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House vacation rentals in Isle of Portland

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Top-rated house rentals in Isle of Portland

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Top guest favorite
An open-plan living area features rustic stone walls, creating a warm ambiance. A wooden dining table is set for two, accompanied by stylish wooden chairs. A cozy seating area with a wicker chair and soft cushions invites relaxation, while large windows allow natural light to fill the space.
Home in Ryall
4.99 out of 5 average rating, 253 reviews

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.

Guest favorite
The kitchen features modern cabinetry with a neutral tone, a built-in oven, and gas stovetop. A stylish backsplash adds a touch of color, while natural light streams in through a window, illuminating the dining table set with minimalistic chairs.
Home in Portland
4.96 out of 5 average rating, 120 reviews

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.

Top guest favorite
A light-filled living space features a grey sofa adorned with yellow cushions, paired with a wooden coffee table. A kitchenette with modern cabinetry, a washing machine, and essential appliances is visible in the background, enhancing the room's functional layout.
Home in Dorset
4.97 out of 5 average rating, 101 reviews

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.

Top guest favorite
A cozy lounge area features a soft gray sofa with striped cushions, complemented by a small side table and a decorative plant. A desk with a chair sits nearby, illuminated by a stylish lamp. The open layout leads to the kitchen, enhancing the inviting atmosphere.
Home in Dorset
5 out of 5 average rating, 182 reviews

Cottage near Sandbanks

Harbour Cottage is a charming two storey house, just a short stroll from the shores of Poole Harbour and the renowned beaches of Sandbanks. A fully fitted kitchen and spacious lounge on the ground floor include a 40in TV with Bose sound bar and desk area with fast wifi. A fully enclosed garden has a table, chairs and BBQ for alfresco dining. The spacious bedroom, with king size bed and single bed, is complemented by a luxurious en-suite shower room . Private off road parking for 2 cars.

Guest favorite
An expansive view of the sea captures the vibrant hues of sunset blending into the sky. The foreground features charming stone houses, while the calm ocean reflects the warm colors of twilight, creating a serene coastal scene.
Home in Dorset
4.94 out of 5 average rating, 102 reviews

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.

Guest favorite
A living area features light-colored furniture, including a cozy sofa adorned with decorative pillows. A flat-screen television sits on a dark wooden unit. Artwork depicting a sailboat and a wooden oar add character to the walls. Natural light enters through a window with light shades.
Home in Dorset
4.86 out of 5 average rating, 142 reviews

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.

Top guest favorite
An open-plan living area features a spacious bed adorned with a floral-patterned duvet. A comfortable sofa and coffee table are visible, with bifold doors leading to a terrace. Natural light fills the room, complemented by a small table with fresh flowers and a map on the wall.
Home in Wynford Eagle
4.92 out of 5 average rating, 276 reviews

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.

Guest favorite
The landscaped garden features a combination of grass and patio areas, with a stone pathway leading through the greenery. A small outdoor seating area is present, surrounded by tidy plants and a mature olive tree, creating a serene outdoor space.
Home in Dorset
4.98 out of 5 average rating, 193 reviews

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.

Top guest favorite
A bright and airy bedroom area features a floral-patterned duvet on a spacious bed, accompanied by a bedside table with fresh flowers. A cozy dining corner presents a light blue chair with a whimsical puffin cushion, complemented by a round table. A gleaming metallic stool is visible nearby, while an inviting living area showcases a comfortable sofa and large windows, providing ample natural light.
Home in Dorset
4.92 out of 5 average rating, 104 reviews

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 !

Top guest favorite
A single-story lodge is surrounded by a spacious green lawn, featuring large glass doors that brighten the interior. Tall trees and hedges provide natural privacy, while rolling fields rise in the background under a clear blue sky.
Home in Cruxton
4.98 out of 5 average rating, 213 reviews

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!

Guest favorite
A cozy bedroom features a large bed adorned with red accents and intricately folded towel designs. Two wooden nightstands flank the bed, and a wooden dresser with a mirror is situated nearby. The wall is decorated with a floral wallpaper, creating a cheerful atmosphere.
Home in Easton
4.93 out of 5 average rating, 185 reviews

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).

Guest favorite
A charming cottage exterior features a light-colored facade with a slate roof, framed by greenery and stone details. The entrance, highlighted by a classic columned portico, is complemented by two windows on either side, providing a welcoming and quaint appearance.
Home in Dorset
4.93 out of 5 average rating, 224 reviews

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.

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