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Holiday houses in Roseberry Topping

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Top-rated holiday rentals in Roseberry Topping

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

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Top Guest favourite
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
4.98 out of 5 average rating, 660 reviews

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.

Top Guest favourite
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
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.

Top Guest favourite
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
4.98 out of 5 average rating, 394 reviews

*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.

Guest favourite
An outdoor hot tub is nestled beneath a wooden gazebo, surrounded by walls of slatted wood and lush greenery. The area features a stone patio with seating options, providing a comfortable space for relaxation.
Home in Great Ayton
5.0 out of 5 average rating, 6 reviews

Old Police Terrace - 3 Bed & Hot Tub Great Ayton

Exceptional 3 bed holiday cottage with HOT TUB, part of the Old Police Properties portfolio. Relax in luxury in this simply stunning period townhouse which sleeps 6. Features 3 bedrooms (2 king & 1 double bunk), log burner, bathroom essentials, bedroom comforts, on street car parking, Smart TVs, WiFi & outside seating. Experience the Cleveland hills, views of Roseberry Topping, stargaze through our telescope on the top floor bedroom balcony or take a bubbly soak in our outdoor hot tub.

Guest favourite
A wooden pier stretches toward a vibrant sunset, with pastel colors painted across the sky. The backdrop features historical seaside buildings, conveying a sense of charm. Gentle waves may be seen lapping at the shore along the sides of the pier, creating a serene coastal scene.
Condo in Saltburn Marske and New Marske
4.88 out of 5 average rating, 298 reviews

Kellys Place Saltburn by the sea (Sleeps 4)

Kellys Place This beautifully refurbished two bedroom apartment in the magnificent Zetland building located in the fantastic Victorian seaside town of Saltburn by the sea. Breath taking sea views from all of the rooms. The double bedroom boasts a wake up view of the of the sea and if you are an early bird it also benefits from the most amazing sunrises which you can see rise over the horizon. Allocated with a numbered free parking space provided prior to your stay so hassle free.

Top Guest favourite
A living area features a comfortable couch adorned with decorative pillows and a single armchair beside a bright window. A simple coffee table rests on a textured rug, completing the cozy ambiance of the space.
Cottage in Great Ayton
4.98 out of 5 average rating, 117 reviews

Bumble Cottage. Lovely 2 bedroom Edwardian cottage

Bumble cottage is a beautiful family and dog friendly holiday home. Only a short walk from the centre of the village. Great Ayton is situated on the edge of the North Yorkshire moors and provides a wonderful base for exploring the local area. There are many possibilities for family activities, for walking, hiking, road and mountain biking and running. The beautiful beach at Saltburn is also only a 15 minute drive away. There are several excellent and unique cafes, restaurants and bars.

Top Guest favourite
An intricately carved wooden screen serves as a striking headboard behind a spacious bed adorned with decorative pillows. A warm lamp with a patterned shade stands on a small side table, while curtains with a rich design frame the window, adding a cozy touch.
Condo in Great Ayton
4.99 out of 5 average rating, 115 reviews

Intimate courtyard first floor accommodation

The Old Joiners Workshop is situated within the beautiful North Yorkshire 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 all of its own. Tucked away off the main High Street and nestled within a courtyard setting, guests climb a spiral staircase to their place of stay. Entering an open plan kitchen/ lounge which leads directly to the double bedroom and en-suite. Cosy and intimate.

Top Guest favourite
Place to stay in Urra
4.98 out of 5 average rating, 282 reviews

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.

Top Guest favourite
Cottage in Stokesley
4.98 out of 5 average rating, 123 reviews

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.

Guest favourite
Barn in Moorsholm
4.97 out of 5 average rating, 124 reviews

Hillock's Farm Cottage, luxury

Welcome to our outstanding luxury holiday cottage nestled in the charming village of Moorsholm, Cleveland. This outstanding barn conversion offers a serene escape for couples seeking tranquility and comfort. As you step into this exquisite retreat, you're greeted by the spaciousness of the open plan layout, featuring a magnificent fully equipped kitchen, dining area, and beautiful living room with large fire place. The expansive design creates a sense of freedom and relaxation.

Top Guest favourite
A small patio area is depicted through open double doors, showcasing a circular table surrounded by four chairs. Lush greenery and a well-maintained garden provide a serene backdrop, with potted plants adding to the inviting outdoor setting.
Guest suite in Great Ayton
4.96 out of 5 average rating, 209 reviews

Riverside Guest Annexe

Riverside guest annexe is in a secluded garden but is within 50m of Waterfall Park and Great Ayton High Green, with its shops, pubs, cafes, take-aways and Tourist Information. The annexe is attached to our house, but has its own entrance, patio, garden area and parking space. We can accommodate 2 adults comfortably, plus a third adult or up to 2 children on our pull-out and/or sofa bed. We provide bedding, towels and toiletries. No smoking or pets are permitted in the annexe.

Top Guest favourite
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
4.83 out of 5 average rating, 126 reviews

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

This welcoming period property is newly refurbished with beamed ceilings, large range cooker and other features(please note the staircase is a spiral staircase so may not be suitable for some guests) a stones throw from the local tennis courts and a riverside aspect with fabulous views of this bustling North Yorkshire village and Roseberry Topping

Popular amenities for Roseberry Topping holiday rentals