Vacation rentals in Middlesbrough

Find and book unique accommodations on Airbnb

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.

Nov 16 – 23

R1,559 ZAR per night
Superhost

Cottage in Staithes

4.86 out of 5 average rating, 145 reviews

Old Jack's - 17th Century cottage + stunning view

Wake up to this stunning view, relax, and enjoy morning coffee or afternoon tea sitting outside our traditional cottage gazing at fishing boats in the beck, higgledy-piggledy rooftops or out to sea Popular with artists, this 17th Century cruck-beamed former fisherman's cottage is quaint and cosy, ideal for a romantic getaway or walking holiday. Mortimer & Whitehouse filmed Gone Fishing here and it's the home of Old Jack (Bernard Cribbins) in the popular BBC children's series Old Jack's Boat.

Mar 21 – 28

R1,988 ZAR 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.

Aug 31 – Sep 7

R1,828 ZAR 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 Guisborough

4.94 out of 5 average rating, 138 reviews

Cosy 1-bedroom cottage with indoor log burner

Jan 13 – 20

R1,916 ZAR 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

R1,361 ZAR per night
Guest favorite

Condo in Middlesbrough

4.94 out of 5 average rating, 35 reviews

Middlehaven Studio

Mar 2 – 9

R1,530 ZAR per night
Guest favorite

Apartment in Middlesbrough

4.98 out of 5 average rating, 47 reviews

Stunning 3 Bed Penthouse | Spacious | Free Parking

Sep 16 – 23

R3,244 ZAR per night
Guest favorite

Home in Middlesbrough

4.78 out of 5 average rating, 27 reviews

Hello Middlesbrough - entire house

Apr 10 – 17

R1,700 ZAR per night
Guest favorite

Home in Marton-in-Cleveland

5.0 out of 5 average rating, 38 reviews

‘The Penthouse’

May 8 – 15

R2,701 ZAR 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

R1,976 ZAR per night
Superhost

Home in Middlesbrough

5.0 out of 5 average rating, 7 reviews

Entire House- Middlesbrough Central

R2,032 ZAR per night
Guest favorite

Cottage in Yarm

4.97 out of 5 average rating, 29 reviews

Bridge Cottage

Feb 5 – 12

R2,487 ZAR per night
Guest favorite

Cottage in Normanby

4.91 out of 5 average rating, 23 reviews

Cozy Farmhouse One Bedroom Cottage Near To Seaside

Dec 4 – 11

R2,056 ZAR 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

R2,964 ZAR per night
Guest favorite

Home in Marton-in-Cleveland

4.95 out of 5 average rating, 41 reviews

Contemporary eco home with a twist!

Jun 15 – 22

R3,010 ZAR 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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  2. United Kingdom
  3. England
  4. Middlesbrough