Family-friendly vacation rentals in Winchcombe

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Top-rated family-friendly rentals in Winchcombe

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Guest favorite

Cottage in Cheltenham

4.9 out of 5 average rating, 417 reviews

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.

Jan 1 – 8

ﺩ.ﺇ472 per night

Guest favorite

Apartment in Worcestershire

4.91 out of 5 average rating, 403 reviews

Penn Apartment@Cropthorne

The property is a two bed self contained flat attached to the main house, offering a warm homely and welcoming environment, and creating a 'home from home retreat' for individuals, couples and small families alike. This is a well equipped property offering independence should you not wish to use the plentiful local amenities. Benefiting from beautiful views of Pershore, nestled in the north east corner of the Cotswolds, in the Vale of Evesham, the area has much to offer and explore for all.

Mar 29 – Apr 5

ﺩ.ﺇ417 per night

Guest favorite

Loft in Temple Guiting

4.97 out of 5 average rating, 260 reviews

Hectors Loft Spacious Cotswold Hideaway

Wonderful peaceful space for 2. Your own drive and entrance to off road parking adjacent to the Loft, Outside patio and garden. Great local pubs and walk to cafe in the near by village of Guiting Power. Airy, bright living space with separate bedroom and bathroom. Country walks, quiet pub lunches, discover many interesting places - Bourton on the Water, Broadway, Chipping Campden, Stow on the Wold, Stratford upon Avon, Moreton in Marsh. All within 30 minutes travelling by car. 300mb wifi

Jun 28 – Jul 5

ﺩ.ﺇ517 per night

Guest favorite

Cottage in Naunton

4.84 out of 5 average rating, 272 reviews

HISTORIC COTSWOLDS COTTAGE, GARDEN. LARGE GARDEN

Historic Cotswold stone cottage. Grade II listed, thought to have been built around 1600. This cosy cottage, located in a village in its own hidden valley, is a perfect hideaway. Lots of walks, a fantastic country pub (that serves great food) 2 minutes' walk away. But the centres of Stow and Bourton just 3 miles away. Naunton Downs golf course that allows day guest membership 5 minutes' drive away. Adam Henson's Cotswold Farm park - great for kids, 10 minutes' drive away. Large garden.

Mar 23 – 30

ﺩ.ﺇ625 per night

Guest favorite

Home in Elmley Castle

4.99 out of 5 average rating, 517 reviews

The Woodshed

We are located in the countryside but within easy reach of Cheltenham, Stratford-on-Avon, the Cotswolds, the Malverns and Worcester. We are a working farm at the foot of Bredon Hill, just over one mile from the local village which has a great pub. There are many great walks and cycle routes around and we also have a large pond which is great for fishing in or relaxing by. The Woodshed is great for couples, solo adventurers, business travellers, and families (with children).

Apr 10 – 17

ﺩ.ﺇ804 per night

Guest favorite

Cottage in Bourton-on-the-Water

4.95 out of 5 average rating, 330 reviews

The Cottage

Charming cottage which is perfectly located for a relaxing break or holiday in the Cotswolds. Designed for comfort, the interior has been refurbished to a high standard. We are in a designated area of outstanding natural beauty and are a popular destination for walkers and cyclists who want to explore the many footpaths and bridleways. The cottage is a 2.5 mile drive from Bourton-on-the-Water and a short walk across the fields to the local pub in Cold Aston.

Nov 27 – Dec 4

ﺩ.ﺇ712 per night

Guest favorite

Cottage in Worcestershire

4.94 out of 5 average rating, 265 reviews

The Stables, Evesham Worcestershire Cotswolds UK

The Stables is a converted annexe. It has one allocated parking space, and its own access. It has a 12 foot square patio area, to the rear. The Stables has a double bedroom with en-suite shower room. In addition there is a sofa bed in the lounge area which is suitable for 2 young children or one adult . We welcome up to two medium or small dogs. With larger dogs please ask. For parents with babies, we provide a high chair and cot but (no cot bedding)

Sep 7 – 14

ﺩ.ﺇ390 per night

Guest favorite

Home in Blockley

4.96 out of 5 average rating, 334 reviews

Fox Cottage - Paxford/ Blockley

Fox Cottage is a south facing single storey barn conversion, set amidst the open fields and paddocks of the Cotswolds. The sofa bed fee is charged if the sofa bed needs to be used if there is only one person in the main bedroom and it is required by another guest. PLEASE TAKE NOTE OF DIRECTIONS. 2 Nights minimum stay (except Bank holidays where a minimum of 3 nights is required, depends on the length of the bank holiday and/or at the owner's discretion.

Apr 29 – May 6

ﺩ.ﺇ694 per night

Guest favorite

Guesthouse in Worcestershire

4.95 out of 5 average rating, 183 reviews

Cleeve Cottage (The Studio)

A small detached studio/annex, in the picturesque village of Bushley, ideal location for anyone looking to have a short break in the countryside just 1.5 miles from the old market town of Tewkesbury and only 20 minutes from Cheltenham so perfect for a weekend at the races. Plenty of stunning rural locations to be explored nearby, with easy access to the beautiful Malvern hills, fantastic for cycling and hiking

Jun 29 – Jul 6

ﺩ.ﺇ302 per night

Guest favorite

Loft in Temple Guiting

4.96 out of 5 average rating, 216 reviews

Charming Cotswold Studio

Walk, cycle, dine, relax at this light and modern space with balcony views over the surrounding Cotswold hills. Free wifi - 150mbps and work friendly. Well stocked kitchen area with Nespresso coffee machine and milk frother, blender and microwave. A good size shower, heated towel rail. Samsung smart TV. Ping pong table, an open area to store bikes. Explore the lovely Cotswold towns and villages nearby.

Dec 5 – 12

ﺩ.ﺇ358 per night

Guest favorite

Cottage in Winchcombe

4.97 out of 5 average rating, 222 reviews

No61 - Cosy Cotswold Cottage in Winchcombe

No61 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, two comfy bedrooms and a wood burning stove. 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.

Feb 1 – 8

ﺩ.ﺇ487 per night

Guest favorite

Condo in Bourton-on-the-Water

4.98 out of 5 average rating, 249 reviews

Stylish studio apartment in Bourton on the Water

Light and airy studio apartment a very short walk away from the centre of Bourton on the Water, in the heart of the beautiful Cotswolds, with private entrance and off road parking for one car. Bourton on the Water, also known as the Venice of the Cotswolds is a quintessential Cotswold village with an excellent range of amenities, including cafes, restaurants and shops.

Oct 20 – 27

ﺩ.ﺇ507 per night