Vacation rentals in Middlesbrough

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Top-rated vacation rentals in Middlesbrough

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Guest favorite

Cottage in Great Ayton

4.95 out of 5 average rating, 121 reviews

Cliff Ridge Cottage

Great Ayton is a pretty village & is right on the edge of the North York Moors, a great location for walking, cycling & mountain biking. Garden with patio has seating outside or undercover in the "outhouse". The cottage has street parking, but parking directly outside of the cottage isn’t always possible. The coast is a 20 minute drive away. The Village has several quality bars & restaurants, & take away food options. All are a safe 5 minute walk. The property has secure storage for bikes.

Guest favorite

Apartment in Stokesley

5.0 out of 5 average rating, 282 reviews

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.

Guest favorite

Guest suite in North Yorkshire

4.97 out of 5 average rating, 220 reviews

*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.

Guest favorite

Condo in Stokesley

4.98 out of 5 average rating, 415 reviews

Mabel Cottage

Mabel Cottage is a quiet retreat just off the High Street at the East End of the town. Situated within the conservation area, the tastefully converted outbuildings comprise an entrance hall leading to a kitchen,shower room and toilet. The living room boasts a Harrison (made in Yorkshire) king size bed, dining area and T.V . The fully equipped kitchen has fridge, microwave and hotplate. There is secure cycle storage and laundry facilities if required. There is free unlimited WiFi throughout.

Guest favorite

Cottage in Yearby

4.96 out of 5 average rating, 161 reviews

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.

Guest favorite

Home in Guisborough

4.92 out of 5 average rating, 132 reviews

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

Guest favorite

Cabin in Middlesbrough

5.0 out of 5 average rating, 156 reviews

The Lodge at Viewley Hill Farm

Viewley Hill Farm Lodge is a spacious and comfortable 3 bedroomed wooden lodge on a working farm. Situated in a peaceful and idyllic setting, the lodge has stunning views of the North York Moors and the Cleveland Hills. Guests can enjoy a range of walks in the local area including some that can be accessed directly from the farm. The local area boasts not only fabulous countryside but also easy access to the glorious north east coast and a wide variety of visitors attractions.

Guest favorite

Barn in Yarm

5.0 out of 5 average rating, 250 reviews

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.

Guest favorite

Home in Stockton-on-Tees

4.88 out of 5 average rating, 468 reviews

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.

Guest favorite

Place to stay in Whitby, North Yorkshire

4.97 out of 5 average rating, 108 reviews

The Stable in Kildale, Whitby, North York Moors

The Stable and it’s small adjoining outbuildings once provided shelter for various animals living at the Rectory. The buildings have been carefully restored to provide a stylish and contemporary living space. The accommodation comprises of a large lounge dinner room with high ceilings and a wood burning stove. Kitchen, WC/Shower facilities and a double bedroom with amazing views. Doors from the kitchen and lounge lead to two private outdoor seating areas.

Guest favorite

Guesthouse in North Yorkshire

4.87 out of 5 average rating, 187 reviews

Luxury 1 bedroom lodge with hot tub and fire pit

Set in the grounds of a grade 2 listed victorian gate house, cedar lodge offers modern luxury accommodation. Inside there is a double bedroom, with King size bed, shower room and living/kitchen area. Entertainment is provided by Bang and Olufsen widescreen UHDTV including streaming services. Outside is your own private patio area with a hot tub, BBQ and wood fired fire pit Great rural location for exploring hills and moors, coastline and market towns.

Guest favorite

Cottage in Eryholme

5.0 out of 5 average rating, 249 reviews

Idyllic cottage by the River Tees, North Yorkshire

On the banks of the River Tees this cottage is a beautiful, stylish get-away for 4. With walks from the doorstep and the quiet burble of the river in the background, it's the perfect place for romantic weekends or family breaks off the beaten track. Situated on the border of North Yorkshire and Durham it is ideally placed for trips to both the Yorkshire Dales, the Yorkshire Moors and the stunning North East coast.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Middlesbrough vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Middlesbrough's top sights

Teesside Shopping13 locals recommend

Stewart Park9 locals recommend

National Trust - Ormesby Hall5 locals recommend

Other great vacation rentals in Middlesbrough

Guest favorite

Shipping container in Cleasby

4.96 out of 5 average rating, 451 reviews

High House Retreat

Guest favorite

Guest suite in North Yorkshire

4.95 out of 5 average rating, 192 reviews

North Yorkshire, The Beehive-countryside get-away

Guest favorite

Barn in Kirby Wiske

4.98 out of 5 average rating, 196 reviews

An entire barn conversion in stunning location

Guest favorite

Hut in North Yorkshire

4.98 out of 5 average rating, 193 reviews

Crumbleclive Cabin

Guest favorite

Guesthouse in Grewelthorpe

4.98 out of 5 average rating, 181 reviews

The Hutts Clocktower - at the Himalayan Garden

Guest favorite

Shepherd’s hut in Richmond

4.99 out of 5 average rating, 205 reviews

Shepherd’s hut & hot tub, Yorkshire smallholding

Guest favorite

Cottage in North Yorkshire

4.99 out of 5 average rating, 190 reviews

The Barn at Cocker House in the heart of the Dales

Guest favorite

Guest suite in Great Ayton

4.95 out of 5 average rating, 152 reviews

Riverside Guest Annexe

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Quick stats about vacation rentals in Middlesbrough

Total rentals
260 properties
Wifi availability
240 properties include access to wifi
Rentals with dedicated workspaces
120 properties have a dedicated workspace
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
100 properties are a good fit for families
Total number of reviews
3.2K reviews

Frequently Asked Questions

What are the most popular amenities for House Rentals in Middlesbrough?
Enhance your stay in our House Rentals with the most popular amenities: over 100 homes with free parking, over 120 homes with a kitchen, over 120 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in condo rentals in Middlesbrough?
Experience the best of Middlesbrough with our condo 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.
Are there vacation rentals with a dedicated workspace in Middlesbrough?
Yes! Work meets play with ease at over 120 vacation rentals in Middlesbrough featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Middlesbrough?
Four-legged friends are welcome in Middlesbrough. Choose from more than 50 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Middlesbrough?
Middlesbrough has more than 100 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Middlesbrough have free parking?
Absolutely! We offer over 100 house rentals with free parking in Middlesbrough. Enjoy a tailored experience with all the comforts you desire.
Do serviced apartment rentals in Middlesbrough have wifi?
Absolutely! We offer over 10 serviced apartment rentals with wifi in Middlesbrough. Enjoy a tailored experience with all the comforts you desire.
Do townhouse rentals in Middlesbrough have a kitchen?
Absolutely! We offer over 20 townhouse rentals with a kitchen in Middlesbrough. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Middlesbrough

Top-rated vacation rentals in Middlesbrough

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Middlesbrough vacation rentals

Stay near Middlesbrough's top sights

Other great vacation rentals in Middlesbrough

Shipping container in Cleasby

Guest suite in North Yorkshire

Barn in Kirby Wiske

Hut in North Yorkshire

Guesthouse in Grewelthorpe

Shepherd’s hut in Richmond

Cottage in North Yorkshire

Guest suite in Great Ayton

Quick stats about vacation rentals in Middlesbrough

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

What are the most popular amenities for House Rentals in Middlesbrough?

How much does it cost to stay in condo rentals in Middlesbrough?

Are there vacation rentals with a dedicated workspace in Middlesbrough?

Are there pet-friendly vacation rentals in Middlesbrough?

Are there family-friendly vacation rentals in Middlesbrough?

Do house rentals in Middlesbrough have free parking?

Do serviced apartment rentals in Middlesbrough have wifi?

Do townhouse rentals in Middlesbrough have a kitchen?

Destinations to explore