Holiday houses in Upper Strensham

Beautiful Bolthole for Two

The Old Stables is a spacious, tastefully furnished private retreat, perfect for two. We’re located in the pretty village of Bredon just 3 miles from the historic riverside town of Tewkesbury, close to Cheltenham and a short drive to the north Cotswolds. Plenty of walking in the area, places to visit, shopping in Cheltenham or stay put with a good book, film or glass of wine in the garden. Or just talking to each other! *The Fox and Hounds is still closed due to a fire (note added April 2026)

Family · Value · Sleep quality

River front unique stylish home with free parking

The White House is a unique stylish home overlooking the river Severn in the picturesque town of Upton with private mooring for fishing or for a riverboat. It has three double bedrooms beautifully decorated. The main one has a kingsize bed and river Severn views from balcony. A tasteful designer shower room.The kitchen/ Dining room is open plan and fully equipped with a marble central island. A further lounge looks out onto the river . Also offers a rear courtyard garden, free parking and wifi.

Value · Family · View

Renovated cottage with views of Bredon Hill

Cedar Cottage is a recently renovated self contained cottage adjacent to our home with its own entrance and secure parking on site. It has everything you need to make your stay comfortable with high quality stylish furnishings including a king sized bed with Emma mattress. The village has 2 pubs and a village shop and is perfectly situated for easy access to Cheltenham Festivals, Upton-upon-Severn and the Cotswolds. Wonderful walks directly from the cottage. Bike storage & EV Charger available

Location · Family · Comfort

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.

Location · Value · Bathroom

Hunters Lodge Warwickshire

A luxurious self catered barn conversion offering a unique and romantic escape nestled in the picturesque Warwickshire countryside. A place to relax and unwind whether it’s in our gorgeous freestanding bath tub, our 4 poster bed or by putting your feet up in front of the log burner and enjoying the warm and ambient glow. Take a dip in our traditional outdoor spa bath tub situated in your private patio area and watch the sunset across the fields. This is truly a stunning and unforgettable stay.

Family · Value · Kitchen

Cotswolds Cottage, Heated Pool, Tithe Barn Views

A characterful Cotswolds coach house overlooking the National Trust Tithe Barn, with two bedrooms and mature private gardens with a beautiful duck pond and heated pool. The Coach House is set in the grounds of Bredon Manor. Bredon village (two pubs, a shop) a short walk away; Cheltenham, Malvern and the Cotswolds villages a short drive. An easy escape from London that works year-round. Autumn walks, cosy winter retreats, spring gardens and heated pool May to September. Dogs welcome.

Value · Family · Check-in

Dog friendly stylish cottage near Malvern Hills

The Little Retreat is a beautiful stable conversion. The open plan living/kitchen/dining room has a vaulted ceiling, stylish lighting and everything you need to cook up a storm. With cosy underfloor heating throughout, this is a special place, with only 5 star reviews! The Malvern Hills, and the new Cotswold Designer Outlet are on the doorstep, the Cotwolds Hills, Jeremy Clarkson's pub and Diddly Squat Farm are less than an hour away. Well behaved dogs welcome by arrangement.

Value · Location · Amenities

The Woodshed

We are located in the countryside but within easy reach of Cheltenham, Stratford-on-Avon, the Cotswolds, the Malverns and Worcester. We are a working farm at the foot of Bredon Hill, just over one mile from the local village which has a great pub. There are many great walks and cycle routes around and we also have a large pond which is great for fishing in or relaxing by. The Woodshed is great for couples, solo adventurers, business travellers, and families (with children).

Family · Value · Access

Oak Retreat – Shepherd Hut & Hot Tub, Cotswolds

A unique and spacious shepherd's hut on a peaceful and private farm in Eckington in the Cotswolds. The wood-fired Hikki Sweden hot tub is available for guests to use 24/7, with stunning countryside views. We provide several logs and kindling on arrival. Perfect for a weekend getaway for 2 with a comfy double bed, working kitchen, and shower room. The view from the hot tub is of Bredon Hill, and most mornings, you will see the herd of deer pass through the field.

Family · Location · Decor

Cosy Garden Studio Eckington

Our Garden Studio has recently been converted. It is light and airy, cosy and warm. Sitting in the garden of a grade 2 listed cottage, it has its own entrance and patio doors leading to secluded alfresco dining area and garden. Eckington is a small friendly village within walking distance of two pubs, corner store, hairdresser, restaurant and a cookery school. We are close to the beautiful circular river Avon walk, and the deer park on Bredon Hill.

Value · Family · Amenities

Relaxing Gloucestershire getaway

A cosy, comfortable cottage, The Tallet is in a rural setting with beautiful views of the Cotswolds and plenty of wildlife. Fully equipped kitchen + utility/laundry room. 2 bedrooms, 2 bathrooms (1 up, 1 down)a lounge with sofabed and smart TV. WiFi free. It’s a short drive from Tewkesbury with its Abbey and Tudor heritage. Handy to motorways to M50/M5. Owners live next door and are on call if you need anything. Sleeps 4 -6. Parking for 4 cars.

Value · Family · Hiking

The Potting Shed (Two-bedroom barn conversion)

Kick back and relax in this calm, stylish space. Comprising a master bedroom with king size bed, En-suite shower room, twin bedroom, main bathroom and beautiful open plan kitchen living area. A morning coffee watching the sun rise over Bredon Hill or an evening glass of wine watching the sunset behind the Malvern Hills an accessible location making it suitable to chill out and relax or use as a base camp to explore the local area.

Location · Family · Decor