
House vacation rentals in Helmsley
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Top-rated house rentals in Helmsley
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Vacation rentals for every style
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Popular amenities for Helmsley house rentals
House rentals with a pool

Silversands House at The Bay Filey - sea views
Great place to stay with beautiful view and a great space outside for the kids to play

The Lookout @ The Bay Filey sea view, dog friendly
We had a wonderful stay with our 6 month old baby. Ideal location for the beach, just a short walk down the hill. Also only a short walk to the amenities. Very dog friendly. The host was responsive and answered all our questions quickly. Had such a relaxing stay and especially loved the view from the master bedroom. We would love to return. Thank you!

Family sized cottage, sleeps 4 and swimming pool
Absolutely loved our stay at Cliff House with Jacquline. Beautiful location, swimming pool was such a bonus for the children, they loved it! The grounds were fantastic, such a lot to explore, our children loved the chickens and climbing frame and the private wood was great for hide and seek. Jacquline was such a great, friendly host and gave us great advice about visiting York. She even arranged an Easter egg hunt for our children. We had a wonderful time and would definitely recommend.

Salty Kisses, The Bay, Filey
Had a lovely Bank Holiday weekend at Salty Kisses with my family. The house was clean, well equipped and in a great location. Joanne was a very good host and emailed all the information I needed. Would definitely recommend.

three bedroomed house with stunning sea views
Wonderful place to relax with friends. Really enjoyed the terrace and the views. Comfortable beds. A very attractive holiday park estate with a great feel. So close to the beaches and beach cafe. Richard very responsive and helpful. A perfect week.

Lobster Pot -Award Winning Complex- The Bay, Filey
The place was lovely, a short walk to the lovely beach was the main draw. A good location to explore nearby towns by car. The additional of the on site swimming pool was great. The house the comfortable and great space for the 4 of us. Andree was very friendly and knew if we needed anything we could get in touch. Thanks.

Brand new 2021 ABI WINDERMERE STATIC Cedar 1
Great location! perfect for beach, dog walks and bus to Scarborough /Filey etc. if not driving. Caravan had everything we needed including dishwasher/air fryer/microwave and plenty of dishes/cups/glasses/ cutlery etc. Kim was a very responsive host. Situated near shop playground and pool it’s in ideal spot on the site. Car can be parked right across from caravan so easy to walk on grass to/from caravan.

Cosy 2 bedroom river/coastal retreat in whitby
Everything was perfect! The cottage is cosy and had all the amenities needed. It was clean and just a 30min walk in to Whitby. We loved our stay and would definitely recommend.
Weekly house rentals

Old Coastguard Station with Stunning Sea Views
Superb property with incredible views. Helen was an extremely friendly and responsive host. We cannot wait to return.

Snowdrop Cottage
Lovely cottage in a beautiful village and so easy to get in to York and other places. Loved the cafe in the village as well, super handy. All rooms beautifully decorated and everything we needed!

Dolittle Cottage, North Yorks
We had such a lovely stay at the Dolittle Cottage. The house was clean, cozy, and exactly as described, but what really made it special were the thoughtful little touches. We were greeted with fresh flowers, and our kids were absolutely delighted to find toys waiting for them — such a kind and considerate gesture that made us feel truly welcome. Thank you for making our stay so comfortable and memorable.

The Barn at Noelle's Cottages
I wouldn’t hesitate to recommend a stay at The Barn. The property was immaculate, beautifully furnished and very well equipped. The garden as well as the house was spacious and both felt very private and tastefully appointed and allowed us a relaxing and comfortable stay. The location was perfect for exploring this part of North Yorkshire where there is so much to see and do.

The Knoll
Lovely place, very spacious with everything you need. The surroundings are peaceful and beautiful and there are a couple of pubs in walking distance.

Little Fox Cottage
We had a lovely short break. The cottage is located perfectly for visits to the coast and local towns and villages. The courtyard garden was secure for the dog and lovely to sit in the sunshine. The cottage had everything we needed and Adrian was really helpful. Thank you for having us.

Exceptional Goathland House, West View Mews
We had a lovely weekend away staying here! Great location within pickering, close to the restaurants, supermarket and lovely fish and chip shop just round the corner! The house was gorgeous, very clean and good kitchen. We especially enjoyed the hot tub, which was also very clean and private, and the additional outdoor dining space was very nice! Kirsty was a great host - very friendly and responded to questions promptly! Overall a great weekend stay and we would definitely come back!

Luxury country house
We had a great visit to Yorkshire, the house and garden were beautiful. The village was easily accessible for what we wanted.
Private house rentals

1 bedroom bolt hole in the heart of the Dales
Spent a joyous week at Chantal's place in Bainbridge. It was cute, cosy, comfortable, quiet, stylish and well-appointed. Chantal was very attentive and had loads of great recommendations. Bainbridge is excellently situated for exploring the northern Dales and there are great walks to be had starting out from the village itself: the gentle climb up to tranquil Semer Water was a particular highlight.

Minster View Townhouse
This was an amazing house in the heart of medieval York. Not only that, but the house itself is 700+ years old and you can feel it's character through the amazing renovation that has been done! The Minster is visible from the windows of the property, so you know that the views are just breathtaking. There are plenty of amazing shops, cafes, restaurants, and other businesses in walking distance, while the world-famous Shambles street and market is 5 minutes away. Can't recommend this more.

Luxurious Cottage in North Yorkshire
Fantastic out-building conversion, with a private garden and fenced area separating the property from neighbouring houses and the shared drive. The property is modern, extremely spacious and very well appointed, with pretty much everything you could think of.....Flo even left us some wood for the fire pit in the garden and fuel for the Eco-Boiler, as well as Kitchen essentials. Comfy beds, spacious bedrooms (including an en-suite), and a stunning open plan living area that blew us away. There was very little in the village, but the quiet and peace suited us perfectly, and the area is beautiful. The recommendations for local places to visit were also greatly appreciated. Definitely somewhere we would recommend and return to if we are ever in the area again. Thank you for such a great visit.

Old WatchHouse spacious seaviews
The place is in a fantastic location with beautiful views across the harbour. The rooms are spacious, clean and homely. Great pub The Cod and Lobster has a great selection of beers and a huge Gin list. The food there is fantastic and reasonably priced. We will be going back next year and looking forward to staying at the Old Watch House again!!

Ramblers Barn, Snape, North Yorkshire
Absolutely superb accommodation with a friendly, responsive, helpful host. The kitchen facilities are top quality. The accommodation is spacious, modern, and clean. The location is very quiet and peaceful. Central location with moderate drive to places we wanted to visit (e.g. Fountains Abbey). Will definitely choose Ramblers Barn again when visiting this area.

In the heart of Whitby!
Absolutely amazing views of Whitby from lounge and bedrooms. Beautifully decorated. Had everything you could possibly want and was spotlessly clean.Perfect!

Spinney Cottage, Pateley Bridge
Perfect spot to relax and unwind. The Spinney is beautifully furnished and plenty of room for 4. Rosie and her family are lovely.

Charming 2-bedroom cottage with river views
Lovely accommodation, great location. Would thoroughly recommend.
Quick stats about house rentals in Helmsley
Total rentals
10 properties
Nightly prices starting at
G$16,719 GYD before taxes and fees
Total number of reviews
470 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Yorkshire Dales national park
- The Bay Filey
- Flamingo Land Resort
- yorkshire dales
- Durham Cathedral
- Harewood House
- Fountains Abbey
- Filey Beach
- North Yorkshire Water Park
- National Railway Museum
- Royal Armouries Museum
- Cayton Bay
- Scarborough Beach
- York Castle Museum
- Scarborough South Cliff Golf Club
- Hartlepool Sea Front
- Saltburn Beach
- Malham Cove
- Studley Royal Park
- Locomotion
- Ganton Golf Club
- The Bowes Museum
- Ryedale Vineyards
- York Art Gallery