
House holiday rentals in Isle of Portland
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Top-rated house rentals in Isle of Portland
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West Dorset cider barn with far reaching views
The grade two listed cider barn, with its own pretty terrace, has double french doors which flood the open plan living area with morning light. It is a five minute drive from the Jurassic coast with beautiful beaches and opportunities for fossil hunting . The barn has far reaching views spanning across the Marshwood Vale. This stylish and extremely comfortable new conversion is set in 11 acres of wildlife rich meadows land . It is an ideal base for exploring this beautiful part of West Dorset.

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.

Luxurious rural retreat
The Lodge at Willen Farm is a beautiful single level converted barn on the outskirts of the quiet village of Leigh, just 4 miles from the town of Sherborne in Dorset. The Lodge provides the perfect location for a relaxing escape to the rural countryside, yet just 40 minutes from the fabulous Jurassic coastline. Spacious accommodation with two double bedrooms, one with en-suite shower/toilet and a separate bathroom. Contemporary style with an outside patio area. Parking and a small garden area.

Large coastal cottage with spa and private pool
Set in a prime position amidst a quintessential village of thatched cottages. Where wildflower paths and trickling streams amble down the the beautiful Osmington Bay. Toe dipping in the shallows, coastal walks under flaring sunsets, hibernating in our home spa while storms crash outside. Our unique holiday home offers a sanctuary in all weathers. With a collated & collected vibe, this light filled cottage is perfect for families looking for a beach escape, only a 5 minute drive to the sea.

Stylish Barn Conversion
The Barn is a converted property located at the head of the stunning Tarrant valley within the Cranborne Chase Area of Outstanding Natural Beauty. The main living area has dual aspect and bifold doors out onto an enclosed patio, garden and seating area. Two of the bedrooms have internal balconies into the main body of the barn and triple velux roof windows to enjoy the rural views. The third bedroom has bifold doors onto the patio and an en-suite with rainfall snail shower. TV/cinema room.

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.

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.

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.

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.

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.

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 (size of parking space 3 x 5m). Located in the heart of the Jurassic coast, moments from Chesil Beach, local shops, pubs and cafes.

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).
Popular amenities for house rentals in Isle of Portland
House rentals with a pool

Cosy Chesil Beach Getaway - Weymouth *no fees!*

Pony View Lodge

Spacious Caravan near sea Weymouth Bay Haven

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

The Lookout - Rooftop hot tub, bar, pool table

Gamekeeper's Cottage

Flint Cottage for two with indoor pool & sauna

Luxury Lakeside Retreat with Hot Tub- sleeps 12-14
Weekly house rentals

Melbury Lodge, Dorset - hot tub, stunning views

Cottage 5 mins walk to Harbour

Character 4 bedroom house, Weymouth Harbour

Spacious luxury home | 200m from beach | parking

2-Bed Coastal Cottage - Detached & Open Plan

BillWatch Cottage

Beautiful cottage with sea views & sunsets

Sunset Cottage
Private house rentals

Spacious 'Midway' by the Sea in Fortuneswell

Mariners Cottage

Sally Hall ⭐️Large central Portland home

Fisherman’s cottage on Chesil Beach

Delimara

Sea Pilot's Cottage | Weymouth harbour | Sleeps 6

Will’s Retreat

Historic Grade 2 Listed House in Lulworth Cove
Destinations to explore
- Waterfront rentals Isle of Portland
- Pet-friendly rentals Isle of Portland
- Rentals with breakfast Isle of Portland
- Townhouse rentals Isle of Portland
- Beachfront rentals Isle of Portland
- Cottage rentals Isle of Portland
- Family-friendly rentals Isle of Portland
- Rentals with beach access Isle of Portland
- House rentals England
- House rentals United Kingdom
- 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





