Holiday rentals in Upleadon

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Top-rated holiday rentals in Upleadon

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Guest favourite

Cottage in Clifford's Mesne

4.94 out of 5 average rating, 189 reviews

Cosy and quiet coachhouse. Orchard. Private patio.

Converted coach house, ancient cruck beams and woodburner. Country village near Ross on Wye. Restful and quiet, ideal for couple. Open plan with mezzanine bedroom. Two loos, shower. Long views. Great pubs nearby. Own patio and fire basket in orchard. 3 friendly dogs, 2 horses. On May Hill with many walking opportunities . Seven counties visible from the top. On edge of Forest of Dean with excellent walking/cycling routes, and canoeing on the River Wye just 20 mins away. Cheltenham races 40 mins.

18–25 Nov

$143 SGD per night

Guest favourite

Guest suite in Ledbury

4.99 out of 5 average rating, 191 reviews

The annexe at Glenberrow

Recently refurbished, fully self-contained, one-bedroom annexe in large grounds in a beautiful, rural location at Hollybush in the foot of the Malvern Hills. The local countryside is great for walking, road or mountain biking. Within 10 minutes are the pretty market town of Ledbury, Eastnor Castle, and the wedding venue Birtsmorton Court. Great Malvern and the Three Counties Show-ground are 20 minutes and Cheltenham - home of the Gold Cup and literature and jazz festivals - is around 30 minutes.

23–30 Jul

$174 SGD per night

Guest favourite

Cottage in Wellington Heath

4.99 out of 5 average rating, 220 reviews

Wonderful cottage with glorious views

The Garden Studio is a luxury contemporary retreat in the grounds of our Arts and Crafts home with wonderful views across Herefordshire countryside. Located 1 mile from the market town of Ledbury and its independent shops and cafes, it is within striking distance of the Malvern Hills and the Wye Valley (Areas of Outstanding Natural Beauty). Festivals nearby are Ledbury Poetry, Hay, Longborough Opera, Cheltenham, Three Counties/Choirs. Piano & dedicated work station for those wanting to WFH here!

4–11 Jan

$161 SGD per night

Guest favourite

Barn in Newent

4.98 out of 5 average rating, 103 reviews

Beautiful Rural Apt;walk to award winning vineyard

The Courtyard is a stylish 1 bedroom unique apartment set in the grounds of an historic 1000 year old house & located within a stunning stable courtyard & fountain. Ideal for walkers, cyclists, visitors & close to the beautiful Wye Valley, Forest of Dean, counties of Glos, Worcs, Herefordshire and Wales. Explore the ancient market towns of Ledbury & Ross On Wye plus beautiful spa towns of Malvern & Cheltenham. Just a short stroll away from the award winning “Three Choirs Vineyard" & brassiere.

10–15 Jun

$193 SGD per night

Guest favourite

Tiny home in Maisemore

4.96 out of 5 average rating, 230 reviews

Little Home

Our Little Home is light & airy, quiet & secluded, & dog friendly. Nearby Gloucester has a stunning cathedral & docks, Gloucester Quays; & premiership rugby. There’s a Christmas Market, Tall Ships Festival, & intimate music festivals locally. The Horse Racing (Festival 2nd week of March) & other regular meetings, The Jazz Festival in May, the Food Festival in June, & Literary Festival in October keep Cheltenham interesting year round. The Cotswolds, Forest of Dean, Malverns & Wye are close by.

4–11 Oct

$149 SGD per night

Guest favourite

Cottage in Berrow

4.92 out of 5 average rating, 118 reviews

NEW in Malverns - detached cottage + huge garden

Detached self-contained single-storey cottage & large private garden in Malvern Hills AONB. Guests can also use our field which has unrivalled views of the Severn Valley & Malverns for picnicking, football, kite flying etc. BT fibre broadband (perfect for video conferencing), smart tv, dishwasher, washing machine, electric heating in each room ( no carbon monoxide detector necessary). Second tv in the twin bedroom. We do not do same day turnarounds to enable enhanced thorough cleaning.

1–8 Jul

$179 SGD per night

Guest favourite

Cottage in Ledbury

4.98 out of 5 average rating, 139 reviews

The Stable Cottage - cosy, quiet self catering

Horseshoe Inn House was once the village pub, but now provides quiet and relaxing self catering accommodation in The Stable Cottage, an annexe to the main house. Situated in the hamlet of Brooms Green, on the Gloucestershire and Herefordshire borders, 4 miles from the historic market town of Ledbury. There is plenty with walking, visiting historical places, local events such as an annual Poetry Festival, events at Eastnor Castle or visiting the towns of Hereford, Gloucester and Worcester

18–25 Jan

$217 SGD per night

Guest favourite

Cabin in Corse, Gloucestershire

4.97 out of 5 average rating, 106 reviews

Log Cabin

This delightful detached property is set in an acre of beautiful shared gardens, summer house and a large pond. The Cabin has its own patio/bbq area. The Cabin comprises of one double bedroom (also sofa bed in lounge area), shower room, equipped kitchenette / dining area / lounge. Set amid charming countryside within easy reach of the Forest of Dean, Symonds Yat, Cheltenham, Gloucester, the Cotswolds, Hartpury College, and Malvern. Excellent base for touring, fishing, cycling and walking.

23–30 Mar

$138 SGD per night

Guest favourite

Guest house in Leigh

4.92 out of 5 average rating, 156 reviews

Cosy countryside retreat.

The Nest is a self contained detached annexe set in the peaceful Gloucestershire village of The Leigh. The property has been newly refurbished and is available for up to 2 people with access to a secluded garden space within our lovely orchard surroundings. The property has easy access and ample parking. Located within easy reach of Cheltenham, Tewkesbury, Gloucester, The Malverns, Cotswolds and M5, the accommodation is in a perfect position for exploring all that the area has to offer.

19–26 Jan

$149 SGD per night

Guest favourite

Guest house in Gloucester

4.96 out of 5 average rating, 339 reviews

The Hut and Tub

Cosy Centrally Heated Shepherds Hut With luxury hot tub In Quiet Rural Area The perfect 'country getaway' for two people. This small shepherds hut is tucked away in the heart of a quiet Gloucestershire village situated in the corner of our garden but completely private and not overlooked with its own decking and luxury hot tub overlooking fields and farmland. The river Severn is less than a mile away which has a footpath all the way to Tewkesbury and nearby pubs.

22–29 Oct

$195 SGD per night

Guest favourite

Loft in Redmarley

4.96 out of 5 average rating, 352 reviews

The Loft Apartment

Spacious first-floor furnished loft apartment (outside stairs, rather steep) above our garages in delightful quiet rural locality, good area to explore. Suit couple or couple with one child. Double bed, single bed, kitchenette, and separate shower/toilet room. Off road parking. Extra charges are applied for more than two people, and for pets. Separate (50m) from the main house, and therefore offers great privacy. Some access to the garden.

19–26 Nov

$129 SGD per night

Guest favourite

Cottage in Gloucestershire

4.92 out of 5 average rating, 105 reviews

Pretty 2 bedroom country cottage with rural views

Daisie cottage is a relaxing rural retreat near May Hill, just outside Newent , with lovely country views. It is light and airy - perfect for relaxing. Good for couples, solo adventurers, business travellers, families and dogs welcome too. With wonderful walks and trails right on the doorstep for either gentle strolls or for more serious ramblers. The Forest of Dean offers lots of activities from high ropes to cycling and canoeing.

20–27 Jul

$165 SGD per night