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, 117 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.

Sep 25 – Oct 2

€ 84 per night

Guest favorite

Apartment in Stokesley

5.0 out of 5 average rating, 278 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.

Sep 26 – Oct 3

€ 91 per night

Guest favorite

Guest suite in North Yorkshire

4.97 out of 5 average rating, 217 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.

Sep 17 – 24

€ 108 per night

Guest favorite

Cottage in Yearby

4.96 out of 5 average rating, 159 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.

Sep 13 – 20

€ 92 per night

Guest favorite

Home in Redcar and Cleveland

4.91 out of 5 average rating, 126 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

Jan 19 – 26

€ 106 per night

Guest favorite

Cabin in Middlesbrough

5.0 out of 5 average rating, 153 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.

Nov 10 – 17

€ 120 per night

Guest favorite

Barn in Yarm

5.0 out of 5 average rating, 248 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.

Oct 13 – 20

€ 127 per night

Guest favorite

Home in Stockton-on-Tees

4.88 out of 5 average rating, 460 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.

Dec 18 – 25

€ 98 per night

Guest favorite

Place to stay in Whitby, North Yorkshire

4.97 out of 5 average rating, 106 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.

Jun 8 – 15

€ 108 per night

Guest favorite

Guesthouse in North Yorkshire

4.86 out of 5 average rating, 182 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, 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.

Jun 2 – 9

€ 139 per night

Guest favorite

Cottage in Eryholme

5.0 out of 5 average rating, 243 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.

Feb 28 – Mar 7

€ 176 per night

Guest favorite

Condo in Norton

4.96 out of 5 average rating, 110 reviews

Beautiful Apartment above charming High Street

113A High Street Norton is a beautifully refurbished, modern self catering first floor apartment. Offering that perfect home from home experience. The property briefly comprises of Private Entrance Hallway from the Main High Street, two large bedrooms, a kitchen diner, lounge and main bathroom. This property gives you front row seats on a vibrant high street with plenty of bars and restaurants.

Oct 18 – 25

€ 140 per night

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

Stewart Park9 locals recommend

Teesside Shopping13 locals recommend

National Trust - Ormesby Hall5 locals recommend

Other great vacation rentals in Middlesbrough

Guest favorite

Condo in Stokesley

4.98 out of 5 average rating, 408 reviews

Mabel Cottage

Dec 13 – 20

€ 78 per night

Guest favorite

Condo in Middlesbrough

4.92 out of 5 average rating, 36 reviews

Middlehaven Studio

Apr 29 – May 6

€ 70 per night

Guest favorite

Apartment in Middlesbrough

4.98 out of 5 average rating, 48 reviews

Stunning 3 Bed Penthouse | Spacious | Free Parking

Jul 5 – 12

€ 161 per night

Guest favorite

Guesthouse in Nunthorpe

5.0 out of 5 average rating, 46 reviews

Roseberry loft: loft room/kitchenette, sofa, study

Mar 23 – 30

€ 100 per night

Guest favorite

Home in Middlesbrough

5.0 out of 5 average rating, 13 reviews

Spacious & peaceful Yorkshire retreat in Nunthorpe

Dec 14 – 21

€ 129 per night

Guest favorite

Cottage in Yarm

4.97 out of 5 average rating, 32 reviews

Bridge Cottage

Feb 7 – 14

€ 128 per night

Guest favorite

Home in Marton-in-Cleveland

5.0 out of 5 average rating, 43 reviews

‘The Penthouse’

Jun 13 – 20

€ 134 per night

Guest favorite

Home in Middlesbrough

5.0 out of 5 average rating, 11 reviews

Regent's Retreat - Home near James Cook Hospital

Nov 19 – 26

€ 136 per night

Show all

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

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 townhouse rentals in Middlesbrough have free parking?
Absolutely! We offer over 10 townhouse rentals with free parking in Middlesbrough. Enjoy a tailored experience with all the comforts you desire.
Do hotel rentals in Middlesbrough have wifi?
Absolutely! We offer over 10 hotel 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 50 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 260 vacation rentals in Acklam, over 260 vacation rentals in Linthorpe, and over 330 vacation rentals in Coulby Newham.
What are the most popular amenities for Serviced Apartment Rentals in Middlesbrough?
Enhance your stay in our Serviced Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Middlesbrough

Top-rated vacation rentals in Middlesbrough

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Middlesbrough vacation rentals

Stay near Middlesbrough's top sights

Other great vacation rentals in Middlesbrough

Condo in Stokesley

Condo in Middlesbrough

Apartment in Middlesbrough

Guesthouse in Nunthorpe

Home in Middlesbrough

Cottage in Yarm

Home in Marton-in-Cleveland

Home in Middlesbrough

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

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 townhouse rentals in Middlesbrough have free parking?

Do hotel rentals in Middlesbrough have wifi?

Do apartment rentals in Middlesbrough have a kitchen?

Where should I stay in Middlesbrough?

What are the most popular amenities for Serviced Apartment Rentals in Middlesbrough?

Destinations to explore