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Vacation rentals in Pickering

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Top-rated vacation rentals in Pickering

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

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Cottage in Cowden

5 out of 5 average rating, 110 reviews

Seaside Cottage with Hot Tub, Stove & Fab Garden

𝗗𝗮𝗿𝗹𝗮’𝘀 𝗖𝗼𝘀𝘆 𝗥𝗲𝘁𝗿𝗲𝗮𝘁 Situated near the sea, this pretty little detached cottage is a home from home and will provide you with everything you could possibly need inc: * Rated in the top 1% of homes * Luxury interiors & WOW rear garden * Hot Tub * Pet Friendly * Heston Blumenthal BBQ * Bikes * Kiddies crafts, books & games * Wood burning stove * Panda Mattress Toppers * Short walk to fab local pub Quirky and quaint, Darla’s will warm your soul and be the start of making more memories! 🩷💚

Condo in North Yorkshire

4.91 out of 5 average rating, 127 reviews

Whitesails Spacious 3 Bed Apartment Filey

In the heart of Filey this spacious, 3 bedroom 2nd floor apartment is set over two floors. 1st floor has a dining kitchen, bathroon with bath and separate shower, master bedroom with a King size bed, a large sitting/dining room with a partial sea view. The 2nd floor has two double bedrooms, one with a double bed and one with two single beds and a TV with fire stick. The beach is minutes away from the front door, with all amenities on the door step. Scarborough 6 miles, Brid 9. Wifi, smart TV

Cabin in Filey

4.99 out of 5 average rating, 137 reviews

Secret Of Eden Lake View Lodge - Pets/Beach/E.V

The Lake View Lodge is located on the new Meadows development. It is pet friendly and has a country theme inside. We have a log burner, two en-suites and an open planned kitchen/living space. We also have Wi-Fi, board games/Netflix/Disney+/Xbox Series S/Homepod. It’s a short walk to the beach. On site facilities include a leisure centre with gym & swimming pool, tennis court, wildflower meadow, children's play area, archery, pub, restaurant, pharmacy, beautician and more. Free E.V charging!

Home in Staithes

4.99 out of 5 average rating, 70 reviews

Beautifully Renovated Cottage next to Beach

Bay Tree Cottage is located in a peaceful location a stones throw away from the beach and the Cod & Lobster with the other village amenities only a short stroll away. The spacious cottage has been fully renovated throughout to a high standard. It features a wood burning stove, a great outside area and the sea views from the master bedroom are breathtaking. It is suitable for couples & families alike, ideal for both relaxing or a more energetic break, for example walking the Cleveland Way.

Home in Burton Leonard

4.99 out of 5 average rating, 129 reviews

Luxury 3 bedroom house - hot tub & amazing view!

Yoredale House is a stone-built 3 bedroomed detached property with amazing views set in its own grounds with a 5-person hot tub - just outside the beautiful village of Burton Leonard. Furnished to the highest standards with panoramic views towards the North Yorks Moors. Easy access to two National Parks, Fountains Abbey, Herriot country, Ripon, Harrogate, York etc. Two village pubs and shop within walking distance. Great base for walking, cycling and exploring beautiful North Yorkshire.

Cottage in Robin Hoods Bay

4.87 out of 5 average rating, 157 reviews

Cosy 2 Bed Seaside Cottage, Robin Hoods Bay Whitby

A cracking home from home, The Old Bakehouse Cottage in Sunny Place, Robin Hoods Bay, is a curl-up-with-a-book sort of place with the North Sea just round the corner crashing against the sea walls. But when the tide retreats the beach is a world of rock pools, fossil hunting and numerous coastal walks will await. Yorkshire Holiday Cottage 4 star accommodation" exceptional standard of cleanliness, décor and historic feel to the place”. Fast WIFI, Car Parking permit included. Beach 250 yards

Home in York

4.97 out of 5 average rating, 237 reviews

Alma York - Free Parking

Free parking permit! Dog-friendly! Pretty Victorian terraced house, with large sunny private courtyard. Dating back to the 1800s, the 2-bedroom period property holds a wealth of history. Today the house has been fully refurbished, boasting fabulous, striking interiors which provide a comfortable home-from-home feel. If you're looking for a truly amazing stay in York, look no further! Perfectly located, a wonderful riverside walk takes you into the city.. Sleeps 5 guests.

Apartment in North Yorkshire

4.96 out of 5 average rating, 241 reviews

17a Grape Lane, Whitby

17a Grape Lane offers the very best in holiday accommodation - a central location, a beautiful listed building, harbour views and a comfortable and stylish home from home. It’s a tasteful, luxurious and comfortable self-catering holiday apartment set out over two floors. With a huge lounge, a fitted kitchen with dining area and two generous bedrooms, two bathrooms and a downstairs toilet and fantastic harbour views, you’ll have space to really relax and enjoy your stay.

Shepherd’s hut in Goathland

4.99 out of 5 average rating, 179 reviews

Escape into Nature - Owl

Stay in one of our two shepherds huts this Autumn and enjoy the splendour of the national park. Situated alongside walking routes & the 'Rail Trail' former railway of 1836 which takes you on a wonderful adventure around the beauty of the park across rivers, streams, waterfalls & all that nature provides. We offer a piece of country life in our Shepherd huts. Ideal for those who want to escape, we are completely off the beaten track! Switch off & relax back to nature.

Apartment in North Yorkshire

4.93 out of 5 average rating, 139 reviews

The Old Sweet Factory - Town Centre Apartment

Refurbished, spacious and characterful second floor two bedroom apartment, centrally located in the Spa town of Harrogate. The apartment has recently been renovated to a high and exacting standard, is completely self-contained and contains everything you might need for a comfortable break. Located in the beautiful Montpellier quarter, the Harrogate International Conference and Convention centre and The Royal Hall is within 1 minutes walk away.

Cabin in North Yorkshire

5 out of 5 average rating, 4 reviews

Durham lodge

Imagine stepping out onto your private patio, overlooking the majestic views of nature. You can comfortably relax on your own gorgeous patio while enjoying a glass of wine with friends and family! This spacious lodge is perfect for up to 4 people - it has a master bedroom and a twin bedroom that share a bathroom; making this place ideal for family, friends or both!

Cottage in Scarborough

4.87 out of 5 average rating, 160 reviews

Beautiful Cottage Nestled in The Old Town

Welcome to our listing for Gabriel’s Cottage which is a ground floor cottage, complete with one off street parking space at the front. The cottage can sleep up to 6 guests, extra person charges apply. Any additional cars please let us know when booking so that we can provide you with parking permits.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Pickering vacation rentals

Free parking on premises

Air conditioning

Stay near Pickering's top sights

North Yorkshire Moors Historical Railway Trust Ltd69 locals recommend

Cedarbarn Farm Shop, Cafe & Miniature Railway17 locals recommend

Beck Isle Museum15 locals recommend

Spice 4 U12 locals recommend

The White Swan Inn8 locals recommend

Figaros6 locals recommend

Other great vacation rentals in Pickering

Home in Bempton

5 out of 5 average rating, 21 reviews

Chance Escapes

Home in Seacroft

4.9 out of 5 average rating, 10 reviews

Lovely 2 bedroom house

Home in Easington

5 out of 5 average rating, 5 reviews

Amber Rose Staithes

Home in Seacroft

4.92 out of 5 average rating, 24 reviews

Elegant Home In Yorkshire: free parking & wifi.

Home in Stockton-on-Tees

5 out of 5 average rating, 11 reviews

Modern large home for families and contractors

Home in East Riding of Yorkshire

5 out of 5 average rating, 23 reviews

Luxurious Bridlington villa sleeps 13

Home in North Yorkshire

4.88 out of 5 average rating, 24 reviews

Stunning Accommodation surrounded by Countryside

Home in York

4.98 out of 5 average rating, 49 reviews

Beautiful 2-Bed Home Close to the Centre of York

Quick stats about vacation rentals in Pickering

Total rentals
130 properties
Nightly prices starting at
R733 ZAR before taxes and fees
Total number of reviews
4.2K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace

Frequently Asked Questions

How much does it cost to stay in cottage rentals in Pickering?
Experience the best of Pickering with our cottage rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there cottage rentals with a dedicated workspace in Pickering?
Yes! Work meets play with ease at over 40 cottage rentals in Pickering featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do cottage rentals in Pickering have wifi?
Absolutely! We offer over 60 cottage rentals with wifi in Pickering. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Pickering?
Four-legged friends are welcome in Pickering. Choose from more than 30 house rentals for guests traveling with pets.
Do house rentals in Pickering have a kitchen?
Absolutely! We offer over 40 house rentals with a kitchen in Pickering. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Pickering have free parking?
Absolutely! We offer over 40 cottage rentals with free parking in Pickering. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Pickering?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wifi, over 20 homes with free parking, over 40 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly cottage rentals in Pickering?
Pickering has more than 50 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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