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, 157 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 Saltburn

4.91 out of 5 average rating, 151 reviews

Saltburn l The Outlook- Sea views, Dog friendly.

This design award winning detached property is surrounded by grounds which include a slope which may not be suitable for very young children. With stunning sea views, The Outlook is built into the hillside, access is via steps down from the road (or can be accessed via a steep path). Minutes from the Valley Gardens, on the beach path, close to the town centre; this is a beautiful spot. The Outlook sadly doesn’t lend itself well to those with mobility issues or very young children. Dog friendly.

Guest favourite

Cottage in Brotton

4.79 out of 5 average rating, 728 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

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

Guest suite in Danby

4.77 out of 5 average rating, 253 reviews

Holly Cottage in Danby on North York Moors

Welcome to our characterful historic 500-year-old cosy cottage with views of North York Moors, set in a moorland village near a wonderful bakery, pub, station, and shop. Ideal for a quiet retreat and relaxing breaks. Country garden. Moorland walks from the door. The recent renovation has made a spacious light space with an upstairs bedroom and mezzanine and a large airy, sitting room. Shower room.Sleeps 4. Oak beams and feature stone wall. Pottery, walking, and foraging are available

Guest favourite

Home in Guisborough

4.91 out of 5 average rating, 187 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

Cottage in Castleton Whitby

4.88 out of 5 average rating, 172 reviews

Romance or a rest at The Nest Castleton,Whitby!

Very special, cosy tiny stone cottage nestled in the North Yorkshire Moors National Park near Whitby. The Nest has a Log burner, central heating, WIFI,smart TV, Egyptian linen and twinkling fairy lights ,. Walks onto the moors from the front door , seating area outside to watch the sun go down with a large glass of wine, welcoming family pub across the road, Co-op, and fine dining pub also in the village. Train station to Whitby from the village. We welcome two dogs at the Nest.

Guest favourite

Home in Hartlepool

4.78 out of 5 average rating, 32 reviews

Brookes Cottages 2

Sea-view cottages, only a 5 minute drive from the beautiful bays along the north-east coastline. Finished to the highest standard, to help you feel at home you can expect the following: Now with space X Starlink Wi-Fi please note Wi-Fi is satellite and speeds vary 32" Freeview HD TV Microwave Toaster 3 x double bed Full set of kitchen utensils 2x Two seater sofas Bed linen Hairdryer Air-conditioning Iron Laundry service available upon request Free parking Private Fishing lake

Guest favourite

Home in Easington

5 out of 5 average rating, 5 reviews

Amber Rose Staithes

Ings Farm Holiday Cottage is a stylish, sophisticated barn conversion. The barn is well-equipped and furnished to a high standard. The lounge, diner is a comfortable and spacious with views across the valley and to Staithes. The master bedroom is modern but elegant with a king size bed. Ideally positioned on the Whitby Road area close to Staithes, Runswick Bay and the beach. We have our own dedicated bus stop with buses running approximately every 30 minutes during the day.

Guest favourite

Cottage in Stockton-on-Tees

4.86 out of 5 average rating, 148 reviews

The Old Moat Barn - With Private Hot Tub

Nestled on the outskirts of the 500-acre national woodland Coatham woods, lies The Old Moat Barn. This barn has been converted with one thing in mind: peace and relaxation. Enjoy downtime in the private courtyard, equipped with 6-seater jacuzzi, patio and seating area. Want to cabin up? Snuggle indoors or mix up the cocktail of the hour in your own exclusive bar. Whichever your preferred way to relax, The Old Moat Barn caters for all.

Guest favourite

Place to stay in Durham

4.83 out of 5 average rating, 109 reviews

Crimdon dene holiday park

Crimdon dene holiday park Sleeps 6 1 double bed 2 singles beds and a pull out bed in the living room Beds are freshly made,if you are using the pull out bed i will leave spare bedding You will need your own towels and toiletries Passes are not included you can buy them at reception No pets No smoking Check in after 3 Check out 11 Smart tv, with Netflix, prime and Disney Kettle Toaster Microwave Iron Hairdryer No groups

Guest favourite

Home in Guisborough

4.98 out of 5 average rating, 61 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.