Holiday houses in Middlesbrough

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Top-rated holiday rentals in Middlesbrough

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Guest favourite

Cottage in Great Ayton

4.96 out of 5 average rating, 158 reviews

Cliff Ridge Cottage

Great Ayton is a pretty village & is right on the edge of the North York Moors, a great location for walking, cycling & mountain biking. Garden with patio has seating outside or undercover in the "outhouse". The cottage has street parking, but parking directly outside of the cottage isn’t always possible. The coast is a 20 minute drive away. The Village has several quality bars & restaurants, & take away food options. All are a safe 5 minute walk. The property has secure storage for bikes.

Guest favourite

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.

Guest favourite

Cottage in Brotton

4.79 out of 5 average rating, 735 reviews

Listers Lodge

Pre 1800's cottage full of character located in a conservation area. Central to the highly recommended Saltburn, Staithes & Guisborough: steeped in history with fantastic beaches. Take National Trust walks over cliffs, woodlands,Moors & Cleveland Way. Located on main bus routes and short walk from pubs, restaurants & parks. Dogs welcome at £25 charge earlier/late check in or out times possible on occasions/request. Driveway parking not suitable for large cars-no issue for off street parking

Guest favourite

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.

Guest favourite

Cottage in Skelton-in-Cleveland

4.95 out of 5 average rating, 133 reviews

Sundial Cottage, Stunning 3Bed Cottage with Hottub

Relax with the whole family or friends at Sundial cottage. Jump in the Hot tub, enjoy the open plan kitchen and lounge along with three spacious bedrooms. Fibre WiFi. Based in a small quiet village, we ask all our quests to respect our neighbours when outside and we do not accept stag/hens. Perfect for walks in the North Yorkshire moors, or staying in catching up with friends or family. Well behaved Pets are welcome at the cottage and there is private parking spaces for your convenience.

Guest favourite

Home in Richmond

4.99 out of 5 average rating, 102 reviews

Treetops Cottage @ Treetops Hideouts

Treetops Cottage is a luxury country retreat just one mile from bustling Richmond nestled in a private, stunning setting. The newly refurbished property boasts exceptional far reaching views across the rolling countryside and the south facing patio is a fantastic space to watch the wild deer that come up from Sandy Beck. Ideally located alongside Brokes giving direct access to the beautiful surrounding countryside, the property offers luxury living with great days out on your doorstep.

Guest favourite

Home in Guisborough

4.91 out of 5 average rating, 194 reviews

Stoney Nook Cottage

Relax and unwind in this beautifully stylish space with wood burning fire. Located in central Guisborough, juts 2 minutes walk from the main town and shops, this stunning cottage has everything you need to relax. Beaches within a fifteen minute drive, stunning walks and North Yorkshires famous Roseberry Topping on the door step. The cottage boasts smart TVs throughout with super fast broadband and modern appliances. It hosts a master bedroom and bunk beds in the second bedroom

Guest favourite

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.

Guest favourite

Cottage in Staithes

4.99 out of 5 average rating, 111 reviews

Saltwater-Beautiful, cosy old fisherman's cottage

Previously a fisherman’s cottage in the quaint seaside village of Staithes. A stones throw from the harbour, Saltwater cottage has been fully renovated throughout to the highest standard. With a log burner, beams galore and a beautiful high spec kitchen with Belfast sink. It is the perfect hideaway to escape the stresses of daily life, waking up to glimpses of the glistening sea and losing yourself in the sound of crashing waves and soaring seagulls.

Guest favourite

Home in Guisborough

4.98 out of 5 average rating, 64 reviews

Luxury Holiday Rental with Hot Tub!

The Paddock is two, exquisite, 4 bedroom detached self catering holiday rentals, in a private location, offering spacious modern living accommodation with large secluded outside entertaining area and hot tub! Nestled right at the foot of Guisborough Forest, on the Cleveland Hills, offering unparalleled views and access to the woods and moorland beyond, whilst still within walking distance of shops, pubs and restaurants.

Guest favourite

Holiday home in Urra

4.96 out of 5 average rating, 118 reviews

Bluebells Cottage, Chop Gate, North Yorkshire.

Luxury romantic Yorkshire cottage retreat in the North Yorkshire Moors National Park nestled next to a bluebell wood with a babbling brook and direct access out into the most beautiful countryside. Close to the beautiful historic market towns of Helmsley and Stokesley and 10 minutes from James Cook's village of Great Ayton. Day trip distance to the seaside fishing villages of Whitby, Staithes and Robin Hoods bay.

Guest favourite

Cottage in Saltburn

4.98 out of 5 average rating, 120 reviews

Saltburn l Treetops: Sea views, Dog friendly.

Have fun with the whole family at this centrally located Saltburn property. Located in this popular coastal town, a short walk from both the town centre, Valley Gardens and beach. Created with a family friendly, stylish and relaxing holiday in mind; this property can be booked on it's own or with our second property, The Outlook. Perfect for extended family breaks (dog friendly too).