Vacation rentals in Dorchester

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Top-rated vacation rentals in Dorchester

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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.

Guest favorite
Apartment in Winterbourne Abbas
4.85 out of 5 average rating, 27 reviews

Private self contained flat

Perfect location self contained private flat, 10 minutes from Weymouth, 5 minutes from Dorchester, 14 minutes from Bridport, private parking directly in front of the flat outside dining area! Brand new totally refurbished.Double bed, and double sofa bed, 55” TV can be pulled out, WFi, heating , hot water, large kitchen with dinning breakfast bar, and second Tv, electric oven, Hob,toaster, microwave,kettle,fridge, sink. Shower room, power shower, lighted mirror with shaving point, wc and vanity.

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 charming cabin is nestled among lush greenery, with a balcony that overlooks a serene pond and garden. The landscape features a variety of plants, including palm trees and ornamental shrubs, creating a natural and peaceful setting.
Cabin in Dorchester
5 out of 5 average rating, 97 reviews

Moorhen cabin

Sit back and chill in this calm, stylish space. Moorhen is a newly refurbished cabin in the owner's grounds. Surrounded by open countryside and sitting directly on a bridleway/cycle route 26. It comes with use of the owner's tennis court, boules court and riverbank. In addition to the balcony some areas of the main garden are also for guest use . Within easy reach of Dorchester, Weymouth and the world famous Jurassic coast. Moorhen provides a peaceful base for you to take it easy and explore

Top guest favorite
A charming exterior of a two-story house is set among lush green trees. The brick facade is complemented by a pitched roof and a dormer window. A gravel driveway provides access, with potted plants positioned by the entrance.
Guest suite in Dorchester
4.92 out of 5 average rating, 278 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 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 Weymouth
4.95 out of 5 average rating, 239 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 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, 195 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
An open living area features a modern, plush sectional sofa facing a large glass wall that connects to the outdoor space. Two small, round tables, one with a decorative tray, are positioned in front. Natural light fills the room, highlighting the simple decor.
Bungalow in Somerset
4.99 out of 5 average rating, 281 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 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, 105 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 Dorset
5 out of 5 average rating, 222 reviews

Jurassic Coast Boutique Retreat with Views

Set amid the rolling Dorset countryside with far reaching breathtaking views The Hayloft is a relaxed luxury retreat designed for slow, restorative stays. Part of Grandview Farm The Hayloft is a self contained annex offering a secluded, peaceful haven just moments from the Jurassic Coast. Thoughtfully styled with natural textures and luxurious touches throughout, it is the perfect base for a couple or two friends who enjoy coastal walks, cosy mornings and drinks under the stars.

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, 164 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

Top guest favorite
A modern living area features a large, sectioned sofa in neutral tones, complemented by a sleek coffee table and a wall-mounted television. Natural light enters through a window adorned with light curtains, creating a bright and airy atmosphere. Flooring showcases a warm wooden finish.
Cottage in , Dorchester
4.96 out of 5 average rating, 26 reviews

Dorset Photographers Cottage

Enjoy a stylish experience at this centrally-located cottage. Perfect for exploring the Jurassic Coast Beaches & Durdle Door. Comfortable rooms upstairs, open plan downstairs space, smeg applicances + ground floor toilet. Outside dinning area, 2 free parking spaces, rear entrance into the property. Set in a pretty village with a Country Pub and Village Store/PO being a 3 min walk. Arrival refreshments to enjoy your stay the moment you arrival.

Popular amenities for Dorchester vacation rentals

When is the best time to visit Dorchester?

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Avg. priceG$24,901 GYDG$21,553 GYDG$20,925 GYDG$20,507 GYDG$20,925 GYDG$21,135 GYDG$24,064 GYDG$23,855 GYDG$21,972 GYDG$20,925 GYDG$21,135 GYDG$24,483 GYD
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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 vacation rentals in Dorchester

  • Total vacation rentals

    Explore 70 vacation rentals in Dorchester

  • Nightly prices starting at

    Dorchester vacation rentals start at G$6,278 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!

  1. Airbnb
  2. United Kingdom
  3. England
  4. Dorset
  5. Dorchester