Family-friendly vacation rentals in Middlesbrough

4.97 out of 5 average rating, 112 reviews

Home in Bolam

Little Nics barn County Durham

a beautiful home from home perfect for a romantic getaway or come and Relax with the whole family at this peaceful place to stay. With beautiful gardens and village pub we are On the doorstep for lots of local attractions in the County Durham area we can accommodate up to 6 guests comfortably with a double and king size in the upstairs bedrooms and a small double zbed put up in the evening in the downstairs living room with a downstairs shower and toilet also we also offer complementary Netflix

Indoor spacesKitchenAmenities

4.98 out of 5 average rating, 656 reviews

A well-lit bedroom features a spacious bed with patterned bedding, complemented by bedside lamps. A small wooden table with two chairs sits adjacent, creating a cozy dining area. Natural light streams through a skylight above, enhancing the inviting atmosphere of the room.

Condo in Stokesley

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.

FamilyKitchenNearby

Home in Marton-in-Cleveland

An open living area features a comfortable sectional sofa in a calming blue tone, paired with a natural wood table. Natural light enters through two skylights, illuminating the space with light neutral walls and a striped carpet providing a subtle contrast.

4.96 out of 5 average rating, 143 reviews

‘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(m’wave,toaster,airfryer,hob) for cooking.

Indoor spacesKitchenAmenities

4.9 out of 5 average rating, 415 reviews

The exterior of the modern house is showcased, with a brick façade and distinctive architectural features. A paved driveway leads to the front doors, which are flanked by minimal landscaping. Clear blue skies provide a bright backdrop.

Home in Stockton-on-Tees

2 Bedroom House with Garden next to the River Tees

A modern 2 bedroom house with stylish furniture and decor. Large family living room with elegant kitchen/diner. En suite to master bedroom. This property is situated on the north shore development on the river tees. The property boasts a private garden from large french doors. 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/

FamilyIndoor spacesTV

4.86 out of 5 average rating, 149 reviews

A well-appointed bedroom features a spacious bed with elegant linens and decorative pillows. Two bedside lamps provide soft lighting. A wooden bedside table with two drawers is positioned beside the bed. A painting adorns the wall, and a closet door is visible on the left.

Townhouse in Stokesley

Wonderful townhouse in historic foodie town

A great place to stay if you want a perfect base for exploring the NY Moors and beyond. The quirky house was once a printers in the late 1700's and has been restored to create a fun place to stay in the middle of Stokesley. With over 10 bars and pubs and nearly 20 eating places and coffee shops Stokesley has something for everyone. Staying at the Print House will give you tons of day trip options. Explore the moors, the incredible coast line or shop at one of the major centres close by.

FamilyIndoor spacesAmenities

4.96 out of 5 average rating, 207 reviews

The exterior of Hillfoot Cottage is framed by lush greenery and trees, providing a sense of privacy. The white cottage features a welcoming front door and two windows, complemented by a well-maintained garden area with hedges and a wooden gate marking the entrance.

Cottage in Yearby

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.

KitchenFamilyLong stay

Apartment in Middlesbrough

A bedroom is presented with a king-sized bed featuring striped pillows and a light blue throw. A bedside table is equipped with a lamp, and a small desk with a chair is positioned nearby, adorned with a vase of flowers.

4.57 out of 5 average rating, 82 reviews

Cosy King bedroom in a self contained flat.

This spacious, fully furnished and cosy self contained flat with fully fitted kitchen is perfect for both short and long stay guests, business travelers and solo adventurers, who wish to cater for themselves. Located in a quiet and friendly area of Linthorpe road with ample free parking Very convenient for visitors to Tee-side University, James Cook hospital and TWI Technology Centre. An ideal place to access most places in Middlesbrough

Indoor spacesKitchenNearby

4.97 out of 5 average rating, 135 reviews

A modern living area is presented with a plush purple sofa and a sleek glass table. Lush green ferns and a white orchid arrangement enhance the space. Mirrored panels reflect light, and a unique antler chandelier offers a warm illumination above.

Condo in Middlesbrough

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.

FamilyKitchenHeating

4.93 out of 5 average rating, 59 reviews

Home in Middlesbrough

Boro Blu | Urban Retreat

Welcome to BoroBlu – a stylish 1-bed modern house in the heart of Middlesbrough. Designed with calming blue tones and smart touches, this chic retreat is perfect for solo travelers, couples, or professionals. Enjoy a fully equipped kitchen, cozy lounge, fast Wi-Fi, and restful vibes. Located close to the town centre, Teesside Uni, and transport links. BoroBlu is your sleek, serene base in the Boro.

FamilyIndoor spacesCheckout

Shepherd’s hut in North Yorkshire

4.99 out of 5 average rating, 121 reviews

Rural Woodland Retreat in Nature

A magical hidden gem in the heart of nature. Experience tranquility in our intimate and rural retreat, perfect for embracing simple living in an eco-friendly, enchanted woodland. Whether you seek a romantic getaway, a solo retreat, a yoga escape, or a peaceful adventure our traditional Shepherd's Hut promises an unforgettable stay. Immerse yourself in nature in this unique and peaceful setting.

KitchenIndoor spacesDecor

4.9 out of 5 average rating, 135 reviews

A spacious outdoor seating area is presented, featuring a comfortable sectional sofa and a coffee table on a brick patio. Surrounding gravel adds texture, while the well-maintained lawn and traditional brick walls frame the inviting space. The exterior of the farmhouse is visible in the background.

Home in Guisborough

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.

FamilyIndoor spacesNearby

4.95 out of 5 average rating, 156 reviews

A cozy bedroom is decorated with dark green walls and features a vintage-style mirror above a wooden fireplace. A bed with neatly arranged towels is positioned near a window, allowing natural light to illuminate the space. A decorative chair complements the room's charming aesthetic.

Cottage in Great Ayton

No 23. Cosy riverside Georgian cottage.

No 23 is a period river view cottage situated within the beautiful NorthYorkshire village of Great Ayton which boasts many eateries and pubs. The perfect place to explore town, coast and country. Our unique accommodation has a style of its own. Situated on the High Street, opposite the River Leven, the cottage offers guests and their pets the perfect cosy and intimate get away retreat.

FamilyKitchenHeating

Popular amenities for Middlesbrough family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Cottage in Skelton-in-Cleveland

The exterior of Sundial Cottage is presented at dusk, showcasing a charming two-story structure with a welcoming front porch and multiple windows. A spacious brick pathway leads to the entrance, while the surrounding areas feature subtle landscaping and outdoor lighting, enhancing the cozy appearance.

4.94 out of 5 average rating, 177 reviews

Sundial Cottage, Stunning 3Bed Cottage with Hottub

FamilyKitchenBackyard

4.99 out of 5 average rating, 151 reviews

A spacious outdoor deck is surrounded by greenery, featuring two Adirondack chairs and a round fire pit with a gentle flame. Potted plants add a touch of nature, while soft lighting illuminates the area, creating a cozy atmosphere for evening relaxation.

Treehouse in Richmond

The Pines Treehouse @ Treetops Hideouts

KitchenIndoor spacesWifi

Cabin in Ainderby Steeple

A cozy cabin with a rounded wooden design sits in a green open field, accompanied by a sheltered picnic area featuring a wooden bench and a slatted roof. The serene landscape is complemented by a soft, cloudy sky in the background.

4.9 out of 5 average rating, 341 reviews

Cosy Cabin with Hot Tub in North Yorkshire

Indoor spacesKitchenLaundry

Tiny home in North Yorkshire

4.97 out of 5 average rating, 118 reviews

Magical A-Frame Wooden Cabin Nestled in Woodland

Indoor spacesKitchenCondition

5 out of 5 average rating, 156 reviews

A terrace features a round table set for two, accompanied by stylish woven chairs. A view of the lush green valley and surrounding trees creates a serene backdrop, while a small barbecue grill stands nearby on the stone surface.

Farm stay in Hartoft

Storey Corner - Where memories are made

KitchenFamilyWifi

4.98 out of 5 average rating, 275 reviews

A gravel pathway leads gently through a lush green lawn towards 'The Highlander' pod, framed by trees and bushes. Soft lighting fixtures line the pathway, guiding guests to the entrance of the cabin, nestled in a serene natural setting.

Cabin in Ugthorpe

The Highlander

FamilyKitchenHospitality

4.98 out of 5 average rating, 109 reviews

A modern wooden house is elevated on stilts, set against a backdrop of lush greenery. Large glass windows provide a view of the surroundings, while a staircase leads to the entrance. Soft clouds hover in the sky, hinting at a serene atmosphere.

Treehouse in Wingate

Couples treehouse retreat with hot tub - Nuthatch

Indoor spacesFamilyLong stay

Guesthouse in North Yorkshire

The private patio area is surrounded by lush greenery, featuring comfortable outdoor seating and a table. A modern structure is visible in the background with large windows, allowing natural light to fill the interior. The space is designed for relaxation and enjoyment.

4.91 out of 5 average rating, 326 reviews

Luxury 1 bedroom lodge with hot tub and fire pit

Indoor spacesFamilyTV

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 329 reviews

A cozy sitting room is presented with a large mirror reflecting warm light from a chandelier. A television is positioned across from a log burner, surrounded by two armchairs and a comfortable sofa. Soft gray tones and decorative cushions contribute to the welcoming ambiance.

Cottage in Stokesley

Apple Tree Cottage. Stokesley.North Yorkshire.

FamilyIndoor spacesParks

4.88 out of 5 average rating, 168 reviews

A modern dining area features a stylish white table surrounded by six chairs, with a decorative bowl placed at the center. Natural light enters through a large window, illuminated by a contemporary light fixture. A glimpse of a kitchen area and a small workspace is visible.

Townhouse in Guisborough

The Beehive, modern two-bed, close to town centre

Indoor spacesKitchenAccuracy

4.98 out of 5 average rating, 128 reviews

A wooden deck features steps leading up to a blue shepherd hut with a solid wooden door. Two metal chairs and a small table are set on the deck, surrounded by gravel. A folding chair is positioned nearby, with a flower box hanging by the entrance.

Shepherd’s hut in Hilton

Swallow's Nest, Shepherd Hut, Family Farm Location

KitchenIndoor spacesBreakfast

4.83 out of 5 average rating, 126 reviews

The exterior of a recently refurbished period property is shown, featuring a light pastel facade with contrasting dark trim. A traditional front door with a circular window is complemented by evenly spaced windows above, framed by classic black elements. A quaint rooftop with red tiles adds character.

Cottage in Great Ayton

Tennis Lodge on the Leven (free WIFI and PIV Unit)

KitchenIndoor spacesCheckout

4.95 out of 5 average rating, 282 reviews

A comfortable armchair with a patterned cushion is positioned beside the stone fireplace. The multi-fuel stove is set within a white mantel, surrounded by natural textures and tones. A small lamp and decorative items add warmth to the inviting sitting area.

Cottage in Guisborough

Cosy 1-bedroom cottage with indoor log burner

KitchenIndoor spacesAmenities

4.96 out of 5 average rating, 138 reviews

A cozy living area is highlighted by a brick fireplace, featuring a log burning stove. Light reflects off a large mirror above the mantle. A small bookshelf offers decorative items, while a flat-screen TV is mounted on the adjacent wall, creating an inviting space.

Townhouse in Guisborough

Rose Garden Cottage, Guisborough.

FamilyKitchenView

4.95 out of 5 average rating, 143 reviews

A spacious studio features two single beds with coordinating bedding, positioned beside a media unit displaying various DVDs. A large television is mounted on the wall, and contemporary light fixtures hang from the sloped ceiling. A comfortable sofa is visible, creating a welcoming relaxation area.

Apartment in Trimdon

Cosy base for exploring from or break up a journey

Indoor spacesKitchenHospitality

4.95 out of 5 average rating, 132 reviews

Barn in Darlington

Secret garden hideaway Barn, Neasham

FamilyKitchenComfort

Family-friendly home rentals with a pool

Holiday park in Hartlepool

4.98 out of 5 average rating, 48 reviews

Cosy Caravan

KitchenIndoor spacesComfort

Camper/RV in County Durham

A comfortable living area is presented with a large sectional sofa adorned with various decorative cushions. A round coffee table sits at the center, while a television is placed on a wooden cabinet. Sheer curtains frame the windows, allowing natural light to fill the space.

4.87 out of 5 average rating, 31 reviews

Holiday park in Crimdon Dene

KitchenFamilyBathroom

4.81 out of 5 average rating, 16 reviews

Home in Hartlepool

Seafront Beach House | Parking | Gym & 3 Pools £12

Indoor spacesFamilyCleanliness

Guesthouse in County Durham

4.75 out of 5 average rating, 57 reviews

Caravan in Yorkshire

KitchenFamilyCleanliness

Apartment in County Durham

A bright balcony view features a serene sunrise reflecting on calm sea waters. The image highlights sliding glass doors that open onto the balcony, framed by soft white curtains. The horizon showcases gentle waves, creating a peaceful coastal atmosphere.

4.91 out of 5 average rating, 82 reviews

Sea view holiday home

FamilyKitchenTV

A serene outdoor veranda features four wicker chairs arranged around a small table, overlooking expansive coastal views. The surrounding grass gently slopes down to the water, with a calming horizon visible under a clear sky.

Cabin in County Durham

4.8 out of 5 average rating, 50 reviews

6 Berth Lodge - Stunning Views

FamilyIndoor spacesHeating

4.83 out of 5 average rating, 127 reviews

A comfortable seating area is showcased, featuring a patterned couch adorned with two decorative pillows. A piece of artwork is displayed on the wall above, while natural light enters through large windows fitted with light curtains.

Cabin in County Durham

Well located lodge

KitchenFamilyNearby