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Rosedale East Side Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Rosedale East Side vacation rentals

A room with a stone archway leading to a window, a red sofa with patterned cushions, and a floor lamp.

1. 1 The Old Methodist Chapel

1 The Old Methodist Chapel
3.5 star property
Pickering
1 The Old Methodist Chapel
A modern kitchen with a wooden countertop, stainless steel appliances, and a window with a view of greenery.

2. Brewers Cottage

Brewers Cottage
3.0 star property
Pickering
10.0 out of 10, Exceptional, (1 review)
"Great location for what we needed. New inn hotel on doorstep book early dinners to ensure all menu available, very popular for meals. Cottage homely, clean and had all amenities."
United Kingdom
Jackie
Brewers Cottage
A spacious loft with a high ceiling, exposed wooden beams, a kitchen area, and a staircase leading to an upper level.

3. Luxury retreat for 2 couples/ family in spectacular location in North York Moors

Luxury retreat for 2 couples/ family in spectacular location in North York Moors
Glaisdale
10.0 out of 10, Exceptional, (44 reviews)
"The property was excellent, beautiful throughout. We enjoyed our stay and the hosts were very welcoming and friendly. We would highly recommend "
United Kingdom
Catherine C.
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
A stone house with a tiled roof, surrounded by a well-maintained lawn and dense greenery.

4. Keldholme Cottage 1 - UK10992

Keldholme Cottage 1 - UK10992
Keldholme, near Kirkbymoorside
9.8 out of 10, Exceptional, (10 reviews)
"Excellent for get away from it all beautiful countryside and walks."
United States
John Kelly
Keldholme Cottage 1 - UK10992
A modern hotel lobby with a large digital display, seating areas, and a view of the interior.

5. Station Suites

Station Suites
4.0 star property
Middlesbrough
9.4 out of 10, Exceptional, (69 reviews)
"good parking, good breakfast, perfect for the train station, good size rooms"
United Kingdom
Alan
Station Suites
A two-story brick house with a bay window, a black front door, and satellite dishes on the roof.

6. Cosy, 2 Bedroom Cottage in Guisborough Town Centre

Cosy, 2 Bedroom Cottage in Guisborough Town Centre
North Yorkshire
10.0 out of 10, Exceptional, (2 reviews)
"It’s well situated and a nice place to stay. "
United States
jane
Cosy, 2 Bedroom Cottage in Guisborough Town Centre
A modern hotel room with a large bed, a balcony, and a view of the city at dusk.

7. CoStays Aparthotel - Middlesbrough

CoStays Aparthotel - Middlesbrough
3.5 star property
Middlesbrough
7.4 out of 10, Good, (22 reviews)
"Very impressive amenities and so clean with a huge comfortable bed."
United Kingdom
emma
CoStays Aparthotel - Middlesbrough
Two wooden pod-style cabins with large windows and seating areas, surrounded by a well-maintained lawn and trees.

8. Daisy Family Glamping Pod | sleeps 4 - Gold Award winning

Daisy Family Glamping Pod | sleeps 4 - Gold Award winning
Pickering
10.0 out of 10, Exceptional, (3 reviews)
"A great location. We stayed in a glamping pod and had a lovely time. Clean and all you need for a few days. Local shop 5 mins drive away to get anything you need"
United Kingdom
James E.
Daisy Family Glamping Pod | sleeps 4 - Gold Award winning
A living room with a fireplace, a television, a sofa, and a bookshelf.

9. Five Star Stays

Five Star Stays
4.0 star property
Scarborough
9.6 out of 10, Exceptional, (149 reviews)
"Great place to stay, short drive to Scarborough had everything we needed for a 4 day break ."
United Kingdom
Deborah
Five Star Stays
A modern living room with a brown sofa, a wall-mounted light, and a sliding glass door leading to an outdoor area.

10. Foxtail Glamping Pod - sleeps 2 | Gold Award winning

Foxtail Glamping Pod - sleeps 2 | Gold Award winning
Pickering
10.0 out of 10, Exceptional, (9 reviews)
"The pods have everything you need it’s clean modern, outside is kept neat and tidy, so relaxing, would definitely recommend and would come back again"
United Kingdom
Joy
Foxtail Glamping Pod - sleeps 2 | Gold Award winning
A corner room with a built-in wood stove, a small storage space below, and a view through a glass door.

11. Shepherds Rest - Shepherds hut - New for 2026

Shepherds Rest - Shepherds hut - New for 2026
3.0 star property
Saltburn-by-the-Sea
Shepherds Rest - Shepherds hut - New for 2026
A compact kitchen with a washing machine, a sink, and a stove.

12. Lilac Cottage

Lilac Cottage
3.0 star property
York
9.0 out of 10, Wonderful, (2 reviews)
"Lovely cottage in a quiet village."
United States
Kevin
Lilac Cottage
A staircase with white balusters, a door with a circular glass window, and a wall-mounted light fixture.

13. Middlesbrough Lodge

Middlesbrough Lodge
Middlesbrough
10.0 out of 10, Exceptional, (1 review)
"Nice room and straightforward checking in. Good value if you are on a budget. Small bedroom and bathroom but good well equipped shared kitchen with all facilities including washing machine with line and pegs outside if needed."
United Kingdom
Beatrice
Middlesbrough Lodge
A neatly made bed with pillows, a bedside lamp, a tray with a mug and croissants, and a painting above the bed.

14. Clarence Cottage

Clarence Cottage
4.0 star property
Whitby
10.0 out of 10, Exceptional, (19 reviews)
"Only thing wrong was we didn’t stay long enough. We loved this little cottage. It’s a beautiful little home away from home. Whitby was fantastic as well. Wish we’d known ahead of time how much we would love it so we could have booked a longer stay."
United States
Darryl
Clarence Cottage
A kitchen with light green cabinets, a tiled backsplash, a stove, a toaster, and a window with a view of greenery.

15. Keldholme Cottages 2 - UK11488

Keldholme Cottages 2 - UK11488
Keldholme, near Kirkbymoorside
10.0 out of 10, Exceptional, (9 reviews)
"Lovely and cosy cottage. Ideal for holiday stay. We thoroughly enjoyed our stay there."
United States
Kevin Jones
Keldholme Cottages 2 - UK11488
A cozy living room with exposed wooden beams, a brick fireplace, a leather sofa, and a television.

16. 2 bedroom accommodation in Pickering

2 bedroom accommodation in Pickering
Pickering
9.2 out of 10, Wonderful, (12 reviews)
"The location and the fact that it included parking were great. The cottage was warm, comfortable and well thought out."
United States
Peter J.
2 bedroom accommodation in Pickering
A rocky beach with waves, a sandy shore, and a cliff.

17. A charming, three-bedroom cottage nestled in a hidden gem of a village.

A charming, three-bedroom cottage nestled in a hidden gem of a village.
Skinningrove, near Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (3 reviews)
"Cottage was clean and comfortable with every kitchen utensil you might want! A few minutes walk to the sandy beach. We had a great time!"
United States
Kate Bedford
A charming, three-bedroom cottage nestled in a hidden gem of a village.
A stone building with a steeply pitched roof, a narrow street, and a clear sky.

18. Heather Cottage - a beautiful cosy cottage

Heather Cottage - a beautiful cosy cottage
Snainton
10.0 out of 10, Exceptional, (1 review)
"Clean, organised flat in a lovely area. The hosts communication was great throughout, and there was a great guest book containing recommendations for the local area."
United Kingdom
Luigi
Heather Cottage - a beautiful cosy cottage
A cozy living room with a dark sofa, a dining table with chairs, a large tapestry, and a window with curtains.

19. Host & Stay | The Artists Pad

Host & Stay | The Artists Pad
Saltburn-by-the-Sea
9.2 out of 10, Wonderful, (5 reviews)
"The property is in a great location, right in the centre of town and close to the beach. Comfy beds and plenty of space for us all. "
United States
Sarah F.
Host & Stay | The Artists Pad
A modern living room with a green sofa, a small wooden table, and a herringbone-patterned floor.

20. Host & Stay | Sea Salt Apartment

Host & Stay | Sea Salt Apartment
Whitby
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful "
United Kingdom
Sylvia G.
Host & Stay | Sea Salt Apartment
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Rosedale East Side Hotel Reviews

Royal Whitby

Royal Whitby

10/10 Excellent
"Nice clean hotel, staff pleasant and helpful."
Denise 1-night trip
Posted 2 hours ago
Royal Whitby

Find out more about Rosedale East Side

Search for holiday rentals in Rosedale East Side on Expedia! You can easily find your home rentals, villas, holiday apartments in Rosedale East Side using one of the methods below:

  • View our selection of featured holiday rentals in Rosedale East Side
  • Use the map to find apartments and other holiday homes in the Rosedale East Side neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Rosedale East Side while they last

Look no further and take a look at our great range of rental properties in Rosedale East Side!

Frequently asked questions

Can I find a vacation rental in Rosedale East Side?

Yes, we offer vacation rentals close to popular attractions in Rosedale East Side, or you can choose a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Rosedale East Side?

Belmont House . Coastal self catering holiday home . Staithes North Yorkshire ⚓: This vacation home rental outside of Rosedale East Side is located on a river and has a fireplace, a private yard, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Rosedale East Side?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Rosedale East Side stay.

What can I see and do in Rosedale East Side?

While exploring the area, visit family-friendly sights like Flamingo Land Theme Park and Zoo, or get outside and enjoy nature at North York Moors National Park. Other places in town to visit include Rosedale Abbey and Gillies Jones Glass.

What are vacation rentals like in Rosedale East Side?

Vacation rentals are private accommodations you can reserve for a short or long stay in Rosedale East Side. Vacation rentals offer extras such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family gatherings.