Vacation Rentals & Villas in Eastwood

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90 Houses

    20

    Exquisite executive retreat!

    Kentucky / Eastwood

    Eastwood villa

    5 10 7 nights min

    • 5 bedrooms
    • sleeps 10
    • 7 nights min
    • Child Friendly
    • Pet Friendly

    Price per night from

    $1,345

    Price per night from

    $1,345

    Great rentals within 20 miles that match your search

    Distance approx 16.86 km from Eastwood

      9

      Lake Getaway

      Kentucky / Taylorsville

      Taylorsville cottage

      3 7 2 nights min

      • 3 bedrooms
      • sleeps 7
      • 2 nights min
      • Child Friendly
      • Air conditioning
      • Pet Friendly

      Price per night from

      $329

      Price per night from

      $329

      Distance approx 14.76 km from Eastwood

      (1) Excellent 

        5

        Carriage House, First Floor

        Kentucky / Louisville

        Louisville house

        2 5 min stay varies

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

        Price per night from

        $98

        Price per night from

        $98

        Distance approx 14.76 km from Eastwood

          10

          Historic Mansion in Cherokee Triangle

          Kentucky / Louisville

          Louisville house

          3 8 3 nights min

          • 3 bedrooms
          • sleeps 8
          • 3 nights min
          • Suitable for children age 5+
          • Air conditioning

          Price per night from

          $2,941

          Price per night from

          $2,941

          Distance approx 12.79 km from Eastwood

            27

            Chic Home w/Deck-Walk to Shops+Historic Louisville

            Kentucky / Louisville

            Louisville house

            3 6 min stay varies

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

            Price per night from

            $183

            Responds fast!
            avg. 13 minutes

            Price per night from

            $183

            Distance approx 14.88 km from Eastwood

            (2) Excellent 

              25

              Best Location!!! - Huge Historic Charm - 3BR-3BTH

              Kentucky / Louisville

              Louisville house

              3 8 2 nights min

              • 3 bedrooms
              • sleeps 8
              • 2 nights min
              • Child Friendly
              • Air conditioning
              • Private garden

              Price per night from

              $176

              Responds fast!
              avg. 39 minutes

              Price per night from

              $176

              Distance approx 16.23 km from Eastwood

                14

                IMMACULATE ONLY 2.6mi frm Churchill Dwns,4bed 3bat

                Kentucky / Louisville

                Louisville house

                4 11 2 nights min

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

                Price per night from

                $700

                Price per night from

                $700

                Distance approx 6.01 km from Eastwood Show on Map

                  36

                  Private In-Law Suite, Business Travel

                  Kentucky / Anchorage

                  Anchorage house

                  1 2 2 nights min

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

                  Price per night from

                  $87

                  Price per night from

                  $87

                  Distance approx 12.23 km from Eastwood

                    19

                    A Grand Louisville - Prospect Home on a Pond & Horse Farm

                    Kentucky / Goshen

                    Goshen guest house

                    2 8 min stay varies

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

                    Price per night from

                    $159

                    Responds fast!
                    avg. 1 hour 46 minutes

                    Price per night from

                    $159

                    Distance approx 17.01 km from Eastwood

                    (1) Very Good 

                      11

                      Cottage 77 at Edgewater Resort

                      Kentucky / Taylorsville

                      Taylorsville house

                      3 7 2 nights min

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

                      Price per night from

                      $317

                      Price per night from

                      $317

                      Distance approx 11.37 km from Eastwood

                        25

                        Cozy St. Matthews Home w/ Deck & Prime Walkability!

                        Kentucky / Saint Matthews

                        Saint Matthews house

                        2 6 min stay varies

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

                        Price per night from

                        $130

                        Responds fast!
                        avg. 13 minutes

                        Price per night from

                        $130

                        Distance approx 10.84 km from Eastwood

                          19

                          Kentucky Derby Rental - Close in, East End

                          Kentucky / Louisville

                          Louisville house

                          4 8 3 nights min

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

                          Price per night from

                          $2,941

                          Price per night from

                          $2,941

                          Distance approx 16.86 km from Eastwood

                          (4) Excellent 

                            34

                            Four Seasons Lake Cottage in Kentucky on the Bourbon Trail

                            Kentucky / Taylorsville

                            Taylorsville cottage

                            2 5 2 nights min

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

                            Price per night from

                            $183

                            Responds fast!
                            avg. 55 minutes

                            Price per night from

                            $183

                            Distance approx 14.03 km from Eastwood

                              24

                              NEW! Louisville Home - 7 Miles to Churchill Downs!

                              Kentucky / Louisville

                              Louisville house

                              3 8 min stay varies

                              • 3 bedrooms
                              • sleeps 8
                              • min stay varies
                              • Suitable for children age 5+
                              • Air conditioning

                              Price per night from

                              $177

                              Responds fast!
                              avg. 13 minutes

                              Price per night from

                              $177

                              Distance approx 13.34 km from Eastwood

                                9

                                Louisville Short Term Condo Rentals

                                Kentucky / Saint Matthews

                                Saint Matthews condo

                                1 3 30 nights min

                                • 1 bedroom
                                • sleeps 3
                                • 30 nights min
                                • Child Friendly
                                • Air conditioning
                                • Pet Friendly

                                Price per night from

                                $71

                                Price per night from

                                $71

                                Distance approx 14.76 km from Eastwood

                                (2) Excellent 

                                  15

                                  Penthouse Apartment

                                  Kentucky / Louisville

                                  Louisville apartment

                                  3 6 min stay varies

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

                                  Price per night from

                                  $80

                                  Price per night from

                                  $80

                                  Distance approx 14.87 km from Eastwood

                                  (9) Excellent 

                                  Certificate of Excellence

                                    27

                                    6 Bedroom Italianate Mansion in Historic Zone, Wall to All!

                                    Kentucky / Louisville

                                    Louisville house

                                    6 16 min stay varies

                                    • 6 bedrooms
                                    • sleeps 16
                                    • min stay varies
                                    • Ask about children
                                    • Car not necessary
                                    • Air conditioning
                                    “Great House!” We stayed for Ford Iron Man for 5 nights. 7 adults, 2 teens, 1 child. Stunning home- not your average rental house, but a huge, stately place that still has everything from plasma TVs to wifi. We arrived a little early to find the home
                                    …see more

                                    Certificate of Excellence

                                    Price per night from

                                    $847

                                    Responds fast!
                                    avg. 2 hours 56 minutes

                                    Price per night from

                                    $847

                                    Distance approx 12.58 km from Eastwood

                                      27

                                      NEW! Louisville Home w/ Sunroom 3 Mi. to Downtown!

                                      Kentucky / Buechel

                                      Buechel house

                                      4 8 min stay varies

                                      • 4 bedrooms
                                      • sleeps 8
                                      • min stay varies
                                      • Air conditioning

                                      Price per night from

                                      $277

                                      Responds fast!
                                      avg. 13 minutes

                                      Price per night from

                                      $277

                                      Distance approx 16.12 km from Eastwood

                                        24

                                        NEW! Cozy Louisville Home w/Yard in Shelby Park!

                                        Kentucky / Louisville

                                        Louisville house

                                        2 6 min stay varies

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

                                        Price per night from

                                        $106

                                        Responds fast!
                                        avg. 9 minutes

                                        Price per night from

                                        $106

                                        Distance approx 16.39 km from Eastwood

                                          32

                                          Kentucky Derby House Rental

                                          Kentucky / Louisville

                                          Louisville house

                                          4 8 3 nights min

                                          • 4 bedrooms
                                          • sleeps 8
                                          • 3 nights min
                                          • Child Friendly
                                          • Car not necessary

                                          Price per night from

                                          $2,118

                                          Price per night from

                                          $2,118

                                          Distance approx 11.31 km from Eastwood

                                            12

                                            Beautiful home near Cherokee and Seneca parks

                                            Kentucky / Louisville

                                            Louisville house

                                            3 7 2 nights min

                                            • 3 bedrooms
                                            • sleeps 7
                                            • 2 nights min
                                            • Child Friendly
                                            • Air conditioning
                                            • Ask about pets

                                            Price per night from

                                            $942

                                            Price per night from

                                            $942

                                            Distance approx 14.19 km from Eastwood

                                              8

                                              Historic Home in Amazing Location

                                              Kentucky / Louisville

                                              Louisville house

                                              4 6 1 night min

                                              • 4 bedrooms
                                              • sleeps 6
                                              • 1 night min
                                              • Child Friendly
                                              • Car not necessary
                                              • Air conditioning

                                              Price per night from

                                              $942

                                              Price per night from

                                              $942

                                              Distance approx 10.9 km from Eastwood

                                                14

                                                Beautiful KY Derby Home/15 miles from track

                                                Kentucky / Prospect

                                                Prospect house

                                                4 8 3 nights min

                                                • 4 bedrooms
                                                • sleeps 8
                                                • 3 nights min
                                                • Air conditioning
                                                • Private garden

                                                Price per night from

                                                $2,941

                                                Price per night from

                                                $2,941

                                                Distance approx 15.45 km from Eastwood

                                                  15

                                                  The Orange Door - Derby Perfect Sleeps 10

                                                  Kentucky / Louisville

                                                  Louisville house

                                                  4 10 2 nights min

                                                  • 4 bedrooms
                                                  • sleeps 10
                                                  • 2 nights min
                                                  • Child Friendly
                                                  • Air conditioning
                                                  • Private garden

                                                  Price per night from

                                                  $352

                                                  Price per night from

                                                  $352

                                                  Distance approx 16.64 km from Eastwood

                                                    22

                                                    Walker's Paradise in the heart of Louisville

                                                    Kentucky / Louisville

                                                    Louisville apartment

                                                    1 4 min stay varies

                                                    • 1 bedroom
                                                    • sleeps 4
                                                    • min stay varies
                                                    • Child Friendly
                                                    • Air conditioning

                                                    Price per night from

                                                    $59

                                                    Responds fast!
                                                    avg. 1 hour 32 minutes

                                                    Price per night from

                                                    $59

                                                    Distance approx 14.76 km from Eastwood

                                                      10

                                                      Tree House Apartment

                                                      Kentucky / Louisville

                                                      Louisville apartment

                                                      1 4 min stay varies

                                                      • 1 bedroom
                                                      • sleeps 4
                                                      • min stay varies
                                                      • Child Friendly
                                                      • Air conditioning

                                                      Price per night from

                                                      $265

                                                      Price per night from

                                                      $265

                                                      Distance approx 12.61 km from Eastwood

                                                        10

                                                        Charming Kentucky Derby rental

                                                        Kentucky / Louisville

                                                        Louisville house

                                                        3 7 2 nights min

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

                                                        Price per night from

                                                        $1,618

                                                        Price per night from

                                                        $1,618

                                                        Distance approx 18.54 km from Eastwood

                                                          15

                                                          Charlestown Holiday Apartment 25171

                                                          Indiana / Charlestown

                                                          Charlestown house

                                                          1 1 3 nights min

                                                          • 1 bedroom
                                                          • sleeps 1
                                                          • 3 nights min
                                                          • Air conditioning

                                                          Price per night from

                                                          $162

                                                          Responds fast!
                                                          avg. 3 hours 58 minutes

                                                          Price per night from

                                                          $162

                                                          Distance approx 14.77 km from Eastwood

                                                            16

                                                            Turnkey Furnished 1 BR in Desirable Highlands with Pool and off-steet parking

                                                            Kentucky / Louisville

                                                            Louisville condo

                                                            1 2 90 nights min

                                                            • 1 bedroom
                                                            • sleeps 2
                                                            • 90 nights min
                                                            • Swimming pool
                                                            • Air conditioning

                                                            Price per night from

                                                            $136

                                                            Responds fast!
                                                            avg. 3 hours 0 minutes

                                                            Price per night from

                                                            $136

                                                            Distance approx 16.49 km from Eastwood

                                                              6

                                                              Kentucky charm meets modern luxury 2 bed/2 bath loft

                                                              Kentucky / Louisville

                                                              Louisville apartment

                                                              2 4 2 nights min

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

                                                              Price per night from

                                                              $383

                                                              Responds fast!
                                                              avg. 3 hours 38 minutes

                                                              Price per night from

                                                              $383

                                                              Distance approx 14.77 km from Eastwood

                                                                12

                                                                Luxury Loft in Historci Butchertown

                                                                Kentucky / Louisville

                                                                Louisville apartment

                                                                2 8 2 nights min

                                                                • 2 bedrooms
                                                                • sleeps 8
                                                                • 2 nights min
                                                                • Child Friendly
                                                                • Car not necessary
                                                                • Air conditioning

                                                                Price per night from

                                                                $442

                                                                Price per night from

                                                                $442

                                                                Distance approx 17.14 km from Eastwood

                                                                  4

                                                                  Kentucky Derby Rental (Main Front)

                                                                  Kentucky / Louisville

                                                                  Louisville b and b

                                                                  1 2 3 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 2
                                                                  • 3 nights min

                                                                  Price per night from

                                                                  $2,059

                                                                  Price per night from

                                                                  $2,059

                                                                  Distance approx 16.43 km from Eastwood

                                                                    32

                                                                    Suite 3 In Victorian Community Washer/dryer 3 beds

                                                                    Kentucky / Louisville

                                                                    Louisville apartment

                                                                    1 6 30 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 6
                                                                    • 30 nights min
                                                                    • Child Friendly
                                                                    • Car not necessary
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $77

                                                                    Price per night from

                                                                    $77

                                                                    Distance approx 16.51 km from Eastwood

                                                                    (3) Excellent 

                                                                      47

                                                                      Enchanting Luxurious Vacation Oasis Great Location

                                                                      Kentucky / Louisville

                                                                      Louisville apartment

                                                                      1 6 min stay varies

                                                                      • 1 bedroom
                                                                      • sleeps 6
                                                                      • min stay varies
                                                                      • Swimming pool
                                                                      • Car not necessary
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $198

                                                                      Price per night from

                                                                      $198

                                                                      Distance approx 16.65 km from Eastwood

                                                                        35

                                                                        Majestic Victorian 9B Best Location

                                                                        Kentucky / Louisville

                                                                        Louisville house

                                                                        4 16 min stay varies

                                                                        • 4 bedrooms
                                                                        • sleeps 16
                                                                        • min stay varies
                                                                        • Child Friendly
                                                                        • Car not necessary
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $583

                                                                        Price per night from

                                                                        $583

                                                                        Distance approx 14.23 km from Eastwood

                                                                        (3) Excellent 

                                                                          46

                                                                          Luxurious Frankfort Ave CoachHouse Stay/Event 6BD

                                                                          Kentucky / Louisville

                                                                          Louisville house

                                                                          3 16 min stay varies

                                                                          • 3 bedrooms
                                                                          • sleeps 16
                                                                          • min stay varies
                                                                          • Child Friendly
                                                                          • Car not necessary
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $583

                                                                          Price per night from

                                                                          $583

                                                                          Distance approx 16.12 km from Eastwood

                                                                            18

                                                                            Downtown Loft

                                                                            Kentucky / Louisville

                                                                            Louisville condo

                                                                            2 3 1 night min

                                                                            • 2 bedrooms
                                                                            • sleeps 3
                                                                            • 1 night min
                                                                            • Child Friendly
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $269

                                                                            Price per night from

                                                                            $269

                                                                            Distance approx 16.43 km from Eastwood

                                                                            (1) Very Good 

                                                                              41

                                                                              Victorian Area Event Home 14BDs 4BA Great Location

                                                                              Kentucky / Louisville

                                                                              Louisville house

                                                                              4 20 2 nights min

                                                                              • 4 bedrooms
                                                                              • sleeps 20
                                                                              • 2 nights min
                                                                              • Child Friendly
                                                                              • Car not necessary
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $583

                                                                              Price per night from

                                                                              $583