
Cottage vacation rentals in Helmsley
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Helmsley
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Helmsley cottage rentals
Cottage rentals with a hot tub

Morgan Cottage - Env Friendly - Private Hot Tub

Highbury Farm Cottage with Hot Tub. Pet friendly

3 Railway Cottage Pickering , Hot Tub, Pets all'd

Charming farm based cottage with hot tub/sauna

Preston Mill Loft, the quiet couples retreat.

Orchard House Rosedale Abbey

Hazel Cottage nestled twixt coast and Moorland

Historic 18th Hussars Cottage with a Modern twist
Pet-friendly cottage rentals

The Old Coach House, in Harrogate, Sleeps 4

Apple Tree Cottage. Stokesley.North Yorkshire.

Beautifully renovated stable in Pickering

Beulah House

Winnow Cottage . in the Heart of the NY Moors

Picturesque country cottage

St Anthony’s, bright perkily decorated 3 b/r house

Romance or a rest at The Nest Castleton,Whitby!
Private cottage rentals

Romantic Cottage with Hot Tub & Countryside Views

Idyllic and stylish private cottage by the stream

Saltburn l The Outlook- Sea views, Dog friendly.

Fox Cottage in lovely Helmsley

The Apple Shed @ Rose Cottage

Old Fire Station Cottage, EV point Opt. 2nd B’room

The Hideaway, perfect for two!

Hollin Hall GT FryupDale, North York Moors Whitby.
Quick stats about cottage rentals in Helmsley
Total rentals
20 properties
Nightly prices starting at
G$29,291 GYD before taxes and fees
Total number of reviews
730 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Yorkshire Dales national park
- Flamingo Land Resort
- The Bay Filey
- yorkshire dales
- Harewood House
- Durham Cathedral
- Fountains Abbey
- Filey Beach
- National Railway Museum
- North Yorkshire Water Park
- Royal Armouries Museum
- Saltburn Beach
- York Castle Museum
- Hartlepool Sea Front
- Scarborough South Cliff Golf Club
- Locomotion
- Studley Royal Park
- Ganton Golf Club
- Malham Cove
- Scarborough Beach
- Ryedale Vineyards
- York Art Gallery
- The Bowes Museum
- Semer Water