Holiday rentals in Hailes

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Hailes

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top 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
4.92 out of 5 average rating, 235 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

Guest favourite
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.
Guest house
4.94 out of 5 average rating, 293 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.

Top guest favourite
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.
Guest house
4.99 out of 5 average rating, 152 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 favourite
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
4.98 out of 5 average rating, 223 reviews

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!

Top guest favourite
Guest house
4.95 out of 5 average rating, 207 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 favourite
The open-plan kitchen and dining area feature wooden flooring and natural light streaming in through a large window. A rustic table with seating for four invites meals together, while an equipped kitchen with wooden cabinets and modern appliances encourages cooking and sharing.
Loft
4.97 out of 5 average rating, 319 reviews

Spacious Cotswold Hideaway : Hectors Loft

Wonderful peaceful space for 2. Your own drive and entrance to off road parking adjacent to the Loft, Outside patio and garden. Great local pubs and walk to cafe in the near by village of Guiting Power. Airy, bright living space with separate bedroom and bathroom. Country walks, quiet pub lunches, discover many interesting places - Bourton on the Water, Broadway, Chipping Campden, Stow on the Wold, Stratford upon Avon, Moreton in Marsh. All within 30 minutes travelling by car. 300mb wifi

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
4.92 out of 5 average rating, 127 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 favourite
A spacious studio apartment is furnished with a large bed and a comfortable sofa, complemented by a coffee table and TV. Natural light illuminates the room through the windows, creating a serene atmosphere. A piece of wall art depicting trees adds a touch of charm.
Guest suite
4.98 out of 5 average rating, 493 reviews

Cotswolds studio apartment with breathtaking views

A spacious, light & airy ground floor studio apartment with separate shower room & underfloor heating, set in beautiful surroundings. The apartment is close to the Cotswold Farm Park, located in the grounds of a 48 acre livery business, the apartment has fantastic views across the lawns, to the horses in the paddocks and beyond. This apartment has a fully equipped kitchen and is decorated to give it a Cotswold farmhouse feel, it has it's own entrance, with off street parking.

Top 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
4.94 out of 5 average rating, 145 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. Set on picturesque Vineyard Street, this lovingly restored former wool cottage blends timeless character with modern comforts. Thoughtfully renovated by the owners this the boutique two-bedroom home features stylish furnishings and all the contemporary amenities you need for a relaxing stay. Available for mid week or long weekend breaks this February.

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
4.99 out of 5 average rating, 274 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.
Guest house
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
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
4.96 out of 5 average rating, 154 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.

Popular amenities for Hailes holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Gloucestershire
  5. Hailes