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38 Houses

Great rentals within 20 miles that match your search

Distance approx 10.75 km from Chester

    31

    Perfect Estate and Location For Your Connecticut the Best

    Connecticut / East Lyme

    East Lyme house

    5 14 min stay varies

    • 5 bedrooms
    • sleeps 14
    • min stay varies
    • Swimming pool
    • Child Friendly
    • Air conditioning

    Price per night from

    $1,158

    Price per night from

    $1,158

    Distance approx 11.14 km from Chester

      12

      Spacious studio near beach

      Connecticut / Madison

      Madison studio

      Studio 3 1 night min

      • Studio
      • sleeps 3
      • 1 night min
      • Swimming pool
      • Child Friendly
      • Air conditioning

      Price per night from

      $81

      Price per night from

      $81

      Distance approx 10.24 km from Chester

        24

        NEW! Quiet Clinton House Steps to Private Beaches!

        Connecticut / Clinton

        Clinton house

        3 6 min stay varies

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

        Price per night from

        $201

        Responds fast!
        avg. 37 minutes

        Price per night from

        $201

        Distance approx 8.57 km from Chester

          29

          Old Saybrook Cottage w/Fire Pit - Walk to Beach!

          Connecticut / Old Saybrook

          Old Saybrook cottage

          2 6 min stay varies

          • 2 bedrooms
          • sleeps 6
          • min stay varies
          • Ski
          • Child Friendly
          • Pet Friendly

          Price per night from

          $184

          Responds fast!
          avg. 37 minutes

          Price per night from

          $184

          Distance approx 14.02 km from Chester

          (16) Excellent 

            21

            The Sun, Sand and Relaxation at Hand! Direct Lakefront, Perfect for 2

            Mystic Country / Uncasville

            Uncasville cottage

            1 3 min stay varies

            • 1 bedroom
            • sleeps 3
            • min stay varies
            • Beach / lakeside relaxation
            • Ask about children
            • Private garden
            “Great weekend getaway” My boyfriend and I enjoyed a nice quiet weekend in this lovely cottage. The owner, Victoria, was extremely helpful and accommodating.The view of the lake was the best feature the house had to offer. We really enjoyed having the
            …see more

            Price per night from

            $201

            Responds fast!
            avg. 1 hour 5 minutes

            Price per night from

            $201

            Distance approx 19.33 km from Chester

              24

              Pristine Norwich Inn & Spa Villa Near Casinos-1BR

              Mystic Country / Norwich

              Norwich apartment

              1 2 min stay varies

              • 1 bedroom
              • sleeps 2
              • min stay varies
              • Swimming pool
              • Air conditioning

              Price per night from

              $201

              Responds fast!
              avg. 47 minutes

              Price per night from

              $201

              Distance approx 11.29 km from Chester

                24

                Updated Old Lyme Cottage - Steps from the Beach!

                Connecticut / Old Lyme

                Old Lyme cottage

                3 6 min stay varies

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

                Price per night from

                $172

                Responds fast!
                avg. 47 minutes

                Price per night from

                $172

                Distance approx 14.08 km from Chester

                (2) Excellent 

                  25

                  White Sandy Beach at your Door

                  Mystic Country / Niantic

                  Niantic house

                  4 11 7 nights min

                  • 4 bedrooms
                  • sleeps 11
                  • 7 nights min
                  • Child Friendly
                  • Air conditioning
                  • Private garden

                  Price per night from

                  $700

                  Price per night from

                  $700

                  Distance approx 2.11 km from Chester Show on Map

                    26

                    Peace Barn in the heart of the CT River Valley

                    Connecticut / Deep River

                    Deep River house

                    4 10 2 nights min

                    • 4 bedrooms
                    • sleeps 10
                    • 2 nights min
                    • Beach / lakeside relaxation
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $220

                    Price per night from

                    $220

                    Distance approx 14.14 km from Chester

                      9

                      3 BR Charming CT shore Beach House at Black Point

                      Mystic Country / Niantic

                      Niantic house

                      3 7 7 nights min

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

                      Price per night from

                      $229

                      Price per night from

                      $229

                      Distance approx 14.11 km from Chester

                      (1) Excellent 

                        33

                        Niantic Beach House

                        Mystic Country / Niantic

                        Niantic house

                        4 10 min stay varies

                        • 4 bedrooms
                        • sleeps 10
                        • min stay varies
                        • Child Friendly
                        • Air conditioning
                        • Private garden

                        Price per night from

                        $115

                        Price per night from

                        $115

                        Distance approx 19.03 km from Chester

                          36

                          Deluxe Waterford Home w/Outdoor Bar--Steps to Cove

                          Connecticut / Waterford

                          Waterford house

                          5 10 min stay varies

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

                          Price per night from

                          $487

                          Responds fast!
                          avg. 33 minutes

                          Price per night from

                          $487

                          Distance approx 10.46 km from Chester

                            41

                            New Luxury Waterfront Home

                            Connecticut / Clinton

                            Clinton house

                            4 10 min stay varies

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

                            Price per night from

                            $572

                            Responds fast!
                            avg. 1 hour 44 minutes

                            Price per night from

                            $572

                            Distance approx 19.56 km from Chester

                              24

                              Dream house vacation on the Long Island Sound

                              North Fork / Orient

                              Orient house

                              5 14 14 nights min

                              • 5 bedrooms
                              • sleeps 14
                              • 14 nights min
                              • Child Friendly
                              • Air conditioning
                              • Private garden

                              Price per night from

                              $1,088

                              Responds fast!
                              avg. 2 hours 40 minutes

                              Price per night from

                              $1,088

                              Distance approx 16.51 km from Chester

                                28

                                Historic Granite House in Scenic Jordan Village

                                Connecticut / Waterford

                                Waterford manor house

                                5 12 2 nights min

                                • 5 bedrooms
                                • sleeps 12
                                • 2 nights min
                                • Nearest beach 5 mi
                                • Child Friendly
                                • Air conditioning

                                Price per night from

                                $1,432

                                Price per night from

                                $1,432

                                Distance approx 18.52 km from Chester

                                (3) Excellent 

                                  14

                                  Private bedroom in historic house on famous Starr

                                  Connecticut / New London

                                  New London b and b

                                  1 2 2 nights min

                                  • 1 bedroom
                                  • sleeps 2
                                  • 2 nights min
                                  • Beach / lakeside relaxation
                                  • Nearest beach 6 mi
                                  • Ask about children

                                  Price per night from

                                  $109

                                  Price per night from

                                  $109

                                  Distance approx 7.82 km from Chester

                                    24

                                    New! 2BR Moodus Cottage - Walk to Private Beach!

                                    Connecticut / Moodus

                                    Moodus cottage

                                    2 6 2 nights min

                                    • 2 bedrooms
                                    • sleeps 6
                                    • 2 nights min
                                    • Child Friendly
                                    • Air conditioning
                                    • Ask about pets

                                    Price per night from

                                    $166

                                    Responds fast!
                                    avg. 47 minutes

                                    Price per night from

                                    $166

                                    Distance approx 19.37 km from Chester

                                      24

                                      Beautiful New London Beach House with Views of Long Island Sound

                                      Connecticut / New London

                                      New London house

                                      4 9 2 nights min

                                      • 4 bedrooms
                                      • sleeps 9
                                      • 2 nights min
                                      • Beach / lakeside relaxation
                                      • Child Friendly

                                      Price per night from

                                      $458

                                      Price per night from

                                      $458

                                      Distance approx 19.4 km from Chester

                                      (1) Excellent 

                                        10

                                        Newly remodeled 1891 Queen Anne Victorian mansion

                                        Connecticut / Wallingford

                                        Wallingford b and b

                                        1 2 1 night min

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

                                        Price per night from

                                        $212

                                        Price per night from

                                        $212

                                        Distance approx 16.54 km from Chester

                                          24

                                          Remodeled Farmhouse in Waterford Near 2 Beaches!

                                          Connecticut / Waterford

                                          Waterford house

                                          2 6 min stay varies

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

                                          Price per night from

                                          $201

                                          Responds fast!
                                          avg. 33 minutes

                                          Price per night from

                                          $201

                                          Distance approx 12.03 km from Chester

                                            26

                                            NEW! Old Lyme Apt. - Walk to Sound View Beach!

                                            Connecticut / Old Lyme

                                            Old Lyme apartment

                                            2 4 4 nights min

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

                                            Price per night from

                                            $229

                                            Responds fast!
                                            avg. 33 minutes

                                            Price per night from

                                            $229

                                            Distance approx 19.82 km from Chester

                                            (4) Excellent 

                                              28

                                              Victorian Seasons one bedroom duplex farmhouse

                                              North Fork / East Marion

                                              East Marion farmhouse

                                              1 2 1 night min

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

                                              Price per night from

                                              $401

                                              Responds fast!
                                              avg. 2 hours 41 minutes

                                              Price per night from

                                              $401

                                              Distance approx 16.45 km from Chester

                                              (3) Very Good 

                                                55

                                                Waterfront w/ Dock on Long Island Sound!

                                                Connecticut / Waterford

                                                Waterford house

                                                3 8 7 nights min

                                                • 3 bedrooms
                                                • sleeps 8
                                                • 7 nights min
                                                • Beach / lakeside relaxation
                                                • Child Friendly
                                                • Pet Friendly

                                                Price per night from

                                                $328

                                                Price per night from

                                                $328

                                                Distance approx 19.45 km from Chester

                                                (5) Very Good 

                                                  13

                                                  Villa Signor! Peaceful Spa Escape & New England Charm w/ nearby Casino!

                                                  Mystic Country / Norwich

                                                  Norwich villa

                                                  1 4 2 nights min

                                                  • 1 bedroom
                                                  • sleeps 4
                                                  • 2 nights min
                                                  • Swimming pool
                                                  • Child Friendly
                                                  • Air conditioning

                                                  Price per night from

                                                  $114

                                                  Responds fast!
                                                  avg. 6 minutes

                                                  Price per night from

                                                  $114

                                                  Distance approx 19.77 km from Chester

                                                  (3) Excellent 

                                                    22

                                                    Unique English Country Cottage

                                                    North Fork / East Marion

                                                    East Marion cottage

                                                    2 4 1 night min

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

                                                    Price per night from

                                                    $458

                                                    Responds fast!
                                                    avg. 2 hours 41 minutes

                                                    Price per night from

                                                    $458

                                                    Distance approx 19.86 km from Chester

                                                    (5) Excellent 

                                                      23

                                                      Beautiful French Country Cottage

                                                      North Fork / East Marion

                                                      East Marion cottage

                                                      2 4 1 night min

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

                                                      Price per night from

                                                      $458

                                                      Responds fast!
                                                      avg. 2 hours 41 minutes

                                                      Price per night from

                                                      $458

                                                      Distance approx 19.43 km from Chester

                                                      (1) Excellent 

                                                        31

                                                        Luxury Villa at the Norwich Inn and Spa

                                                        Mystic Country / Norwich

                                                        Norwich villa

                                                        1 4 2 nights min

                                                        • 1 bedroom
                                                        • sleeps 4
                                                        • 2 nights min
                                                        • Nearest beach 16 mi
                                                        • Swimming pool
                                                        • Child Friendly

                                                        Price per night from

                                                        $189

                                                        Responds fast!
                                                        avg. 44 minutes

                                                        Price per night from

                                                        $189

                                                        Distance approx 19.33 km from Chester

                                                        (1) Very Good 

                                                          16

                                                          Pristine Luxury Villa At The Norwich Inn & Spa

                                                          Mystic Country / Norwich

                                                          Norwich villa

                                                          1 6 2 nights min

                                                          • 1 bedroom
                                                          • sleeps 6
                                                          • 2 nights min
                                                          • Beach / lakeside relaxation
                                                          • Swimming pool
                                                          • Child Friendly

                                                          Price per night from

                                                          $229

                                                          Price per night from

                                                          $229

                                                          Distance approx 8.25 km from Chester

                                                            10

                                                            Private 2 Bedroom Cottage - Walk to Beach & River

                                                            Connecticut / Westbrook

                                                            Westbrook cottage

                                                            2 5 7 nights min

                                                            • 2 bedrooms
                                                            • sleeps 5
                                                            • 7 nights min
                                                            • Child Friendly
                                                            • Air conditioning
                                                            • Private garden

                                                            Price per night from

                                                            $263

                                                            Price per night from

                                                            $263

                                                            Distance approx 16.5 km from Chester

                                                              17

                                                              Betty's Boat House

                                                              Connecticut / Middlefield

                                                              Middlefield house

                                                              2 4 min stay varies

                                                              • 2 bedrooms
                                                              • sleeps 4
                                                              • min stay varies
                                                              • Beach / lakeside relaxation
                                                              • Nearest beach 0.1 mi
                                                              • Child Friendly

                                                              Price per night from

                                                              $81

                                                              Price per night from

                                                              $81

                                                              Distance approx 18.96 km from Chester

                                                                8

                                                                Executive Townhouse

                                                                Connecticut / Meriden

                                                                Meriden townhouse

                                                                3 6 7 nights min

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

                                                                Price per night from

                                                                $196

                                                                Price per night from

                                                                $196

                                                                Distance approx 13.2 km from Chester

                                                                (3) Very Good 

                                                                  21

                                                                  East Hampton lakefront lakehouse

                                                                  Connecticut / East Hampton

                                                                  East Hampton house

                                                                  4 8 2 nights min

                                                                  • 4 bedrooms
                                                                  • sleeps 8
                                                                  • 2 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Child Friendly
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $258

                                                                  Price per night from

                                                                  $258

                                                                  Distance approx 18.34 km from Chester

                                                                    11

                                                                    Private Beach 5 bedroom home w/in law apt

                                                                    Connecticut / Branford

                                                                    Branford house

                                                                    5 12 7 nights min

                                                                    • 5 bedrooms
                                                                    • sleeps 12
                                                                    • 7 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Nearest beach 0 mi
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $1,145

                                                                    Responds fast!
                                                                    avg. 2 hours 50 minutes

                                                                    Price per night from

                                                                    $1,145

                                                                    Distance approx 19.34 km from Chester

                                                                    (6) Excellent 

                                                                      14

                                                                      North Fork House with Private Beach Access

                                                                      North Fork / East Marion

                                                                      East Marion house

                                                                      4 8 7 nights min

                                                                      • 4 bedrooms
                                                                      • sleeps 8
                                                                      • 7 nights min
                                                                      • Child Friendly
                                                                      • Air conditioning
                                                                      • Pet Friendly

                                                                      Price per night from

                                                                      $286

                                                                      Price per night from

                                                                      $286

                                                                      Distance approx 19.5 km from Chester

                                                                      (1) Excellent 

                                                                        12

                                                                        Sophisticated Villa at the Norwich Inn & Spa - Clo

                                                                        Mystic Country / Norwich

                                                                        Norwich condo

                                                                        1 3 2 nights min

                                                                        • 1 bedroom
                                                                        • sleeps 3
                                                                        • 2 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Swimming pool
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $258

                                                                        Price per night from

                                                                        $258

                                                                        Distance approx 12.13 km from Chester

                                                                          32

                                                                          Surrounded By Nature

                                                                          Connecticut / Guilford

                                                                          Guilford house

                                                                          4 10 min stay varies

                                                                          • 4 bedrooms
                                                                          • sleeps 10
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 5 mi
                                                                          • Child Friendly

                                                                          Price per night from

                                                                          $192

                                                                          Price per night from

                                                                          $192

                                                                          Distance approx 13.92 km from Chester

                                                                          (2) Excellent 

                                                                            36

                                                                            3/2 Private Lakefrobt Home 4 steps to the water-Kayaks, SUP, Canoe & Paddle Boat

                                                                            Connecticut / East Hampton

                                                                            East Hampton house

                                                                            3 8 min stay varies

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

                                                                            Price per night from

                                                                            $373

                                                                            Responds fast!
                                                                            avg. 3 hours 20 minutes

                                                                            Price per night from

                                                                            $373

                                                                            Distance approx 6.07 km from Chester

                                                                            (3) Very Good 

                                                                              22

                                                                              $500 off EARLY RESERVATION CT Lake Front Victorian Mansion Truly Memorable

                                                                              Connecticut / East Haddam

                                                                              East Haddam house

                                                                              7 24 6 nights min

                                                                              • 7 bedrooms
                                                                              • sleeps 24
                                                                              • 6 nights min
                                                                              • Beach / lakeside relaxation
                                                                              • Nearest beach 32 mi
                                                                              • Child Friendly
                                                                              “We can't wait to come again!!” Wanted to Thank you for a "Truly Memorable" time. Our entire family want to return to this magical place. We swam, fished, canoed, played volleyball,you name it someone was ready. My wife enjoyed the hammock and balconie
                                                                              …see more

                                                                              Price per night from

                                                                              $975

                                                                              Responds fast!
                                                                              avg. 3 hours 0 minutes

                                                                              Price per night from

                                                                              $975