Search All Cottages in Helmsley

56 available cottage rental offers

7 nights
2
1
  • airbnb
  • booking
  • makemytrip
  • oyo
  • yatra
  • goibibo
  • travelguru
  • cleartrip
  • vrbo
  • expedia
  • hotelscom
  • tripcom
  • agoda
Helmsley cottages
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

56 Cottages at the best price in Helmsley

Best family friendly Helmsley cottages

Among the 56 accommodations in Helmsley, here are the 4 best family friendly cottages

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 ∙ 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.
2 Bedroom Accommodation In Helmsley - Helmsley
No reviews

2 Bedroom Accommodation In Helmsley

cottage, Helmsley
Lily Pad Cottage, a two-bedroom Helmsley holiday home, is situated a minute's walk from Helmsley town centre, close to Helmsley Castle and the Helmsley Walled Garden.
This self-catering property sleeps four, boasting a fully equipped kitchen/diner with patio doors leading to a private garden, two bedrooms with Smart TVs (one zip-and-link kingsize bed), a bathroom, plus amenities including gas central heating, Wi-Fi, a travel cot and highchair, and private parking.
2 Bed In Ampleforth (Oc-c37505) - Helmsley
No reviews

2 Bed In Ampleforth (Oc-c37505)

cottage, Ampleforth
This Ampleforth holiday cottage is situated in York, a 2-minute drive from St. Lawrence Abbey and 4 minutes from the Howardian Hills.
This family-friendly lodge accommodates four guests across two bedrooms and one bathroom, offering a fully equipped kitchen with a microwave and dishwasher, complimentary Wi-Fi, and proximity to Ampleforth College Golf Club and the North York Moors National Park.

Best Helmsley cottages with a garden

Cottage ∙ 2 Bedrooms ∙ 3 Guests - Helmsley
8.6 8 reviews

Cottage ∙ 2 Bedrooms ∙ 3 Guests

cottage, Helmsley
This Helmsley holiday home, a semi-detached cottage, is situated in the North York Moors National Park, less than 1.6km from Helmsley Castle and Helmsley Walled Garden, and 2.4km from Duncombe Park.
The 45 square metre property features two bedrooms (king-size with walk-in wardrobe and a single), a wet room, open-plan living space with a wood-burning stove, a fully equipped kitchen with fridge and dishwasher, and accommodates up to three guests, offering a welcome hamper upon arrival.
Cottage ∙ 3 Bedrooms ∙ 4 Guests - Helmsley
9.8 6 reviews

Cottage ∙ 3 Bedrooms ∙ 4 Guests

cottage, Helmsley
This Helmsley cottage is situated 0.3km from Helmsley's market square and 1.6km from Duncombe Park, offering easy access to the Cleveland Way and Ebor Way walking and cycling routes.
The 45 square metre property sleeps up to five (including one child over 5), features three bedrooms, one bathroom, a fully equipped kitchen (excluding a washing machine), and a south-facing courtyard garden; pets are welcome.
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.
St Gregorys Cottage, Pet Friendly, With A Garden In Helmsley - Helmsley
No reviews

St Gregorys Cottage, Pet Friendly, With A Garden In Helmsley

cottage, York
This cottage, St Gregory's Cottage, is located in Oswaldkirk, within the North York Moors National Park, 3.4 kilometers from the nearest pub and 900 meters from a river, offering proximity to historic Helmsley.
This 90 square meter holiday let features one super-king-size bedroom with a woodburning stove, a well-equipped kitchen/diner with a dishwasher, WiFi, off-road parking for one car, and a garden, ideal for exploring the North York Moors.

Frequently asked questions about cottages in Helmsley

  • Can you easily explore Helmsley on foot or by bike?

    Helmsley is a very walkable town. You can easily get around on foot, and there are also plenty of bike paths for those who want to explore the surrounding countryside.
  • What activities are available in and around Helmsley?

    There are plenty of things to do in and around Helmsley. You can go walking or cycling, visit the local museums and art galleries, or go birdwatching at the nearby Rievaulx Abbey. There are also plenty of pubs and restaurants to enjoy.
  • What famous towns or cities are near to Helmsley?

    York is about 30 miles away and is a popular destination for a day trip. You can also visit the historic city of Durham, which is about 50 miles away. Closer to Helmsley, the market town of Pickering is only about 10 miles away.

Popular destinations

Best Helmsley cottages with a jacuzzi

Among the 56 accommodations in Helmsley, here are the 1 best cottages with a jacuzzi

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.

Best Helmsley cottages with a fireplace

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Helmsley
No reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Helmsley
Lily Pad Cottage, a two-bedroom holiday home in Helmsley, North Yorkshire, is situated a minute's walk from the town centre, Helmsley Castle, and the Helmsley Walled Garden.
This self-catering property sleeps four, offering a modern kitchen-diner with dishwasher and washer-dryer, a cosy living room with wood-burning stove, two bedrooms with Smart TVs, a family bathroom, private parking, and a patio; travel cot and highchair are available.
Riverside Farm Cottage - Helmsley
9.9 22 reviews

Riverside Farm Cottage

apartment
This charming waterfront cottage is located near Kirby Mills, just 9 miles from Ryedale Folk Museum, North York Moors National Park, and North Yorkshire Moors Railway. Guests consistently rate the cottage excellent for its location, cleanliness, and overall experience.
This 4-bedroom property comfortably accommodates up to 8 guests, offering ample space for families or groups of friends. The cottage features a well-equipped kitchen, a private garden with a barbecue, and a patio for enjoying the stunning views and direct access to the water.
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.
Ford End Cottage, Ampleforth - Helmsley
No reviews

Ford End Cottage, Ampleforth

cottage, York
This converted carriage shed, offering accommodation for six guests, is situated in Ampleforth, North Yorkshire, within the North York Moors National Park, just 4 kilometers from the market town of Helmsley.
The property features three bedrooms, including a king-size with an en-suite, a sitting room with a woodburning stove, and an enclosed patio, with pets welcome and the North York Moors National Park ideal for walking and cycling nearby.
©2026 cozycozy.com