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Cottage holiday rentals in Winchcombe

Find and book unique cottages on Airbnb

Quick stats about cottage rentals in Winchcombe

  • Total holiday rentals

    Explore 60 holiday rentals in Winchcombe

  • Nightly prices starting at

    Winchcombe holiday rentals start at $154 AUD per night before taxes and fees

  • Verified guest reviews

    Over 7,070 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Winchcombe holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Winchcombe rentals

  • 4.8 Average rating

    Winchcombe stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated cottage rentals in Winchcombe

Guests agree: These cottages are highly rated for location, cleanliness and more.

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Guest favourite
A cozy living area is highlighted by a stone fireplace featuring a log burner. Two comfortable armchairs are positioned near a coffee table, adorned with decorative items. Soft lighting is provided by a lamp, enhancing the warm atmosphere of the space.
Cottage in Winchcombe

Thimble Cottage. Winchcombe

Charming 200 year old Cotswold stone Cottage with oak beams and log burner. Situated in the heart of the ancient Saxon town of Winchcombe. Two lovely bedrooms, one with king size bed and the second with two single beds. Fully furnished to a high standard with an attractive long garden and patio seating area. Close to all amenities, pubs, restaurants and local produce shops i.e bakers, butchers and delicatessen. Sudeley Castle and grounds are a short walk from the cottage. Pet friendly No smoking

FamilyLocationGetting around

4.92 out of 5 average rating, 210 reviews
Top Guest favourite
A spacious bed is dressed in white linens, complemented by textured yellow cushions and a woven throw. A bedside lamp and a wooden nightstand are visible, along with a framed piece of artwork depicting a woman in profile.
Cottage in Winchcombe

Penny Cottage - Cozy 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.

ValueLocationHeating

4.87 out of 5 average rating, 241 reviews
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 in Winchcombe

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!

LocationFamilyWalkability

4.98 out of 5 average rating, 263 reviews
Guest favourite
The charming exterior of a stone cottage is depicted, showcasing a green door under a decorative canopy. Flanking the entrance are small potted plants. A friendly dog is seated on the doorstep, adding a welcoming touch to the quaint facade.
Cottage in Winchcombe

Cosy Cotswold Cottage in the centre of Winchcombe

Vineyard street is an unrivaled position in Winchcombe, a unique town in all it has to offer, where visitors are welcomed and quickly feel like locals and get to enjoy a real part of Cotswolds Life. No. 5 is a traditional cosy cottage, decorated and furnished to a high standard to ensure our guests comfort and needs. We are local owners and are on hand with any questions and to offer recommendations to make the most of your visit. Secure garden, dogs are very welcome, also allowed in pubs

FamilyLocationNearby

4.89 out of 5 average rating, 158 reviews
Top Guest favourite
Cottage in Winchcombe

Luxury Central, Dog friendly, King Bed, Log fire

The Bolt Hole is a charming, refurbished, dog-friendly, Cotswold stone cottage, central to pubs and cafes - Late check-out 11 am + NO cleaning or Airbnb fees - Easy FREE on-street parking - Log burner + dishwasher + Washing Machine - V Comfortable UK King mattress - Fantastic walks from doorstep - En-suite: new large shower 🚿+ roll-top bath 🛀 - Smart TV - Cot and highchair Nestled in the heart of stunning Winchcombe, steps from pubs, restaurants, cafes, and historic Sudeley Castle.

FamilyLocationTV

4.89 out of 5 average rating, 269 reviews
Top Guest favourite
The entrance of Blacksmiths Cottage is framed by a stone facade featuring light and dark hues. A decorative sign is attached to the wall, and two planters with greenery add a touch of nature on either side of the door. A welcome mat is placed at the threshold.
Cottage in Winchcombe

Charming 3 Bedroom Barn cottage in Winchcombe

Our cosy Cotswold cottage on the ground floor has a fitted kitchen . A Washing machine is situated in the under stairs cupboard. The kitchen leads to a dining room with a pine table and six comfortable upholstered chairs. There is a cosy lounge for relaxing. A TV is provided . On the first floor are is a twin-bedded room, a double-bedded room and a bathroom. On the top floor is a spacious double bedroom .There is an en-suite shower room . PETS: please ask us about our policy.

ValueLocationAccess

4.88 out of 5 average rating, 115 reviews
Top Guest favourite
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 Stanton

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.

LocationValueComfort

5.0 out of 5 average rating, 143 reviews
Top Guest favourite
The exterior of No61 features charming red brickwork and light-colored stone detailing. A white picket fence lines the front garden, which is adorned with colorful flowers and greenery. The entrance is marked by a wooden door and a window above, creating an inviting appearance.
Cottage in Winchcombe

No61-Cosy Cotswold Cottage with private parking

No61 by Feather Cotswold Cottages sleeps 3 adults plus an infant in a cot and is situated on a quaint residential road just outside the Cotswold town of Winchcombe. The cottage has private parking for one car, two comfy bedrooms and a wood burning stove for the winter. The flower filled garden has a suntrap decking area for the summer with table and chairs. No61 is a 5 minute walk from a selection of restaurants, pubs and coffee shops. Further on street parking available.

FamilyLocationWalkability

4.96 out of 5 average rating, 282 reviews
Superhost
Cottage in Winchcombe

Barley Cottage

A character filled centrally-located cottage sure to enable a relaxing stay in our picturesque Cotswold town. An indoor log burner keeps the place cosy, and a small patio with garden to the rear of the cottage allows for outdoor dining during the summer. Cook for yourselves in the fully equipped kitchen or eat out at the many eateries in town right on the doorstep. A fully refurbished bathroom with walk in shower and sofa bed that can sleep 2 are also at your leisure.

ValueLocationCheck-in

4.84 out of 5 average rating, 178 reviews
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 in Winchcombe

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. Next availability from 1st October.

ValueFamilyCondition

4.93 out of 5 average rating, 160 reviews
Top Guest favourite
A stone wall is adorned with vibrant red and pink roses, adding a touch of natural beauty. The wall borders a gravel pathway leading to the entrance. Lush greenery surrounds the flowers, creating a serene atmosphere in the outdoor space.
Cottage in Winchcombe

Muir Cottage in the Cotswolds

Muir Cottage has been converted from an 18th Century barn to a design inspired by the Arts and Crafts Movement that established in the Cotswolds in the 19th Century, resulting in an array of stone mullioned windows, exposed beams and period furnishings. It is beautifully situated in a hidden coombe on the leeward side of the Cotswolds highest hill, yet only minutes from Winchcombe, a classic Cotswold "wool town" with excellent shops and restaurants.

FamilyLocationParking

4.91 out of 5 average rating, 194 reviews
Guest favourite
A modern kitchen features sleek grey cabinetry and polished white countertops. A stainless steel sink is complemented by a built-in wine fridge. Nearby, large glass doors open to a garden area, allowing natural light to illuminate the space. A decorative welcome sign is placed on the countertop.
Cottage in Winchcombe

Cotswold77 - Heart of the Cotswolds

Set in the heart of the Saxon village of Winchcombe a beautifully restored and luxuriously furnished Grade II listed cottage set over three floors with a pretty, sunny garden. Glorious countryside, Cotswold country pubs and a Michelin star restaurant all in walking distance. 6 miles from Cheltenham Racecourse and perfect for the Literature, Jazz and Science Festivals in Cheltenham. An Idyllic spot for exploring the Cotswolds!

LocationValueWalkability

4.92 out of 5 average rating, 574 reviews

Popular amenities for Winchcombe cottage rentals

Pet-friendly cottage rentals

Guest favourite
The exterior of the cottage is framed by climbing ivy and lush greenery, with stone walls reflecting its historic charm. A wooden dining table is set outside, surrounded by well-maintained flower beds, inviting a pleasant outdoor experience.
Cottage in Stanton

Stanton Cotswolds The Hay loft 2 Bed, Cottage

FamilyLocationComfort

4.95 out of 5 average rating, 136 reviews
Top Guest favourite
A warm living room features a plush green sofa adorned with light pink cushions, set against a cheerful yellow wall. A wooden coffee table is placed in the center, topped with a bouquet of pink flowers. Large glass doors offer views of the private garden.
Cottage in Guiting Power

Beautiful Cotswold Cottage with stunning views

LocationFamilyCheckout

4.96 out of 5 average rating, 201 reviews
Top Guest favourite
A stone cottage is adorned with vibrant wisteria, cascading purple flowers creating a natural display against the exterior. Green shutters complement the floral arrangement, while the surrounding lawn is well-maintained, enhancing the cottage's charming setting in the countryside.
Cottage in Stanley Pontlarge

Stunning Cotswold cottage, log burner, Winchcombe

FamilyLocationAmenities

4.98 out of 5 average rating, 337 reviews
Top Guest favourite
A cozy living room is showcased, featuring a stone fireplace with a log burner, surrounded by rustic wooden mantel. Comfortable seating options, including a light grey sofa, are paired with a wooden coffee table and elegant decor. Large windows invite natural light and views of the garden.
Cottage in Broadway

Luxury 16th C. Cottage Broadway

LocationValueAccuracy

5.0 out of 5 average rating, 124 reviews
Top Guest favourite
A charming barn conversion features a warm stone exterior, complemented by large windows and a wooden front door. A wooden fence borders the property, offering a sense of privacy. Surrounding trees and a gravel driveway provide a tranquil setting.
Cottage in Shipton Oliffe

Idyllic Barn, 1650sqft, Award-Winning Pub Nearby

ValueLocationQuiet

4.96 out of 5 average rating, 114 reviews
Top Guest favourite
The front exterior of a two-story cottage features a stone facade with a welcoming green door framed by two small landscaped bushes. Windows with shutters add charm to the facade, and a decorative wreath adorns the door. A gravel pathway leads to the entrance.
Cottage in Bourton-on-the-Water

Lavender Lodge - Bourton on the Water

FamilyLocationComfort

4.98 out of 5 average rating, 183 reviews
Top Guest favourite
A thatched cottage is set within a lush garden, surrounded by flowering plants and greenery. The building showcases its stone facade and charming windows under a bright blue sky, creating an inviting rural atmosphere. A pathway leads to the front door, seamlessly blending nature and home.
Cottage in Ebrington

Church Steps Luxury Thatched Cottage in Ebrington

ValueLocationOutdoor spaces

4.99 out of 5 average rating, 311 reviews
Guest favourite
The charming facade of the cottage features warm honey-hued stone and multiple windows, allowing natural light to illuminate the space. An inviting green table set for two is placed on the stone pathway, surrounded by flowering plants, enhancing the outdoor area.
Cottage in Upper Slaughter

Idyllic Cotswolds cottage in Upper Slaughter

LocationFamilyCondition

4.95 out of 5 average rating, 107 reviews

When is the best time to visit Winchcombe?

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Avg. price$236 AUD$231 AUD$282 AUD$279 AUD$274 AUD$276 AUD$271 AUD$276 AUD$247 AUD$248 AUD$234 AUD$290 AUD
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