House holiday rentals in Helmsley

Find and book unique houses on Airbnb

Top-rated house rentals in Helmsley

Guests agree: these houses are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top guest favourite
A modern kitchen features sleek cabinetry and a spacious countertop. Natural light enters through windows with checkered curtains, illuminating appliances, including an oven and a kettle. A wooden door provides access to the exterior, and a small shelf displays decorative items and a plant.
Home
5 out of 5 average rating, 205 reviews

Smithy’s Cottage. Delightful York cottage.

Charming York cottage with patio area and parking for 2 cars. Situated in a quiet residential private road with easy access to York centre via the main bus route at the end of the lane, or via a pleasant walk. Close to local pubs, a shop and a cafe. 5 minutes drive from a supermarket and retail park which includes a bowling alley and a cinema. The cottage is fully refurbished with beautifully presented new kitchen, living room, dining room, downstairs toilet, new bathroom and 2 large bedrooms.

Top guest favourite
A living area is depicted featuring a plush red sofa adorned with floral cushions. A rustic wooden coffee table centers the room, while a potted plant adds a touch of greenery. Light streams in through a large window, with a staircase visible in the background.
Home
4.98 out of 5 average rating, 107 reviews

Central Fully Ensuite house sleeps 6 dog friendly

The house is in the Centre of Helmsley but located in a very quiet area with great views, close to the shops, galleries, restaurants and Duncombe Park. It is a lovely spacious house, that has 3 ensuite bathrooms and therefore is great for couples, families and small groups. It is ideal for exploring North Yorkshire. The adjacent property, 2 Stonegarth can be let with this property. It is ideal for two families that want privacy but can come together for meals etc. Well behaved dogs allowed.

Top guest favourite
The exterior of a charming stone cottage is displayed, featuring a distinctive red pitched roof. Flower pots with blooming plants adorn the entrance. A well-maintained gravel pathway leads to the door, surrounded by lush greenery and shrubbery.
Home
4.96 out of 5 average rating, 106 reviews

Little Hillside

A cosy cottage nestled in the hills of the North Yorkshire Moors, on the edge of Ampleforth village. An ideal place to go off grid, listen to the wildlife and enjoy the beautiful countryside. York is 20 miles away with countless tourist attractions and less than 10 minutes drive is the pretty market town of Helmsley with lots to explore. There is an abundance of great walks from your doorstep, excellent cycling routes and you will be spoilt for choice with fantastic cafes, pubs and restaurants.

Top guest favourite
A charming Victorian stone cottage stands against a backdrop of greenery. The cottage features a mix of dark stone and light brick, with a small front porch and a sloped garden area. Two large windows allow natural light to enter the welcoming interior.
Home
4.97 out of 5 average rating, 117 reviews

Stationmaster's Cottage

A detached Victorian stone cottage in the shadow of Pickering Castle and overlooking North York Moors Railway station, this characterful property with real fire is only 3 minutes walk away from town centre amenities, the castle and a ten minute walk to the start of the Tabular Hills way and gateway to the North York Moors National Park. Free parking is provided in the Platform 3 Car Park diagonally opposite the property 70 yards away (dashboard pass provided). Please note: steep stepped access.

Top guest favourite
A cozy snug room is presented with a blue sofa featuring decorative cushions, accompanied by a striped armchair with an orange accent pillow. Two lamps provide soft lighting, and a round mirror is mounted on a green accent wall, enhancing the inviting ambiance.
Home
4.98 out of 5 average rating, 202 reviews

Gorgeous country cottage, Nawton near Helmsley

A beautifully converted, luxury 3 bedroomed country cottage in a stunning village setting. Stunning Dark Skies of the North Yorkshire National Park AONB and all within easy reach of the the gorgeous East coast towns and beaches. A few minutes drive to the beautiful market town of Helmsley and Malton, with all amenitites, cafes/restaurants. Michelin starred restaurants The Pheasant, The Star, The Black Swan and Restaurant Myse are a few minutes drive away and The Yorkshire Spa Retreat.

Top guest favourite
The exterior of a rustic brick building is surrounded by lush greenery and vibrant flowering plants. A spacious wooden dining table sits on a patio, inviting outdoor meals. The entrance features double doors, framed by wisteria and climbing roses, enhancing the welcoming appeal.
Home
4.99 out of 5 average rating, 104 reviews

The Old Post Office pretty village 20min from York

The Old Post Office, providing a lovely 3 bedroom character suite, with private, off road parking and a sunny private courtyard to enjoy outside eating and relaxation.. Situated in the beautiful village of Alne, 10 miles from York and access to Harrogate, the Dales, the North York Moors and the Coast. The Area has just been awarded "one of the Best Places to Live in the UK" by The Sunday Times. Stylish, Egyptian cotton bedding on all beds and providing everything you will want for your stay.

Top guest favourite
The exterior of Granary Lodge is displayed, featuring a traditional stone façade with a red door. A sloped roof and multiple windows complement the building, surrounded by well-maintained landscaping and a gravel driveway leading to the entrance.
Home
4.99 out of 5 average rating, 117 reviews

Spacious two bedroom country property

Granary Lodge is situated on a quiet lane, yet less than two miles from Thirsk; a busy, attractive market town. It is spacious with a large lounge, kitchen, a double bedroom (ensuite bathroom) and a twin room. Also, a shower room with basin and toilet. Enjoy the use of your private patio seating area with views over the owners garden and pond. A larger garden area and further seating is also available for guest use. Local good pub (15 mins walk). N York Moors National Park: 15 mins drive.

Top guest favourite
Home
5 out of 5 average rating, 117 reviews

The Nest with Luxury Hot Tub

We are proud to list our second property, 'The Nest’. A brick built detached cottage with rustic modern farmhouse design a comfortable home from home experience, ideal for romantic getaways. Our luxury accommodation features cosy open plan lounge/dining area with feature brick walls with French doors leading to a private walled patio area with luxury state of the art 6-seater hot tub for your sole use, fully fitted kitchen, luxurious bathroom, elegant, panelled bedroom with king sized bed.

Guest favourite
An open-plan kitchen and living area features sleek cabinetry and contemporary lighting. Comfortable seating surrounds a wooden table, offering a space for dining or relaxation. Bi-fold doors open to a landscaped garden, allowing natural light to fill the room.
Home
4.86 out of 5 average rating, 386 reviews

Lovely semi/2xPubs/Open Air/Beach 5 min walk/Pets

Scholes Park by the sea is a beautiful semi detached home which sleeps 5 people minutes from the North bay beach by foot and the Scarborough open air theatre. Situated in a quiet reidential area yet still close to local amenities. With off street parking for several cars. The property has open plan living in a very contemporary style, a wood burner in the lounge making this very cosy. With rear bi-fold doors bringing the outside in. Front and back gardens both sun traps.

Top guest favourite
Large bi-fold doors provide access to an open plan lounge area, allowing for an airy transition between the indoor and private garden. The stone patio features a carefully maintained lawn and offers ample space for outdoor seating.
Home
4.94 out of 5 average rating, 280 reviews

Large 4 Bed House in a Quiet Village with Hot Tub

A large detached four bedroom house. It is a new build with large Bi Fold doors to access the private south facing garden with large 7 seat Hot Tub. It has an open plan airy feel with large kitchen , utility room , 4 bedrooms with 2 en suites. It has a large drive and off street parking for up to 4 cars. The house is situated in a small village approx 15 mins by car from Leeds City Centre. PLEASE NOTE : There is an additional Charge of £300.00 for the Hot Tub per stay.

Top guest favourite
A charming stone barn features a warm terracotta roof and large windows allowing natural light to enter. The outdoor space includes a small metal table with two chairs, set on the green lawn, ideal for enjoying a pleasant morning or afternoon.
Home
4.91 out of 5 average rating, 241 reviews

The Shed, Hovingham, York

An exquisite quaint barn conversion tucked away in the breathtaking Howardian Hills Area of Outstanding Natural Beauty. Take a look at this exquisite bijou barn conversion tucked away in the Howardian Hills - an Area of Outstanding Natural Beauty. Located 17 miles north of York, this romantic cottage ticks every box in terms of interiors, location and charm. It's the perfect choice for couples looking to escape to the country in style. Dogs are welcome.

Guest favourite
The exterior of a stone cottage is framed by two lush trees, with a clear blue sky overhead. A gravel path leads to a wooden front door, flanked by large windows. A bistro-style chair and table are positioned on the lawn, which is spacious and well-maintained.
Home
4.88 out of 5 average rating, 235 reviews

Rural homely cottage in North York Moors

Cosy cottage located in the North York Moors National Park with gorgeous big skies! A super base for exploring castles, abbeys, villages and the Heritage coast. Spoilt for choice in eateries from great local pubs to Michelin starred restaurants all with a 10 mile radius. Many guests comment on how peaceful and calm their stay has been. My place is good for couples, solo adventurers, families with children and pets (one, well behaved dog only).

Popular amenities for house rentals in Helmsley

Quick stats about house rentals in Helmsley

  • Total holiday rentals

    Explore 10 holiday rentals in Helmsley

  • Nightly prices starting at

    Helmsley holiday rentals start at £105 per night before taxes and fees

  • Verified guest reviews

    Over 550 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    10 of Helmsley holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Helmsley rentals

  • 4.9 Average rating

    Helmsley stays are highly rated by guests – averaging 4.9 out of 5!

  1. Airbnb
  2. United Kingdom
  3. England
  4. North Yorkshire
  5. Helmsley
  6. House rentals