
Vacation rentals in Fortuneswell
Find and book unique accommodations on Airbnb
Top-rated vacation 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.
LocationFamilyCleanliness

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.
FamilyValueComfort

Stonehouse - a big beautiful house with sea views
Stonehouse is a big, rustic and beautiful seaside home for families and friends. It lies in the heart of the conservation area of old stone houses in Chiswell on the west coast. A stone's throw from the beach with great sea views. Walking distance to nearly everything - good coffee, a 17th century stone pub by the sea, seafood restaurant, home cooking, great ales, local shops, coastal walks, swimming and more. Kayaking, sailing, paddleboarding, rock climbing, horse riding and cycle hire.
FamilyLocationCleanliness

Stone's Throw, Portland, on the Jurassic Coast
Stone's Throw is an open plan, modern house set in a residential development which was voted Supreme Winner of the Housing Design Awards. The development forms part of the 2012 Olympic legacy. Stone's Throw was home to the Trinidad and Bermuda Olympic sailing teams. The house is overlooking the green on Ben Ainslie Square and is a few minutes walk from Chesil Beach, Portland Castle, Marina, Sailing Academy, pubs and cafes. The Iconic Portland Bill lighthouse is a nearby visitor attraction.
LocationFamilyGetting around

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.
ValueLocationLaundry

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.
LocationValueAccess

Cobblers retreat
Upstairs open plan flat with separate wet room. Set at the back of our house with a private entrance in the lane. The space is a modern new build with a kitchenette Microwave,kettle,toaster NO OVEN OR HOB .The flat has free WIFI and a modern smart tv. The heating is provided via central heating linked to the main house . Bikers and surfers are welcome, we can store your pride and joy in additional space by arrangement. We can only cater for 2 guests. Dogs are welcome
FamilyValueBeach

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.
FamilyValueHeating

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.
LocationValueAccess

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.
ValueFamilyCheckout

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.
ValueFamilyWifi

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.
ValueLocationHiking
Popular amenities for Fortuneswell vacation rentals
Other great vacation rentals in Fortuneswell

2Houses and a Chapel by the sea
FamilyLocationBathroom

Stonehall House - a big and beautiful seaside home
ValueLocationOutdoor spaces

C Side House
FamilyLocationGetting around

Beautiful cottage with sea views & sunsets
FamilyLocationQuiet

Cosy coastal cottage w/ sea views • Chesil Beach
LocationFamilyHeating

The Studio - A seaside bolthole
LocationValueCheckout

2-bed house near beach, WPNSA and marina.
LocationFamilyWifi

Cove Cottage: minutes to sea, and sunset views
FamilyValueKitchen
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
- Kimmeridge Bay
- Bournemouth International Centre
- Beer Beach
- West Bay Beach
- Alum Chine Beach
- Shorefield Country Park
- Highcliffe Beach
- Crealy Theme Park & Resort
- Poole Quay
- Powderham Castle
- Mudeford Sandbank





