
House holiday rentals in Isle of Portland
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Top-rated house rentals in Isle of Portland
Guests agree: These houses are highly rated for location, cleanliness and more.

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.

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.

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

Fair Winds House
Fair Winds offers a getaway just a stone's throw from the ocean and Portland Marina with allocated parking and enclosed garden. Wake up to sea views 2 minutes walk from Portland Castle Beach, or 5 minutes to the renowned Chesil Beach. We have a brilliant bakery and the beachside sauna, both just around the corner. For a peaceful retreat or an adventure by the sea, Fair Winds is an ideal base for exploring the wonders of Dorset's stunning coastline.

Melbury Lodge, Dorset - hot tub, stunning views
Stylish and contemporary lodge, located in a peaceful position within the pretty Dorset village of Ansty. The beautifully presented lodge is light and spacious throughout with stunning views from the open plan living, dining, kitchen area. Doors open to large decked area for alfresco dining. A cosy wood burner is perfect for the cooler evenings and of course the real highlight is the luxurious hot tub to be enjoyed all year round!

Swallows Return - Alpacas-Gardens-Brook-Tennis
Nestled in an area of Outstanding Natural Beauty, Wynford Eagle is one of West Dorset's hidden gems. Swallows Return is a cosy studio retreat, a haven for peace and relaxation which opens out onto a large terrace with stunning views of the valley, 8 acres of grounds and gardens and beautiful alpacas. A great base to explore Dorset, situated just 15 minutes from the Jurassic coastline and all this incredible area has to offer.

The Stable
The Stable is a stylish converted barn for two, or a couple with a young child, set on a peaceful working farm in Broadoak. Surrounded by rolling hills and country walks, it’s just a short drive to Bridport and the Jurassic Coast. The spacious interior blends comfort with character, and outside there’s a private, landscaped garden with lawn and patio — perfect for relaxing after a day exploring Dorset.

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!

Weymouth house, full of plants and near the sea
welcome to our Airbnb, its light with modern decor and indoor plants a plenty. 10 min walk to Portland Harbour with easy access to the Rodwell Trail which connects it's location to town and Chesil/Portland by foot. Great location for water sport, nature and more. ** Please note this property isn't suitable for 5 adults**

Top To Bottom beautiful cottage heart of Easton
My place is close to great views, restaurants and dining. You’ll love my place because of the location, the people, the outdoors space, and the neighbourhood. My place is good for couples, families (with kids), big groups, and furry friends (pets).

April's Cottage, sea views close to Chesil Beach
Escape from it all in this little cosy character cottage crammed with history and home comforts including own parking right outside your front door. Located in the heart of the Jurassic coast, moments from Chesil Beach, local shops, pubs and cafes.

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. Friday changeovers preferred if staying for weekly durations.
Popular amenities for Isle of Portland house rentals
House rentals with a pool

Susie's Caravan, Dorset

Spacious Caravan near sea Weymouth Bay Haven

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

Stunning Home with Roof Terrace at Silverlake

Luxury House 100m to beach - sleeps 8 Pool+Hot Tub

East Creek + beach side + pool, dog Ringstead Bay

Gamekeeper's Cottage

Escape from it all at the Doghouse!
Weekly house rentals

A short stroll to Chesil Cove

Private Self-Contained Hideaway

Beautiful cottage with sea views & sunsets

Seaview Home w/Private Garden,BBQ,Decking,Fire Pit

Schooner Cottage

Sea Pilot's Cottage | On the harbour | Sleeps 6

2-bed house near beach, WPNSA and marina.

Cove Cottage: Grade II listed with sea views
Private house rentals

Delimar

C Side House

Cosy Coastal Cottage • Sea Views & Dogs Welcome

Cheesemans Cottage

Cobweb Cottage, Winfrith Newburgh

2Houses and a Chapel by the sea

Fabulous Coastal Family Cottage - Portland, Dorset

Stonehouse - a big beautiful house with sea views
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