Vacation Rentals with Pool in Lewes

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Filtering by: Swimming pool

518 vacation rentals
    24

    Elegant Coastal Resort Condo Minutes to Beaches!

    Delaware / Lewes

    Lewes apartment

    2 6 min stay varies

    • 2 bedrooms
    • sleeps 6
    • min stay varies
    • Swimming pool
    • Child Friendly
    • Air conditioning

    Price per night from

    $155

    Responds fast!
    avg. 8 minutes

    Price per night from

    $155

      24

      Rehoboth/Lewes Condo w/ Porch - 15 Mins to Beach!

      Delaware / Lewes

      Lewes condo

      2 10 min stay varies

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

      Price per night from

      $103

      Responds fast!
      avg. 8 minutes

      Price per night from

      $103

        23

        Awesome 3 Bedroom Condo in Family Friendly Community minutes from Beach

        Delaware / Lewes

        Lewes condo

        3 6 7 nights min

        • 3 bedrooms
        • sleeps 6
        • 7 nights min
        • Swimming pool
        • Child Friendly
        • Air conditioning

        Price per night from

        $164

        Responds fast!
        avg. 2 hours 39 minutes

        Price per night from

        $164

          12

          4 Debraak Landing

          Delaware / Lewes

          Lewes house

          7 14 7 nights min

          • 7 bedrooms
          • sleeps 14
          • 7 nights min
          • Swimming pool
          • Child Friendly
          • Air conditioning

          Price per night from

          $329

          Price per night from

          $329

            13

            Salty Haven-Lewes, DE Close to beaches. Can sleep 13+

            Delaware / Lewes

            Lewes house

            4 16 min stay varies

            • 4 bedrooms
            • sleeps 16
            • min stay varies
            • Nearest beach 17 mi
            • Swimming pool
            • Child Friendly

            Price per night from

            $229

            Responds fast!
            avg. 2 hours 46 minutes

            Price per night from

            $229

            (17) Very Good 

              15

              Best Value at the Delaware Shore!

              Delaware / Lewes

              Lewes apartment

              3 8 min stay varies

              • 3 bedrooms
              • sleeps 8
              • min stay varies
              • Beach / lakeside relaxation
              • Swimming pool
              • Child Friendly
              “Mellow Fall Getaway” We thought the home was lovely,spacious, clean and quiet. It took 10 -15 mins to get to either the Lewes or Rehobeth beaches, so we enjoyed having the pool right here. We were disappointed that there was some limitation on the te
              …see more

              Price per night from

              $138

              Responds fast!
              avg. 2 hours 39 minutes

              Price per night from

              $138

                27

                NEW! Lakefront Lewes Home 15-20 Min to 4 Beaches!

                Delaware / Lewes

                Lewes townhouse

                3 8 7 nights min

                • 3 bedrooms
                • sleeps 8
                • 7 nights min
                • Swimming pool
                • Child Friendly
                • Air conditioning

                Price per night from

                $132

                Responds fast!
                avg. 8 minutes

                Price per night from

                $132

                (1) Excellent 

                  7

                  Port Lewes 67

                  Delaware / Lewes

                  Lewes house

                  3 8 7 nights min

                  • 3 bedrooms
                  • sleeps 8
                  • 7 nights min
                  • Swimming pool
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $271

                  Price per night from

                  $271

                    5

                    Lovely Lewes Ranch Home Close to Ocean, Beaches,State Parks,Water Parks,Rides

                    Delaware / Lewes

                    Lewes house

                    3 7 7 nights min

                    • 3 bedrooms
                    • sleeps 7
                    • 7 nights min
                    • Swimming pool
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $159

                    Price per night from

                    $159

                      20

                      Best Family Rental in 5 Points Lewes.

                      Delaware / Lewes

                      Lewes house

                      4 10 7 nights min

                      • 4 bedrooms
                      • sleeps 10
                      • 7 nights min
                      • Beach / lakeside relaxation
                      • Swimming pool
                      • Child Friendly

                      Price per night from

                      $552

                      Responds fast!
                      avg. 1 hour 6 minutes

                      Price per night from

                      $552

                        15

                        Fun in the Sun

                        Delaware / Lewes

                        Lewes apartment

                        2 6 7 nights min

                        • 2 bedrooms
                        • sleeps 6
                        • 7 nights min
                        • Swimming pool
                        • Child Friendly
                        • Air conditioning

                        Price per night from

                        $148

                        Price per night from

                        $148

                        Great rentals within 20 miles that match your search

                        Distance approx 19.44 km from Lewes

                          9

                          Seapointe Village

                          Cape May County / Wildwood Crest

                          Wildwood Crest condo

                          2 5 3 nights min

                          • 2 bedrooms
                          • sleeps 5
                          • 3 nights min
                          • Swimming pool
                          • Child Friendly
                          • Air conditioning

                          Price per night from

                          $458

                          Price per night from

                          $458

                          Distance approx 14.76 km from Lewes

                            29

                            Premium Bay Forest End Unit, Beautiful, Spacious, Clean, Minutes To Beach

                            Delaware / Ocean View

                            Ocean View villa

                            4 8 min stay varies

                            • 4 bedrooms
                            • sleeps 8
                            • min stay varies
                            • Swimming pool
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $344

                            Responds fast!
                            avg. 1 hour 46 minutes

                            Price per night from

                            $344

                            Distance approx 5.8 km from Lewes

                            (2) Very Good 

                              27

                              5 Bedroom Beach House with Pool

                              Delaware / Rehoboth Beach

                              Rehoboth Beach house

                              5 13 min stay varies

                              • 5 bedrooms
                              • sleeps 13
                              • min stay varies
                              • Nearest beach 3 mi
                              • Swimming pool
                              • Child Friendly

                              Price per night from

                              $344

                              Price per night from

                              $344

                              Distance approx 15.66 km from Lewes

                              (6) Very Good 

                                6

                                Sea Colony Farragut House Oceanfront Condo

                                Delaware / Bethany Beach

                                Bethany Beach apartment

                                3 6 7 nights min

                                • 3 bedrooms
                                • sleeps 6
                                • 7 nights min
                                • Beach / lakeside relaxation
                                • Swimming pool
                                • Child Friendly
                                “Loved the location and the condo is very spacious.” Everything was very nice; however we have an issue with our microwave and no one has been in to replace it even though they promised to two days ago.
                                …see more

                                Price per night from

                                $229

                                Price per night from

                                $229

                                Distance approx 4.89 km from Lewes

                                (2) Excellent 

                                  31

                                  3 MASTER SUITES -Upscale Townhouse - Pool, Walk/Bike to Beach & Restaurants

                                  Delaware / Rehoboth Beach

                                  Rehoboth Beach townhouse

                                  5 12 min stay varies

                                  • 5 bedrooms
                                  • sleeps 12
                                  • min stay varies
                                  • Beach / lakeside relaxation
                                  • Swimming pool
                                  • Child Friendly

                                  Price per night from

                                  $223

                                  Responds fast!
                                  avg. 1 hour 29 minutes

                                  Price per night from

                                  $223

                                  Distance approx 17.54 km from Lewes

                                  (19) Excellent 

                                  Certificate of Excellence

                                    46

                                    Bear Trap Resort - Beautiful Bethany Beach Villa

                                    Delaware / Bethany Beach

                                    Bethany Beach hotel apartment

                                    2 6 min stay varies

                                    • 2 bedrooms
                                    • sleeps 6
                                    • min stay varies
                                    • Beach / lakeside relaxation
                                    • Swimming pool
                                    • Child Friendly
                                    “Best Family Vacation ever!” We stayed in august. Family of four (kids 7/9). The villa is beautiful. It was so spacious and lovely. Three Tv's (vcr/dvd) so no fighting over what to watch. Not that we had time for much TV. It has a large eat in kitchen
                                    …see more

                                    Certificate of Excellence

                                    Price per night from

                                    $201

                                    Price per night from

                                    $201

                                    Distance approx 12.48 km from Lewes

                                    (6) Excellent 

                                      29

                                      Puzzle House at South Shore Marina- Bethany Beach

                                      Delaware / Bethany Beach

                                      Bethany Beach apartment

                                      4 10 min stay varies

                                      • 4 bedrooms
                                      • sleeps 10
                                      • min stay varies
                                      • Beach / lakeside relaxation
                                      • Nearest beach 0.4 mi
                                      • Swimming pool
                                      “Awesome” Our family had an awesome time.There was A lot of room for everyone.The Kitchen was well equipped for the meals we made.We also loved the close proximity of the beach. We went to the Big Chill restaurant while we were there and had awesome cr
                                      …see more

                                      Price per night from

                                      $344

                                      Price per night from

                                      $344

                                      Distance approx 17.35 km from Lewes

                                      (7) Very Good 

                                        36

                                        Sally's Sandcastle 4 Blocks To Bethany Beach!

                                        Delaware / Bethany Beach

                                        Bethany Beach townhouse

                                        3 6 min stay varies

                                        • 3 bedrooms
                                        • sleeps 6
                                        • min stay varies
                                        • Nearest beach 1 mi
                                        • Swimming pool
                                        • Child Friendly

                                        Price per night from

                                        $126

                                        Price per night from

                                        $126

                                        Distance approx 17.95 km from Lewes

                                        (2) Very Good 

                                          9

                                          Sea Colony West- 3 Blocks to Beach!

                                          Delaware / Bethany Beach

                                          Bethany Beach townhouse

                                          2 8 min stay varies

                                          • 2 bedrooms
                                          • sleeps 8
                                          • min stay varies
                                          • Beach / lakeside relaxation
                                          • Swimming pool
                                          • Child Friendly

                                          Price per night from

                                          $254

                                          Responds fast!
                                          avg. 3 hours 38 minutes

                                          Price per night from

                                          $254

                                          Distance approx 17.63 km from Lewes

                                            7

                                            Bethany Beach - Sea Colony West - quiet and peaceful

                                            Delaware / Bethany Beach

                                            Bethany Beach condo

                                            2 6 min stay varies

                                            • 2 bedrooms
                                            • sleeps 6
                                            • min stay varies
                                            • Swimming pool
                                            • Child Friendly
                                            • Air conditioning

                                            Price per night from

                                            $159

                                            Price per night from

                                            $159

                                            Distance approx 6.84 km from Lewes

                                            (3) Very Good 

                                              6

                                              4 BR Oceanblock with Pool & Multiple Decks w/ View

                                              Delaware / Dewey Beach

                                              Dewey Beach townhouse

                                              4 11 2 nights min

                                              • 4 bedrooms
                                              • sleeps 11
                                              • 2 nights min
                                              • Swimming pool
                                              • Child Friendly
                                              • Air conditioning

                                              Price per night from

                                              $774

                                              Price per night from

                                              $774

                                              Distance approx 16.7 km from Lewes

                                              (1) Excellent 

                                                34

                                                Spacious Beach & Golf Home near Beach w/ New Pool!

                                                Delaware / Ocean View

                                                Ocean View house

                                                4 10 min stay varies

                                                • 4 bedrooms
                                                • sleeps 10
                                                • min stay varies
                                                • Beach / lakeside relaxation
                                                • Nearest beach 3 mi
                                                • Swimming pool

                                                Price per night from

                                                $342

                                                Price per night from

                                                $342

                                                Distance approx 17.48 km from Lewes

                                                  26

                                                  House w/ Pool Access - 2 Miles to Bethany Beach!

                                                  Delaware / Ocean View

                                                  Ocean View house

                                                  3 8 min stay varies

                                                  • 3 bedrooms
                                                  • sleeps 8
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Child Friendly
                                                  • Air conditioning

                                                  Price per night from

                                                  $155

                                                  Responds fast!
                                                  avg. 8 minutes

                                                  Price per night from

                                                  $155

                                                  Distance approx 19.06 km from Lewes

                                                  (7) Excellent 

                                                    53

                                                    Cloverdale - Dog Friendly-Fenced Yard- Internet-Pool

                                                    Cape May County / Cape May

                                                    Cape May house

                                                    3 8 min stay varies

                                                    • 3 bedrooms
                                                    • sleeps 8
                                                    • min stay varies
                                                    • Beach / lakeside relaxation
                                                    • Swimming pool
                                                    • Child Friendly
                                                    “Kid and pet friendly rental with a pool!” The Cloverdale was an excellent choice for our family vacation to the Cape May area. The kids loved the pool and the dogs loved the fenced in yard. We loved the proximity to a quiet beach (right down the road
                                                    …see more

                                                    Price per night from

                                                    $164

                                                    Responds fast!
                                                    avg. 12 minutes

                                                    Price per night from

                                                    $164

                                                    Distance approx 3.52 km from Lewes Show on Map

                                                      25

                                                      NEW! 3BR Home w/ Pool near Rehoboth Beach & Lewes!

                                                      Delaware / Rehoboth Beach

                                                      Rehoboth Beach house

                                                      3 6 min stay varies

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

                                                      Price per night from

                                                      $172

                                                      Responds fast!
                                                      avg. 58 minutes

                                                      Price per night from

                                                      $172

                                                      Distance approx 6.98 km from Lewes

                                                      (1) Excellent 

                                                        32

                                                        Luxury Penthouse Rental, Bay & Ocean Views, Rooftop Pool, Linens Included, Xbox

                                                        Delaware / Dewey Beach

                                                        Dewey Beach condo

                                                        4 10 7 nights min

                                                        • 4 bedrooms
                                                        • sleeps 10
                                                        • 7 nights min
                                                        • Swimming pool
                                                        • Child Friendly
                                                        • Air conditioning

                                                        Price per night from

                                                        $744

                                                        Responds fast!
                                                        avg. 2 hours 37 minutes

                                                        Price per night from

                                                        $744

                                                        Distance approx 19.28 km from Lewes

                                                        (13) Excellent 

                                                        Certificate of Excellence

                                                          12

                                                          Diamond Beach Condo- Oceanview

                                                          Cape May County / Wildwood Crest

                                                          Wildwood Crest condo

                                                          3 6 min stay varies

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • min stay varies
                                                          • Swimming pool
                                                          • Child Friendly
                                                          • Air conditioning
                                                          “Perfect Beach Vacation” This is the 2nd time that my family stayed in this wonderful beach house. It has everything to make your vacation complete. The kitchen is fully equipped so that you can make a nice home meal. The family room is large and comfo
                                                          …see more

                                                          Certificate of Excellence

                                                          Price per night from

                                                          $378

                                                          Responds fast!
                                                          avg. 2 hours 59 minutes

                                                          Price per night from

                                                          $378

                                                          Distance approx 19.5 km from Lewes

                                                            15

                                                            Diamond Beach, NJ 3 Bedroom/2.5 Bath Townhouse with Pool and Ocean Views

                                                            Cape May County / Lower Township

                                                            Lower Township townhouse

                                                            3 8 7 nights min

                                                            • 3 bedrooms
                                                            • sleeps 8
                                                            • 7 nights min
                                                            • Swimming pool
                                                            • Child Friendly
                                                            • Air conditioning

                                                            Price per night from

                                                            $574

                                                            Price per night from

                                                            $574

                                                            Distance approx 14.55 km from Lewes

                                                            (1) Average 

                                                              24

                                                              Bethany Beach House- 1000 Feet from the Ocean!

                                                              Delaware / Bethany Beach

                                                              Bethany Beach house

                                                              5 12 min stay varies

                                                              • 5 bedrooms
                                                              • sleeps 12
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Child Friendly
                                                              • Air conditioning

                                                              Price per night from

                                                              $486

                                                              Responds fast!
                                                              avg. 8 minutes

                                                              Price per night from

                                                              $486

                                                              Distance approx 5.19 km from Lewes

                                                                14

                                                                3 Bedroom Townhouse with 3 Pools & Tennis - on Quite Tree-lined Street

                                                                Delaware / Rehoboth Beach

                                                                Rehoboth Beach townhouse

                                                                3 8 7 nights min

                                                                • 3 bedrooms
                                                                • sleeps 8
                                                                • 7 nights min
                                                                • Nearest beach 2 mi
                                                                • Swimming pool
                                                                • Child Friendly

                                                                Price per night from

                                                                $262

                                                                Responds fast!
                                                                avg. 3 hours 26 minutes

                                                                Price per night from

                                                                $262

                                                                Distance approx 19.28 km from Lewes

                                                                  13

                                                                  Beautiful View of the Ocean and Preserve

                                                                  Cape May County / Lower Township

                                                                  Lower Township house

                                                                  3 8 5 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 8
                                                                  • 5 nights min
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $458

                                                                  Responds fast!
                                                                  avg. 28 minutes

                                                                  Price per night from

                                                                  $458

                                                                  Distance approx 16.15 km from Lewes

                                                                    54

                                                                    Villa Antinori 609

                                                                    Cape May County / Cape May

                                                                    Cape May house

                                                                    4 12 3 nights min

                                                                    • 4 bedrooms
                                                                    • sleeps 12
                                                                    • 3 nights min
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $687

                                                                    Responds fast!
                                                                    avg. 3 minutes

                                                                    Price per night from

                                                                    $687

                                                                    Distance approx 16.04 km from Lewes

                                                                      30

                                                                      Pristine Townhome Near Bethany Beach & Boardwalk!

                                                                      Delaware / South Bethany

                                                                      South Bethany house

                                                                      4 11 min stay varies

                                                                      • 4 bedrooms
                                                                      • sleeps 11
                                                                      • min stay varies
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $286

                                                                      Responds fast!
                                                                      avg. 8 minutes

                                                                      Price per night from

                                                                      $286

                                                                      Distance approx 17.77 km from Lewes

                                                                        1

                                                                        Beach Rental Condo

                                                                        Delaware / Bethany Beach

                                                                        Bethany Beach condo

                                                                        2 6 7 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • 7 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Nearest beach 0.1 mi
                                                                        • Swimming pool

                                                                        Price per night from

                                                                        $278

                                                                        Price per night from

                                                                        $278

                                                                        Distance approx 15.85 km from Lewes

                                                                          25

                                                                          NEW! Resort Home w/Grill - 1.2 Mi to Bethany Beach

                                                                          Delaware / Ocean View

                                                                          Ocean View house

                                                                          4 11 min stay varies

                                                                          • 4 bedrooms
                                                                          • sleeps 11
                                                                          • min stay varies
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $229

                                                                          Responds fast!
                                                                          avg. 8 minutes

                                                                          Price per night from

                                                                          $229

                                                                          Distance approx 19 km from Lewes

                                                                            17

                                                                            MEMORIAL DAY LAST MINUTE PRICING at SEA DELIGHT

                                                                            Delaware / Frankford

                                                                            Frankford house

                                                                            5 10 3 nights min

                                                                            • 5 bedrooms
                                                                            • sleeps 10
                                                                            • 3 nights min
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $754

                                                                            Price per night from

                                                                            $754

                                                                            Distance approx 15.33 km from Lewes

                                                                            (4) Excellent 

                                                                            Certificate of Excellence

                                                                              24

                                                                              Rare Bayfront VIlla - Bayside at Bethany Lakes 56

                                                                              Delaware / Bethany Beach

                                                                              Bethany Beach townhouse

                                                                              4 8 min stay varies

                                                                              • 4 bedrooms
                                                                              • sleeps 8
                                                                              • min stay varies
                                                                              • Beach / lakeside relaxation
                                                                              • Swimming pool
                                                                              • Child Friendly

                                                                              Certificate of Excellence

                                                                              Price per night from

                                                                              $258

                                                                              Responds fast!
                                                                              avg. 29 minutes

                                                                              Price per night from

                                                                              $258