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House vacation rentals in Chesil Bank

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Top-rated house rentals in Chesil Bank

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Guest favorite
Home in Portland

Blue Skies Retreat,Modern house Chesil Beach

Modern semi-detached house located two minutes walk from Portland Marina and Chesil beach. Perfectly situated for divers, walkers sailors and anyone who pursues water based activities. Pubs restaurants and takeaways within walking distance of the house. Private parking situated at the front of the property. This house has a modern contemporary interior with two double bedrooms. One of these with twin beds. Enclosed rear garden with patio and seating area perfect for watching the Chesil sunset.

LocationFamilyCheck-in

4.96 out of 5 average rating, 133 reviews
Guest favorite
An aerial view of Snipe House reveals a detached property with a sloped roof surrounded by green fields. The private outdoor area includes a hot tub, seating under an umbrella, and a secured dog run, all enclosed by a light green wooden fence.
Home in Portesham

The Snipe House with Hot Tub

Set on the Jurassic coast in an area of outstanding natural beauty. Snipe House offers access to a beautiful scenic part of Dorset. Situated just 5 minutes from Abotsbury and 10 minutes from Weymouth close to award winning beaches and convenient access to many miles of glorious country walks. Private, secluded exclusive. The House is situated on a dog boarding site. Snipe House comes with your own private dog run, we can also offer doggy day care. Luxury Spa set at 38C so unwind and chill.

ValueLocationEV charging

4.9 out of 5 average rating, 124 reviews
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

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.

LocationFamilyHiking

4.96 out of 5 average rating, 140 reviews
Guest favorite
A light-filled sitting room features a cozy gas fireplace framed by decorative elements. A television is positioned on a wooden unit nearby, while a soft area rug complements the seating area with patterned cushions on a beige sofa. Bookshelves are glimpsed in the background.
Home in Dorset

Tranquil Townhouse with Parking,minutes from Beach

Welcome to Weighbridge Cottage! Renovated to a high standard, this is an airy holiday home for up to 5 people plus 2 cots in central Lyme Regis and is 4 minutes easy stroll from the beach! Despite its name, Weighbridge cottage is a three story townhouse on Church Street in central Lyme Regis. It's close to everything, yet peaceful and tranquil. There's private off road parking right next to the front door. I have tried to include everything you need, toys and games, and beach stuff

FamilyValueIndoor spaces

4.92 out of 5 average rating, 644 reviews
Superhost
A spacious outdoor area features a round wooden table surrounded by six wooden chairs. A large umbrella provides shade, and sea views are visible in the background, framed by a well-maintained grassy lawn and wooden fencing.
Home in West Bexington

Chesil Lodge Cottage

Chesil Lodge Cottage is situated in the beautiful coastal hamlet of West Bexington, one of Dorset's best kept secrets, and just a stone's throw from the spectacular Chesil beach. The cottage is a comfortably appointed chalet with its own driveway, ample parking and enclosed private garden. There is a wooden veranda with sea and countryside views. Inside there is one double bedroom and a further bedroom with a double bed and single bunk above. There is also a sofa-bed in the lounge.

FamilyLocationBackyard

4.88 out of 5 average rating, 110 reviews
Top guest favorite
Home in Weymouth

Cottage 5 mins walk to Harbour

Your family will be close to everything when you stay at this centrally-located cottage. Coral Cottage is only 5 mins walk to the harbour & town and 10mins walk to Weymouth’s blue flag Sandy beach. Coral Cottage has been refurbished to a very high standard and as a former Victorian railway cottage it is full of character and is a perfect retreat for families or couples. It is ideally situated for the harbour, marina, beach, cafes and shops, with a nearby supermarket to hand.

LocationFamilyCheck-in

4.96 out of 5 average rating, 121 reviews
Top guest favorite
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.
Home in Weymouth

Cosy Chesil Beach Getaway - Weymouth *no fees!*

Welcome to our beautiful static caravan, situated on the 5* award wining Chesil Beach Holiday Park. You can enjoy views across Chesil beach towards to the Isle of Portland. Ideal for making the most of all that Weymouth has to offer, as well as Portland and the Jurassic Coast. It is also perfectly located for walking the infamous South West Coast Path, which runs along the bottom end of the site. ** PLEASE NOTE, WE DON'T PROVIDE BED LINEN** One dog per booking welcome.

LocationValueLayout

4.97 out of 5 average rating, 293 reviews
Guest favorite
Home in Weymouth

The Palms at No10 - Spacious and Family Friendly

Welcome to the Palms at No10! Unwind in this stylish and beautifully appointed home for your stay on the Jurassic Coast. The property offers ample space for 6 guests across three stunningly finished bedrooms, and our outdoor terrace provides al fresco to unwind after a day exploring everything Dorset has to offer. The Palms is perfectly located for a coastal getaway, with both the town centre just a short 20 minute walk away and the seaside only a stones throw away.

LocationFamilyHiking

4.91 out of 5 average rating, 128 reviews
Top guest favorite
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.
Home in Weymouth

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.

LocationValueTV

4.98 out of 5 average rating, 120 reviews
Top guest favorite
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.

FamilyLocationLayout

4.94 out of 5 average rating, 165 reviews
Top guest favorite
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

FamilyLocationBeach

4.92 out of 5 average rating, 154 reviews
Top guest favorite
Home in Dorset

Stylish Beach House moments from the beach

Bay House enjoys an exceptional seafront position just moments from the sandy beach and is located in the historic Cobb Hamlet. Presented in a modern contemporary style with great attention to detail, the property takes in incredible views of the sandy beach, sea and West Dorset Coastline. It lies just a few steps from the beach and Lyme’s famous Cobb Harbour. English Tourist Board rating 5*

FamilyLocationLayout

4.97 out of 5 average rating, 189 reviews

Popular amenities for Chesil Bank house rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favorite
An outdoor patio area is presented, featuring a wooden picnic table and steps leading to a hot tub. Large sliding doors provide access to the interior, while the landscape beyond is visible. The space includes low-maintenance artificial grass and is surrounded by a wooden fence.
Home in Milborne Saint Andrew

Pony View Lodge

ValueFamilyBeach

4.98 out of 5 average rating, 155 reviews
Guest favorite
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

FamilyLocationShared spaces

4.91 out of 5 average rating, 292 reviews
Guest favorite
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.
Home in Weymouth

Spacious Caravan near sea Weymouth Bay Haven

FamilyValueIndoor spaces

4.86 out of 5 average rating, 126 reviews
Top guest favorite
Home in East Lulworth

The Lindens

ValueFamilyDecor

4.98 out of 5 average rating, 44 reviews
Guest favorite
Home in Dorset

East Creek, beach, pool, dog, hot tub - Ringstead

LocationFamilyQuiet

4.96 out of 5 average rating, 27 reviews
Top guest favorite
The contemporary property features a striking two-story design with a wooden facade and expansive glass doors. A rooftop terrace is visible, offering potential outdoor space. The surrounding lawn is well-maintained, complementing the modern architecture against a backdrop of a cloudy sky.
Home in Crossways

Stunning Home with Roof Terrace at Silverlake

FamilyLocationPool

4.98 out of 5 average rating, 89 reviews
Superhost
Home in Dorset

The Lookout - Rooftop hot tub, bar, pool table

FamilyLocationCheckout

4.88 out of 5 average rating, 8 reviews
Guest favorite
A large, recently renovated farmhouse features a rustic stone exterior and a peaked roof. Windows are positioned symmetrically, allowing natural light to illuminate the interior. Colorful flowers and greenery can be seen surrounding the entrance, creating a welcoming atmosphere along the pathway.
Home in Chideock

Escape from it all at the Doghouse!

LocationFamilyCheckout

4.87 out of 5 average rating, 82 reviews

Weekly house rentals

Guest favorite
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.
Home in Weymouth

Boutique Harbour Stay - walking distance to Beach

LocationFamilyKitchen

4.94 out of 5 average rating, 159 reviews
Top guest favorite
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

FamilyLocationParking

4.98 out of 5 average rating, 313 reviews
Guest favorite
A well-maintained outdoor space features a stone pathway leading through a landscaped garden with various plants and flowers. A wooden deck area offers seating, while a pergola provides shade. The garden is enclosed and creates a private setting for relaxation.
Home in Weymouth

Home from home by coast, Garden & Parking Weymouth

FamilyValueQuiet

4.88 out of 5 average rating, 146 reviews
Top guest favorite
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

LocationFamilyKitchen

4.94 out of 5 average rating, 351 reviews
Top guest favorite
A single-story bungalow is set against a clear blue sky, featuring a traditional thatched roof and large windows. The building is surrounded by a variety of colorful plants and flowers, enhancing its connection to the countryside.
Home in Bridport

Rural retreat bungalow with wet room

LocationFamilyIndoor spaces

4.99 out of 5 average rating, 104 reviews
Guest favorite
The contemporary chalet is designed with large glass doors that open onto a spacious deck. The exterior features wooden cladding, with views of the surrounding green hills and the sea visible through the reflections in the glass. Natural light floods the interior space.
Home in Eype

Beautiful beachside home, amazing sea view & walks

ValueFamilyGetting around

4.92 out of 5 average rating, 361 reviews
Top guest favorite
The charming exterior of the house is framed by vibrant greenery and colorful flowers. A winding stone path leads from the garden to the entrance, while a sunlit blue sky enhances the welcoming atmosphere of the property.
Home in Weymouth

The Coastal Hideaway - beautiful and spacious

FamilyValueCondition

4.88 out of 5 average rating, 176 reviews
Top guest favorite
Home in Broadoak

Carousel Cottage

ValueLocationLayout

4.98 out of 5 average rating, 254 reviews

Private house rentals

Top guest favorite
A view from an open window reveals the tranquil harbour with reflections of colorful buildings and docked boats. Light streams in, enhancing the serene atmosphere of the outdoor setting.
Home in Weymouth

Sea Pilot's Cottage | Weymouth harbour | Sleeps 6

FamilyLocationNearby

5.0 out of 5 average rating, 92 reviews
Superhost
The entrance showcases a charming mint green door with a grid pattern, surrounded by a stone façade featuring red brick accents. A decorative sign is mounted next to the door, with a large window at the right framed by white trim, providing a welcoming appearance.
Home in Portesham

Jurassic Cottage. Pretty Cottage near Dorset Coast

ValueFamilyGrill

4.74 out of 5 average rating, 81 reviews
Top guest favorite
Home in Lyme Regis

Lyme Regis Seafront House | Parking | Views

FamilyLocationOutdoor spaces

5.0 out of 5 average rating, 16 reviews
Guest favorite
Home in Weymouth

Detached property, beams, hot tub big garden 166m2

LocationFamilyPets

5.0 out of 5 average rating, 15 reviews
Guest favorite
Home in Litton Cheney

West Dorset Bride Valley rectory cottage

LocationFamilyHospitality

5.0 out of 5 average rating, 10 reviews
Top guest favorite
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.
Home in Weymouth

Harbourside Townhouse - Sleeps 8

LocationFamilyWalkability

4.98 out of 5 average rating, 63 reviews
Top guest favorite
Home in West Lulworth

Historic Grade 2 Listed House in Lulworth Cove

LocationFamilyGetting around

4.98 out of 5 average rating, 93 reviews
Top guest favorite
The living room features a comfortable seating arrangement with two large sofas and a wooden armchair. A television is mounted on the wall, accompanied by a collection of framed artworks that add character. Large windows adorned with wooden shutters allow natural light to fill the space.
Home in Weymouth

The Beach House/central/spacious/dog+kid friendly

FamilyLocationBeach

4.95 out of 5 average rating, 97 reviews

Destinations to explore