
Family-friendly holiday rentals in Dorchester
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Top-rated family-friendly rentals in Dorchester
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Glamping family playground dog woodburner nr beach
Beautiful vintage horsebox with rustic charm! Fully equipped with cooking facilities, tea, coffee, a cozy wood burner, and solar power. Nestled in the magical grounds of a 13th-century manor Enjoy a private gas-heated shower, compost toilet, and water point. Relax in your own seating area with a fire pit, or explore the huge shared garden with a treehouse, trampoline, and communal fire pit. Just 10 mins from the breathtaking Jurassic Coast, perfect for family adventures! Pets welcome. Sleeps 4.

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.

the pod@springwater
The Pod at Springwater is a unique, handcrafted property set up amongst the trees. It has two bedrooms: one double, with a large window and a view into the trees and the smaller, twin room, with offset bunk beds. The living room has a smart tv. There's also a well equipped bathroom with a great shower. Downstairs is accessed through a trapdoor in the floor to the kitchen or the fun way via the tube slide. Double doors open onto the backyard, which has an outdoor fireplace, pizza oven and bbq.

The Old Reading Room West Stafford
The Victorian Reading Room of West Stafford is of historical importance. Used before the war as a Reading Room for the villagers and estate workers, the newspapers were provided, the village shop in the late 1930s, then a workshop and a store room for the church. We have now lovingly restored, decorated and furnished this amazing building into a cosy self catering holiday retreat, "far from the madding crowd" Open plan, comfy double sofabed, wood burner, country walks and fabulous village pub.

Large coastal cottage with spa and private pool
Set in a prime position amidst a quintessential village of thatched cottages. Where wildflower paths and trickling streams amble down the the beautiful Osmington Bay. Toe dipping in the shallows, coastal walks under flaring sunsets, hibernating in our home spa while storms crash outside. Our unique holiday home offers a sanctuary in all weathers. With a collated & collected vibe, this light filled cottage is perfect for families looking for a beach escape, only a 5 minute drive to the sea.

Jurassic coast,2 bed, 2 ensuite, private garden
Beautiful refurbished comfy detached upside down cottage originally stables in the 1800’s . Sitting room with log burner and work space. Rarity of 2 en-suite bedrooms comfy king size beds. 3 miles to Lulworth Cove and Durdle Door on the beautiful Jurassic Coast and 9 miles to award winning sandy beach at Weymouth. Kitchen, Conservatory, private sunny garden. Near Village shop and local pubs, walks. Parking for one car and public parking on high street. Sorry no dogs or pets & no smoking.

“Rex the Bus” Quirky and fun bus conversion.
"Rex the Bus" is unique, fun and just a little bit quirky. This double decker bus has been converted to the highest standard and connected to mains electricity, water and drainage. Enjoy panoramic views of the countryside from the windows, watch the sunrise from your double bed or cabin bunk bed. Heating and a wood-burner will keep you warm and snug, whilst the kitchen area provides plenty of space to cook up a delicious meal. There is a shower downstairs and a loo and basin upstairs.

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.

Enchanting Manor Coach House
An elegant, relaxed home in the grounds of the Manor in this AONB with walks directly from the house. The pretty village of Winterbourne St. Martin (Martinstown) has a great pub and a super village shop both within a short walk. Close to the Jurassic Coast and spectacular country views, its the perfect place to chill after a walk, a day at the beach (approx five miles away) or visiting the many attractions in and around Dorchester. Guests have a private garden, and access to a tennis court.

Cosy & Spacious Shepherd's Hut with Stunning Views
Our shepherd's hut is thickly insulated to stay cool all summer, with a fridge to keep your beers cold. Outside, a generous deck and seating area is made for bright mornings and long evenings. Gather round the fire bowl as the sun goes down to watch the stars emerge over truly dark skies. Solar-powered lighting and mains sockets, double and single bed, a fully equipped kitchen, hot water washing up just outside the door — all a ten minute stroll away from The George, an award-winning pub.

Studio with off-street parking, private entrance
Welcome to our bright studio with gated off-road parking and free fibre (160 mbps) 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. Dorset’s motto is “who’s afeard “ so what will you discover? The Cerne Giant, the chocolate factory ? Minimum stay two nights

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.
Popular amenities for Dorchester family-friendly rentals
Family-friendly home rentals with a hot tub

🦆🦉🐓🦡 Poppy the bell tent 🦆🦉🐓🦡

Romantic Hideaway with a Private Hot Tub

Secluded Garden Lodge with Private Hot Tub

‘Stag Cottage’ New Forest Romantic Hideaway

Townhouse, garden, hot tub, breakfast terrace.

Log Cabin/Hot Tub on Private Lake Jurassic Coast

Luxurious Shepherd’s Hut with Hot Tub

Bay View Luxury Stays - Southdown
Family- and pet-friendly home rentals

Stunning Barn conversion with heated swimming pool

18ft Private Yurt Rewilded Retreat Nr Glastonbury

The Field Shelter

Countryside Escape on Historic Estate

Beautiful Annex situated on the Jurrasic Coast.

Luxury Interior Designed Retreat w/Tennis Court

Lynchett Chase Barn in beautiful West Dorset

☀️Sunny modern house in Weymouth with parking☀️
Family-friendly home rentals with a pool

Woodpecker Lodge - Log Cabin with Private Hot Tub

Private use of Indoor Pool available May- end Sept

Unique, romantic luxury countryside retreat

The Tree Tent

Lovely 'Seaside Lodge’ Hoburne Naish Nr New Forest

The Duck Wing, quirky dog friendly apartment

Foxglove Carriage with pool, sauna & outdoor bath

Pebble Lodge
Quick stats about holiday rentals that are family-friendly in Dorchester

Total holiday rentals
Explore 20 holiday rentals in Dorchester

Nightly prices starting at
Dorchester holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 850 verified reviews to help you choose

Wifi availability
20 of Dorchester holiday rentals include wifi access

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

4.8 Average rating
Dorchester stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- New Forest National Park
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Weymouth Beach
- Bournemouth Beach
- Boscombe Beach
- Southbourne Beach
- Bournemouth International Centre
- Lyme Regis Beach
- The Tank Museum
- St Mary's Stadium
- Bath Abbey
- Kimmeridge Bay
- Highcliffe Beach
- No. 1 Royal Crescent
- Crealy Theme Park & Resort
- Beer Beach
- University of Exeter
- Mudeford Quay
- Mudeford Sandbank
- Shorefield Country Park
- St Audrie's Bay
- West Bay Beach
- Weymouth Pavilion





