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.

Guest favorite

Cottage in Great Ayton

4.95 out of 5 average rating, 114 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.

Dec 18 – 25

G$18,594 GYD per night
Guest favorite

Apartment in Stokesley

5.0 out of 5 average rating, 277 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 9 – 16

G$20,211 GYD per night
Guest favorite

Cottage in Yearby

4.96 out of 5 average rating, 156 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.

Apr 22 – 29

G$18,728 GYD per night

Popular amenities for Middlesbrough vacation rentals

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

Cottage in Skelton-in-Cleveland

4.84 out of 5 average rating, 134 reviews

Bannister Cottage - North York Moors Coast

Nov 30 – Dec 7

G$15,513 GYD per night
Superhost

Home in Thornaby

4.88 out of 5 average rating, 153 reviews

Perfectly located little house in Stockton-on-Tees

Oct 8 – 15

G$14,802 GYD per night
Guest favorite

Condo in Middlesbrough

4.94 out of 5 average rating, 35 reviews

Middlehaven Studio

Dec 12 – 19

G$16,917 GYD per night
Guest favorite

Apartment in Middlesbrough

4.98 out of 5 average rating, 47 reviews

Stunning 3 Bed Penthouse | Spacious | Free Parking

Feb 17 – 24

G$35,875 GYD per night
Guest favorite

Home in Middlesbrough

4.78 out of 5 average rating, 27 reviews

Hello Middlesbrough - entire house

Apr 10 – 17

G$18,794 GYD per night
Guest favorite

Home in Marton-in-Cleveland

5.0 out of 5 average rating, 38 reviews

‘The Penthouse’

Jun 13 – 20

G$29,864 GYD per night
Guest favorite

Guesthouse in Nunthorpe

5.0 out of 5 average rating, 46 reviews

Roseberry loft: loft room/kitchenette, sofa, study

Oct 15 – 22

G$21,848 GYD per night
Guest favorite

Cottage in Yarm

4.97 out of 5 average rating, 29 reviews

Bridge Cottage

Feb 6 – 13

G$27,502 GYD per night
Guest favorite

Cottage in Normanby

4.91 out of 5 average rating, 23 reviews

Cozy Farmhouse One Bedroom Cottage Near To Seaside

Feb 4 – 11

G$22,730 GYD per night
Superhost

Home in Middlesbrough

5.0 out of 5 average rating, 4 reviews

Entire House Middlesbrough

G$30,398 GYD per night
Guest favorite

Cottage in Stockton-on-Tees

5.0 out of 5 average rating, 28 reviews

Riverside Mews - Yarm High Street

Nov 15 – 22

G$32,780 GYD per night
Guest favorite

Bungalow in Stockton-on-Tees

5.0 out of 5 average rating, 26 reviews

The Hideaway

Mar 20 – 27

G$28,204 GYD per night

Quick stats about vacation rentals in Middlesbrough

Total rentals

240 properties

Wifi availability

230 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

3K 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 condo rentals in Middlesbrough have wifi?

    Absolutely! We offer over 10 condo 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 30 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 240 vacation rentals in Acklam, over 310 vacation rentals in Coulby Newham, and over 240 vacation rentals in Linthorpe.

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

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with wifi, over 30 homes with a kitchen, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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  4. Middlesbrough