Holiday houses in Hailes

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Top-rated holiday rentals in Hailes

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Guest favourite

Cottage in Cheltenham

4.9 out of 5 average rating, 416 reviews

The Bothy cottage in the Cotswolds

The Bothy is a conversion of a 17th Century Cotswold stone stable and a 20th Century kennel building. On the ground floor is the living room with a beautiful wood burning stove, a fully equipped kitchen, a comfortable double bedroom and a modern shower room. Whilst upstairs, which is accessed from a narrow oak staircase, you can find the twin bedroom. The living room has been fitted to retain all its original features and is furnished in period style. I have included many Georgian and Victorian pieces and have also included a large settee and two arm chairs, dining table and chairs for 4, corner cupboard and a dash of the 21st Century with a Sky television. The Bothy is beautifully situated in the Postlip Coombe on the leeward side of the Cotswolds highest hill and yet only minutes from Winchcombe, a classic Cotswold "wool" town, renowned for its excellent shops, restaurants and architecture.

27 Mar – 3 Apr

$1,359 AUD total

Guest favourite

Guest suite in Winchcombe

4.93 out of 5 average rating, 119 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

2 – 9 Oct

$1,092 AUD total

Guest favourite

Guesthouse in Cheltenham

4.95 out of 5 average rating, 219 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.

21 – 28 Nov

$1,429 AUD total

Guest favourite

Guesthouse in Cheltenham

4.98 out of 5 average rating, 193 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.

17 – 24 July

$2,274 AUD total

Guest favourite

Shepherd’s hut in Winchcombe

4.97 out of 5 average rating, 124 reviews

Stunning Cotswold Views, Idyllic, En suite TV/WiFi

Scandinavian styled, ensuite, luxury Shepherd's Hut set in idyllic private countryside. Extensive hillside views. Perfectly located in an Area of Outstanding Natural Beauty (AONB) in The Cotswolds. National Walking Trails on the doorstep. Picturesque walk or e-bike to medieval Winchcombe; home to the fascinating & majestic Sudeley Castle, many interesting shops, excellent restaurants, superb cafés & pubs. Just one other beautiful Shepherd’s Hut is also available & both can be booked together.

20 – 27 Sept

$1,301 AUD total

Guest favourite

Cottage in Winchcombe

4.84 out of 5 average rating, 156 reviews

Penny Cottage - Cosy Cotswold cottage

Penny Cottage is in the heart of the former Saxon town of Winchcombe. It is a traditional Cotswold cottage with a working inglenook fireplace. It is on the Cotswold Way and has access to miles of country walks. Sudeley Castle, the resting place of the only Queen of England to be buried outside a royal palace, is within walking distance. A variety of pubs and restaurants can all be found within a 5 minute walk. The town also boasts a variety of independent shops, and two small supermarkets.

8 – 15 Jan

$1,529 AUD total

Guest favourite

Shepherd’s hut in Winchcombe

4.97 out of 5 average rating, 111 reviews

Orchard Huts - Shepherds Pie

Located on the outskirts of a lively Cotswold town our shepherds hut is sure to bring you back to nature whilst providing essential creature comforts. Surrounded by English country side and just a 10 minute walk from the town centre you will find yourself in the perfect location to switch off and relax, whilst able to explore the area and enjoy all it has to offer. An outdoor fire pit, indoor log burner, hot tub and BBQ, allows year round stays to be enjoyed in this picturesque setting.

26 Aug – 2 Sept

$1,703 AUD total

Guest favourite

Cottage in Stanley Pontlarge

4.99 out of 5 average rating, 157 reviews

Stunning Cotswold cottage, log burner, Winchcombe

Gorgeous romantic Cotswold cottage with direct access to walks. Up to 2 well behaved dogs welcome. The Old Mill House is a luxury retreat in Stanley Pontlarge, 2 miles to Winchcombe, 5 miles Cheltenham Racecourse, 9 miles central Cheltenham. Living room with TV and logburner, bedroom with kingsize bed, kitchen with microwave, dishwasher, induction hob, oven Nespresso machine, Smeg fridge/freezer. Shower room. Neal's Yard toiletries. Fast broadband. EV charging. Muddy paw pet washer.

13 – 20 Feb

$2,044 AUD total

Guest favourite

Cottage in Broadway

5.0 out of 5 average rating, 116 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.

4 – 11 May

$4,829 AUD total

Guest favourite

Cottage in Bank Farm Barns

4.99 out of 5 average rating, 397 reviews

Idyllic Dog Friendly Barn , Summerhouse / Paddock

“Hare Barn” is self contained original barn conversion We offer guests on B & B basis the perfect place to relax and unwind. Many character features including romantic bedroom, private patio and access to my paddock offering spectacular views towards Bredon Hill and countryside. Use of The Stables Summerhouse with sheltered seating., BBQ, Firepit & Fridge. Extensive network of footpaths perfect for dog lovers and ramblers, leading direct from barn. Up to 3 dogs stay free

10 – 17 Jan

$1,538 AUD total

Guest favourite

Guesthouse in Winchcombe

4.96 out of 5 average rating, 291 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.

1 – 8 Dec

$1,434 AUD total

Guest favourite

Guest suite in Broadway

4.99 out of 5 average rating, 146 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.

7 – 14 Dec

$1,315 AUD total