Middleton Vacation Rentals from $165: Search Short-Term Rentals

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Our top choices for Middleton vacation rentals

1. Potter Hill Cottage

Pickering

"Stayed here for my sons birthday to go to flamingo land. Property was very clean and well equipped, a home from home. Location was phenomenal, 10 mins from flamingo land and pickering Castle at 5 mins away. Some shops and take aways a small walk. Parking a bit hit and miss but managed to park both nights. Lovely decor and beds were comfortable. Couldn't recommend enough. Welcome basket was a very nice touch 10 out of 10"

barry

$349 nightly

Sep 14 - Sep 15

Total with taxes and fees

2. 2 bedroom accommodation in Pickering

Pickering

Peter J.

$294 nightly

Sep 13 - Sep 14

Total with taxes and fees

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

Pickering

Joy

$280 nightly

Sep 21 - Sep 22

Total with taxes and fees

4. Keldholme Cottages 2 - UK11488

Keldholme, near Kirkbymoorside

Kevin Jones

$402 nightly

Sep 28 - Sep 29

Total with taxes and fees

5. Keldholme Cottage 1 - UK10992

Keldholme, near Kirkbymoorside

John Kelly

$416 nightly

Sep 27 - Sep 28

Total with taxes and fees

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

Glaisdale

Catherine C.

$547 nightly

Oct 6 - Oct 7

Total with taxes and fees

Cottage, Private Bathroom | Living area | 40-inch flat-screen TV with digital channels

7. Five Star Stays

Scarborough

Deborah

$137 nightly

Sep 14 - Sep 15

Total with taxes and fees

8. Xl Bell Tent - Sleeps 6 - Log Burner - Parking

Saltburn-by-the-Sea

Tom

$130 nightly

Sep 14 - Sep 15

Total with taxes and fees

Premium Apartment, Private Bathroom, Marina View (3 -Bedroom Lux Apartment) | Lounge

9. Whitby Bridge Luxury Apartments

Whitby

Stuart

$168 nightly

Sep 10 - Sep 11

Total with taxes and fees

Fridge, electric kettle, toaster, cookware/dishes/utensils

10. Brewers Cottage

Pickering

Jackie

$371 nightly

Oct 3 - Oct 4

Total with taxes and fees

11. Glamping Pods in Yorkshire near York & Coast

York

Anonymous traveler

$413 nightly

Sep 11 - Sep 12

Total with taxes and fees

12. Seabourne - Seabourne Scarborough Ltd

Scarborough

$222 nightly

Sep 13 - Sep 14

Total with taxes and fees

13. Glamping Pod in Yorkshire Wolds near York

York

Anonymous traveler

$413 nightly

Sep 10 - Sep 11

Total with taxes and fees

14. The Sands - Sea Front Apartments

Scarborough

Alexi

$329 nightly

Sep 10 - Sep 11

Total with taxes and fees

15. Cosy Rural Cabin with Private Hot Tub

Thirsk

Alex

$242 nightly

Sep 10 - Sep 11

Total with taxes and fees

16. 1 bedroom accommodation in Scarborough

Scarborough

Nigel Taylor

$321 nightly

Sep 29 - Sep 30

Total with taxes and fees

Luxury Apartment, Ensuite, Sea View (Apartment 3 - 8 Berth ) | View from property

17. Harcourt Place

Scarborough City Centre

Lee

$254 nightly

Sep 10 - Sep 11

Total with taxes and fees

18. Shepherds Rest - Shepherds hut - New for 2026

Saltburn-by-the-Sea

$137 nightly

Sep 17 - Sep 18

Total with taxes and fees

19. The Cabin

Malton

$433 nightly

Sep 14 - Sep 15

Total with taxes and fees

20. Red Lea Apartments

Scarborough

Amanda

$279 nightly

Sep 17 - Sep 18

Total with taxes and fees

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Top Middleton Hotel Reviews

Grand Hotel Scarborough

10/10 Excellent

"Been a few years since we were there. You can see the overhaul has made it grand again. Seaview room brilliant."

Crown Spa Hotel Scarborough by Compass Hospitality

10/10 Excellent

"The room was clean and the bed was very comfortable, tea & coffee making facilities were good, the check in staff were very helpful. The room needed a little TLC but was ok. The leisure centre was great, we used tbe gym, steam room, sauna, ice cave, jacuzzi and swimming pool everyday. We would return and stay again"

The Royal Hotel

8/10 Good

"Hotel was very central for shops restaurants pubs and beach . Parked the car in a car park not too far away which was free for people with disability badge . Breakfast was okay . Liked the cheap drinks in an afternoon. Nice view of the sea from bedroom , shame about the rubbish outside the window. Huge comfortable bed , the bathroom door kept sticking . Kettle and coffee machine supplied but there was no socket near them ."

The Feathers Hotel, Helmsley, North Yorkshire

8/10 Good

"Good accommodation in the annex but be aware the stairs are steep and narrow to the upstairs rooms. There is very limited parking for 5 cars, so we had to park on the street during our 3 night stay. We ate dinner in the hotel once during our stay, which was average. We had breakfast once during our stay which was good but not outstanding. This hotel is part of a small chain, and having stayed in several of the other hotels in the chain I’d say this hotel is slightly below the quality I’ve experienced in the other properties."

Find out more about Middleton

Everything you need to know about Middleton 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 Middleton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Middleton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middleton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middleton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middleton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $165 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middleton rentals

At Expedia, we put the best Middleton 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 Middleton 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 Middleton 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 Middleton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Middleton?

Yes, you can find vacation rentals close to top sights in Middleton, or you can go with a more remote option if you're looking for relaxation.

What are some of the best vacation home rentals in Middleton?

Converted farmstead that sleeps 26; 6 showers, 2 baths;table tennis; sauna; gym.: You might want to consider this vacation home rental near Middleton, which is located in a rural location and has a patio, a selection of games, and laundry facilities to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Middleton?

While exploring the area, visit family-friendly sights like Flamingo Land Theme Park and Zoo, or get outside and enjoy nature at Dalby Forest Visitor Centre. North Yorkshire Moors Railway and Eden Camp Modern History Theme Museum are a couple of places you'll find in the larger area.

What are vacation rentals like in Middleton?

Vacation rentals are private properties you can reserve for a couple days or more in Middleton. Vacation 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 sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family trip.

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Check prices for these dates

Our top choices for Middleton vacation rentals

1. Potter Hill Cottage

2. 2 bedroom accommodation in Pickering

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

4. Keldholme Cottages 2 - UK11488

5. Keldholme Cottage 1 - UK10992

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

7. Five Star Stays

8. Xl Bell Tent - Sleeps 6 - Log Burner - Parking

9. Whitby Bridge Luxury Apartments

10. Brewers Cottage

11. Glamping Pods in Yorkshire near York & Coast

12. Seabourne - Seabourne Scarborough Ltd

13. Glamping Pod in Yorkshire Wolds near York

14. The Sands - Sea Front Apartments

15. Cosy Rural Cabin with Private Hot Tub

16. 1 bedroom accommodation in Scarborough

17. Harcourt Place

18. Shepherds Rest - Shepherds hut - New for 2026

19. The Cabin

20. Red Lea Apartments

Find vacation rentals that suit your style

Top Middleton Hotel Reviews

Grand Hotel Scarborough

Royal Whitby

The Clifton Hotel

Crown Spa Hotel Scarborough by Compass Hospitality

The Royal Hotel

The Clarence Gardens Hotel, BW Signature Collection

The Feathers Hotel, Helmsley, North Yorkshire

The Norbreck Hotel by Compass Hospitality

St Hildas Boutique

Find out more about Middleton

Frequently asked questions

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