Vacation rentals in Isle of Portland

47 available vacation rental offers

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Best vacation rentals and Airbnb offers in Isle of Portland

Skylight Cabins, modern glamping escape near Durdle Door - Isle of Portland

Skylight Cabins, modern glamping escape near Durdle Door

Holiday Home, Isle of Portland

Skylight Cabins, modern glamping escape near Durdle Door is a holiday home in Isle of Portland, with pet-friendly space and parking. This stay gives travelers a comfortable base for…

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About Skylight Cabins, modern glamping escape near Durdle Door

Skylight Cabins, modern glamping escape near Durdle Door is a holiday home in Isle of Portland, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets welcome, kids friendly, and parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £607.

From£87/night
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The Florian - Isle of Portland

The Florian

Guest House, Isle of Portland

The Florian is a guest house in Isle of Portland, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About The Florian

The Florian is a guest house in Isle of Portland, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets welcome, parking, and paid parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £629.

From£90/night
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Chenies - Isle of Portland

Chenies

Cottage, Isle of Portland

Chenies is a cottage in Isle of Portland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Chenies

Chenies is a cottage in Isle of Portland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets welcome, kitchen, with kitchen, and kids friendly.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £655.

From£94/night
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SPRING ROSE COTTAGE, pet friendly, with open fire in Fortuneswell - Isle of Portland

SPRING ROSE COTTAGE, pet friendly, with open fire in Fortuneswell

Cottage, Isle of Portland

SPRING ROSE COTTAGE, pet friendly, with open fire in Fortuneswell is a cottage in Isle of Portland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base…

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About SPRING ROSE COTTAGE, pet friendly, with open fire in Fortuneswell

SPRING ROSE COTTAGE, pet friendly, with open fire in Fortuneswell is a cottage in Isle of Portland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets welcome, kitchen, with kitchen, and kids friendly.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £668.

From£95/night
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Family-friendly vacation rentals in Isle of Portland

Plan a trip with stays that give families more room to spread out.

WEST LULWORTH APARTMENT, pet friendly in West Lulworth - Isle of Portland

WEST LULWORTH APARTMENT, pet friendly in West Lulworth

Cottage, Isle of Portland

WEST LULWORTH APARTMENT, pet friendly in West Lulworth is a cottage in Isle of Portland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About WEST LULWORTH APARTMENT, pet friendly in West Lulworth

WEST LULWORTH APARTMENT, pet friendly in West Lulworth is a cottage in Isle of Portland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, spa bath, pet friendly, pets welcome, and kitchen.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £704.

From£101/night
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BRACKEN COTTAGE, romantic, with a garden in Osmington - Isle of Portland

BRACKEN COTTAGE, romantic, with a garden in Osmington

Cottage, Isle of Portland

BRACKEN COTTAGE, romantic, with a garden in Osmington is a cottage in Isle of Portland, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About BRACKEN COTTAGE, romantic, with a garden in Osmington

BRACKEN COTTAGE, romantic, with a garden in Osmington is a cottage in Isle of Portland, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: parking, free parking, heating, and internet.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £706.

From£101/night
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THE ORCHARD, pet friendly, country holiday cottage in Ringstead - Isle of Portland

THE ORCHARD, pet friendly, country holiday cottage in Ringstead

Cottage, Isle of Portland

THE ORCHARD, pet friendly, country holiday cottage in Ringstead is a cottage in Isle of Portland, with pet-friendly space and parking. This stay gives travelers a comfortable base for…

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About THE ORCHARD, pet friendly, country holiday cottage in Ringstead

THE ORCHARD, pet friendly, country holiday cottage in Ringstead is a cottage in Isle of Portland, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets welcome, kids friendly, parking, and free parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £720.

From£103/night
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93 ABBOTSBURY ROAD, pet friendly, with a garden in Weymouth - Isle of Portland

93 ABBOTSBURY ROAD, pet friendly, with a garden in Weymouth

Holiday Home, Isle of Portland

93 ABBOTSBURY ROAD, pet friendly, with a garden in Weymouth is a holiday home in Isle of Portland, with pet-friendly space. This stay gives travelers a comfortable base for exploring the…

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About 93 ABBOTSBURY ROAD, pet friendly, with a garden in Weymouth

93 ABBOTSBURY ROAD, pet friendly, with a garden in Weymouth is a holiday home in Isle of Portland, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets welcome, kids friendly, and heating.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £927.

From£132/night
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Pet-friendly vacation rentals in Isle of Portland

Bring your pet along with stays that welcome four-legged travelers.

Accessible Classic Holiday Home for 4, comfortable coastal getaway - Isle of Portland

Accessible Classic Holiday Home for 4, comfortable coastal getaway

Holiday Home, Isle of Portland

Accessible Classic Holiday Home for 4, comfortable coastal getaway is a holiday home in Isle of Portland, with pet-friendly space and parking. This stay gives travelers a comfortable base…

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About Accessible Classic Holiday Home for 4, comfortable coastal getaway

Accessible Classic Holiday Home for 4, comfortable coastal getaway is a holiday home in Isle of Portland, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets welcome, kids friendly, and parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £750.

From£107/night
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Classic Holiday Home for 4, relaxing Jurassic Coast retreat - Isle of Portland

Classic Holiday Home for 4, relaxing Jurassic Coast retreat

Holiday Home, Isle of Portland

Classic Holiday Home for 4, relaxing Jurassic Coast retreat is a holiday home in Isle of Portland, with pet-friendly space, parking, and a quieter setting. This stay gives travelers a…

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About Classic Holiday Home for 4, relaxing Jurassic Coast retreat

Classic Holiday Home for 4, relaxing Jurassic Coast retreat is a holiday home in Isle of Portland, with pet-friendly space, parking, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets welcome, kids friendly, and parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £750.

From£107/night
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BELVEDERE COTTAGE, pet friendly, country holiday cottage in Weymouth - Isle of Portland

BELVEDERE COTTAGE, pet friendly, country holiday cottage in Weymouth

Holiday Home, Isle of Portland

BELVEDERE COTTAGE, pet friendly, country holiday cottage in Weymouth is a holiday home in Isle of Portland, with pet-friendly space and kitchen access. This stay gives travelers a…

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About BELVEDERE COTTAGE, pet friendly, country holiday cottage in Weymouth

BELVEDERE COTTAGE, pet friendly, country holiday cottage in Weymouth is a holiday home in Isle of Portland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets welcome, kitchen, with kitchen, and kids friendly.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £1,078.

From£154/night
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Chesil Cove House - Isle of Portland

Chesil Cove House

Holiday Home, Isle of Portland

Chesil Cove House is a holiday home in Isle of Portland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Chesil Cove House

Chesil Cove House is a holiday home in Isle of Portland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets welcome, and kitchen.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £1,721.

From£246/night
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Vacation rentals with a pool in Isle of Portland

Add a pool to the search when you want an easy place to cool off between outings.

The fleet retreat - Isle of Portland

The fleet retreat

Guest House, Isle of Portland

The fleet retreat is a guest house in Isle of Portland, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About The fleet retreat

The fleet retreat is a guest house in Isle of Portland, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, pet friendly, and pets welcome.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £1,164.

From£166/night
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The Granary, cosy cottage stay near Durdle Door - Isle of Portland

The Granary, cosy cottage stay near Durdle Door

Cottage, Isle of Portland

The Granary, cosy cottage stay near Durdle Door is a cottage in Isle of Portland, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About The Granary, cosy cottage stay near Durdle Door

The Granary, cosy cottage stay near Durdle Door is a cottage in Isle of Portland, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £1,408.

From£201/night
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BAYTREE LODGE, pet friendly, luxury holiday cottage in Osmington - Isle of Portland

BAYTREE LODGE, pet friendly, luxury holiday cottage in Osmington

Cottage, Isle of Portland

BAYTREE LODGE, pet friendly, luxury holiday cottage in Osmington is a cottage in Isle of Portland, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a…

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About BAYTREE LODGE, pet friendly, luxury holiday cottage in Osmington

BAYTREE LODGE, pet friendly, luxury holiday cottage in Osmington is a cottage in Isle of Portland, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, pet friendly, pets welcome, kitchen, and with kitchen.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £4,640.

From£663/night
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Reeva's Retreat at Littlesea Holiday Park, Weymouth - Isle of Portland

Reeva's Retreat at Littlesea Holiday Park, Weymouth

Flat, Isle of Portland

Reeva's Retreat at Littlesea Holiday Park, Weymouth is a flat in Isle of Portland, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Reeva's Retreat at Littlesea Holiday Park, Weymouth

Reeva's Retreat at Littlesea Holiday Park, Weymouth is a flat in Isle of Portland, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, kids friendly, and kids club.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £1,050.

From£150/night
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Vacation rentals with parking in Isle of Portland

Find vacation rentals that make arriving by car easier.

West Lulworth Apartment - Isle of Portland

West Lulworth Apartment

Flat, Isle of Portland

West Lulworth Apartment is a flat in Isle of Portland, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About West Lulworth Apartment

West Lulworth Apartment is a flat in Isle of Portland, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets welcome, parking, and paid parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £760.

From£109/night
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Classic Holiday Home for 4 with Large Decking, cosy family escape on the Jurassic Coast - Isle of Portland

Classic Holiday Home for 4 with Large Decking, cosy family escape on the Jurassic Coast

Holiday Home, Isle of Portland

Classic Holiday Home for 4 with Large Decking, cosy family escape on the Jurassic Coast is a holiday home in Isle of Portland, with pet-friendly space, outdoor space, and parking. This stay…

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About Classic Holiday Home for 4 with Large Decking, cosy family escape on the Jurassic Coast

Classic Holiday Home for 4 with Large Decking, cosy family escape on the Jurassic Coast is a holiday home in Isle of Portland, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets welcome, kids friendly, and parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £810.

From£116/night
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Classic Holiday Home for 6, relaxing family getaway near Durdle Door - Isle of Portland

Classic Holiday Home for 6, relaxing family getaway near Durdle Door

Holiday Home, Isle of Portland

Classic Holiday Home for 6, relaxing family getaway near Durdle Door is a holiday home in Isle of Portland, with pet-friendly space, parking, and room for a group. This stay gives travelers…

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About Classic Holiday Home for 6, relaxing family getaway near Durdle Door

Classic Holiday Home for 6, relaxing family getaway near Durdle Door is a holiday home in Isle of Portland, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets welcome, kids friendly, and parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £810.

From£116/night
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Durbyfield - Isle of Portland

Durbyfield

Cottage, Isle of Portland

Durbyfield is a cottage in Isle of Portland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Durbyfield

Durbyfield is a cottage in Isle of Portland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £997.

From£142/night
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Vacation rentals with a kitchen in Isle of Portland

Compare stays with kitchen access for longer trips and easier meals.

Cosy thatched cottage minutes from the sea, nestled in gentle rural countryside - Isle of Portland

Cosy thatched cottage minutes from the sea, nestled in gentle rural countryside

Cottage, Isle of Portland

Cosy thatched cottage minutes from the sea, nestled in gentle rural countryside is a cottage in Isle of Portland, with parking and kitchen access. This stay gives travelers a comfortable…

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About Cosy thatched cottage minutes from the sea, nestled in gentle rural countryside

Cosy thatched cottage minutes from the sea, nestled in gentle rural countryside is a cottage in Isle of Portland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £1,029.

From£147/night
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Chocolate box cottage in 8 acres of pasturland on Jurassic coatline of Dorset - Isle of Portland

Chocolate box cottage in 8 acres of pasturland on Jurassic coatline of Dorset

Cottage, Isle of Portland

Chocolate box cottage in 8 acres of pasturland on Jurassic coatline of Dorset is a cottage in Isle of Portland, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Chocolate box cottage in 8 acres of pasturland on Jurassic coatline of Dorset

Chocolate box cottage in 8 acres of pasturland on Jurassic coatline of Dorset is a cottage in Isle of Portland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets welcome, and kitchen.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £1,440.

From£206/night
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Dorset Retreat close to the Jurassic Coast and Weymouth. - Isle of Portland

Dorset Retreat close to the Jurassic Coast and Weymouth.

Holiday Home, Isle of Portland

Dorset Retreat close to the Jurassic Coast and Weymouth. is a holiday home in Isle of Portland, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a…

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About Dorset Retreat close to the Jurassic Coast and Weymouth.

Dorset Retreat close to the Jurassic Coast and Weymouth. is a holiday home in Isle of Portland, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets welcome, kitchen, with kitchen, and kids friendly.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £1,468.

From£210/night
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The fleet retreat - Isle of Portland

The fleet retreat

Bed And Breakfast, Isle of Portland

The fleet retreat is a bed and breakfast in Isle of Portland, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About The fleet retreat

The fleet retreat is a bed and breakfast in Isle of Portland, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets welcome, kitchen, and with kitchen.

Sat, Oct 24 - Sat, Oct 31 · 7 nights · total from £1,164.

From£166/night
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