Photo by Richard Croft

Old Leake Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Old Leake holiday rentals

A two-story house with a brick exterior, a tiled roof, and a small front yard with a lawn and a metal table and chair.

1. Taylor Close Holiday Home

Taylor Close Holiday Home
3.0 star property
Boston
9.4 out of 10, Exceptional, (8 reviews)
"Perfect cleanliness everything you need for a get away I'd give a 10/10 rating "
United Kingdom
Ronalds
The price is NZ$238
includes taxes & fees
11 Nov - 12 Nov
Taylor Close Holiday Home
A room with a large window, a potted plant, a lamp, and a cushion.

2. Church Lane Apartments

Church Lane Apartments
2.0 star property
Boston
8.0 out of 10, Very good, (12 reviews)
"it was really food time everything g be exiclent find eazy highly recommend the"
United Kingdom
Sandeep
The price is NZ$217
includes taxes & fees
9 Nov - 10 Nov
Church Lane Apartments
A living room with a glass coffee table, leather sofa, and a dining area with chairs.

3. The Old Dairy Holiday Home

The Old Dairy Holiday Home
2.0 star property
Boston
8.8 out of 10, Excellent, (8 reviews)
"House was clean and well equipped and was a pleasure to stay"
United Kingdom
Daniel
The price is NZ$237
includes taxes & fees
12 Nov - 13 Nov
The Old Dairy Holiday Home
A hotel room with a bed, a television, a chair, and a window with curtains.

4. Baxter House

Baxter House
3.0 star property
Boston
6.4 out of 10, (16 reviews)
"I had a nice stay and enjoyed "
United Kingdom
Kelvin
The price is NZ$119
includes taxes & fees
26 Nov - 27 Nov
Baxter House
A modern kitchen with a central island, black cabinetry, and a tiled backsplash.

5. Lock View

Lock View
2.0 star property
Boston
9.4 out of 10, Exceptional, (13 reviews)
"Very handy location for our site work Clean property (although we didn't get the UV light out) Enjoyed our stay (not as much as Malcolm, see below)"
United Kingdom
Sarah
The price is NZ$238
includes taxes & fees
18 Nov - 19 Nov
Lock View
A conservatory with a brick wall, a tiled floor, and a table with chairs.

6. Rider Gardens Holiday Home

Rider Gardens Holiday Home
3.0 star property
Boston
Rider Gardens Holiday Home
A modern living room with a sofa, a dining table with chairs, a TV, and a kitchen in the background.

7. Katrina Suite

Katrina Suite
2.0 star property
Boston
9.0 out of 10, Wonderful, (2 reviews)
"Electric shower is good but can be better"
United Kingdom
Sunil
The price is NZ$260
includes taxes & fees
9 Nov - 10 Nov
Katrina Suite
A brick building with a gray door, a sign above the door, and a circular window on the right.

8. Grant House

Grant House
3.0 star property
Boston
9.4 out of 10, Exceptional, (9 reviews)
"Decent stay with good amenities."
United Kingdom
Caroline
The price is NZ$149
includes taxes & fees
9 Nov - 10 Nov
Grant House
Shared kitchen

9. Miles House

Miles House
2.0 star property
Boston
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely fantastic, every aspect of the stay was faultless."
United States
Steven
The price is NZ$329
includes taxes & fees
25 Nov - 26 Nov
Miles House
A hotel room with a bed, a dresser, a television, and a window.

10. Still House

Still House
3.0 star property
Boston
10.0 out of 10, Exceptional, (1 review)
"This property had all that we needed (apart from a cheese grater) and was a lovely, clean place. The noise from the town went on a little late but not ridiculous. The car park near to the house was great and cheap. All in all, we would recommend and would use it again."
United Kingdom
Tara
The price is NZ$245
includes taxes & fees
15 Nov - 16 Nov
Still House
A compact living space with a leather sofa, a small dining table, and a kitchenette in the background.

11. Cattle Market View Apartment

Cattle Market View Apartment
3.0 star property
Boston
10.0 out of 10, Exceptional, (1 review)
"The heating wasnt working so we had to call up and turns out, the heating for the whole building was out so at 11pm we had to switch from cattle market to church lane apartment where we finally had heating but we were freezing."
United Kingdom
Hannah
The price is NZ$184
includes taxes & fees
11 Nov - 12 Nov
Cattle Market View Apartment
A dining table set with a bowl, wine glasses, and a vase with dried plants.

12. Coasters Hotel & Apartments

Coasters Hotel & Apartments
3.0 star property
Skegness
8.4 out of 10, Very good, (138 reviews)
"Property was ok to sleep in few down points regarding bathroom cleaning and no toaster in kitchen Property may look into getting few more bits into kitchen for cooking facilities no frying pans there could do with few clothes hooks for coats too"
United Kingdom
Tom
The price is NZ$128
includes taxes & fees
9 Nov - 10 Nov
Coasters Hotel & Apartments
A red brick house with a gravel driveway and a fenced garden.

13. Chippers Cottage

Chippers Cottage
3.0 star property
Woodhall Spa
The price is NZ$1,036
includes taxes & fees
12 Nov - 13 Nov
Chippers Cottage
A balcony with a view of a road and greenery.

14. The Chadwick Holiday Flats

The Chadwick Holiday Flats
3.0 star property
Skegness
8.0 out of 10, Very good, (5 reviews)
"It was really a comfortable stay. Hospitality was amazing. Thank you for making our trip a memorable one !"
United Kingdom
Anonymous traveller
The price is NZ$273
includes taxes & fees
9 Nov - 10 Nov
The Chadwick Holiday Flats
A modern kitchen with dark cabinetry, a marble floor, and recessed lighting.

15. Santi House

Santi House
2.5 star property
Boston
10.0 out of 10, Exceptional, (1 review)
"Great location, very clean . 2 nd time we have stayed ."
United Kingdom
Sarah
The price is NZ$401
includes taxes & fees
15 Nov - 16 Nov
Santi House
A hotel room with a bed, a chair, a nightstand, a window with a view, and a wall with a floral painting.

16. OYO Diamond Apartments Skegness

OYO Diamond Apartments Skegness
2.5 star property
Skegness
5.8 out of 10, (129 reviews)
"Comfortable bed, and very convenient location. TV and wifi worked well. Had to ring to ask for towels, which arrived a little while later. The room was very damp and parts of the carpet were wet. As there was no heating on in the building everything in the room got damper. I could not have a shower on my 2nd full day because there was no way the towel from the previous day could have dried out. Shower barely warm even when turned up to max heat."
United Kingdom
Guy
The price is NZ$111
includes taxes & fees
13 Nov - 14 Nov
OYO Diamond Apartments Skegness
A stone building with a blue door and a window with white shutters.

17. Apple Loft

Apple Loft
3.0 star property
Alford
9.2 out of 10, Wonderful, (19 reviews)
"Really enjoyed our stay :) thanku"
United Kingdom
Andrew
The price is NZ$241
includes taxes & fees
2 Dec - 3 Dec
Apple Loft
A cozy interior with a sofa, a dining table with placemats, and a potted orchid arrangement.

18. Sleeps 8 With Parking and Balcony

Sleeps 8 With Parking and Balcony
3.0 star property
Skegness
The price is NZ$408
includes taxes & fees
29 Nov - 30 Nov
Sleeps 8 With Parking and Balcony
A brick house with a white door, a bench, and a mailbox.

19. Goldfinch

Goldfinch
3.0 star property
Spilsby
The price is NZ$788
includes taxes & fees
17 Nov - 18 Nov
Goldfinch
A brick building with a tiled roof, wooden doors, and a garden with potted plants.

20. Ratty's Retreat

Ratty's Retreat
3.0 star property
Spilsby
The price is NZ$799
includes taxes & fees
12 Nov - 13 Nov
Ratty's Retreat
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.
View all properties

Find holiday rentals that suit your style

cabin image
Cabins
Cabins
Apartment image
Apartments
Apartments

Top Old Leake Hotel Reviews

A historic building with a large tree in front, named "White Hart Hotel".
The White Hart Hotel, Boston, Lincolnshire

The White Hart Hotel, Boston, Lincolnshire

The White Hart Hotel, Boston, Lincolnshire
Boston

10/10 Excellent

The room was excellent. Clean, spacious, new bathroom. The bed was terrible. Rock hard mattress and pancake pillows.
Australia
Elizabeth
Reviewed December 21, 2025
The White Hart Hotel, Boston, Lincolnshire

Find out more about Old Leake

Everything you need to know about Old Leake holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Old Leake holiday rental for you. At Expedia, you can take your pick from private holiday 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 Old Leake holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Old Leake holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Old Leake. 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 Old Leake holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Old Leake holiday rentals we have selected for you start as low as NZ$110 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Old Leake rentals

At Expedia, we put the best Old Leake holiday 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 Old Leake 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 Old Leake holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Old Leake. 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

Can I find a holiday rental in Old Leake?

Yes, there are holiday rentals close to the most popular sights in Old Leake, 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 Old Leake has to offer?

Beautiful 3 bed Caravan, Southviewpark Skegness: This holiday home rental outside Old Leake offers a fireplace, a balcony and free WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of private gardens in this rental home to help you unwind.

What can I see and do in Old Leake?

While exploring the area, visit family-friendly sights like Lincolnshire Wildlife Park, or get outside and enjoy nature at Gibraltar Point National Nature. Lincolnshire Aviation Heritage Centre and Skegness Beach are a couple of places you'll find in the wider area.

What are holiday rentals like in Old Leake?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Old Leake. Holiday rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a small group gathering.