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.

Top guest favorite
The open living area features a cozy seating arrangement with a large white couch adorned with patterned cushions. Green beams are visible on the ceiling. Natural light floods in through multiple windows, illuminating a dining space with a wooden table surrounded by chairs.
Guesthouse in Gloucestershire
4.99 out of 5 average rating, 153 reviews

Luxury self-catering for two in the Cotswolds

Situated on a farm between the picturesque villages of Broadway and Winchcombe this private annex is the ideal getaway or escape for visiting the Cotswolds. Spread over two floors the open ground floor contains a small fully equipped kitchen and comfortable seating area with large wood burner. There is a private outdoor area for your enjoyment. Upstairs has a super king size bed and ensuite bathroom. All bedlinen is 100% cotton with down duvet, pillows soft towels and lots of wardrobe space.

Top 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, 279 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

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, 178 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, 165 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
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 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, 411 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, 108 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 cabin features a warm wooden exterior, complemented by a spacious decking area with outdoor seating. The surrounding landscape includes gravel paths and green grass, with a secure fenced perimeter enhancing privacy. Large windows reflect natural light, creating a welcoming outdoor setting.
Cabin in Severn Stoke
4.97 out of 5 average rating, 187 reviews

Luxury 1 bed cabin with hot tub

Luxury purpose built holiday let cabin. Beautiful location in worcestershire countryside. Ideal for dog walking, cycling and peaceful getaways. 7 miles to Worcester, 5 miles to Upton on Severn, 1 mile to local village with brilliant pub (Rose and Crown). Cheltenham Racecourse is 20 miles. Outside there is a wood fired hot tub, a large decking and patio area, a covered veranda and secure gardens with gated entrance and private parking

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, 107 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, 210 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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