Family-friendly holiday rentals 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.

Artist’s Creative Hideaway & Sauna

Beautiful, inspiring, and peaceful, Arthouse is a place to escape. This converted art studio in West Dorset is close to Chesil Beach and the Jurassic Coast. It is surrounded by wildflowers and features contemporary art and sculptures by artists Rouwen and Reeve. The space is complemented by mid-century modern furnishings, high ceilings, and exposed beams. All doors open to a private patio and a naturalistic garden. The Sauna, located in the gravel garden looks out onto sculptures and plants.

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.

A luxury unique home spa - White Stones Retreats.

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.

The Studio: Unique 2-Bedroom Home

The Studio at Framley Orchard is a charming 2-bedroom home with a cozy mezzanine floor. Peaceful but with plenty to do it’s perfect for couples and families of all ages, with a garden featuring swings and climbing trees. You’re in a great spot—our village has an excellent pub, a village shop, and we’re right next to an Organic Farm Shop & Café with incredible food (Wednesday-Saturday). Off-road footpaths lead to the foot of Hambledon Hill. Plus, you’re close to the trailway for cycling too.

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.

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

The Bunker • Stylish Coastal Stay • Walk to Beach

Stay close to everything in this stylish apartment, just a short walk from Weymouth’s beach and town centre. The area is breathtaking, with the Jurassic Coast and iconic spots like Lulworth Cove and the Isle of Portland nearby. Weymouth’s harbour, restaurants, cafés and coastal paths are all within easy reach, making it a great base for exploring. Complimentary tea, coffee, some biscuits and toiletries are provided to help you settle in on arrival.