
Holiday rentals in Upton Saint Leonards
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Top-rated holiday rentals in Upton Saint Leonards
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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.

Mayfield Studio contemporary cottage in Painswick
Mayfield Studio is a quiet, contemporary, spacious self-contained apartment in the picturesque village of Painswick in the heart of the Cotswolds. A perfect base from which to explore the surrounding hills and valleys. The famous Cotswold Way is on our doorstep and you can walk or hike from here or potter in the village where there are great cafes and pubs. Stroud with its Farmer’s market and The Woolpack at Slad are nearby as is Cheltenham for the races and Jazz, Literary and Music Festivals.

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.

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.

Spring Cabin
Tucked away in a remote spot over looking the Golden Valley , this peaceful retreat is the ideal place for your weekend getaway . Only 2 hours from London Spring Cabin is quiet and secluded with the countryside on your doorstep. The cabin is attached to the hosts property so is not entirely self contained but has a fridge , toaster and kettle for your basic needs . There is an outside lounge area with barbeque and fire pit for romantic evenings watching the stars .

The Snug guest suite 1 double bedroom Cotswold Way
Welcome to The Snug, our newly converted self-catering accommodation on a private road in the beautiful Cotswold village of Edge. We are close to Stroud, Painswick and Gloucester with Cheltenham less than 30 minutes by car. The Snug is great for walkers looking for self contained accommodation on the Cotswold Way, couples wanting a relaxing country break or a place to use as a home away from home if you're working locally.

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
Other great holiday rentals in Upton Saint Leonards

Private apartment in stunning historic house

Unique Private Slad Valley Contemporary Chic Barn

Artist's studio in Edge in stunning countryside.

‘Shamba Barn’ Cotswolds Grade II Converted Barn

Cheerful 3-bedroom Cottage in Rural Village.

The Annexe at Cherry Cottage

The Cottage, a cosy, peaceful, rural retreat

Foston’s Ash Shepherd’s hut Hazelhanger(green hut)
Destinations to explore
- Cotswolds AONB
- Longleat Safari Park
- University of Oxford
- National Exhibition Centre
- Stonehenge
- Blenheim Palace
- Brean Beach
- Lower Mill Estate
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- 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
- University of Birmingham
- Bath Abbey
- Puzzlewood
- Sudeley Castle





