
Holiday houses in Hailes
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Top-rated holiday rentals in Hailes
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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
Boutique Cotswold bolt hole - Ford Manor Cottage
Entire cottage set in grounds of owner's home with own gravelled and gated parking area, in the heart of the Cotswolds and National Hunt racing. Luxury open plan living/bedroom (approx. 25 sq m) which is light and airy with 4 post bed , well equipped galley kitchen and wet room. Complete privacy. Ideal retreat for short or long stays. A great base for walking and exploring the Cotswolds, with the Cotswold Way on the doorstep, Sudeley Castle a few miles away and Daylesford a 15 minute drive.

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.

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!

Cotswold Barn Loft with Panoramic views
A light spacious Cotswold barn conversion, for 2 people with panoramic views of the Cotswold countryside Aga and fully equipped kitchen Separate bedroom with double bed and en-suite shower room separate access and no shared facilities. Renovation work is taking place indirectly opposite, 8am till 4pm Monday to Friday no work on Saturday or Sunday The work will be inside the house and to the rear I hope it will not affect your decision to stay If you have questions please message Thanks

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.

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.

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.

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.

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.

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.

The Nook, nr Winchcombe, Cotswolds. 2 adults
The Nook is a cosy one bedroom cottage in the beautiful village of Gretton. Set on the Winchcombe Way, The Nook is just two miles outside Winchcombe which has a host of pubs and restaurants. It has a spacious kitchen diner, cosy lounge with inglenook fireplace and log burning stove for the winter. A spiral staircase leads up to the Double bedroom with en-suite shower room. The local pub, The Royal Oak, is walking distance and has great reviews.
Popular amenities for Hailes holiday rentals
Other great holiday rentals in Hailes

The Book Nook above a Bookshop, Winchcombe

Outbak Shepherd's Hut & Hot Tub, Hailes, Cotswolds

Cosy Cowshed Retreat

Stylish Cottage in The Cotswolds.

Cotswolds retreat - between Broadway & Winchcombe

Dawn Run, Studio Appartment.

The Little House

Beautiful Self Contained Annex in Toddington
Destinations to explore
- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- Utilita Arena Birmingham
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Lower Mill Estate
- Silverstone Circuit
- Cheltenham Racecourse
- West Midland Safari Park
- Cadbury World
- The Roman Baths
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- Bath Abbey
- National Exhibition Centre
- No. 1 Royal Crescent
- Coventry Cathedral
- Puzzlewood
- Bristol Aquarium
- Shakespeare's Birthplace
- Bowood House and Gardens
- Hereford Cathedral
- Dyrham Park




