
Holiday rentals in Upton Saint Leonards
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Top-rated holiday rentals in Upton Saint Leonards
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Unique Private Slad Valley Contemporary Chic Barn
Peglars Barn was completed in 2019, the entire front of this barn is glass which brings the stunning Slad Valley to you at all times, with nothing except the odd animal to distract you from your back to nature experience. This property has everything, blinds, super kingsize bed, en-suite walkin shower, laundry & loo, fully equiped kitchen, huge Smart TV, DVD, WiFi, Bose speaker, Nespresso machine, Laurie Lee trail walking map & other trails. Please read on for more local interest for your stay.

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).

Modern Studio Apt close to village pub & bus stop
A modern and deceptively spacious studio apartment with its own entrance less than 2 minute walk from a lively village pub, and a 2 minute walk to a main bus route into Cheltenham. All mod cons including, high speed wireless internet, 55 inch 4K TV with Freesat, PS4, underfloor heating, double bed, sofa (can be turned into another bed. Please request extra bedding if required), well appointed kitchen, with toaster, microwave and coffee machine. Bathroom with toilet, sink and electric shower.

Painswick is Paradise Guest Suite
Ideal to - walk the Cotswold Way, Laurie Lee trail in Slad Valley and many circular walks with pubs en route. Visit Cheltenham races, the popular Stroud Farmers Market and Five Valleys shopping centre. Discover the picturesque canal and cycle trail. Enjoy a pint in the Woolpack at Slad, an ice cream on Minchinhampton Common. Visit - Forest of Dean, Bourton-on-the-Water, Cotswold Water Park, Brecon Beacons. P Painswick's churchyard with 99 yew tres, golf course, pub and several eateries.

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.

Cosy dog friendly self contained Annexe
2 person dog friendly self catering ground floor annexe. Set in a peaceful 5 1/2 acre smallholding surrounded by countryside and farm land. Has it's own private enclosed garden and our hay field for dog exercise. Whether you are wanting time away or visiting the area for business or family, the annexe is ideally situated for both. With Cheltenham only 4.5 miles, Cotswolds nearby and M5 Motorway easily accessible. There are local dog friendly pubs and more amenities in the surrounding area.

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.

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
Other great holiday rentals in Upton Saint Leonards

Tranquil, stream side, cosy retreat

1BR | Quiet 1st Floor Flat | Free Parking

Cotswold dog friendly Cottage - The Coach House

The Cottage, a cosy, peaceful, rural retreat

Idylic picture perfect cotswold cottage

The Annexe at Cherry Cottage

‘Shamba Barn’ Cotswolds Grade II Converted Barn

The Old Chapel - Family friendly - Slad Valley
Destinations to explore
- Cotswolds AONB
- Longleat Safari Park
- University of Oxford
- National Exhibition Centre
- Stonehenge
- Blenheim Palace
- Brean Beach
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Lower Mill Estate
- Principality Stadium
- Cheltenham Racecourse
- West Midland Safari Park
- University of Warwick
- Cardiff Castle
- Cardiff Bay
- Utilita Arena Birmingham
- Cadbury World
- Roath Park
- Ludlow Castle
- Cotswold Wildlife Park
- Bath Abbey
- University of Birmingham
- Puzzlewood
- Bicester Village





