Helmsley Holiday Cottages
Book direct with owners and pay no booking fees!
Holiday Cottages in Helmsley
Find your perfect self-catering holiday cottage in and around Helmsley. Book direct with owners and pay no booking fees. Book with confidence. All our holiday rentals are verified. Independent payment protection is available for guests booking directly with owners.
Holiday Cottages in Helmsley, Yorkshire
A characterful cosy cottage with four poster bed, garden, log burner and 2 dog paddocks. A hidden gem set in beautiful countryside on the edge of the North York Moors National Park/ Helmsley. Perfect for Whitby and York
Sleeps 4
2 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
EV Charger
Holiday Cottage
in Helmsley, North Yorkshire
27 reviews
from
£720
- £1055
a week
A delightfully charming, cosy semi-detached pet friendly holiday cottage in lovely village of Harome on the edge of the North York Moors. Off road parking, secure garden. Only a 40 minute drive to York or Scarborough.
Sleeps 4
2 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Helmsley, Yorkshire
1 review
from
£617
- £1184
a week
Modern single-level holiday home near Bridlington Old Town with spacious interiors, private garden, parking and bike storage, peaceful base close to beaches, harbour, Bempton Cliffs and East Yorkshire coast
Sleeps 10
5 Bedrooms
3 Bathrooms
Pet Friendly
Wifi/Internet
Holiday Cottage
in North Yorkshire, Yorkshire
Beautiful converted Yorkshire barn near Helmsley with open-plan living, beamed interiors, modern kitchen, courtyard, large garden and wildlife views, perfect base for North York Moors and nearby attractions
Sleeps 6
3 Bedrooms
2 Bathrooms
Wifi/Internet
Holiday Cottage
in North Yorkshire, Yorkshire
The Byre, Helmsley – Luxury Romantic Barn Conversion for Two with Log Burner, Dog-Friendly, Private Patio & Parking, Near North York Moors, Castle, Abbeys & York
Sleeps 2
1 Bedroom
1 Bathroom
Pet Friendly
Wifi/Internet
Holiday Cottage
in North Yorkshire, Yorkshire
A beautifully furnished stone cottage in central Helmsley with open fire, private garden terrace, parking, spacious interiors and dog-friendly stay in North York Moors base
Sleeps 8
4 Bedrooms
2 Bathrooms
Pet Friendly
Wifi/Internet
Holiday Cottage
in North Yorkshire, Yorkshire
Beautiful 3 bedroom cottage ground floor, excellent for walks and cycling. Near N, York's Moors. Wifi, secure shed, off road parking, woodburning stove with logs. Private use. Pet free. Guests comments great location,
Sleeps 6
3 Bedrooms
2 Bathrooms
Child Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Slingsby, Yorkshire
1 review
from
£644
- £924
a week
Moorside Cottage – Charming Village Retreat Sleeping 6 with Log Burner, Cottage Garden & Bike Store, King Bedrooms, Alfresco Dining, Perfect for Exploring North Yorkshire Countryside & Scenic Cycle Routes
Sleeps 6
3 Bedrooms
2 Bathrooms
Wifi/Internet
Holiday Cottage
in North Yorkshire, Yorkshire
1 review
from
£910
- £1310
a week
Near Helmsley in North York Moors National Park. Flexible Arrival Days With a Minimum 2 Night Stay. Adult only, Private south facing enclosed garden with Stunning View.
Sleeps 2
1 Bedroom
1 Bathroom
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Bilsdale, North Yorkshire
The Cottage Gillamoor family friendly in a quiet North York Moors village 1/2 hour from York. Sleeping 4 in 2 bedrooms and totally allergy friendly no pets allowed. Near Kirkbymoorside market town. Trusted 5 star reviews
Sleeps 4
2 Bedrooms
1 Bathroom
Child Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Kirkbymoorside, Yorkshire
7 reviews
from
£400
- £801
a week
Stylish off-grid glamping pod in Ampleforth with panoramic valley views, private outdoor seating, king-size bed and modern shower, peaceful rural setting near Helmsley, York and North York Moors trails
Sleeps 2
1 Bedroom
1 Bathroom
Wifi/Internet
Holiday Cottage
in North Yorkshire, Yorkshire
Kirkbymoorside home to "The Yorkshire Vet,"The Auction House- 200 year old quaint Yorkshire stone cottage In quiet location, 3 mins walk to town. Book with me Julie the owner direct.
Sleeps 4
2 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Kirkbymoorside, North Yorkshire
23 reviews
from
£550
- £650
a week
Elegant Georgian townhouse in central Kirkbymoorside with stylish interiors, open-plan kitchen, open fire, private courtyard and dog-friendly stay, perfect base for exploring the North York Moors and nearby York
Sleeps 10
5 Bedrooms
2 Bathrooms
Pet Friendly
Wifi/Internet
Holiday Cottage
in North Yorkshire, Yorkshire
Beautiful stone cottage in heart of North Yorkshire village opposite popular pub, with wood burner, private garden, en-suite bedrooms, modern comforts and dog friendly base near Helmsley and Moors
Sleeps 4
2 Bedrooms
2 Bathrooms
Pet Friendly
Wifi/Internet
Holiday Cottage
in North Yorkshire, Yorkshire
Located in the quiet village of Husthwaite offering accommodation for up to 6 people in 3 en suite double bedrooms. Lovely views of the Hambleton Hills. Within easy access of the North Yorkshire Moors, The Wolds, East...
Sleeps 6
3 Bedrooms
3 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Husthwaite, North Yorkshire
Best Price
15 reviews
from
£1297
a week
Burn Cottage, Kilburn – Romantic Dog-Friendly Cottage for Two with Hot Tub & Log Burner, Views of the White Horse, Private Courtyard & Parking, Near North York Moors, Helmsley & York
Sleeps 2
1 Bedroom
1 Bathroom
Pet Friendly
Wifi/Internet
Hot Tub
Holiday Cottage
in North Yorkshire, Yorkshire
Farmstay detached cottage with large gardens on a hilltop sheep farm with far reaching views near Castle Howard (5 mins)/York(25 mins) Park and ride to York,See our 5 star trusted reviews - great place to stay.
Sleeps 4
2 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in North Yorkshire, Yorkshire
12 reviews
from
£718
a week
Lake View Lodge at Landal Woodland Lakes – Hot Tub Retreat Near York, North York Moors & Yorkshire Dales, Onsite Activities, Fishing Lakes, Café, Family-Friendly Escape
Sleeps 4
2 Bedrooms
3 Bathrooms
Wifi/Internet
Hot Tub
Holiday Cottage
in North Yorkshire, Yorkshire
1 review
from
£840
- £1200
a week
Luxury cottage in central Pickering with stylish interiors, log burner, sunny courtyard and bike store, steps from North York Moors Railway and close to coast, walking trails and top local attractions
Sleeps 6
3 Bedrooms
1 Bathroom
Pet Friendly
Wifi/Internet
Holiday Cottage
in England, United Kingdom
Cowslip cottage, Levisham - A picturesque timeless Yorkshire village, with stunning walks from the door onto the North York. Moors & beyond, stream train passing through Levisham station, Whitby/coast adventures nearby
Sleeps 3
2 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Pickering, Yorkshire
8 reviews
from
£630
- £840
a week
Sycamore Lodge – Luxury 3 Bedroom Self-Catering Holiday Lodge in Yorkshire | Sleeps 6 | Private Hot Tub, Dog Friendly, Countryside Views, Family Friendly, 5 Visit England Short Breaks & Getaways
Sleeps 6
3 Bedrooms
2 Bathrooms
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Holiday Cottage
in Pickering, North Yorkshire
10 reviews
from
£1470
- £2254
a week
Luxury 2 Bedroom Contemporary Lodge in Yorkshire | Sleeps 4 | Private Hot Tub, Dog Friendly, Family Staycations, North York Moors Retreat, 5* Visit England Self-Catering Breaks
Sleeps 4
2 Bedrooms
2 Bathrooms
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Holiday Cottage
in Pickering, North Yorkshire
5 reviews
from
£1130
- £2021
a week
Luxury 2 Bedroom Woodland Lodge in Yorkshire | Sleeps 4 | Private Covered Hot Tub, Family Friendly, Smart TVs & PS4, Countryside Retreat, 5 Visit England Short Breaks
Sleeps 4
2 Bedrooms
1 Bathroom
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Garden
Holiday Cottage
in Pickering, North Yorkshire
9 reviews
from
£1074
- £1921
a week
Honey Pot Barn, Cropton – Luxury Romantic Barn Conversion for Two with Log Burner & Terrace, King Ensuite, Wildlife Views, On the Edge of the North York Moors Near Pickering, Coast & Countryside
Sleeps 2
1 Bedroom
1 Bathroom
Wifi/Internet
Holiday Cottage
in North Yorkshire, Yorkshire
Thresher Cottage is a family friendly, pet friendly cottage on the outskirts of Pickering. Perfect for family holidays, 2 bedrooms, 2 bathrooms. Set in 10 acres of grounds with play area, swimming pool, Wifi, parking
Sleeps 4
2 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Pool
EV Charger
Holiday Cottage
in Pickering, North Yorkshire
Best Price
9 reviews
from
£600
- £1400
a week
The Coach House at Noelle's Cottages. Visit England awarded 5 star rating, comfortable, quintessentially English country cottage experience in secluded surroundings, 1 of 3 cottages, EV charger, private parking 3 cars
Sleeps 4
2 Bedrooms
2 Bathrooms
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
EV Charger
Holiday Cottage
in Pickering, North Yorkshire
32 reviews
from
£775
- £1380
a week
Lovely self catering sunny holiday cottage, rural North Yorkshire, very peaceful setting for a relaxing break. close to market town of Easingwold. Enclosed court yard. Dog friendly. Beautiful views all around
Sleeps 2
1 Bedroom
1 Bathroom
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in North Yorkshire
20 reviews
from
£680
- £731
a week
Grade II Listed Self Catering Cottage With Beautiful Enclosed Garden and Private Parking. Cosy, comfortable and well equipped - a "home from home" in Pickering, a short drive to North Yorks Moors, Scarborough, Whitby.
Sleeps 4
2 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Garden
Holiday Cottage
in Pickering, North Yorkshire
Best Price
26 reviews
from
£410
- £610
a week
Quiet Mews Cottage with Private Suntrap Garden, Walk to Thirsk Market Square, Racecourse , Moors & Coast. 2 Minutes walk from James Herriot museum. 200 yards from beautiful riverside walk. Private seating areas outside.
Sleeps 3
2 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Garden
EV Charger
Holiday Cottage
in Thirsk, North Yorkshire
9 reviews
from
£609
- £875
a week
Dog-friendly self catering holiday cottage with hot tub in scenic Helperby, near Moors, coast, walks, pubs & historic Thirsk. Book with me Tom the owner direct. Enclosed garden. Trusted 5 star reviews.
Sleeps 6
3 Bedrooms
1 Bathroom
Child Friendly
Pet Friendly
Wifi/Internet
Parking
Hot Tub
Holiday Cottage
in Helperby, york, Yorkshire
4 reviews
from
£840
- £896
a week
Luxury 6 Bedroom Manor House in Yorkshire | Sleeps 12 | Private Swim Spa, Games Room, Dog Friendly, Countryside Views, Large Group & Family Holidays, 5 Gold Visit England
Sleeps 12
6 Bedrooms
7 Bathrooms
Pet Friendly
Wifi/Internet
Parking
Garden
Pool
Holiday Cottage
in Pickering, North Yorkshire
9 reviews
from
£3701
- £7542
a week
Highly recommended character self catering holiday cottage, best location. Steam trains, walks, wildlife, near Whitby. SORRY NO DOGS. Wifi, 5 star trusted reviews, guest comments - "Best Location, Good to be back, "
Sleeps 4
2 Bedrooms
1 Bathroom
Child Friendly
Parking
Garden
Holiday Cottage
in Grosmont, North Yorkshire
11 reviews
from
£392
- £644
a week
Luxury couple's country retreat in spectacular location in the North York Moors one bed self catering holiday cottage, direct from owner, 70 trusted 5 star reviews - Excellent find - just beautiful,
Sleeps 2
1 Bedroom
1 Bathroom
Child Friendly
Wifi/Internet
Parking
Garden
EV Charger
Holiday Cottage
in Glaisdale, Yorkshire
70 reviews
from
£565
- £700
a week
Cosy North Yorkshire cottage in peaceful village near Malton and York with log burner, stylish interiors, private garden, bike storage and countryside views, ideal base for coast, forest and historic attractions
Sleeps 4
2 Bedrooms
1 Bathroom
Pet Friendly
Wifi/Internet
Holiday Cottage
in North Yorkshire, Yorkshire
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