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Winchcombe Holiday Cottages & Self Catering Accommodation

160 properties found

An exterior view of a house surrounded by trees and a fence at Wellinghill Cottage at Wellinghill House Charlton Kings

Wellinghill Cottage

Cheltenham, Gloucestershire

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£515

A row of houses with stone and brick walls blue doors and windows and small planters on the sidewalk at Lower Pack Horse Cottage in Winchcombe

Lower Pack Horse Cottage

Winchcombe, Gloucestershire

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£761

A front yard with a door and light fixtures at The Old Sorting Office in

Old Sorting Office

Winchcombe, Gloucestershire

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£415

A stone house exterior with potted plants on a paved patio and metal chairs with a table at The Old Cider House in Prestbury near Cheltenham

The Old Cider House

Prestbury near Cheltenham, Gloucestershire

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£474

The Garden Retreat

The Garden Retreat

Winchcombe, Gloucestershire

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£521

A side entrance to a brick house with a black metal gate with a Beechnt Cottage sign and a garden with green grass and trees in the background at Beechnut Cottage in Tewkesbury

Beechnut Cottage

Tewkesbury, Gloucestershire

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£340

A kitchenette with dining table and chairs at GiGi's Horsebox Evesham

GiGi's Horsebox

Near Broadway, Gloucestershire

2 Guests
1 Beds
Pet Friendly

for 7 nights

From

£424

A brick building with multiple wooden doors and windows with plants outside at The Granary at Lane End Farm in Wickhamford near Broadway

The Granary at Lane End Farm

Wickhamford near Broadway, Worcestershire

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£447

Meadow Cottage

Meadow Cottage

Broadway, Worcestershire

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£399

Stone cottages with doors and windows on a street at Thimble Cottage in Winchcombe

Thimble Cottage

Winchcombe, Gloucestershire

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£609

A wooden building with potted plants and gravel driveway at Wellinghill Lodge in Cheltenham

Wellinghill Lodge

Cheltenham, Gloucestershire

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£384

A garden with patio furniture outside a cream colored house at Flagstone Cottage in Upper Swell near Stow-On-The-Wold

Flagstone Cottage

Upper Swell near Stow-On-The-Wold, Gloucestershire

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£561

A gravel driveway leading to a large brick house surrounded by trees and grass at The Coach House Apartment in Bredon

The Coach House Apartment

Bredon, Worcestershire

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£390

An exterior view of a property with trees and gravel driveway at Foxhill Farm Barn in Cheltenham

Foxhill Farm Barn

Bourton-On-The-Water, Gloucestershire

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£628

A wooden cabin with outdoor seating area at Cotswold Nights Ashton Under Hill

Cotswold Nights

Ashton Under Hill, Worcestershire

6 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£1267

A brick house with an external staircase and a blue door at Chapel Cottage in Netherton near Pershore

Chapel Cottage

Netherton near Pershore, Worcestershire

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£353

A dining table set with plates and cutlery and a bouquet of flowers next to a living area with a leather sofa a wooden chair a TV and large window at The Coach House in Cheltenham

The Coach House

Cheltenham, Gloucestershire

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£426

The exterior of a brick house with a dark grey door and window with hanging flower baskets and bushes at Ross Cottage Broadway

Ross Cottage

Sedgeberrow, Worcestershire

3 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£505

A house facade with a red door and windows in Tewkesbury

Runnymede

Tewkesbury, Gloucestershire

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£593

A stone cottage with wooden doors and windows and outdoor chairs and table at Oyster Barn in Naunton

Oyster Barn

Naunton, Gloucestershire

4 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£652

If you are looking to escape the hustle and bustle of busy city life, Winchcombe accommodation is the place for you. The historic market town is full of artefacts, stunning architecture, and welcoming locals.

Why Choose Winchcombe Accommodation?

The picturesque town of Winchcombe is steeped in history and culture. With its stone cottages and black/white timbered buildings, it’s easy to see why Winchcombe is a must-visit.

The town is full of lovely shops, cafes and pubs welcoming guests and visitors from near and far. Sticking to traditions, Winchcombe cottages are a great option if you want to learn more about quiet rural life in Britain. 

For a day filled with fun, visit the stunning Sudeley Castle as you immerse yourself in over 1000 years of history. Within easy reach, you can discover the ancient landmark of Broadway Tower and savour splendid countryside.

Places to Visit from your Winchcombe Cottage

Located in the North of the Cotswolds, Winchcombe holiday rentals are perfect for exploring many local towns and villages. Depending on when you visit your holiday cottage in Winchcombe, you could attend Cheltenham Races for the chance get dressed up.

Also within easy reach is the vibrant market town of Stow-on-the-Wold; here you can meander around the ancient market square for a souvenir. Close-by, you can discover the stunning village of Bourton-on-the-Water and visit the quirky Cotswold Motoring Museum.

If you want to go further afield, Gloucester, Moreton-in-Marsh and Chipping Norton are also worth a trip. In these towns you will be spoilt for choice with restaurants, shops and breath-taking walks.

If you want to escape to the countryside, there are many Cotswolds hikes and tours in the area. By staying in one of these self-catering Winchcombe cottages, you can spend your days exploring, followed by an evening of relaxation in your little hideaway.

Types of Holiday Cottages in Winchcombe

Holiday cottages in Winchcombe come in a variety of shapes and sizes. The amenities vary from cottage to cottage, so you can be sure that you are getting the best cottage for your requirements.

Whether you are looking for pet-friendly cottages, romantic cottages or large family cottages, there is something for everyone. Additionally, you can book a cottage with a hot tub or a luxury cottage for an extra-special stay in Winchcombe.

Winchcombe accommodation is one of the best ways to explore the Cotswolds and the surrounding regions. Book your dream cottage in Winchcombe and start planning your perfect staycation. 

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