House vacation rentals in Helmsley

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Top-rated house rentals in Helmsley

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Top guest favorite
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, 102 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 favorite
A spacious living area features a green sectional sofa and a complimentary armchair. A coffee table is centered on a woven rug, with a decorative ladder parallel to a shelf adorned with plants. Large windows allow ample natural light, framed by green accents.
Home
4.97 out of 5 average rating, 104 reviews

The Bothy

Adults only/no pets..our Ethos ..to make your visit relaxing, recharge your batteries, revisit..all in a peaceful setting but don’t take our word for it..read our Reviews! We may not have cooking facilities but Pickering has some great eateries and pubs…what we do have is a kettle/coffee machine/fridge/BBQ Discounts for sun-thurs and early bookings…don’t delay book today! Come to beautiful North Yorkshire so much to see and do you may never want to leave! A warm welcome awaits you at The Bothy

Top guest favorite
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, 105 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 favorite
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, 192 reviews

Gorgeous country cottage in a stunning location

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 favorite
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, 103 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 favorite
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.

Guest favorite
A bright bedroom features a spacious bed with soft bedding, complemented by a decorative chest of drawers. Natural light floods the room, highlighting the neutral decor. A doorway leads to an en-suite bathroom, and a comfortable seating area is visible in the background.
Home
4.9 out of 5 average rating, 421 reviews

Oakforge Cottage, a spacious home from home.

Oakforge Cottage is a 3 storey house in the Market Town of Kirkbymoorside. It offers comfortable accommodation for up to 5 people (and up to 2 well behaved dogs).PLEASE NOTE: WE HAVE NO OUTSIDE SPACE FOR THE EXERCISING OF DOGS. With a fully equipped kitchen, living room with realistic simulated log burner and two bathrooms, guests will instantly feel at home in our warm, well furnished, self-catering holiday cottage. Check-in time is after 3PM, Check out is now 10.00AM.

Guest favorite
An elegant freestanding bathtub sits against a rustic stone wall featuring exposed wooden beams. A potted plant is positioned nearby, adding a touch of greenery to the serene setting. The smooth tile floor enhances the bathroom's spacious feel.
Home
4.94 out of 5 average rating, 170 reviews

Luxury one bedroom cottage with log burning hot tu

Relax and unwind in the newly refurbished one bed Irishman's Cottage. The cottage retains many old features and is surrounded by the rolling hills of the Yorkshire Wolds. The living space is open plan with ample space for a couples retreat or family break away. In the summer months dine al fresco and enjoy a BBQ on the private patio besides the wood burning hot tub. A short walk away is our private lake, where you might catch site of a resting deer or hare!

Top guest favorite
The cottage exterior showcases a charming brick facade with a sloped red roof. Bright flowering plants in various colors surround the entrance, enhancing the natural setting. Two skylights are visible on the roof, allowing light into the interior.
Home
4.98 out of 5 average rating, 440 reviews

The Salt House Cottage, Pilmoor

Guests have a small private grassed area with a table and chairs. The cottage has dishwasher, washing machine and wood burning stove, all logs included. We do not accept pets. In summer, when the swing seat is out, guests have access to the main garden. The cottage has no internet connection but depending on your network, a good 3G or 4G signal can be accessed. We do not accept bookings from people who smoke or vape. Check in from 2pm, check out 10am.

Guest favorite
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
4.92 out of 5 average rating, 213 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 favorite
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, 229 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).

Top guest favorite
A light-filled living area features a soft grey sofa adorned with cushions in warm tones. Above the sofa, three serene artworks depict abstract ocean landscapes. Natural light pours in through the window, highlighting the wooden flooring and creating a calm ambiance.
Home
4.94 out of 5 average rating, 343 reviews

Narnia

'Narnia' is situated in Thirsk, a traditional North Yorkshire market town and an ideal location for exploring the national parks of the North Yorkshire Moors and Yorkshire Dales. Home to the award winning museum, 'The World of James Herriot, the attractions of York and Harrogate are all within easy access. Thirsk also prides itself in its racecourse where flat racing can be experienced through the summer.

Popular amenities for Helmsley house rentals

Quick stats about house rentals in Helmsley

  • Total vacation rentals

    Explore 10 vacation rentals in Helmsley

  • Nightly prices starting at

    Helmsley vacation rentals start at € 129 per night before taxes and fees

  • Verified guest reviews

    Over 520 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    10 of Helmsley vacation rentals include wi-fi 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!

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