Vacation rentals with outdoor seating in Isle of Portland

Number 107, Isle of Portland, Dorset

Number '107' positioned on the Isle of Portland with its close proximity to Chesil Beach is a spacious, comfy & well equipped cottage within 5 mins walk of the beach. Situated close to all local amenities with shops, cafes & pubs all within a short walking distance. The cottage is perfect for families & couples looking for a cosy seaside retreat & those looking for a place to relax after a day of walking, climbing, and water sports. An ideal base for exploring Jurassic Coast and beyond.

Milly Moll Cottage, next to Church Ope Cove.

Julie and Matt welcome you to Milly Moll Cottage. A quirky C18th, grade 2 listed property full of character and charm, just next door to the Portland museum. Built of Portland stone with original fireplaces and a cozy lounge with a log burner, from here you can explore the Jurassic coast. It’s a 2 minute walk to Church Ope Cove, either passing under Rufus Castle arch or via the ruins of St Andrews church and is ideally placed for numerous outdoor pursuits. We hope you will enjoy your stay.

The Zen Den🙏Relaxing🦋 Cosy🌸Idyllic🌊Location🌿

The Zen Den is an annexe off our bungalow, with own front door access. Bath with shower, toilet. Washing machine, microwave, fridge/freezer. No oven or hob, kitchenette for food prep, sofa bed & bistro set. Bedroom - Double bed with bamboo mattress topper for comfort, with garden view. Patio with seating area, beautiful garden with unbelievable sea views over the amazing Chesil Beach Jurassic Coastline🌊🌞 Back gate onto the Jurassic coastal path. Special Location 🌞 🌊🏝❤️ 🫂 😊

Coast - White Stones Studios

Come and enjoy our new and unique contemporary eco-friendly accommodation set in peaceful and creative surroundings at the heart of Easton, Portland, on the tip of The Jurassic coast. Located to the rear of White Stones Art Cafe's secluded and tranquil gardens there are three holiday studios available, each sat nestled together in peaceful surroundings. Breeze is one of our three bespoke holiday studios, finished to a high standard and providing a contemporary holiday experience.

Cove Holiday Park Bungalow

This two bedroom bungalow is set in a quiet coastal holiday park, next to Pennsylvania Castle with sea views over Weymouth bay. It close to the coastal path and it is ideally situated to explore Portland, Weymouth and the famous Jurassic Coast. It is an excellent location to relax after a day on the water, or walking around the Jurassic coast taking in the views, or climbing the local cliffs, or bird watching, or exploring the locality, or just relaxing on the patio.

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.

Quirky 2 bed holiday home with hot tub and sauna.

Newly built 2 bedroom cottage with hot tub and sauna located in Easton on Portland in Dorset. This unique home is built in Portland stone and has a ground floor outdoor space with patio and outdoor oven area as well as having an upstairs outdoor mezzanine area with bi-folding doors. The main living space that includes a 90” television. All equipped with sky Q including sports. Both bedrooms have super king beds and are en-suite with showers and jacuzzi baths.

Cosy Cottage by the Sea.

This unique place has a style all its own. Backing onto pebble lane, you can be on the beach shingle from our backyard. Close to the character pub and beach cafe. Chesil Beach is right by our backdoor and all the beautiful scenery the island has to offer. The house is on the main beach road with all the local amenities. We can offer an extra single bed. In a box room at an extra charge. Please put the correct number of guests in the booking to be valid.

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.