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Middleton Vacation Rentals

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Middleton vacation rentals

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

1. Five Star Stays

Five Star Stays
4.0 star property
Scarborough
9.6 out of 10, Exceptional, (149 reviews)
"Lovely cottage very clean and friendly staff 👌"
United Kingdom
Kelly
$126 nightly
The price is $152
Nov 2 - Nov 3
Total with taxes and fees
Five Star Stays
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
$366 nightly
The price is $439
Nov 9 - Nov 10
Total with taxes and fees
Brewers Cottage
A two-story stone house with a red-tiled roof, multiple windows, and doors.

3. 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
$325 nightly
The price is $325
Nov 11 - Nov 12
Total with taxes and fees
Keldholme Cottages 2 - UK11488
Two wooden pod-style cabins with large windows and seating areas, surrounded by a well-maintained lawn and trees.

4. 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.
$277 nightly
The price is $277
Nov 8 - Nov 9
Total with taxes and fees
Daisy Family Glamping Pod | sleeps 4 - Gold Award winning
A modern living room with a brown sofa, a wall-mounted light, and a sliding glass door leading to an outdoor area.

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

Foxtail Glamping Pod - sleeps 2 | Gold Award winning
Pickering
9.8 out of 10, Exceptional, (10 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
$246 nightly
The price is $246
Nov 9 - Nov 10
Total with taxes and fees
Foxtail Glamping Pod - sleeps 2 | Gold Award winning
A spacious loft with a high ceiling, exposed wooden beams, a kitchen area, and a staircase leading to an upper level.

6. 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.
$559 nightly
The price is $559
Oct 27 - Oct 28
Total with taxes and fees
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
A stone house with a tiled roof, a fenced yard, and a well-maintained lawn.

7. Host & Stay | Newtondale

Host & Stay | Newtondale
Hutton-le-Hole
$163 nightly
The price is $163
Oct 27 - Oct 28
Total with taxes and fees
Host & Stay | Newtondale
A patio with a table and chairs, surrounded by lush greenery and a wooden fence.

8. 1 bedroom accommodation in Slingsby, near Malton

1 bedroom accommodation in Slingsby, near Malton
Slingsby, near Malton
10.0 out of 10, Exceptional, (9 reviews)
"Lovely cottage. Welcoming and homely with everything provided that we needed. Good place for a relax and good walking for the dog."
United States
Carol Horne
$464 nightly
The price is $464
Oct 29 - Oct 30
Total with taxes and fees
1 bedroom accommodation in Slingsby, near Malton
A bedroom with a bed, a nightstand, a lamp, a window with curtains, and a painting on the wall.

9. 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
$272 nightly
The price is $272
Nov 8 - Nov 9
Total with taxes and fees
Keldholme Cottage 1 - UK10992
A balcony with a view of the beach and ocean, featuring a table with chairs and a bottle.

10. The Sands - Sea Front Apartments

The Sands - Sea Front Apartments
5.0 star property
Scarborough
9.6 out of 10, Exceptional, (164 reviews)
"Really lovely beachfront property with a balcony over the beach. Check in was easy as was parking and the staff were very pleasant and helpful. It’s a great location and the apartments are really nice. Would recommend."
United Kingdom
Alexi
$466 nightly
The price is $559
Nov 12 - Nov 13
Total with taxes and fees
The Sands - Sea Front Apartments
A tranquil riverside setting with a gazebo, a small boat, and lush greenery.

11. Blue Horizon Apartments at The Helaina

Blue Horizon Apartments at The Helaina
4.0 star property
Scarborough
10.0 out of 10, Exceptional, (62 reviews)
"Great location for sea views over the North bay and the Castle, from the Cliff top. Very spacious accommodation and excellent hosts, would happily rebook"
United Kingdom
Sandra
$222 nightly
The price is $266
Oct 29 - Oct 30
Total with taxes and fees
Blue Horizon Apartments at The Helaina
A cozy living room with a sofa, a wooden dining table, and a television.

12. Potter Hill Cottage

Potter Hill Cottage
3.5 star property
Pickering
10.0 out of 10, Exceptional, (1 review)
"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"
United Kingdom
barry
$344 nightly
The price is $413
Nov 15 - Nov 16
Total with taxes and fees
Potter Hill Cottage
A hotel room with a bed, bedside table, lamp, chair, and a television on a cabinet.

13. Host & Stay | Ryedale

Host & Stay | Ryedale
Hutton-le-Hole
$197 nightly
The price is $197
Oct 27 - Oct 28
Total with taxes and fees
Host & Stay | Ryedale
A modern living room with a brick wall, a flat-screen TV, a dining area with a white table and chairs, and a sofa.

14. Host & Stay | Wicket View @ North Marine House

Host & Stay | Wicket View @ North Marine House
Scarborough
9.8 out of 10, Exceptional, (6 reviews)
"Well equipped and clean within a short walk of the sea front, and the city centre maybe just a few hanging points for your jackets to hang…"
United States
James B.
$152 nightly
The price is $152
Oct 27 - Oct 28
Total with taxes and fees
Host & Stay | Wicket View @ North Marine House
A hotel room with a bed, a yellow and purple sofa, a white table with a remote control, and a window with a view of a building.

15. Whitby Bridge Luxury Apartments

Whitby Bridge Luxury Apartments
3.5 star property
Whitby
7.8 out of 10, Good, (23 reviews)
"Perfect for what i needed bery clean ideal location"
United Kingdom
Stuart
$144 nightly
The price is $173
Nov 2 - Nov 3
Total with taxes and fees
Whitby Bridge Luxury Apartments
A modern living room with a sofa, a glass coffee table, and a dining area with a chair.

16. Albemarle Chambers Central Retreat Lift Sleeps 4

Albemarle Chambers Central Retreat Lift Sleeps 4
2.0 star property
Scarborough City Centre
$149 nightly
The price is $178
Oct 28 - Oct 29
Total with taxes and fees
Albemarle Chambers Central Retreat Lift Sleeps 4
A modern living room with a green sofa, a small wooden table, and a herringbone-patterned floor.

17. Host & Stay | Sea Salt Apartment

Host & Stay | Sea Salt Apartment
Whitby
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful "
United Kingdom
Sylvia G.
$197 nightly
The price is $197
Nov 2 - Nov 3
Total with taxes and fees
Host & Stay | Sea Salt Apartment
A kitchen with a built-in wood stove, a green tiled backsplash, and a sliding glass door leading to an outdoor area.

18. Shepherds hut With log Burner

Shepherds hut With log Burner
3.0 star property
Saltburn-by-the-Sea
$123 nightly
The price is $147
Nov 9 - Nov 10
Total with taxes and fees
Shepherds hut With log Burner
A balcony with two chairs and a table, overlooking a street with parked cars and houses.

19. Scarborough Penthouse, balcony, views, lift & free parking

Scarborough Penthouse, balcony, views, lift & free parking
Scarborough
10.0 out of 10, Exceptional, (9 reviews)
"Fantastic place in great location. Has everything you need. Lift coming direct into the property made us a little nervous though having a young child but was fine!"
United Kingdom
Claire S.
$215 nightly
The price is $215
Nov 18 - Nov 19
Total with taxes and fees
Scarborough Penthouse, balcony, views, lift & free parking
A dining area with a table set for four, a bench, a window with curtains, a clock, and a view of greenery outside.

20. Ryedale Country Lodges - Willow Lodge

Ryedale Country Lodges - Willow Lodge
3.0 star property
York
10.0 out of 10, Exceptional, (2 reviews)
"A very cute lodge in a tranquil setting. Comfortable beds, great shower facilities and a great welcome pack was provided. We enjoyed watching the wide variety of birds including pheasants and red kites. "
United Kingdom
Erika
$490 nightly
The price is $588
Nov 20 - Nov 21
Total with taxes and fees
Ryedale Country Lodges - Willow Lodge
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 Middleton Hotel Reviews

Bike & Boot

Bike & Boot

8/10 Good
"Clean warm room."
Julie 1-night trip
Posted 15 hours ago
Bike & Boot

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 $152 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?

Host & Stay | Allium House: Visitors like this Middleton vacation home rental. It offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

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.