Holiday houses in Hailes

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Top-rated holiday rentals in Hailes

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Guest favourite
A charming row of 18th-century cottages is depicted, featuring stone exteriors with traditional slate roofs. Lush vegetation and climbing plants adorn the walls, while windows invite natural light. The pathway, bordered by vibrant flowers, leads to an inviting garden space that enhances the cottage's appeal.
Cottage in Winchcombe
4.93 out of 5 average rating, 136 reviews

The Feathered Nest an idyllic Cotswolds escape.

Nestled in the heart of historic Winchcombe, The Feathered Nest offers a welcoming escape in the beautiful North Cotswolds—perfect for any season. Set on picturesque Vineyard Street, this lovingly restored former wool cottage blends timeless character with modern comforts. Thoughtfully renovated by your hosts, Paul and Amanda, the boutique two-bedroom home features stylish furnishings and all the contemporary amenities you need for a relaxing stay. Available for long weekend breaks this November

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 Cheltenham
4.98 out of 5 average rating, 262 reviews

Cosy Cotswold Lodge with Private Garden & Hot Tub

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.

Guest favourite
A charming stone farmhouse is set amidst lush greenery, surrounded by a well-maintained hedge. The building features traditional architectural elements with a welcoming front entrance and outdoor seating area, offering a picturesque view of the serene countryside.
Guest suite in Winchcombe
4.92 out of 5 average rating, 228 reviews

The Annex Self contained suite on a working farm

A self-contained annex on a working farm in the beautiful Cotswold town of Winchcombe. Sitting above the medieval town, the room has spectacular views of the surrounding cotswold hills. Situated 10 minutes walk from the centre of town with lots of pubs, shops and restaurants. Right on the Winchcombe Way and close to the Cotswold Way its ideal for walkers. Secure cycle storage is also available. Broadway, Stow-on-the Wold, Bourton-on-the -Water Cheltenham, Stratford and Oxford are all drivable

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
4.98 out of 5 average rating, 123 reviews

Stylish 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
The charming exterior of Little Nook Cottage features a warm stone façade, adorned with holiday decorations. A small evergreen tree with lights hangs above the entrance, and a wreath is positioned on the front door, enhancing the cottage's welcoming appearance.
Cottage in Winchcombe
4.98 out of 5 average rating, 190 reviews

Little Nook Cottage - Dog Friendly & 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
A cozy living area features a deep blue sectional sofa adorned with several plush cushions. A soft area rug lies beneath, complementing the wooden floor. A small potted plant adds a touch of greenery, while a wall-mounted mirror reflects light in the space.
Guesthouse in Toddington
4.95 out of 5 average rating, 187 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.

Guest favourite
An aerial view of a spacious property surrounded by lush greenery, with fields stretching into the distance. The main house, adorned with a red roof and surrounded by trees, offers a glimpse of the tranquil countryside. Access routes are visible, enhancing the secluded feel.
Tiny home in Toddington
4.92 out of 5 average rating, 119 reviews

Delightful Studio with private Terrace and parking

The Beech Hut is a unique little studio situated in a quiet private corner of the garden of the main house. This unusual studio offers guests the perfect getaway for a relaxing mini-break in open plan spacious living. It is within walking distance of the local pub, shop and GWS steam railway and beautiful country walks are accessible directly from the door. It is also a great base to explore the Cotswolds with the lovely villages of Winchcombe and Broadway only a short drive away.

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 Broadway
5 out of 5 average rating, 132 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
A stone building with a sloped roof features double French doors leading to a patio area. The outdoor space is furnished with a small teak table and chairs, surrounded by low greenery and a gravel pathway. A tranquil rural setting is highlighted in the background.
Guest suite in Broadway
4.98 out of 5 average rating, 259 reviews

Cosy countryside studio with log burner stove

The Studio at Hoo Lodge provides cosy accommodation for two in the tranquil village of Laverton, near Broadway Double French doors to front Exposed beam ceiling & stone end wall Log burner, SMART TV & leather sofa Iron double bed & king-size duvet Kitchen diner area, gas cooker, fridge, kettle & toaster Shower room with dual shower head Linens, towels & logs included. Patio with teak table & chairs Ideal location for exploring, walking, running & biking or just relaxing.

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, 353 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
4.94 out of 5 average rating, 122 reviews

Stanway Grounds Shepherds Hut

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 out of 5 average rating, 141 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.

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