
Holiday houses in Roseberry Topping
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Roseberry Topping
Guests agree: these stays are highly rated for location, cleanliness and more.

Cheerful & Quaint 18th Century cottage
Pretty cottage situated on the village green in the heart of Castleton village. Open fire for creating a cosy night in & perfect for exploring the beautiful North Yorkshire Moors. Castleton is lucky to have two great pubs The Downe Arms with fabulous food and atmosphere right across the road and The Eskdale which serves lovely ‘fine dining food’ but also lovely just for a drink. There’s the Old Chapel Tearoom, a Londis & ‘Off the Scale’ shop We are also along the Esk Valley train line to Whitby
4.96 out of 5 average rating, 293 reviews
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
*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
Winnow Cottage . in the Heart of the NY Moors
Winnow Cottage is set in the idyllic North York Moors National Park. Dating back to the 1800s, the cottage has an open plan living and dining area with a kitchen and two en-suite double bedrooms. Patio doors lead out to a private decked area with views of the moors. The cottage is dog-friendly, 2 dogs welcome and accessed via a 1/4 mile rough single bridle track. There are many walking and cycling routes from the cottage and it is well-situated for exploring beautiful North Yorkshire.
4.94 out of 5 average rating, 161 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.
4.87 out of 5 average rating, 302 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.
4.98 out of 5 average rating, 118 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.
4.98 out of 5 average rating, 283 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.
4.97 out of 5 average rating, 125 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.
4.96 out of 5 average rating, 209 reviews
Beautiful countryside retreat in Great Ayton
Located in an idyllic countryside position on the edge of the picturesque village of Great Ayton. The house has been thoroughly refurbished and offers guests a stylish, secluded retreat whilst having all the village amenities on the doorstep. The house has a large garden with uninterrupted views of open fields and an abundance of natural light. Perfectly situated to make the most of your precious time away and enjoy the stunning surroundings from the moment you arrive.
5.0 out of 5 average rating, 65 reviews
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
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.
4.95 out of 5 average rating, 159 reviewsPopular amenities for Roseberry Topping holiday rentals
Other great holiday rentals in Roseberry Topping

Penthouse North - Oceanfront - Parking 2XEV 7.3KW
5.0 out of 5 average rating, 51 reviews
Old Police Terrace - 3 Bed & Hot Tub Great Ayton
5.0 out of 5 average rating, 7 reviews
Roseberry Luxury Apartments
4.81 out of 5 average rating, 21 reviews
The Old Dairy
5.0 out of 5 average rating, 45 reviews
Mam's House | Families & Contractors Welcome!
4.95 out of 5 average rating, 38 reviews
Charming cozy cottage in Guisborough
5.0 out of 5 average rating, 57 reviews
Sunrise Views Near Bars & Restaurants
4.99 out of 5 average rating, 98 reviews
Jeni Wrens Saltburn
5.0 out of 5 average rating, 29 reviewsDestinations to explore
- Yorkshire Dales National Park
- Yorkshire Coast
- Filey Beach
- Flamingo Land Resort
- Durham Cathedral
- Beamish the Living Museum of the North
- Fountains Abbey
- Harewood House
- Bempton Cliffs
- York Castle Museum
- Bramham Park
- Scarborough Open Air Theatre
- York University
- York Minster
- National Railway Museum
- Scarborough Beach
- Teesside University
- Weardale
- Peasholm Park
- Bridlington Spa
- Newcastle University
- Durham University
- Saltburn Beach
- Kynren





