Vacation rentals in Fortuneswell

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Top-rated vacation rentals in Fortuneswell

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Superhost

An open-plan lounge area displays a wood-burning fireplace set against a rustic stone hearth, with shelves featuring decorative items. Two low sofas are arranged for seating, accompanied by a colorful accent chair. Natural light enters through a window, illuminating the soft area rug.

Cottage in Dorset

4.88 out of 5 average rating, 351 reviews

18th Century Coastal Cottage

This historic home features original stone floors, rustic wood beam ceilings, a wood-burning fireplace, modern finishes, a sauna, and a private back patio overlooking the beach. Breathe in the refreshing ocean air from this hillside retreat. I’m sorry I have a no pets policy at the cottage. This cottage has steep stairs, low ceilings, a very low rise bed and a low sofa as seen in the pictures. 60 Mallams was built in approximately 1760 and still has many rustic features throughout. The cottage has two levels, ground floor consists of open plan lounge leading to the kitchen then conservatory with shower room. Which opens out into courtyard garden with a terrace and sea views. 1st floor has the main bedroom with a super king size bed and separate bathroom with a free standing bath with room for two.. Private parking on driveway 24hr key access safe by the front door I can be contacted at any time throughout your stay. The property is located just a five minute walk from Chesil Beach. It is also close to a number of the town's local shops and cosy pubs. There’s plenty of coastal walks all around Portland The sailing club is close offering various water sports There is bus services to and from Weymouth. There are amazing coastal walks around Portland. Please be mindful of the rubbish I have food waste bins , glass only tubs and the larger of the wheelie bins (green) are recycling only ( cans paper and plastic) and the black bins are general rubbish.. please be careful with the rubbish because if it's all mixed up the bin men won't take it away...

Guest favorite

A dining area is presented with a rustic wooden table surrounded by several chairs, enhanced by decorative table settings. A gallery wall with floral wallpaper features artwork, while a vintage cabinet and a lamp provide additional character to the space. Warm light is emitted from hanging fixtures.

Townhouse in Dorset

4.94 out of 5 average rating, 196 reviews

CLOUD 9 🦚 Homely & Happy 😊 Near the Beach 🌊🐟🌞

Welcome home. Welcome to CLOUD9. Renovated and designed with love by our family🧡 Boutique style, luxury vintage-modern accommodation in the heart of Fortuneswell on the Isle of Portland. Living/dining room, kitchen, downstairs w/c, enclosed garden. Spacious shower room plus 3 themed bedrooms 🦚🌸 with sea views🌊 Chesil beach, co-op local, fish & chips & friendly pubs all close-by🐟 😊 Super fast 100mb+ WiFi. Fully equipped kitchen. *If booking for 1-2 only, loft room will be locked shut.

Guest favorite

An open plan kitchen and living area is showcased, featuring a modern kitchen island with three high bar stools. The living space includes a comfortable sofa accented with several cushions, while large windows allow natural light to fill the room.

Condo in Dorset

4.91 out of 5 average rating, 474 reviews

1 Bed home near Sailing academy Portland, Weymouth

The home is located in Portland near to a Port and 5 miles to Weymouth also 10 min walk to sailing academy The area is noted for diving,windsurfing,fishing,sailing,extensive coastal walks,rock climming, cycle routes It is a one bedroom apartment.There is a small Beach and it’s a short walk to shops,cafe's and restaurants.Includes an open plan kitchen,living room and en-suite bathroom with electric showerThere is a sofa bed on request Parking is nearby but free parking is available in the street

Top guest favorite

A round porthole window features a serene view of calm waters reflecting the sky. A distant rocky shoreline with palm trees can be seen on the left side, framed by a textured wooden wall.

Bungalow in Dorset

4.95 out of 5 average rating, 172 reviews

Islands Wrest (The Galleon Rm). Pet friendly.

Nautical galleon themed room with own entrance, kitchen & shower room this your own space within owner occupied property. Explore Portland, an Island that features breathtaking views, beautiful walks. Castles, 3 lighthouses. Chesil beach. a Museum, rock climbing, wildlife, water sports. History of smugglers & pirates explore Church Ope Cove. 20 min on bus to Weymouth for more seaside fun! Set centrally on the Jurassic coast. This is a real hidden gem. Not suitable for infants (Adults only)

Guest favorite

A balcony with panoramic sea views is highlighted by a small dining set featuring four yellow chairs and a matching table. Sunlight illuminates the area, enhancing the inviting space for relaxation or meals.

Townhouse in Dorset

4.91 out of 5 average rating, 112 reviews

Bright & beautiful 4 bedroom house with sea views

We're very excited to have installed a large balcony overlooking the sea, we hope you'll fall in love with Coastguard's Vantage as much as we have. Many of the rooms have sea views A 3min walk from Chesil Beach, it's the perfect base for experiencing the world famous walks We'll give you a guide about all the free parking spaces within 2mins walk from the house A utility room with washing machine & dryer has space to store boards, sails etc It's also close to the National Sailing Academy.

Superhost

A cozy living area features a brown leather sofa with yellow cushions. A star-shaped decoration and a small potted plant are displayed nearby. Light filters through a window with white shutters, and a framed picture of a lighthouse adorns the wall above the furnishings.

Cottage in Portland

4.87 out of 5 average rating, 166 reviews

Number 107, Isle of Portland, Dorset

Number '107' positioned on the Isle of Portland with its close proximity to Chesil Beach is a spacious, comfy & well equipped cottage within 5 mins walk of the beach. Situated close to all local amenities with shops, cafes & pubs all within a short walking distance. The cottage is perfect for families & couples looking for a cosy seaside retreat & those looking for a place to relax after a day of walking, climbing, and water sports. An ideal base for exploring Jurassic Coast and beyond.

Superhost

Townhouse in Dorset

4.87 out of 5 average rating, 149 reviews

Historic Seaman Chaplaincy, Seaview all rooms

The Gift House Portland is a historic Seaman's Chaplaincy, 3 storey late Georgian stone house. All 4 spacious bedrooms have sea view & perfect for sunset watching. Dog friendly (1dog only) Locate in island village, 5-8 mins walk to pebble beach, 17th century pub, restaurants, good coffee, good chippy & grocery shop. Jurassic coast walks, sculpture park, Portland stone quarry, cycling, swimming, rock climbing, sea fishing, diving, kayak, sailing, paddling, windsurf & more are around.

Guest favorite

A cozy studio space features a double bed with textured bedding, complemented by soft blue cushions. A dining area with wooden seating is visible, along with a tall, narrow shelving unit and a television mounted on the wall. Warm, direct lighting illuminates the room.

Tiny home in Dorset

4.79 out of 5 average rating, 38 reviews

The Studio - A seaside bolthole

The Studio is a cosy, tiny home with its own private parking, right outside. The garden, private access and facilities allow The Studio to stand out from the crowd and you to make the place your seaside home from home. You are just a ten minute stroll from Chesil Beach, with its breath-taking seascape, especially at sunset. With the stunning scenery and the multitude of activities, we feel sure that you will love your time spent in delightful Dorset and make lots of lasting memories.

Superhost

Gentle waves lap against smooth rocks along the shoreline, reflecting soft hues of pink and blue in the evening sky. The rugged cliffs outline the horizon, creating a serene natural landscape that evokes the tranquility of the coastal environment.

Home in Dorset

4.77 out of 5 average rating, 135 reviews

Portland Stone Cottage on Chesil Beach

Three storey house with a recently refurbished kitchen. Neutral decor, plenty of space for a large family, outdoor patio with seating area, two TVs, central heating throughout, fridge/freezer, washing machine, bathroom with bath/shower, separate toilet. 1st floor: Double bedroom with TV and a single bedroom . 2nd floor: large bedroom with a double and single bed. A stone's throw away from Chesil beach, supermarket nearby, on the bus route, sea views and a peaceful neighbourhood.

Guest favorite

A mid 1800s stone cottage sits on a sloping street, featuring a red door that contrasts with the gray exterior. The distant sea is visible beyond neighboring rooftops, under a sky with scattered clouds. The scene captures the unique hillside setting of the property.

Home in Dorset

4.89 out of 5 average rating, 37 reviews

Cove Cottage: Grade II listed with sea views

This unique mid 1800s Portland stone cottage is just three minutes away from Chesil beach, and the famous beachside Cove House Inn. With stunning sunset views from the garden, it is also within a stone’s throw of Portland marina and all its watersports and close to renowned restaurant The Crabhouse Cafe. Minutes away is a bus stop that will take you to Weymouth with its famous sandy beach and picturesque harbour. Or venture up the hill to Church Ope Cove and Portland Bill.

Top guest favorite

A view of Maidenwell Cottage from the garden, showcasing a landscaped area with palm trees and vibrant flowers. The cottage's exterior features a blue door and a stone wall, framed by greenery that enhances the inviting outdoor space.

Cottage in Fortuneswell

4.99 out of 5 average rating, 276 reviews

Maidenwell Cottage. Near Chesil Beach, Portland

Maidenwell Cottage is a Grade II listed period property on Portland, the southernmost point of the Jurassic Coast that has been refurbished to a high standard and designed to make you feel at home. Chesil Beach, local shops, cafes and pubs are all a within a short walking distance. Maidenwell Cottage is perfect for families and couples looking for a cosy seaside retreat and those looking for a place to relax following a day of walking, climbing and water sports.

Guest favorite

A cozy kitchen area is visible, featuring stone walls and modern cabinetry. A small wooden dining table is positioned next to a chair. Natural light is filtered through a window, providing a bright atmosphere. Kitchen appliances, including a microwave and a sink, are neatly arranged.

Cottage in Dorset

4.82 out of 5 average rating, 128 reviews

Crows Nest - cosy, tiny cottage - all mod cons.

A charming cottage in Fortuneswell. Close to the National Sailing Academy and Chesil Beach. Living room/ bedroom, bathroom and separate kitchen and dinning area. Beautifully fitted in small proportions except the TV and shower. Small courtyard, keep bikes and equipment secure, outside drying area and Dri Buddie inside. Ideal base for two, sailing, diving, climbing and walking or just to mooch around enjoying the Jurassic coast.