Vacation rentals in Helmsley

Best vacation rentals and Airbnb offers in Helmsley

10 ★ 1 reviews

Sheep Cote Shepherds Hut

Cottage, Helmsley

Sheep Cote Shepherds Hut is a cottage in Helmsley, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Sheep Cote Shepherds Hut

Sheep Cote Shepherds Hut is a cottage in Helmsley, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from £522.

From£75/night

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9.8 ★ 33 reviews

April Cottage

Bed And Breakfast, Helmsley

April Cottage is a bed and breakfast in Helmsley, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About April Cottage

April Cottage is a bed and breakfast in Helmsley, 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: free cancellation, free breakfast, parking, free parking, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £805.

From£115/night

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Acorn Apartment

Flat, Helmsley

Acorn Apartment is a flat in Helmsley, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About Acorn Apartment

Acorn Apartment is a flat in Helmsley, 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: free wifi, parking, paid parking, heating, and apartment.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £882.

From£126/night

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The Old Post Office - Central Helmsley with Parking

Holiday Home, Helmsley

The Old Post Office - Central Helmsley with Parking is a holiday home in Helmsley, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About The Old Post Office - Central Helmsley with Parking

The Old Post Office - Central Helmsley with Parking is a holiday home in Helmsley, 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: free cancellation, free wifi, parking, paid parking, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,040.

From£149/night

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Family-friendly vacation rentals in Helmsley

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

Swan Cottage

Bed And Breakfast, Helmsley

Swan Cottage is a bed and breakfast in Helmsley, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Swan Cottage

Swan Cottage is a bed and breakfast in Helmsley, 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: free cancellation, free breakfast, free wifi, pet friendly, and pets welcome.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £910.

From£130/night

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Sunnyside Garden Cottage

Holiday Home, Helmsley

Sunnyside Garden Cottage is a holiday home in Helmsley, 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 Sunnyside Garden Cottage

Sunnyside Garden Cottage is a holiday home in Helmsley, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from £348.

From£50/night

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Westfield Lodge

Cottage, Helmsley

Westfield Lodge is a cottage in Helmsley, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Westfield Lodge

Westfield Lodge is a cottage in Helmsley, with 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, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £519.

From£74/night

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Harwood Cottage

Cottage, Helmsley

Harwood Cottage is a cottage in Helmsley, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Harwood Cottage

Harwood Cottage is a cottage in Helmsley, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from £811.

From£116/night

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Pet-friendly vacation rentals in Helmsley

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

The Barn Guest House and Tearoom

Guest House, Helmsley

The Barn Guest House and Tearoom is a guest house in Helmsley, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About The Barn Guest House and Tearoom

The Barn Guest House and Tearoom is a guest house in Helmsley, 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, free breakfast, free wifi, pet friendly, and pets welcome.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £805.

From£115/night

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The Pigsty

Holiday Home, Helmsley

The Pigsty is a holiday home in Helmsley, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About The Pigsty

The Pigsty is a holiday home in Helmsley, 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, free wifi, pet friendly, pets welcome, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £774.

From£111/night

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The Old Hayloft

Holiday Home, Helmsley

The Old Hayloft is a holiday home in Helmsley, 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 Old Hayloft

The Old Hayloft is a holiday home in Helmsley, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from £495.

From£71/night

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Foxglove Cottage

Cottage, Helmsley

Foxglove Cottage is a cottage in Helmsley, 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 Foxglove Cottage

Foxglove Cottage is a cottage in Helmsley, 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 wifi, pet friendly, pets welcome, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,211.

From£173/night

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Vacation rentals with a pool in Helmsley

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

Finest Retreats - Ryedale Hall Cottage

Holiday Home, Helmsley

Finest Retreats - Ryedale Hall Cottage is a holiday home in Helmsley, with pool access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Finest Retreats - Ryedale Hall Cottage

Finest Retreats - Ryedale Hall Cottage is a holiday home in Helmsley, with 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: free cancellation, pool, hot tub, spa bath, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,407.

From£201/night

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Beaver Cottage

Cottage, Helmsley

Beaver Cottage is a cottage in Helmsley, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Beaver Cottage

Beaver Cottage is a cottage in Helmsley, with pool access 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: pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,278.

From£183/night

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Finest Retreats - Swaledale Hall Cottage

Holiday Home, Helmsley

Finest Retreats - Swaledale Hall Cottage is a holiday home in Helmsley, with pool access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Finest Retreats - Swaledale Hall Cottage

Finest Retreats - Swaledale Hall Cottage is a holiday home in Helmsley, with 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: free cancellation, pool, hot tub, spa bath, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,407.

From£201/night

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Finest Retreats - Roulston Hall Apt

Flat, Helmsley

Finest Retreats - Roulston Hall Apt is a flat in Helmsley, with pool access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Finest Retreats - Roulston Hall Apt

Finest Retreats - Roulston Hall Apt is a flat in Helmsley, with 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: free cancellation, pool, hot tub, spa bath, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,407.

From£201/night

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Vacation rentals with parking in Helmsley

Find vacation rentals that make arriving by car easier.

The Retreat

Holiday Home, Helmsley

The Retreat is a holiday home in Helmsley, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About The Retreat

The Retreat is a holiday home in Helmsley, with 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, free wifi, parking, paid parking, and garden.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £882.

From£126/night

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Westfield Lodge

Holiday Home, Helmsley

Westfield Lodge is a holiday home in Helmsley, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Westfield Lodge

Westfield Lodge is a holiday home in Helmsley, 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: free wifi, parking, paid parking, golf::course 3km, and golf course within 2 miles.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £568.

From£81/night

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Gilling Gap

Holiday Home, Helmsley

Gilling Gap is a holiday home in Helmsley, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Gilling Gap

Gilling Gap is a holiday home in Helmsley, 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: free wifi, parking, paid parking, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £670.

From£96/night

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Fairview

Holiday Home, Helmsley

Fairview is a holiday home in Helmsley, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About Fairview

Fairview is a holiday home in Helmsley, 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: free wifi, parking, paid parking, and garden.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £833.

From£119/night

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Vacation rentals with a kitchen in Helmsley

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

Providence Court

Cottage, Helmsley

Providence Court is a cottage in Helmsley, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Providence Court

Providence Court is a cottage in Helmsley, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from £711.

From£102/night

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The Old Post Office

Cottage, Helmsley

The Old Post Office is a cottage in Helmsley, 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 The Old Post Office

The Old Post Office is a cottage in Helmsley, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from £913.

From£130/night

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The Old Post Office

Cottage, Helmsley

The Old Post Office is a cottage in Helmsley, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

Read more

About The Old Post Office

The Old Post Office is a cottage in Helmsley, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,124.

From£161/night

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Cote Ghyll Mill Bed & Breakfast at Osmotherley

Bed And Breakfast, Helmsley

Cote Ghyll Mill Bed & Breakfast at Osmotherley is a bed and breakfast in Helmsley, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Cote Ghyll Mill Bed & Breakfast at Osmotherley

Cote Ghyll Mill Bed & Breakfast at Osmotherley is a bed and breakfast in Helmsley, 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 breakfast, free wifi, pet friendly, and pets welcome.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from £1,006.

From£144/night

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