Family-friendly holiday rentals in Painswick

Find and book unique family-friendly homes on Airbnb

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 $272 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,390 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Painswick holiday 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.

1 of 1 pages1 / 1
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, 234 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.

FamilyKitchenQuiet

Guest favourite
Home in Painswick
4.94 out of 5 average rating, 179 reviews

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.

FamilyKitchenOutdoor spaces

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, 222 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.

FamilyKitchenWalkability

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, 211 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).

KitchenIndoor spacesView

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 Painswick
4.99 out of 5 average rating, 405 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.

KitchenIndoor spacesWalkability

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
4.95 out of 5 average rating, 517 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.

Indoor spacesKitchenComfort

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
4.98 out of 5 average rating, 249 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.

Indoor spacesKitchenLaundry

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.
Apartment in Painswick
4.9 out of 5 average rating, 105 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.

FamilyIndoor spacesQuiet

Top Guest favourite
Cottage in Painswick
4.98 out of 5 average rating, 253 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.

Indoor spacesKitchenComfort

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
4.88 out of 5 average rating, 313 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 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.

KitchenFamilyNearby

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, 177 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.

KitchenIndoor spacesCheckout

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, 259 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.

FamilyIndoor spacesOutdoor spaces

Popular amenities for Painswick family-friendly rentals

Family-friendly home rentals with a pool

Top Guest favourite
A modern detached home is set amidst greenery, featuring large windows and two balconies on the upper floor. A spacious deck with a glass railing surrounds the ground level, offering seating options. The bright blue sky and lush trees create a peaceful outdoor environment.
Home in Somerford Keynes
4.94 out of 5 average rating, 106 reviews

Modern contemporary home in beautiful setting

Indoor spacesFamilyCleanliness

Guest favourite
The exterior of Aston Cottage showcases its charming Cotswold stone facade, accented by vibrant garden foliage. Two Juliet balconies provide scenic views. A well-maintained shared pool area is depicted, alongside a dining setup featuring fresh juices and breakfast items, highlighting inviting outdoor leisure.
Cottage in Somerford Keynes
4.88 out of 5 average rating, 149 reviews

Charming Stone Cotswold Cottage with Pool Access

KitchenIndoor spacesHeating

Top Guest favourite
Home in Nailsworth
4.98 out of 5 average rating, 161 reviews

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

FamilyIndoor spacesBackyard

Top Guest favourite
A spacious bedroom features original lime-washed oak beams and Cotswold stone walls. A king-sized bed dressed with elegant linens is complemented by two bedside tables with matching lamps. A conservation window allows natural light and offers a view of the outside garden.
Cottage in Cirencester
4.98 out of 5 average rating, 449 reviews

The Potting Shed, 5* ❤︎ Luxury escape Cirencester

KitchenFamilyShared spaces

Top Guest favourite
A charming stone cottage with a steeply pitched roof is framed by lush greenery. The exterior features multiple windows that allow natural light, and a wooden gate leads into a pebbled driveway. The grassy area surrounds the cottage, accentuating its tranquil setting.
Cottage in Stow-on-the-Wold
4.97 out of 5 average rating, 100 reviews

Hyde Mill Cottage

KitchenFamilySleep quality

Top Guest favourite
A cozy kitchenette is shown, featuring pale green cabinetry and open shelving. A bistro table with two chairs occupies one corner, while a comfortable sofa adjoins the space. Natural light filters through a window adorned with charming fabric treatment.
Shepherd’s hut in Lyneham
4.99 out of 5 average rating, 144 reviews

The Ndoro Carriage with use of A Natural Pool.

KitchenFamilySleep quality

Guest favourite
Condo in Chedworth, Cheltenham
4.93 out of 5 average rating, 395 reviews

Cosy, rural apartment with breakfast hamper

KitchenIndoor spacesLaundry

Guest favourite
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, Gloucestershire
4.97 out of 5 average rating, 174 reviews

Cotswolds Cottage, Heated Pool, Tithe Barn Views

FamilyIndoor spacesCheckout

When is the best time to visit Painswick?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$521 NZD$521 NZD$564 NZD$553 NZD$572 NZD$587 NZD$496 NZD$533 NZD$548 NZD$584 NZD$514 NZD$533 NZD
Avg. temp4°C5°C7°C9°C12°C15°C17°C17°C14°C11°C7°C5°C