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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, 199 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, 112 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, 169 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, 240 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, 220 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, 167 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, 230 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, 273 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, 124 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, 102 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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Stylish accommodations and amenities

Popular amenities for Isle of Portland pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

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, 181 reviews

Totally Unique 6 Double Bedroom Manor House Poole.

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, 201 reviews

Kingfisher Lodge with Private Riverbank

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, 31 reviews

Wayfarers Cottage Fortuneswell Portland, UK

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, 269 reviews

Swallows Return - Alpacas-Gardens-Brook-Tennis

Top guest favorite

A softly lit corridor features a circular design with white paneling and a striped carpet leading towards two inviting bedrooms. Both rooms are well-furnished, with one showcasing floral bedding and the other displaying vibrant accent pillows.

4.97 out of 5 average rating, 157 reviews

Stylish Beach House moments from the beach

An aerial view captures the stone cottage surrounded by lush greenery and well-maintained gardens. The rustic roof and charming exterior blend harmoniously with the surrounding landscape, with neatly shaped hedges and manicured paths visible in the background.

Home in Beaminster

4.94 out of 5 average rating, 141 reviews

Luxury 3 Bed Cottage on Rewilding Estate

Top guest favorite

The main living area features a spiral staircase leading to an upper level and an open-plan kitchen with a large island and breakfast bar. Natural light enters through large windows and bifold doors, enhancing the space that includes comfortable seating and greenery.

Home in Stubhampton

5 out of 5 average rating, 129 reviews

Stylish Barn Conversion

Pet-friendly home rentals with a pool

A seasonal outdoor heated pool is surrounded by a spacious patio area, featuring lounge chairs and umbrellas for shade. Two children are seen in the water, while another child approaches the pool ladder. Lush greenery is visible in the background, providing a sense of privacy.

Cabin in Forton

4.89 out of 5 average rating, 160 reviews

Woodpecker Lodge - Log Cabin with Private Hot Tub

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, 211 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, 46 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.

4.91 out of 5 average rating, 11 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 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, 274 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

A serene king bedroom features a beautifully styled headboard with a floral pattern, accompanied by two bedside lamps casting a warm glow. Crisp linens are arranged neatly on the spacious bed, with decorative towels folded on the coverlet, adding a touch of elegance to the space.

Chalet in Weymouth

4.97 out of 5 average rating, 253 reviews

The Fleet Retreat

Private, pet-friendly home rentals

The modern self-built house is showcased from an outdoor perspective, featuring large windows that offer a bright exterior. A grassy area surrounds the house, with wooden steps leading up to the entrance. A deck area is visible, providing access to the garden.

4.94 out of 5 average rating, 17 reviews

C Side House

A dining area features a wooden table set for four, with turquoise plates and wine glasses arranged neatly. A vase filled with colorful flowers adds a cheerful touch, while a mapped artwork hangs above the table, complementing the soft green wall.

4.96 out of 5 average rating, 68 reviews

Cosy Cottage: Sea Views, Dogs Welcome Coastal Vibe

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

4.77 out of 5 average rating, 13 reviews

Fortunes Retreat

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.

4.87 out of 5 average rating, 77 reviews

Schooner Cottage

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.

4.88 out of 5 average rating, 24 reviews

Marina View

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, 78 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

4.87 out of 5 average rating, 76 reviews

Crux Lodge Portland

An aerial view of a contemporary property nestled within a coastal village, highlighting a long stretch of Chesil Beach in the background. The image captures the gentle curve of the beach, framed by various houses and rooftops under a clear blue sky.

4.9 out of 5 average rating, 81 reviews

Chesil Beach Mews Cottage

Destinations to explore