Vacation rentals in Upper Rissington

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Top-rated vacation rentals in Upper Rissington

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Top guest favorite
Barn in Stow-on-the-Wold
5 out of 5 average rating, 5 reviews

NEW Luxury Big Cotswold Barn in Centre of Stow

Tucked away in the centre of Stow-on-the-Wold, Big Cotswold Barn is a beautifully restored countryside family-owned retreat that blends historic character with modern luxury - perfect for families, friends, and special getaways. Step inside and you’ll find a stunning open-plan living and dining space, where original wooden beams and rustic charm meet contemporary comfort. With easy access to walks, pubs, boutique shops and picturesque villages - you have everything you need on your doorstep.

Top guest favorite
A small patio area is set with a glass-topped table and two black chairs. Two drinks are placed on the table, surrounded by a well-maintained garden with grass and trees. A wooden fence borders the space, while a clear blue sky highlights the scene.
Guest suite in Stow-on-the-Wold
4.98 out of 5 average rating, 427 reviews

Cosy4Two. Bijou self-contained Cotswold annexe

A recently developed, beautifully furnished space, COSY for two adults /+1 baby ( U1 year or teen only) OR one fur-baby. No toddlers I’m afraid. Situated in a sleepy Cotswold farming village private drive, small garden/patio area. There are lots of stunning walks on the door step and we are close to many Cotswold attractions including Diddly Squat Farm and The Farmers Dog pub. Any additional unexpected cleaning or damage will be charged. Please ensure you cover the furniture. Thank you.

Guest favorite
The exterior of a stone house is showcased, featuring a balanced façade with windows framed by greenery. A front door is visible, set within a neatly maintained garden. The surrounding area includes other houses, and a pathway leads to the entrance, inviting guests to explore.
Home in Gloucestershire
4.84 out of 5 average rating, 37 reviews

Pretty house in the Cotswolds

A two bedroom house (1 double and 1 small single) in lovely quiet hamlet in the heart of beautiful Cotswolds. Views over trees, many walks and country pubs close by. Ideal for work, family or holiday trips. Near Kingham (railway station), Stow on the Wold, Bourton on Water and Burford. Just 40min to historic Oxford, Cheltenham, Banbury, Warwick, Swindon and Stratford. We have a supermarket, charity shop, gym and pharmacy. Daylesford, Blenheim, Soho House, RH and Thyme are short drive away.

Top guest favorite
A modern kitchen with dark cabinetry and white countertops is illuminated by pendant lights. A central island features a light wood table runner, complemented by a white pitcher holding dried flowers. Minimalist bar stools are positioned around the island, enhancing the airy atmosphere.
Home in Gloucestershire
4.99 out of 5 average rating, 218 reviews

Cotswold Gem Eco Friendly Parking EV charger

Situated in the highest village in The Cotswolds set between the Windrush & the Evenlode Valleys. Breath taking views. Central to all the most popular villages inc Bourton on the Water, Stow on the Wold, Burford which are short drive away. The village itself holds a lot of history as part of the former RAF base. The property boasts Eco friendly & family friendly. Use of bike storage in the large detached garage and EV charger/parking 2 spaces. Sky stream/ Sky sports Netflix super fast WiFi

Top guest favorite
Three horses are grazing in a grassy field, surrounded by a wooden fence. Lush green hills stretch into the distance under a clear blue sky, with a landscape marked by varying shades of greenery and gentle slopes.
Cottage in Upper Rissington
4.93 out of 5 average rating, 204 reviews

Glebe Barn - heart of the Cotswolds

A stunning barn conversion that was completed June 2021 situated in the heart of the Cotswolds. It is located at Little Glebe Farm next to a stable yard which is home to approximately 10 horses. The barn is south facing with stunning views across the farm. It has an open plan kitchen/sitting area with 2 bedrooms both with en-suite bathrooms. It is a single storey property. An enclosed terrace with lovely views. Very quiet and peaceful location. Well behaved pets welcome. Fast Wifi.

Top guest favorite
Barn in Oddington
5 out of 5 average rating, 14 reviews

The Owl Barn

Tucked away in a truly rural setting, this charming one-bedroom barn conversion offers a peaceful escape in the heart of a working farm. Situated on the edge of the village within walking distance to the village pub and Daylesford Farm Shop. The barn has been thoughtfully converted to combine rustic character with modern comfort and has been a full-time home until recently, giving it a warm, welcoming, and genuinely lived-in feel rather than a typical holiday let. No children and no dogs.

Superhost
A scenic view of stone buildings lining a tranquil waterway, featuring a stone bridge that arches over the water. Lush greenery hangs gently from nearby trees, contrasting with the historical architecture. The soft blue sky completes the charming village atmosphere.
Home in Upper Rissington
4.76 out of 5 average rating, 55 reviews

The Cotswolds Upper Cottage

Upper Cottage, authentic and peaceful near the heart of the best picturesque villages of the Cotswolds. Just a 5 minute drive from Bourton-on-the-Water and 10 minutes from Stow-on-the-Wold. Daylesford Farm a 15 minute drive as well as Jeremy Clarkson’s farm and pub. A 10 minute drive to the closest train station (Kingham) which takes you straight to London Paddington in just over an hour. Multiple bus services from the train station and to the villages too. CO-OP is walking distance.

Top guest favorite
The exterior of the larch clad Annexe features modern vertical wood paneling. Large glass doors lead into the entrance, framed by two planters with lush green grass. A gravel path provides access, highlighting the contemporary architecture amid a clear blue sky.
Home in Cirencester
4.98 out of 5 average rating, 260 reviews

Larch clad architect designed contemporary annexe.

Relax at this unique and tranquil getaway in the beautiful South Cotswolds. The Annexe is a separate dwelling next to an architecturally award winning contemporary house located in a quiet village. The larch clad property has an industrial, boho meets the Cotswold vibe with its own private wild flower garden, perfect for alfresco dining. Excellent location for walking, running and cycling. Close to the beautiful town of Cirencester, idyllic picturesque villages and gastro pubs galore!

Top guest favorite
A serene view of a gravel pathway leading to a wooden gate. Lush green grass frames the path, and a field of bright yellow flowers stretches into the distance under a clear blue sky. A stone cottage can be seen to the left, surrounded by greenery.
Cottage in Chipping Norton
4.99 out of 5 average rating, 209 reviews

Charming Cotswold Cottage in a private setting

Beautiful barn conversion cottage in a spectacular private setting. Nestled in rolling Cotswold countryside with uninterrupted views just a stone's throw from the ancient village of Shipton under Wychwood. A cosy living room with original exposed truss beams, a warming log burning stove and a scattering of antiques blend seamlessly with modern fully equipped kitchen. There are two charming bedrooms, both with well appointed ensuite bathrooms. The cottage has its own private garden.

Top guest favorite
A cozy sitting area features a stone fireplace with a fire burning warmly. A comfortable armchair, accented with a decorative cushion, faces a wooden coffee table. A stack of books and magazines is neatly arranged on the side, while a small side table displays a drink coaster.
Cottage in Kingham
4.98 out of 5 average rating, 327 reviews

A stylish and cosy Cotswold cottage

A recently renovated, beautifully styled cottage located in the heart of ‘England’s Favourite Village’. A 2 minute stroll will take you to the famous Wild Rabbit Restaurant and the ‘UK’s Dining pub of the year 2019’, The Kingham Plough. A 2 minute drive or 30 minute walk will lead you to another renowned culinary destination, Daylesford Organic Farm Shop, Restaurant and Spa. Famous Cotswold villages surround the area including Stow on the Wold, Burford and Bourton on the Water.

Guest favorite
The exterior of a converted silo is displayed, featuring a wooden walkway leading to the entrance. Surrounding greenery includes shrubs and grasses, while the structure showcases multiple large windows. The sky appears overcast, adding to the rustic charm of the farm setting.
Farm stay in Bruern
4.96 out of 5 average rating, 45 reviews

Converted Grain Silo

This totally unique silo conversion is situated in the middle of our working farm, and enjoys lovely southwest country views and golden afternoon light. Two bedrooms, two bathrooms, one small sofa bed, fully equipped kitchen and a quiet location that is easily accessible to some of the most popular villages in the Cotswolds (ie Burford, Charlbury, Stow and Chipping Norton). Lots of local footpaths for long walks, and pets welcome (2 dogs maximum) for an additional fee.

Top guest favorite
Home in Bourton-on-the-Water
4.96 out of 5 average rating, 163 reviews

Bourton on the Water Country Chic OldWorld Cottage

Welcome to Jasmine Cottage by The Cotswold Collection. Built some time in the 1600s, the cottage retains a lot of its character and charm with exposed Cotswold stone walls and original wood staircase and beams throughout. Completely remodeled with all of todays everyday conveniences blending modern comfort with old world charm. Jasmine Cottage is only seconds away from the River Windrush and all of the best shops and restaurants Bourton on the Water has to offer.

Popular amenities for Upper Rissington vacation rentals