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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
The price is CA $755
CA $906 total
includes taxes & fees
Oct 31 - Nov 1
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
The price is CA $515
CA $618 total
includes taxes & fees
Nov 9 - Nov 10
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.
The price is CA $273
CA $760 total
includes taxes & fees
Oct 29 - Oct 30
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
The price is CA $382
CA $382 total
includes taxes & fees
Nov 7 - Nov 8
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
The price is CA $123
CA $148 total
includes taxes & fees
Oct 22 - Oct 23
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
The price is CA $136
CA $166 total
includes taxes & fees
Oct 18 - Oct 19
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
The price is CA $95
CA $121 total
includes taxes & fees
Oct 13 - Oct 14
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.
The price is CA $434
CA $434 total
includes taxes & fees
Nov 8 - Nov 9
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
The price is CA $165
CA $198 total
includes taxes & fees
Oct 11 - Oct 12
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
The price is CA $348
CA $348 total
includes taxes & fees
Nov 8 - Nov 9
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
The price is CA $162
CA $195 total
includes taxes & fees
Nov 10 - Nov 11
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
The price is CA $558
CA $670 total
includes taxes & fees
Oct 28 - Oct 29
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
The price is CA $64
CA $88 total
includes taxes & fees
Oct 13 - Oct 14
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
The price is CA $244
CA $292 total
includes taxes & fees
Oct 12 - Oct 13
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
The price is CA $476
CA $476 total
includes taxes & fees
Nov 7 - Nov 8
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.
The price is CA $496
CA $496 total
includes taxes & fees
Oct 18 - Oct 19
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
The price is CA $683
CA $683 total
includes taxes & fees
Nov 7 - Nov 8
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
The price is CA $141
CA $207 total
includes taxes & fees
Oct 15 - Oct 16
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.
The price is CA $172
CA $285 total
includes taxes & fees
Oct 11 - Oct 12
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.
The price is CA $172
CA $266 total
includes taxes & fees
Oct 12 - Oct 13
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

Penny Hedge, Whitby by Marston's Inns

Penny Hedge, Whitby by Marston's Inns

10/10 Excellent
"We always stay at Penny Hedge when visiting Whitby. The rooms are clean, bed comfortable bath and shower all good. The restaurant and bar areas have a warm and welcoming atmosphere. Breakfast is very good, we had an excellent evening meal there. The food and service was lovely. We took advantage of an email offer that we had received with a very generous 40% off main meals. The staff are really friendly and helpful, from checking in, eating drinking at the bar/ restaurant. The housekeeping staff to checking out. Thank you for a lovely stay at Penny Hedge We will be returning. ."
Laura 2-night trip
Posted 2 hours ago
Penny Hedge, Whitby by Marston's Inns

Find out more about Rosedale East Side

Everything you need to know about Rosedale East Side vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rosedale East Side vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rosedale East Side vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Rosedale East Side vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rosedale East Side. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rosedale East Side vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rosedale East Side vacation rentals we have selected for you start as low as CA $88 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Rosedale East Side rentals

At Expedia, we put the best Rosedale East Side vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Rosedale East Side rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rosedale East Side vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rosedale East Side. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

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.