Cottages in Helmsley

56 available cottage rental offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Helmsley cottages
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

56 Best cottages in Helmsley

Best Helmsley cottages with a garden

Cottage ∙ 3 Bedrooms ∙ 5 Guests - Helmsley
9.6 34 reviews

Cottage ∙ 3 Bedrooms ∙ 5 Guests

cottage, Helmsley
Ivy Cottage is a charming, double-fronted end-terrace property situated on the village green, just a short walk from the centre of Helmsley. This picturesque location offers easy access to the town's shops, restaurants, and attractions, including Helmsley Castle and the walled garden.
The cottage spans 130 square metres and comfortably accommodates up to five guests in its three bedrooms. Guests can enjoy a modern kitchen, a separate dining room, a cosy sitting room, a private rear garden, a conservatory, and a separate utility room with a washing machine and tumble dryer.
Cottage ∙ 4 Bedrooms ∙ 6 Guests - Helmsley
9.6 10 reviews

Cottage ∙ 4 Bedrooms ∙ 6 Guests

cottage, Helmsley
This four-bedroom holiday home is located less than 500 metres from Helmsley's historic market town and Helmsley Castle, with Duncombe Park under 3.2 kilometres away and Rievaulx Abbey 4.8 kilometres distant.
Accommodating up to eight guests, this elegantly furnished detached house offers a spacious kitchen/diner, separate lounge with underfloor heating, a garden room, and outdoor seating with a barbecue, and it is well-suited for families with pets.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Helmsley
8.3 6 reviews

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage, Harome
Foxglove Cottage, a single-storey holiday home in Ryedale, North Yorkshire, is situated near the North York Moors National Park and award-winning pubs in Harome, offering easy access to Helmsley and York.
This pet-friendly self-catering property sleeps two guests in one bedroom, boasting an ocean blue-themed interior, a private patio, electric fire, fully equipped kitchen with dishwasher, and convenient access to a communal laundry room.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Helmsley
No reviews

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage
Walnut Cottage, a romantic getaway for two, is situated 5.6km from Helmsley in North Yorkshire, close to the North York Moors National Park and offering easy access to Helmsley Castle and Rievaulx Abbey.
This one-bedroom self-catering property features an open-plan living area with a well-equipped kitchen, a double bedroom with en-suite facilities, a ground floor bathroom, and a rear garden ideal for al fresco dining; parking is available.

See Top Kid-Friendly Cottages in Helmsley, United Kingdom

Base your family trail expeditions out of spacious, character-filled mountain cottages in Helmsley, United Kingdom.

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Helmsley
No reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Helmsley
Ryegate Cottage is a two-bedroom holiday home situated in Helmsley, Ryegate, just 500 meters from Helmsley Castle and the walled garden, and within easy reach of the North Yorkshire Moors National Park. This pet-friendly accommodation for four guests features a well-equipped kitchen with a Rangemaster cooker, a living room with an open fireplace, and a back garden with a patio, offering convenient access to local shops and restaurants.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
No reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

cottage, Helmsley
Ridings Cottage offers three en-suite bedrooms sleeping six, centrally located in Helmsley, within easy walking distance of Helmsley Castle and the Helmsley Walled Garden.
This self-catering property boasts a fully equipped kitchen with dishwasher and wine cooler, a wood-burning stove in the open-plan living area, private parking, and a patio garden; ideal for exploring the Cleveland Way.
3 Bed In Helmsley (Oc-s40250) - Helmsley
No reviews

3 Bed In Helmsley (Oc-s40250)

cottage, Helmsley
This 3-bedroom holiday home in Helmsley, York, is conveniently located for exploring Helmsley Arts Centre, National Trust Nunnington Hall, Duncombe Park, and Helmsley Castle.
This pet-friendly, family-friendly cottage accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen with a microwave oven and dishwasher, free Wi-Fi, a garden, and parking.
Cottage ∙ 1 Bedroom ∙ 4 Guests - Helmsley
No reviews

Cottage ∙ 1 Bedroom ∙ 4 Guests

cottage
Silent Springs cottage, a self-catering property in Nawton near Helmsley, North Yorkshire, is a short distance from Helmsley's historic town centre and picturesque walking trails in the North Yorkshire Moors National Park.
This one-bedroom holiday home offers a cosy open-plan layout sleeping four, featuring a king-size bed (with twin option), a double sofa bed, a fully equipped kitchen with dishwasher, a private patio with barbecue, and is close to the North Yorkshire Moors Railway in Pickering and the Yorkshire Coast.

Frequently asked questions about cottages in Helmsley

Popular destinations

See Cottages with a Jacuzzi in Helmsley, United Kingdom

Soak under a canopy of pine trees in a steaming outdoor hot tub at mountain cottages with a hot tub in Helmsley, United Kingdom.

Romantic Cottage With Hot Tub & Countryside Views - Helmsley
10 57 reviews

Romantic Cottage With Hot Tub & Countryside Views

cottage
Crossing Cottage is a charming Victorian railway cottage located in Helmsley Meadows, just a short distance from the centre of Helmsley and within easy reach of the North York Moors National Park. The cottage enjoys a peaceful setting, offering a private garden with views of the surrounding countryside.
The cottage has two bedrooms and one bathroom, comfortably accommodating up to four guests. The kitchen is well-equipped for self-catering, and the cottage also boasts a wood-fired hot tub, perfect for relaxing after a day exploring the area.

Find Cottages with a Fireplace in Helmsley, United Kingdom

Share a bottle of wine by a crackling stone hearth after a long day of hiking at mountain cottages with a fireplace in Helmsley, United Kingdom.

3 Bedroom Accommodation In Helmsley - Helmsley
No reviews

3 Bedroom Accommodation In Helmsley

cottage, Helmsley
This three-bedroom Helmsley holiday home is situated a five-minute walk from the North York Moors National Park and the Cleveland Way, offering easy access to Helmsley Arts Centre and Nunnington Hall.
Sleeping six guests, the property boasts three bathrooms, a fully equipped kitchen with a dishwasher, free Wi-Fi, laundry facilities, a fireplace and central heating; pets are welcome.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
No reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

cottage, Harome
This detached cottage, Holly Cottage, is situated in Harome, North Yorkshire, 4 kilometres from Helmsley and near Beadlam, offering proximity to the North York Moors National Park.
This 3-bedroom holiday home accommodates up to 6 guests and features a farm-style kitchen, a sitting room with an open fire, a garden, off-road parking, Wi-Fi, and a separate annexe for additional accommodation.
3 Bed In Helmsley (Oc-82891) - Helmsley
No reviews

3 Bed In Helmsley (Oc-82891)

cottage, Helmsley
This three-bedroom holiday home, accommodating up to four guests, is located in historic Helmsley, just 320 meters from the market square and within easy reach of the North York Moors National Park.
This secluded property offers a private south-facing courtyard, an open fire in the lounge/diner, and direct access to walking and cycling routes, with a well-equipped country-style kitchen featuring a microwave oven and dishwasher.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Helmsley
9.2 10 reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

cottage, Helmsley
This luxurious three-storey cottage, located within a small, gated development, is situated just 125 metres from Helmsley market square, offering convenient access to Helmsley Castle, Duncombe Park, and the North York Moors. This property accommodates up to six guests, featuring three en-suite bedrooms, an open-plan living area with a wood burner, and an outdoor courtyard, with pets welcome.

Find the Best Premium Cottages in Helmsley, United Kingdom

Sneak away to an elite highland sanctuary at luxury mountain cottages in Helmsley, United Kingdom.

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Helmsley
No reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Helmsley

Search Cottages with Spa in Helmsley, United Kingdom

Rebalance your mind and body deep in the woods at mountain cottages featuring a world-class wellness spa in Helmsley, United Kingdom.

Ivy Cottage - Helmsley
No reviews

Ivy Cottage

cottage, York
©2026 cozycozy.com