Holiday rentals 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)

Value · Location · Walkability

Quiet, elegant Upton home: >2 days clean window!

Nature reserves, rural villages. Our detached home (not letting) is quiet, unlike the town; clean, spacious, elegant. It's our home so GOOD reviews required. Booker MUST be present; NO booking for others. Walk to Upton (10-12 mins flat). Off-road parking. Great for couples. If you want the second bedroom, enter THREE (or FOUR) guests. No access to the 2nd room unless you enter 3 or more guests. Responsible adults only! Contact now to check your needs. We are allergic to dogs; no pets or kids!

Family · Location · Kitchen

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 · Value · Indoor spaces

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 · Location · Solo travel

Attractive Period House with breath-taking views

Take it easy at this unique and tranquil getaway. Dating back to the 1800s, this delightful Grade II listed Georgian House is set on a Hillock in an acre of beautiful gardens overlooking the River Avon and the Cotswolds. The Uplands offers the perfect blend of luxurious rural privacy and the convenience of the town centre with its numerous restaurants and riverside pubs a short walking distance away. We have plenty of space for you to relax and pride ourselves on our high standards.

Location · Value · Pets

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.

Family · Value · Comfort

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.

Location · Value · Wifi

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.

Location · Family · Checkout

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 · Hospitality

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 · Location · Check-in

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.

Family · Value · Parks

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.

Location · Family · Heating