
Cottage holiday rentals in Helmsley
Find and book unique cottages on Airbnb
Quick stats about cottage rentals in Helmsley

Total holiday rentals
Explore 30 holiday rentals in Helmsley

Nightly prices starting at
Helmsley holiday rentals start at $297 NZD per night before taxes and fees

Verified guest reviews
Over 890 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Helmsley holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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.

Luxury Country Cottage Hot Tub Spa Retreat | York
Snowdrop Cottage is a luxurious 5★ retreat nestled in the picturesque village of Welburn, surrounded by the breathtaking Howardian Hills, just minutes from the iconic Castle Howard, the city of York and the Yorkshire coastline. An idyllic escape, this beautifully styled boutique cottage features a private garden spa & hot tub, cosy log burner & romantic four-poster king-size bed - the perfect setting for couples, families and dog walkers to relax, reconnect and explore the Yorkshire countryside.
FamilyLocationAccess
4.98 out of 5 average rating, 129 reviews
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.
FamilyValueView
4.92 out of 5 average rating, 390 reviews
The Cake House
The Cake House is a cosy 3 bedroom country cottage situated in the picturesque village of Cawton, North Yorkshire. Perfect holiday location for stunning, rural walks, situated just a stones throw from The Ebor Way. Enjoy pub lunches and beautiful places to explore. York city Center- is a 30 min drive. Historic, market town Helmsley is 7 miles away, full of cosy coffee shops/ pubs/ restaurants and shops. Villages Hovingham and Gilling East (2-3 mile walk) both have great pubs and playgrounds
LocationFamilyPets
4.96 out of 5 average rating, 192 reviews
Manor House Cottage self catering rural location
Manor House Cottage is located in the small hamlet of Holme-On-Swale 7 miles from the market town of Thirsk which is known for its connection to James Herriott and within easy reach of North Yorkshires National Parks. Set within the grounds of the Manor House, It is a quirky upside down cottage with a well appointed modern kitchen, two bedrooms and bathroom on the ground floor with sitting room upstairs, private garden with table and chairs. There are no other holiday cottages in the grounds.
ValueLocationNearby
4.99 out of 5 average rating, 170 reviews
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.
LocationFamilyHospitality
4.94 out of 5 average rating, 104 reviews
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!
ValueLocationTV
4.98 out of 5 average rating, 349 reviews
Lovely cottage for N. York Moors & Steam Trains
19 Burgate is in the popular market town of Pickering, minutes’ walk from shops, eating places, Castle & Steam Railway (seasonal) - ideal for exploring the Moors, coastline & historic sights. It offers contemporary comfort, with a cosy living room, modern kitchen-diner, luxurious bathroom (walk-in shower, bath) & quality bedrooms. The garden offers eating/drinks outside and access to private parking. Prices are for 2 guests, with a small extra charge for the 2nd bedroom and well-behaved pets.
LocationValueAccuracy
4.94 out of 5 average rating, 166 reviews
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."
ValueFamilyBarbecue
4.99 out of 5 average rating, 119 reviews
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.
FamilyLocationSolo travel
4.97 out of 5 average rating, 158 reviews
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.
LocationFamilyTV
4.82 out of 5 average rating, 106 reviews
Cliff Stud Retreat, Helmsley - Cecil Cottage
Book Direct - 15% saving - Cliff Stud Retreat Cecil cottage is a 3 bed cottage set on a horse stud farm surrounded by 220 acres with stunning countryside views you’re sure to feel relaxed from the minute you arrive. Cecil cottage sleeps up to 5 guests and has a fully equipped kitchen, modern bathroom which has a shower/bath located downstairs. There is also a wood burner and an enclosed garden. The cottage is close to the centre of Helmsley, 5 min drive.
ValueLocationPets
4.86 out of 5 average rating, 154 reviews
The Stable, Husthwaite
Husthwaite is a quaint village 17 miles North of York and just off the A19 . The cottage is tucked away on a private drive. We are close to the North York Moors perfect for scenic country walks. The village has a Church, St. Nicholas' dating from the twelfth century next to the Village Green which forms the centre of the village. Our local pub The Plum & Partridge is just 5 mins walk where they serve great beer and fabulous food.
ValueFamilyCleanliness
5.0 out of 5 average rating, 101 reviewsPopular amenities for Helmsley cottage rentals
Cottage rentals with a hot tub

Charming farm based cottage with hot tub/sauna
LocationFamilyAccuracy
4.97 out of 5 average rating, 236 reviews
Historic 18th Hussars Cottage with a Modern twist
LocationFamilyNearby
4.89 out of 5 average rating, 288 reviews
Middlefield Cottage, Westow with Hot Tub
LocationFamilyKitchen
5.0 out of 5 average rating, 100 reviews
3 Railway Cottage Pickering, Hot-Tub, Pets.
FamilyLocationCondition
4.9 out of 5 average rating, 198 reviews
Historic cottage, wood-fired hot tub + village pub
ValueLocationHeating
4.98 out of 5 average rating, 221 reviews
Luxury Farm Cottage with Hot Tub in Yorkshire
ValueFamilyAccuracy
4.98 out of 5 average rating, 112 reviews
Luxury Cottage close to Castle Howard with hot tub
LocationFamilyAmenities
4.99 out of 5 average rating, 125 reviews
Tinson's Barn
FamilyValueAccuracy
4.93 out of 5 average rating, 355 reviewsPet-friendly cottage rentals

Castlegate Cottage
ValueLocationWi-Fi
4.93 out of 5 average rating, 420 reviews
Dog Field, Dark Skies, Coast & Country Walks
ValueFamilyView
4.99 out of 5 average rating, 662 reviews
Apple Tree Cottage. Stokesley.North Yorkshire.
LocationValueAccuracy
4.91 out of 5 average rating, 334 reviews
Cheerful & Quaint 18th Century cottage
LocationFamilyWalkability
4.96 out of 5 average rating, 299 reviews
The Cobbler's Cottage
LocationValueNearby
4.96 out of 5 average rating, 380 reviews
Charlie’s barn. A stunning barn conversion
FamilyLocationHeating
4.97 out of 5 average rating, 179 reviews
2 bed Cottage Pickering, Priv Parking, Logburner
ValueFamilyAccess
4.95 out of 5 average rating, 130 reviews
Cosy ‘Cobblers Cottage’ - Pickering
FamilyValueLayout
4.82 out of 5 average rating, 348 reviewsPrivate cottage rentals

Secluded country cottage with private gardens
LocationValueIndoor spaces
5.0 out of 5 average rating, 209 reviews
Barn in North Yorkshire near York & Coast
ValueFamilyNearby
4.95 out of 5 average rating, 430 reviews
APRICOT COTTAGE - A LUXURY HOLIDAY COTTAGE
ValueFamilyLaundry
4.93 out of 5 average rating, 401 reviews
Rowans Cottage - distinctive 1 bed restoration
FamilyLocationAccess
4.98 out of 5 average rating, 104 reviews
Luxury Old Stone Cottage, Beautifully Presented
LocationValueCleanliness
4.88 out of 5 average rating, 161 reviews
The End Place - A romantic hideaway for two
FamilyValueSleep quality
5.0 out of 5 average rating, 391 reviews
Peace & Luxury, stunning rural views near Malton
FamilyLocationAccuracy
4.97 out of 5 average rating, 108 reviews
Moxby Priory Cottage - An idyllic rural escape
FamilyLocationOutdoor spaces
4.93 out of 5 average rating, 131 reviewsDestinations to explore
- Yorkshire Dales National Park
- Yorkshire Coast
- Flamingo Land Resort
- Filey Beach
- Durham Cathedral
- Fountains Abbey
- Harewood House
- Bempton Cliffs
- York Castle Museum
- Bramham Park
- Scarborough Open Air Theatre
- York University
- Temple Newsam Park
- York Minster
- Yorkshire Sculpture Park
- The Piece Hall
- Scarborough Beach
- National Railway Museum
- Teesside University
- The Deep
- Peasholm Park
- Bridlington Spa
- Durham University
- First Direct Arena





