
House vacation rentals in Isle of Portland
Find and book unique houses on Airbnb
Top-rated house rentals in Isle of Portland
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.

Tranquil Townhouse with Parking,minutes from Beach
Welcome to Weighbridge Cottage! Newly renovated to a high standard, this is an airy holiday home for up to 5 people plus 2 cots in central Lyme Regis and is 4 minutes easy stroll from the beach! Despite its name, Weighbridge cottage is a three story townhouse on Church Street in central Lyme Regis. It's close to everything, yet peaceful and tranquil. There's private off road parking right next to the front door. I have tried to include everything you need, toys and games, and beach stuff

Home from home
Enjoy a stylish experience at this centrally-located accommodation. Coming with a friend but don’t want to share bed, bed settee available, request when booking. Nature reserve within a minute walk, off main road but short walking distance to beach, shops, pubs and local buses. Off road parking for 1 car, small outside seating area to enjoy your morning cuppa or evening drinks. Self contained with own front door. Stair lift on request, bathroom has low level access shower, handrails and seat.

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.

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.

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.

1-Bed Escape / Parking and Jurassic Views
FREE PARKING, FAST Wi-FI and sweeping Jurassic views welcome you to this cosy 1- Bed Hideaway. Perfect for couples, small families or solo travellers seeking quiet lane near coast path. Comfortable Double bed Ensuite walk in shower and separate bath Kitchenette Lounge area Separate private patio Smart TV Private off-road parking for up to two cars Superhost care -replies within an hour, book now !

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!

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

Woodcutter's Cottage

Susie's Caravan Dorset

Spacious Caravan near sea Weymouth Bay Haven

Stunning Home with Roof Terrace at Silverlake

East Creek + beach side + pool, dog Ringstead Bay

White Nothe (WI26), Silverlake, Dorset

Flint Cottage for two with indoor pool & sauna

Perfect Country Home. Plenty of outdoor terraces
Weekly house rentals

Sally Hall ⭐️Large central Portland home

Beautiful cottage with sea views & sunsets

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

Stone's Throw, Portland, on the Jurassic Coast

Luxury Cottage with Copper Bath and Scenic Trails

Chesil House

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

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

A short stroll to Chesil Cove

Cosy Coastal Cottage • Sea Views & Dogs Welcome

Cobweb Cottage, Winfrith Newburgh

Schooner Cottage

Fabulous Coastal Family Cottage - Portland, Dorset

Lower Cliff 9

2-bed house near beach, WPNSA and marina.

Wolf Cottage - Stunning Harbourside Cottage
Destinations to explore
- Paris Vacation rentals
- London Vacation rentals
- Picardy Vacation rentals
- Grand Paris Vacation rentals
- River Thames Vacation rentals
- South West England Vacation rentals
- Inner London Vacation rentals
- Dublin Vacation rentals
- Rivière Vacation rentals
- Brussels Vacation rentals
- South London Vacation rentals
- Central London Vacation rentals
- Rentals with beach access Isle of Portland
- Rentals with breakfast Isle of Portland
- Townhouse rentals Isle of Portland
- Cottage rentals Isle of Portland
- Rentals with outdoor seating Isle of Portland
- Waterfront rentals Isle of Portland
- Rentals with a fireplace Isle of Portland
- Beachfront rentals Isle of Portland
- Rentals with a washer and dryer Isle of Portland
- Pet-friendly rentals Isle of Portland
- Rentals with a fire pit Isle of Portland
- Family-friendly rentals Isle of Portland
- Rentals with a patio 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
- Boscombe Beach
- Kimmeridge Bay
- Southbourne Beach
- Highcliffe Beach
- The Tank Museum
- Poole Quay
- Crealy Theme Park & Resort
- Sandy Bay Beach Blue Flag Winner 2019
- Beer Beach
- Preston Sands
- Mudeford Sandbank
- Man O'War Beach
- Blackgang Chine
- Charmouth Beach
- Torre Abbey
- Oddicombe Beach
- Hurst Castle
- Elberry Cove
- Compton Beach
- Oake Manor Golf Club
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes