Holiday houses in Hailes

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Top-rated holiday rentals in Hailes

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Top Guest favourite
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 Stanton
4.99 out of 5 average rating, 165 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 favourite
The exterior of April Cottage Lodge features a charming stone façade, with a welcoming entrance door framed by a small porch. A lush green lawn surrounds the house, complemented by a potted plant and outdoor furniture nearby, creating an inviting outdoor space.
Guesthouse in Toddington
4.97 out of 5 average rating, 299 reviews

Cosy Cotswold Lodge with Hot Tub & Private Garden

April Cottage Lodge is a stylish & spacious 1 Bedroom, spotlessly clean, very well appointed holiday let in the North Cotswolds. We offer private accommodation with super views, good WiFi, off road parking & private garden with a hot tub, patio furniture & BBQ. A fantastic base to explore many famous Cotswold Villages, walk stretches of the Cotswold Way, towns & landmarks of Gloucestershire, Warwickshire, Oxfordshire & Worcestershire. Within walking distance of the local pub, shop & GWS Railway.

Top Guest favourite
Two modern cabins are set within a natural landscape, surrounded by tall grass and trees. Shared outdoor seating areas are visible, along with a gravel path leading to the cabins. The sky is partly cloudy, enhancing the serene rural environment.
Farm stay in Whittington
4.99 out of 5 average rating, 110 reviews

Architectural gem on an acclaimed Cotswold farm /1

Enjoy a luxurious 'Bantam House' on our award-winning conservation farm. Your every comfort catered for with a handmade super king bed, air-conditioning and superfast fibre broadband. Overlooking a conservation orchard, this house is immersed in nature. The farm has been named one of the top wildlife destinations in the UK (Iolo Williams, Spring Watch). Ten minutes' drive to the spa town of Cheltenham, our cotswold getaway has bountiful access to the outdoors and great road links via the A40.

Superhost
The exterior of the cottage is framed by climbing ivy and lush greenery, with stone walls reflecting its historic charm. A wooden dining table is set outside, surrounded by well-maintained flower beds, inviting a pleasant outdoor experience.
Cottage in Stanton
4.94 out of 5 average rating, 126 reviews

Stanton Cotswolds The Hay loft 2 Bed, Cottage

Nestled in the centre of the peaceful and picturesque village of Stanton, in the heart of the Cotswolds, you will find the Hayloft. A charming 17th century converted cotswold stone barn. A light and airy cottage with beams and character. Stanton is quintessentially Cotswolds, picture postcard pretty, providing the perfect getaway from the hustle and bustle of everyday life. The Cotswold Way runs through the village which makes it the perfect base if you enjoy walking, cycling and sightseeing.

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, 256 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
4.96 out of 5 average rating, 253 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
Shepherd’s hut in Winchcombe
4.99 out of 5 average rating, 101 reviews

Luxury Shepherds Hut with Private Bath Hut

Located within it's own private field, neighbouring The Royal Oak pub (Gretton), this is the premium hut of three with outstanding Cotswolds views for an unforgettable escape. The hut's industrial style oozes elegance. A comfy king-size bed and stylish shower room shoulder up the middle living space which boasts a log burner, kitchenette and dining area. Guests also have access to their own private separate bath hut. An ideal spot to switch off and relax. Home is where the hut is!

Top Guest favourite
A charming stone cottage stands proudly under a clear blue sky, featuring a symmetrical facade with white-framed windows. A neatly landscaped garden with low hedges and shrubs frames the entrance, while a path leads to the front door.
Home in Winchcombe
4.96 out of 5 average rating, 166 reviews

Luxury Cotswolds Cottage with Hot Tub

Escape to our luxurious Cotswolds holiday cottage with a hot tub! Located in the enchanting Cotswold region, our snug-luxe cottage offers the perfect break. With a landscaped garden and proximity to Cheltenham, it's ideal for race enthusiasts and explorers. Experience an unforgettable weekend getaway, family holiday, or celebration with friends in style and comfort. Book now to indulge in the beauty of the Cotswolds and enjoy relaxation, scenic trails, and the charm of Cotswolds living.

Top Guest favourite
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 Stanton
5.0 out of 5 average rating, 140 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.

Top Guest favourite
An inviting sleeping area is framed by whitewashed walls and wooden beams, featuring a spacious bed dressed in crisp white linens and topped with a soft grey throw. Bedside tables with warm, metallic lamps flank the bed, while an antique chest of drawers adds character to the space.
Guesthouse in Winchcombe
4.95 out of 5 average rating, 372 reviews

Charming ‘mini cottage’ bedroom and shower room

A pretty and private little Cotswold stone bakehouse converted to a bedroom and shower room with beautiful Cotswold views set in rolling farmland on edge of historic hamlet of Hailes. We are right on the Cotswold Way and an ideal stop off after the first leg or walk the myriad of footpaths around us straight from the door. Within easy access of Cheltenham racecourse and the lovely villages of the Cotswolds, the many country pubs or a visit to the amazing Giffords Circus.

Guest favourite
Shepherd’s hut in Stanway
4.9 out of 5 average rating, 155 reviews

Off-Grid Cosy Shepherds Hut | Fire Pit + Farm Stay

Nestled within a bustling working farm, this shepherd’s hut offers a front-row seat to nature. Watch horses and sheep graze nearby and catch the GWR steam train crossing the viaduct from your bed. Outside, enjoy views of the Stanway fountain while breathing in fresh air. Fantastic walking trails connect to the Cotswold Way. There’s no WiFi here, so you can truly soak up nature. Plus, you can even bring your horse along—just send us an enquiry to check availability.

Top Guest favourite
The master bedroom features a king size headboard with a woven design. Two decorative pillows in contrasting patterns rest against the crisp white bedding. Above, framed artwork, including a tiger and a whimsical cat, adorns the wall, complemented by soft bedside lamps.
Home in Winchcombe
5.0 out of 5 average rating, 167 reviews

'Fifteen off the Green'- 1 Bedroom Cotswolds Home

Nestled on a close next to a peaceful tree-strewn lawn lies ‘Fifteen off the Green’. This fun and unique one bedroom home offers its guests the perfect balance of luxury and design whilst adding all creature comforts to make you feel right at home. Newly refurbished and designed with couples in mind, this home has everything you could need to cook up a storm or just to relax and unwind after a busy day exploring the Cotswolds.

Popular amenities for Hailes holiday rentals