By Wyndham Vacation Rentals
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Pickering

Pickering is the gateway to the North York Moors and well placed for exploring the rolling moors and enjoying days out at the Yorkshire coast.

It’s also the southern terminus of the famous North Yorkshire Steam Railway, where you can travel in style through beautiful moors countryside, stopping at picturesque villages on the way, right to Whitby and the Yorkshire coast.

This characterful town has a fine selection of independent shops, fine art galleries and antique shops, cafes, pubs and restaurants. Local history can be found at the 12th century castle and Parish Church where 15th century wall paintings can be viewed or pop along to the Beck Isle Museum, which offers a fascinating insight into the area’s past.

Take a short trip out of the town to the spectacular Hole of Horcum, a massive natural depression where paragliders and hang-gliders can be seen riding the air currents. Nearby too is the Dalby Forest, a popular destination for lovely walks, a drive or perhaps a picnic. Families will enjoy the Go Ape attraction in the forest and Flamingo Land theme park and Zoo a short distance away.

Pickering provides an excellent base for your cottage holiday in this beautiful part of Yorkshire; to see accommodation see our selection of Pickering Holiday Cottages.
105 cottages are available
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  • Bank Top Cottage

    Cropton, nr. Pickering

    Grade
    2
    1
    2
    1
    Ref: E3882

    Just 5 miles from Pickering, gateway to the North Yorkshire Moors National Park, this very spacious cottage lies on the fringes of a pretty village, 100 yards from a fine pub. Set in a peaceful garden adjacent to the owners’ home, the cottage has a beautifully designed interior including cinema surround sound TV. Superb walking and cycling at Cropton Forest. Flamingo Land and Castle Howard are close by, and scenic ‘Heartbeat’ moorland roads lead to Whitby. The historic city of York, seaside town of Scarborough and the picturesque fishing village of Robin Hood’s Bay lie within a 40-minute drive. Shop 4 miles, pub 100 yards.

    All on ground floor: Living/dining room/kitchen area with French doors, beams and wooden floor. 1 double (5ft) bedroom with en-suite bathroom with bath, shower cubicle and toilet. Separate toilet. Z bed (for child) available.

    Woodburner in living room (initial fuel included). Electricity included (£28per week 16th October- 29th April). Oil central heating, bed linen and towels included. Travel cot. High chair. Digital TV. DVD. CD. Microwave. Use of washing machine and tumble dryer. Dishwasher. Freezer. Wi-fi. Small garden with patio and furniture. Parking. No smoking.

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  • Southolme Lodges - Elm Lodge

    Pickering

    Grade
    2
    1
    0
    1
    Ref: CC232117
    These delightful single storey cottages nestle in a quiet setting approximately 1/2 mile from the bustling centre of the popular market town of Pickering. Each unit has been lovingly furnished and decorated, offering every home from home comfort with light rooms overlooking the patio, garden and open countryside beyond. From the cottages, excellent footpath walks abound in the area, by passing the pretty mill stream and waterfall en route to town and the local swimming pool is also just a few yards from the lodges.
    This property can be booked together with Beech Lodge (232116), Oak Lodge (232118), Willow Lodge (232119), Sycarmore Lodge (232120) and Maple Lodge (232121 to accommodation up to 16 people.

    Ground Floor: Property has gas central heating, soundproofed and comprises:
    Lounge/Diner: With 30" TV, DVD and radio/CD.
    Kitchen: With electric oven and hob, microwave, fridge with ice box and washing machine.
    Bedroom:  With double bed.
    Bathroom: With bath and shower over, WC, wash basin, heated towel rail and shaver point.

    All fuel, power and bed linen included. Cot and high chair available by arrangement.Paved patio and communal lawned gardens with garden furniture. Off road parking spaces for 2 cars. Secure storage for bicycles available.

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  • Southolme Lodges - Willow Lodge

    Pickering

    Grade
    2
    1
    0
    1
    Ref: CC232119
    These delightful single storey cottages nestle in a quiet setting approximately 1/2 mile from the bustling centre of the popular market town of Pickering. Each unit has been lovingly furnished and decorated, offering every home from home comfort with light rooms overlooking the patio, garden and open countryside beyond. From the cottages, excellent footpath walks abound in the area, bypassing the pretty mill stream and waterfall en route to town and the local swimming pool is also just a few yards from the lodges.
    This property can be booked together with Elm Lodge (232117), Oak Lodge (232118), Beech Lodge (232116) Sycarmore Lodge (232120) and Maple Lodge (232121) to accommodation up to 16 people.

    Ground Floor: Property has gas central heating, soundproofed and comprises:
    Lounge/Diner: With 30" TV, DVD and radio/CD.
    Kitchen: With electric oven and hob, microwave, fridge with icebox and washing machine.
    Bedroom: With double bed.
    Bathroom: With bath with shower over, WC, wash basin , heated towel rail and shaver point.

    All fuel, power and bed linen included. Cot and high chair available by arrangement.Paved patio and communal lawned gardens with garden furniture. Off road parking spaces for 2 cars. Storage for bicycles available.

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  • Fox Cub Cottage

    Lockton near Pickering

    Grade
    2
    1
    2
    1
    Ref: DC3653
    This lovely ground floor cottage is one of three situated around an attractive courtyard on the edge of the picturesque village of Lockton in the heart of the North York Moors National Park amidst beautiful scenery and heather moorland. Sympathetically converted, the cottage is well equipped and furnished to a very good standard creating a warm and welcoming ambience. Walks start from the doorstep with paths and bridleways leading to Dalby Forest, making this an excellent location from which to explore this beautiful unspoilt area. A 2 minute stroll takes you to the local country inn serving excellent food with further amenities in the market town of Pickering (4 miles) where you will find a good choice of shops, tea-rooms, restaurants, pubs, leisure centre, swimming pool and the famous North York Moors Steam Railway. Horse riding, fishing, golf and cycle hire are available locally. The Moor’s village of Goathland, famous for ’Heartbeat’, the ancient port of Whitby and the seaside resort of Scarborough together with the quaint fishing villages along the rugged Heritage Coast are only a short drive away.

    This property can be booked together with Little Fox Cottage (DC4159) and Sleepy Fox Cottage (DC4160) to accommodate up to eight guests.

    Ground Floor: With gas central heating throughout and comprising:
    Open plan sitting/dining room: with Living Flame gas fire in pine surround, Freeview TV and DVD.
    Well equipped kitchen area: with gas hob, electric oven, microwave, fridge, kettle, toaster, dishwasher and iron.
    Bedroom 1: with twin beds.
    Bathroom: with shower over bath, basin and WC.

    Shared laundry room with automatic washer and tumble dryer. Bed linen and hand towels provided. Radio alarm clock. Private patio with garden furniture. Water feature (toddlers to be supervised). Additional shared sitting area with picnic table. Ample private parking. Well behaved pets welcome at £15 per pet per week. No smoking in the cottage please.

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  • Southolme Lodges - Oak Lodge

    Pickering

    Grade
    2
    1
    0
    1
    Ref: CC232118
    These delightful single storey cottages nestle in a quiet setting approximately 1/2 mile from the bustling centre of the popular market town of Pickering. Each unit has been lovingly furnished and decorated, offering every home from home comfort with light rooms overlooking the patio, garden and open countryside beyond. From the cottages, excellent footpath walks abound in the area, bypassing the pretty mill stream and waterfall en-route to town and the local swimming pool is also just a few yards from the lodges.
    This property can be booked together with Elm Lodge (232117), Beech Lodge (232116) Willow Lodge (232119), Sycarmore Lodge (232120) and Maple Lodge (232121) to accommodation up to 16 people.

    Ground Floor: Property has gas central heating and comprises:
    Lounge/Diner: With 30" TV, DVD and radio/CD.
    Kitchen: With low level electric oven and ceramic hob, sink access for wheelchairs, microwave, fridge with ice box and washing machine.
    Bedroom: With bed that can either be a super  king size or twin beds.
    Wet room: With shower, WC, wash basin, heated towel rail and shaver point.

    All fuel, power and bed linen included. Cot and high chair available by arrangement.Paved patio and communal lawned gardens with garden furniture. Secure storage for bicycles. Off road parking spaces for 2 cars. This is a wheelchair friendly property.

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  • Ashpit Cottage

    Little Barugh, nr. Pickering

    Grade
    2
    1
    0
    2
    Ref: IUN

    For a truly rural retreat, Ashpit Cottage sits in glorious countryside on the edge of the North York Moors, looking over the Hambleton Hills. This beautiful Grade II listed barn conversion, with Visit Britain 5* Gold quality grading, is the perfect hideaway for two looking for a tranquil break. The delightful open plan living/dining room has high vaulted beamed ceiling, exposed stone work and oak floors throughout. Large comfy sofa and chair snuggle round the wood-burning stove, perfect for relaxing on chilly evenings with a glass of wine and a good book.
    The stylish kitchen area is well equipped and has wood cabinets in keeping with the cottage, tasteful lighting and a generous welcome pack. The charming bedroom is calm and peaceful, with painted sloping ceiling and beams, leading to the en-suite traditional bathroom, with its painted stone walls.
    Relax on the sunny patio enjoying a morning coffee, and looking out over the garden and wildlife pond towards the enchanting Hambleton Hills. For a magical day out take the famous steam train from Pickering to Whitby and enjoy a fish and chip supper looking out over Whitby harbour. While historic York is not to be missed, with its cobbled shambles, medieval city walls and river cruises. Shops 5 miles, pub 1 mile.

    Beamed living/dining room with wood-burning stove, open stonework and well-equipped kitchen area. Oak floor throughout. Utility. Double bedroom with 6ft zip & link bed, TV and en-suite bathroom with toilet. Shower room with toilet.

    • Wood-burning stove – fuel included
    • Electricity, oil underfloor central heating, bed linen and towels included
    • Travel cot
    • High chair
    • Freeview TV
    • Blu-ray
    • Radio/CD
    • iPod dock
    • Microwave
    • Washing machine
    • Tumble dryer
    • Dishwasher
    • Fridge/freezer
    • Wi-fi
    • Pay As You Go mobile phone
    • Lawned garden, terrace and furniture
    • Barbecue
    • Parking (for 2 cars)
    • Cycle store
    • Welcome pack
    • No smoking
    • Ground floor facilities
    • No children except babies under 18 mths
    • NB: Unfenced pond in garden

    Note: Ashpit Cottage can be booked with neighbouring Longhouse (IYZ) to sleep up to 8 people

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  • Rawcliffe House Farm - Hindburn

    Stape, nr. Pickering

    Grade
    2
    1
    0
    1
    Ref: 31212

    Dating back to around 1770, these country-style holiday cottages (refs 31210, 31211, 31212 and 31213) have been tastefully converted from the old farm buildings and barns. They all retain many original features, including rustic beams and stone walls. Nestled amongst 42 acres of beautiful open countryside and enjoying panoramic views, they are ideal for a relaxing break to escape the rigours of everyday life. Sit back, relax and enjoy some of the wild birds and animals that reside in and around this area, with only the sounds of the countryside to disturb the tranquillity on offer at Rawcliffe House Farm. The area is ideal for walkers and cyclists with bridle paths and cycle trails starting at your door, and with 42 acres of landscaped natural and wooded areas surrounding the property, you may find you never leave the grounds. It is also perfect for exploring both the North York Moors National Park and the Heritage Coast of Yorkshire. The historic market town of Pickering is just 6 miles away, home to the North Yorkshire Moors steam train - you can park your car, board the train, and sit back and relax as it chugs its way through some 18 miles of glorious countryside, a journey you will never forget. Whitby is approximately a 13-mile drive along beautiful country roads, famed for its connections with Captain James Cook, a colourful harbour yachting marina, the imposing abbey ruins and St Mary’s Church. It is where Bram Stoker discovered Count Dracula and the town is renowned for the folk, music festivals and Gothic weekends. The heather-clad moors of North Yorkshire are a delight – discover small villages tucked away deep in the valleys, where you will find many quaint little tea rooms, inns and restaurants in and around this area, serving some of Yorkshires finest cuisine, with one just a mile from Rawcliffe House at Newton-on-Rawcliffe. The market towns of Malton, Helmsley and Kirkbymoorside still host weekly markets. Historic homes, halls and castles are in abundance in this area with Castle Howard, Duncombe Hall, Sewerby Hall and Gardens and not forgetting, the 12th century castle ruins in Pickering which are all worth a visit. There is so much to do and see in this area guests find themselves returning again and again. Beach 13 miles. Shop 6 miles, pub and restaurant 1 mile.

    All on ground floor: Living/dining room/kitchen. 1 double (5ft) bedroom with en-suite bathroom with shower over bath and toilet.

    Oil central heating included. Fridge/freezer. Patio with sitting-out area and furniture. Parking (2 cars).

    All properties: Electric woodburner in living room included. Economy 7 central heating, electricity, bed linen and towels included. Freeview TV. DVD. Electric cooker. Shared laundry room with washing machine. Dishwasher. Freezer. Wi-fi. Shared 42-acre grounds with sitting-out area and viewing deck. Shared children’s play area. Welcome pack. NB: Stream and pond in grounds.

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  • Sands Farm Cottages - Fuchsia Cottage

    Wilton near Pickering

    Grade
    2
    1
    0
    1
    Ref: CC231128
    Sands Farm Cottages provide an excellent selection of high quality holiday cottages, peacefully situated within acres of farmland in the small village of Wilton overlooking the Vale of Pickering. The cottages are perfectly positioned for exploring the area with the bustling market town of Pickering, home of the North Yorkshire Moors Steam Railway, some 4 miles to the west and the lively coastal resort of Scarborough 14 miles to the east. Thornton-le-Dale, Dalby Forest and the North York Moors National Park are all within 2 miles, whilst the historic City of York is within a half hour drive. All cottages are furnished to a high standard and most have a private hot tub with others having a shared facility, perfect for using in all weathers. Ample off road parking is available to all guests and the surrounding acres of grassland are available for children to play, or families to picnic and barbeque. In addition to the usual farm animals. Sands Farm is often visited by natural wildlife which includes foxes, badgers, deer and barn owls.
    Fuchsia Cottage is a recently renovated cottage providing ground floor accommodation, particularly suitable for those with mobility difficulties. A wet room and a private enclosed hot tub provide the perfect retreat for couples. This property can be booked together with Daisy (CC231115), Honeysuckle (CC231116), Jasmine (CC231117), Rose (CC231118), Poppy (CC231119) and Chapel Lodge (CC231114) to accommodate up to 32 people.

    Ground Floor: Property is all at ground floor level, has gas fired central heating and comprises:
    Lounge: With 42" flat screen TV with Freeview, DVD and radio/CD.
    Kitchen/Diner: With breakfast bar and dining table, electric oven and hob, microwave, fridge/freezer and dishwasher.
    Bedroom: With King size four poster bed.
    En-suite fully tiled wet room: With shower, WC, wash basin, heated towel rail and shaver point.

    All fuel, power, bed linen and towels included. Cot and high chair available on request. Wifi internet access available.Laundry facilities available on site. Enclosed paved patio with private Hot Tub. Off road parking for 1 car.

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  • Cherry Blossom

    Thornton le Dale near Pickering

    Grade
    2
    1
    1
    1
    Ref: CC231135
    Cherry Garth Cottages are located in the centre of Thornton le Dale, ’Yorkshire’s little gem’. Cherry Blossom has been named after the cherry trees which border the garden. The cottage has been built from beautiful traditional Yorkshire stone, and is tucked away in the grounds of the owner’s home Cherry Garth. It has an open plan living area with a welcoming wood burner to snuggle up in front of after a busy day out exploring the spectacular Yorkshire coast and countryside. There are lovely views from the property onto the garden and the bedroom window overlooks the paddock, where sheep graze.

    The picturesque village of Thornton le Dale is located on the edge of the North York Moors, a mere one mile from Pickering. From here you can take a ride on the famous steam train to Grosmont, Goathland (aka Aidensfield in the classic TV series Heartbeat) and the seaside town of Whitby where you can climb the 199 steps to Whitby Abbey. Those looking for a quieter pace of life may prefer to walk the many footpaths and bridleways over the North York Moors.
    Cottages currently being updated - more pictures to follow.
    Cherry Blossom can be booked together with Cherry Laurel (CC231136) to accommodate up to four guests.

    Ground Floor: The property is all on the ground floor, has underfloor electric central heating and comprises:
    Open plan living space: Spacious with beams and wooden floors.
    Lounge area: With wood burner and 32" Freeview TV.
    Dining area.
    Kitchen area: With microwave, fridge/freezer, dishwasher and washing machine.
    Bedroom 1: With king size bed, Freeview TV, iPod dock and DAB radio.
    Shower room: With walk-in shower and WC.

    All electric, bed linen and towels included. Initial fuel for wood burner provided, remainder available at £4 per basket. Travel cot available. Wi-Fi. Welcome pack. Enclosed garden with patio and furniture. BBQ. 1.8 acres of natural grounds. Parking (1 car). Cycle store. Pets welcome, to be kept on a lead in the natural grounds. No smoking. NB: Lake in grounds.

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  • Moorlands Cottage

    Levisham

    Grade
    2
    1
    0
    1
    Ref: DC3486
    Moorlands Cottage is in the peaceful moors village of Levisham, within the North York Moors National Park. Set within the owners’ three and a half acres of mature gardens with a pond and woodland, it is furnished and equipped to a high standard. There is a lovely summerhouse in the garden with sofas, hi-fi and a kettle. The village pub is a short stroll away with further amenities in Pickering just six miles away.

    Ground Floor: With oil fired central heating and comprising:
    Entrance hall.

    Sitting/dining room: with wood burning stove set in an attractive tiled surround, beamed ceiling with views over the gardens and valley below, flatscreen TV with Freeview, DVD player, selection of DVD’s, radio and CD stereo system, iron/ironing board.
    Kitchen: with electric hob and oven, microwave, fridge/freezer, small dishwasher and washing machine.
    Bedroom 1: with king size bed.
    Bathroom: with three piece suite and shower over bath.

    Full oil fired central heating, electricity and logs for the stove included. Bed linen and towels provided. Drying facilities available. Hairdryer. Internet access. Garden furniture and barbecue around the garden. Storage for bikes. Stabling for horses. Full use of garden. Private parking. Please note: There is a water fountain in the owners grounds.

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  • Rawcliffe House Farm - Cloth Fair

    Stape, nr. Pickering

    Grade
    2
    1
    0
    1
    Ref: 31213

    Dating back to around 1770, these country-style holiday cottages (refs 31210, 31211, 31212 and 31213) have been tastefully converted from the old farm buildings and barns. They all retain many original features, including rustic beams and stone walls. Nestled amongst 42 acres of beautiful open countryside and enjoying panoramic views, they are ideal for a relaxing break to escape the rigours of everyday life. Sit back, relax and enjoy some of the wild birds and animals that reside in and around this area, with only the sounds of the countryside to disturb the tranquillity on offer at Rawcliffe House Farm. The area is ideal for walkers and cyclists with bridle paths and cycle trails starting at your door, and with 42 acres of landscaped natural and wooded areas surrounding the property, you may find you never leave the grounds. It is also perfect for exploring both the North York Moors National Park and the Heritage Coast of Yorkshire. The historic market town of Pickering is just 6 miles away, home to the North Yorkshire Moors steam train - you can park your car, board the train, and sit back and relax as it chugs its way through some 18 miles of glorious countryside, a journey you will never forget. Whitby is approximately a 13-mile drive along beautiful country roads, famed for its connections with Captain James Cook, a colourful harbour yachting marina, the imposing abbey ruins and St Mary’s Church. It is where Bram Stoker discovered Count Dracula and the town is renowned for the folk, music festivals and Gothic weekends. The heather-clad moors of North Yorkshire are a delight – discover small villages tucked away deep in the valleys, where you will find many quaint little tea rooms, inns and restaurants in and around this area, serving some of Yorkshires finest cuisine, with one just a mile from Rawcliffe House at Newton-on-Rawcliffe. The market towns of Malton, Helmsley and Kirkbymoorside still host weekly markets. Historic homes, halls and castles are in abundance in this area with Castle Howard, Duncombe Hall, Sewerby Hall and Gardens and not forgetting, the 12th century castle ruins in Pickering which are all worth a visit. There is so much to do and see in this area guests find themselves returning again and again. Beach 13 miles. Shop 6 miles, pub and restaurant 1 mile.

    All on ground floor: Living/dining room/kitchen. 1 twin bedroom (zip and link, can be 6ft double) with en-suite wet room and toilet.

    Oil central heating included. Use of owners’ freezer on request. Patio with sitting-out area and furniture. Parking (2 cars). Wheelchair access.

    All properties: Electric woodburner in living room included. Electricity, bed linen and towels included. Freeview TV. DVD. Electric cooker. Microwave. Shared laundry room with washing machine and tumble dryer. Dishwasher. Wi-fi. Shared 42-acre grounds with sitting-out area, viewing deck and furniture. Shared children’s play area. Cycle store on request. Welcome pack. No smoking. NB: Stream and pond in grounds.

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  • Southolme Lodges - Sycamore Lodge

    Pickering

    Grade
    2
    1
    0
    1
    Ref: CC232120
    These delightful single storey cottages nestle in a quiet setting approximately 1/2 mile from the bustling centre of the popular market town of Pickering. Each unit has been lovingly furnished and decorated, offering every home from home comfort with light rooms overlooking the patio, garden and open countryside beyond. From the cottages, excellent footpath walks abound in the area, bypassing the pretty mill stream and waterfall en route to town and the local swimming pool is also just a few yards from the lodges.
    This property can be booked together with Elm Lodge (232117), Oak Lodge (232118), Willow Lodge (232119), Beech Lodge (232116) and Maple Lodge (232121) to accommodation up to 16 people.

    Ground Floor: Property has gas central heating, soundproofed and comprises:
    Lounge/Diner: With 30" TV , DVD and radio/CD.
    Kitchen: With electric oven and hob, microwave, fridge with icebox and washing machine.
    Bedroom: With double bed.
    Bathroom: With bath with shower over, WC, wash basin, heated towel rail and shaver point.

    All fuel, power and bed linen included. Cot and high chair available by arrangement.Paved patio and communal lawned gardens with garden furniture. Off road parking spaces for 2 cars. Storage for bicycles available.

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