Long term rentals Helmsley | Holiday Lettings

Close

View larger map

Price per night

to

Bedrooms

Bathrooms

Location

  • United Kingdom
  • England
  • Yorkshire
  • North Yorkshire
  • Helmsley
  • All locations
  • Nawton (5)

More

Less

Also consider

Cottages Cornwall
2983 properties
Apartments Greater London
941 properties
Cottages Cumbria / Lake District
940 properties
Houses Devon
2810 properties
Cottages Central England / Cotswolds
940 properties
Houses Dorset
819 properties
Houses Isle of Wight
507 properties
Cottages Peak District / Derbyshire
460 properties
Houses Somerset
610 properties
Houses Kent
557 properties
Houses Sussex
770 properties
Houses Norfolk
1023 properties
Cottages Isle of Man
11 properties
Northumberland
640 properties
Houses Yorkshire / Yorkshire Dales
1496 properties
Coastal Cottages
222 properties
Nawton
5 properties
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

27 Holiday homes

(1) Excellent 

8

BRIDGE COTTAGE - Helmsley house sleeps 2

North Yorkshire / Helmsley

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well-equipped holiday cottages (refs W43183, W43184 and W43185) stand in a landscaped courtyard, close to the owner&  …see more

from £43 / night

£295 - £695 / week

Enquire View

from £43 / night

(4) Excellent 

22

The Stables - Helmsley barn sleeps 6

North Yorkshire / Helmsley

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
The Stables is nestled in the beautiful North Yorkshire countryside between the edge of the North Yorkshire Moors and the Howardian Hills, just 4 miles outside the pretty market town of Helmsley and under an hour away from the diverse North Yorkshire coastline or the hi  …see more

from £70 / night

£300 - £760 / week

Book View

from £70 / night

8

FOXGLOVE - Helmsley house sleeps 2

North Yorkshire / Helmsley

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well-equipped holiday cottages (refs W43183, W43184 and W43185) stand in a landscaped courtyard, close to the owner&  …see more

from £42 / night

£293 - £695 / week

Enquire View

from £42 / night

(4) Excellent 

19

Detached Cottage with Stunning Views. Short Breaks - Helmsley cottage sleeps 2

North Yorkshire / Helmsley

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Private garden
Flexible start days during Low Season with minimum 2 night stay. Please contact for availability and prices for short breaks. One bedroom barn conversion set within the North York Moors National Park in the valley of Bilsdale. This south facing 200 year old character p  …see more

from £72 / night

£385 - £560 / week

Book View

from £72 / night

(1) Excellent 

10

Self Catering 3 Bedroom - Helmsley cottage sleeps 5

North Yorkshire / Helmsley

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
Ivy cottage is situated overlooking a pleasant green a two minute walk from Helmsley town centre. The accommodation is suitable for all ages. The cottage has three bedrooms, a double, twin and a single. The bathroom has recently been refurbished. There is a conservatory  …see more

from £78 / night

£390 - £645 / week

Book View

from £78 / night

(2) Excellent 

15

Safari Tent - Nawton yurt sleeps 4

Helmsley / Nawton

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
Canadian Fields is located within the North York Moors National Park, just off the A170 which runs between Helmsley and Scarborough, 3 miles from Helmsley & 3 miles from Kirkbymoorside. We are a family friendly site, ideally located for exploring the nearby market  …see more

from £120 / night

£560 / week

Book View

from £120 / night

19

THE FORGE - Helmsley house sleeps 6

North Yorkshire / Helmsley

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well equipped holiday cottages stand in a landscaped courtyard, close to the owners' farmhouse. Guests can enjo  …see more

from £49 / night

£338 - £906 / week

Enquire View

from £49 / night

(1) Excellent 

7

Ford End Bed and Breakfast - Helmsley b&b sleeps 2

North Yorkshire / Helmsley

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask owner if suitable for children
  • Ask about pets
Ford End Bed and Breakfast is in the traditional North Yorkshire village of Ampleforth, on the edge of the North York Moors National Park. We are perfectly located for beautiful walks as well as for delicious meals in one of our two excellent village pubs.Ford End House  …see more

from £85 / night

£490 - £550 / week

Book View

from £85 / night

(5) Excellent 

10

High Farm, Beadlam Rigg - Helmsley caravan/mobile home sleeps 8

North Yorkshire / Helmsley

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Nearest beach 50 km
  • Child friendly
  • Private garden
High Farm, Beadlam Rigg is located within the North York Moors National Park, just off the A170 which runs between Helmsley and Scarborough, 4 miles from Helmsley & 6 miles from Kirkbymoorside. We are a family friendly site, ideally located for exploring the nearby mark  …see more

from £50 / night

£350 - £490 / week

Book View

from £50 / night

12

BONDG Cottage in Helmsley - Helmsley cottage sleeps 6

North Yorkshire / Helmsley

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Private garden
LOVELY STONE COTTAGE WITH LARGE GARDEN This traditional stone terraced cottage has been refurbished to a high standard throughout, situated in the picturesque market town of Helmsley with a large enclosed garden. Superbly presented, the cottage has 21st century luxur  …see more

from £72 / night

£500 - £1105 / week

Enquire View

from £72 / night

35

Coronation Cottage - Helmsley house sleeps 4

North Yorkshire / Helmsley

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Suitable for children age 5+
  • Private garden
Coronation Cottage is a stone-built cottage tucked away in a central position in the market town of Helmsley, North Yorkshire. With two bedrooms, including one king-size double and one twin, this cottage can sleep four people. The cottage also has a wet room, a kitchen  …see more

from £40 / night

£280 - £580 / week

Enquire View

from £40 / night

(5) Very Good 

6

Little Manor Farm - Nawton cottage sleeps 2

Helmsley / Nawton

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Private garden
Situated just outside the pretty village of Nawton and a mere four miles from Kirkbymoorside and Helmsley is this delightful cottage - a cosy stone-built detached property. This building has been lovingly restored from its former role as a stone barn and now provides up  …see more

from £37 / night

£253 - £423 / week

Enquire View

from £37 / night

(1) Excellent 

12

Threp'nybit Cottage - Helmsley farmhouse sleeps 5

North Yorkshire / Helmsley

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Threp’nybit Cottage is situated in a wonderfully remote position within the North York Moors National Park and on a working farm. This secluded hideaway provides some stunning panoramic views over the Moors while allowing you to cosy up in front of the wood burning st  …see more

from £99 / night

£567 - £802 / week

Enquire View

from £99 / night

15

42434 Cottage in Kirkbymoorsid - Helmsley house sleeps 2

North Yorkshire / Helmsley

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Suitable for children age 5+
ROMANTIC RIVERSIDE COTTAGE ON THE EDGE OF THE NORTH YORKSHIRE MOORS This charming property on the edge of Kirkbymoorside is situated in the old stable block, in the courtyard of a former working mill with paddocks and garden dating back from the mid 1750’s on t  …see more

from £59 / night

£410 - £485 / week

Enquire View

from £59 / night

13

Peg's Cottage - Nawton cottage sleeps 2

Helmsley / Nawton

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Suitable for children age 5+
  • Pet friendly
  • Private garden
Peg's Cottage, a delightful, detached, stone cottage, is set solely over the ground floor in a little hamlet just two miles from the market town of Helmsley in North Yorkshire. Perfect for a romantic break away, the cottage can sleep two people in one double bedroo  …see more

from £37 / night

£259 - £434 / week

Enquire View

from £37 / night

(3) Excellent 

16

Wethercote Cottage - Helmsley cottage sleeps 4

North Yorkshire / Helmsley

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 0 km
  • Suitable for children age 5+
  • Pet friendly
This traditional, stone-built, cottage is a semi-detached property that adjoins the owner's house on a working livestock farm near Old Byland. Just seven miles from the market town of Helmsley, this cottage is set in a peaceful location within the National Park, an  …see more

from £35 / night

£242 - £545 / week

Enquire View

from £35 / night

17

THE COACH HOUSE - Helmsley house sleeps 4

North Yorkshire / Helmsley

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well equipped holiday cottages stand in a landscaped courtyard, close to the owners' farmhouse. Guests can enjo  …see more

from £48 / night

£334 - £817 / week

Enquire View

from £48 / night

6

HONEYSUCKLE COTTAGE - Helmsley house sleeps 3

North Yorkshire / Helmsley

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
Fully refurbished and with outstanding views over the Howardian Hills, in an AONB, this holiday cottage offers very comfortable accommodation for a couple at any time of the year. Situated on the edge of the National Park, there is excellent walking right from the doors  …see more

from £43 / night

£299 - £664 / week

Enquire View

from £43 / night

16

THE SMITHY - Helmsley house sleeps 4

North Yorkshire / Helmsley

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well equipped holiday cottages stand in a landscaped courtyard, close to the owners' farmhouse. Guests can enjo  …see more

from £45 / night

£312 - £765 / week

Enquire View

from £45 / night

9

MANOR COTTAGE - Helmsley house sleeps 8

North Yorkshire / Helmsley

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
Set within a large private garden with country views, this detached stone house lies at the edge of the village, within the North York Moors National Park. An excellent area for walking, cycling or riding, with a wide network of footpaths. Market town of Helmsley, 4 mil  …see more

from £47 / night

£328 - £979 / week

Enquire View

from £47 / night

6

Archway House - Nawton cottage sleeps 5

Helmsley / Nawton

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Suitable for children age 5+
  • Pet friendly
  • Private garden
Archway House is a charming, end-terrace cottage next to the owner's other holiday home, in the North Yorkshire village of Nawton. With three bedrooms including a fantastic four poster king-size double, a twin and a single, the property can sleep five people. There  …see more

from £43 / night

£296 - £579 / week

Enquire View

from £43 / night

18

THE GRANARY - Helmsley house sleeps 6

North Yorkshire / Helmsley

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well equipped holiday cottages stand in a landscaped courtyard, close to the owners' farmhouse. Guests can enjo  …see more

from £59 / night

£409 - £1064 / week

Enquire View

from £59 / night

18

Mews Cottage - Helmsley cottage sleeps 4

North Yorkshire / Helmsley

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Suitable for children age 5+
  • Pet friendly
  • Private garden
Mews Cottage is a stone-built mews cottage situated in a quiet part of Helmsley in the North York Moors National Park and can sleep four people in one double bedroom and one twin room. The rest of the cottage contains a well-equipped kitchen and a sitting room with dini  …see more

from £41 / night

£287 - £596 / week

Enquire View

from £41 / night

8

Oakleigh House - Nawton cottage sleeps 4

Helmsley / Nawton

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Suitable for children age 5+
  • Private garden
Oakleigh House is a delightful, terraced cottage set in the village of Nawton, adjoining the owner's second holiday home. With one double and one twin bedroom, the property can sleep four people. There's also a first floor shower room and a ground floor bathro  …see more

from £43 / night

£296 - £579 / week

Enquire View

from £43 / night

(21) Excellent 

72

Castle View - Helmsley cottage sleeps 11

North Yorkshire / Helmsley

4 11 7 nights min

  • 4 bedrooms
  • Sleeps 11
  • 7 nights min
  • Suitable for children age 5+
  • Pet friendly
  • Private garden
Just a few minutes walk from the centre of the pretty market town of Helmsley is this charming property - a superb, semi-detached house in a quiet position. This lovely property has been lovingly restored and tastefully furnished to provide an extremely comfortable home  …see more

from £75 / night

£521 - £1303 / week

Enquire View

from £75 / night

9

North Yorkshire / Helmsley

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £72 / night

£500 - £1105 / week

Enquire View

from £72 / night

6

North Yorkshire / Helmsley

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £46 / night

£320 - £695 / week

Enquire View

from £46 / night

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page