Holiday houses in Helmsley

Apartment in West Yorkshire

5 out of 5 average rating, 3 reviews

Penthouse In The Heart of City

AlisonRating, 5 stars3 weeks ago

Lovely location in a tree lined street. Modern stylish and quality furnishing and appliances and well equipped overall. Hepworth Gallery, The Arthouse and Yorkshire Sculpture Park all worth a visit. We felt very comfortable in this spacious light and modern apartment. Roof lights allow amazing views and spectacular sunsets. Also you feel like you are in amongst the trees being at the top of the building. The large entrance hall in the flat is a great place for Qi Gong and Yoga. There is a comfortable work area again with great views.

Cottage in North Yorkshire

4.99 out of 5 average rating, 160 reviews

Bancroft Cottage: Luxury Holidays Yorkshire

JoanneRating, 5 stars1 month ago

What a stunning little cottage. Great space for me, hubby and our dog. The cottage has everything you could possibly need and more. It was very comfortable and cosy and the attention to detail is amazing. The welcome basket was an added bonus and very much appreciated. It was just a 5 minute walk into the centre of Bedale and it has everything you need.

4.99 out of 5 average rating, 150 reviews

Cabin in Filey

Secret Of Eden Lake View Lodge - Pets/Beach/E.V

ToniRating, 5 stars2 weeks ago

Our stay was peaceful, a great location and a wonderful place to recharge. I was impressed to get proactive contact from Tom about other properties, directions, check in introductions and local places to go. The lodge was well equipped, clean and cosy. The beach was a lovely short walk away. I highly recommend Tom’s lodge for a family friendly, dog friendly stay.

4.99 out of 5 average rating, 136 reviews

Home in Burton Leonard

Luxury 3 bedroom house - hot tub & amazing view!

NatalieRating, 5 stars1 week ago

Wow wow wow, what an amazing place to stay. Stunning house, stunning location. The attention to detail was fantastic, Philippa and Andrew were so approachable, friendly and helpful and they helped to make our stay comfortable. The house was spotless and full of everything we needed. Our children are already asking how soon we can come and visit again. The hot tub was ready for our arrival and the view were gorgeous, what a gem of a find. Very much looking forward to returning to Yoredale House, Thankyou for having us!

Cottage in Robin Hood's Bay

4.88 out of 5 average rating, 178 reviews

Cosy 2 Bed Seaside Cottage, Robin Hoods Bay Whitby

LucilaRating, 5 stars1 week ago

This place was more than perfect for us 4: we wanted to stay in Robins Hood bay for a mini break and this cottage was even more than we expected, cosier than the photos, fantastic atmosphere by the sea and walks near by. We forgot our toiletries but found what we needed in the bathroom so even better. Cottage was in excellent condition. We want to come back in winter as per children’s request!

Farm stay in North Yorkshire

4.93 out of 5 average rating, 28 reviews

Sunset Retreat, Fabulous Farm Stay

JackRating, 5 stars2 months ago

Had an absolutely lovely stay, everything was comfortable and set up with what you need and all worked perfectly. Its close to many fantastic places to visit. Very peaceful and relaxing would recommended to anyone wanting a relaxing vacation. PS. Hot tub was lovely even in the cold weather.

Apartment in North Yorkshire

4.96 out of 5 average rating, 251 reviews

17a Grape Lane, Whitby

JenniferRating, 5 stars1 week ago

A great place to stay,in an ideal and convenient location. Thought the key situation would be a bit complicated but because the instructions were so clear, that it was quite simple. The apartment was spotless, the equipment was good and easy to use. Furnishings were very good and comfortable. Beds very comfortable and heating system very easy to use. Everything had a very spacious and welcoming feel to it. We would definitely use this apartment again. We had a very enjoyable experience.

Shepherd’s hut in Goathland

4.99 out of 5 average rating, 188 reviews

Escape into Nature - Owl

JackRating, 5 stars4 days ago

Absolutely fantastic stay! Beautiful shepherds hut in a beautiful location. Lots of lovely birds in the grounds, and even got visited by a small herd of deer. Jay and Callum are brilliant hosts, very responsive and helpful, and have put lots of nice little touches on the accommodation that make all the difference. Will definitely be staying again!

4.89 out of 5 average rating, 126 reviews

Home in Cayton Bay

Brand new 2021 ABI WINDERMERE STATIC Cedar 1

AnnieRating, 5 stars2 months ago

Lovely caravan, clean, has everything you need such as towels, pots pans, tea & coffee etc. Comfortable bed & sofas. Easy lockbox check in. Easy to park & quite close to caravan. Couldn’t work the WiFi but to be fair it was a nice rest from our phones. Heating was good when on however did drop really cold on an evening but blankets etc provided. Shower was lovely & powerful. Lots of storage too for clothes etc. No paths surrounding so do have to get everything from car to caravan over grass and it was raining when we arrived which didn’t help but wasn’t a major thing just something to note that it can get quite muddy. Lovely stay, so close to the beach which we all enjoyed despite soggy weather! The complex itself is nice if you want to do swimming etc but the music does go on until around 11:30pm and can hear it in the van. Overall lovely stay, great weekend. Thank you!

5 out of 5 average rating, 9 reviews

Condo in West Cliff

Apartment West

StellaRating, 5 stars7 months ago

My adult son and I stayed for three nights in Brian’s property . The apartment is immaculate and just as described with high quality fixtures and fittings. Beds, linen and pillows particularly stand out. Plenty to see and do within walking distance, frequent bus service from Whitby to surrounding villages and towns as well as train station within walking distance- if you want a different method of transport. For those driving to Whitby the free parking is a real bonus ( residents permit provided with rental property) . If you get the chance to book this place- take it- highly recommend.

Apartment in North Yorkshire

5 out of 5 average rating, 3 reviews

Seadream 1 bedroomed with Private HOT TUB

RhysRating, 5 stars1 month ago

Stayed with my gf for my 21st birthday unreal place. Got a beautiful location close too the castle. The flat was clean, spacious with a great garden and view. Hot tub was really nice and the provided lamp was handy. All round it was just a beautiful flat and response time from host was brill. Even saw the sunset while in the hot tub which made for a very memorable moment . Definitely recommend for other couples ✅✅

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space that's all yours, with room for everyone

Hotels

Stylish accommodation and amenities

Popular amenities for Helmsley holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Helmsley's top sights

Helmsley Walled Garden21 locals recommend

Duncombe Park14 locals recommend

Feversham Arms Hotel & Verbena Spa9 locals recommend

The Helmsley Arts Centre8 locals recommend

The Feathers Hotel8 locals recommend

Mannion & Co8 locals recommend

Other great holiday rentals in Helmsley

5 out of 5 average rating, 24 reviews

Home in Bempton

Chance Escapes

SylvianRating, 5 stars1 week ago

Absolutely perfect stay. The house is such a great size and layout, especially for a family. Great sized garden for children & everyone kept happy with so many televisions...! Some really good and helpful recommendations of things to do for the children. Overall, not a single negative or complaint I can think of!

4.83 out of 5 average rating, 12 reviews

Barn in Green Hammerton

The Barn Gowlands Farm

NadiaRating, 5 stars4 days ago

Perfect spacious cottage with everything you might need for a comfortable stay. Everything as described. The host was very responsive and helpful. Very close to York or nearby towns. One tiny fault: when in the garden or opening the windows, be prepared to be exposed to some noise from passing cars and countryside smells:) But the sunset was worth it!

Campervan/RV in Blackhall Colliery

4.86 out of 5 average rating, 22 reviews

Seaview Retreat Crimdon Dene

LouiseRating, 5 stars2 weeks ago

Beautiful caravan and very clean. Looks exactly like the photos. Well decorated and little extras. really helpful things like salt and vinegar and shower gel. right on the sea front with a 10 walk to get feet on the sand. Beach was amazing really peaceful and lovely sunrise view. A lovely few days stay 💚

4.93 out of 5 average rating, 29 reviews

Home in Seacroft

Elegant Home In Yorkshire: free parking & wifi.

AnumRating, 5 stars3 weeks ago

My entire family absolutely loved this place! The house is spacious & modern. The kitchen was exceptionally well-stocked, and there was plenty of closet space in each bedroom, making it perfect for a comfortable stay. The living area was a highlight, with incredibly cozy couches and a huge TV that made relaxing even better. Having a bathroom on each floor was a fantastic convenience- especially for my mom & toddler. Dani was a wonderful host—warm, courteous, and incredibly thoughtful. She even stocked the fridge with milk and bread, which was such a kind and hospitable gesture. Overall, I highly recommend this place! The photos don’t do it justice—it’s even better in person! If ever I am in Leeds again, I will be staying here.

4.88 out of 5 average rating, 8 reviews

Home in Eaglescliffe

Home and away

Marcin And JennyRating, 5 stars3 weeks ago

We booked Sarah’s place for a coworker to stay near to our place of work on Preston Farm Industrial Estate. We found Sarah’s house perfect for what we needed, comfortable, clean and near to the places we needed. Would recommend Sarah’s place to anyone staying in the Stockton area.

Home in East Riding of Yorkshire

5 out of 5 average rating, 26 reviews

Luxurious Bridlington villa sleeps 13

SarahRating, 5 stars3 weeks ago

We booked Villa 2 for a family get together for a 70th birthday celebration. (8 including a child) The location is central and a couple of minutes walk to harbour. Check in was easy, the host Rachel communicated well and was informative. The kitchen was well equipped and very clean. Bathrooms were clean, towels, shampoo and shower gel were provided. All bedrooms had a wall mounted tv and storage. Parking permits were provided for the duration of our stay and after request we had a later check out time. (Which after a day of sea air and clocks changing thrown in there were some tired people)

4.87 out of 5 average rating, 30 reviews

Home in North Yorkshire

Stunning Accommodation surrounded by Countryside

JaneRating, 5 stars1 week ago

Had a lovely stay in Ripon. The house was just as described, very clean and in a great location, within easy walking distance of the market square, and also for walks along the river. We had no problems parking - only once having to park around the corner rather than outside the property. Would recommend.