
Cottage vacation rentals in Middlesbrough
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Top-rated cottage rentals in Middlesbrough
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Bluebell Cottage. Garden 2 bed. TOP 1% on Airbnb
Stay in a stunningly beautiful, south facing 2 bed cottage with cosy fireplace, super fast broadband and patio garden. The cottage is fully renovated, rated as one of the top 1% Airbnb homes and an ideal rural retreat. It is minutes from the historic centre, shops and restaurants, with beautiful countryside on the doorstep. A folding desk can convert the back bedroom into a workspace Given the trundle bed, 4 people can potentially sleep here but that would be tight so please message me first

Boulby Grange Farmhouse Cottage.
Cosy quirky 1 bedroom holiday cottage with stunning views of the sea with own garden & log burner. NB .. the bedroom is in the eaves so limited head room & accessed by reasonably narrow staircase/shower room is downstairs (therefore not suitable to elderly or tall people due to the limited headroom / due to size of the bedroom it is only a double bed). Situated on the Cleveland Way this is a perfect spot for walking & within walking distance to the lovely harbour village of Staithes (25 mins)

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 – 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 – also offering excellent takeaway options. EV Charger by App

Romance or a rest at The Nest Castleton,Whitby!
Very special, cosy, really 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.

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. It’s 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 £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.

Cosy Seaside Cottage
Enjoy a memorable visit when you stay in this unique , stylish cosy cottage. Just 100 meters from the dog friendly sandy beach with breathtaking views . Walk to Saltburn to explore the many restaurants and bars or stay local with many coffee shops , bars , places to eat and shops to visit . When you are not exploring the local area , of walking many of the excellent trails you can sit and enjoy a glass or two on one of the two large comfy sofas in front of a real fire.

One bedroomed holiday home on a dairy farm.
This self contained holiday cottage offers a chance to get closer to the workings of a family dairy farm. It is situated in the North York Moors National Park, midway between the moors and the coast and just a fifteen minute drive (or slightly longer bus ride) from Whitby. The accomodation is unusually spacious for a one bedroomed cottage, it is light, warm and very well insulated but don’t forget there is the potential for noise and smells from the farm!

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.

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.
Popular amenities for Middlesbrough cottage rentals
Cottage rentals with a hot tub

Sundial Cottage, Stunning 3Bed Cottage with Hottub

Laburnum Cottage, Middlestone.

The Byre @ Low Waupley Farm with HOT TUB

Hootsman

Rambling Rose Cottage, near Staithes

Ivy Cottage, 3 bedrooms with hot tub+games room

Gallowgate Cottage

Luxury Farm Cottage with Hot Tub in Yorkshire
Pet-friendly cottage rentals

Wheelhouse,Grinklebell Cottage

Tranquil 1 Bedroom cottage with garden and parking

Picturesque country cottage

Jackdaw's Perch, Holiday Cottage

NY Moors' peaceful retreat - Great Fryup, Lealholm

Lahney Cottage

Dove Cottage, Sherburn Village, Durham City

Florence Terrace
Private cottage rentals

Coastal Retreat

Pigin Cottage - Small, cosy, perfectly restored

The Hayloft- romantic retreat and dog friendly!

Imagine at High Parks

Rose Cottage, Fangdale Beck

Modern Converted Barn w/ Idyllic Views of N. Yorks

Charming cozy cottage in Guisborough

Beautiful Barn, County Durham
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- Cottage rentals England
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- Yorkshire Dales National Park
- Robin Hood’s Bay
- Flamingo Land Resort
- York's Chocolate Story
- yorkshire dales
- Fountains Abbey
- Harewood House
- York Castle Museum
- Durham Cathedral
- National Railway Museum
- Yorkshire Coast
- Valley Gardens
- Semer Water
- Saltburn Beach
- Gateshead Millennium Bridge
- Weardale
- The Bowes Museum
- York Art Gallery
- Durham University
- Scarborough Beach
- Beamish the Living Museum of the North
- Bramham Park
- Blue Dolphin Holiday Park - Haven
- York University




