Hot Helmsley Cottage Rates

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Featured Cottages in Helmsley

Lockton Cottage

Lockton Cottage

3 out of 5
Pickering England
Stay at this golf cottage in Pickering. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Beck Isle Museum and North Yorkshire Moors Railway are ...
Opens in a new windowLockton Cottage
5 Church View

5 Church View

3.5 out of 5
5 Church View Lockton Pickering England
The price is NZ$774 per night from 29 Dec to 30 Dec
NZ$774
29 Dec - 30 Dec
includes taxes & fees
Stay at this cottage in Pickering. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Dalby Forest Visitor Centre and North Riding Forest Park ...
Opens in a new window5 Church View
Beacon Cottage

Beacon Cottage

2 out of 5
High Street York England
Stay at this cottage in York. Enjoy free parking and a garden. Popular attractions Ampleforth Abbey and Ampleforth College Golf Club are located nearby.
Opens in a new windowBeacon Cottage
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1 bedroom accommodation in Strensall, near York

1 bedroom accommodation in Strensall, near York

Strensall, near York
Stay at this cottage in York. Enjoy a garden, in-room fireplaces and a hot tub. Popular attractions York Minster and Piglet's Adventure Farm Park are located ...
Opens in a new window1 bedroom accommodation in Strensall, near York
Craven Garth Cottages

Craven Garth Cottages

3 out of 5
Craven Garth Farm Pickering England
The price is NZ$532 per night from 10 Jan to 11 Jan
NZ$532
10 Jan - 11 Jan 2026
includes taxes & fees
Stay at this cottage in Pickering. Enjoy free Wi-Fi, a garden and a picnic area. Popular attractions Rosedale Abbey and Gillies Jones Glass are located ...
Opens in a new windowCraven Garth Cottages
Stone-built Cottage In A Tranquil Setting With Views Over Rosedale

Stone-built Cottage In A Tranquil Setting With Views Over Rosedale

Rosedale East North Yorkshire
Stay at this family-friendly cottage in Pickering. Enjoy a garden, laundry facilities and patios. Popular attractions Rosedale Abbey and Gillies Jones Glass ...
Opens in a new windowStone-built Cottage In A Tranquil Setting With Views Over Rosedale
Willow Cottage 4 bedroom
Cosy stopover, dogs welcome

Willow Cottage 4 bedroom Cosy stopover, dogs welcome

Thornton-le-Beans England
The price is NZ$514 per night from 28 Dec to 29 Dec
NZ$514
28 Dec - 29 Dec
includes taxes & fees
Stay at this cottage in Northallerton. Enjoy free Wi-Fi and a garden. Popular attractions Ashlands Park and Northallerton Library are located nearby.
Opens in a new windowWillow Cottage 4 bedroom Cosy stopover, dogs welcome
Weavers Cottage

Weavers Cottage

3.5 out of 5
Middlesbrough England
The price is NZ$2,152 per night from 5 Jan to 6 Jan
NZ$2,152
5 Jan - 6 Jan 2026
includes taxes & fees
Stay at this golf cottage in Middlesbrough. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Stokesley Golf Range and Cod Beck Reservoir are ...
Opens in a new windowWeavers Cottage
Boutique luxury countryside cottage with hot tub, log burner, 4 poster & firepit

Boutique luxury countryside cottage with hot tub, log burner, 4 poster & firepit

Welburn England
Stay at this cottage in York. Enjoy free Wi-Fi, private hot tubs and a garden. Popular attractions Yorkshire Arboretum and Castle Howard are located nearby.
Opens in a new windowBoutique luxury countryside cottage with hot tub, log burner, 4 poster & firepit
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Helmsley Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Helmsley will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Helmsley definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Helmsley, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Helmsley Cottages essential information

Accommodation
910 Cottages
Lowest Price
NZ$160
Highest Price
NZ$2,152
Popular accommodation
Lockton Cottage, 5 Church View, Beacon Cottage, 1 bedroom accommodation in Strensall, near York, Craven Garth Cottages, Stone-built Cottage In A Tranquil Setting With Views Over Rosedale, Willow Cottage 4 bedroom Cosy stopover, dogs welcome, Weavers Cottage, Boutique luxury countryside cottage with hot tub, log burner, 4 poster & firepit

Top trending hotels in Helmsley

The Black Swan - The Inn Collection Group

The Black Swan - The Inn Collection Group

4 out of 5
Market Place York England
Fully refundableReserve now, pay when you stay
The price is NZ$206 per night from 4 Jan to 5 Jan
NZ$206
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in York. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular ...
Opens in a new windowThe Black Swan - The Inn Collection Group
The Feathers Hotel, Helmsley, North Yorkshire

The Feathers Hotel, Helmsley, North Yorkshire

4 out of 5
Market Place York England
Fully refundableReserve now, pay when you stay
The price is NZ$194 per night from 18 Jan to 19 Jan
NZ$194
18 Jan - 19 Jan 2026
includes taxes & fees
Stay at this inn in York. Enjoy free Wi-Fi, 2 restaurants and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in their reviews. Popular ...
Opens in a new windowThe Feathers Hotel, Helmsley, North Yorkshire
The Royal Oak Hotel

The Royal Oak Hotel

3 out of 5
15 Market Place York England
The price is NZ$185 per night from 4 Jan to 5 Jan
NZ$185
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this inn in York. Enjoy free Wi-Fi, breakfast (surcharge) and daily housekeeping. Popular attractions Helmsley Arts Centre and Duncombe Park are located ...
Opens in a new windowThe Royal Oak Hotel
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Moxy York

Moxy York

3.5 out of 5
Black Horse Lane York England
Fully refundableReserve now, pay when you stay
The price is NZ$160 per night from 18 Jan to 19 Jan
NZ$160
18 Jan - 19 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in York. Enjoy free Wi-Fi, breakfast (surcharge) and a fitness centre. Our guests praise the helpful staff and the clean ...
Opens in a new windowMoxy York
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.