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
4.94 out of 5 average rating, 215 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.

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, 217 reviews

Contemporary Cotswolds 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, 193 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
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, 474 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.

Guest favourite
The stone barn features a spacious patio and garden, framed by well-maintained topiary. A large balcony is accessible from French doors on the upper level, while outdoor seating is arranged on the patio, providing an inviting area to enjoy the surroundings.
Barn in Cranham
4.92 out of 5 average rating, 197 reviews

C15th Quiet Cotswold Hillside Barn: stunning Views

A beautiful stylish 15th century south facing stone barn; tastefully refurbished on our organic farm. Quiet, spacious, comfortable & cosy (a wood-burner); bedroom balcony & garden terrace with far reaching views of the Cotswold valleys & village church Our farm was one of Henry VIII hunting lodges, backing onto ancient beech woods, ~ footpaths from the door. Easily accessible to Stroud's famous market, Cheltenham races, Roman villas, village pubs! (2 adults & 2 children are welcome)

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, 281 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, 228 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.

Top guest favourite
The charming Cotswold stone cottage is framed by lush greenery and colorful flowers. A gravel pathway leads to the entrance, flanked by a small pond. The property features a symmetrical facade, with multiple gabled roofs and large windows reflecting natural light.
Home in Coberley
4.93 out of 5 average rating, 323 reviews

Beautiful Cotswold Stone Cottage

Situated close to the Cotswold Way and the Gloucestershire Way footpaths, Close Cottage (the earliest building in Coberley circa 1550) really is in the heart of the Cotswold Hills. The self contained property comprises: two double bedrooms, fully equipped kitchen, shower room and a cosy lounge with wood burner. The traditional Cotswold stone cottage overlooks picturesque countryside and is situated within ten minutes drive from the beautiful and popular spa town of Cheltenham.

Top guest favourite
A charming wooden shepherd's hut is set on a spacious deck, surrounded by lush greenery. Flower beds in vibrant colors enhance the outdoor space, while a fire pit, constructed with stone, invites cozy gatherings. A wood-burning stove is visible near the entrance.
Guest house in Standish
4.98 out of 5 average rating, 765 reviews

Luxury Shepherd's Hut in The Cotswolds

Sans Souci is a bespoke Shepherd's hut, lovingly hand built to an incredibly high spec. Completed in April 2021, it has a double bed, and double sofa bed. There is a well-equipped kitchen, a shower room with sink and compost toilet, and a log burning stove. There are far reaching views of the Cotswold hills, which can be taken in from the South-facing deck. Enjoy al fresco meals, cooking over the fire pit in the garden or walks galore in the local countryside.

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
4.98 out of 5 average rating, 141 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, 186 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.

Top guest favourite
A charming stone cottage features a sloped roof and inviting entryway. Decorative flower pots are placed beside the door, and multiple windows allow natural light to brighten the exterior. A gravel path leads to the entrance, surrounded by lush greenery.
Cottage in Painswick
4.99 out of 5 average rating, 236 reviews

Charming Cottage + Walk to Village&Pub + Parking

Unwind in a beautifully restored stone cottage in the heart of Painswick — perfect for romantic breaks, pub strolls, village walks, and exploring the Cotswold Way. 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.

Popular amenities for Painswick family-friendly rentals

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Avg. price$329 SGD$308 SGD$363 SGD$329 SGD$353 SGD$344 SGD$373 SGD$401 SGD$413 SGD$440 SGD$387 SGD$401 SGD
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Quick stats about holiday rentals that are family-friendly in Painswick

  • Total holiday rentals

    Explore 30 holiday rentals in Painswick

  • Nightly prices starting at

    Painswick holiday rentals start at $205 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,130 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

    30 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!