Vacation Rentals & Cottages in Upton St Leonards

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1,154 Houses

    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

    $165

    Price per night from

    $165

      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

      $82

      Price per night from

      $82

      (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

        $104

        Price per night from

        $104

        Great rentals within 20 miles that match your search

        Distance approx 9.24 km from Upton St Leonards

          17

          THE OLD CIDER HOUSE, stone-built, WiFi, en-suite, Ref 948400

          Cheltenham / Southam

          Southam house

          1 2 3 nights min

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

          Price per night from

          $137

          Price per night from

          $137

          Distance approx 15.88 km from Upton St Leonards

            26

            JACKDAWS, 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
            • Private garden

            Price per night from

            $125

            Price per night from

            $125

            Distance approx 12.57 km from Upton St Leonards

              10

              Celandine Cottage

              Forest of Dean / Blakeney

              Blakeney cottage

              2 4 min stay varies

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

              Price per night from

              $130

              Price per night from

              $130

              Distance approx 16.8 km from Upton St Leonards

                34

                The Moorings

                Cotswolds / South Cerney

                South Cerney house

                5 10 min stay varies

                • 5 bedrooms
                • sleeps 10
                • min stay varies
                • Child Friendly
                • Pet Friendly

                Price per night from

                $509

                Price per night from

                $509

                Distance approx 16.08 km from Upton St Leonards

                  8

                  SERENITY, 4 bedrooms and perfect for friends and families, Cirencester

                  Cirencester / Somerford Keynes

                  Somerford Keynes cottage

                  4 8 3 nights min

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

                  Price per night from

                  $245

                  Price per night from

                  $245

                  Distance approx 13 km from Upton St Leonards

                    20

                    SHROVE, 1 bedroom and perfect for couples, Chedworth

                    Cotswolds / Chedworth

                    Chedworth cottage

                    1 2 3 nights min

                    • 1 bedroom
                    • sleeps 2
                    • 3 nights min
                    • Swimming pool
                    • Child Friendly

                    Price per night from

                    $75

                    Price per night from

                    $75

                    Distance approx 16.77 km from Upton St Leonards

                      24

                      Twitchers Lodge

                      Cotswolds / South Cerney

                      South Cerney house

                      3 6 min stay varies

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

                      Price per night from

                      $219

                      Price per night from

                      $219

                      Distance approx 10.96 km from Upton St Leonards

                      (15) Very Good 

                      Certificate of Excellence

                        28

                        Holiday House - Newent- Gloucestershire

                        Forest of Dean / Newent

                        Newent townhouse

                        3 6 min stay varies

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

                        Certificate of Excellence

                        Price per night from

                        $190

                        Price per night from

                        $190

                        Distance approx 11.5 km from Upton St Leonards

                          15

                          Mill Garden Lodge

                          Gloucestershire / Longhope

                          Longhope lodge

                          1 2 2 nights min

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

                          Price per night from

                          $190

                          Price per night from

                          $190

                          Distance approx 9.59 km from Upton St Leonards

                          (12) Excellent 

                            18

                            Tinkley cottage

                            Gloucestershire / Nympsfield

                            Nympsfield barn

                            2 4 min stay varies

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

                            Price per night from

                            $107

                            Price per night from

                            $107

                            Distance approx 12.93 km from Upton St Leonards

                            (8) Excellent 

                              46

                              Bobtail Rabbit Theme Platinum Plus, Plus Luxury Caravan

                              Cotswolds / Ampney Crucis

                              Ampney Crucis caravan/mobile home

                              2 6 7 nights min

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

                              Price per night from

                              $66

                              Responds fast!
                              avg. 1 hour 52 minutes

                              Price per night from

                              $66

                              Distance approx 10.81 km from Upton St Leonards

                                10

                                The Hut on The Hill

                                Newnham / Flaxley

                                Flaxley shepherds hut

                                1 2 2 nights min

                                • 1 bedroom
                                • sleeps 2
                                • 2 nights min

                                Price per night from

                                $114

                                Responds fast!
                                avg. 27 minutes

                                Price per night from

                                $114

                                Distance approx 15.22 km from Upton St Leonards

                                (26) Very Good 

                                  20

                                  The Whitehouse

                                  Forest of Dean / Lydney

                                  Lydney cottage

                                  5 10 2 nights min

                                  • 5 bedrooms
                                  • sleeps 10
                                  • 2 nights min
                                  • Nearest beach 50 mi
                                  • Child Friendly
                                  • Private garden

                                  Price per night from

                                  $357

                                  Responds fast!
                                  avg. 2 hours 27 minutes

                                  Price per night from

                                  $357

                                  Distance approx 17.26 km from Upton St Leonards

                                  (6) Excellent 

                                    28

                                    Westwood, luxurious modern holiday home, Ledbury

                                    Herefordshire / Ledbury

                                    Ledbury house

                                    4 8 min stay varies

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

                                    Price per night from

                                    $168

                                    Price per night from

                                    $168

                                    Distance approx 13.27 km from Upton St Leonards

                                    (5) Excellent 

                                      25

                                      Gypsy Rose authentic gypsy wagon experience

                                      Forest of Dean / Blakeney

                                      Blakeney caravan/mobile home

                                      1 3 1 night min

                                      • 1 bedroom
                                      • sleeps 3
                                      • 1 night min
                                      • Nearest beach 70 mi
                                      • Ask about children
                                      • Ask about pets

                                      Price per night from

                                      $137

                                      Price per night from

                                      $137

                                      Distance approx 18.63 km from Upton St Leonards

                                      (21) Excellent 

                                        22

                                        The Studio Barn

                                        Forest of Dean / Lydney

                                        Lydney barn

                                        1 3 min stay varies

                                        • 1 bedroom
                                        • sleeps 3
                                        • min stay varies
                                        • Nearest beach 58 mi
                                        • Child Friendly

                                        Price per night from

                                        $84

                                        Responds fast!
                                        avg. 2 hours 33 minutes

                                        Price per night from

                                        $84

                                        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

                                          $836

                                          Price per night from

                                          $836

                                          Distance approx 2.8 km from Upton St Leonards

                                            34

                                            Regency style in the heart of Gloucester with period features and amazing views

                                            Cotswolds / Gloucester

                                            Gloucester apartment

                                            2 6 3 nights min

                                            • 2 bedrooms
                                            • sleeps 6
                                            • 3 nights min
                                            • Nearest beach 40 mi
                                            • Child Friendly
                                            • Car not necessary

                                            Price per night from

                                            $114

                                            Price per night from

                                            $114

                                            Distance approx 7.21 km from Upton St Leonards

                                            (6) Excellent 

                                              11

                                              Regency apartment

                                              Cotswolds / Cheltenham

                                              Cheltenham apartment

                                              2 4 3 nights min

                                              • 2 bedrooms
                                              • sleeps 4
                                              • 3 nights min
                                              • Private garden

                                              Price per night from

                                              $274

                                              Price per night from

                                              $274

                                              Distance approx 4.3 km from Upton St Leonards

                                              (5) Excellent 

                                                11

                                                Hillcrest

                                                Gloucester / Cranham

                                                Cranham apartment

                                                1 4 2 nights min

                                                • 1 bedroom
                                                • sleeps 4
                                                • 2 nights min

                                                Price per night from

                                                $137

                                                Price per night from

                                                $137

                                                Distance approx 16.9 km from Upton St Leonards

                                                (36) Excellent 

                                                Certificate of Excellence

                                                  39

                                                  Cotswold Water Park Retreat - Windrush Lake, private Hot Tub, free fishing

                                                  Cotswolds / South Cerney

                                                  South Cerney house

                                                  3 6 min stay varies

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • min stay varies
                                                  • Beach / lakeside relaxation
                                                  • Child Friendly
                                                  • Pet Friendly

                                                  Certificate of Excellence

                                                  Price per night from

                                                  $221

                                                  Responds fast!
                                                  avg. 20 minutes

                                                  Price per night from

                                                  $221

                                                  Distance approx 11.34 km from Upton St Leonards

                                                  (48) Excellent 

                                                  Certificate of Excellence

                                                    15

                                                    Foxes Barn

                                                    Cotswolds / Tewkesbury

                                                    Tewkesbury barn

                                                    2 5 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 5
                                                    • min stay varies
                                                    • Child Friendly
                                                    • Pet Friendly
                                                    • Private garden

                                                    Certificate of Excellence

                                                    Price per night from

                                                    $145

                                                    Responds fast!
                                                    avg. 2 hours 26 minutes

                                                    Price per night from

                                                    $145

                                                    Distance approx 13.71 km from Upton St Leonards

                                                    (14) Excellent 

                                                      14

                                                      Up Sticks Glamping, Majestic 2 story tents, Malvern Hills, sleep 6,

                                                      Malvern Hills / Birtsmorton

                                                      Birtsmorton lodge

                                                      3 6 3 nights min

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

                                                      Price per night from

                                                      $213

                                                      Price per night from

                                                      $213

                                                      Distance approx 19.56 km from Upton St Leonards

                                                      (61) Excellent 

                                                      Certificate of Excellence

                                                        36

                                                        The coach house

                                                        Cotswolds / Bourton on the Water

                                                        Bourton-on-the-Water apartment

                                                        1 2 min stay varies

                                                        • 1 bedroom
                                                        • sleeps 2
                                                        • min stay varies
                                                        • Child Friendly

                                                        Certificate of Excellence

                                                        Price per night from

                                                        $98

                                                        Responds fast!
                                                        avg. 1 hour 39 minutes

                                                        Price per night from

                                                        $98

                                                        Distance approx 18.19 km from Upton St Leonards

                                                        (3) Excellent 

                                                          33

                                                          Garden Annex

                                                          Gloucestershire / Falfield

                                                          Falfield house

                                                          2 4 2 nights min

                                                          • 2 bedrooms
                                                          • sleeps 4
                                                          • 2 nights min
                                                          • Nearest beach 56 mi
                                                          • Child Friendly

                                                          Price per night from

                                                          $122

                                                          Responds fast!
                                                          avg. 24 minutes

                                                          Price per night from

                                                          $122

                                                          Distance approx 19.39 km from Upton St Leonards

                                                          (4) Excellent 

                                                            24

                                                            Cats Abbey

                                                            Burford / Sherborne, Burford

                                                            Sherborne, Burford farmhouse

                                                            11 24 2 nights min

                                                            • 11 bedrooms
                                                            • sleeps 24
                                                            • 2 nights min
                                                            • Nearest beach 100 mi
                                                            • Child Friendly
                                                            • Pet Friendly

                                                            Price per night from

                                                            $2,105

                                                            Responds fast!
                                                            avg. 3 hours 6 minutes

                                                            Price per night from

                                                            $2,105

                                                            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

                                                              $137

                                                              Responds fast!
                                                              avg. 1 hour 52 minutes

                                                              Price per night from

                                                              $137

                                                              Distance approx 16.85 km from Upton St Leonards

                                                              (87) Excellent 

                                                                20

                                                                Cotswold Luxury Holiday Lodge

                                                                Cotswolds / South Cerney

                                                                South Cerney house

                                                                4 10 2 nights min

                                                                • 4 bedrooms
                                                                • sleeps 10
                                                                • 2 nights min
                                                                • Child Friendly
                                                                • Pet Friendly
                                                                “Highly recommended” The lodge and it's surroundings are beautiful, it was fully equipped and we will certainly be returning at some point!
                                                                …see more

                                                                Price per night from

                                                                $365

                                                                Responds fast!
                                                                avg. 3 hours 36 minutes

                                                                Price per night from

                                                                $365

                                                                Distance approx 10.1 km from Upton St Leonards

                                                                (15) Excellent 

                                                                  24

                                                                  The Old Vicarage

                                                                  Forest of Dean / Newnham on Severn

                                                                  Newnham on Severn cottage

                                                                  6 12 min stay varies

                                                                  • 6 bedrooms
                                                                  • sleeps 12
                                                                  • min stay varies
                                                                  • Child Friendly
                                                                  • Private garden

                                                                  Price per night from

                                                                  $494

                                                                  Price per night from

                                                                  $494

                                                                  Distance approx 16.59 km from Upton St Leonards

                                                                    12

                                                                    Shepherds Hut

                                                                    Malvern Hills / Upton upon Severn

                                                                    Upton upon Severn shepherds hut

                                                                    1 2 1 night min

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

                                                                    Price per night from

                                                                    $114

                                                                    Price per night from

                                                                    $114

                                                                    Distance approx 6.37 km from Upton St Leonards

                                                                    (4) Excellent 

                                                                      17

                                                                      THE COURTYARD APARTMENT

                                                                      Cotswolds / Cheltenham

                                                                      Cheltenham apartment

                                                                      2 5 1 night min

                                                                      • 2 bedrooms
                                                                      • sleeps 5
                                                                      • 1 night min
                                                                      • Child Friendly
                                                                      • Car not necessary
                                                                      • Private garden

                                                                      Price per night from

                                                                      $244

                                                                      Responds fast!
                                                                      avg. 1 hour 56 minutes

                                                                      Price per night from

                                                                      $244

                                                                      Distance approx 15.11 km from Upton St Leonards

                                                                      (1) Excellent 

                                                                        12

                                                                        Private self-contained apartment in rural setting

                                                                        Cotswolds / Berkeley

                                                                        Berkeley apartment

                                                                        1 4 2 nights min

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

                                                                        Price per night from

                                                                        $130

                                                                        Price per night from

                                                                        $130

                                                                        Distance approx 5.76 km from Upton St Leonards

                                                                          29

                                                                          Large Cotswold Farmhouse with panoramic views

                                                                          Stroud / Nailsworth

                                                                          Nailsworth house

                                                                          5 9 min stay varies

                                                                          • 5 bedrooms
                                                                          • sleeps 9
                                                                          • min stay varies
                                                                          • Child Friendly
                                                                          • Pet Friendly

                                                                          Price per night from

                                                                          $494

                                                                          Price per night from

                                                                          $494

                                                                          Distance approx 15.39 km from Upton St Leonards

                                                                          (20) Excellent 

                                                                          Certificate of Excellence

                                                                            18

                                                                            The Weighbridge Cabin

                                                                            Cirencester / Somerford Keynes

                                                                            Somerford Keynes log cabin

                                                                            2 2 31 nights min

                                                                            • 2 bedrooms
                                                                            • sleeps 2
                                                                            • 31 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Child Friendly
                                                                            • Private garden

                                                                            Certificate of Excellence

                                                                            Price per night from

                                                                            $152

                                                                            Responds fast!
                                                                            avg. 1 hour 39 minutes

                                                                            Price per night from

                                                                            $152

                                                                            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

                                                                              $244

                                                                              Price per night from

                                                                              $244