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Little Steeping Holiday Rentals

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Our top choices for Little Steeping holiday rentals

Holiday Home in Boston

The Old Dairy Holiday Home
2.0 star property
8.8 out of 10, Excellent, (3)
"Booked through Expedia, easy booking, good communication. Nice little end terraced property suited us for the night. We was visiting family so only slept in property. Property was tidy, code was given on day, parking space available with permit left on table, beds comfy, powerful shower. Quite area, floorboards are loose which rattles the floor and wardrobes. Don't know about area. No teabags or milk so bring your own. Thank you for the stay much appreciated. "
United Kingdom
Julie
The price is AU$207
includes taxes & fees
21 Dec - 22 Dec
The Old Dairy Holiday Home

Apartment in Boston

Grant House
3.0 star property
10.0 out of 10, Exceptional, (1)
"Will stay here again. No parking outside the property, but there is a car park which is to pay for. Everything you need in the apartment. Only downside was that there was a rancid smell coming from the kitchen , which made you feel sick. So sprayed perfume all over it. Wasn't enough forks to feed the three of us. Will be back again "
United Kingdom
Lisa
The price is AU$135
includes taxes & fees
17 Dec - 18 Dec
Grant House

Holiday Home in Boston

Taylor Close Holiday Home
3.0 star property
10.0 out of 10, Exceptional, (2)
"We were not expecting the property to be as big and in such a good location, we will be using that again is for the money its amazing value for upto 4 people"
United Kingdom
Andy
The price is AU$220
includes taxes & fees
17 Dec - 18 Dec
Taylor Close Holiday Home

Apartment in Boston

Katrina Suite
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is AU$160
includes taxes & fees
12 Dec - 13 Dec
Katrina Suite

Apartment in Skegness

The Chadwick Holiday Flats
3.0 star property
7.4 out of 10, Good, (3)
"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 AU$168
includes taxes & fees
12 Dec - 13 Dec
The Chadwick Holiday Flats

Holiday Home in Boston

Redbourne Terrace Holiday Home
3.0 star property
10.0 out of 10, Exceptional, (3)
"We were only staying for one night and the house had everything we needed for that stay. We had concerns over the security of the property as the French doors did not seem to latch securely. "
United Kingdom
Christine
The price is AU$234
includes taxes & fees
21 Dec - 22 Dec
Redbourne Terrace Holiday Home

Apartment in Skegness

Two Bedroom - Apartment
8.0 out of 10, Very good, (2)
"We have been here a couple of times olredy, and enjoyed the facilities at the flat , To not go wrong we always bring same of our same of our plates cutlery and a large frying pan , so not to rely of the one on the premises as nothings wrong with it, but we prefer ours. Otherwise the flat is presented clean and with heating ( for those winter days) and nice confortable beds . By the way This 2 bedrooms flat is quite big We be back for sure ."
United Kingdom
Anna
The price is AU$100
includes taxes & fees
4 Jan - 5 Jan 2026
Two Bedroom - Apartment

Holiday Home in Boston

Miles House
2.0 star property
10.0 out of 10, Exceptional, (2)
"This BnB was absolutely beautiful modern, clean, and incredibly spacious. The interior design was stylish and thoughtfully done, creating a very welcoming atmosphere. Everything was spotless and well-maintained, making it feel like a true home away from home. The space had plenty of natural light and was equipped with everything we needed for a comfortable stay. It was clear that a lot of care and attention went into every detail. Highly recommend for anyone looking for a relaxing getaway!"
United Kingdom
Kundai
The price is AU$280
includes taxes & fees
21 Dec - 22 Dec
Miles House

Apartment in Alford

Apple Loft
3.0 star property
9.4 out of 10, Exceptional, (18)
"Really enjoyed our stay :) thanku"
United Kingdom
Andrew
The price is AU$240
includes taxes & fees
12 Dec - 13 Dec
Apple Loft

Aparthotel in Boston

Church Lane Apartments
2.0 star property
7.6 out of 10, Good, (4)
"Its amazing location and easy place to get to.. Would stay again. Thank you 😊 "
United Kingdom
NATALIA
The price is AU$177
includes taxes & fees
2 Jan - 3 Jan 2026
Church Lane Apartments
10.0 out of 10, Exceptional, (1)
"Property was a little out from Skegness raceway for walking too but that was my fault. Perfect for a little weekend away if want to go to fantasy island etc"
United Kingdom
Adele F.
The price is AU$245
includes taxes & fees
15 Dec - 16 Dec
Beachfront 6 Berth Caravan, 5mins walk to Fantasy Island
10.0 out of 10, Exceptional, (1)
"The woman that owns and manages the property is so nice. The place is very old school looking but they are slowly renovating it one at a time. Despite this it was really homely feeling and actually we really liked the fact it didn’t just look like a hotel. We will be back next year "
United Kingdom
Kaitlynn
The price is AU$246
includes taxes & fees
15 Dec - 16 Dec
Beach Front Holiday Apartments Skegness Apartment 6

Apartment in Boston

Cattle Market View Apartment
3.0 star property
The price is AU$153
includes taxes & fees
12 Dec - 13 Dec
Cattle Market View Apartment

Cottage in Skegness

57 Cherry Park
3.5 star property
10.0 out of 10, Exceptional, (1)
"We were very happy with this accommodation, location to Golden Palm - excellent. Love the ducks roaming free!! We attended a motorcycle event based at the Golden Palm. Chip shop 2 mins away and breakfast Cafe- JT's over the road. Couldn't be better for a cheap as chips weekend away!!"
United Kingdom
Paul
The price is AU$539
includes taxes & fees
14 Dec - 15 Dec
57 Cherry Park

Aparthotel in Boston

Tyrone House
3.0 star property
8.4 out of 10, Very good, (19)
"I have stayed here a few times with my partner and its really nice and chilled. Thank you."
United Kingdom
Elizabeth
Tyrone House

Holiday Home in Boston

Still House
3.0 star property
The price is AU$230
includes taxes & fees
1 Jan - 2 Jan 2026
Still House

Holiday Home in Boston

Rider Gardens Holiday Home
3.0 star property
The price is AU$225
includes taxes & fees
14 Dec - 15 Dec
Rider Gardens Holiday Home

Aparthotel in Boston

Baxter House
3.0 star property
6.6 out of 10, (12)
"I had a nice stay and enjoyed "
United Kingdom
Kelvin
The price is AU$71
includes taxes & fees
12 Dec - 13 Dec
Baxter House

Camping in Boston

Green Haven
2.5 star property
9.8 out of 10, Exceptional, (34)
"I love the place, the staff were really friendly. The place was clean and cozy. Lovely walk around as well. Definitely going again "
United Kingdom
Harley-raine
The price is AU$200
includes taxes & fees
17 Dec - 18 Dec
Green Haven
9.8 out of 10, Exceptional, (171)
"Lovely lodge and location"
United Kingdom
John H.
The price is AU$503
includes taxes & fees
5 Jan - 6 Jan 2026
Beautiful 3 Bedroom Lodge on a Fishing Lake with Hot Tub.
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 Little Steeping Hotel Reviews

Find out more about Little Steeping

Everything you need to know about Little Steeping 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 Little Steeping 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 Little Steeping holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Little Steeping holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Little Steeping. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Little Steeping 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 Little Steeping holiday rentals we have selected for you start as low as AU$71 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Little Steeping rentals

At Expedia, we put the best Little Steeping 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 Little Steeping 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 Little Steeping 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 Little Steeping. 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 holiday rentals in Little Steeping?

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

The Old Dairy Holiday Home: This holiday home rental outside of Little Steeping offers a garden and free WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

What can I see and do in Little Steeping?

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 Clock Tower are a couple of places you'll find in the wider area.

What are holiday rentals like in Little Steeping?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Little Steeping. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.