
Cottage holiday rentals in Middlesbrough
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Top-rated cottage rentals in Middlesbrough
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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 doesnβt lend itself well to those with mobility issues or very young children. Dog friendly.

Apple Tree Cottage. Stokesley.North Yorkshire.
A delightful old cottage overlooking West Green with a mix of antique, upcycled and vintage inspired decoration. The cottage is dog friendly, with a patio and large enclosed, secure garden. Located on the outskirts of the historic market town. The town has a distinguished wide cobbled high street lined with Georgian and Victorian buildings. It is served by banks,shops, up market restaurants and pubs. Surrounded by the Yorkshire Moors it makes an ideal base for exploring the Dales & East coast.

Old Fire Station Cottage | EV Charger | Opt 2nd BR
Contemporary Comfort in a Charming Cottage β Carlton-in-Cleveland, North York Moors National Park. Perfect for a quiet escape or an active adventure, this beautiful cottage offers everything you need Fast, reliable Wi-Fi & Smart TV Welcome goodies: fresh milk, coffee, sugar, tea, and delicious homemade cake Just a short stroll away, enjoy authentic Thai cuisine and top-notch real ales at the friendly village pub, The Blackwell Ox β also offering excellent takeaway options. EV Charger by App

Sundial Cottage, Stunning 3Bed Cottage with Hottub
New Prices Enforced by Airbnb include 15.5% fee to Airbnb. Relax with the whole family or friends at Sundial cottage. Covered Hottub, enjoy the open-plan kitchen, lounge along with three spacious bedrooms. Fibre WiFi. Based in a 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 catching up with friends or family. Well behaved Pets are welcome at the cottage and there is 2 parking spaces

Hillfoot Cottage - charming country character.
Hillfoot Cottage is a cosy and comfortable 350 yr old cottage which began life as a pig sty in the quiet country village of Yearby, near Redcar. Offering peace and tranquility with local walks on your doorstep. Located a short drive to the seaside town of Redcar and Market town of Guisborough, within 1/2 hours drive to the North York Moors National Park and Whitby and within 1 hours drive to the Yorkshire Dales. An abundance of wild birds are to be found in the gardens of our cottage.

Bumble Cottage. Lovely 2 bedroom Edwardian cottage
Bumble cottage is a beautiful family and dog friendly holiday home. Only a short walk from the centre of the village. Great Ayton is situated on the edge of the North Yorkshire moors and provides a wonderful base for exploring the local area. There are many possibilities for family activities, for walking, hiking, road and mountain biking and running. The beautiful beach at Saltburn is also only a 15 minute drive away. There are several excellent and unique cafes, restaurants and bars.

Cosy, 2 Bedroom Cottage in Guisborough Town Centre
A cosy cottage in the heart of Guisborough town centre with easy access to local shops and a large supermarket minutes away. The property is the ideal location for exploring North Yorkshire. 15 to 30 mins from the North Yorkshire Moors, Redcar and Saltburn beaches, Roseberry topping and Whitby. Itβs ideal for family breaks, mini breaks and perfect for walkers. A free 2 hour high street parking disk is provided, plus free parking 6pm till 8am daily. Other times up to Β£4 a day.

Townhouse in Stokesley
A delightfully old, mid-terraced townhouse situated in the conservation area of West Green, Stokesley. The house has been sympathetically decorated and furnished to reflect its heritage, with a beautiful collection of traditional, upcycled and vintage inspired furniture to support independent, local businesses. We are dog friendly. Outside we have a secure, seated courtyard. Stokesley and the local area hosts all manner of restaurants and cafes, many of which are dog-friendly.

Mews Cottage within Yarm with private parking
Mews cottage situated in a private mews, with the benefit of two private car parking spaces*. The property comprises; open plan lounge/fitted kitchen/diner, a large kingsize bedroom and separate family bathroom with walk-in shower on the first floor. A further loft bedroom has twin beds (or joined as a superking) and a further single bed. *The private car park is not immediately adjacent to the property so there is no accessible electric charging point for electric cars.

Church Cottage, West Rounton, North Yorkshire
Church Cottage is located in the small village of West Rounton, on the edge of the stunning North Yorkshire Moors. This makes it an ideal base for walkers, close to the Cleveland Way, and Mount Grace Priory. Short drives away are, York and Whitby. The quiet rural setting and fresh air, together with the cosy warmth of Church Cottage make it the perfect base for walkers, nature lovers, and for anyone looking to relax from a busy life.

Dove Cottage, Sherburn Village, Durham City
Dove Cottage is ideal for Durham City. It is a detached cottage, for two and a dog if you have one. Itβs in a quiet location in Sherburn Village, behind Weardale House, with access to a large garden with a summerhouse and garden furniture. It has everything you need in a home from home to make your stay comfortable and enjoyable. Itβs a short journey into Durham City, by car or bus and also close to the beaches of County Durham.

The Little River Cottage
Situated on the River Leven, located in the beautiful market town Stokesley. Walking distance to restaurants, coffee shops, bars, shops, and a picturesque river walk. This 200 year old, 1-bedroom terrace cottage has recently been renovated to a high standard. A great location to enjoy this wonderful part of North Yorkshire Perfectly placed to explore the beautiful North Yorkshire coast and moors
Popular amenities for cottage rentals in Middlesbrough
Cottage rentals with a hot tub

Coastal Hot Tub & Sauna Retreat, Sleeps 2-8, Views

Laburnum Cottage, Middlestone.

The Byre @ Low Waupley Farm with HOT TUB

Cottage with Hot Tub, Great Pubs & Walks!

Rambling Rose Cottage, near Staithes

Ivy Cottage, 3 bedrooms with hot tub+games room

The Old Dairy Cottage

July-Aug offers! Lots to do, hot tub, dogs, walks.
Pet-friendly cottage rentals

Wheelhouse,Grinklebell Cottage

Farm Cottage with Stunning Views.

Plum Tree Cottage - 1 bedroom

Foxglove Cottage

Safe Harbour Gorgeous Central Cottage in Staithes.

Spacious barn conversion in North Yorkshire

Picturesque Cottage in Stonegate, Lealholm

Cheerful & Quaint 18th Century cottage
Private cottage rentals

Beautiful Dunsley Cottage in Staithesβ

Saltwater-Beautiful, cosy old fisherman's cottage

Cosy one bedroom cottage near Barnard Castle

Farndale Cottage North York Moors National Park

Imagine at High Parks

Modern Converted Barn w/ Idyllic Views of N. Yorks

Charming cozy cottage in Guisborough

Entire Home Bargate Little cottage with log burner
Destinations to explore
- Pet-friendly rentalsΒ Middlesbrough
- Cabin rentalsΒ Middlesbrough
- Apartment rentalsΒ Middlesbrough
- Rentals with a fireplaceΒ Middlesbrough
- Rentals with a patioΒ Middlesbrough
- Flat rentalsΒ Middlesbrough
- Rentals with a washing machine and dryerΒ Middlesbrough
- Rentals with outdoor seatingΒ Middlesbrough
- Townhouse rentalsΒ Middlesbrough
- Family-friendly rentalsΒ Middlesbrough
- Hotel roomsΒ Middlesbrough
- Cottage rentalsΒ England
- Cottage rentalsΒ United Kingdom
- Yorkshire Dales National Park
- yorkshire dales
- Yorkshire Coast
- Flamingo Land Resort
- Filey Beach
- Durham Cathedral
- Beamish the Living Museum of the North
- Harewood House
- Fountains Abbey
- York Castle Museum
- Bramham Park
- Scarborough Open Air Theatre
- National Railway Museum
- York University
- Durham University
- Scarborough Beach
- York Minster
- Teesside University
- Weardale
- Peasholm Park
- Saltburn Beach
- Newcastle University
- Blue Dolphin Holiday Park - Haven
- The Bowes Museum





