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Family-friendly vacation rentals in Painswick

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Quick stats about vacation rentals that are family-friendly in Painswick

  • Total vacation rentals

    Explore 40 vacation rentals in Painswick

  • Nightly prices starting at

    Painswick vacation rentals start at ﺩ.ﺇ 588 per night before taxes and fees

  • Verified guest reviews

    Over 2,390 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Painswick vacation rentals include wi-fi 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!

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 favorite
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

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.

4.94 out of 5 average rating, 235 reviews
Top guest favorite
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

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.

4.96 out of 5 average rating, 223 reviews
Guest favorite
Home in Painswick

Breathtaking Cotswolds Restored 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.

4.94 out of 5 average rating, 182 reviews
Guest favorite
A historic 16th-century farmhouse is set amidst lush greenery and rolling hills. The stone facade showcases multiple gables, with a well-maintained garden featuring various plants and trees. Outdoor seating arrangements are visible, complemented by open fields in the background.
Farm stay in Gloucestershire

Historic Cotswolds Farmhouse for Groups and Family

Impressive 16th-century Grade II listed Cotswolds farmhouse set within peaceful countryside, designed for landmark gatherings of families and friends staying 4–7 nights. Sleeping up to 14 across six bedrooms, the house offers generous living and dining spaces, two fireplaces, enclosed private garden with pond, and room for everyone to relax together. Guests enjoy fast fibre Wi-Fi, shared games room, landscaped grounds and easy parking. A historic country retreat created for meaningful escapes.

4.92 out of 5 average rating, 228 reviews
Top guest favorite
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

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).

5.0 out of 5 average rating, 213 reviews
Top guest favorite
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

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.

4.95 out of 5 average rating, 521 reviews
Top guest favorite
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

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.

4.98 out of 5 average rating, 251 reviews
Guest favorite
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.
Apartment in Painswick

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.

4.9 out of 5 average rating, 105 reviews
Top guest favorite
Cottage in Painswick

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.

4.98 out of 5 average rating, 255 reviews
Guest favorite
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

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 in 2021 and retaining a host of original features. 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.

4.89 out of 5 average rating, 316 reviews
Guest favorite
A spacious bedroom features a king size bed with a light-coloured patterned duvet and decorative pillows. Two nightstands with lamps flank the bed. Exposed wooden beams run across the sloped ceiling, while large skylights provide natural light. A bench with towels is positioned at the foot of the bed.
Cottage in Painswick

the Coach House

Beautiful, self-contained annexe with luxury king size bed and wood burner in the heart of Painswick. Right on the Cotswold Way, the Coach House has its own entrance to a cosy living area and kitchen, with bathroom and one king size bedroom. Warm towels, tea, coffee and milk will be available on arrival. You can cook in the well equipped kitchen or walk down to one of the many pubs and restaurants in the village. Follow us @CoachHousePainswick #CoachHousePainswick

4.92 out of 5 average rating, 332 reviews
Top guest favorite
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

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.

4.98 out of 5 average rating, 180 reviews

Popular amenities for Painswick family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
The exterior of the villa is framed by a landscaped garden, featuring a variety of flowering plants and greenery. Light stone walls reflect natural sunlight, while large windows invite views of the outdoor space. A mix of textures and colors enhances the inviting appearance.
Home in Chalford

Stylish Cotswold Villa and Spa

5.0 out of 5 average rating, 100 reviews
Guest favorite
Home in Boddington

Boddington Mill

4.94 out of 5 average rating, 197 reviews
Top guest favorite
A private patio area features a round wooden table with four folding chairs, surrounded by colorful flowers. A wood-fired hot tub is visible nearby, overlooking a scenic view of lush hills and greenery, under a bright sky with scattered clouds.
Cottage in Mitcheldean

Romantic Idyllic Nuthatch Cottage with Hot Tub

4.97 out of 5 average rating, 292 reviews
Guest favorite
A cozy interior showcases a spacious bed with ample pillows, adjacent to a small table and chairs. A woven rug adds texture to the wooden floor. Natural light enters through two windows adorned with green blinds, while decorative elements, including a basket and vibrant flowers, enhance the inviting atmosphere.
Shepherd’s hut in The Camp

Foston's Ash Shepherd's Hut (Lawlessdown:blue hut)

4.84 out of 5 average rating, 261 reviews
Top guest favorite
A domed structure, partially covered in greenery, is visible surrounded by trees in a private woodland setting. A hot tub sits prominently in the foreground, with a wooden deck and outdoor seating area adjacent to the dome, inviting relaxation in nature.
Dome in Thornbury

Lodge farm Woodland dome. Hot tub. luxury escape

4.99 out of 5 average rating, 205 reviews
Guest favorite
Home in South Cerney

Grebe Lodge | Cotswold Lakehouse & Hot Tub, Kayaks

4.92 out of 5 average rating, 318 reviews
Top guest favorite
The exterior of Eaton House is showcased, featuring a blend of traditional stone and brickwork. A central wooden door is flanked by large windows, with a decorative wheel nearby. Gravel pathways and a selection of potted plants add to the country charm.
Home in Castle Eaton

Cotswold Home near the Thames

4.99 out of 5 average rating, 141 reviews
Guest favorite
The interior of the yurt features a spacious bed with crisp white bedding and a cozy sofa bed nearby. Light enters through the central skylight, illuminating the green walls and natural wood detailing. A log burner is placed in the corner, enhancing the rustic atmosphere.
Yurt in Gloucestershire

Stroud Meadow Yurt with Wild Spa, Cotswolds

4.93 out of 5 average rating, 119 reviews

Family- and pet-friendly home rentals

Guest favorite
The wooden sign reading 'Bull Cottage' is mounted on a fence, framed by a tree with bare branches. The background showcases rolling green hills and a clear blue sky, highlighting the natural beauty of the surrounding landscape.
Chalet in Painswick

Private Cotswolds Barn conversion, Nr Painswick

4.91 out of 5 average rating, 292 reviews
Top guest favorite
A charming studio is enveloped by greenery, featuring a gravel courtyard with a stone planter at its center. The exterior showcases a red-tiled roof and wooden siding, while a small table and chairs are positioned nearby next to a barbecue, inviting outdoor relaxation.
Guesthouse in Painswick

Artist's studio in Edge in stunning countryside.

4.9 out of 5 average rating, 360 reviews
Top guest favorite
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 Painswick

Idyllic rural location in Sheepscombe village

4.99 out of 5 average rating, 409 reviews
Guest favorite
The barn features an expansive glass facade, allowing for ample natural light and unobstructed views of the surrounding landscape. A wooden deck extends outward, bordered by gravel. Inside, a spacious room can be seen with a super king-size bed and dining area.
Home in Painswick

Unique Private Slad Valley Contemporary Chic Barn

4.91 out of 5 average rating, 325 reviews
Guest favorite
A well-maintained garden features a wooden picnic table in a grassy area, surrounded by neatly trimmed shrubs and flower beds. The exterior of a charming cottage can be seen in the background, with multiple windows and a welcoming front door.
Cottage in Mount Pleasant

Traditional Cotswold cottage, Bisley, Nr. Stroud.

4.96 out of 5 average rating, 300 reviews
Guest favorite
An outdoor garden area is featured, showcasing a stone patio with a large dining table surrounded by chairs. Potted plants and lush greenery create a natural setting, while the rustic wooden structures of the property provide a charming backdrop.
Guesthouse in Cranham

The Organic Cotswolds Cowshed

4.96 out of 5 average rating, 243 reviews
Guest favorite
The cottage is set amid lush greenery, exhibiting a warm stone exterior with multiple windows. Surrounding gardens feature various trees and plants, enhancing the natural landscape. The layout includes a distinct structure with a circular feature, indicative of outdoor gathering space.
Cottage in Kingscourt Stroud

Spring Cottage, a cosy cotswold stone cottage

4.97 out of 5 average rating, 153 reviews
Top guest favorite
An open-plan sitting room features two inviting leather sofas arranged around a wooden coffee table. Natural light floods in through large skylights and glass doors, while decorative touches include a vase of white flowers and framed artwork, contributing to a bright, airy ambiance.
Cottage in Painswick

The Chairman's Retreat in Slad, Gloucestershire.

4.98 out of 5 average rating, 256 reviews

Family-friendly home rentals with a pool

Guest favorite
The cottage's spacious sundeck features an outdoor dining setup with a table and chairs, alongside a charcoal BBQ. French doors lead inside, illuminating the space as the sun sets over the lush greenery. A simple umbrella provides shade, enhancing the outdoor experience.
Cottage in Somerford Keynes

Cornerstone Cottage a/c LowerMillEstate Cotswolds

4.93 out of 5 average rating, 146 reviews
Top guest favorite
Condo in Chedworth, Cheltenham

Cosy, rural apartment with breakfast hamper

4.93 out of 5 average rating, 398 reviews
Guest favorite
Home in Somerford Keynes

43 Clearwater - family gatherings + pools + lakes

4.89 out of 5 average rating, 177 reviews
Top guest favorite
The exterior of a large Regency villa is presented, showcasing its elegant white façade and grand entrance steps. Lush greenery surrounds the building, with trees and well-kept shrubs enhancing the tranquil setting. A private parking area is visible in the foreground.
Apartment in Cheltenham

Stunning flat with swimming pool, garden, parking

4.91 out of 5 average rating, 388 reviews
Top guest favorite
Home in Nailsworth

Private Pool/Cotswolds/Gatherings/Slps 12/Games Rm

4.98 out of 5 average rating, 163 reviews
Guest favorite
The exterior of the cottage showcases a unique round tower with a thatched roof, surrounded by lush greenery. Soft evening light casts gentle shadows on the textured stone walls, enhancing the natural setting. The property is framed by trees and greenery, providing a serene atmosphere.
Cottage in Somerford Keynes

Riverbank House (spa, lakes, tennis & more)

4.93 out of 5 average rating, 193 reviews
Guest favorite
A lakeside home is showcased, featuring large glass windows that offer a view of the water. The exterior is well-lit, reflecting a modern design with a spacious deck. The nearby water reflects the building, contributing to a serene and peaceful environment.
Home in Somerford Keynes

Goosewing - Cotswolds, Lakes, Family, Pools, Spa

4.94 out of 5 average rating, 157 reviews
Guest favorite
A large swimming pool is surrounded by a stone patio, featuring four sun loungers and an umbrella for shade. The serene setting includes a wall of greenery and views of the Georgian Manor House in the background, illuminated by bright sunlight.
Home in Bredon

Cotswolds Cottage, Heated Pool, Tithe Barn Views

4.97 out of 5 average rating, 175 reviews

When is the best time to visit Painswick?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 1,127ﺩ.ﺇ 1,127ﺩ.ﺇ 1,219ﺩ.ﺇ 1,197ﺩ.ﺇ 1,238ﺩ.ﺇ 1,271ﺩ.ﺇ 1,072ﺩ.ﺇ 1,153ﺩ.ﺇ 1,186ﺩ.ﺇ 1,263ﺩ.ﺇ 1,113ﺩ.ﺇ 1,153
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