Holiday houses in Upper Strensham

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Top-rated holiday rentals in Upper Strensham

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Top Guest favourite
An open-plan living area features exposed wooden beams and a brick feature wall, creating a warm ambiance. A plush sofa is positioned beside a log burner. A glass vase with colorful flowers adorns the dining table, enhancing the inviting interior.
Cottage in Stoke Orchard
4.94 out of 5 average rating, 144 reviews

Willow Cottage, A Luxury Cotswold Retreat

Willow Cottage is a self-contained annexe connected to Waterloo House, a 19th century farmhouse. Named after the Weeping Willow tree right outside the door and located in the beautiful semi-rural village of Stoke Orchard, this recently renovated cottage offers an excellent base from which to explore the Cotswolds. There are great walks and cycle routes straight out of the door, and with Cheltenham Racecourse and Cheltenham town only a short drive away the possibilities for exploring are endless!

Top Guest favourite
The image captures a charming village scene featuring a mix of traditional cottages and greenery. A stone church tower is prominent in the background, surrounded by trees and flowering shrubs, creating an inviting atmosphere in the village of Alderton.
Cottage in Alderton
4.99 out of 5 average rating, 134 reviews

Cottage in The Cotswolds.

This quaint cottage in the beautiful village of Alderton has been refurbished to a high standard, an open plan living area including a kitchen/diner leading into a living space .Off the hallway is a downstairs WC. Upstairs there are two bedrooms, one with king size bed, the second with twin beds and a family bathroom. The outside space offers a small pretty area to relax, read, eat, & drink wine. This idyllic village has everything on offer, a village shop, pub & play park in stunning setting.

Top Guest favourite
A single-story annex is presented, featuring a stone patio with outdoor seating for four. Large windows brighten the facade, surrounded by green foliage. The roof is covered with slate, and the entrance is marked by a white door, leading into the welcoming space.
Guesthouse in Severn Stoke
4.97 out of 5 average rating, 361 reviews

Detached Annex in idyllic Countryside

Separate annex in idyllic countryside location, beautiful walks, local country pub. Near to Croome Court National Trust. Close to M5 and M50. Self Catering private location. The annex is prepared to a high standard and we respect your privacy leaving you to enjoy your stay. The annex has a free sat TV, fully fitted kitchen, tea, coffee and milk are provided along with a selection of biscuits, fluffy white towels, and a comfy new bed. The sofa can convert to a double bed if required. Free WIFI.

Top Guest favourite
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, 272 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 favourite
The living area features a cozy seating arrangement with a neutral-toned sofa and decorative cushions. A natural woven pendant light hangs above, illuminating the space. A rustic coffee table sits on textured flooring, accompanied by warm tones and a charming wreath adorning the entrance.
Cottage in Winchcombe
4.98 out of 5 average rating, 226 reviews

Little Nook Cottage - Cosy & Large Garden

Located in the heart of Winchcombe with far reaching views over the rolling Cotswold hills, Little Nook Cottage is a charming bolt hole, perfect for couples or a small family from which to explore the Cotswolds. You will find beautifully crafted beams and original stone floors paired with all the luxuries you need for a relaxing break. Featuring a cosy living/dining room with wood burning fire, a super comfy double room and even a dedicated work space should you wish to work away from home!

Top Guest favourite
Guesthouse in Toddington
4.95 out of 5 average rating, 210 reviews

Cotswold retreat: a stylish stay at Little Orchard

Little Orchard sits on a quiet lane, in the charming Cotswold village of Toddington, Glos. This light and airy apartment has an open plan living, dining and kitchen area, a separate king-sized bedroom with en-suite shower room. Situated above the garage to the side of the main property, with ample parking, the apartment has pleasant views and is only a few minutes walk from the ancient village church with many country walks from the door. You can enjoy the evening sun on the private patio.

Top Guest favourite
A spacious living area features leather sofas, a rustic brick fireplace with a wood-burning stove, and large windows allowing natural light. A vibrant area rug adds warmth to the wooden flooring, while a wooden dining table and chairs are visible in the background.
Cabin in Welland
4.95 out of 5 average rating, 225 reviews

Forest Lodge at Broad Oak, deepest Worcestershire

Forest Lodge: cosy with wood burning stove. ONE small to medium well behaved dog welcome. (Notify breed when booking - charges apply). Private garden, lots of parking. Lots to do in the area. Close to 3 Counties Showground, Upton on Severn, Malvern, Worcester. 1 hr: Cotswolds, Brecon Beacons, Forest of Dean and Wyre Forest. Tranquil rural retreat away from crowds but handy for lots of fun activities. Located at Broad Oak Trout Lakes. Strict check-out to allow for full cleaning.

Top Guest favourite
Cottage in Gloucestershire
4.99 out of 5 average rating, 304 reviews

53 Church Street - 500 yr old cottage/Luxury/View

53 Church Street served as a corner shop for many years, still evidenced by the door sign. It is likely to be around 500 years old, and has been lovingly restored to re-create an unmistakably historic building with all the modern comforts you could possibly want in a holiday home. From a four poster bed to a sleek, modern bathroom, from a beamed, cosy lounge to a characterful kitchen, and from a winding oak staircase to a breathtaking view of the spectacular Abbey.

Top Guest favourite
A peaceful bedroom features a wooden bed frame adorned with decorative pillows in neutral tones. Light filtering through window treatments highlights soft, muted wall colors. Two framed art pieces are positioned above the bed, and a bedside lamp rests on a small nightstand.
Cottage in Worcestershire
4.99 out of 5 average rating, 166 reviews

Spring Cottage, beautiful space central to Malvern

Spring Cottage is a gorgeous little property nestled between period properties in a central and walkable location to all amenities; railway station, supermarkets, pubs, restaurants, Malvern Theatre, Malvern College and the magnificent Malvern hills. This comfortable cottage is light, airy and surprisingly spacious. Its location offers excellent access to all Malvern has to offer together with peace and quiet to relax after the days activities.

Top Guest favourite
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.
Holiday home in Twyning
4.95 out of 5 average rating, 106 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 favourite
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, 199 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

Guest favourite
The historic country house features intricate timber framing and large leaded windows, set against a backdrop of manicured lawns. The facade showcases a blend of architectural styles, with multiple gabled roofs and a well-maintained garden that enhances its charm.
Home in Worcester
4.97 out of 5 average rating, 182 reviews

Severn End - 15th Century Manor House

Experience a truly unique and luxurious stay in this charming country house in the picturesque south Worcestershire countryside, on the doorstep of the Cotswolds AONB. Enjoy breath-taking views of the Malvern Hills and the River Severn from the comfort of Severn End Manor. Ideal for family getaways, this home also offers a cot and child’s bed, making it the perfect retreat for all ages.

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