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51 Houses

    17

    Roxbury "Judd's Bridge" 5-BR with Heated Pool, PoshPadsCT

    Connecticut / Roxbury

    Roxbury house

    4 10 min stay varies

    • 4 bedrooms
    • sleeps 10
    • min stay varies
    • Swimming pool
    • Child Friendly
    • Air conditioning

    Price per night from

    $998

    Responds fast!
    avg. 54 minutes

    Price per night from

    $998

      7

      2 Bedroom Suite with Kitchen

      Connecticut / Roxbury

      Roxbury hotel apartment

      2 4 1 night min

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

      Price per night from

      $285

      Price per night from

      $285

      Great rentals within 20 miles that match your search

      Distance approx 18.35 km from Roxbury

      (9) Very Good 

        20

        Lake Bliss the Perfect Getaway

        New York / Holmes

        Holmes house

        3 10 1 night min

        • 3 bedrooms
        • sleeps 10
        • 1 night min
        • Beach / lakeside relaxation
        • Child Friendly
        • Air conditioning

        Price per night from

        $249

        Price per night from

        $249

        Distance approx 8.08 km from Roxbury

          14

          Washington "Shearer" 3-Bedroom Country Cottage - PoshPadsCT

          Connecticut / Washington

          Washington house

          3 7 min stay varies

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

          Price per night from

          $770

          Responds fast!
          avg. 54 minutes

          Price per night from

          $770

          Distance approx 7.08 km from Roxbury

            34

            100% WASHINGTON! (Zoom in Map++) PoshPadsCT "51 SENFF RD" Mint 5BR, Pool, BBQ

            Washington / Washington Depot

            Washington Depot house

            5 10 min stay varies

            • 5 bedrooms
            • sleeps 10
            • min stay varies
            • Child Friendly
            • Pet Friendly

            Price per night from

            $300

            Responds fast!
            avg. 54 minutes

            Price per night from

            $300

            Distance approx 14.36 km from Roxbury

              29

              Lake House Rental On Your Own Private Lake

              New York / Wingdale

              Wingdale villa

              4 11 4 nights min

              • 4 bedrooms
              • sleeps 11
              • 4 nights min
              • Beach / lakeside relaxation
              • Child Friendly
              • Air conditioning

              Price per night from

              $713

              Price per night from

              $713

              Distance approx 8.23 km from Roxbury

                21

                Washington - "Senff 8-BR Estate" Heated Pool, Private Scenic Estate Neighborhood

                Connecticut / Washington

                Washington house

                8 14 min stay varies

                • 8 bedrooms
                • sleeps 14
                • min stay varies
                • Nearest beach 5 mi
                • Swimming pool
                • Child Friendly

                Price per night from

                $339

                Responds fast!
                avg. 54 minutes

                Price per night from

                $339

                Distance approx 19.41 km from Roxbury

                  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

                  $257

                  Responds fast!
                  avg. 2 hours 47 minutes

                  Price per night from

                  $257

                  Distance approx 4.28 km from Roxbury

                    18

                    Washington "Plumb Hill" 5-Bedroom, Heated Pool, PoshPadsCT

                    Connecticut / Washington

                    Washington house

                    5 10 min stay varies

                    • 5 bedrooms
                    • sleeps 10
                    • min stay varies
                    • Nearest beach 5 mi
                    • Swimming pool
                    • Child Friendly

                    Price per night from

                    $263

                    Responds fast!
                    avg. 54 minutes

                    Price per night from

                    $263

                    Distance approx 6.32 km from Roxbury

                    (5) Excellent 

                      24

                      Its the Perfect Weekend House just 80min from NYC!

                      Connecticut / Woodbury

                      Woodbury house

                      4 8 2 nights min

                      • 4 bedrooms
                      • sleeps 8
                      • 2 nights min
                      • Beach / lakeside relaxation
                      • Air conditioning
                      • Private garden

                      Price per night from

                      $200

                      Responds fast!
                      avg. 23 minutes

                      Price per night from

                      $200

                      Distance approx 7.95 km from Roxbury

                        14

                        Lake Cottage with Views and Fireplace

                        Connecticut / Sherman

                        Sherman house

                        2 5 2 nights min

                        • 2 bedrooms
                        • sleeps 5
                        • 2 nights min
                        • Beach / lakeside relaxation
                        • Child Friendly

                        Price per night from

                        $227

                        Price per night from

                        $227

                        Distance approx 9.53 km from Roxbury

                          25

                          Lakefront Warren 'Carriage House' on 25 Acres!

                          Connecticut / Warren

                          Warren house

                          7 14 4 nights min

                          • 7 bedrooms
                          • sleeps 14
                          • 4 nights min
                          • Ski
                          • Child Friendly
                          • Air conditioning

                          Price per night from

                          $1,140

                          Responds fast!
                          avg. 38 minutes

                          Price per night from

                          $1,140

                          Distance approx 5.87 km from Roxbury

                          (1)  

                            32

                            Must Love Garden and the Sound of Stream

                            New York / Lanesville

                            Lanesville house

                            4 9 1 night min

                            • 4 bedrooms
                            • sleeps 9
                            • 1 night min
                            • Child Friendly
                            • Pet Friendly

                            Price per night from

                            $285

                            Price per night from

                            $285

                            Distance approx 4.78 km from Roxbury

                              12

                              Washington - "Kirby Road" 3-Bedroom Carriage House on the Green - PoshPadsCT

                              Connecticut / Washington

                              Washington house

                              3 6 min stay varies

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

                              Price per night from

                              $186

                              Responds fast!
                              avg. 54 minutes

                              Price per night from

                              $186

                              Distance approx 4.05 km from Roxbury

                                30

                                PoshPadsCT "South Street" 4-BR Cottage with Heated Pool

                                Connecticut / Washington

                                Washington house

                                4 8 min stay varies

                                • 4 bedrooms
                                • sleeps 8
                                • min stay varies
                                • Nearest beach 5 mi
                                • Swimming pool
                                • Child Friendly

                                Price per night from

                                $793

                                Price per night from

                                $793

                                Distance approx 10.65 km from Roxbury

                                  28

                                  Guest Cottage on Country Estate

                                  Connecticut / Watertown

                                  Watertown house

                                  3 6 min stay varies

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

                                  Price per night from

                                  $134

                                  Responds fast!
                                  avg. 19 minutes

                                  Price per night from

                                  $134

                                  Distance approx 7.08 km from Roxbury

                                    28

                                    100% ROXBURY! (Zoom in Map++) PoshPadsCT "MOOSEHORN" Mint 5BR Pool, BBQ, Bikes

                                    Washington / Washington Depot

                                    Washington Depot house

                                    5 12 min stay varies

                                    • 5 bedrooms
                                    • sleeps 12
                                    • min stay varies
                                    • Nearest beach 7 mi
                                    • Swimming pool
                                    • Child Friendly

                                    Price per night from

                                    $300

                                    Responds fast!
                                    avg. 54 minutes

                                    Price per night from

                                    $300

                                    Distance approx 7.91 km from Roxbury

                                    (1) Excellent 

                                      23

                                      Rhubarb Hill, a Charming 1850's Farmhouse

                                      Connecticut / New Preston

                                      New Preston house

                                      3 6 3 nights min

                                      • 3 bedrooms
                                      • sleeps 6
                                      • 3 nights min
                                      • Child Friendly
                                      • Car not necessary
                                      • Pet Friendly

                                      Price per night from

                                      $399

                                      Price per night from

                                      $399

                                      Distance approx 7.02 km from Roxbury

                                      (1) Excellent 

                                        27

                                        Quiet Getaway in Historic Village

                                        Connecticut / Southbury

                                        Southbury house

                                        2 6 min stay varies

                                        • 2 bedrooms
                                        • sleeps 6
                                        • min stay varies
                                        • Nearest beach 3 mi
                                        • Child Friendly
                                        • Car not necessary

                                        Price per night from

                                        $170

                                        Price per night from

                                        $170

                                        Distance approx 6.1 km from Roxbury

                                        (1) Excellent 

                                          14

                                          Wits End Farm B&B

                                          Connecticut / Bethlehem

                                          Bethlehem b and b

                                          5 10 4 nights min

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

                                          Price per night from

                                          $912

                                          Price per night from

                                          $912

                                          Distance approx 6.96 km from Roxbury

                                            8

                                            Library Bed Room with Fireplace, Dressing Room and Separate Entry from outside

                                            Connecticut / Southbury

                                            Southbury room

                                            1 2 2 nights min

                                            • 1 bedroom
                                            • sleeps 2
                                            • 2 nights min
                                            • Private garden

                                            Price per night from

                                            $103

                                            Price per night from

                                            $103

                                            Distance approx 7.08 km from Roxbury

                                              42

                                              100% WASHINGTON! (Zoom in Map++) PoshPadsCT "SUNNY RIDGE" 8-BR Estate, Pool, BBQ

                                              Washington / Washington Depot

                                              Washington Depot house

                                              8 16 min stay varies

                                              • 8 bedrooms
                                              • sleeps 16
                                              • min stay varies
                                              • Child Friendly

                                              Price per night from

                                              $377

                                              Responds fast!
                                              avg. 54 minutes

                                              Price per night from

                                              $377

                                              Distance approx 19.66 km from Roxbury

                                              (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 15.1 km from Roxbury

                                                  24

                                                  Prana Residence - Spa

                                                  Connecticut / Cornwall Bridge

                                                  Cornwall Bridge house

                                                  3 7 2 nights min

                                                  • 3 bedrooms
                                                  • sleeps 7
                                                  • 2 nights min
                                                  • Swimming pool
                                                  • Ask about children
                                                  • Air conditioning

                                                  Price per night from

                                                  $855

                                                  Price per night from

                                                  $855

                                                  Distance approx 7.08 km from Roxbury

                                                    18

                                                    100%WashingtonZOOM MAP+PoshPadsCT "Magical Barn"

                                                    Washington / Washington Depot

                                                    Washington Depot house

                                                    5 10 min stay varies

                                                    • 5 bedrooms
                                                    • sleeps 10
                                                    • min stay varies
                                                    • Child Friendly

                                                    Price per night from

                                                    $339

                                                    Responds fast!
                                                    avg. 54 minutes

                                                    Price per night from

                                                    $339

                                                    Distance approx 8.22 km from Roxbury

                                                      36

                                                      100% ROXBURY (Zoom in Map+) PoshPadsCT "PAINTER RIDGE" Mint 3BR, Pool, BBQ,Bikes

                                                      Connecticut / Washington

                                                      Washington house

                                                      3 8 min stay varies

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

                                                      Price per night from

                                                      $263

                                                      Responds fast!
                                                      avg. 54 minutes

                                                      Price per night from

                                                      $263

                                                      Distance approx 6.1 km from Roxbury

                                                      (1) Excellent 

                                                        16

                                                        Wits End Farm

                                                        Connecticut / Bethlehem

                                                        Bethlehem house

                                                        6 12 3 nights min

                                                        • 6 bedrooms
                                                        • sleeps 12
                                                        • 3 nights min
                                                        • Nearest beach 3 mi
                                                        • Swimming pool
                                                        • Child Friendly

                                                        Price per night from

                                                        $1,028

                                                        Price per night from

                                                        $1,028

                                                        Distance approx 7.08 km from Roxbury

                                                          38

                                                          100% ROXBURY! PoshPadsCT "NORTH ST" Private, Mint 6-BR, Pool,Views, Fire Pl, BBQ

                                                          Washington / Washington Depot

                                                          Washington Depot house

                                                          6 12 min stay varies

                                                          • 6 bedrooms
                                                          • sleeps 12
                                                          • min stay varies
                                                          • Child Friendly
                                                          • Pet Friendly

                                                          Price per night from

                                                          $263

                                                          Responds fast!
                                                          avg. 54 minutes

                                                          Price per night from

                                                          $263

                                                          Distance approx 7.08 km from Roxbury

                                                            36

                                                            100% ROXBURY! (Zoom Map In++) PoshPadsCT "PAINTER HILL" Mint 4-BR,Pool,Fire,BBQ

                                                            Washington / Washington Depot

                                                            Washington Depot house

                                                            4 14 min stay varies

                                                            • 4 bedrooms
                                                            • sleeps 14
                                                            • min stay varies
                                                            • Child Friendly
                                                            • Pet Friendly

                                                            Price per night from

                                                            $263

                                                            Responds fast!
                                                            avg. 54 minutes

                                                            Price per night from

                                                            $263

                                                            Distance approx 7.08 km from Roxbury

                                                              22

                                                              100% WASHINGTON! (Zoom in Map ++) PoshPadsCT "SHEARER RD" Mint 3BR, Pool, BBQ

                                                              Washington / Washington Depot

                                                              Washington Depot house

                                                              3 6 min stay varies

                                                              • 3 bedrooms
                                                              • sleeps 6
                                                              • min stay varies
                                                              • Child Friendly
                                                              • Pet Friendly

                                                              Price per night from

                                                              $225

                                                              Responds fast!
                                                              avg. 54 minutes

                                                              Price per night from

                                                              $225

                                                              Distance approx 7.08 km from Roxbury

                                                                39

                                                                100% ROXBURY! (Zoom in Map++) PoshPadsCT "SENTRY HILL"Mint 6BR Pool,4 FirePlaces

                                                                Washington / Washington Depot

                                                                Washington Depot house

                                                                6 12 min stay varies

                                                                • 6 bedrooms
                                                                • sleeps 12
                                                                • min stay varies
                                                                • Child Friendly
                                                                • Pet Friendly

                                                                Price per night from

                                                                $301

                                                                Responds fast!
                                                                avg. 54 minutes

                                                                Price per night from

                                                                $301

                                                                Distance approx 6.91 km from Roxbury

                                                                (4) Excellent 

                                                                  36

                                                                  20'x40' inground private pool just for you&house with 4bedrooms

                                                                  Connecticut / New Milford

                                                                  New Milford house

                                                                  4 8 7 nights min

                                                                  • 4 bedrooms
                                                                  • sleeps 8
                                                                  • 7 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Nearest beach 13 mi
                                                                  • Swimming pool
                                                                  “Wonderful experience!!!” My wife and our two children (10 and 7)spent a wonderful time at this beautiful New Milford retreat. The house was spacious and nicely decorated and we loved the privacy of the place. You couldn't see any neighbors and yet sho

                                                                  Price per night from

                                                                  $327

                                                                  Price per night from

                                                                  $327

                                                                  Distance approx 7.08 km from Roxbury

                                                                    24

                                                                    100%WASHINGTON! Zoom In Map PoshPadsCT"Calhoun" 4BR, Views!,Meadows,Pool,25Acres

                                                                    Washington / Washington Depot

                                                                    Washington Depot house

                                                                    4 8 min stay varies

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

                                                                    Price per night from

                                                                    $263

                                                                    Responds fast!
                                                                    avg. 54 minutes

                                                                    Price per night from

                                                                    $263

                                                                    Distance approx 14.29 km from Roxbury

                                                                      6

                                                                      Kent Victorian Room 1

                                                                      Connecticut / Kent

                                                                      Kent room

                                                                      1 2 2 nights min

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

                                                                      Price per night from

                                                                      $182

                                                                      Price per night from

                                                                      $182

                                                                      Distance approx 6.78 km from Roxbury

                                                                        29

                                                                        Very private,4bdrm house,20x40inground pool, pool house. Paradise!

                                                                        Connecticut / New Milford

                                                                        New Milford house

                                                                        4 8 3 nights min

                                                                        • 4 bedrooms
                                                                        • sleeps 8
                                                                        • 3 nights min
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $400

                                                                        Price per night from

                                                                        $400

                                                                        Distance approx 13.87 km from Roxbury

                                                                        (1) Excellent 

                                                                          25

                                                                          Modern Litchfield Home on ½-Acre near Town Center

                                                                          Connecticut / Litchfield

                                                                          Litchfield house

                                                                          3 7 min stay varies

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

                                                                          Price per night from

                                                                          $242

                                                                          Responds fast!
                                                                          avg. 32 minutes

                                                                          Price per night from

                                                                          $242

                                                                          Distance approx 9.54 km from Roxbury

                                                                          (1) Excellent 

                                                                            31

                                                                            Country Estate newly renovated that sleeps 16!

                                                                            Connecticut / Bethlehem

                                                                            Bethlehem house

                                                                            5 16 min stay varies

                                                                            • 5 bedrooms
                                                                            • sleeps 16
                                                                            • min stay varies
                                                                            • Nearest beach 2 mi
                                                                            • Child Friendly
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $189

                                                                            Responds fast!
                                                                            avg. 19 minutes

                                                                            Price per night from

                                                                            $189

                                                                            Distance approx 9.09 km from Roxbury

                                                                              24

                                                                              Unique New Fairfield House w/ Deck & Lake Views!

                                                                              Connecticut / New Fairfield

                                                                              New Fairfield house

                                                                              3 10 min stay varies

                                                                              • 3 bedrooms
                                                                              • sleeps 10
                                                                              • min stay varies
                                                                              • Child Friendly
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $286

                                                                              Responds fast!
                                                                              avg. 2 hours 49 minutes

                                                                              Price per night from

                                                                              $286