
Cottage vacation rentals in Winchcombe
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Top-rated cottage rentals in Winchcombe
Guests agree: these cottages are highly rated for location, cleanliness, and more.

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—perfect for any season. Set on picturesque Vineyard Street, this lovingly restored former wool cottage blends timeless character with modern comforts. Thoughtfully renovated by your hosts, Paul and Amanda, the boutique two-bedroom home features stylish furnishings and all the contemporary amenities you need for a relaxing stay. Available for long weekend breaks this November

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

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.

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!

Charming cottage: King Bed, Central, Dogs welcome
The Bolt Hole - a charming, refurbished, dog-friendly, Cotswold stone cottage with UK King bed, decorated for Xmas. - Late check-out 11 am + NO cleaning or Airbnb fees - Log burner + New Kitchen w/ dishwasher + Washing Machine - Super Comfortable UK King-Size 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.

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

Apple Tree Cottage, 2 bedroom (double & king beds)
Apple Tree Cottage is a charming Cotswold stone cottage, located right in the heart of Winchcombe with country pubs and shops just a stone's throw from the front door. Located on the most photographed street in the ancient Anglo-Saxon town of Winchcombe. We provide complimentary welcome pack including my homemade plum jam plus our family's delicious Organic Gin+tonic! The cottage living room ceiling is quite low (as is traditional) so taller guests may wish to factor this into their stay

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.

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.

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.

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!

North Cotswolds, Vale of Evesham 1 bedroom cottage
Between Evesham and Stratford upon Avon, England. Holiday cottage. 1 bedroom. Available to book now for stays from 1st July 2022. Middle Farm Cottage is situated in a quiet picturesque village on the edge of the North Cotswolds. An ideal location for visiting the Cotswolds, Stratford upon Avon, Warwick Castle, the Malvern Hills and several National Trust properties. Great for walking and cycling.
Popular amenities for Winchcombe cottage rentals
Cottage rentals with a hot tub

Riverside Cottage

Peaceful relaxation or jumping off point & hot tub

Rural, character 2 bed cottage and hot tub

Romantic cosy cottage & hottub in Forest of Dean

Beautiful grade 2 listed cottage

Romantic Idyllic Nuthatch Cottage with Hot Tub

Mill Garden Lodge Romantic Spa break in the Forest

Cosy Grade ll Cottage with new Wood Fired Hot Tub.
Pet-friendly cottage rentals

Dovecote Cottage

Willow Cottage, A Luxury Cotswold Retreat

Luxury Thatched Cotswold Cottage, amazing location

Stunning Private Cotswold Cottage with views

Cotswold Cottage, Lower Swell, nr Stow-on-the-Wold

Clematis Cottage, Cosy Cotswold Cottage

Cosy two bedroom cottage with period features.

Delightful Cotswold Retreat Dog Friendly
Private cottage rentals

Quiet grade 1 listed entire cottage in Cotswolds

East Barn Cottage - Refurbished Barn Conversion!

The Fold Cottage, Hillside Farm Great Wolford

Adorable listed cottage,burner,town centre,parking

Peaceful South facing cottage in Cotswolds. UK,

Charming one bed detached cottage in the Cotswolds

Cotswold cottage charm

The Potting Shed, 5* ❤︎ Luxury escape Cirencester
When is the best time to visit Winchcombe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 119 | € 124 | € 166 | € 159 | € 161 | € 169 | € 166 | € 170 | € 152 | € 135 | € 132 | € 151 |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 17°C | 15°C | 11°C | 7°C | 5°C |
Quick stats about cottage rentals in Winchcombe

Total vacation rentals
Explore 60 vacation rentals in Winchcombe

Nightly prices starting at
Winchcombe vacation rentals start at € 69 per night before taxes and fees

Verified guest reviews
Over 6,610 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
60 of Winchcombe vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winchcombe rentals

4.8 Average rating
Winchcombe stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with a patio Winchcombe
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- Cotswolds AONB
- Oxford University
- Blenheim Palace
- Silverstone Circuit
- Lower Mill Estate
- West Midland Safari Park
- Cheltenham Racecourse
- Cadbury World
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- Bath Abbey
- Coventry Cathedral
- No. 1 Royal Crescent
- Puzzlewood
- Shakespeare's Birthplace
- Bowood House and Gardens
- Hereford Cathedral
- Royal Shakespeare Theatre
- Manor House Golf Club
- Lacock Abbey
- Dyrham Park
- Painswick Golf Club
- Eastnor Castle




