Family-friendly vacation rentals in Middlesbrough

4.98 out of 5 average rating, 651 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.

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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, 141 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.

KitchenIndoor spacesCleanliness

4.91 out of 5 average rating, 414 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/

Indoor spacesKitchenAmenities

4.94 out of 5 average rating, 51 reviews

Home in Middlesbrough

Cosy Homestay • Near James Cook Hospital

Come and feel welcome at our comfortable, cosy 3-storey home, suitable for professionals, couples and families. With 3 double bedrooms, 2.5 bathrooms, and generous living space, this is a place to relax, work, and unwind. Located just a walk away from James Cook Hospital and Stewarts Park. Teesside University and Riverside stadium are just a short drive away. This home is perfect for anyone visiting Middlesbrough for work, family or leisure. We wish you a pleasant and relaxing stay.

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4.99 out of 5 average rating, 200 reviews

A wooden lodge is depicted, featuring a spacious deck enclosed by a low fence. Outdoor seating arrangements are visible on the deck, with greenery surrounding the lodge. Large windows reflect natural light, enhancing the rustic charm of the structure set against a backdrop of hills.

Cabin in Middlesbrough

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.

KitchenFamilyLayout

4.98 out of 5 average rating, 125 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

Swallow’s Nest, Shepherd Hut is an oasis of peace and quiet on its own tranquil garth setting, commanding beautiful views of the majestic Cleveland hills. We guarantee a stress free, relaxing stay on our wonderful family arable farm, surrounded by our lovely horses. Guests to Swallow's Nest will benefit from open countryside and lots of fresh air. Sit quietly overlooking the field wildlife pond to view a mixed variety of birds visiting the area.

Indoor spacesFamilyDecor

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 spacesKitchenSleep quality

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.

KitchenIndoor spacesBiking

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.

Indoor spacesFamilyAmenities

4.98 out of 5 average rating, 65 reviews

Home in Thornaby

The Cosy Pottery Loft

Relax in this tranquil, recently renovated 1-bedroom loft near Teesside Airport. Bright and stylish with high ceilings, a fully equipped kitchen, comfy lounge, and fast Wi-Fi—perfect for business or leisure. Easy access to transport links and nearby towns like Darlington, Yarm, and Middlesbrough. Free parking, smart TV, and self-check-in included. Ideal for a quiet getaway or convenient stopover.

KitchenIndoor spacesDecor

Shepherd’s hut in North Yorkshire

4.99 out of 5 average rating, 119 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 spacesNearby

4.95 out of 5 average rating, 280 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

Staying at Wrens Nest Cottage is an experience in itself. With a compact and cosy feel it instantly makes you feel at home and relaxed. Located just a stones throw away from the market town centre and a perfect distance from so many attractions, you will want to come back time and time again. See our Instagram page @wn.cottage #wrensnestcottage

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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, 176 reviews

Sundial Cottage, Stunning 3Bed Cottage with Hottub

KitchenIndoor spacesAccess

4.99 out of 5 average rating, 150 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

FamilyKitchenGetting around

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, 336 reviews

Cosy Cabin with Hot Tub in North Yorkshire

FamilyKitchenHiking

Tiny home in North Yorkshire

4.97 out of 5 average rating, 116 reviews

Magical A-Frame Wooden Cabin Nestled in Woodland

Indoor spacesKitchenCheck-in

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

KitchenFamilyRiver

4.98 out of 5 average rating, 107 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 spacesFamilyAccuracy

4.98 out of 5 average rating, 270 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

KitchenIndoor spacesBeach

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, 325 reviews

Luxury 1 bedroom lodge with hot tub and fire pit

FamilyIndoor spacesBiking

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 325 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.

KitchenIndoor spacesNearby

Home in Saltburn Marske and New Marske

4.98 out of 5 average rating, 150 reviews

Saltburn Self Catering - Treetops

Indoor spacesKitchenNearby

4.96 out of 5 average rating, 136 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.

KitchenFamilyLocation

Guest suite in North Yorkshire

An exterior view of a charming self-contained apartment, featuring a red-tiled roof and rustic brick facade. A small patio area is visible, furnished with a table and chairs, surrounded by scenic countryside, under a bright blue sky with scattered clouds.

4.96 out of 5 average rating, 265 reviews

North Yorkshire, The Beehive-countryside get-away

KitchenIndoor spacesWifi

4.95 out of 5 average rating, 154 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.

FamilyIndoor spacesOutdoor spaces

4.98 out of 5 average rating, 272 reviews

The exterior of the Annex features a stone facade with a rustic tiled roof. A light-colored door is placed centrally, flanked by small windows. Lush green plants and flowers are positioned at the entrance, enhancing the welcoming appearance amidst a garden setting.

Place to stay in Urra

Maltkiln House Annexe North Yorkshire moors

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Barn in Aislaby, Pickering

A large floor-to-ceiling window offers expansive views of the countryside and sunlight filtering through trees. A warm wooden bench is adorned with a welcoming sign and small plants. A cozy coffee table with decorative items can be seen in front, enhancing the inviting space.

4.94 out of 5 average rating, 377 reviews

Stunning views, 4 acres, dog friendly, Yorkshire

FamilyIndoor spacesBeach

4.96 out of 5 average rating, 127 reviews

Barn in Darlington

Secret garden hideaway Barn, Neasham

FamilyIndoor spacesDecor

Family-friendly home rentals with a pool

Holiday park in Hartlepool

4.98 out of 5 average rating, 45 reviews

Cosy Caravan

FamilyKitchenParking

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, 30 reviews

Holiday park in Crimdon Dene

Indoor spacesKitchenCleanliness

4.86 out of 5 average rating, 14 reviews

Home in Hartlepool

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

Indoor spacesFamilyNearby

Guesthouse in County Durham

4.75 out of 5 average rating, 56 reviews

Caravan in Yorkshire

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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, 81 reviews

Sea view holiday home

Indoor spacesFamilyHospitality

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, 49 reviews

6 Berth Lodge - Stunning Views

FamilyKitchenHeating

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

FamilyKitchenPool