Picturesque character stone cottages set in open countryside on the outskirts of the ancient market town of Pickering. The ideal base to visit the York Moors, York and the heritage coast of Scarborough, Whitby and Filey.
Helmsley rentals, holiday lettings direct from the owners
You will find many studios, flats, houses and villas for your holiday in Helmsley. Contact the owners directly on the IHA site and enjoy the best rental prices, promotions and last minute deals that meet your budget. Visit the picture gallery on private lettings for a break with family or friends. All holiday listings on IHA are verified, plan your journey to Helmsley with absolute confidence!
$A104* Night
Breakfast included
Contact
book direct with the owners
from $A104/Night*
See the rates
Up to-14%
Depending on the season
5 requests already received
Advert 15029
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Carr House Farm Charming Stone-Built House in a farm setting. panoramic, not overlooked, country side, garden/park view
3 guest rooms
Guest House - Bed & Breakfast Rental in Ampleforth in a stone-built house #15029 >ParkingHelicopter landing padInterior facilities
- Sitting room
- Dining room
- Reading room
- Patio
- Fireplace
- T.V.
Advantages
- Countryside holidays
- Ideal for couples and retired people
- Setting : Peaceful, Picturesque
- 9 hole golf course at 10km
- Fishing
View the advert
$A770* week
Contact
book direct with the owners
Weekend$A424*
from $A111/Night*
See the rates
Up to-29%
Depending on the season
1 request already received
Advert 32744
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Village House in a hamlet. panoramic, country side, farmland, meadow view
Gîte - Self Catering Rental in Rosedale Abbey #32744 >ParkingInterior facilities
- 1 Shower room
- 1 WC
- Living room < 9m²
- Kitchenette
- 1 King-size bed(s)
- 1 Sofa bed(s) 1 pers
Advantages
- Countryside holidays
- Ideal for couples and retired people
- Children welcome
- Setting : Picturesque, Historical
- River at <50m
- Golf, Festival, Spa, Horse riding, Culture, Fishing
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$A684* 2 weeks
Contact
book direct with the owners
week$A363*
from $A47/Night*
See the rates
Up to-54%
Depending on the season
18 requests already received
Advert 65528
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Havendale Luxury Bungalow 70m² in a private property. panoramic, country side, garden/park, courtyard view
Bungalow Rental in Swinton #65528 >ParkingBaby chairBaby changerInterior facilities
- Sleeping area
- 1 Shower room
- Living room 16m²
- Separate kitchen
- Dining area
- Fitness room
Advantages
- Countryside holidays
- Ideal for all age groups and retired people
- Children welcome
- Setting : Country setting, Picturesque
- Mountain range at 25km
- Golf, Fishing
- Pets accepted
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$A687* week
Contact
book direct with the owners
from $A99/Night*
See the rates
Up to-62%
Depending on the season
18 requests already received
Advert 15233
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Keld Head Farm Cottages Former Farm in a farm setting. country side, garden/park, courtyard, meadow view
Our traditional stone cottages are set around a peaceful courtyard and fountain with large adjoining gardens that contains a Garden house and barbecue and play area. They retain much of their original rustic character with open beamed ceilings, traditional stone fireplaces and pan tile roofs so typical of the area. These spacious cottages have superbly equipped kitchens and are furnished to an extremely... House Rental in Pickering #15233 >
Interior facilities
- 1 Bathroom
- 1 Shower room
- 2 WC
- Sitting room 25m²
- Kitchen Area
- Dining area
Advantages
- Countryside holidays
- Ideal for all age groups and family groups
- Children welcome
- Setting : Country setting, Picturesque
- Forest at 4km
- Green Hospitality : Silver Award, VisitBritain : 4 stars
- Golf, Horse riding, Fishing
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$A164* Night
Breakfast included
Contact
book direct with the owners
from $A164/Night*
See the rates
Up to-10%
Depending on the season
Advert 36935
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Eighteen97 Stone-Built House in a charming property. not overlooked, country side, village view
3 guest rooms
Guest House - Bed & Breakfast Rental in Goathland in a stone-built house #36935 >ParkingInterior facilities
- Sitting room
- Dining room
- Fireplace
- T.V.
- DVD player
- Board games
Advantages
- Countryside holidays
- Ideal for couples and honeymoon
- Setting : Rural, Peaceful
- VisitBritain : 5 stars
View the advert
$A744* week
Breakfast included
Contact
book direct with the owners
Night$A121*
Weekend$A242*
from $A107/Night*
See the rates
Up to-69%
Depending on the season
Advert 70677
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Halmer Grange Luxury B&B Luxury Typical House in a private road. not overlooked, village, fantastic sunset view
4 guest rooms
Guest House - Bed & Breakfast Rental in Goathland in a typical house #70677 >ParkingInterior facilities
- Dining room
- T.V.
- DVD player
- Board games
- Film collection
- Cable/satelite
Advantages
- Countryside holidays
- Ideal for couples and group
- Setting : Country setting, Peaceful
- Waterfall at 200m
- Culture
View the advert
$A467* week
Contact
book direct with the owners
Weekend$A363*
from $A67/Night*
See the rates
Up to-54%
Depending on the season
9 requests already received
Advert 1838
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Honeysuckle Cottage Cottage in a farm setting. panoramic, unobscured, not overlooked, country side view
House Rental in Lealholm #1838 >ParkingBaby chairInterior facilities
- 1 Bathroom
- 1 Shower room
- 2 WC
- Living room
- Sitting room
- Separate kitchen
Advantages
- Countryside holidays
- Ideal for all age groups
- Children welcome
- Setting : Picturesque, Suitable for a relaxing break
- River at 3km
- Horse riding, Fishing
View the advert
Contact
book direct with the owners
2 requests already received
Advert 14157
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Would you like to go back to nature, just sit back and relax and enjoy camp katur, you can do as little or as much a wish on your stay with us, take a look whats on offer while your here to stay.
Tipi in a camping. country side, garden/park, meadow, nightlights view
We have 17 beautiful unique accommodations, Glamping at its best log burners, leather sofas a real home from home set with in the woodland, come and see and have yourself a relaxing experience. Unusual ! Gîte - Self Catering Rental in Kirklington, Tipi Rental #14157 >
Interior facilities
- 1 Shower room
- 1 WC
Advantages
- Countryside holidays
- Ideal for family groups and couples
- Children welcome
- Setting : Country setting, Suitable for a relaxing break
- 9 hole golf course at 10km
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$A121* Night
Breakfast included
Contact
book direct with the owners
from $A121/Night*
See the rates
1 request already received
Advert 71794
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York Rose B&B Charming Bungalow in a private property. country side view
3 guest rooms
Guest House - Bed & Breakfast Rental in Kexby in a bungalow #71794 >ParkingInterior facilities
- Sitting room
- Dining room
- Reception hall
- T.V.
- Wifi
- Hair dryer
Advantages
- Countryside holidays
- Setting : Rural
View the advert
$A559* week
Contact
book direct with the owners
Weekend$A419*
from $A81/Night*
See the rates
Up to-44%
Depending on the season
7 requests already received
Advert 17384
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Flat-Apartments in a country house. panoramic, unobscured, country side, garden/park view
Flat-Apartments Rental in West Tanfield #17384 >TennisParkingInterior facilities
- 1 Bathroom
- Living room 30m²
- American style kitchen
- Dining area
- Bar area
- Patio
Advantages
- Countryside holidays
- Ideal for all age groups
- Children welcome
- Setting : Picturesque, Peaceful
- River at <50m
- VisitBritain : 4 stars
- Fishing
- Pets accepted
View the advert
2 bedrooms House for rent near Helmsley from 2 to 6 people
Saltburn-by-the-Sea rentals, at 38km from Helmsley - Teesside - North East
Contact
book direct with the owners
14 requests already received
Advert 44778
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Treetops Charming House 150m² in a luxury property. unobscured, not overlooked, sea/ocean, garden/park view
House Rental in Saltburn-by-the-Sea #44778 >Interior facilities
- Living room 35m²
- Dining area
- Tv room
- Reception hall
- Patio
- Veranda
Advantages
- Countryside holidays
- Ideal for all age groups and large families
- Children welcome
- Setting : Picturesque, Seaside
- Pets accepted
View the advert
$A649* week
Contact
book direct with the owners
Weekend$A346*
from $A93/Night*
See the rates
Up to-32%
Depending on the season
14 requests already received
Advert 10989
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Charming Fisherman House. river view
House Rental in Staithes #10989 >Baby chairInterior facilities
- Bathroom
- Shower room
- Living room
- Sitting room
- Separate kitchen
- Dining room
Advantages
- Seaside holidays
- Ideal for all age groups and family
- Children welcome
- Setting : Picturesque, Suitable for a relaxing break
View the advert
$A528* week
Contact
book direct with the owners
Night$A121*
from $A76/Night*
See the rates
Up to-37%
Depending on the season
10 requests already received
Advert 53330
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Charming Cottage in a charming property. panoramic, unobscured, not overlooked, country side view
Gîte - Self Catering Rental in Masham #53330 >ParkingBaby chairBaby bathInterior facilities
- Sleeping area
- Shower room
- Living room
- Separate kitchen
- Dining area
- 1 Double bed(s)
Advantages
- Countryside holidays
- Ideal for couples and family
- Setting : Agricultural
- River at 2,5km
- Golf, Horse riding, Fishing
- Pets accepted
View the advert
$A453* week
Contact
book direct with the owners
Weekend$A268*
from $A66/Night*
See the rates
Up to-61%
Depending on the season
18 requests already received
Advert 68022
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Self catering holiday cottage in Whitby. Our 17th Century Awd Tuts Cottage is by Whitby Harbour.
Cottage in a charming property. harbour view
Historical, cosy accommodation in the centre of Whitby. Sleeps up to 5. Good for couples, families or groups, 4 floors - therefore not suitable for anyone with mobility difficulties, 2 bedrooms - 1 double + ensuite shower room - 1 with single + double bed - all pre-made for your arrival. Bathroom with Jacuzzi bath, Fitted kitchen/dining area, Fridge, hob, oven, microwave, toaster. Ground floor utility... House Rental in Whitby #68022 >
Interior facilities
- 1 Bathroom
- 1 Shower room
- 2 WC
- Living room
- Separate kitchen
- Dining area
Advantages
- Seaside holidays
- Ideal for all age groups and family groups
- Children welcome
- Setting : Romantic
- Sandy beach at <50m
- VisitBritain : 4 stars
- Golf, Horse riding, Fishing
View the advert
$A1038* week
Contact
book direct with the owners
Weekend$A344*
from $A149/Night*
See the rates
Up to-45%
Depending on the season
4 requests already received
Advert 29792
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The Stonehouse Apartments Luxury Triplex in a luxury property. sea/ocean, town, street/avenue view
Flat-Apartments Rental in Whitby #29792 >Interior facilities
- 1 Bathroom
- 1 Shower room
- 2 WC
- Living room
- Large separate kitchen
- Cosy nook
Advantages
- Seaside holidays
- Ideal for all age groups and large families
- Setting : Historical, Suitable for a relaxing break
- Sandy beach at 200m
- Golf, Festival, Spa, Horse riding, Culture, Fishing
View the advert