Family-friendly holiday rentals in Painswick

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Top-rated family-friendly rentals in Painswick

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

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Top guest favourite
The exterior of the cottage features warm Cotswold stone with an elegant texture. Three rectangular windows are highlighted, with climbing vines gently adorning the stone wall. A wooden door is seen on the right, adding a rustic touch to the charming facade.
Cottage in Painswick
4.95 out of 5 average rating, 226 reviews

Cosy Cotswold Cottage in the heart of Painswick.

This pretty, cotswold stone cottage in the heart of Painswick has been newly renovated, with a modern county feel. With feature fireplaces and a wood burner It is the perfect base for exploring the Cotswolds and is only a 20 minute drive to Cheltenham. The cottage is only a couple of minutes walk from the local pub and the other restaurants in the village, including the Painswick Hotel, which serves afternoon tea, cocktails and offers a beautiful restaurant. Local shop is a a few meters away.

Guest favourite
Home in Stroud
4.94 out of 5 average rating, 165 reviews

Breathtaking Cotswold Renovated Chapel Valley View

Step into a rare and remarkable stay at ‘The Old Church’, a lovingly restored & renovated 1820s chapel nestled on the hillside in the idyllic Cotswolds village of Sheepscombe. This enchanting property blends timeless character & period charm with a relaxing contemporary feel. A truly unique picturesque countryside escape. Located in a tranquil woodland setting on the edge of Blackstable Nature Reserve with scenic valley walks, a rustic village setting, a playground & lovely pub down the lane.

Top guest favourite
A charming stone building is set against a backdrop of greenery, showcasing a contemporary design with large windows. The wooden front gate adds a welcoming touch, while several rooftops and antennas are visible on the traditional neighboring buildings.
Cottage in Painswick
4.96 out of 5 average rating, 219 reviews

Mayfield Studio contemporary cottage in Painswick

Mayfield Studio is a quiet, contemporary, spacious self-contained apartment in the picturesque village of Painswick in the heart of the Cotswolds. A perfect base from which to explore the surrounding hills and valleys. The famous Cotswold Way is on our doorstep and you can walk or hike from here or potter in the village where there are great cafes and pubs. Stroud with its Farmer’s market and The Woolpack at Slad are nearby as is Cheltenham for the races and Jazz, Literary and Music Festivals.

Top guest favourite
A charming Cotswold stone cottage is depicted, featuring a stone pathway leading to a warm, inviting entrance. Surrounding greenery enhances the rustic ambiance, while the exterior showcases original details and serene landscaping. Bicycles are securely parked nearby, indicating accessibility for outdoor activities.
Cottage in Painswick
5 out of 5 average rating, 201 reviews

Quiet grade 1 listed entire cottage in Cotswolds

A bright and recently modernised grade 1 listed Cotswold stone cottage, 100 yards from the Cotswold Way with breathtaking views down the Stroud Valley, its own parking and secluded outdoor eating. Filled with natural light, it is very peaceful and extremely comfortable with luxury bedding (super king or twin bed) and kitchen. An idyllic spot for walking, cycling, exploring the local scenery or simply escaping the city Painswick is 10 minutes from Stroud ( 87 mins hourly train to London).

Top guest favourite
The exterior of a charming stone annexe is shown, featuring a pitched roof and a white door. Planters with colorful flowers add a welcoming touch, while surrounding gravel pathways and lush greenery create a serene rural setting.
Guest suite in Sheepscombe
4.99 out of 5 average rating, 384 reviews

Idyllic rural location in Sheepscombe village

A self contained annexe on a working small holding which has recently been refurbished to a high standard. It is overlooking the unique village of Sheepscombe with fantastic panoramic views over the village and surrounding National Trust beechwoods. This rural retreat is a walkers paradise, dog friendly with close access into the woods behind and near to the Laurie Lee way in the Slad Valley. Stroud, Cheltenham, Cirencester and Gloucester are a short drive away. An idyllic quiet get away.

Top guest favourite
A inviting bed-sitting room features a comfortable two-seater settee adorned with cushions. A flat-screen television is positioned on a stand. Light flows through French doors that open to a small patio and garden area, with wooden flooring enhancing the space.
Guest suite in Painswick
4.94 out of 5 average rating, 498 reviews

Painswick is Paradise Guest Suite

Ideal to - walk the Cotswold Way, Laurie Lee trail in Slad Valley and many circular walks with pubs en route. Visit Cheltenham races, the popular Stroud Farmers Market and Five Valleys shopping centre. Discover the picturesque canal and cycle trail. Enjoy a pint in the Woolpack at Slad, an ice cream on Minchinhampton Common. Visit - Forest of Dean, Bourton-on-the-Water, Cotswold Water Park, Brecon Beacons. P Painswick's churchyard with 99 yew tres, golf course, pub and several eateries.

Top guest favourite
The exterior of the cottage displays a charming stone façade, featuring two large windows with lace curtains and a pastel green front door. Floral planters adorn the base of the windows, adding a touch of greenery to the traditional architecture.
Cottage in Painswick
4.89 out of 5 average rating, 297 reviews

Traditional cottage in central Painswick

Wayside is a traditional wool workers cottage centrally located in the Cotswold village of Painswick. This 17c cottage has retained a host of original features. Recently fully renovated providing a home from home in an utterly charming setting. Fully equipped kitchen, bright dining area, lounge with wood burner, smart TV, fast WiFi, 3 bedrooms, fluffy soft towels, crisp linen. Village shop, pub and several excellent restaurants. Short drive to Stroud, Cheltenham, Cirencester.

Top guest favourite
The living room features a comfortable leather sofa set arranged around a central rug, with a log burner and wooden mantel as focal points. Large windows provide natural light, while framed photographs decorate the walls. A television is positioned for viewing convenience.
Home in Painswick
4.97 out of 5 average rating, 238 reviews

Quiet Edwardian era House, Painswick

Welcome to our family owned Edwardian era house situated in Painswick. Renovated with hosting in mind, we'll have everything you need for a relaxing stay. Situated just off the Cotswold Way national trail, it's the perfect pit-stop for keen walkers (or runners!). If sight seeing is more your thing, the popular 18th Century Rococo Garden is just a 5 minute walk away. Ideally located for travel to Stroud, Cheltenham, Cirencester and Gloucester all within a 20 min drive.

Guest favourite
A cozy living area is defined by natural stone walls and wooden beams. A round dining table surrounded by rattan chairs is set near a window nook, adorned with colorful pillows. A teal armchair adds a pop of colour, while a grey sofa completes this inviting space.
Flat in Painswick
4.91 out of 5 average rating, 101 reviews

Upper Flat, The Manse

Really pretty recently refurbished 3 bedroom apartment. Sleeps 5 comfortably, at a push 6 with bed settee in living room. PLEASE NOTE only one bathroom with loo. The Grade 2 Listed apartment is decorated sympathetically and stylishly. The Manse is perfect for couples, friends, families. Just let me know what configuration you would like the Trundle bed to sleep - one Superking or two Singles or one Single. To go with a super comfy double bed room, and a single bedroom too.

Top guest favourite
Cottage in Painswick
4.98 out of 5 average rating, 245 reviews

Stylish Lodge with Parking, Walk to Painswick Pubs

A stylish, open-plan lodge with mezzanine bedroom set within the grounds of our family home, just a short walk from Painswick village. Overlooking our garden, it offers a peaceful, open aspect in a quiet village setting. Enjoy private parking and walk to pubs, cafés, and shops, or use it as a base for walking, cycling, and exploring the surrounding countryside. Relax on the sunset deck or sample the local dining scene. Please note: The Lodge sleeps a maximum of 2 adults.

Top guest favourite
A shepherd's hut is set on a grassy meadow, surrounded by wildflowers. The exterior showcases dark green corrugated siding with a light-colored door. Steps lead up to the entrance, while seating arrangements of two chairs and a bench are arranged on the patio.
Shepherd’s hut in Painswick
4.97 out of 5 average rating, 157 reviews

Shepherds Hut, Painswick.

The Shepherds Hut is located on the edge of the village of Painswick, which is known as the 'Queen of the Cotswolds'. It lies a short walk from the Cotswold Way and sits in an area of Outstanding Natural Beauty. We offer a cosy and comfortable self contained shepherds hut with a double bed, shower room and kitchen with a wood burning stove. The hut sits within a pretty grassland meadow, with unrivalled views across the Painswick Valley.

Top guest favourite
The exterior of Wycke Cottage features charming stone walls adorned with lush green vines. Multiple windows allow natural light to fill the space, while potted plants in various sizes enhance the entrance. A clear blue sky creates a serene backdrop.
Home in Painswick
4.98 out of 5 average rating, 219 reviews

Cottage luxe in The Cotwolds

Wycke Cottage welcomes you with unequivocal charm and a little luxe at every turn. Hunker down in style in the picture-perfect Cotswold setting in the heart of Painswick. This 400-year-old cosy cottage, sits opposite the historic church. With stunning sunset views across to the church's beautiful spire and clockface, and its much storied 99 cloud-like yew trees, this stay offers the quintessential Cotswold experience.

Popular amenities for Painswick family-friendly rentals

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Avg. price$392 SGD$392 SGD$424 SGD$328 SGD$352 SGD$343 SGD$373 SGD$401 SGD$412 SGD$439 SGD$387 SGD$401 SGD
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Quick stats about holiday rentals that are family-friendly in Painswick

  • Total holiday rentals

    Explore 40 holiday rentals in Painswick

  • Nightly prices starting at

    Painswick holiday rentals start at $204 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,240 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Painswick holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Painswick rentals

  • 4.9 Average rating

    Painswick stays are highly rated by guests – averaging 4.9 out of 5!