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Pet-friendly vacation rentals in Isle of Portland

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

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top 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, 198 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.

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, 110 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, 165 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)

A spacious sleeping area features a large tufted headboard in a blue hue. Soft lighting is provided by a pendant lamp, while patterned wallpaper adds texture. Two decorative pillows rest on the bed, and natural light filters in through the window covered by dark curtains.

Guesthouse in Dorset

4.95 out of 5 average rating, 236 reviews

Seaside studio cabin minutes from 'secret' beach

Tucked away up an unmade track & five minutes walk from a 'secret' local beach; Cove Cabin is a compact, stylish, private space; perfect for a couple or two companions. On the doorstep of lesser known beaches & gardens but not far from Weymouth's bustling scenic harbour & golden sands. Ideal stop off whilst walking the SW Coast Path. The perfect area for watersports, wild swimming, walking, mooching around the harbour & locality, sampling the local seafood & eateries & just simply relaxing.

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, 216 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.

Townhouse in Dorset

4.87 out of 5 average rating, 148 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.

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

4.9 out of 5 average rating, 166 reviews

Chesil Cove Holiday Cottage

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

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, 227 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, 272 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.

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.

4.86 out of 5 average rating, 123 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.

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, 128 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.

The open-plan living area includes a spacious kitchen with a sleek island and modern appliances. A cozy seating area features a bright sofa, while large bay windows provide expansive views of the surrounding landscape, allowing natural light to fill the room.

Condo in Portland

4.95 out of 5 average rating, 100 reviews

Couples Luxury Retreat

Beautiful views, central location and ample free parking. Ideal for a couples getaway. Well equipped kitchen, luxury bedding and a sleek shower room. The Devonshire apartment is a spacious holiday apartment on Portland, in the heart of the Jurassic coastline. Just a few moments walk from the quaint Easton square with local businesses including shops, pubs, takeaways and cafes.

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Popular amenities for Isle of Portland pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

A coastal view showcases charming rooftops of Victorian stone cottages, leading towards the horizon where the sun glistens on the sea. The sky displays a soft blue, accented by wispy white clouds, creating a serene backdrop for the picturesque scene.

4.96 out of 5 average rating, 68 reviews

Our Place in Portland Cosy Cottage with a Sea View

The Manor House sits elegantly in the expansive, well-manicured garden, surrounded by lush greenery. It features multiple windows that invite natural light, and a spacious deck extends from the back of the house, perfect for outdoor gatherings.

Home in Lytchett Matravers

4.92 out of 5 average rating, 179 reviews

Totally Unique 6 Double Bedroom Manor House Poole.

The contemporary chalet is designed with large glass doors that open onto a spacious deck. The exterior features wooden cladding, with views of the surrounding green hills and the sea visible through the reflections in the glass. Natural light floods the interior space.

4.91 out of 5 average rating, 301 reviews

Beautiful beachside home, amazing sea view & walks

Top guest favorite

The kitchen space features a large wooden island surrounded by four seats. Sunlight illuminates the area through glass roofing, highlighting the stone wall and modern appliances, including a refrigerator and stove. A light fixture hangs above the island, contributing to the overall brightness of the room.

5 out of 5 average rating, 29 reviews

Wayfarers Cottage Fortuneswell Portland, UK

The exterior of a charming stone-fronted cottage showcases a unique bay window and a light blue door. A picket fence outlines the small entrance, while a table and chairs are positioned in front. Natural stone walls contribute to the cottage's coastal character.

4.91 out of 5 average rating, 74 reviews

Schooner Cottage

A large Purbeck stone barn conversion is set against a clear blue sky, surrounded by green fields. The structure features a variety of sloped roofs and large windows that reflect natural light, showcasing the unique architectural design of the building.

Home in Worth Matravers

4.9 out of 5 average rating, 152 reviews

A wonderful & spacious Purbeck holiday home

Top guest favorite

A modern studio with a wooden exterior is set on a spacious wooden deck, bordered by potted plants. Large glass doors and windows provide ample natural light and views of the surrounding countryside.

Home in Cruxton

4.98 out of 5 average rating, 292 reviews

Cruxton Studio, an Idyllic Countryside Escape in Dorset

A charming two-story home with a light exterior is positioned amid a grassy area. Flowering daffodils complement the landscape, and a gravel pathway leads to the entrance. Nearby trees provide natural shade, enhancing the serene outdoor atmosphere.

4.99 out of 5 average rating, 77 reviews

Lovely Holiday Home, opp Church Ope Cove, Portland

Pet-friendly home rentals with a pool

A rectangular freshwater pool is framed by a wooden deck, surrounded by a landscaped garden. Lush greenery and rolling hills are visible in the background, offering a serene and expansive view of the countryside.

Bungalow in Charmouth

4.94 out of 5 average rating, 210 reviews

Secluded hideaway, heated pool, walks, fossils

Top guest favorite

The contemporary property features a striking two-story design with a wooden facade and expansive glass doors. A rooftop terrace is visible, offering potential outdoor space. The surrounding lawn is well-maintained, complementing the modern architecture against a backdrop of a cloudy sky.

Home in Crossways

4.96 out of 5 average rating, 45 reviews

Stunning Home with Roof Terrace at Silverlake

A private pool is surrounded by sun-soaked patio tiles, with lush landscaping featuring palm trees and garden planters. Comfortable seating areas are positioned around the pool, providing space for relaxation and enjoyment. Clear blue skies above enhance the inviting atmosphere.

4.9 out of 5 average rating, 10 reviews

East Creek + beach side + pool, dog Ringstead Bay

The cottage features a charming brick exterior with a sloped slate roof. A tall chimney rises above the structure. Two entrances are framed by neatly trimmed plants, while the surrounding gravel area and green countryside create a welcoming atmosphere.

Home in Blandford Forum

4.98 out of 5 average rating, 57 reviews

Flint Cottage for two with indoor pool & sauna

The open living area features exposed wooden beams and warm, natural tones. Comfortable seating arrangements include a white sofa and a wicker chair positioned around a wooden coffee table. Sunlight filters through large windows, illuminating the rustic charm of the space.

4.67 out of 5 average rating, 70 reviews

Cosy barn annex. 10 min walk to beach, heated pool

The image displays a heated swimming pool enclosed within a clear poly tunnel. The water is calm and reflects the overhead light, creating a serene atmosphere. Poolside tiles extend along the edges, and a rolled-up cover can be seen at one end.

Apartment in Whitchurch Canonicorum

4.92 out of 5 average rating, 272 reviews

The Duck Wing, quirky dog friendly apartment

A spacious drawing room features exposed wooden beams and high ceilings, complemented by antique furniture and tasteful artworks. Plush sofas with decorative cushions surround a central table, while large windows provide natural light and overlook the inviting outdoor landscape.

Home in Crewkerne

4.95 out of 5 average rating, 56 reviews

Perfect Country Home. Plenty of outdoor terraces

Top guest favorite

A lively outdoor swimming pool is depicted, surrounded by colorful beach hut-style changing rooms. Four individuals are seen enjoying a game with a pink ball in the water. Bright sunny skies enhance the cheerful atmosphere, creating a sense of fun and recreation.

Cabin in Wareham

5 out of 5 average rating, 68 reviews

Family Lodge, Sandford Holiday Park, Dorset

Private, pet-friendly home rentals

A spacious bed is adorned with a beige quilt and neatly arranged towels. Soft lighting is provided by lamps on either side of the bed, creating a calming atmosphere. A framed artwork of a beach scene is displayed above the headboard, contributing to the serene decor.

Apartment in Dorset

4.75 out of 5 average rating, 12 reviews

Fortunes Retreat

A wooden chalet features a charming entrance with double French doors and a small window, both framed by natural wood finishes. A welcome mat is positioned at the threshold, and a concrete path leads to the door. The surrounding area includes green plants and a quiet, rustic ambiance.

Chalet in Dorset

4.67 out of 5 average rating, 216 reviews

Self-catering Chalet with Parking

Top guest favorite

A stone exterior of the home is visible, framed by lush greenery. A glimpse of the sea is seen in the background, with gentle light illuminating the setting. A pathway leads through the garden, enhancing the natural charm of the location.

Place to stay in Dorset

5 out of 5 average rating, 32 reviews

Delightful one bed property on the Jurassic Coast

Holiday park in West Lulworth

4.94 out of 5 average rating, 87 reviews

Sea View Chalet - Durdle Door

The kitchen features dark cabinetry complemented by orange tiles, providing a modern aesthetic. A spacious counter with seating for four is present, alongside a stainless steel refrigerator and stove. Natural light enters through the window, illuminating the area equipped with contemporary pendant lighting.

4.91 out of 5 average rating, 22 reviews

Marina View

The exterior of a coastal cottage is presented, featuring light blue walls and a simple white door. Gravel lines the front garden, with two small plants positioned on either side of the door, enhancing the welcoming appearance of the home.

4.89 out of 5 average rating, 9 reviews

Fabulous Coastal Family Cottage - Portland, Dorset

Top guest favorite

An open plan kitchen and dining area features a wooden table with four chairs and a red kettle on the countertop. The modern kitchen includes white cabinets, a stainless-steel oven, and a microwave. Two windows provide natural light, illuminating the light wood flooring.

4.96 out of 5 average rating, 76 reviews

2-bed house near beach, WPNSA and marina.

The exterior of the lodge features whitewashed walls and large glass doors that provide access to the outdoor space. A modest patio area is visible, equipped with two small metal chairs. Lush greenery surrounds the property, enhancing the serene environment.

Chalet in Dorset

4.86 out of 5 average rating, 73 reviews

Crux Lodge Portland

Destinations to explore