Vacation rentals in Middleton-on-Leven

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Top-rated vacation rentals in Middleton-on-Leven

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

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.

Guest suite in North Yorkshire

North Yorkshire, The Beehive-countryside get-away

The Beehive is a beautiful self-contained apartment, situated on our farm, with separate access, king size bed, sofa seating area, fully equipped private kitchen, and bathroom with a bath and shower. Full off-road car-parking, and private patio area. Situated in the countryside directly onto a Bridleway, only 0.5m away from the stunning Hutton Rudby Village surrounded by views of the Cleveland Hills, Captain Cooks Monument and Roseberry Topping. Perfect for walking, cycling or just relaxing.

4.96 out of 5 average rating, 269 reviews

Top guest favorite

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.

A delightful old cottage overlooking West Green with a mix of antique, upcycled and vintage inspired decoration. The cottage is dog friendly, with a patio and large enclosed, secure garden. Located on the outskirts of the historic market town. The town has a distinguished wide cobbled high street lined with Georgian and Victorian buildings. It is served by banks,shops, up market restaurants and pubs. Surrounded by the Yorkshire Moors it makes an ideal base for exploring the Dales & East coast.

4.91 out of 5 average rating, 330 reviews

Top guest favorite

Home in West Layton

Country Manor House - Nr Richmond North Yorkshire

No.2 West Layton Manor is part of an Historic Victorian Manor House built in 1872. The property provides the perfect setting for families and friends gathering for special occasions or holidays in beautiful North Yorkshire. The property boasts 6 kingsize bedrooms equipped with 6 full ensuite bathrooms. A further 7th bathroom is located on the ground floor. There are 3 large reception rooms, 2 open log fires, and approximately 1/2 an acre of gardens. There is private parking for 8 vehicles.

4.99 out of 5 average rating, 116 reviews

Guest favorite

A spacious living area features a comfortable beige sofa facing a large wall-mounted television. Exposed wooden beams add character to the ceiling. A soft glow is provided by a round ceiling light, while a small window allows natural light to brighten the room.

Cottage in Yarm

Bridge Cottage

A charming and beautiful two bedroom cottage located a stone's throw from vibrant Yarm High Street, full of independent shops and high quality restaurants. Inside is a cosy yet contemporary feel, refurbished to an extremely high standard with everything on hand for a comfortable stay. Our stylish design with comfortable furnishings makes the perfect place to relax after exploring the local area or a busy workday. Guests also have access to a private terrace to enjoy the sun or alfresco dining!

4.94 out of 5 average rating, 100 reviews

Top guest favorite

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.

4.98 out of 5 average rating, 662 reviews

Top guest favorite

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.

Home in Marton-in-Cleveland

‘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.

4.96 out of 5 average rating, 143 reviews

Top guest favorite

A charming building features wooden siding and large windows that illuminate the interior. Surrounding the structure is a well-kept garden with diverse greenery and pathways, enhancing the outdoor ambiance. The picturesque setting is complemented by a stone patio area for sitting and relaxing.

Guest suite in North Yorkshire

*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.

4.98 out of 5 average rating, 394 reviews

Top guest favorite

Place to stay in Urra

Maltkiln House Annexe North Yorkshire moors

Maltkiln House Annexe is the perfect getaway for two people who love to be in the countryside. You can enjoy uninterrupted views sitting at the bottom of the garden which is your own space. The Annexe dates back to the 16th century and is full of charm. You can walk from our Annexe straight up onto the Cleveland way where you can walk or bike for miles. Our Annexe is a popular stop off for people walking the coast to coast. We are also very close to some great pubs and restaurants.

4.98 out of 5 average rating, 283 reviews

Top guest favorite

Cottage in Stokesley

Townhouse in Stokesley

A delightfully old, mid-terraced townhouse situated in the conservation area of West Green, Stokesley. The house has been sympathetically decorated and furnished to reflect its heritage, with a beautiful collection of traditional, upcycled and vintage inspired furniture to support independent, local businesses. We are dog friendly. Outside we have a secure, seated courtyard. Stokesley and the local area hosts all manner of restaurants and cafes, many of which are dog-friendly.

4.98 out of 5 average rating, 124 reviews

Top guest favorite

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.

4.99 out of 5 average rating, 206 reviews

Guest favorite

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.

Guesthouse in North Yorkshire

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, with King size bed, 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.

4.91 out of 5 average rating, 329 reviews

Top guest favorite

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.

4.98 out of 5 average rating, 131 reviews