
Cottage vacation rentals in Helmsley
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Quick stats about cottage rentals in Helmsley

Total vacation rentals
Explore 30 vacation rentals in Helmsley

Nightly prices starting at
Helmsley vacation rentals start at G$35,581 GYD per night before taxes and fees

Verified guest reviews
Over 890 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Helmsley vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Helmsley rentals

4.7 Average rating
Helmsley stays receive an average rating of 4.7 out of 5 from guests
Top-rated cottage rentals in Helmsley
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Stylish cottage for 2 in Bronte Country Haworth
Relax in style at this beautiful cottage in Haworth. A 2 min stroll leads to the home of the Bronte’s & the famous cobbled Main Street. Full of charm & character with original features such as beams; fireplaces; window seats & exposed Yorkshire stonework. Balances modern convenience with the uniqueness of a cosy cottage. An indulgent get away; statement bathroom; king bed; 1000 TC bedding; leather settees; bar stools & table; log burner; quality kitchen; Belfast sink. Renovated with love & care

Cosy character cottage in heart of Pickering
31 Eastgate is a cosy and well equipped cottage in a fantastic central location in the market town of Pickering. It's ideally located for exploring the North Yorkshire Moors, steam railway, the coast and the historic walled city of York. Located on one of the main roads in Pickering (sometimes there will be traffic noise) the tree lined street of Eastgate is beautiful in all seasons and the town centre is a 5 minute walk away. Visit one of the fantastic pubs or catch a steam train to Whitby.

The Owlets, Ampleforth
A luxury self-catering holiday cottage nestled on the edge of the North York Moors National Park in the pretty village of Ampleforth. The Owlets is a 19th century single storey stone outhouse that has been recently renovated to a high standard with brand new fixtures and fittings, as well as traditional features such as solid oak floors and beams. We are located just 1 mile from Ampleforth College, and 4 miles from Helmsley. All welcome, including children of all ages and well behaved pets!

Pretty Yorkshire Stone Cottage Harome
A charming stone cottage situated in the picturesque village of Harome, 3 miles from the market town of Helmsley.This characterful cottage is up to date with everything you need without losing original features of beamed ceilings & a cosy log burner. The cottage offers luxe accommodation with a spacious kitchen, two delightful bedrooms, a power shower, bath, well equipped kitchen & hotel grade linen. A cosy sitting room with open plan dining area. There is a little garden outside with a table.

APRICOT COTTAGE - A LUXURY HOLIDAY COTTAGE
Detached holiday cottage Sleeps two (ONE DOUBLE BED) FREE WIFI Off road parking En-suite bathroom Fully equipped kitchen TV and fridge freezer Microwave Ideal location for all local attractions 2 minute walk into Pickering and local pubs, restaurants and shops Quotes from past guests: it's just perfect/best cottage we've stayed in/everything is so welcoming/ location is fantastic Places to visit in North Yorkshire http://www.iknow-yorkshire.co.uk/attractions/north_yorkshire/

Fully Fenced Dog Field, Sea Views & Forest Walks
Enjoy lazy mornings at Woodpeckers Cottage Silpho as you watch the sun rise over the sea from the sofa. Take your dog to the field (exclusively yours throughout your stay). Walk the footpaths through fields & forests to valleys with streams and hilltops with views. Drive to dog friendly beaches, picnic on the sand and breathe in the sea air. Return to the dog field for afternoon tea or a glass of wine, where a bench for two in a peaceful sun trap provides panoramic views of the setting sun.

Country cottage in the Yorkshire Dales
Fernbeck Cottage is set in beautiful Nidderdale within the Yorkshire Dales. It is ideally located for walking in the countryside and also for visiting the spa town of Harrogate with the cities of York and Leeds an enjoyable day trip away. Ideal for families and couples wanting to enjoy the Yorkshire Dales. The cottage dates back to 1799 and was the millers cottage to the adjoining property, an old corn Mill. An idyllic location with easy access to many local footpaths and trails. No pets.

The Cobbler's Cottage
Nestled in the scenic North Yorkshire village of Sessay, this charming former cobbler's cottage offers a spacious retreat. Inside, you'll find a wood-burning stove, TV, Blu-ray player, and a modern kitchen equipped with an oven, microwave, dishwasher, fridge freezer, Nespresso coffee maker, and a washing machine. Step outside to a private patio complete with a dining area and barbecue. Plus, we warmly welcome one well-behaved pet, so you can bring your furry friend along if you desire.

Seaves Mill luxury cottage Brandsby north of York.
Seaves Mill situated on the edge of The Howardian Hills in the North Yorkshire village of Brandsby 13.5 miles from the city of York. Seaves Mill has been converted into this beautiful living space by avid gardeners and architectural antique dealers Phil and Jo. The space has been designed with quality and decorative design in mind. It is set within beautifully landscaped gardens along side the picturesque Mill stream. Described by guests as "more of an experience than just a stay."

Goose End Cottage, North Yorkshire
Take a break and unwind in a characterful cottage set in beautiful countryside. This 18th century grade-II listed property is right beside the River Seven, in the picturesque village of Sinnington, and the North York Moors National Park. The cottage is full of original character, whilst having all the amenities needed for a relaxing break. Many amazing walks can be enjoyed from right outside the door and the wonderful village pub and restaurant is only a few minutes walk away.

Castlegate Cottage
Characterful and quaint 3 bedroom Grade II listed cottage, built in 1800 with open plan living. Within easy walking distance of many shops, tea rooms, restaurants, pubs and the castle, there is parking very close by. Castlegate cottage is a perfect base for exploring the many local attractions and places of interest, such as The Steam railway, Beck Isle museum, The North Yorkshire Moors, Whitby, Scarborough, Flamingo Land, Eden Camp, Dalby Forest and York.

Rievaulx is a delightful one-bedroom cottage with kitchen and lounge.
Rievaulx is a delightful one-bedroom cottage with your own kitchen, lounge, and bathroom. We stand proudly in beautiful Bilsdale, six miles north of Helmsley, in the stunning North Yorkshire Moors National Park. It is surrounded by hills and open countryside which fringe the unique open moors. Traditionally built of Yorkshire stone in the seventies Laskill has its own private spring water supply that runs down from the hillside - definitely worth a sample.
Popular amenities for Helmsley cottage rentals
Cottage rentals with a hot tub

Sundial Cottage, Stunning 3Bed Cottage with Hottub

La Fenetre Holiday Cottage

Mary Ellen Best Cottage. Spacious, Cosy & Hot Tub

Morgan Cottage - Env Friendly - Private Hot Tub

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

Charming farm based cottage with hot tub/sauna

Historic cottage, wood-fired hot tub + village pub

Langdale Cottage, located in North Yorkshire
Pet-friendly cottage rentals

Luxury By The Brook

Luxury cottage with views in beautiful Yorkshire

Spacious character historic cottage

Fuchsia Cottage- a cosy getaway

Lovely cottage for N. York Moors & Steam Trains

Luxury hideaway cottage nestled in Yorkshire Dales

Cosy Country Cottage Sleeps 4

Cheerful & Quaint 18th Century cottage
Private cottage rentals

The Piggery Barn (Deluxe), in Nidderdale AONB

Seamstress Cottage | Panoramic valley views

Romantic Cottage with Hot Tub & Countryside Views

Farndale Cottage North York Moors National Park

Manor House Cottage self catering rural location

Fox Cottage in lovely Helmsley

The Cow House, in the heart of old town Whitby.

Rowans Cottage - distinctive 1 bed restoration
Destinations to explore
- Yorkshire Dales National Park
- yorkshire dales
- Yorkshire Coast
- Filey Beach
- Flamingo Land Resort
- Durham Cathedral
- Bempton Cliffs
- Harewood House
- Fountains Abbey
- York Castle Museum
- Bramham Park
- Scarborough Open Air Theatre
- University of Leeds
- The Piece Hall
- York University
- Durham University
- Temple Newsam Park
- Royal Armouries Museum
- National Railway Museum
- York Minster
- Scarborough Beach
- Teesside University
- Yorkshire Sculpture Park
- The Deep





