Vacation rentals in Dorchester

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Quick stats about vacation rentals in Dorchester

  • Total vacation rentals

    Explore 70 vacation rentals in Dorchester

  • Nightly prices starting at

    Dorchester vacation rentals start at G$6,275 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Dorchester vacation 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!

Top-rated vacation rentals in Dorchester

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Cottage in Duntish
4.87 out of 5 average rating, 102 reviews

The Coach House, Duntish Mill Farm, EV Charging

Whether you're exploring Dorset's countryside and coastline or simply looking to switch off for a few days The Coach House offers a peaceful escape for two. Beautifully renovated it combines exposed beams, a cosy wood-burning stove and a luxurious walk-in rainfall shower with plenty of space to relax and unwind Set within Duntish Mill Farm between Sherborne and Dorchester and within easy reach of the Jurassic Coast, it's the perfect base for discovering some of Dorset's most beautiful landscapes

Top guest favorite
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
4.99 out of 5 average rating, 140 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 favorite
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
4.92 out of 5 average rating, 285 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.

Top guest favorite
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, 280 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 favorite
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
4.96 out of 5 average rating, 126 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.

Guest favorite
The entrance to the converted shed is framed by open double doors, inviting natural light into the interior. A small patio area features a light blue table and two chairs, surrounded by blooming daffodils and other garden plants, creating a pleasant outdoor space.
Place to stay in Dorchester
4.94 out of 5 average rating, 32 reviews

The ShoeBox

A cosy and private converted shed at the bottom of a south-facing garden of a Victorian house. Situated at the heart of the historic county town of Dorchester. It is in walking distance of restaurants, shops, museums and traditional pubs with live music. It is conveniently located only minutes away from train and bus links which allow our guests to see the breath-taking and beautiful sites along the Jurassic Coast as well as offering direct trains to London, Bristol and other major cities.

Top guest favorite
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 Tincleton
4.99 out of 5 average rating, 197 reviews

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!

Top guest favorite
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 Tincleton
5 out of 5 average rating, 83 reviews

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.

Guest favorite
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
4.89 out of 5 average rating, 106 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 favorite
Barn in Dorchester
4.94 out of 5 average rating, 89 reviews

The Hayloft, Washing Pool Barns - suite for two

Luxurious Dorset village suite for two. Quality conversion of a listed stone barn into a completely equipped self-catering suite in the Dorset AONB. A couple of miles south west of Dorchester Washing Pool Barns are in the heart of Martinstown village, just a one minute walk from the local pub and maybe five minutes walk to the village store and post office. Bridleways, cycle routes and public footpaths are on the doorstep with the Jurassic coastline around five miles further south.

Top guest favorite
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, 313 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 favorite
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
4.98 out of 5 average rating, 166 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 vacation rentals

When is the best time to visit Dorchester?

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Avg. priceG$24,890 GYDG$21,543 GYDG$20,916 GYDG$20,498 GYDG$20,916 GYDG$21,125 GYDG$24,053 GYDG$23,844 GYDG$21,962 GYDG$20,916 GYDG$21,125 GYDG$24,472 GYD
Avg. temp7°C7°C8°C9°C12°C15°C17°C17°C16°C13°C10°C8°C

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.

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