
Cottage vacation rentals in Middlesbrough
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Middlesbrough
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Middlesbrough cottage rentals
Cottage rentals with a hot tub

The Byre @ Low Waupley Farm with HOT TUB
We have just returned from a lovely stay here at the Byre. The accommodation is exactly as described and the hosts were fantastic, providing lovely touches such as welcome baskets for us and the dogs. The location is great for exploring the local seaside towns, and very private. I would certainly recommend and would stay again.

Hootsman
Everything about this venue is lovely. Dog friendly, nice decor inside. 200m walk to a local pub which served great food. The WiFi struggled at times but only a minor issue as there was absolutely no signal on my phone. The only downside to the whole stay is that I was charged £50 to use the hot tub for two nights and I had to heat it myself as it was a natural one. If I was using their electric then fair enough but using extra wood (that I brought just in case) to do it myself, the price felt excessive. Also having spoken to family about some of the places they had stayed the cleaning fee of £50 felt a touch high compared to other properties of similar size. A few minor issues but overall a superb location and would recommend to others.

Rambling Rose Cottage, near Staithes
The family and I thoroughly enjoyed Rambling Cottage. Beautiful cottage in a great location and very accessible. It was a great space for us to base ourselves for a long weekend exploring what the North York Moors had to offer. Highly recommend. Michael, Laura, Elsa and Eddie

Gallowgate Cottage
We absolutely loved our stay at Hannah’s lovely home! Beautifully furnished and the hot tub kept our children entertained. Richmond itself is lovely and easily walkable. And the Yorkshire Dales are just a stones throw away. We would recommend to anyone and look forward to returning!

Ivy Cottage, 3 bedrooms with hot tub+games room
Jane met us on arrival, explained everything, then left us to chill out. The welcome pack and fresh flowers were a lovely gesture and were much appreciated. The cottage was spotless and felt extremely homely. We very much enjoyed the games room and enclosed hot tub. The garden areas were vast with lots of outdoor furniture. We enjoyed a lovely ice cream at Archers ice cream parlour (10 min walk) and experienced both pubs in nearby Heighington, very friendly, great food and service in the George & Dragon. Another recommendation is the nearby Raby castle, definitely a worthwhile visit. We definitely recommend staying at Ivy cottage and look forward to returning there again. Thank you Jane.

Luxury Farm Cottage with Hot Tub in Yorkshire
A beautiful and cosy home which was spotlessly clean and as described. It had a well equipped kitchen and the hot tub was ready to use on our arrival. I only wish we had stayed for longer!

The Old Moat Barn - With Private Hot Tub
We stayed for one night at Deans place to celebrate a 40th birthday. there was 4 of us that stayed and there was lots of room. The place is gorgeous! We had a great stay and would definitely stay again. We took an Uber to the nearest high street which was approx 10 minutes, there was lots of bars and place to eat there. Dean was a great host, always replying to messages and when we realised we'd forgotten our milk he brought some over for us. Thanks for a great stay

The Retreat (private garden area with Hot Tub)
Stayed at the Retreat at St Hilda’s. What’s a treat! Clean, beautiful decor, really friendly check in and generally a pleasant stay. Will definitely be back!
Pet-friendly cottage rentals

Cosy 1-bedroom cottage with indoor log burner
Just got home after a 4 day break and the cottage was perfect! I’m a decorator by trade and work on property development every day and so of course everywhere i stay i can’t help but look through that lens and i have to say well done! The cottage has been very tastefully decorated throughout and designed really well too! i even took photos of the portholes that have been cut into the dividing wall between stairs lounge and kitchen because they really work to give a unified feel to the whole of the ground floor space which for a 2 up2 down it really did feel like one larger space i liked that effect , it really works right builder hat off we loved it and used it as a base to travel about from the town too was perfect with every amenity on the doorstep would highly recommend Thank you hosts Ian & Jon

Saltburn l Treetops: Sea views, Dog friendly.
Outstanding. Iconic building, enormous inside, sea views from most windows and you could hear the waves crashing at night! Walking distance to everything and amazing roof terrace and balcony. Will definitely book again!

Old Jack's - 17th Century cottage + stunning view
We had a lovely stay at Old Jack’s, small (as expected) but cosy and in a great location just over the footbridge from the cafes, pubs & shops on the cobbled streets of Staithes. Super views over the village (wonderful sunrise over the harbour on our sunny day) and a lovely, peaceful place to stay.

No 6, stylish and comfortable get away and relax.
Very comfortable cottage,nice furniture,clean linen,good communication,great value for money,highly recommend

Three Tuns House Cottage is a delightful getaway
It was a lovely,well situated cottage. Extremely easy to get to the surrounding north York moors and the dales. The hosts were very friendly and welcoming and had helpful information on the surrounding area. The cottage was very clean and homely. Pub within walking distance just across the bridge in the village. Would recommend walk from the beautiful Sutton bank national park which was only 10 minutes drive from the cottage followed by a lovely drink at the pub in hamby. Would definitely go back and stay there again.

Florence Terrace
We've just got back from a 3 night stay at this beautiful cottage. The sat nav took us straight to the cottages and inside was beautiful and clean. The views are just stunning and with how beautiful the weather has been we haven't needed the heating. the beds are comfortable and quilts are very warm. having an electric shower in the main bedroom ensuite meant we didn't need to use the stove but it was nice that it was already lit when we arrived on Saturday. We walked out to the local village and had food at the coach house inn which was extremely delicious and the portions were generous. it was only a 40min drive from Whitby which was a great day out too. overall we had a great stay and would definitely stay again and explore more of the surrounding area as there is loads to offer.

Cheerful & Quaint 18th Century cottage
Great cottage to stay at, has everything you could need and located in a very handy place for getting to Whitby and the moors.

Listers Lodge
We had a really lovely stay at this characterful home — it’s full of charm and personality, which made it feel really special. The added bonus was how well-equipped it was for children, with lots of thoughtful amenities that made our trip much easier as a family. Check-in was smooth and straightforward, and the host was incredibly friendly and responsive to any questions we had throughout our stay The only small observation is that it could benefit from a slightly deeper clean, as we did notice some dust in places. That said, it didn’t take away from how much we enjoyed our time — just something to be aware of for future guests. Would absolutely recommend and would love to return
Private cottage rentals

Abbey Hill cottages 1, lake, countryside views
Abbey Hill Cottages to high above W. Hartlepool. They are well equipped.Beds are comfortable and so is sitting room furniture. Plenty of hot water. Good shower.Lots of space. I would stay again.

Charming fisherman's cottage
The charming cottage was just as described, well equipped, spotlessly clean and good clear instructions left in the property. All appliances were easy to use including heating and bed was very comfortable. Although there is no parking, which is very rare in Staithes, it was easy to park up and unload, having stayed in Staithes many times I knew what to expect especially that climb out of the village! This time I used Glen Vale Car Park, this is a private car park and CCTV monitored which gives piece of mind. I definitely would recommend a stay here.

The Bridge Cottage: A lovely spacious one bed cottage with sofa bed
My partner and our dog had a lovely August bank holiday stay in Bridge Cottage. It was perfect for some walking, pub dinners and seeing the local sites. Mandy was super quick to respond with questions and the breakfast hamper we ordered was delicious! It kept us going all weekend. We’ll definitely come back to explore a bit more of the local area as it, and the Grange, are lovely.

Stow House Farm Cottages, Bramble Cottage
This cottage was exactly what we needed to explore the Wear and Tyne valleys. We needed somewhere quiet, clean and peaceful and that's exactly what we found. Many thanks.

Cosy one bedroom cottage near Barnard Castle
We had the most wonderful time at Joanna’s lovely cottage. It is even better than we imagined! The garden space was perfect for our dog, she could stay off the lead and we knew she was safe because of the wiring on the fence. Great location with lots of walks that were recommended on a leaflet left in the cottage which we found really helpful too. We would definitely return and recommend to others! Thank you again 🥰🥰

Entire Home Bargate Little cottage with log burner
All round lovely stay. Everything was perfect and exactly how described. Really lovely, cosy space with everything you need. Fiona seems really lovely and was very quick to respond to any queries I had. Price is really good for area and what you get. Perfect getaway

Meadow Cottage rural retreat close to Durham City
we were extremely happy with cottage, very beautiful and very well equipped. we loved our stay and would recommend to everyone if you are considering a visit to this area this is the place to stay. well done Sue keep up the great work

Dove Cottage, Sherburn Village, Durham City
This was one of the nicest places we have stayed in very many years. Carol was a delight and the cottage had everything one could want. I was impressed by the number of books available, it was a joy.
Destinations to explore
- Yorkshire Vacation rentals
- Darwen Vacation rentals
- Manchester Vacation rentals
- Liverpool Vacation rentals
- Birmingham Vacation rentals
- North Wales Vacation rentals
- Glasgow Vacation rentals
- Cotswold District Vacation rentals
- Cotswolds Vacation rentals
- Oxford Vacation rentals
- River Thames Vacation rentals
- London Borough of Camden Vacation rentals
- House rentals Middlesbrough
- Rentals with outdoor seating Middlesbrough
- Rentals with a washer and dryer Middlesbrough
- Apartment rentals Middlesbrough
- Family-friendly rentals Middlesbrough
- Townhouse rentals Middlesbrough
- Rentals with a fireplace Middlesbrough
- Rentals with a patio Middlesbrough
- Pet-friendly rentals Middlesbrough
- Cottage rentals England
- Cottage rentals United Kingdom
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Yorkshire Dales national park
- Flamingo Land Resort
- Durham Cathedral
- Harewood House
- North Yorkshire Water Park
- Ocean Beach Pleasure Park
- Fountains Abbey
- Filey Beach
- Scarborough Beach
- Cayton Bay
- York Castle Museum
- Scarborough South Cliff Golf Club
- National Railway Museum
- Yad Moss Ski Tow
- Saltburn Beach
- The Bowes Museum
- Locomotion
- Ryedale Vineyards
- Ski-Allenheads
- Hartlepool Sea Front
- York Art Gallery
- Ganton Golf Club
- Studley Royal Park
- Weardale Ski Club - England's Longest Ski Slope