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

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.

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

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 from 6th April for mid week or long weekend breaks this Spring.

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/DVD player 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.

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.

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.

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.
Popular amenities for cottage rentals in Winchcombe
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

Cosy Grade ll Cottage with new Wood Fired Hot Tub.

Hayloft Cottage - hot tub & indoor swimming pool
Pet-friendly cottage rentals

Pretty Chocolate Box Thatched Cottage

Beautiful cottage perfectly located in Stow Square

Adorable listed cottage,burner,town centre,parking

Charming Dog Friendly Barn Conversion & Paddock

Church Steps Luxury Thatched Cottage in Ebrington

*OLD FORGE* Cottage Nr.Stow-on-Wold + Parking

Lux Wisteria stone Cottage Chadlington

Holly Cottage Childswickham Broadway
Private cottage rentals

Lavender Lodge - Bourton on the Water

The Coach House at The Rookery

North Cotswolds, Vale of Evesham 1 bedroom cottage

Cotswold Farm Hideaway; Whitehall& Willow Cottages

The Garden Room - Coach House.

Broad Close View

Slatters Cottage - 17th Century Cotswolds Cottage

The Little Cottage in the Cotswolds- boutique stay
When is the best time to visit Winchcombe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $177 SGD | $185 SGD | $247 SGD | $236 SGD | $240 SGD | $252 SGD | $248 SGD | $253 SGD | $226 SGD | $227 SGD | $214 SGD | $266 SGD |
| 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 $103 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
60 of Winchcombe holiday rentals include wifi 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
- Rentals with outdoor seating Winchcombe
- House rentals Winchcombe
- Rentals with a patio Winchcombe
- Family-friendly rentals Winchcombe
- Rentals with a firepit Winchcombe
- Pet-friendly rentals Winchcombe
- Rentals with a fireplace Winchcombe
- Rentals with a washing machine and dryer Winchcombe
- Cottage rentals Gloucestershire
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- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- Utilita Arena Birmingham
- Cheltenham Racecourse
- Silverstone Circuit
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Lower Mill Estate
- West Midland Safari Park
- Cadbury World
- Bath Abbey
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- National Exhibition Centre
- Puzzlewood
- No. 1 Royal Crescent
- Coventry Cathedral
- University of Warwick
- Eastnor Castle
- Shakespeare's Birthplace
- Dyrham Park
- Hereford Cathedral
- Bowood House and Gardens




