Vacation rentals in Upleadon

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Top-rated vacation rentals in Upleadon

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Guest favorite

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.

Jul 2 – 9

G$20,503 GYD per night

Guest favorite

Guest suite in Ledbury

4.99 out of 5 average rating, 190 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.

May 30 – Jun 6

G$26,732 GYD per night

Guest favorite

Cottage in Wellington Heath

4.99 out of 5 average rating, 217 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!

Oct 18 – 25

G$24,748 GYD per night

Guest favorite

Barn in Newent

4.98 out of 5 average rating, 102 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.

Jun 4 – 9

G$29,668 GYD per night

Guest favorite

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.

Feb 11 – 18

G$23,031 GYD per night

Guest favorite

Cottage in Tarrington

5.0 out of 5 average rating, 201 reviews

Countryside Cidermaker's Cottage

A characterful and lovingly converted 18th century cider makers cottage in the heart of the Herefordshire countryside. The interior is welcoming, cosy and unique. A mix of modern and quirky. Only 7.5 miles from the historic city of Hereford and the market town of Ledbury. An idyllic countryside retreat. Perfect for foodies, walkers, cyclists or a bolthole for getting away from it all. We are only 1.5 hours from Birmingham and Bristol airports and 2 3/4 hours drive from London Heathrow.

Nov 9 – 16

G$26,763 GYD per night

Guest favorite

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.

Apr 7 – 14

G$33,314 GYD per night

Guest favorite

Barn in Gloucestershire

4.99 out of 5 average rating, 151 reviews

The Cider Barn, Luxury for 2 with beautiful views.

The Cider Barn provides luxury accommodation for 2, whilst preserving the unique character of the building. The Cider Barn just outside the historic market town of Ledbury, enjoys an idyllic rural location, stunning views and unparalleled walking and cycling. Relax and enjoy your private outdoor dining spaces and garden, or curl up with a book with the log fire. Adjacent to owners farmhouse Netflix, & WiFi Private Parking Sorry No Pets, No Smoking COVID-19: please see Other Things To Note

Oct 20 – 27

G$34,890 GYD per night

Guest favorite

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.

Aug 3 – 10

G$21,298 GYD per night

Guest favorite

Guesthouse in Leigh

4.92 out of 5 average rating, 155 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.

Sep 25 – Oct 2

G$22,860 GYD per night

Guest favorite

Guesthouse 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.

Feb 20 – 27

G$30,014 GYD per night

Guest favorite

Loft in Redmarley

4.96 out of 5 average rating, 350 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.

Nov 21 – 28

G$19,780 GYD per night