
Family-friendly holiday rentals in Painswick
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Top-rated family-friendly rentals in Painswick
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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.

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.

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.

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).

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.

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.

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.

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.

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.

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.

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.

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
Family-friendly home rentals with a hot tub

Cosy Bluebell Pod - Eastwood Glamping

Romantic Idyllic Nuthatch Cottage with Hot Tub

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

Elmside is a country cottage with Hot Tub

Wye Valley Escapes Log Cabin

Luxury boutique holiday Cottage, 2 bed, 2 bathroom

Berry Farm Barn | Hot Tub Retreat for 10 Guests

Squirrel Lodge - Hot Tub!
Family- and pet-friendly home rentals

The Organic Cotswolds Cowshed

Market Lodge

Boundary Court Barn, Selsley common, Stroud

Chapel End

Cotswold walks & log fires in stylish renovation

Spring Cottage, a cosy cotswold stone cottage

Unique Private Slad Valley Contemporary Chic Barn

Cosy cottage in Bibury & parking
Family-friendly home rentals with a pool

Own Island: Direct Lake Access, Activities, Spa

40% off in June. Private Heated Pool.

The Potting Shed, 5* ❤︎ Luxury escape Cirencester

Cosy, rural apartment with breakfast hamper

Cotswolds Cottage, Heated Pool, Tithe Barn Views

43 Clearwater - Lower Mill Estate + Pools + Spa

Elm Park Barn, Chewton Keynsham, BS31 2SS

Scenic 2 bed barn, swimming pool & tennis court
When is the best time to visit Painswick?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 4°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 14°C | 11°C | 7°C | 5°C |
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!
Destinations to explore
- Rentals with outdoor seating Painswick
- Rentals with a washing machine and dryer Painswick
- Cottage rentals Painswick
- Rentals with a fireplace Painswick
- Rentals with a patio Painswick
- Pet-friendly rentals Painswick
- House rentals Painswick
- Family-friendly rentals Gloucestershire
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Cotswolds AONB
- Principality Stadium
- University of Oxford
- Cardiff Castle
- Blenheim Palace
- Utilita Arena Birmingham
- Stonehenge
- Lower Mill Estate
- Highclere Castle
- Cheltenham Racecourse
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- West Midland Safari Park
- Roath Park
- Cadbury World
- Bath Abbey
- Cardiff Bay
- Ludlow Castle
- University of Warwick
- Sudeley Castle
- Bute Park
- No. 1 Royal Crescent
- Puzzlewood
- National Exhibition Centre
- Mendip Hills





