Holiday houses in Dorchester

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Top-rated holiday rentals in Dorchester

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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 Dorset
4.99 out of 5 average rating, 136 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
A cozy sitting area features a plush olive green velvet sofa adorned with patterned and solid cushions. A stylish wooden chair complements the vintage aesthetic, while large artworks decorate the walls. Exposed wooden beams add character, and a patterned rug enhances the inviting ambiance.
Barn in Dorset
5 out of 5 average rating, 120 reviews

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.

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, 280 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 is surrounded by sleek gray tiling and illuminated by recessed lighting. The pool's inviting turquoise water reflects the ceiling lights. A cozy seating area with cushions is visible in the corner, providing a relaxed atmosphere.
Cottage in Osmington
4.86 out of 5 average rating, 186 reviews

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.

Top Guest favourite
A well-lit living area is shown, featuring a light green wall and a comfortable sofa positioned near a window. A small wooden table with two chairs is visible, alongside a decorative round rug on the floor. A bedside lamp and a wall-mounted shelf complete the space.
Home in Martinstown
4.97 out of 5 average rating, 112 reviews

Guest Suite in Martinstown

Recently converted guest suite in a house situated in the middle of a picturesque village in Dorset. Private access through your own front door and set aside from the main house to ensure privacy. Private area outside for your use or you are welcome to explore the extensive gardens and woodland. Cooking facilities are limited but fridge, microwave, electric hob, toaster and kettle are supplied. Good food is served in the village pub a short stroll away. Dorchester town is a 10 minute drive.

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 Dorset
4.92 out of 5 average rating, 272 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, 123 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
A modern kitchen features a wooden dining table surrounded by four woven chairs. A large range cooker is positioned against the tiled backsplash, with ample white cabinetry overhead and below. Open shelving displays glassware and decorative items, complemented by soft lighting and a neutral-colored floor.
Cottage in Dorset
4.94 out of 5 average rating, 236 reviews

Strawberry Cottage

Lovingly restored and modernised by Harry in 2011, Strawberry Cottage is nestled by the river Wey in the village of Upwey, Dorset. This quaint property is close to the famous Jurassic Coast, within 4 miles of the seaside town of Weymouth and Dorchester town.Durdle Door / Lulworth Cove is an approximate 29 minute drive,and the main supermarket is 8 minutes away by car. Upwey has two pubs a busy tearoom,garden nursery and Tesco Express all within 5 to 10 minutes walk. Relax inside or out.

Top Guest favourite
Bungalow in Somerset
4.99 out of 5 average rating, 278 reviews

Modern & spacious house in the countryside.

The Pavilion is a modern, purpose built holiday house in the quiet Somerset village of Yarlington. It has all the conveniences: Wood burning stove, underfloor heating, Washer & tumble dryer, Iron & ironing board, fast fibre optic broadband and a charging station for an electric or plug in hybrid car, but sadly the mobile phone signal is very poor. The house is next to the pub and a stones throw from the church. The Newt and Hauser Wirth Gallery in Bruton are within a 15 minute drive.

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 Dorset
4.89 out of 5 average rating, 100 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, 310 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.

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 Dorset
4.98 out of 5 average rating, 161 reviews

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

Popular amenities for Dorchester holiday rentals

When is the best time to visit Dorchester?

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Avg. price$203 NZD$176 NZD$171 NZD$167 NZD$171 NZD$172 NZD$196 NZD$194 NZD$179 NZD$171 NZD$172 NZD$200 NZD
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Frequently Asked Questions

  • What are the best places to stay in Dorchester?

    Accommodations near Brewery Square provide access to dining and event spaces, while quieter stays are often found around the outskirts. Central neighborhoods make it easy to explore museums, shops, and local markets on foot.

  • What are the best things to do in Dorchester with kids?

    Families frequently explore interactive museums like the Dinosaur Museum, play in Borough Gardens, or join guided walks that feature stories from Roman and Victorian times. Dairy farms in the area sometimes welcome visitors for hands-on experiences.

  • What are some of the best things to do in Dorchester?

    Visit the Dorset County Museum, explore the Roman Town House, and stroll Brewery Square for dining and events. Walking tours and sculpture trails are frequently suggested for connecting with local history and culture.

  • How is the weather in Dorchester?

    Dorchester has cool winters around 40–49°F (5–10°C) and mild summers near 58–67°F (14–19°C) with moderate rainfall. Pack a light jacket and expect changing weather throughout the year.

  • When is the best time to visit Dorchester?

    Late spring through early autumn is often recommended for milder weather and outdoor activities. Local festivals and open-air events are more frequent during these months.

  • What are the best places to visit in Dorchester?

    Dorchester has the Dorset County Museum, Maumbury Rings, and the Roman Town House, which are often recommended for their historical significance. Sculpture trails and local galleries provide opportunities to explore both heritage and contemporary arts.

  • What are some hiking trails in Dorchester?

    Explore paths through Borough Gardens or the water meadows around the River Frome for easy walks. Longer trails often suggested include the Ridgeway, where gentle hills and sweeping scenery are a frequent draw.

  • What are some family activities we can do in Dorchester?

    Families often explore Maumbury Rings, Borough Gardens, and the Dinosaur Museum, which offers interactive exhibits. Seasonal festivals and outdoor trails also create opportunities for shared adventures.

  • What are some of the best day trip ideas from Dorchester?

    Day trips often include exploring local countryside, historic market towns, or coastal villages near Dorchester. The Jurassic Coast and walking paths around Thomas Hardy’s birthplace offer a change of pace from the town center.

  • Are there any pet friendly accommodations available in Dorchester?

    Pet-friendly stays can be found in several neighborhoods of Dorchester, including self-catering cottages and apartments. Many local walking trails and parks are welcoming to dogs and their companions.

  • What are some local tips for visiting Dorchester?

    Check market days to sample handmade goods and fresh produce, and try local tearooms for authentic Dorset treats. Many museums and smaller sites provide audio guides for a deeper understanding of local history.

  • What is Dorchester known for?

    Dorchester is known for its Roman and prehistoric heritage, with landmarks like Maiden Castle and the Roman Town House. It is also frequently associated with author Thomas Hardy, who lived and wrote in the area.

  • What are the best hidden gems to explore in Dorchester?

    Max Gate, the historic home designed by Thomas Hardy, is often suggested for its literary connections. Walking peaceful trails in the Frome Valley or discovering smaller local galleries can reveal a quieter side of Dorchester.

  • What are the best foods to try in Dorchester?

    Dorchester has locally inspired foods like Dorset apple cake and traditional cream teas. Many enjoy fresh seafood, farmhouse cheeses, and locally-produced ciders that reflect the region’s roots.

  • What should I bring for a trip to Dorchester?

    Bring layers and a waterproof jacket, as rain is common year-round. Comfortable shoes are helpful for exploring local trails, museums, and market streets.

  • What is the nightlife in Dorchester like?

    Dorchester’s nightlife has cosy pubs, relaxed wine bars, and a few music spots, especially around Brewery Square. Evenings often revolve around local brews, live performances, and seasonal gatherings.

  • What are the most popular events or festivals in Dorchester?

    The Dorchester Literary Festival draws authors and readers in autumn, and the Dorset Food and Arts Festival features local specialties in summer. Other annual highlights include seasonal fairs and history-focused gatherings.

  • Are there family friendly vacation rentals in Dorchester?

    Dorchester has vacation rentals suitable for families, including cottages and townhouses with multiple bedrooms, kitchens, and common spaces. Both central locations and quieter areas around the outskirts are popular choices.

Quick stats about holiday rentals in Dorchester

  • Total holiday rentals

    Explore 70 holiday rentals in Dorchester

  • Nightly prices starting at

    Dorchester holiday rentals start at $51 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Dorchester holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Dorchester rentals

  • 4.9 Average rating

    Dorchester stays are highly rated by guests—averaging 4.9 out of 5!

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  4. Dorset
  5. Dorchester