Family-friendly holiday rentals in Dorchester

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Top-rated family-friendly rentals in Dorchester

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

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Top guest favourite
The interior of the horsebox is adorned with warm wooden paneling and vintage details. A cozy seating area is created with patterned cushions and blankets. Decorative wall features are complemented by soft lighting, while a woven basket adds a touch of rustic charm.
Camper van/Motorhome in Owermoigne
4.89 out of 5 average rating, 173 reviews

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.

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.
Apartment in Dorchester
4.99 out of 5 average rating, 137 reviews

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.

Top guest favourite
The exterior of The Pod is showcased, featuring a round structure nestled among lush greenery. A wooden deck leads to a tube slide, providing a playful entry point. Surrounding pathways are lined with gravel, and natural landscaping enhances the connection to the outdoors.
Treehouse in Churchstanton
4.99 out of 5 average rating, 500 reviews

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.

Top guest favourite
The exterior of the Victorian Reading Room is presented, showcasing a charming brick facade with light moss present on the roof. A welcoming entry door, framed by two chimneys, is complemented by modern windows. A vintage-style post box is positioned beside the entrance.
Tiny home in West Stafford
4.93 out of 5 average rating, 283 reviews

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.

Guest favourite
An indoor pool area is presented under a wooden-beamed ceiling, featuring exposed brick walls. Soft lighting creates a calm ambiance around the clear water of the pool. A cozy seating area is visible in the background, adding to the overall relaxation space.
Home in Osmington
4.86 out of 5 average rating, 129 reviews

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.

Top guest favourite
Home in Winfrith Newburgh
4.98 out of 5 average rating, 102 reviews

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.

Guest favourite
The charming exterior of a green double-decker bus is showcased, featuring large windows and a wood-burner pipe on the roof. A circular picnic table with an umbrella is positioned on a wooden deck, surrounded by natural greenery, providing a relaxing outdoor space.
Bus in Somerset
4.94 out of 5 average rating, 186 reviews

“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.

Top guest favourite
A spacious sleeping area features a cozy king-size bed adorned with decorative pillows. Large windows allow natural light to fill the room, complemented by light hardwood flooring. A small dining table with chairs is positioned nearby, enhancing the inviting atmosphere.
Guest suite in Dorchester
4.92 out of 5 average rating, 275 reviews

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.

Top guest favourite
A stone cottage features a light green door framed by greenery. Large windows allow natural light to illuminate the entryway, while shrubs and trees create a peaceful, sheltered setting. The roofline peaks gently against a backdrop of clear blue skies.
Home in Martinstown
4.97 out of 5 average rating, 124 reviews

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.

Top guest favourite
Shepherd’s hut in Somerset
4.95 out of 5 average rating, 132 reviews

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.

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.
Apartment in Dorchester
4.89 out of 5 average rating, 102 reviews

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

Top 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
4.94 out of 5 average rating, 311 reviews

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

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!

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