
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.
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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.

Beautiful Garden cottage, stunning views + hot tub
A very peaceful and quiet retreat in a lovely part of the North East. It was so quiet and relaxing spending time in the hot tub and inside the cottage. Although this is no fault of Rachael's and/or the cottage please be wary that if you're over 6 foot you will be ducking a lot! I banged my head twice coming out of the bathroom when going during the night and still half asleep (again, this is nothing against the host or the location - just a pre-warning!)

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

Preston Mill Loft, with outstanding views.
I loved The Loft, it was just perfect. The house was beautifully decorated and had everything you could want or need, lots of lovely little touches made it really special. The view from the decking and the hot tub was spectacular and we spent many mornings and evenings just enjoying the peace and the surrounding views. I would definitely book again.

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

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
A wonderful little gem - great location for exploring! We managed to find parking on the street every day, no more than a 5 minute walk! (I was not brave enough to use the drive, but my friend did!) Enclosed garden was great for the doggos, had everything we needed!

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.

Cosy two-bed cottage. Sleeps 4. Pets welcome.
Lovely stay in Marvic Cottage. Very clean, comfortable beds, great location. Perfect place to stay. we will definitely return.

Amber Cottage ( with parking)
This cottage is lovely and we felt right at home. The location is perfect for exploring Whitby. Everything is a short walk away and despite being near a main road the cottage was very quiet. Would definitely recommend!

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

Cheerful & Quaint 18th Century cottage
Helen is a fantastic host and we couldn’t have asked for more. She was incredibly helpful with local recommendations and lit the fire for us on a couple of occasions to make sure the cottage was cosy for our arrival. It is a beautiful area and we could’ve easily stayed for longer.
Private cottage rentals

Luddie's Country Cottages - Rose Cottage
lovelly peacefull place surounded by nature and the owners sheeps and lambs which my daughter really enjoyed looking at

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.

Crofters' Cottage at North View
Alyson and Paul were the perfect hosts. Great communication, very friendly - it felt like going to see friends rather than just using their cottage! Beautiful extra touches with the welcome basket, jams and chutneys. Loved our stay from start to finish.

Cottage-Private Bathroom-Rosedale
The cottage was beautiful, very spacious and had everything we needed! Staff were friendly and helpful! We will definitely stay again!

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 🥰🥰

Dryden Cottage, Whitby Harbour - Beach side
All we can say is Wow. This house was absolutely amazing, exactly as advertised with the most amazing view of the sea. The house is beautifully decorated and very clean with everything you could possibly need to have a great stay. Right in the centre of the old town but still really private as off the main tourist path. Loved every min and we will definitely be back.

Demeter Cottage
A lovely stay in Whitby. Very good location close to all the must visit shops and close to the steps to the abbey. There are 20+ steps to the property so probably not suitable for anyone with mobility issues. We loved our stay and would visit again. Thanks.

Bishops Cottage - Whitby
Lovely comfort cottage for the two of us and the dog .
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- Yorkshire Dales national park
- Flamingo Land Resort
- Durham Cathedral
- Harewood House
- North Yorkshire Water Park
- Ocean Beach Pleasure Park
- Fountains Abbey
- Filey Beach
- York Castle Museum
- Saltburn Beach
- Cayton Bay
- The Bowes Museum
- Scarborough South Cliff Golf Club
- Locomotion
- Scarborough Beach
- Yad Moss Ski Tow
- National Railway Museum
- Ryedale Vineyards
- Ski-Allenheads
- Hartlepool Sea Front
- York Art Gallery
- Whitby Beach
- Chesters Roman Fort and Museum - Hadrian's Wall
- Ganton Golf Club