House holiday rentals in Pickering

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Top-rated house rentals in Pickering

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Top Guest favourite
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 in Pickering
4.97 out of 5 average rating, 113 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 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 in Pickering
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
Home in Beadlam
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
A view of Sandside Retreat is captured from an elevated position, showcasing the cottage with its characteristic red roof. The harbor and East Pier are visible in the background, framed by the cobbled streets of Whitby's Old Town, offering a glimpse of the coastal scenery.
Home in North Yorkshire
4.91 out of 5 average rating, 169 reviews

Sandside Retreat

Sandside Retreat is situated in the heart of Whitby’s Old Town, at the foot of the iconic 199 steps leading to the Abbey. ; whilst tucked away for peace and quiet. Just a stone’s throw away from Tate Hill Sands, harbour, shops, restaurants and bars. Sleeping up to 3 guests, it features a cosy living room with separate kitchen/diner. There is a private patio which overlooks the sea towards the East Pier. Unlike many cottages to the East Side, there are no steps leading up to the cottage.

Top Guest favourite
A dining area is visible below, featuring a glass table set for two with plates and utensils. Two elegant chairs frame the setting, complemented by a nearby decorated Christmas tree. Exposed wooden beams above add character to the space, enhancing the modern design.
Home in Pickering
4.88 out of 5 average rating, 217 reviews

Short stroll to pubs, cafés & shops. Free Parking

Enjoy a clean and comfortable, cosy yet spacious, experience at this peacefully located holiday home. Just a very short stroll from Pickering town centre where you’ll be spoilt for choice with a whole host of shops, cafes, bars, pubs and restaurants. Offering a stylish, comfortable space with all you need. Ideal as a base to enjoy and explore all great North Yorkshire has to offer. Free on street parking or free parking permit for Eastgate car park which is less than 300 meters away.

Guest favourite
A quaint stone cottage is displayed with a white door and colorful flowerpots adorning the entrance. The image captures a picturesque street scene, with a vehicle parked nearby and rolling hills visible in the background under a clear blue sky.
Home in Danby
4.85 out of 5 average rating, 872 reviews

Tiny one Bedroom Traditional Cottage for two

Very small tiny little 1 Bedroom cottage in the heart of Yorkshire moors, with many original features . Comfortably sleeps two. Perfect for a little getaway with no phone internet or television. Pub over the road, lots of walks and activities in the Moors National Park. Seventeen miles to Whitby and the coast. Please note the cottage is very small the living room is 2.75mX 3.4m with a kitchen 2mX1.14m. Bedroom is 2.8mX 2.65m. Please note ceiling height to beams in bedroom is 1.88m.

Top Guest favourite
A private courtyard area is showcased, featuring a round wooden table and two folding chairs. The brick wall is adorned with hanging flower baskets. A door leads into the annexe, enhancing the inviting outdoor space.
Home in Strensall
4.96 out of 5 average rating, 198 reviews

Luxury Annexe in a Village location close to York

*A COMPLETELY SELF-CONTAINED ANNEXE AND A PRIVATE PLACE FOR YOU TO STAY!* Treat yourselves and stay at 'The Old Ironmongers'. Sleep in a fabulous 6ft (super-king) bed with a super thick 13-inch mattress and high-quality linens. The newly-renovated ensuite is fitted with a powerful shower: luxury towels and toiletries are provided. You’ll have access to a super-fast (up to 70Mb/s) fibre broadband network and an internet enabled, HD TV, plus complimentary access to Netflix too.

Top Guest favourite
A warm living space is highlighted by a glowing fireplace, with flames visible behind a decorative screen. A modern chaise lounge chair sits adjacent to a tall plant, while a large flat-screen television is mounted on the wall.
Home in Fishergate
4.98 out of 5 average rating, 162 reviews

Victorian Farrar Cottage

A cosy victorian terraced house situated by the historic city walls. In walking distance of all that York has to offer including main tourist attractions, live music venues and a superb selection of bars / restaurants. Our house was built in 1890 dating back to the Victorian era. Offering homely accommodation, perfect for a family or group of four. After a long day of exploring our historic city, Farrar Cottage invites you for a relaxing bubble bath before a cosy night in.

Guest favourite
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 in Kirkbymoorside
4.9 out of 5 average rating, 439 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 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 in Scarborough
4.86 out of 5 average rating, 387 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.

Guest favourite
A view of tranquil rooftops showcasing the unique character of the surrounding buildings with a mix of red brick and tile. Lush greenery and trees provide a soft backdrop, highlighting the natural beauty found in this serene rural area.
Home in Pickering
4.89 out of 5 average rating, 141 reviews

Country Cottage with Steam Railway Views

Positioned on a pedestrian road, wake up to the sound of birds or the steam railway. Cosy up to the log burner or sit out in the evening sun, on our west facing decking overlooking the railway. A 1 minute walk to forest walks and Pickering castle, or a 2 minute walk to the town centre; you couldn’t be more perfectly located. Pickering has the charm of a rural North Yorkshire town with all the amenities you need for a relaxing break or a family centred vacation.

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 in Coulton
4.91 out of 5 average rating, 244 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.

Popular amenities for Pickering house rentals

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Quick stats about house rentals in Pickering

  • Total holiday rentals

    Explore 40 holiday rentals in Pickering

  • Nightly prices starting at

    Pickering holiday rentals start at $85 AUD per night before taxes and fees

  • Verified guest reviews

    Over 770 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Pickering holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Pickering rentals

  • 4.9 Average rating

    Pickering stays are highly rated by guests—averaging 4.9 out of 5!

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