
Holiday houses in Fortuneswell
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Fortuneswell
Guests agree: these stays are highly rated for location, cleanliness and more.

Sunset Cottage
Welcome to our beautiful cottage on the magical island of Portland. Relax on the terrace as the sun sets, fire up the pizza oven, curl up with a book by the warming log burner or enjoy a soak in the rolltop bath. Within very easy access to the sea and a wide selection of great, dog-friendly pubs and restaurants, Portland is perfect for active families or couples wanting to escape from all the hustle and bustle of life. Pet blankets are provided so you can snuggle up with your pooch on the sofa.
FamilyLocationBeach

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.
FamilyLocationBathroom

Cove Cottage: minutes to sea, and sunset views
This unique mid 1800s Grade II listed 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.
ValueLocationAmenities

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.
ValueLocationParking

Charming Portland house with sea and sunset views
Welcome to our renovated Dorset getaway. Our Portland stone house is 5 minutes walk from Chesil Beach and 20 minutes walk to the Weymouth & Portland National Sailing Academy. The Isle of Portland is an idyllic spot to relax with stunning sea views or base yourself to explore the many activities in the area: walking, coasteering, horse riding, sailing, water sports, alpacas etc. The house is perfect for a self catering getaway but there are great restaurants a short walk away.
FamilyValueCondition

Beautiful cottage with sea views & sunsets
Beautifully presented period cottage with a ‘boutique’ feel, just a quick stroll from Chesil Beach. ‘Sergeants Retreat’ offers beautiful sea views & sunsets all year. Newly refurbished, Grade II listed police house provides flexible accommodation to sleep six and has easy parking. A sloped rear garden allows access to the sun and a chance for a barbecue or alfresco dining. Ideally positioned for walks, local pubs, cafes, shopping, day trips and sports or just to relax in by the sea.
LocationFamilyDecor

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.
FamilyValueBeach

CLOUD 9 🦚 Homely & Happy 😊 Near the Beach 🌊🐟🌞
Welcome home, welcome to CLOUD9🌅 Vintage-modern velvet luxury in the historic heart of Fortuneswell on the Isle of Portland🌊 Fully renovated 2019-2022, & designed with love🧡 Living/dining room, kitchen, downstairs w/c, enclosed garden. Spacious shower room plus 3 themed bedrooms 🦚🌸 with light sea views⛵️ Chesil beach, co-op, fish & chips & pubs close-by🐟 😊 Super fast 100mb+ WiFi. Fully equipped kitchen. *If booking for 1-2, loft room will be locked.
ValueFamilyQuiet

Chesil Beach Mews Cottage
Enjoy everything the Jurassic Coast has to offer, whatever the time of year. Situated literally a stone’s throw from the majestic Chesil Beach, this contemporary 3 bedroom, 2 bathroom property, with private parking, is perfect for exploring or relaxing. The property is set back from the main road within a modern private gated mews, so the only noise you will hear at night is the sound of the sea.
FamilyLocationHiking

Chesil Beach Mews House
Situated just a stone's throw from the wonderful Chesil Beach, this small but perfectly-formed, contemporary 3-bedroom, 2 bathroom property, with private parking, invites you to relax and enjoy being by the coast. The property is set back from the main road, so the only noise you will hear at night is the sound of the sea.
FamilyLocationHiking

Character cottage close to beach
Spacious and beautiful house 5 min walk to Chesil Beach. Free superfast wi-fi, well equipped kitchen including dishwasher and a cosy log burner in living room. Scandi style décor. Netflix and smart TV. Right in heart of Fortuneswell, Portland with some shops, pubs and restaurants close by. 10-15 min drive from Weymouth.
LocationFamilyDecor

Self-catering Chalet with Parking
Kitchen area with electric hob, combi-microwave, kettle, fridge, toaster and basic equipment for self-catering. Shower room. Dining area Living area has sofa bed and chair bed+ bunk beds. Bed linen and towels provided. TV / DVD player Covered Drying Area Parking This a non-smoking property including the garden area.
ValueLocationQuiet
Popular amenities for Fortuneswell holiday rentals
Other great holiday rentals in Fortuneswell

Spacious 'Midway' by the Sea in Fortuneswell
LocationFamilyCheck-in

2Houses and a Chapel by the sea
FamilyLocationBathroom

BillWatch Cottage
FamilyValueWi-Fi

Stonehall House - a big and beautiful seaside home
ValueFamilyQuiet

Luxury Coastal Bolthole · Hot Tub · Beach Access
ValueLocationKitchen

Calm Seas Cabin
FamilyLocationWalkability

Cosy coastal cottage w/ sea views • Chesil Beach
FamilyLocationIndoor spaces

Spring Gardens - a Georgian stone villa by the sea
FamilyLocationHospitality
Destinations to explore
- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Southbourne Beach
- Boscombe Beach
- Mudeford Quay
- Brixham Harbour
- Durdle Door Holiday Park
- Torquay Beach
- The Tank Museum
- Lyme Regis Beach
- Bournemouth International Centre
- Kimmeridge Bay
- Beer Beach
- West Bay Beach
- Alum Chine Beach
- Shorefield Country Park
- Highcliffe Beach
- Powderham Castle
- Crealy Theme Park & Resort
- Poole Quay
- Mudeford Sandbank





