Vacation rentals in Upper Strensham

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Top-rated vacation rentals in Upper Strensham

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Guest favorite
Home in Boddington
4.95 out of 5 average rating, 181 reviews

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.

Guest favorite
The exterior of Cedar Cottage features a charming red brick facade with a distinctive glazed oak door and a Juliet balcony above. Large glass doors invite natural light into the open-plan interior. A gravel path leads to a secure perimeter, enhancing the cottage's welcoming appeal.
Guesthouse in Eckington
4.99 out of 5 average rating, 283 reviews

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

Guest favorite
A spacious wooden lodge interior features a large bed with decorative pillows and a comfortable sofa positioned in front. Soft lighting is provided by wall sconces and a central chandelier, adding warmth to the rustic decor. A small shelf displays bottles and glasses, enhancing the open layout.
Barn in Eckington
4.94 out of 5 average rating, 127 reviews

Vine Lodge

A truly romantic wooden lodge sitting on the edge of a stream in an area of natural beauty. Relax in the unique lodge with a large king size bedroom open to the rafters, and views of the surrounding countryside. There is a luxury shower room & kitchenette on the ground floor along with a stunning free standing bath set on a balcony floor above with breath taking views from the bath. Wake up to the sound of bird song and take a stroll on Bredon Hill or to the village via your private footpath.

Top guest favorite
The exterior of a Georgian house features a white facade with large windows and a welcoming entrance. A paved pathway leads to the front door, flanked by vibrant flower beds filled with blooming roses and other colorful plants, enhancing the serene ambiance.
Home in Tewkesbury
5 out of 5 average rating, 180 reviews

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.

Guest favorite
Home in Bredon, Gloucestershire
4.96 out of 5 average rating, 167 reviews

Luxury Cosy Cottage with Garden

Luxury newly renovated 2 bedroom coach house set in the grounds of a Georgian Manor House with its own private gardens and duck pond over looking the National Trust Tithe Barn. The Coach House is within walking distance of the quaint village of Bredon which boasts 2 pubs, a village shop and playground. Bredon is ideally located for Malvern, Cheltenham and the Racecourse, Worcester and the rest of the Cotswolds. The Owners live in the Manor House so are at hand for any questions.

Top guest favorite
A private courtyard garden is surrounded by lavender plants, with a white picket fence framing the scene. A round table is accompanied by four wicker chairs, providing a serene outdoor space. Natural light bathes the brick exterior of The Little Retreat.
Cottage in Worcestershire
5 out of 5 average rating, 169 reviews

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.

Top guest favorite
A rustic timber-clad dwelling is featured, set against a backdrop of green fields. The structure showcases large windows and is complemented by neatly trimmed hedges and flower pots. A gravel pathway leads to the entrance, providing access to the surrounding outdoor space.
Home in Elmley Castle
5 out of 5 average rating, 610 reviews

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).

Top guest favorite
A charming stone cottage is framed by lush greenery and colorful flowering plants. A wooden gate leads to a gravel driveway, while rolling hills can be seen in the background under a clear blue sky.
Cottage in Broadway
5 out of 5 average rating, 135 reviews

Hobleys Cottage Stanton Nr Broadway

Hobleys Cottage is positioned on the edge of the historic village of Stanton which is widely regarded as one of the most picturesque in the Cotswolds. Recently refurbished the luxury accommodation is light and spacious with a well-equipped kitchen, open plan dining and sitting room. Wake up to stunning views over the adjoining pasture fields; a relaxing setting and a perfect base from which to explore the Cotswalds. The village pub The Mount Inn is within walking distance.

Guest favorite
The exterior of a spacious shepherd's hut is displayed, featuring wooden siding and large glass doors. A cozy outdoor seating area includes two blue chairs. A hot tub is positioned nearby, with grassy landscaping surrounding the structure.
Shepherd’s hut in Eckington
4.88 out of 5 average rating, 413 reviews

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.

Top guest favorite
An outdoor dining area features a small round table covered with a checkered tablecloth, accompanied by two metal chairs. The space is framed by lush greenery and a fruit-bearing tree, creating a serene environment for alfresco dining.
Guest suite in Eckington
4.98 out of 5 average rating, 111 reviews

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.

Top guest favorite
A modern structure with large glass doors reflects the surrounding landscape, framed by a gravel pathway. Colorful flower beds with blooming red and pink flowers enhance the entrance. Two stylish chairs are positioned on the patio, inviting relaxation outdoors.
Vacation home in Twyning
4.95 out of 5 average rating, 108 reviews

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.

Top guest favorite
The exterior of the cottage showcases a charming brick façade with white window frames and decorative shutters. A gravel pathway leads to the entrance, where a welcoming porch is visible. Outdoor seating is present nearby, surrounded by greenery and featuring serene rural views.
Cottage in Twyning
4.94 out of 5 average rating, 212 reviews

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

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