

                                                                2 6 min stay varies

                                                                • 2 bedrooms
                                                                • sleeps 6
                                                                • min stay varies
                                                                • Child Friendly
                                                                • Air conditioning
                                                                • Pet Friendly
                                                                “Peaceful country escape” Really enjoyed the stay here. Very complete driving and house directions provided by the owners, and checking in - even at a late hour - was a breeze. The house was very clean, woods and lake were beautiful. Many of the hou

                                                                Price per night from

                                                                $171

                                                                Price per night from

                                                                $171

                                                                Distance approx 10.8 km from West Hartland

                                                                  25

                                                                  NEW! Quiet Waterfront Home w/Dock on Highland Lake

                                                                  Connecticut / Winsted

                                                                  Winsted house

                                                                  3 6 min stay varies

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

                                                                  Price per night from

                                                                  $172

                                                                  Responds fast!
                                                                  avg. 10 minutes

                                                                  Price per night from

                                                                  $172

                                                                  Distance approx 16.57 km from West Hartland

                                                                  (6) Excellent 

                                                                    12

                                                                    Quiet first floor apartment in Torrington

                                                                    Connecticut / Torrington

                                                                    Torrington apartment

                                                                    1 2 2 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 2
                                                                    • 2 nights min

                                                                    Price per night from

                                                                    $103

                                                                    Price per night from

                                                                    $103

                                                                    Distance approx 17.89 km from West Hartland

                                                                    (4) Excellent 

                                                                      20

                                                                      Escape to the Berkshires!

                                                                      Berkshires / Becket

                                                                      Becket house

                                                                      4 8 2 nights min

                                                                      • 4 bedrooms
                                                                      • sleeps 8
                                                                      • 2 nights min
                                                                      • Child Friendly
                                                                      • Pet Friendly

                                                                      Price per night from

                                                                      $315

                                                                      Price per night from

                                                                      $315

                                                                      Distance approx 11.06 km from West Hartland

                                                                        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 12.33 km from West Hartland

                                                                          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

                                                                          $453

                                                                          Price per night from

                                                                          $453

                                                                          Distance approx 15.68 km from West Hartland

                                                                            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. 10 minutes

                                                                            Price per night from

                                                                            $344