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Vacation rentals in Pickering

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Top-rated vacation rentals in Pickering

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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! 🩷💚

Cottage in North Yorkshire

4.99 out of 5 average rating, 151 reviews

Bancroft Cottage: Luxury Holidays Yorkshire

Bancroft Cottage is a luxury, self-contained holiday cottage set within the grounds of Bancroft, the main house. It is a hidden jewel found within the historic Yorkshire market town of Bedale, commonly referred to as the ‘Gateway to the Dales’ The property is perfectly situated to offer guests the ease of walking to shops, restaurants and pubs via its own private access whilst being only a short ride away from the magnificent Yorkshire Dales, North York Moors, Harrogate and the city of York.

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.

Apartment in Scarborough North Yorkshire

4.97 out of 5 average rating, 39 reviews

Southcliff Retreat

Bring the whole family to this spacious retreat with lots of room a whole family to relax in plenty of space. This quiet first floor apartment is located minutes off the idyllic Esplanade. Beautiful walks are on your doorstep, the serene Italian gardens are a couple of minutes away. The beach is a short walk through the south cliff gardens. The Town centre is within your reach making this a perfect base for a relaxing holiday. Parking outside the apartment is ample and free.

Home in East Riding of Yorkshire

4.88 out of 5 average rating, 138 reviews

Luxury Cottage near Lake and Beach

Relax in this cute and quiet house, renovated to a high standard s in Central Hornsea. Two Bathrooms Patio Garden Farmhouse Kitchen Cosy Living-Room Garden Room SMART TV 3 Generous Double Bedrooms Two minute walk from shops, cafes, bars and restaurants. EASY PARKING Upon checking in guests often send us unprompted messages saying how lovely the property is or call us to thank us for letting them stay! Very often they tell us that the photos do not do the property justice!

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.

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.

Home in East Riding of Yorkshire

5 out of 5 average rating, 13 reviews

The Station House by the Sea with Hot Tub

Your family will be close to everything when you stay at our home in the heart of Town. The whole house is private with no shared areas. With something for everyone we make your seaside stay fun and affordable for all the family, pets included. We have a party room downstairs with bar and pool table, a sitting room with ground floor wc off. A fully fitted kitchen and utility area, a garden space with large 8 person hot tub.

Home in Cayton Bay

4.9 out of 5 average rating, 119 reviews

Brand new 2021 ABI WINDERMERE STATIC Cedar 1

Beautiful and brand new, fully equipt, high-end, luxury caravan. A perfect place to relax or bring the whole family. 5 minutes walk to the sea. Parkdean onsite entertainment for children and adults. swimming onsite, high ropes, arcades, and many more activities. With Cayton Bay minutes away from the caravan, Filey, Scarborough and Bridlington are not far away via car or Park & Ride, again minutes away from the caravan.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

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

4.91 out of 5 average rating, 11 reviews

Lovely 2 bedroom house

Camper/RV in Blackhall Colliery

4.84 out of 5 average rating, 19 reviews

Seaview Retreat Crimdon Dene

Cabin in North Yorkshire

5 out of 5 average rating, 4 reviews

Durham lodge

Home in Seacroft

4.92 out of 5 average rating, 25 reviews

Elegant Home In Yorkshire: free parking & wifi.

Cottage in Filey

4.89 out of 5 average rating, 27 reviews

Prospect Cottage - The Bay Filey - 2 bedrooms

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

Quick stats about vacation rentals in Pickering

Total rentals
130 properties
Nightly prices starting at
G$8,332 GYD 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 house rentals in Pickering have wifi?
Absolutely! We offer over 40 house rentals with wifi in Pickering. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly cottage rentals in Pickering?
Four-legged friends are welcome in Pickering. Choose from more than 30 cottage 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 house rentals in Pickering have free parking?
Absolutely! We offer over 20 house rentals with free parking in Pickering. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Cottage Rentals in Pickering?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 40 homes with free parking, over 60 homes with a kitchen, over 60 homes with wifi, 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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