Vacation Rentals & Cottages in Upton St Leonards

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1,285 Houses

(1)  

    11

    LITTLE NOO, charming terraced cottage, gardens, close to amenities, near

    Gloucester / Upton St Leonards

    Upton St Leonards house

    3 5 3 nights min

    • 3 bedrooms
    • sleeps 5
    • 3 nights min
    • Child Friendly
    • Private garden

    Price per night from

    $156

    Price per night from

    $156

      20

      2 Little Court Cottages

      Gloucester / Upton St Leonards

      Upton St Leonards cottage

      1 2 7 nights min

      • 1 bedroom
      • sleeps 2
      • 7 nights min
      • Child Friendly
      • Car not necessary

      Price per night from

      $78

      Price per night from

      $78

      (1) Very Good 

        30

        1 Little Court Cottages

        Gloucester / Upton St Leonards

        Upton St Leonards cottage

        2 4 7 nights min

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

        Price per night from

        $98

        Price per night from

        $98

          11

          Mike & Mamie's Plant Based Retreat | Guest House | Hill View Room

          Gloucester / Upton St Leonards

          Upton St Leonards house

          1 2 1 night min

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

          Price per night from

          $58

          Price per night from

          $58

          Great rentals within 20 miles that match your search

          Distance approx 16.54 km from Upton St Leonards

            29

            8-Bedroom Detached Georgian Listed Holiday let. Wye Valley / Forest of Dean

            Forest of Dean / Lydbrook

            Lydbrook house

            8 16 3 nights min

            • 8 bedrooms
            • sleeps 16
            • 3 nights min
            • Child Friendly
            • Pet Friendly
            • Private garden

            Price per night from

            $790

            Price per night from

            $790

            Distance approx 14.07 km from Upton St Leonards

              23

              Lula the campervan

              Forest of Dean / Dymock

              Dymock camper van

              1 5 min stay varies

              • 1 bedroom
              • sleeps 5
              • min stay varies
              • Child Friendly
              • Pet Friendly

              Price per night from

              $94

              Price per night from

              $94

              Distance approx 18.32 km from Upton St Leonards

              (35) Excellent 

              Certificate of Excellence

                37

                Tickeridge Farm - an idyllic country getaway on the edge of the Cotswolds.

                Malvern / Hanley Swan

                Hanley Swan cottage

                5 10 min stay varies

                • 5 bedrooms
                • sleeps 10
                • min stay varies
                • Child Friendly
                • Private garden

                Certificate of Excellence

                Price per night from

                $359

                Price per night from

                $359

                Distance approx 2.98 km from Upton St Leonards

                (18) Very Good 

                  22

                  Autumn Cottage

                  Stroud District / Painswick

                  Painswick cottage

                  2 4 min stay varies

                  • 2 bedrooms
                  • sleeps 4
                  • min stay varies
                  • Private garden

                  Price per night from

                  $130

                  Responds fast!
                  avg. 1 hour 24 minutes

                  Price per night from

                  $130

                  Distance approx 15.81 km from Upton St Leonards

                  (38) Excellent 

                    23

                    Blackberry Barn, Stunning Barn Conversion

                    Wotton-under-Edge / Huntingford, Gloucestershire

                    Wotton-under-Edge barn

                    1 2 min stay varies

                    • 1 bedroom
                    • sleeps 2
                    • min stay varies
                    • Child Friendly
                    • Pet Friendly
                    • Private garden

                    Price per night from

                    $79

                    Price per night from

                    $79

                    Distance approx 14.64 km from Upton St Leonards

                    (2) Average 

                      4

                      3 bedroom holiday cottage (3 identical)

                      Stroud District / Wotton-under-Edge

                      Wotton-under-Edge cottage

                      3 5 1 night min

                      • 3 bedrooms
                      • sleeps 5
                      • 1 night min
                      • Child Friendly
                      • Pet Friendly

                      Price per night from

                      $230

                      Responds fast!
                      avg. 3 hours 29 minutes

                      Price per night from

                      $230

                      Distance approx 16.66 km from Upton St Leonards

                      (14) Excellent 

                        16

                        Yew Tree Cottage

                        Malvern Hills / Little Malvern

                        Little Malvern cottage

                        2 4 min stay varies

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

                        Price per night from

                        $82

                        Price per night from

                        $82

                        Distance approx 18.2 km from Upton St Leonards

                        (6) Excellent 

                          9

                          The Stables at The Rookery - Malmesbury

                          Cotswolds / Malmesbury

                          Malmesbury cottage

                          1 2 3 nights min

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

                          Price per night from

                          $128

                          Price per night from

                          $128

                          Distance approx 17.17 km from Upton St Leonards

                          (14) Excellent 

                          Certificate of Excellence

                            10

                            Woodland Retreat

                            Herefordshire / Ledbury

                            Ledbury lodge

                            1 2 7 nights min

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

                            Certificate of Excellence

                            Price per night from

                            $68

                            Responds fast!
                            avg. 48 minutes

                            Price per night from

                            $68

                            Distance approx 13.04 km from Upton St Leonards

                            (20) Excellent 

                            Certificate of Excellence

                              13

                              Shrove Cottage Bed and Breakfast

                              Cotswolds / Chedworth

                              Chedworth b&b

                              1 2 1 night min

                              • 1 bedroom
                              • sleeps 2
                              • 1 night min
                              • Swimming pool
                              • Child Friendly
                              • Private garden

                              Certificate of Excellence

                              Price per night from

                              $130

                              Responds fast!
                              avg. 53 minutes

                              Price per night from

                              $130

                              Distance approx 11.68 km from Upton St Leonards

                                4

                                Brayne Court Bed & Breakfast - Tudor Suite

                                Cinderford / Littledean

                                Littledean b&b

                                1 2 1 night min

                                • 1 bedroom
                                • sleeps 2
                                • 1 night min
                                • Child Friendly
                                • Pet Friendly
                                • Private garden

                                Price per night from

                                $144

                                Price per night from

                                $144

                                Distance approx 6.76 km from Upton St Leonards

                                (1) Excellent 

                                  43

                                  The Montpellier Town House

                                  Cotswolds / Cheltenham

                                  Cheltenham house

                                  5 9 1 night min

                                  • 5 bedrooms
                                  • sleeps 9
                                  • 1 night min
                                  • Ask about children
                                  • Ask about pets
                                  • Private garden

                                  Price per night from

                                  $790

                                  Responds fast!
                                  avg. 1 hour 18 minutes

                                  Price per night from

                                  $790

                                  Distance approx 16.35 km from Upton St Leonards

                                    22

                                    THE VIEW, 3 bedrooms and perfect for families, Lower Mill Estate

                                    Cirencester / Somerford Keynes

                                    Somerford Keynes cottage

                                    3 6 3 nights min

                                    • 3 bedrooms
                                    • sleeps 6
                                    • 3 nights min
                                    • Swimming pool
                                    • Child Friendly

                                    Price per night from

                                    $239

                                    Price per night from

                                    $239

                                    Distance approx 17.91 km from Upton St Leonards

                                      14

                                      Pomegranate Holidays

                                      Coleford / Staunton

                                      Staunton apartment

                                      2 4 3 nights min

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

                                      Price per night from

                                      $87

                                      Price per night from

                                      $87

                                      Distance approx 17.95 km from Upton St Leonards

                                        13

                                        Longfellow

                                        Ross-on-Wye / Goodrich

                                        Goodrich cottage

                                        2 4 2 nights min

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

                                        Price per night from

                                        $77

                                        Responds fast!
                                        avg. 1 minutes

                                        Price per night from

                                        $77

                                        Distance approx 18.14 km from Upton St Leonards

                                        (2) Excellent 

                                          24

                                          The Pig-Sty-Gold Cup Available

                                          Worcestershire / Birlingham

                                          Birlingham cottage

                                          3 6 3 nights min

                                          • 3 bedrooms
                                          • sleeps 6
                                          • 3 nights min
                                          • Child Friendly
                                          • Private garden

                                          Price per night from

                                          $288

                                          Price per night from

                                          $288

                                          Distance approx 15.74 km from Upton St Leonards

                                          (7) Excellent 

                                            15

                                            Tannery Cottage

                                            Cotswolds / Northleach

                                            Northleach cottage

                                            2 4 2 nights min

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

                                            Price per night from

                                            $115

                                            Price per night from

                                            $115

                                            Distance approx 12.19 km from Upton St Leonards

                                            (37) Excellent 

                                            Certificate of Excellence

                                              19

                                              Woodland Barn

                                              Forest of Dean / Cinderford

                                              Cinderford barn

                                              2 4 3 nights min

                                              • 2 bedrooms
                                              • sleeps 4
                                              • 3 nights min
                                              • Nearest beach 70 mi
                                              • Child Friendly
                                              • Pet Friendly

                                              Certificate of Excellence

                                              Price per night from

                                              $101

                                              Responds fast!
                                              avg. 1 hour 22 minutes

                                              Price per night from

                                              $101

                                              Distance approx 16.32 km from Upton St Leonards

                                              (12) Excellent 

                                                27

                                                Mere Hide Lower Mill Estate

                                                Cotswolds / Cirencester

                                                Cirencester house

                                                3 6 2 nights min

                                                • 3 bedrooms
                                                • sleeps 6
                                                • 2 nights min
                                                • Beach / lakeside relaxation
                                                • Swimming pool
                                                • Child Friendly

                                                Price per night from

                                                $431

                                                Price per night from

                                                $431

                                                Distance approx 14.16 km from Upton St Leonards

                                                (44) Excellent 

                                                Certificate of Excellence

                                                  32

                                                  Cider Press Cottage

                                                  Forest of Dean / Blakeney, Gloucestershire

                                                  Blakeney, Gloucestershire cottage

                                                  3 6 min stay varies

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

                                                  Certificate of Excellence

                                                  Price per night from

                                                  $117

                                                  Responds fast!
                                                  avg. 29 minutes

                                                  Price per night from

                                                  $117

                                                  Distance approx 18.71 km from Upton St Leonards

                                                  (63) Very Good 

                                                  Certificate of Excellence

                                                    22

                                                    Wyewood Cottage

                                                    Ross-on-Wye / Symonds Yat

                                                    Symonds Yat cottage

                                                    2 4 min stay varies

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

                                                    Certificate of Excellence

                                                    Price per night from

                                                    $79

                                                    Responds fast!
                                                    avg. 1 hour 15 minutes

                                                    Price per night from

                                                    $79

                                                    Distance approx 16.8 km from Upton St Leonards

                                                    (1) Excellent 

                                                      6

                                                      Lakeside Cotswold Lodge Sleeps 6

                                                      Cotswolds / South Cerney

                                                      South Cerney house

                                                      3 6 4 nights min

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

                                                      Price per night from

                                                      $180

                                                      Price per night from

                                                      $180

                                                      Distance approx 19.44 km from Upton St Leonards

                                                      (3) Excellent 

                                                        13

                                                        Lavender Barn West, Bourton on the water, great location rental with internet

                                                        Cotswolds / Bourton on the Water

                                                        Bourton-on-the-Water cottage

                                                        2 4 min stay varies

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

                                                        Price per night from

                                                        $151

                                                        Price per night from

                                                        $151

                                                        Distance approx 16.94 km from Upton St Leonards

                                                        (22) Excellent 

                                                        Certificate of Excellence

                                                          13

                                                          12 Windrush

                                                          Cotswolds / South Cerney

                                                          South Cerney house

                                                          3 6 3 nights min

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

                                                          Certificate of Excellence

                                                          Price per night from

                                                          $173

                                                          Responds fast!
                                                          avg. 25 minutes

                                                          Price per night from

                                                          $173

                                                          Distance approx 17.79 km from Upton St Leonards

                                                          (1)  

                                                            13

                                                            17th Century Watermill

                                                            Worcestershire / Sedgeberrow

                                                            Sedgeberrow house

                                                            1 4 1 night min

                                                            • 1 bedroom
                                                            • sleeps 4
                                                            • 1 night min
                                                            • Child Friendly
                                                            • Pet Friendly
                                                            • Private garden

                                                            Price per night from

                                                            $216

                                                            Price per night from

                                                            $216

                                                            Distance approx 11.21 km from Upton St Leonards

                                                              18

                                                              Stonemasons Cottage - 28189

                                                              Cotswolds / Tewkesbury

                                                              Tewkesbury cottage

                                                              2 4 2 nights min

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

                                                              Price per night from

                                                              $23

                                                              Responds fast!
                                                              avg. 1 minutes

                                                              Price per night from

                                                              $23

                                                              Distance approx 17.1 km from Upton St Leonards

                                                                8

                                                                The Parlour

                                                                Worcestershire / Earls Croome

                                                                Earls Croome cottage

                                                                1 4 2 nights min

                                                                • 1 bedroom
                                                                • sleeps 4
                                                                • 2 nights min
                                                                • Child Friendly
                                                                • Pet Friendly

                                                                Price per night from

                                                                $94

                                                                Responds fast!
                                                                avg. 1 minutes

                                                                Price per night from

                                                                $94

                                                                Distance approx 16.93 km from Upton St Leonards

                                                                (13) Excellent 

                                                                  30

                                                                  Windrush Lakeside Lodge in The Cotswolds

                                                                  Cotswolds / South Cerney

                                                                  South Cerney house

                                                                  3 7 min stay varies

                                                                  • 3 bedrooms
                                                                  • sleeps 7
                                                                  • min stay varies
                                                                  • Child Friendly
                                                                  • Pet Friendly

                                                                  Price per night from

                                                                  $245

                                                                  Responds fast!
                                                                  avg. 33 minutes

                                                                  Price per night from

                                                                  $245

                                                                  Distance approx 17.32 km from Upton St Leonards

                                                                    4

                                                                    The Smithy-E2714

                                                                    Ross-on-Wye / Walford

                                                                    Walford cottage

                                                                    1 2 7 nights min

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

                                                                    Price per night from

                                                                    $58

                                                                    Responds fast!
                                                                    avg. 1 minutes

                                                                    Price per night from

                                                                    $58

                                                                    Distance approx 6 km from Upton St Leonards

                                                                      18

                                                                      Central 3 bedrooms apartment, Stroud

                                                                      Stroud District / Stroud

                                                                      Stroud apartment

                                                                      3 9 1 night min

                                                                      • 3 bedrooms
                                                                      • sleeps 9
                                                                      • 1 night min
                                                                      • Child Friendly

                                                                      Price per night from

                                                                      $359

                                                                      Price per night from

                                                                      $359

                                                                      Distance approx 3.39 km from Upton St Leonards

                                                                        18

                                                                        Capp Mill

                                                                        Stroud District / Painswick

                                                                        Painswick cottage

                                                                        2 4 7 nights min

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

                                                                        Price per night from

                                                                        $111

                                                                        Responds fast!
                                                                        avg. 1 minutes

                                                                        Price per night from

                                                                        $111

                                                                        Distance approx 15.46 km from Upton St Leonards

                                                                        (12) Excellent 

                                                                          19

                                                                          Monks Mill Barn

                                                                          Stroud District / Wotton-under-Edge

                                                                          Wotton-under-Edge barn

                                                                          2 4 3 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • 3 nights min
                                                                          • Nearest beach 84 mi
                                                                          • Child Friendly
                                                                          • Pet Friendly

                                                                          Price per night from

                                                                          $431

                                                                          Price per night from

                                                                          $431

                                                                          Distance approx 7.59 km from Upton St Leonards

                                                                            24

                                                                            Courthouse Luxury Accommodation, France Lynch, in the Heart of The Cotswolds

                                                                            Cotswolds / France Lynch

                                                                            France Lynch house

                                                                            6 16 min stay varies

                                                                            • 6 bedrooms
                                                                            • sleeps 16
                                                                            • min stay varies
                                                                            • Child Friendly
                                                                            • Pet Friendly
                                                                            • Private garden

                                                                            Price per night from

                                                                            $1,077

                                                                            Responds fast!
                                                                            avg. 34 minutes

                                                                            Price per night from

                                                                            $1,077

                                                                            Distance approx 13.55 km from Upton St Leonards

                                                                              54

                                                                              The Surveyors House Tetbury

                                                                              Cotswolds / Tetbury

                                                                              Tetbury house

                                                                              2 6 2 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 6
                                                                              • 2 nights min
                                                                              • Child Friendly
                                                                              • Private garden

                                                                              Price per night from

                                                                              $259

                                                                              Price per night from

                                                                              $259