House holiday rentals in Dorchester

4.98 out of 5 average rating, 317 reviews

An open-plan living area features rustic stone walls, creating a warm ambiance. A wooden dining table is set for two, accompanied by stylish wooden chairs. A cozy seating area with a wicker chair and soft cushions invites relaxation, while large windows allow natural light to fill the space.

Home in Ryall

West Dorset cider barn with far reaching views

The grade two listed cider barn, with its own pretty terrace, has double french doors which flood the open plan living area with morning light. It is a five minute drive from the Jurassic coast with beautiful beaches and opportunities for fossil hunting . The barn has far reaching views spanning across the Marshwood Vale. This stylish and extremely comfortable new conversion is set in 11 acres of wildlife rich meadows land . It is an ideal base for exploring this beautiful part of West Dorset.

LocationValueIndoor spaces

4.94 out of 5 average rating, 363 reviews

The exterior of the lodge features a modern, dark wooden facade with large glass doors that open into the main living area. A spacious patio area is surrounded by landscaped gardens, with decorative plants and seating arrangements for relaxation.

Home in Leigh

Luxurious rural retreat

The Lodge at Willen Farm is a beautiful single level converted barn on the outskirts of the quiet village of Leigh, just 4 miles from the town of Sherborne in Dorset. The Lodge provides the perfect location for a relaxing escape to the rural countryside, yet just 40 minutes from the fabulous Jurassic coastline. Spacious accommodation with two double bedrooms, one with en-suite shower/toilet and a separate bathroom. Contemporary style with an outside patio area. Parking and a small garden area.

LocationFamilyParking

Home in Winfrith Newburgh

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.

LocationFamilyCondition

4.97 out of 5 average rating, 117 reviews

4.96 out of 5 average rating, 142 reviews

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

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.

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4.98 out of 5 average rating, 178 reviews

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

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

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An open-plan living area showcases modern furnishings with a seamless transition from the kitchen to the lounge space. The arrangement features a comfortable sofa, sleek cabinets, and a mounted TV. Large windows allow natural light to brighten the area, highlighting the contemporary decor.

4.98 out of 5 average rating, 124 reviews

Spacious luxury home | 200m from beach | parking

Set on a quiet street close to everything, this renovated Victorian townhouse offers a calm, comfortable place to settle in and relax. Guests often mention how clean, stylish and genuinely homely it feels. With generous living space and thoughtful touches throughout, it suits both families and groups of friends. You’re just a short walk from the station, beach, harbour, shops, cafés and restaurants, making it an easy, well-equipped base for a laid-back coastal stay.

LocationFamilyHospitality

4.94 out of 5 average rating, 167 reviews

The exterior of a charming farmhouse is displayed, featuring a thatched roof and stone walls. A fenced garden surrounds the property, with a patio area furnished with a dining table and chairs. Lush green grass enhances the rural atmosphere.

Home in Bettiscombe

Beautiful farmhouse in Dorset

Sunnyside at Waterhouse Farm is a spacious farmhouse on our working farm in West Dorset, surrounded by fields and woodland. The house has a fenced garden and easy access to miles of local footpaths. Upstairs are two large ensuite bedrooms: one with a king bed, the other with either three singles or a double and single. Downstairs features a cosy sitting room with wood burner, an open-plan kitchen and dining area, plus a utility room with cloakroom.

FamilyValueQuiet

4.93 out of 5 average rating, 125 reviews

A charming stone exterior characterizes the annex, featuring multiple windows that invite natural light. The front door, framed by a simple lantern, leads to a welcoming entrance. A landscaped area with greenery enhances the rustic appeal, set against a backdrop of a clear blue sky.

Home in Stoke Abbott

Kirk Cottage, Rural Dorset- Dog friendly

Escape to this rural village of Stoke Abbott to this two-bed annex. Adjoined to the victorian village Rectory and positioned next to the 12th century St. Marys Church, this property is pet-friendly and has a large garden. Nestled amidst the countryside of West Dorset, 2 miles to Beaminster, 6 miles to the market town of Bridport and 8 miles to the Jurassic Coast. If you enjoy walking, cycling or just being in the quiet, Kirk Cottage is perfect.

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Home in Winterborne Whitechurch

No.3

No.3 is a self-contained property which was the extension of the original farm cottage built in 1907, now part of the hosts’ residence (number 4). It has it’s own separate access off a quiet unclassified road leading out of the village of Winterborne Whitechurch with off-road parking. The property has been adapted to provide all the comforts for a quiet enjoyable stay but public transport is infrequent so a car is recommended.

LocationFamilyCheck-in

4.94 out of 5 average rating, 202 reviews

4.92 out of 5 average rating, 158 reviews

A sunset is captured over a landscape, with warm colors blending across the sky. The horizon is visible where the sun meets rolling hills, and clouds add texture to the scene. A gravel path leads through a grassy area in the foreground.

Home in Shipton Gorge

Lovely Dorset cottage

Relax with the whole family at this peaceful place to stay. Visit pretty villages with chocolate box thatched cottages and the stunning Jurassic coastline in this AONB. Great area for walking, fishing and bird watching. Well equipped ground floor accommodation with 2 bedrooms (one en-suite), enclosed outside area with purpose built BBQ, shared grass area and within walking distance to village pub

ValueFamilyView

4.98 out of 5 average rating, 241 reviews

A single-story lodge is surrounded by a spacious green lawn, featuring large glass doors that brighten the interior. Tall trees and hedges provide natural privacy, while rolling fields rise in the background under a clear blue sky.

Home in Cruxton

Kingfisher Lodge with Private Riverbank

A beautiful Lodge set in 7.5 acres with its own riverbank, situated down a Dorset country lane. Set amongst fields, the tranquil, peaceful surroundings make the accommodation perfect for those who want to get away. Devoid from light pollution, the sweeping skies make it an ideal spot for star gazing. The Jurassic Coast is only a short drive, with beautiful coastal walks. A perfect break!

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A two-story residence features a classic facade with a prominent red front door. A car port is visible on the left, accommodating a vehicle. Large windows allow natural light to enhance the exterior, while a clear blue sky forms the backdrop.

4.93 out of 5 average rating, 398 reviews

Character 4 bedroom house, Weymouth Harbour

Hartlebury End... your stunning home from home just a few minutes walk from Weymouth's outer harbour, town & beautiful sandy beach. Own car port & lovely enclosed garden. (I have 2 Airbnb's and the other one is on the harbourside, smaller and pet friendly so that will explain the reviews!)

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Popular amenities for Dorchester house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 101 reviews

The spacious exterior of a large house is visible, featuring multiple dormer windows and a patio area. Comfortable seating arrangements are placed on the patio, overlooking a well-maintained lawn. A swim spa is positioned nearby, surrounded by wooden decking.

Home in Corfe Mullen

Luxury 5 Bedroom House - Games Room & Hot Tub/Pool

LocationValueGetting around

Home in Barford Saint Martin

A stone patio area is shown, featuring a round table with a decorative tablecloth and an umbrella for shade. Wooden chairs surround the table, while potted plants and flowering shrubs add color to the setting against a backdrop of lush greenery and distant hills.

Barford St Martin - The Apple House

FamilyLocationKitchen

4.98 out of 5 average rating, 102 reviews

4.91 out of 5 average rating, 312 reviews

The spacious outdoor dining area is highlighted by a large table surrounded by light green chairs. An umbrella provides shade, and the path leads towards a modern house with large glass windows reflecting the garden's greenery.

Home in Long Sutton

Heated Pool, Hot Tub, Sauna, Games - Upton Bourn

ValueFamilyBarbecue

A bright living area contains large windows with sheer curtains, allowing natural light to fill the space. A comfortable sofa is positioned against the wall, and a wooden dining table with soft chairs is visible. Shelving units feature decorative accents and a television.

4.97 out of 5 average rating, 299 reviews

Cosy Chesil Beach Getaway - Weymouth *no fees!*

FamilyValueOutdoor spaces

A spacious corner sofa is adorned with colorful cushions in yellow, gray, and blue. A cozy navy blanket drapes over the side. A wooden coffee table holds a selection of brochures, with natural light filtering through sheer curtains at the nearby window.

4.86 out of 5 average rating, 126 reviews

Spacious Caravan near sea Weymouth Bay Haven

ValueFamilyIndoor spaces

Superhost

An open plan bedroom features a spacious bed adorned with decorative pillows. Natural light fills the room through skylights and a window. A chest of drawers and armchair are present, complemented by a warm wood ceiling and patterned rug that adds texture to the space.

Home in Somerset

Cosy barn conversion with connecting indoor pool

ValueFamilyWi-Fi

4.87 out of 5 average rating, 119 reviews

4.91 out of 5 average rating, 293 reviews

A gravel driveway leads to a charming white house surrounded by lush greenery. The property features a two-story structure and an annexe, both set within spacious grounds. Noticeable are the well-maintained gardens and outdoor seating areas, perfect for gatherings.

Home in Somerset

Country House - Pool Jacuzzi Escape Room Karaoke

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Home in Saint Leonards-on-Sea

A spacious gated deck is shown, featuring a dining table surrounded by chairs. Sunlight filters through the trees, illuminating the area. The deck provides access to an entrance with glass doors leading into the holiday home.

Pet friendly 2 bed holiday home

FamilyValueTV

4.94 out of 5 average rating, 114 reviews

Weekly house rentals

4.91 out of 5 average rating, 156 reviews

Art-Filled 2-Bed, Suntrap Garden, 2 Min to Beach

FamilyLocationTV

The exterior of a period property is depicted, showcasing a mix of brickwork and modern elements. The sunny façade features multiple large windows, a decorative roofline, and a private entrance with wooden fencing, surrounded by lush greenery and colorful flowers.

4.97 out of 5 average rating, 383 reviews

Knap House (Weymouth) 3 minute walk from beach

LocationFamilyEV charging

4.85 out of 5 average rating, 161 reviews

A contemporary living area is illuminated by natural light, featuring large glass doors that frame scenic views of the surrounding fields. Two gray sofas are arranged around a central coffee table, creating a welcoming space. A wood burner is positioned against a textured stone wall, complementing the modern decor.

Home in Dorset

Melbury Lodge, Dorset - hot tub, stunning views

LocationFamilyBathroom

4.96 out of 5 average rating, 124 reviews

Cottage 5 mins walk to Harbour

FamilyLocationBathroom

A bright living area is observed, featuring large windows with white shutters that open to a view of potted flowers outside. A wood burner adds warmth to the space, complemented by a green armchair and a white sofa. A coffee table sits centrally in the room.

4.94 out of 5 average rating, 161 reviews

Boutique Harbour Stay - walking distance to Beach

LocationValueView

4.95 out of 5 average rating, 247 reviews

A charming stone exterior is complemented by a modern black roof. The private patio area features a stone floor with several blue pots containing greenery. Large glass doors provide access to the interior, while a small black table and chair set invite outdoor relaxation.

Home in Dorset

Delightful one bed accommodation near Sherborne

LocationFamilyKitchen

4.97 out of 5 average rating, 115 reviews

Home in West Orchard

Luxurious & rustic renovated Dorset Coach House

ValueFamilyWalkability

4.96 out of 5 average rating, 341 reviews

The exterior of the barn features a wooden facade with large glass doors leading to a private outdoor space. A gravel patio is bordered by wooden seating and surrounded by farmland. Overcast skies add a tranquil ambiance to the scene.

Home in Dorset

The Barn @ Star Farm

FamilyValueGetting around

Private house rentals

4.94 out of 5 average rating, 18 reviews

Luxury Coastal Bolthole · Hot Tub · Beach Access

LocationValueOutdoor spaces

5.0 out of 5 average rating, 37 reviews

A cozy corner features a wood-burning stove with a black chimney, set against a light-colored wall. A rustic wooden chair and a woven basket filled with logs are positioned nearby, contributing to a warm, inviting ambiance.

Home in Dorchester

Dorchester, Dorset. Village Green Cosy Cottage

LocationFamilyAccuracy

4.95 out of 5 average rating, 40 reviews

Home in Chilfrome

Charming West Dorset Cottage

FamilyValueIndoor spaces

4.97 out of 5 average rating, 33 reviews

The exterior of a traditional thatched cottage is displayed, featuring a warm-toned facade with multiple small windows. A welcoming green door is centered at the front, with a low brick wall and ornamental lights lining the entrance. The roof's distinctive thatching adds to the cottage's charm.

Home in West Knighton

Beautiful Chocolate Box Cottage

LocationFamilyAmenities

The living room features comfortable seating options, including a brown leather sofa and light grey armchairs. A large wooden coffee table sits in the center, surrounded by a soft area rug. Natural light floods the space through large windows adorned with light curtains.

4.99 out of 5 average rating, 67 reviews

Harbourside Townhouse - Sleeps 8

LocationFamilyParking

Superhost

The exterior of the converted chapel showcases original stone detailing and distinctive arched windows. The entrance is framed by flower beds, while a small path leads to the side. A gravel driveway and neighboring structures contribute to the serene village setting.

4.85 out of 5 average rating, 41 reviews

The Old Chapel - Exclusive Retreat

FamilyLocationGetting around

4.98 out of 5 average rating, 58 reviews

A modern cottage features a thatched roof, stone exterior, and large windows. The surrounding lush green landscape is visible, with the structure set against a clear blue sky. Outdoor seating can be seen on a stone patio, offering a space for relaxation.

Home in Burton Bradstock

Walk to the beach

LocationFamilyParks