Vacation rentals in Hailes

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Top-rated vacation rentals in Hailes

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Guest favorite

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

4.91 out of 5 average rating, 221 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 favorite

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 Gloucestershire

4.99 out of 5 average rating, 147 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 favorite

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, 117 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 favorite

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, 180 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!

Guest favorite

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 in Stanton

4.93 out of 5 average rating, 111 reviews

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.

Top guest favorite

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, 178 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 favorite

Home in Gloucestershire

4.98 out of 5 average rating, 132 reviews

Spacious Organic Cotswold Farm Cottage

Newly converted Cotswold barn in a beautiful location on our Organic working farm with views to die for. Centrally located in the North Cotswolds, close to Broadway and Winchcombe and other nearby villages. We are also only 15-20 mins from Cheltenham, Chipping Campden, Stow-on-the-Wold, Moreton-in-Marsh, Tewkesbury and Junction 9 of the M5. A 5 min drive to the train station where you can catch a steam train that can take you to Broadway and or Cheltenham. Perfect for Cheltenham Races!

Guest favorite

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

4.91 out of 5 average rating, 117 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.

Top guest favorite

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 favorite

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, 252 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.

Guest favorite

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, 350 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 favorite

A cosy lounge area features a soft grey sofa and a wooden coffee table adorned with a flower arrangement. In the background, the kitchen is visible, highlighted by white cabinetry. A small television on a stand adds convenience, while exposed beams enhance the character of the space.

Cottage in Gretton Gloucestershire

4.96 out of 5 average rating, 142 reviews

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.