Rosedale East Side Holiday Rentals from NZ$110: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Rosedale East Side has to offer?

Belmont House . Coastal self catering holiday home .Staithes North Yorkshire ⚓ : This holiday home rental outside of Rosedale East Side is located on a river, and has a fireplace, a private garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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Our top choices for Rosedale East Side holiday 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

Pickering

includes taxes & fees

31 Oct - 1 Nov

A modern kitchen with a wooden countertop, stainless steel appliances, and a window with a view of greenery.

2. Brewers Cottage

Pickering

Jackie

includes taxes & fees

24 Oct - 25 Oct

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

Glaisdale

Catherine C.

includes taxes & fees

2 Nov - 3 Nov

A stone house with a tiled roof, surrounded by a well-maintained lawn and dense greenery.

4. Keldholme Cottage 1 - UK10992

Keldholme, near Kirkbymoorside

John Kelly

includes taxes & fees

8 Nov - 9 Nov

A modern hotel lobby with a large digital display, seating areas, and a view of the interior.

5. Station Suites

Middlesbrough

Alan

includes taxes & fees

24 Oct - 25 Oct

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

North Yorkshire

jane

includes taxes & fees

18 Oct - 19 Oct

A modern hotel room with a large bed, a balcony, and a view of the city at dusk.

7. CoStays Aparthotel - Middlesbrough

Middlesbrough

emma

includes taxes & fees

14 Oct - 15 Oct

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

Pickering

James E.

includes taxes & fees

9 Nov - 10 Nov

A living room with a fireplace, a television, a sofa, and a bookshelf.

9. Five Star Stays

Scarborough

Deborah

includes taxes & fees

19 Oct - 20 Oct

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

Pickering

Joy

includes taxes & fees

10 Nov - 11 Nov

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

Saltburn-by-the-Sea

includes taxes & fees

2 Nov - 3 Nov

A compact kitchen with a washing machine, a sink, and a stove.

12. Lilac Cottage

York

Kevin

includes taxes & fees

18 Oct - 19 Oct

A staircase with white balusters, a door with a circular glass window, and a wall-mounted light fixture.

13. Middlesbrough Lodge

Middlesbrough

Beatrice

includes taxes & fees

12 Oct - 13 Oct

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

Whitby

Darryl

includes taxes & fees

12 Oct - 13 Oct

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, near Kirkbymoorside

Kevin Jones

includes taxes & fees

7 Nov - 8 Nov

A cozy living room with exposed wooden beams, a brick fireplace, a leather sofa, and a television.

16. 2 bedroom accommodation in Pickering

Pickering

Peter J.

includes taxes & fees

18 Oct - 19 Oct

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.

Skinningrove, near Saltburn-by-the-Sea

Kate Bedford

includes taxes & fees

8 Nov - 9 Nov

A stone building with a steeply pitched roof, a narrow street, and a clear sky.

18. Heather Cottage - a beautiful cosy cottage

Snainton

Luigi

includes taxes & fees

12 Oct - 13 Oct

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

Saltburn-by-the-Sea

Sarah F.

includes taxes & fees

11 Oct - 12 Oct

A modern living room with a green sofa, a small wooden table, and a herringbone-patterned floor.

20. Host & Stay | Sea Salt Apartment

Whitby

Sylvia G.

includes taxes & fees

12 Oct - 13 Oct

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Top Rosedale East Side Hotel Reviews

Leonardo Hotel Middlesbrough

10/10 Excellent

"It is what it is but for the price paid this hotel in central, clean and the staff are all lovely"

Royal Whitby

10/10 Excellent

"We had the family room for 3 adults. Room 211. Lovely room extra large king size bed, separate room with bunk beds. Really comfy. View over car park but didn't matter as we were out all day. The hotel has been refurbished since we last went so very modern in the bar / restaurant now. Views of the sea immediately as you go out the front of the hotel. 5 minute walk to the beach. You can use the hotel car park, at the rear of the hotel, which is £8 for 24 hours, from 11am on the day you arrive to 11am the next day. The reception give you a voucher which you use to scan into the pay machine when you leave. Helpful to know as hard to find places to park when busy. Love Whitby, we will be back 🙂"

Holiday Inn Express Middlesbrough - Centre Square by IHG

10/10 Excellent

"Room was clean and comfortable with a large walk-in shower. Staff were friendly and helpful. There was a reasonable choice of items for breakfast including cereal, yoghourt, juice and some hot options. There was ample parking at the back of the hotel in the Cleveland Centre car park at a very impressive charge of £6.00 per day."

Find out more about Rosedale East Side

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Rosedale East Side holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Rosedale East Side. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Rosedale East Side. Seeing all the best attractions is bound to make you fall in love with Rosedale East Side. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Rosedale East Side short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Rosedale East Side?

Yes, there are holiday rentals close to the most popular sights in Rosedale East Side, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Rosedale East Side has to offer?

Belmont House . Coastal self catering holiday home . Staithes North Yorkshire ⚓: This holiday home rental outside of Rosedale East Side is located on a river, and has a fireplace, a private garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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

With 3 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Rosedale East Side?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Rosedale East Side. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.

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Check prices for these dates

Our top choices for Rosedale East Side holiday rentals

1. 1 The Old Methodist Chapel

2. Brewers Cottage

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

4. Keldholme Cottage 1 - UK10992

5. Station Suites

6. Cosy, 2 Bedroom Cottage in Guisborough Town Centre

7. CoStays Aparthotel - Middlesbrough

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

9. Five Star Stays

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

11. Shepherds Rest - Shepherds hut - New for 2026

12. Lilac Cottage

13. Middlesbrough Lodge

14. Clarence Cottage

15. Keldholme Cottages 2 - UK11488

16. 2 bedroom accommodation in Pickering

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

18. Heather Cottage - a beautiful cosy cottage

19. Host & Stay | The Artists Pad

20. Host & Stay | Sea Salt Apartment

Find holiday rentals that suit your style

Top Rosedale East Side Hotel Reviews

Leonardo Hotel Middlesbrough

Royal Whitby

LilyRose Hotel

Saltmoore

Penny Hedge, Whitby by Marston's Inns

Hampton by Hilton Stockton on Tees

Holiday Inn Express Middlesbrough - Centre Square by IHG

The Hoptimist

The Old Lodge

Find out more about Rosedale East Side

Frequently asked questions

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