
Cottage holiday rentals in Winchcombe
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Top-rated cottage rentals in Winchcombe
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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.

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

Luxury Dog friendly cottage, King Bed, log fire
The Bolt Hole - a charming, refurbished, dog-friendly, Cotswold stone cottage with UK King bed, central to pubs and cafes - Late check-out 11 am + NO cleaning or Airbnb fees - Log burner + New Kitchen w/ dishwasher + Washing Machine - V 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.

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 - 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!

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

Stunning Cotswold cottage, log burner, Winchcombe
Gorgeous romantic luxury Cotswold cottage with direct access to walks. Up to 2 well behaved small/medium dogs are welcome or enquire (see dog rules). The Old Mill House is 2 miles to Winchcombe, 5 miles Cheltenham Racecourse, 9 miles central Cheltenham. Living room with logburner, bedroom with kingsize bed, kitchen - microwave, dishwasher, induction hob, oven, Nespresso machine, Smeg fridge/freezer. Shower room. Neal's Yard toiletries. Fast broadband. EV charging. Muddy paw pet washer.

Luxury Cottage, WOW en~suite and private parking.
“ The couples cottage “ a romantic Cotswolds cottage, this beautiful cottage has the real WOW factor. A spacious one bedroom cottage with and a stunning decadent en_suite, resplendent with two side by side slipper baths positioned opposite a bespoke wall mural of Florence. Tucked away down a quiet side street off Moreton in Marsh main high street you have the best of both worlds. All the charm of a country cottage but with all amenities close by and stunning countryside all around.

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.

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.

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 a few items when you arrive including my homemade jam! The cottage living room ceiling is quite low (as is traditional) so taller guests may wish to factor this into their stay

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!
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

Cosy Grade ll Cottage with new Wood Fired Hot Tub.

Elmside is a country cottage with Hot Tub

Idyllic Waterside Cottage - Private Hot Tub
Pet-friendly cottage rentals

Beautiful cottage perfectly located in Stow Square

Adorable listed cottage,burner,town centre,parking

Luxury Thatched Cotswold Cottage, amazing location

Charming Dog Friendly Barn Conversion & Paddock

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

Romantic Cotswold Hideaway for 2 with nearby pub

Idyllic Cotswold Farm Cottage & Secure Garden

Cute Cotswolds cottage in the heart of Northleach
Private cottage rentals

Lovely 2-bed cottage in Cotswold village with pub

Lovely Cotswold Cottage with Charm

Converted barn in beautiful Cotswolds countryside

Charming 2 Bed House in Tewkesbury Centre

Grade II listed historic Cotswolds cottage

Unique luxury retreat with glorious views & piano

Cosy two bedroom cottage with period features.

A cosy Cotswold retreat on a private estate
When is the best time to visit Winchcombe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $231 NZD | $241 NZD | $321 NZD | $308 NZD | $313 NZD | $328 NZD | $323 NZD | $330 NZD | $294 NZD | $296 NZD | $279 NZD | $346 NZD |
| 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 holiday rentals
Explore 60 holiday rentals in Winchcombe

Nightly prices starting at
Winchcombe holiday rentals start at $134 NZD per night before taxes and fees

Verified guest reviews
Over 6,860 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, Wifi and Pool across Winchcombe rentals

4.8 Average rating
Winchcombe stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Pet-friendly rentals Winchcombe
- Rentals with outdoor seating Winchcombe
- House rentals Winchcombe
- Rentals with a patio Winchcombe
- Rentals with a fire pit Winchcombe
- Family-friendly rentals Winchcombe
- Rentals with a washing machine and dryer Winchcombe
- Rentals with a fireplace Winchcombe
- Cottage rentals Gloucestershire
- Cottage rentals England
- Cottage rentals United Kingdom
- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- Utilita Arena Birmingham
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Cheltenham Racecourse
- Lower Mill Estate
- Silverstone Circuit
- West Midland Safari Park
- Cadbury World
- Sudeley Castle
- Ludlow Castle
- Bath Abbey
- Waddesdon Manor
- National Exhibition Centre
- No. 1 Royal Crescent
- Coventry Cathedral
- Puzzlewood
- University of Warwick
- Hereford Cathedral
- Shakespeare's Birthplace
- Bowood House and Gardens
- Dyrham Park
- Eastnor Castle




