
Family-friendly holiday rentals in Puddletown
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Top-rated family-friendly rentals in Puddletown
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Large 2 bedroom town centre flat with free parking
Located overlooking Dorchester’s beautiful, tranquil Borough Gardens, this very spacious two bedroom flat provides the perfect place to enjoy a break in splendid Dorset’s historic county town. The property is only a two minute walk from the main high street of the town with its shops, museums and historic buildings. It is also within easy, level walking distance to the two train stations and many bus routes. A free parking space included allows guests to visit all areas of the county with ease.

Lovely cosy place to stay in the heart of Dorset
Oak Tree Barn is a self-catering holiday accommodation in the heart of the village of Hazelbury Bryan, Dorset. The conversion was completed in early 2012 using locally reclaimed materials and keeping many of the original features. The Barn is warm and cosy in winter and cool in summer, the detached Barn has a large open-plan lounge and kitchen with views towards the local hills. The two bedrooms (one double with bath, one twin with shower) overlook paddocks where sheep graze and chicken forage.

Discover Little Drey: Your Perfect Getaway
At Little Drey, you'll find comfort, and warm hospitality, all while being conveniently close to Dorchester. A variety of restaurants, cafes, and shops are all within walking distance. Close to some of the best places to visit in Dorset, and within easy reach of famous beauty spots and amazing places to visit. Parking on property along with self-check-in, makes it super easy to have a relaxing, enjoyable break. Your host lives next door and is on hand to make your stay the best possible.

The Yorkshireman @ Piddlehinton
We are so excited about our conversion. Completely self-contained, it is a lovely, light, cosy open space with a well equipped kitchen, modern bathroom and a cool sleeping platform/mezzanine. Piddlehinton is a special place, 20 mins from the Jurassic Coast and 10 mins from Dorchester, in the renowned Piddle Valley, with beautiful walks, views and our award winning pub, The Thimble Inn. We are right next door if you need anything, but if you prefer your privacy, you can be totally separate.

Luxury thatched Little Barn
The Little Barn is a 200 year old, thatched, cob cottage. It is a self-contained studio guest room with its entrance in the garden of the main house. It is perfect for a couple using the comfortable king-sized bed. It is thoughtfully decorated and furnished with modern fittings, including a cleverly fitted kitchenette. This picturesque cottage is located in the quiet, rural setting of Shitterton, in the village of Bere Regis, Dorset. We are within easy reach of Dorset's many attractions.

Cosy private Loft overlooking Dorset countryside
Nestled in the heart of the Dorset countryside, The Loft is your ideal 'getaway'. From stunning views to a comfy king-size bed, this cosy space will provide you with everything you need to relax. Open the stable door, and listen to the birds, reconnect with nature while sipping coffee and tucking into a selection of breakfast options provided upon your arrival. With an abundance of local amenities, please see the guide for my favourite secret spots! We look forward to welcoming you!

The self contained Garden Room Annex
The private Annex has it's own access via the rear garden and is connected to the house via a lockable door. The Annex is a bed sitting room with basic kitchen facilities, a shower room and outside area, all for your sole use. You can choose a Large double or 2 single beds in the room. Towels, soap and linen are provided. Teas/coffee/milk available in the room. TV, Fridge, microwave, kettle, toaster, fan, iron/board, plates, cutlery. There's an Airfryer available on request.

Cheerful one bedroom home in the heart of Dorset
A great base for exploring Dorset and centrally-located. This newly decorated self contained 1 bedroom annexe has a fully equipped kitchen & in the county town of Dorchester, the birth place of Thomas Hardy. It is a perfect base to explore the beautiful countryside and Jurassic coast! The town’s amenities are only a short walk away including the new Brewery Square development. Complimentary tea and coffee also provided. Please note, we are unable to accommodate children

Troytown Farm Bespoke Shepherd's Hut
A bespoke shepherd's hut, made by a local craftsman residing on rolling pasture of a forgotten turf maze and meeting place lost in time. Welcome to the first Troytown shepherd's hut, completed in June 2023. Located on Dorset's famous Jurassic Coastline it is the perfect base for exploring sandy beaches, historic monuments and plentiful walks in nearby Puddletown Forest. Enjoy an off grid experience with views of ancient woodland and sheep grazed pasture.

Willow Tree Farm Studio
Welcome to Willow Tree Farm. We have a lovely large private studio with stunning views from its own balcony across the Dorset countryside. Our space is perfect for two adults to escape the rat race and unwind. The studio has a country theme with a comfy Super King Bed, sofa, an indoor table for two, a TV as well as a large en-suite bathroom. Outside you'll find your own private balcony with garden furniture and a BBQ just down the steps below.

Lovely, Quiet Studio Annex (with Netflix)
Self contained, self catering studio annex based in the county town of Dorchester. The annex is suitable for 2 adults. The towns amenities are all within a short walking distance, including the new 'Brewery Square' development. Great base to explore Dorset's fabulous coast, countryside and walk in the footsteps of Thomas Hardy's Casterbridge. Motorbike friendly. Complimentary tea and coffee. Netflix TV.

Dorset Farmhouse apartment with pet farm animals
The Granary is part of our Georgian family farmhouse home which is nestled in a valley beside a gentle chalk stream. We have a host of friendly pet farm animals; pigs, a pony, hand reared sheep, hens and mini goats. You are welcome get acquainted with them to join in with their feeding. We are off the road and down a short track. You can walk directly from the door into the Dorset Countryside.
Popular amenities for Puddletown family-friendly rentals
Family-friendly home rentals with a hot tub

shepherds hut /Goat Glamping private hot tub

Orchard Barn Spa, exclusively for you, New Forest

Stay in the AONB with Own Hot Tub, Dogs Welcome

Haystore, Luxury Railway Carriage with Hot Tub

Full use: hot tub/sauna/bbq/firepit/Netflix/Prime

Little Bow Green

Astronomer Shepherd's hut

Little Coombe, a luxury rural cottage with Hot tub
Family- and pet-friendly home rentals

Win Place

Quiet, rural, pet friendly,- near Stourhead NT.

Swallows Return - Alpacas-Gardens-Brook-Tennis

Woodland Retreat Log Cabin nr Durdle Door Weymouth

Unique Private Cabin in Purbeck Dorset Countryside

Cosy, dog friendly cottage in the heart of Dorset

Spacious Secluded Shepherd's hut with outdoor bath

The Arch, Country Apartment
Family-friendly home rentals with a pool

The Condo (Indoor Pool available May- end Sept)

Cosy Shepherd's Hut with wood-fired hot tub

The Potting Shed - cosy country cottage

6 Berth Caravan Poole Haven Holiday Free Beach Hut

Chic retreat hot tub+pool nr Millfield Glastonbury

Cosy Wooden Cabin by the Woods

Pebble Lodge

Clover Carriage with pool, sauna and outdoor bath
When is the best time to visit Puddletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $215 SGD | $220 SGD | $227 SGD | $251 SGD | $268 SGD | $246 SGD | $258 SGD | $270 SGD | $225 SGD | $241 SGD | $211 SGD | $258 SGD |
| Avg. temp | 7°C | 7°C | 8°C | 9°C | 12°C | 15°C | 17°C | 17°C | 16°C | 13°C | 10°C | 8°C |
Quick stats about holiday rentals that are family-friendly in Puddletown

Total holiday rentals
Explore 40 holiday rentals in Puddletown

Nightly prices starting at
Puddletown holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 2,140 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Puddletown holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Puddletown rentals

4.9 Average rating
Puddletown stays are highly rated by guests – averaging 4.9 out of 5!
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