
Holiday rentals in Upton Saint Leonards
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Top-rated holiday rentals in Upton Saint Leonards
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Boddington Mill
Boddington Mill is a stunning countryside retreat in the heart of the Cotswolds, steeped in history and rural charm. The building retains industrial mill parts which intersect multiple levels for a unique and generous living space. Its south-facing garden includes outside dining, wood-fired hot tub, and large lawn, home to wildlife and fruit-bearing trees. Inside, the three king sized bedrooms feature luxury bedding beneath vaulted, oak-beamed ceilings and period windows. Sky TV, Sonos speakers.

Architectural gem on an acclaimed Cotswold farm /1
Enjoy a luxurious 'Bantam House' on our award-winning conservation farm. Your every comfort catered for with a handmade super king bed, air-conditioning and superfast fibre broadband. Overlooking a conservation orchard, this house is immersed in nature. The farm has been named one of the top wildlife destinations in the UK (Iolo Williams, Spring Watch). Ten minutes' drive to the spa town of Cheltenham, our cotswold getaway has bountiful access to the outdoors and great road links via the A40.

Breathtaking Cotswolds Restored Chapel Valley View
Step into a rare and remarkable stay at ‘The Old Church’, a lovingly restored & renovated 1820s chapel nestled on the hillside in the idyllic Cotswolds village of Sheepscombe. This enchanting property blends timeless character & period charm with a relaxing contemporary feel. A truly unique picturesque countryside escape. Located in a tranquil woodland setting on the edge of Blackstable Nature Reserve with scenic valley walks, a rustic village setting, a playground & lovely pub down the lane.

Quiet grade 1 listed entire cottage in Cotswolds
A bright and recently modernised grade 1 listed Cotswold stone cottage, 100 yards from the Cotswold Way with breathtaking views down the Stroud Valley, its own parking and secluded outdoor eating. Filled with natural light, it is very peaceful and extremely comfortable with luxury bedding (super king or twin bed) and kitchen. An idyllic spot for walking, cycling, exploring the local scenery or simply escaping the city Painswick is 10 minutes from Stroud ( 87 mins hourly train to London).

Idyllic rural location in Sheepscombe village
A self contained annexe on a working small holding which has recently been refurbished to a high standard. It is overlooking the unique village of Sheepscombe with fantastic panoramic views over the village and surrounding National Trust beechwoods. This rural retreat is a walkers paradise, dog friendly with close access into the woods behind and near to the Laurie Lee way in the Slad Valley. Stroud, Cheltenham, Cirencester and Gloucester are a short drive away. An idyllic quiet get away.

C15th Quiet Cotswold Hillside Barn: stunning Views
A beautiful stylish 15th century south facing stone barn; tastefully refurbished on our organic farm. Quiet, spacious, comfortable & cosy (a wood-burner); bedroom balcony & garden terrace with far reaching views of the Cotswold valleys & village church Our farm was one of Henry VIII hunting lodges, backing onto ancient beech woods, ~ footpaths from the door. Easily accessible to Stroud's famous market, Cheltenham races, Roman villas, village pubs! (2 adults & 2 children are welcome)

Quiet Edwardian era House, Painswick
Welcome to our family owned Edwardian era house situated in Painswick. Renovated with hosting in mind, we'll have everything you need for a relaxing stay. Situated just off the Cotswold Way national trail, it's the perfect pit-stop for keen walkers (or runners!). If sight seeing is more your thing, the popular 18th Century Rococo Garden is just a 5 minute walk away. Ideally located for travel to Stroud, Cheltenham, Cirencester and Gloucester all within a 20 min drive.

Foston's Ash Shepherd's Hut (Lawlessdown:blue hut)
Simple, private luxury. Not far from our lovely country pub serving great drinks and food. Set in an area of outstanding natural beauty. Overlooking fields and woodland. On the Cotswold Way with many other walks nearby to explore. Hot tub. Cosy wood burner inside. Complimentary home made food and drink hamper. BBQ and private garden. Plenty of interesting sights, villages and things to do nearby. You will find some of our recommendations in your guest information booklet.

Cottage luxe in The Cotwolds
Wycke Cottage welcomes you with unequivocal charm and a little luxe at every turn. Hunker down in style in the picture-perfect Cotswold setting in the heart of Painswick. This 400-year-old cosy cottage, sits opposite the historic church. With stunning sunset views across to the church's beautiful spire and clockface, and its much storied 99 cloud-like yew trees, this stay offers the quintessential Cotswold experience.

Spacious, private self contained guest suite
Welcome to our comfortable self contained unique suite with an off road parking space with Ev charging available. We are situated on a quiet street in Abbeymead on the outskirts of Gloucester. 2 miles off the M5 and 8 miles from Cheltenham Spa. Ideal for Cheltenham Races, GCHQ, Gloucester rugby and easy access to Gloucester business park and the Cotswolds. Local shops, take-aways and bus routes are a 2 minute walk.

Cotswold Hideaway | Contemporary Retreat
Small, but perfectly designed, Painswick Hideaway is a luxury retreat for two set at the edge of stunning Painswick village, known as The Queen Of The Cotswolds. We are located just off The Cotswold Way and within very easy driving of Cheltenham. Relax in the peace & quiet, enjoy a glass of something cold in the swing seat to take in the willows or snuggle down to Netflix. More images on Insta: @painswickhideaway

Luxury Cotswold Lodge |Stunning View of Cheltenham
Enjoying spectacular views this 2 bedroom, dog friendly lodge sits on the top of Leckhampton Hill, enjoying easy access to the famous ‘Cotswold Way’ walk and is a 5 minute drive from the town centre of regency Cheltenham. The Lodge also includes a 3.5m outdoor kitchen looking over The Malvern Hills. The kitchen includes a large built in BBQ, a pizza oven and sink.
Popular amenities for Upton Saint Leonards holiday rentals
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Destinations to explore
- Cotswolds AONB
- University of Oxford
- Stonehenge
- Blenheim Palace
- National Exhibition Centre
- Longleat Safari Park
- Principality Stadium
- Lower Mill Estate
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Cheltenham Racecourse
- Brean Beach
- West Midland Safari Park
- Cardiff Castle
- University of Warwick
- Utilita Arena Birmingham
- Cadbury World
- Roath Park
- Cardiff Bay
- Ludlow Castle
- Bath Abbey
- Cotswold Wildlife Park
- Sudeley Castle
- Puzzlewood
- Bute Park





