Pet-friendly vacation rentals in Isle of Portland

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Top-rated pet-friendly home rentals in Isle of Portland

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Guest favorite

A stone fireplace with a log burner is positioned against a textured stone wall, providing warmth and ambiance. A festive Christmas tree adorned with lights and decorations adds a cheerful touch. A decorative rug with a holiday message is placed in front of the fireplace.

Cottage in Easton

4.93 out of 5 average rating, 204 reviews

1888 Portland stone cottage

1888 Portland stone cottage, with many original features. Stone fireplace with log burner. Cosy 2 bedroom, 3 storey cottage located within easy walking distance of Easton Square, which has local amenities, including grocery stores, chemist, pubs and cafes. Small sunny aspect courtyard with bbq, bistro table and chairs A perfect holiday location all year round, for either sun and relaxation, or activities windsurfing, sailing, diving, rock climbing, fishing or just walking and bird watching.

Superhost

A serene coastline is depicted at sunset, with the sun gently descending towards the horizon. The soft gradient of colors in the sky reflects on the quiet water, while a pebbled beach runs along the foreground, providing a peaceful natural setting.

Cottage in Dorset

4.89 out of 5 average rating, 170 reviews

Chesil Cove Holiday Cottage

A Grade II listed traditional characterful fisherman's cottage located adjacent to the iconic Chesil Cove on the isle of Portland, part of the Jurassic Coast. The cottage is small & cosy with two bedrooms, upstairs wetroom & modernised kitchen with solid wood breakfast bar. The wooden stairs are very steep & narrow so the property is not suitable for young children/those with mobility issues. An enclosed south-facing backyard is a suntrap for private sunbathing, drying swimming/diving gear etc.

Guest favorite

The interior of the cabin showcases a wooden staircase leading to the upper level, framed by log beams and large windows. Natural light floods the space, highlighting the warm wooden tones. A serene view of the lake is visible through the windows.

Cabin in North Chideock

4.93 out of 5 average rating, 313 reviews

Log Cabin/Hot Tub on Private Lake Jurassic Coast

This very charming, cosy and rustic log cabin is located on a private lake on the outskirts of a quiet family farm in North Chideock, just 5 minutes drive from the Jurassic Coast. The tranquil surroundings make this place the perfect romantic getaway for couples and an amazing place to spend a holiday as a family. Various wildlife and lifestock are frequent visitors of the cabin including our resident heron. Enjoy a drink on the sun deck and watch the sunset over the fields from the hot tub.

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, 116 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 round porthole window features a serene view of calm waters reflecting the sky. A distant rocky shoreline with palm trees can be seen on the left side, framed by a textured wooden wall.

Bungalow in Dorset

4.95 out of 5 average rating, 175 reviews

Islands Wrest (The Galleon Rm). Pet friendly.

Nautical galleon themed room with own entrance, kitchen & shower room this your own space within owner occupied property. Explore Portland, an Island that features breathtaking views, beautiful walks. Castles, 3 lighthouses. Chesil beach. a Museum, rock climbing, wildlife, water sports. History of smugglers & pirates explore Church Ope Cove. 20 min on bus to Weymouth for more seaside fun! Set centrally on the Jurassic coast. This is a real hidden gem. Not suitable for infants (Adults only)

Superhost

A cottage made of natural stone is surrounded by lush greenery and colorful flowers. A spacious balcony extends over the entrance, providing an outdoor area to enjoy the views. The sun illuminates the property, enhancing its inviting presence in the serene landscape.

Cottage in Morcombelake

4.95 out of 5 average rating, 429 reviews

Romantic hillside hideaway with outstanding views

A unique and romantic hideaway, Quarryman's Cottage is dinner on the roof terrace watching the sunset over Lyme Bay & Charmouth, stargazing from the luxury freestanding bath, epic views from the double shower, reading under the old oak tree, BBQ's & firepits, leisurely walks to The Anchor at Seatown via Golden Cap or the coastal path, the sound of birdsong, the glimpse of a deer, curling up in front of the wood burner in winter. It is a tranquil & heavenly escape from the bustle of daily life.

Guest favorite

A cozy lounge area features a rustic stone fireplace with a log burner, surrounded by soft seating. A plush rug lies on the wooden floor, and framed pictures are hung on the walls. A staircase leads to the upper level.

Cottage in Easton

4.92 out of 5 average rating, 224 reviews

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.

Superhost

Townhouse in Dorset

4.88 out of 5 average rating, 152 reviews

Historic Seaman Chaplaincy, Seaview all rooms

The Gift House Portland is a historic Seaman's Chaplaincy, 3 storey late Georgian stone house. All 4 spacious bedrooms have sea view & perfect for sunset watching. Dog friendly (1dog only) Locate in island village, 5-8 mins walk to pebble beach, 17th century pub, restaurants, good coffee, good chippy & grocery shop. Jurassic coast walks, sculpture park, Portland stone quarry, cycling, swimming, rock climbing, sea fishing, diving, kayak, sailing, paddling, windsurf & more are around.

Guest favorite

A mezzanine sleeping area features a king size bed, adorned with decorative pillows and a patterned duvet cover. The wooden ceiling enhances the cozy ambiance, while built-in storage units frame the bed on either side. Soft lighting creates a warm atmosphere.

Tiny home in Portland

4.89 out of 5 average rating, 238 reviews

Sea - White Stones Studios (dog friendly)

Come and enjoy our unique and contemporary eco-friendly accommodation set in peaceful and creative surroundings in the heart of Easton, Portland, on the tip of the Jurassic coast. SEA is our dog friendly studio and located beyond White Stones Art Cafe's secluded and tranquil gardens. One of three holiday studios available, it is sat nestled amongst peaceful surroundings. Each bespoke holiday studio is finished to a high standard and provides a contemporary holiday experience.

Top guest favorite

A view of Maidenwell Cottage from the garden, showcasing a landscaped area with palm trees and vibrant flowers. The cottage's exterior features a blue door and a stone wall, framed by greenery that enhances the inviting outdoor space.

Cottage in Fortuneswell

4.99 out of 5 average rating, 280 reviews

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.

Guest favorite

A cozy kitchen area is visible, featuring stone walls and modern cabinetry. A small wooden dining table is positioned next to a chair. Natural light is filtered through a window, providing a bright atmosphere. Kitchen appliances, including a microwave and a sink, are neatly arranged.

Cottage in Dorset

4.82 out of 5 average rating, 129 reviews

Crows Nest - cosy, tiny cottage - all mod cons.

A charming cottage in Fortuneswell. Close to the National Sailing Academy and Chesil Beach. Living room/ bedroom, bathroom and separate kitchen and dinning area. Beautifully fitted in small proportions except the TV and shower. Small courtyard, keep bikes and equipment secure, outside drying area and Dri Buddie inside. Ideal base for two, sailing, diving, climbing and walking or just to mooch around enjoying the Jurassic coast.

Top guest favorite

A bright and inviting area features a large window draped with sheer curtains, allowing natural light to flood in. A small wooden table with two chairs is positioned near the window, complemented by decorative items on the wall and a plant on the table.

Tiny home in Weymouth

4.89 out of 5 average rating, 224 reviews

Cosy Sail Loft on the harbour.

This special place is close to everything, making it easy to plan your visit. With your own parking space, own entrance, bedroom / lounge, own kitchen and Bathroom, you can be fully self sufficient or enjoy all the local pubs and restaurants on your door step. Literally right on the harbour front and only a minute away from the beach, this cosy property allows you to enjoy all of this seaside town within a few minutes.