Vacation rentals in Hailes

4.92 out of 5 average rating, 216 reviews

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

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

A spacious cottage interior features an elegant four-poster bed with blue accent pillows. A cozy sitting area contains a patterned sofa and a round table. Natural light filters through the windows, enhancing the airy atmosphere, while a soft rug adds comfort to the stone floor.

4.95 out of 5 average rating, 263 reviews

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.

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.

4.99 out of 5 average rating, 145 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.

4.98 out of 5 average rating, 172 reviews

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

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!

4.92 out of 5 average rating, 106 reviews

A two-story white house is pictured, surrounded by lush greenery and trees. A blue structure extends to the side, providing contrasting color. The driveway features gravel, and a fence borders the property, enhancing the rural setting under a clear blue sky.

Place to stay

The Loft/Annex at New House Farm

The Annex at New House Farm is situated in Stanton, one of the prettiest villages in the Cotswold. The Mount Inn with its stunning views and home cooked food is a short walk away. Broadway is 3 miles where you will find many shops, cafes & pubs including the Lygon Arms with its new James Martin restaurant. Stratford-on-Avon is the regions cultural centre with it's Shakespearian heritage & Cheltenham is 11 miles with excellent shopping good choice of restaurants and its famous racecourse.

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.

4.96 out of 5 average rating, 172 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.

4.95 out of 5 average rating, 106 reviews

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

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.

5 out of 5 average rating, 132 reviews

Cottage

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.

4.98 out of 5 average rating, 244 reviews

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

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.

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.

4.95 out of 5 average rating, 348 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.

4.94 out of 5 average rating, 103 reviews

Shepherd’s hut

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.