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

The Pines Treehouse @ Treetops Hideouts
The Pines Treehouse is nestled underneath a huge oak tree sitting high above the running water of Sand Beck. Nature cocoons you and you can reach out and touch the trees, see wildlife all around you amongst the pines. With breathtaking views through the tress and across the valley you are completely private having no other accommodation on the site making this a truly unique and special experience. A great effort has gone into creating this space to allow you to simply relax and reset in nature.

‘The Penthouse’
This modern place to stay is perfect for anyone visiting the area;professionals,families&friends alike.Spread across the top floor of one of the largest houses in Marton,with it’s own guest entrance,it offers space,security&privacy. ‘The Penthouse’ comprises of2double bedrooms,a bathroom&open living area.There is also the option to turn a double room into a twin for flexibility. It has its own fridge,kettle,tea&coffee,workspace, TV&access to a utility with Microwave,Toaster&hot plate for cooking

Mabel Cottage - Stay in the heart of Stokesley
This charming cottage in the heart of Stokesley is the perfect retreat, with pubs, cafes, shops, and supermarkets all within walking distance. Enjoy an equipped kitchen, shower room, a Harrison (made in Yorkshire) king size bed, dining area and T.V . Ideally located, you’re just a short drive from North York Moors National Park, Roseberry Topping, Whitby’s historic seaside charm and more. Whether exploring or unwinding, this cottage offers everything you need for a memorable Yorkshire getaway.

The Studio, near Stokesley
Our self-contained studio apartment has a shower room, store room, well equipped kitchen, superking bed ( Available as 2x3ft. singles if required), a terrace & garden overlooking open countryside with uninterrupted views of the Cleveland Hills & Captain Cook's Monument. It is a 3 min drive/15min walk to the bustling town of Stokesley where there are restaurants, cafes, pubs, shops, supermarkets, take-aways, a weekly Friday market and a popular Farmers' Market on the 1st Saturday of the month.

*The Vicarage Annexe, Carlton, North Yorks 1BR S/C
The Vicarage Annexe is a beautiful, one double-bedroom facility situated at the foot of the Cleveland Hills. The building was originally built as a prayer and study room for the Vicarage. This is now a self-contained living area with en-suite facilities. The Annexe is located in the picturesque village of Carlton-in-Cleveland, which is in the North Yorkshire Moors National Park and this is an ideal location for a couple who enjoy the countryside for relaxing, sightseeing, walking or cycling.

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.

Stoney Nook Cottage
Relax and unwind in this beautifully stylish space with wood burning fire. Located in central Guisborough, juts 2 minutes walk from the main town and shops, this stunning cottage has everything you need to relax. Beaches within a fifteen minute drive, stunning walks and North Yorkshires famous Roseberry Topping on the door step. The cottage boasts smart TVs throughout with super fast broadband and modern appliances. It hosts a master bedroom and bunk beds in the second bedroom

White House Barn, near Yarm / Stockton-on-Tees
Converted single storey hay barn and coal store, this stunning property is tucked away along a private tree lined driveway and overlooks the ancient village green. Set in a peaceful village location, we are just 5 mins away from the historic market town of Yarm with it's many cafes, bars and restaurants. The Teesdale Way and River Tees are on the doorstep. Perfect location to explore North Yorkshire Moors with cities such as York, Durham and Newcastle within an hours drive.

2 Bedroom Riverside Property with Roof Terrace
A very large modern 2 bedroom house with open concept living and kitchen. En suite from master bedroom. This property is situated on the north shore development on the river tees. The property boasts a roof terrace to enjoy and a private courtyard. A nearby footpath onto the river tees that takes you to tees barrage international white water center where you can take part in numerous water activities. It is also home to the Air trail climbing a cafe and pub.

Central | Spacious Penthouse | Stunning Views
Step into this luxurious 3-bedroom, 2-bathroom penthouse in the heart of Middlesbrough. With exposed brick, sleek modern design, a luxury bath, and stunning views over Albert Park, every room feels spacious and stylish. Sip drinks at your private bar, relax in the airy living spaces, and enjoy a short stroll to restaurants, shops, and the town’s vibrant attractions. The perfect blend of historic charm and contemporary comfort awaits.

Upsall Grange Farm cottage
A beautifully renovated farmhouse with fantastic views of Roseberry Topping and the Cleveland Hills Snuggle up for a cosy evening in front of the wood burner The immaculate south-facing garden is a great place to relax on the furniture and fire up a BBQ. This cottage is 10 minutes away from Yorkshire moors and from many beautiful beaches. Please note, this property is on a Equestrian yard.

Cosy 1-bedroom cottage with indoor log burner
Staying at Wrens Nest Cottage is an experience in itself. With a compact and cosy feel it instantly makes you feel at home and relaxed. Located just a stones throw away from the market town centre and a perfect distance from so many attractions, you will want to come back time and time again. See our Instagram page @wn.cottage #wrensnestcottage
Popular amenities for Middlesbrough vacation rentals
Other great vacation rentals in Middlesbrough

Roseberry Loft Perfect for JCUH/ Wilton/Roseberry

Cosy Studio Apartment, Town Centre Location!

Modern 2BR with Parking - Great for Contractors

Beautiful Home away from home

Modern flat in Marton

Cosy King bedroom in a self contained flat.

Hello Middlesbrough - entire house

Stunning Studio!
When is the best time to visit Middlesbrough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 77 | € 75 | € 77 | € 81 | € 74 | € 77 | € 84 | € 83 | € 81 | € 83 | € 83 | € 79 |
| Avg. temp | 4°C | 5°C | 6°C | 8°C | 11°C | 14°C | 16°C | 16°C | 14°C | 10°C | 7°C | 4°C |
Frequently Asked Questions
Are there townhouse rentals with a dedicated workspace in Middlesbrough?
Yes! Work meets play with ease at over 10 townhouse rentals in Middlesbrough featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly apartment rentals in Middlesbrough?
Four-legged friends are welcome in Middlesbrough. Choose from more than 10 apartment rentals for guests traveling with pets.
Are there family-friendly house rentals in Middlesbrough?
Middlesbrough has more than 100 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Middlesbrough have free parking?
Absolutely! We offer over 60 apartment rentals with free parking in Middlesbrough. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Middlesbrough have wifi?
Absolutely! We offer over 10 bed and breakfast rentals with wifi in Middlesbrough. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Middlesbrough have a kitchen?
Absolutely! We offer over 80 apartment rentals with a kitchen in Middlesbrough. Enjoy a tailored experience with all the comforts you desire.
Where should I stay in Middlesbrough?
Make yourself at home in Middlesbrough by choosing from our most frequently booked neighborhoods. We have over 460 vacation rentals in Coulby Newham, over 390 vacation rentals in Linthorpe, and over 390 vacation rentals in Acklam.
Do hotel rentals in Middlesbrough have air conditioning?
Absolutely! We offer over 10 hotel rentals with air conditioning in Middlesbrough. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Middlesbrough?
Enhance your stay in our House Rentals with the most popular amenities: over 170 homes with a kitchen, over 180 homes with wifi, over 130 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in house rentals in Middlesbrough?
Experience the best of Middlesbrough with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Quick stats about vacation rentals in Middlesbrough

Total vacation rentals
Explore 380 vacation rentals in Middlesbrough

Nightly prices starting at
Middlesbrough vacation rentals start at € 17 per night before taxes and fees

Verified guest reviews
Over 4,790 verified reviews to help you choose

Family-friendly vacation rentals
130 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wi-Fi availability
360 of Middlesbrough vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Middlesbrough rentals

4.5 Average rating
Middlesbrough stays receive an average rating of 4.5 out of 5 from guests
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- Yorkshire Dales national park
- Flamingo Land Resort
- yorkshire dales
- Fountains Abbey
- Harewood House
- Durham Cathedral
- National Railway Museum
- York Castle Museum
- North Yorkshire Water Park
- Hartlepool Sea Front
- Studley Royal Park
- Cayton Bay
- Saltburn Beach
- Scarborough South Cliff Golf Club
- Locomotion
- Ocean Beach Pleasure Park
- Ganton Golf Club
- Weardale
- Semer Water
- Ryedale Vineyards
- The Bowes Museum
- Weardale Ski Club - England's Longest Ski Slope
- Chesters Roman Fort and Museum - Hadrian's Wall
- Yad Moss Ski Tow




