Search All Cottages in Helmsley

56 available cottage rental offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
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.
Stunning 3 Bedroom Cottage Near Historic York - Helmsley
10 1 review

Stunning 3 Bedroom Cottage Near Historic York

cottage, York
This family-friendly holiday cottage is located in the York mountains, a 3-minute drive from St. Laurence's Abbey of Ampleforth and a 4-minute drive from Byland Abbey.
This 110 square meter property sleeps 8 guests across 4 bedrooms and 2 bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, plus a terrace, garden, and on-site parking.
Cottage ∙ 2 Bedrooms ∙ 3 Guests - Helmsley
9.8 6 reviews

Cottage ∙ 2 Bedrooms ∙ 3 Guests

cottage, Helmsley
This Helmsley cottage is centrally located in the market town, within easy walking distance of Helmsley Castle and the National Centre for Birds of Prey.
The 45 square metre self-catering property sleeps three, features two bedrooms, one bathroom, a well-equipped kitchen with dishwasher, a private garden, parking, and Smart TV; cots and highchairs are available.
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

3 Bed In Ampleforth (Oc-m34673) - Helmsley
No reviews

3 Bed In Ampleforth (Oc-m34673)

cottage, Ampleforth
This Ampleforth holiday home is situated 3 kilometres by car from Ampleforth Abbey and 4 kilometres by car from Byland Abbey, offering convenient access to historic sites.
This 3-bedroom, 2-bathroom cottage accommodates up to 6 guests and features a fully equipped kitchen with a microwave oven and dishwasher, complimentary Wi-Fi, a garden, barbecue facilities, and on-site parking.
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.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Helmsley
No reviews

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage, Oswaldkirk
St Gregory's Cottage, a pet-friendly self-catering property in Oswaldkirk, North Yorkshire, is situated 6.4km from Helmsley and offers easy access to Rievaulx Abbey, Byland Abbey, Ampleforth Abbey, and Nunnington Hall.
This one-bedroom cottage sleeps two guests and features a super-king-size bed, a kitchen with fridge, microwave, and dishwasher, a garden, off-road parking, and Wi-Fi.
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.

Frequently asked questions about cottages in Helmsley

Popular destinations

Best Helmsley cottages with a jacuzzi

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

1 Bedroom Accommodation In Nawton, Near Helmsley - Helmsley
10 1 review

1 Bedroom Accommodation In Nawton, Near Helmsley

cottage, Nawton, near Helmsley
Silent Springs cottage, a one-bedroom self-catering property in Nawton, near Helmsley, North Yorkshire, offers easy access to the North York Moors National Park and is within a short driving distance (approximately 6km) of Helmsley Castle.
This cosy retreat sleeps four, featuring a king-size bed and double sofa bed in an open-plan layout, a fully equipped kitchen with dishwasher, private patio with barbecue, free Wi-Fi, and a welcome pack; enjoy nearby walking trails and explore the historic market town of Helmsley.

Best Helmsley cottages with a fireplace

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.
2 Bedroom Accommodation In Helmsley - Helmsley
No reviews

2 Bedroom Accommodation In Helmsley

cottage, Helmsley
Ryegate Cottage, a two-bedroom holiday home in central Helmsley, is located 150 meters from independent shops and pubs, and within walking distance of Helmsley Castle and the Walled Garden.
This pet-friendly accommodation for four guests features a well-equipped kitchen with a Rangemaster cooker, a sitting room with an open fireplace, a spacious back garden with a patio and lawn, and serves as an ideal base for exploring the North Yorkshire Moors National Park, with Duncombe Park nearby and the historic city of York a short drive away.
Rose Cottage, Kirkbymoorside - Helmsley
10 1 review

Rose Cottage, Kirkbymoorside

cottage, York
This barn conversion is situated near Kirkbymoorside in Yorkshire, approximately 64 kilometres from the historic city of York and adjacent to the North York Moors National Park.
This one-bedroom cottage accommodates two guests, offers internet and parking, and is ideal for exploring local attractions such as Whitby, the Yorkshire Coast, and Flamingo Land Theme Park.
1 Bed In Ampleforth (Oc-b34674) - Helmsley
No reviews

1 Bed In Ampleforth (Oc-b34674)

cottage, Ampleforth
This cottage in York is located within a 3-minute drive of St. Laurence's Abbey of Ampleforth and a 4-minute drive from Byland Abbey.
This family-friendly cottage sleeps two guests, offering one bedroom and one bathroom, with amenities including Wi-Fi, a well-equipped kitchen, a washing machine, barbecue, fireplace, and parking.
©2026 cozycozy.com