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The best vacation rentals in Helmsley

Check out our selection of great vacation rentals in Helmsley

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Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest Price First Star rating and price Top reviewed

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Boasting massage services and views of garden, stilworth house is a bed and breakfast set in a historic building in Helmsley, 25 km from Flamingo Land Theme Park. Both free WiFi and parking on-site are accessible at the bed and breakfast free of charge. The accommodation features a housekeeping service and bicycle parking for guests.

Great location, hosts very friendly and helpful. Beautiful garden.

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9.3
Wonderful
103 reviews
Price from
BHD 50
per night

Porters Coffee Shop and B&B is located in Helmsley, 25 km from Flamingo Land Theme Park, 31 km from Dalby Forest, as well as 38 km from York Minster. Both free WiFi and parking on-site are available at the bed and breakfast free of charge. Peasholm Park is 50 km away and The Spa Scarborough is 50 km from the bed and breakfast.

Fabulous location in Helmsley, wonderful host, lovely room with a fabulous bathroom - perfect for preparing for and after an ultra run event on the moors.

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9.6
Exceptional
49 reviews
Price from
BHD 67
per night

Located in Helmsley and only 25 km from Flamingo Land Theme Park, Cliff Stud Retreat - Luxury lodges and cosy cottages provides accommodation with garden views, free WiFi and free private parking. Featuring private check-in and check-out, this property also provides guests with a picnic area. Guests can access the campground via private entrance.

Beautiful lodge with everything we needed plus extras, clean, comfortable, modern, lovely decor, peaceful location and helpful host, thank you Laura!

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9.6
Exceptional
26 reviews
Price from
BHD 63
per night

With free WiFi, this 1-bedroom holiday home provides a TV, a washing machine and a fully equipped kitchen with a dishwasher and kitchenware. Towels and bed linen are provided in the holiday home. The accommodation offers a fireplace.

Lovely little find in Helmsley with everything you need in one room ... quiet peaceful with places to eat on your doorstep ... Will definitely return

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9.9
Exceptional
11 reviews
Price from
BHD 119
per night

The 2-bedroom holiday home comes with a living room with a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, and 1 bathroom with a hair dryer. Towels and bed linen are featured in the holiday home. For added privacy, the accommodation features a private entrance.

Really it's a very good cottage.i was so happy to have stayed with that place and the room's cleanliness is so lovely,it has a lot of restaurants nearby.with a good price.

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9
Wonderful
19 reviews
Price from
BHD 100
per night

The 3-bedroom holiday home is equipped with a living room with a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a hair dryer. The accommodation offers a fireplace.

spacious, good facilities, great location

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9.2
Wonderful
18 reviews
Price from
BHD 197
per night

Forge Cottage, Helmsley, a property with a terrace, is located in Helmsley, 30 km from Dalby Forest, 39 km from York Minster, as well as 39 km from York Railway station. This holiday home offers free private parking, private check-in and check-out and free WiFi. The property is non-smoking and is set 24 km from Flamingo Land Theme Park.

Well equipped, great communication, clear directions, lovely garden, all exactly as described

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9.1
Wonderful
7 reviews
Price from
BHD 113
per night

Boasting a DVD player, the holiday home has a fully equipped kitchen with an oven, a microwave and a toaster, a living room, a dining area, 2 bedrooms, and 1 bathroom with a shower. Towels and bed linen are offered in the holiday home. The property has an outdoor dining area.

Comfortable, quiet, Full of character but modern in style. Fabulous view and convenient location.

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9.5
Exceptional
20 reviews
Price from
BHD 75
per night

Featuring a DVD player, the holiday home has a fully equipped kitchen with a dishwasher, an oven and a microwave, a living room, a dining area, 2 bedrooms, and 1 bathroom with a shower. Towels and bed linen are featured in the holiday home. The property has an outdoor dining area.

Great location and hosts, allows you to switch off the minute you arrive and superb for the dogs also

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9.3
Wonderful
15 reviews
Price from
BHD 92
per night

The 3-bedroom holiday home is fitted with a living room with a TV, a fully equipped kitchen with a dishwasher and an oven, and 1 bathroom with a hair dryer. Towels and bed linen are offered in the holiday home. The property has an outdoor dining area.

Great location quiet picturesque and great facilities inside

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9.3
Wonderful
12 reviews
Price from
BHD 104
per night

Most booked vacation rentals in Helmsley this month

Enjoy breakfast in Helmsley!

  • stilworth house
    Breakfast options
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 103 reviews

    Featuring garden views, stilworth house in Helmsley features accommodations, massage services, and a garden. Both free Wifi and parking on-site are accessible at the bed and breakfast free of charge.

    nothing was too much trouble and breakfast was superb

  • Porters Coffee Shop and B&B
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 49 reviews

    Porters Coffee Shop and B&B enjoys a location in Helmsley, 15 miles from Flamingo Land Theme Park and 19 miles from Dalby Forest.

    Continental breakfast was nice but would’ve preferred full english

  • Cliff Stud Retreat - Luxury lodges and cosy cottages
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 26 reviews

    Cliff Stud Retreat - Luxury lodges and cosy cottages in Helmsley provides adults-only accommodations with a garden and a terrace.

    Lovely cottage and great location very close to Helmsley

  • The Byre
    Breakfast options
    9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 11 reviews

    The Byre is located in Helmsley, just 24 miles from York Minster and 24 miles from York Train Station.

    Was warm and cosy very convenient to Helmsley market place.

  • The Old Post Office - central Helmsley with parking
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 19 reviews

    The Old Post Office - central Helmsley with parking in Helmsley provides accommodations with free Wifi, 15 miles from Flamingo Land Theme Park, 19 miles from Dalby Forest, and 24 miles from York...

    We loved the location, it was well equipped and very clean.

  • Rye Court Cottage - Stunning cottage in central Helmsley with parking
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 18 reviews

    Providing a garden, Rye Court Cottage - Stunning cottage in central Helmsley with parking offers accommodations in Helmsley.

    Lovely homely feel, yet tons of space for 8 of us!

  • Forge Cottage, Helmsley
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 7 reviews

    Forge Cottage, Helmsley is located in Helmsley, just 15 miles from Flamingo Land Theme Park and 19 miles from Dalby Forest.

    Location, garden, off road parking, property amenities and easy level walking to shops.

  • Ryedale Cottage
    Breakfast options
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 20 reviews

    Ryedale Cottage is located in Helmsley, just 17 miles from Flamingo Land Theme Park and 21 miles from Dalby Forest. The vacation home features both Wifi and private parking free of charge.

    Location was quiet and peaceful away from the main road

These vacation rentals in Helmsley have options with FREE cancellation

  • Riccal Dale Cottage
    Free cancellation options available
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 15 reviews

    Riccal Dale Cottage offers accommodations in Helmsley, 17 miles from Flamingo Land Theme Park and 21 miles from Dalby Forest. The vacation home features both Wifi and private parking free of charge.

    Very clean great views, well placed in area, quite, dog friendly.

  • Kirkdale Cottage
    Free cancellation options available
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 12 reviews

    Kirkdale Cottage is located in Helmsley, just 17 miles from Flamingo Land Theme Park and 21 miles from Dalby Forest.

    Great location quiet picturesque and great facilities inside

  • Bilsdale Cottage
    Free cancellation options available
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 12 reviews

    Bilsdale Cottage offers accommodations in Helmsley, 17 miles from Flamingo Land Theme Park and 21 miles from Dalby Forest.

    Cottage beautiful, beds comfy, beautiful views. Nice enclosed dog area.

  • Ivy Cottage
    Free cancellation options available
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 9 reviews

    Ivy Cottage is located in Helmsley, just 24 miles from York Minster and 24 miles from York Train Station. The 4-star vacation home is 19 miles from Dalby Forest.

    Large attractive cottage near town centre. Perfect for a winter break

  • Bondgate
    Free cancellation options available
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 6 reviews

    Bondgate offers accommodations in Helmsley, 24 miles from York Train Station and 29 miles from Lightwater Valley Theme Park.

    First class facilities and decor with tasteful Xmas decoration, most enjoyable.

  • Shallowdale House
    Free cancellation options available
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 10 reviews

    Set in 2 acres of hillside gardens in the village of Ampleforth, Shallowdale House is located 5 miles from Helmsley. This award-winning property features a restaurant and lovely views.

    We found the breakfasts excellent. Beautifully cooked and served.

  • High Rigg B&B
    Free cancellation options available
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 90 reviews

    High Rigg is a quiet B&B on the edge of the North York Moors National Park, and 5 minutes' drive from the market towns of Helmsley and Kirkbymoorside.

    The breakfasts were amazing especially Mike’s porridge!

  • Valley View Farm Holiday Cottages
    Free cancellation options available
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 190 reviews

    Providing garden views, Valley View Farm Holiday Cottages in Helmsley features accommodations, a garden, and barbecue facilities.

    Very clean and very comfortable Beautiful setting

Highly-rated vacation rentals in Helmsley

  • Cliff Stud Retreat, Helmsley, Frankel Cottage
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 8 reviews

    Cliff Stud Retreat, Helmsley, Frankel Cottage offers accommodations in Helmsley, 25 miles from York Minster and 25 miles from York Train Station.

    Stunning location, Lovely cottage, fantastic base from which to explore Helmsley and surrounding area. Helpful and friendly hosts.

  • Bay tree Cottage Hemsley
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 20 reviews

    Bay tree Cottage Hemsley is located in Helmsley, just 24 miles from York Train Station and 29 miles from Lightwater Valley Theme Park. 19 miles from Dalby Forest and 24 miles from York Minster, the...

    Perfect location for a short walk into Helmsley. Quiet and secure.

  • The Annex - central Helmsley with parking
    8.1
    Scored 8.1
    Very Good
    Rated very good
     · 14 reviews

    The Annex - central Helmsley with parking is located in Helmsley, just 24 miles from York Minster and 24 miles from York Train Station. 15 miles from Flamingo Land Theme Park and 19 miles from Dalby...

    Beautiful decor. Comfortable beds. Excellent location

  • Host & Stay - Willow Cottage
    8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 59 reviews

    Host & Stay - Willow Cottage offers accommodations in Helmsley, 19 miles from Dalby Forest and 24 miles from York Minster. Guests staying at this vacation home have access to a patio.

    everything was brilliant. Loved garden and patio. Just perfect.

  • Rye Cottage
    8.0+ review score
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 5 reviews

    Rye Cottage is located in Helmsley, just 19 miles from Dalby Forest and 24 miles from York Minster. Offering free private parking, the 5-star vacation home is 15 miles from Flamingo Land Theme Park.

    Location was amazing, so handy for Helmsley and the surrounding area

  • Lavender Cottage
    8.0+ review score
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1 review

    Lavender Cottage is located in Helmsley, just 19 miles from Dalby Forest and 24 miles from York Minster.

  • Cygnet Cottage
    8.0+ review score
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Cygnet Cottage is located in Helmsley, just 19 miles from Dalby Forest and 24 miles from York Minster. This vacation home features accommodations with a patio.

  • Pinfold Cottage
    8.0+ review score
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Pinfold Cottage is located in Helmsley, just 15 miles from Flamingo Land Theme Park and 19 miles from Dalby Forest.

FAQ about vacation rentals in Helmsley






Vacation Rentals That Guests Love in Helmsley

  • 9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 12 reviews
    Great location. Secluded but within a short drive or walk to the main village. Quiet and comfortable. Adequate room to relax. Kitchen with enough appliances and kitchenware if you wanted to cook daily. Within good distance of good quality restaurants. Clean and warm with a good shower to clean up after a good stromp over the moors.
    Nick
    Family with young children
  • Avg. price/night: BHD 92.254
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 190 reviews
    Our cottage was gorgeous! It was cute, practical, warm, so quiet and the scenery was just amazing! We had our own little fenced off courtyard area so our dog could nip out for a sniff without us worrying that she's escape. The location was fabulous! We were a 10 minute drive from Helmsley and there was a little welcome folder with lots of restaurant and attraction recommendations. We've already recommended Valley View Farm Holiday Cottages to our friends and we can't wait to visit again!
    Emma
    Young couple
  • 8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 59 reviews
    Beautiful cottage. Clean, comfy, warm and cosy. Within short walking distance of the village of Helmsley and several pubs and places to eat.
    Janet
    Family with young children
  • Avg. price/night: BHD 98.449
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1,641 reviews
    Fantastic food, excellent service from happy and very helpful staff throughout our 4 day stay. We were well located centrally in the village with close access to many walks and points of interest, with a warm, cosy and dog friendly place to return to after our long days out.
    Mathew
    Young couple
  • Avg. price/night: BHD 47.544
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 2,394 reviews
    Nice old building with extension to the rear housing numerous rooms. Very central in a lovely village.
    DAVID
    Travelers with friends
  • 9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 12 reviews
    Cottage & hosts were fantastic, as well as the people in the village of Sproxton. We felt right at home from the get-go. Great fireplace + wood.
    Jacobus
    Family with young children
  • Avg. price/night: BHD 47.544
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 2,394 reviews
    Really nice and comfortable hotel. Lovely village. On route to Whitby the next morning. Stayed at Helmsley for the night to enjoy the North Yorkshire Moors in the morning. We arrived late, the staff were great, got us fed. Good food and nice surrounds.
    Robert
    Family with young children
  • Avg. price/night: BHD 98.449
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1,641 reviews
    The service was fantastic the rooms were beautiful good place in centre of village and the breakfast was lovely
    Rachel
    Group
  • Avg. price/night: BHD 98.449
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1,641 reviews
    Atmospheric pub in the heart of the village. Large warm bedroom with immaculate modern en suite. Side lights & soft music on when entering. Dog friendly with welcome pack, thank you. Friendly attentive Staff. Great food. Highly recommend. Thank you for a lovely stay
    Douglas
    Young couple
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 20 reviews
    Comfy and cosy holiday home with incredible views. Quiet and homely and very clean. Highly recommend!
    Jayne
    Family with young children

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