Vacation Rentals & Cottages in St Leonards

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1,333 Houses

(7) Very Good 

    11

    THE CHALET, pet friendly, country holiday cottage, with a garden in Avon Heath

    Dorset / St Leonards

    St Leonards house

    3 6 3 nights min

    • 3 bedrooms
    • sleeps 6
    • 3 nights min
    • Child Friendly
    • Private garden
    “Relaxing Winter break” Lovely chalet, great location, good standard of facilities, easy access to many beautiful places and fantastic pubs and if you like walking, great walks especially with our dog who thoroughly enjoyed herself especially in the sn
    …see more

    Price per night from

    $163

    Price per night from

    $163

    (2) Excellent 

      17

      THE ROWANS, pet-friendly woodland cottage, garden, walking trails, Saint Ives

      Dorset / St Leonards

      St Leonards house

      3 8 3 nights min

      • 3 bedrooms
      • sleeps 8
      • 3 nights min
      • Child Friendly
      • Pet Friendly
      • Private garden

      Price per night from

      $181

      Price per night from

      $181

        18

        Casa Mianda

        Dorset / St Leonards

        St Leonards cottage

        4 8 7 nights min

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

        Price per night from

        $401

        Price per night from

        $401

          10

          50147 Wing situated in Ringwood (2mls W)

          Dorset / St Leonards

          St Leonards house

          1 2 7 nights min

          • 1 bedroom
          • sleeps 2
          • 7 nights min
          • Child Friendly
          • Private garden

          Price per night from

          $53

          Price per night from

          $53

          Great rentals within 20 miles that match your search

          Distance approx 17.36 km from St Leonards

            11

            Admirals Cottage

            Isle of Wight / Norton

            Norton cottage

            2 4 min stay varies

            • 2 bedrooms
            • sleeps 4
            • min stay varies
            • Child Friendly

            Price per night from

            $94

            Price per night from

            $94

            Distance approx 8.01 km from St Leonards

              12

              Stanpit Cottage

              Christchurch / Mudeford

              Mudeford cottage

              2 5 min stay varies

              • 2 bedrooms
              • sleeps 5
              • min stay varies

              Price per night from

              $55

              Price per night from

              $55

              Distance approx 8.69 km from St Leonards

                35

                THE LODGE AT BASHLEY, 4 bedrooms and swimming pool, Lymington

                New Forest / New Milton

                New Milton cottage

                4 8 3 nights min

                • 4 bedrooms
                • sleeps 8
                • 3 nights min
                • Swimming pool
                • Child Friendly
                • Pet Friendly

                Price per night from

                $224

                Price per night from

                $224

                Distance approx 11.8 km from St Leonards

                  17

                  The Stable Barn *On the edge of the New Forest*

                  Wiltshire / Downton

                  Downton barn

                  1 2 3 nights min

                  • 1 bedroom
                  • sleeps 2
                  • 3 nights min
                  • Nearest beach 37 mi
                  • Private garden

                  Price per night from

                  $131

                  Price per night from

                  $131

                  Distance approx 5.87 km from St Leonards

                  (43) Excellent 

                    40

                    The Garden Room

                    New Forest / Mockbeggar

                    Mockbeggar studio

                    Studio 2 min stay varies

                    • Studio
                    • sleeps 2
                    • min stay varies
                    • Pet Friendly
                    • Private garden

                    Price per night from

                    $141

                    Responds fast!
                    avg. 1 hour 45 minutes

                    Price per night from

                    $141

                    Distance approx 7.47 km from St Leonards

                    (52) Excellent 

                      27

                      Lazy Days

                      Bournemouth / Southbourne

                      Bournemouth apartment

                      2 6 min stay varies

                      • 2 bedrooms
                      • sleeps 6
                      • min stay varies
                      • Beach / lakeside relaxation
                      • Child Friendly
                      • Car not necessary

                      Price per night from

                      $170

                      Responds fast!
                      avg. 1 hour 14 minutes

                      Price per night from

                      $170

                      Distance approx 4.12 km from St Leonards

                      (6) Very Good 

                        34

                        The Old Barn, Bramble Farm Cottages - Sleeps 6

                        Dorset / Bournemouth

                        Bournemouth barn

                        3 6 min stay varies

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

                        Price per night from

                        $193

                        Responds fast!
                        avg. 1 hour 16 minutes

                        Price per night from

                        $193

                        Distance approx 8.56 km from St Leonards

                          46

                          New Forest Cottage - up to 8 people with 4 bedrooms close to forest and beaches

                          Christchurch / Highcliffe

                          Highcliffe house

                          4 8 min stay varies

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

                          Price per night from

                          $191

                          Price per night from

                          $191

                          Distance approx 7.52 km from St Leonards

                          (1) Very Good 

                            15

                            2 bed close to the beach and town centre - FREE WIFI AND PARKING

                            Dorset / Bournemouth

                            Bournemouth apartment

                            2 6 2 nights min

                            • 2 bedrooms
                            • sleeps 6
                            • 2 nights min
                            • Nearest beach 0.64 mi
                            • Child Friendly
                            • Car not necessary

                            Price per night from

                            $148

                            Responds fast!
                            avg. 1 hour 45 minutes

                            Price per night from

                            $148

                            Distance approx 11.54 km from St Leonards

                            (3) Very Good 

                              20

                              Weavers Cottage

                              Dorset / Blandford Forum

                              Blandford Forum cottage

                              2 4 2 nights min

                              • 2 bedrooms
                              • sleeps 4
                              • 2 nights min
                              • Child Friendly
                              • Private garden

                              Price per night from

                              $222

                              Price per night from

                              $222

                              Distance approx 16.56 km from St Leonards

                              (9) Excellent 

                                15

                                Brambles Farm - sea views, peaceful rural location, direct access to the beach

                                Isle of Wight / Freshwater

                                Freshwater bungalow

                                3 6 min stay varies

                                • 3 bedrooms
                                • sleeps 6
                                • min stay varies
                                • Nearest beach 0.5 mi
                                • Child Friendly

                                Price per night from

                                $111

                                Responds fast!
                                avg. 3 hours 34 minutes

                                Price per night from

                                $111

                                Distance approx 8.57 km from St Leonards

                                (11) Very Good 

                                Certificate of Excellence

                                  14

                                  Meridies Holiday Lodge, Mudeford

                                  Dorset / Christchurch

                                  Christchurch lodge

                                  2 6 min stay varies

                                  • 2 bedrooms
                                  • sleeps 6
                                  • min stay varies
                                  • Beach / lakeside relaxation
                                  • Nearest beach 0.2 mi
                                  • Swimming pool

                                  Certificate of Excellence

                                  Price per night from

                                  $74

                                  Responds fast!
                                  avg. 3 hours 48 minutes

                                  Price per night from

                                  $74

                                  Distance approx 8.79 km from St Leonards

                                  (1) Excellent 

                                    9

                                    White Havens, Highcliffe

                                    Christchurch / Highcliffe

                                    Highcliffe house

                                    3 6 7 nights min

                                    • 3 bedrooms
                                    • sleeps 6
                                    • 7 nights min
                                    • Nearest beach 0.6 mi
                                    • Child Friendly
                                    • Pet Friendly

                                    Price per night from

                                    $105

                                    Price per night from

                                    $105

                                    Distance approx 18.26 km from St Leonards

                                    (2) Very Good 

                                      8

                                      Purbeck Shepherd Huts - Chapmans Pool

                                      Swanage / Worth Matravers

                                      Worth Matravers shepherds hut

                                      1 2 2 nights min

                                      • 1 bedroom
                                      • sleeps 2
                                      • 2 nights min
                                      • Child Friendly
                                      • Pet Friendly

                                      Price per night from

                                      $178

                                      Price per night from

                                      $178

                                      Distance approx 16.08 km from St Leonards

                                      (27) Excellent 

                                        24

                                        Island View

                                        Swanage / Swanage Bay

                                        Swanage Bay apartment

                                        2 4 4 nights min

                                        • 2 bedrooms
                                        • sleeps 4
                                        • 4 nights min
                                        • Beach / lakeside relaxation
                                        • Nearest beach 0.2 mi
                                        • Child Friendly

                                        Price per night from

                                        $126

                                        Responds fast!
                                        avg. 2 hours 50 minutes

                                        Price per night from

                                        $126

                                        Distance approx 11.82 km from St Leonards

                                        (15) Excellent 

                                          10

                                          Dray Cottage Brockenhurst Village New Forest

                                          New Forest / Brockenhurst

                                          Brockenhurst cottage

                                          5 8 min stay varies

                                          • 5 bedrooms
                                          • sleeps 8
                                          • min stay varies
                                          • Beach / lakeside relaxation
                                          • Nearest beach 4 mi
                                          • Child Friendly

                                          Price per night from

                                          $222

                                          Responds fast!
                                          avg. 1 hour 33 minutes

                                          Price per night from

                                          $222

                                          Distance approx 3.72 km from St Leonards

                                          (21) Very Good 

                                          Certificate of Excellence

                                            21

                                            The Stable

                                            Dorset / Bournemouth

                                            Bournemouth cottage

                                            3 4 4 nights min

                                            • 3 bedrooms
                                            • sleeps 4
                                            • 4 nights min
                                            • Beach / lakeside relaxation
                                            • Child Friendly
                                            • Ask about pets

                                            Certificate of Excellence

                                            Price per night from

                                            $104

                                            Price per night from

                                            $104

                                            Distance approx 12.12 km from St Leonards

                                            (24) Excellent 

                                            Certificate of Excellence

                                              9

                                              Dairy Cottage

                                              New Forest / Lyndhurst

                                              Lyndhurst cottage

                                              1 2 2 nights min

                                              • 1 bedroom
                                              • sleeps 2
                                              • 2 nights min
                                              • Car not necessary

                                              Certificate of Excellence

                                              Price per night from

                                              $104

                                              Responds fast!
                                              avg. 44 minutes

                                              Price per night from

                                              $104

                                              Distance approx 10.72 km from St Leonards

                                              (5) Very Good 

                                                20

                                                The Old Exchange, First Floor

                                                Brockenhurst / Sway

                                                Sway apartment

                                                2 5 2 nights min

                                                • 2 bedrooms
                                                • sleeps 5
                                                • 2 nights min
                                                • Nearest beach 4 mi
                                                • Child Friendly

                                                Price per night from

                                                $296

                                                Responds fast!
                                                avg. 3 hours 38 minutes

                                                Price per night from

                                                $296

                                                Distance approx 11.42 km from St Leonards

                                                (4) Very Good 

                                                  29

                                                  56 Lychett Bay View, Rockley Park

                                                  Poole / Hamworthy

                                                  Hamworthy caravan/mobile home

                                                  3 8 3 nights min

                                                  • 3 bedrooms
                                                  • sleeps 8
                                                  • 3 nights min
                                                  • Beach / lakeside relaxation
                                                  • Nearest beach 0.5 mi
                                                  • Child Friendly

                                                  Price per night from

                                                  $111

                                                  Responds fast!
                                                  avg. 1 hour 21 minutes

                                                  Price per night from

                                                  $111

                                                  Distance approx 14.8 km from St Leonards

                                                    10

                                                    Unique Accommodation aboard luxury motor yacht. Lymington

                                                    New Forest / Lymington

                                                    Lymington yacht

                                                    3 6 1 night min

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

                                                    Price per night from

                                                    $221

                                                    Responds fast!
                                                    avg. 1 hour 55 minutes

                                                    Price per night from

                                                    $221

                                                    Distance approx 8.53 km from St Leonards

                                                    (12) Very Good 

                                                      20

                                                      Beach Dreams - Sandhills, Mudeford

                                                      Christchurch / Mudeford

                                                      Mudeford caravan/mobile home

                                                      2 6 min stay varies

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

                                                      Price per night from

                                                      $111

                                                      Price per night from

                                                      $111

                                                      Distance approx 8.13 km from St Leonards

                                                      (9) Very Good 

                                                        15

                                                        Dalmeny Road

                                                        Bournemouth / Southbourne

                                                        Bournemouth house

                                                        3 7 7 nights min

                                                        • 3 bedrooms
                                                        • sleeps 7
                                                        • 7 nights min
                                                        • Beach / lakeside relaxation
                                                        • Nearest beach 0.1 mi
                                                        • Child Friendly

                                                        Price per night from

                                                        $117

                                                        Responds fast!
                                                        avg. 2 hours 48 minutes

                                                        Price per night from

                                                        $117

                                                        Distance approx 17.03 km from St Leonards

                                                        (5) Excellent 

                                                        Certificate of Excellence

                                                          21

                                                          Wayside Freshwater

                                                          Isle of Wight / Freshwater

                                                          Freshwater bungalow

                                                          2 4 7 nights min

                                                          • 2 bedrooms
                                                          • sleeps 4
                                                          • 7 nights min
                                                          • Nearest beach 3 mi
                                                          • Child Friendly
                                                          • Car not necessary

                                                          Certificate of Excellence

                                                          Price per night from

                                                          $74

                                                          Responds fast!
                                                          avg. 2 hours 25 minutes

                                                          Price per night from

                                                          $74

                                                          Distance approx 7.68 km from St Leonards

                                                            9

                                                            Wood Lodge R12

                                                            Dorset / Bournemouth

                                                            Bournemouth b and b

                                                            1 2 3 nights min

                                                            • 1 bedroom
                                                            • sleeps 2
                                                            • 3 nights min

                                                            Price per night from

                                                            $222

                                                            Price per night from

                                                            $222

                                                            Distance approx 13.65 km from St Leonards

                                                            (1) Excellent 

                                                              11

                                                              'Beech' Large En-suite Wareham, Dorset & Purbeck

                                                              Dorset / Wareham

                                                              Wareham b and b

                                                              1 2 min stay varies

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • min stay varies
                                                              • Nearest beach 20 mi

                                                              Price per night from

                                                              $119

                                                              Responds fast!
                                                              avg. 42 minutes

                                                              Price per night from

                                                              $119

                                                              Distance approx 7.85 km from St Leonards

                                                                17

                                                                STUNNING APT 200 YARDS TO BEACH SLEEPS UP TO 8+ BEAUTIFUL LOCATION

                                                                Dorset / Bournemouth

                                                                Bournemouth apartment

                                                                2 8 1 night min

                                                                • 2 bedrooms
                                                                • sleeps 8
                                                                • 1 night min
                                                                • Child Friendly
                                                                • Car not necessary

                                                                Price per night from

                                                                $591

                                                                Price per night from

                                                                $591

                                                                Distance approx 10.09 km from St Leonards

                                                                (29) Excellent 

                                                                  20

                                                                  Corfe View Poole Harbour

                                                                  Dorset / Poole

                                                                  Poole cottage

                                                                  2 4 7 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 4
                                                                  • 7 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Child Friendly
                                                                  • Car not necessary
                                                                  “Relaxation with a great view” The house was brilliantly suited for us and my 80+ year old parents. They thoroughly enjoyed strolling along to Poole Quay to get a newspaper or have a coffee and a gentle walk round the lake in the nearby park was also e
                                                                  …see more

                                                                  Price per night from

                                                                  $104

                                                                  Responds fast!
                                                                  avg. 13 minutes

                                                                  Price per night from

                                                                  $104

                                                                  Distance approx 8.41 km from St Leonards

                                                                    27

                                                                    Luxury Hideout Apartment near Poole & Bournemouth & Sandbanks Beach

                                                                    Dorset / Poole

                                                                    Poole apartment

                                                                    2 4 2 nights min

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

                                                                    Price per night from

                                                                    $193

                                                                    Price per night from

                                                                    $193

                                                                    Distance approx 11.25 km from St Leonards

                                                                      14

                                                                      14 Gorse Hill - wheelchair adapted, Rockley Park, Poole, Dorset

                                                                      Dorset / Poole

                                                                      Poole caravan/mobile home

                                                                      2 6 3 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 6
                                                                      • 3 nights min
                                                                      • Child Friendly
                                                                      • Pet Friendly

                                                                      Price per night from

                                                                      $97

                                                                      Responds fast!
                                                                      avg. 1 hour 21 minutes

                                                                      Price per night from

                                                                      $97

                                                                      Distance approx 10.29 km from St Leonards

                                                                        15

                                                                        4 Latimer House

                                                                        Dorset / Poole

                                                                        Poole apartment

                                                                        1 2 2 nights min

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

                                                                        Price per night from

                                                                        $141

                                                                        Price per night from

                                                                        $141

                                                                        Distance approx 11.24 km from St Leonards

                                                                          6

                                                                          6 Pine Ridge, Rockley Park, Poole, Dorset

                                                                          Dorset / Poole

                                                                          Poole caravan/mobile home

                                                                          2 4 3 nights min

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

                                                                          Price per night from

                                                                          $119

                                                                          Responds fast!
                                                                          avg. 1 hour 21 minutes

                                                                          Price per night from

                                                                          $119

                                                                          Distance approx 16.78 km from St Leonards

                                                                            18

                                                                            One Bedroom Flat 5 Minute Walk from Colwell Beach. Woodburning Stove. Parking.

                                                                            Isle of Wight / Freshwater

                                                                            Freshwater apartment

                                                                            1 2 2 nights min

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

                                                                            Price per night from

                                                                            $70

                                                                            Responds fast!
                                                                            avg. 1 hour 59 minutes

                                                                            Price per night from

                                                                            $70

                                                                            Distance approx 8.28 km from St Leonards

                                                                              21

                                                                              Allseasons

                                                                              Christchurch / Mudeford

                                                                              Mudeford bungalow

                                                                              2 4 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • min stay varies
                                                                              • Nearest beach 0.7 mi
                                                                              • Child Friendly
                                                                              • Pet Friendly

                                                                              Price per night from

                                                                              $104

                                                                              Price per night from

                                                                              $104