
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

La Fenetre Holiday Cottage
Lovely 1 night stay before a trip to Flamingoland with the family. Great value for money and lovely location. Very homely and cosy and clever use of space.

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.

3 Railway Cottage Pickering , Hot Tub, Pets all'd
3 Railway Cottage is a fantastic base to explore the amazing beauty of North Yorkshire. The cottage is located a 20 minute walk from the centre of Pickering but is in a really quiet and private location. The only exception of course is the opportunity to wave at the heritage railway trains that pass at the back of the cottage a few times a day which is really amazing, especially if you wave from the comfort of the hot tub! I can’t recommend this location highly enough, it is a really comfortable and well equipped cottage in a fantastic location - what more could you ask for?

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.

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 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

Clothes Prop Cottage, a Helmsley hideaway
We had a lovely stay right in the hart of Helmsley with the bonus of an own parkingplace. The cottage is very comfortable and cosy. Hope to come back!

Old Jack's - 17th Century cottage + stunning view
This cottage was absolutely perfect—set in the most stunning surroundings with beautiful views in every direction. The cottage was incredibly comfortable and welcoming, a true home away from home. Just a short stroll across the bridge into Staithes, it offered easy access to the sea and charming village life. We loved watching the tide from the bench on the front steps and exploring the many scenic local walks. Everything about our stay was peaceful, picturesque, and unforgettable.

Castlegate Cottage
This beautiful little cottage is very charming and extremely central for the attractions in Pickering. All three bedrooms are decorated tastefully and the bedding and towels are clean, fluffy and comfortable. The cottage has plenty of kitchen appliances and the lounge area is comfortable with a small dining area. The living space quickly warmed up and was very cosy, including a log burner if needed. On our arrival we had a lovely welcoming gift of cake and coffee. Clemmie was a perfect host, providing plenty of information for our arrival and even managed to allow us access slightly earlier which really helped. Would definitely recommend and would stay again.

Puzzle Cottage Quirky Yorkshire Dales Cottage
Absolutely perfect little get away in a lovely area. My girlfriend really liked it and wants to go again. Very cosy and private place with a little garden for the dogs. Beautiful surroundings will 100% be booking again. Very responsive host even though we got there late. Thanks again

Fuchsia Cottage- a cosy getaway
Just a couple of days to catch up with friends. Perfect for sitting in the sunshine outside. All amenities you could want.

Romance or a rest at The Nest Castleton,Whitby!
We booked The Nest last minute and Anette was extremely attentive from the start to finish of our stay. The house was exactly as described & was immaculate. Bed was so comfortable & lots of attention to detail! Great location for exploring the local area. Pub right across the road with good pub grub , Co Op literally paces away& a fabulous foodie pub The Eskdale is a 10 min walk away. Thank you Annette we loved our stay as did our dog !

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.

The Old Stables Knitsley, Cottage No. 2
What can I say... Absolutely fantastic place. You couldn't ask for anything more. Really peaceful location with fantastic views of the hills etc. We had a strange issue but this was sorted out very swiftly by Malcolm 👍 We will definitely be looking to book again and have another peaceful time just watching the world go by. Thanks Bob & Chris
Private 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

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
lovely accommodation, clean and spacious, private with good local amenities

Picturesque country cottage
Lovely place to stay. Recommend Carpenters Arms for food, 10 mins away and Bengal Kitchen Indian in Thirsk. Only slight criticism was no milk, only 3 tea bags, no shower gel etc, very little loo roll or washing up liquid, we had to buy our own. Masses of coffee though!

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

Hen House Cottage - White House Cottages
Lovely short stay for our stopover on our way to Northumberland. John responded straight away with any questions we had - thank you!

Cosy cottage off Yarm Highstreet
Thank you Kate for letting us stay in your home. The cottage was perfect for us 3 that were visiting family. It is easy to find and check in and parking is just behind. We loved the location and found a lovely walk by the river with our dog. We have already booked to return. Thanks again, Katie & Les

Runswick Bay - Top Gallant - with great sea views
We had the most wonderful stay at Beverly's cottage. It was small but perfectly formed. Perfect for two people. It was spotlessly clean and they have gone above and beyond to make sure you have everything you need but without it feeling cluttered. A very well thought out space with generous little touches here and there. The view was outstanding. Made all the more special because of the weather we had but it having said that, it would also be lovely in poorer weather too. A lovelv log burning stove to keep you warm and cosy at night. Lovely tasteful lighting and art for a relaxing vibe. We loved this place and plan to return!
Destinations to explore
- Yorkshire Vacation rentals
- Leeds and Liverpool Canal Vacation rentals
- Darwen Vacation rentals
- Manchester Vacation rentals
- Liverpool Vacation rentals
- Cheshire Vacation rentals
- Birmingham Vacation rentals
- North Wales Vacation rentals
- Glasgow Vacation rentals
- Cotswold District Vacation rentals
- Cotswolds Vacation rentals
- Oxford Vacation rentals
- Rentals with outdoor seating Middlesbrough
- Family-friendly rentals Middlesbrough
- House rentals Middlesbrough
- Rentals with a washer and dryer Middlesbrough
- Rentals with a patio Middlesbrough
- Townhouse rentals Middlesbrough
- Rentals with a fireplace Middlesbrough
- Pet-friendly rentals Middlesbrough
- Apartment 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
- Cayton Bay
- Scarborough Beach
- York Castle Museum
- Scarborough South Cliff Golf Club
- National Railway Museum
- The Bowes Museum
- Saltburn Beach
- Locomotion
- Yad Moss Ski Tow
- Ryedale Vineyards
- Ski-Allenheads
- Hartlepool Sea Front
- York Art Gallery
- Studley Royal Park
- Ganton Golf Club
- Whitby Beach
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes