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61 Houses

    8

    Kent Victorian Room 4

    Connecticut / Kent

    Kent room

    1 2 2 nights min

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

    Price per night from

    $126

    Price per night from

    $126

      8

      Kent Victorian Room 2

      Connecticut / Kent

      Kent room

      1 2 2 nights min

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

      Price per night from

      $171

      Price per night from

      $171

        8

        Kent Victorian Room 3

        Connecticut / Kent

        Kent room

        1 2 2 nights min

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

        Price per night from

        $171

        Price per night from

        $171

          8

          Kent Victorian Room 5

          Connecticut / Kent

          Kent room

          2 3 2 nights min

          • 2 bedrooms
          • sleeps 3
          • 2 nights min
          • Air conditioning
          • Private garden

          Price per night from

          $182

          Price per night from

          $182

            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

            Great rentals within 20 miles that match your search

            Distance approx 15.01 km from Kent

            (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

              $250

              Price per night from

              $250

              Distance approx 18.08 km from Kent

              (1) Excellent 

                28

                Hudson Valley Cabin - Romantic & Secluded Log Cabin with Private Lake - 85 acres

                New York / Stanfordville

                Stanfordville log cabin

                1 2 2 nights min

                • 1 bedroom
                • sleeps 2
                • 2 nights min

                Price per night from

                $258

                Price per night from

                $258

                Distance approx 16.37 km from Kent

                (1) Excellent 

                  11

                  Riverwood - Cozy Carriage House in the Woods

                  Connecticut / Falls Village

                  Falls Village apartment

                  1 2 2 nights min

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

                  Price per night from

                  $258

                  Price per night from

                  $258

                  Distance approx 11.24 km from Kent

                    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

                    $772

                    Responds fast!
                    avg. 54 minutes

                    Price per night from

                    $772

                    Distance approx 8.67 km from Kent

                      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

                      $301

                      Responds fast!
                      avg. 54 minutes

                      Price per night from

                      $301

                      Distance approx 4.87 km from Kent Show on Map

                        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

                        $715

                        Price per night from

                        $715

                        Distance approx 12.76 km from Kent

                        (3) Very Good 

                          22

                          Comfortable Rustic Cottage on 4 Wooded Acres with Brook

                          Connecticut / West Cornwall

                          West Cornwall cottage

                          2 6 2 nights min

                          • 2 bedrooms
                          • sleeps 6
                          • 2 nights min
                          • Nearest beach 12 mi
                          • Child Friendly
                          • Air conditioning

                          Price per night from

                          $172

                          Price per night from

                          $172

                          Distance approx 11.45 km from Kent

                            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

                            $340

                            Responds fast!
                            avg. 54 minutes

                            Price per night from

                            $340

                            Distance approx 11.76 km from Kent

                              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 13.5 km from Kent

                                8

                                Large Private Apartment

                                New York / Verbank

                                Verbank apartment

                                1 3 1 night min

                                • 1 bedroom
                                • sleeps 3
                                • 1 night min
                                • Child Friendly

                                Price per night from

                                $115

                                Price per night from

                                $115

                                Distance approx 11.95 km from Kent

                                  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

                                  $228

                                  Price per night from

                                  $228

                                  Distance approx 13.03 km from Kent

                                    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

                                    $1,001

                                    Responds fast!
                                    avg. 54 minutes

                                    Price per night from

                                    $1,001

                                    Distance approx 7.16 km from Kent Show on Map

                                      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

                                      $1,144

                                      Responds fast!
                                      avg. 38 minutes

                                      Price per night from

                                      $1,144

                                      Distance approx 13.29 km from Kent

                                      (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

                                        $286

                                        Price per night from

                                        $286

                                        Distance approx 11.89 km from Kent

                                          13

                                          Quiet Country Contemporary Home on 5 Private Acres

                                          Connecticut / West Cornwall

                                          West Cornwall house

                                          3 10 2 nights min

                                          • 3 bedrooms
                                          • sleeps 10
                                          • 2 nights min
                                          • Nearest beach 6 mi
                                          • Child Friendly
                                          • Air conditioning

                                          Price per night from

                                          $463

                                          Price per night from

                                          $463

                                          Distance approx 10.74 km from Kent

                                            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

                                            $187

                                            Responds fast!
                                            avg. 54 minutes

                                            Price per night from

                                            $187

                                            Distance approx 11.34 km from Kent

                                              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

                                              $795

                                              Price per night from

                                              $795

                                              Distance approx 17.47 km from Kent

                                              (20) Excellent 

                                                18

                                                The Cottage at Great Falls

                                                Connecticut / Falls Village

                                                Falls Village cottage

                                                2 4 2 nights min

                                                • 2 bedrooms
                                                • sleeps 4
                                                • 2 nights min
                                                “Relaxation Overload” Went with the girlfriend for a weekend getaway and chose the perfect place. Extremely relaxing and soothing trip. Everything you need is there, french press? Yep. Towels? Yep. Amazing art? Yep! This place is incredibly decorated a

                                                Price per night from

                                                $275

                                                Responds fast!
                                                avg. 1 hour 51 minutes

                                                Price per night from

                                                $275

                                                Distance approx 8.67 km from Kent

                                                  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

                                                  $301

                                                  Responds fast!
                                                  avg. 54 minutes

                                                  Price per night from

                                                  $301

                                                  Distance approx 7.4 km from Kent Show on Map

                                                  (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

                                                    $401

                                                    Price per night from

                                                    $401

                                                    Distance approx 14.67 km from Kent

                                                    (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

                                                      $915

                                                      Price per night from

                                                      $915

                                                      Distance approx 8.67 km from Kent

                                                        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

                                                        $378

                                                        Responds fast!
                                                        avg. 54 minutes

                                                        Price per night from

                                                        $378

                                                        Distance approx 19.24 km from Kent

                                                        (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 15.64 km from Kent

                                                          (1) Excellent 

                                                            13

                                                            Lake House

                                                            Connecticut / Lakeville

                                                            Lakeville house

                                                            5 9 2 nights min

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

                                                            Price per night from

                                                            $686

                                                            Price per night from

                                                            $686

                                                            Distance approx 18.97 km from Kent

                                                              19

                                                              Converted Barn on 5+ Acres. WiFi & Serenity.

                                                              New York / Clinton Corners

                                                              Clinton Corners house

                                                              4 6 7 nights min

                                                              • 4 bedrooms
                                                              • sleeps 6
                                                              • 7 nights min
                                                              • Child Friendly

                                                              Price per night from

                                                              $319

                                                              Price per night from

                                                              $319

                                                              Distance approx 8.48 km from Kent Show on Map

                                                                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

                                                                $858

                                                                Price per night from

                                                                $858

                                                                Distance approx 13.25 km from Kent

                                                                (1) Excellent 

                                                                  31

                                                                  Private Lakefront & Pool DeeLuxGlamping. NYC Getaway

                                                                  New York / Pawling

                                                                  Pawling camper van

                                                                  2 8 1 night min

                                                                  • 2 bedrooms
                                                                  • sleeps 8
                                                                  • 1 night min
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $180

                                                                  Price per night from

                                                                  $180

                                                                  Distance approx 13.46 km from Kent

                                                                    20

                                                                    Litchfield Hills Hideaway

                                                                    Connecticut / Litchfield

                                                                    Litchfield apartment

                                                                    1 2 2 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 2
                                                                    • 2 nights min

                                                                    Price per night from

                                                                    $138

                                                                    Responds fast!
                                                                    avg. 1 hour 26 minutes

                                                                    Price per night from

                                                                    $138

                                                                    Distance approx 8.67 km from Kent

                                                                      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

                                                                      $340

                                                                      Responds fast!
                                                                      avg. 54 minutes

                                                                      Price per night from

                                                                      $340

                                                                      Distance approx 18.01 km from Kent

                                                                        24

                                                                        4 bedrooms In Litchfield County, sleeps 10 plus

                                                                        Connecticut / Woodbury

                                                                        Woodbury house

                                                                        5 8 1 night min

                                                                        • 5 bedrooms
                                                                        • sleeps 8
                                                                        • 1 night min
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $373

                                                                        Price per night from

                                                                        $373

                                                                        Distance approx 16.57 km from Kent

                                                                        (3) Excellent 

                                                                          42

                                                                          4 Bedroom Furnished House in Lakeville Connecticut

                                                                          Connecticut / Lakeville

                                                                          Lakeville house

                                                                          4 8 2 nights min

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

                                                                          Price per night from

                                                                          $373

                                                                          Price per night from

                                                                          $373

                                                                          Distance approx 11.46 km from Kent

                                                                            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

                                                                            $264

                                                                            Responds fast!
                                                                            avg. 54 minutes

                                                                            Price per night from

                                                                            $264

                                                                            Distance approx 9.74 km from Kent

                                                                              44

                                                                              1790 Classic Colonial Center Hall home

                                                                              Connecticut / Sharon

                                                                              Sharon house

                                                                              5 11 2 nights min

                                                                              • 5 bedrooms
                                                                              • sleeps 11
                                                                              • 2 nights min
                                                                              • Child Friendly

                                                                              Price per night from

                                                                              $802

                                                                              Price per night from

                                                                              $802