Family-friendly holiday rentals in Puddletown

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Puddletown

Total holiday rentals
Explore 50 holiday rentals in Puddletown
Nightly prices starting at
Puddletown holiday rentals start at $158 NZD per night before taxes and fees
Verified guest reviews
Over 1,780 verified reviews to help you choose
Pet-friendly accommodation
Find 30 rentals that welcome pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
50 of Puddletown holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Puddletown rentals
4.9 Average rating
Puddletown stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Puddletown

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite

The exterior of a late Victorian house is shown, featuring a brick facade with decorative elements. The property is surrounded by well-maintained greenery, including a lawn and trees. Several windows, evenly spaced, provide views into the building, complementing the architectural details.

Condo in Dorchester

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.

4.99 out of 5 average rating, 146 reviews

Guest favourite

Bus in Owermoigne

Fun Bus family playground woodburner dogs nr beach

Escape to a beautiful vintage bus, set in the enchanting grounds of a 13th-century moated manor house. Fully equipped with kitchen, wood burner, solar power, and private shower & compost toilet nearby. Enjoy a private garden with fire pit, plus access to a huge shared garden, treehouse, trampoline & fire pit. Just 10 mins from the Jurassic Coast & 15 mins from Weymouth Beach. A perfect family getaway, and well-behaved pets are welcome! Also available: vintage horsebox, woodland hut & yurt.

4.87 out of 5 average rating, 328 reviews

Top Guest favourite

A charming exterior view of a light blue cottage with a dark roof and two front doors. Neatly trimmed bushes line the pathway, and a small outdoor area is visible. The structure is surrounded by greenery, with a clear blue sky overhead.

Guesthouse in Piddlehinton

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.

4.96 out of 5 average rating, 223 reviews

Top Guest favourite

An outdoor table is set with two wine glasses, a bottle of sparkling wine, and decorative plates. A vibrant candle stands in a holder, while a floral arrangement adds a touch of nature. The backdrop features a sunset casting warm colors over the landscape.

Tiny home in Puddletown

Little Piddle

Little Piddle is a charming, self-contained annex set within the garden of our home — the perfect spot to relax in Dorset. Surrounded by nature enjoy views across fields and the water meadows, with the River Piddle flowing through our garden. It’s a haven for wildlife lovers, with plenty of birdlife to watch from your own private balcony. The annex is self-contained, offering privacy and comfort during your stay. Ideal for couples or solo travelers looking to escape the hustle and bustle.

4.99 out of 5 average rating, 128 reviews

Top Guest favourite

A cozy bedroom is presented with a wooden bed featuring crisp white linens and decorative pillows. A light-colored dresser is positioned nearby, complemented by a small lamp. Natural light filters in through patterned curtains, enhancing the serene atmosphere.

Tiny home in Dorset

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!

5.0 out of 5 average rating, 218 reviews

Guest favourite

The entrance features a maroon double door with decorative panels and shuttered windows. A small green table and chair set are positioned on the patio, surrounded by potted plants with blooming flowers. A house number plaque is mounted nearby.

Condo in Dorchester

Studio with off-street parking, private entrance

Welcome to our bright studio with gated off-road parking and free fibre wi-fi. We welcome all to enjoy a stay in Dorset. We are a ten minute walk from the station, Poundbury and Brewery Square. Our newly renovated studio has an inviting interior, a rainfall shower and dedicated office space. A small double bed will provide a comfortable nights sleep. If booking for someone else please provide passport details and previous reviews as they may not have been verified. Minimum stay two nights

4.9 out of 5 average rating, 124 reviews

Top Guest favourite

The entrance features a charming brick façade with large windows, allowing natural light to fill the space. A wooden bench is positioned near the front door, surrounded by potted plants that enhance the welcoming ambiance.

Cottage in Dorset

No1. The Courtyard, Clyffe House

Enjoy a tranquil break in our recently renovated Grade II listed cottage in the heart of Dorset. No.1 The Courtyard is nestled just outside the village of Tincleton and was originally part of the servant’s accommodation to Clyffe House (1842). We are situated 6 miles from Dorchester, and within easy reach of many Dorset attractions; Lulworth Cove, Durdle Door, Corfe Castle, The Purbeck Hills, Kimmeridge, Southwest Coastal Path, Bovington Tank Museum, Monkey World, Weymouth, Swanage.

5.0 out of 5 average rating, 103 reviews

Top Guest favourite

A large window presents a stunning view of the beach and sea, illuminated by natural light. The light curtains gently frame the window, while a television stands on a dresser nearby. The serene coastal scenery offers a glimpse of a sandy beach and distant hills.

Condo in Weymouth

Stunning Beachfront apartment overlooking the sea

A brand new apartment just 50 steps from the beach with free parking in the heart of Weymouth directly on the Esplanade with panoramic sea views of the award winning beach. Well equipped and nestled amongst shops and restaurants . Just minutes walk to bars , the harbour and train station. Fully fitted kitchen with family size fridge freezer, oven, microwave, toaster, kettle, cutlery, crockery, dishwasher, washing machine, flat screen TV's, Wifi, Hand, bath and beach towels provided.

4.92 out of 5 average rating, 524 reviews

Top Guest favourite

A charming barn conversion features natural stone walls and large windows that invite ample sunlight. The surrounding landscape includes lush greenery and a clear blue sky, creating a serene rural atmosphere. The driveway leads to the entrance, providing easy access to the property.

Cottage in Dorset

Stunning Barn conversion +heated pool (15/5-15/9)

Courage Cottage is a two bedroom detached barn conversion in a Georgian farmyard.The barn was converted in 2013 so has all modern conveniences including underfloor heating. It is very individual and situated in a quiet , rural setting. It has two bedrooms with en-suite bathrooms. The village of Martinstown has an excellent pub and shop. Dorchester is 2 miles away and has every facility including good rail connections in all directions.Swimming pool (shared ) open May 15th-Sept 15th

4.8 out of 5 average rating, 207 reviews

Guest favourite

A private garden features a round table surrounded by four chairs, set on a stone patio. Lush greenery and flowering plants border a well-maintained lawn, while a rustic shed is visible in the background under a clear blue sky dotted with clouds.

Cottage in Lewell

Jasmine Cottage

Jasmine Cottage is a characterful, compact barn conversion, that sits next to the 400 year old farm house. It sleeps up to four people (including infants), with a double and a twin room. We are one mile away from The Wise Man Inn - an award-winning pub; 6 miles from Dorset's stunning Jurassic coast and 3 miles from the county town of Dorchester. You will, however, need a car- or bikes! Sorry, no pets and no smoking. No EV charging, yet, but there are many fast charging points nearby.

4.94 out of 5 average rating, 327 reviews

Top Guest favourite

A tall stone monument is prominently situated atop a grassy hill, surrounded by lush greenery. A weathered wooden signpost stands in the foreground, pointing in two directions. The sky features scattered clouds and clear blue sections, creating a bright outdoor scene.

Home in Dorchester

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

4.98 out of 5 average rating, 178 reviews

Top Guest favourite

A green shepherd's hut with wooden doors and windows is positioned on a grassy area surrounded by trees. Two wicker chairs and a fire pit are placed nearby, offering a cozy outdoor seating option.

Shepherd’s hut in Puddletown

Troytown Farm Traditional Shepherd’s Hut Cabin

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 cabin experience with views of ancient woodland and sheep grazed pasture.

4.93 out of 5 average rating, 227 reviews