Family-friendly holiday rentals in Winchcombe

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Top-rated family-friendly rentals in Winchcombe

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

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.

5–12 Feb

$211 NZD per night

Guest favourite

Apartment in Weston sub Edge, near Chipping Campden

4.97 out of 5 average rating, 666 reviews

The Quart

Weston sub Edge is a small village close to the start of the Cotswold Way, 20 minutes from the home of Shakespeare at Stratford Upon Avon, two miles from Chipping Campden and its Music and Literature Festivals, Broadway, Longborough Opera, Daylesford, and National Trust properties. We are perfectly located for walking and exploring. Do bring your dog but please don't leave them on their own in The Quart. Transport is essential as we are very rural and taxis and buses aren't always available.

3–10 Apr

$201 NZD per night

Guest favourite

Cottage in Blockley

4.91 out of 5 average rating, 222 reviews

Detached Cottage in Cotswold Village

This beautiful cotswold stone detached cottage offers a peaceful retreat, surrounded by stunning countryside Delightfully planted courtyard garden with sofas and dining table It is an old cottage yet beautifully modernised throughout Within walking distance of gastro pubs & an award winning cafe Fantastic walks from the doorstep also on "Heart of England Way" The village will be instantly recognised from BBC series 'Father Brown' Truly romantic hideaway EV £15 per overnight charge.

13–20 Feb

$243 NZD per night

Guest favourite

Loft in Temple Guiting

4.97 out of 5 average rating, 259 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

14–21 Jun

$241 NZD per night

Guest favourite

Cottage in France Lynch

4.97 out of 5 average rating, 434 reviews

Cotswold Summerhouse

The Summerhouse is a detached stone cottage, situated in a stunning hillside location, set within it's own large private garden. It has a log burner , with logs supplied, for cosy nights by the fire , Netflix on a smart tv , and everything you need for a relaxing break. There is a small country pub within a 5 minute walk. The cottage has the benefit of off road parking on a shared drive. A great base to explore Cirencester , Stroud and many lovely villages in the the five valleys area.

15–20 Jun

$242 NZD per night

Guest favourite

Cottage in Naunton

4.84 out of 5 average rating, 270 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.

26 Mar – 2 Apr

$274 NZD per night

Guest favourite

Cottage in Worcestershire

4.94 out of 5 average rating, 264 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)

14–21 Apr

$203 NZD per night

Guest favourite

Home in Blockley

4.95 out of 5 average rating, 333 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.

16–23 Jan

$273 NZD per night

Guest favourite

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

13–20 Sep

$179 NZD per night

Guest favourite

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.

5–12 Nov

$172 NZD per night

Guest favourite

Cottage in Winchcombe

4.97 out of 5 average rating, 221 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.

3–10 Feb

$236 NZD per night

Guest favourite

Condo in Bourton-on-the-Water

4.98 out of 5 average rating, 248 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.

5–12 Nov

$226 NZD per night