Photo by Dave Hitchborne

Old Bolingbroke Holiday Rentals

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Our top choices for Old Bolingbroke holiday rentals

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 NZ$247
includes taxes & fees
26 Jan - 27 Jan 2026
Taylor Close Holiday Home

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 NZ$231
includes taxes & fees
5 Jan - 6 Jan 2026
Green Haven

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 NZ$151
includes taxes & fees
1 Jan - 2 Jan 2026
Grant House
10.0 out of 10, Exceptional, (2)
"Steve was friendly and place was nice and clean. "
United Kingdom
Patrick D.
The price is NZ$299
includes taxes & fees
1 Jan - 2 Jan 2026
A self contained apartment located in a very quiet village, free private parking

Cottage in Horsington

The Granary - UK36124
9.6 out of 10, Exceptional, (4)
"Beautifully presented cottage, lovely homely feel. Great location just between Woodhall Spa and Horncastle and not too far from Lincoln too. Lots places to visit nearby even though u are in the middle of nowhere with a fantastic view. "
United Kingdom
Anonymous traveller
The price is NZ$470
includes taxes & fees
10 Jan - 11 Jan 2026
The Granary - UK36124

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 NZ$198
includes taxes & fees
30 Dec - 31 Dec
Church Lane Apartments

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 NZ$271
includes taxes & fees
1 Jan - 2 Jan 2026
Redbourne Terrace Holiday Home

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 NZ$239
includes taxes & fees
1 Jan - 2 Jan 2026
The Old Dairy Holiday Home

Holiday Home in Boston

Lock View
2.0 star property
9.6 out of 10, Exceptional, (9)
"Lovely clean super efficient service "
United Kingdom
catherine
Lock View

Cottage in New York, near Boston

Cornflower Cottage UKC1897
9.8 out of 10, Exceptional, (10)
"Lovely cottage. Friendly owners. Lots to do in the area."
United States
Anne Lawrence
The price is NZ$470
includes taxes & fees
8 Jan - 9 Jan 2026
Cornflower Cottage UKC1897

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 NZ$111
includes taxes & fees
8 Jan - 9 Jan 2026
Two Bedroom - 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 NZ$673
includes taxes & fees
30 Dec - 31 Dec
57 Cherry Park

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 NZ$278
includes taxes & fees
27 Dec - 28 Dec
Apple Loft

Apartment in Boston

Katrina Suite
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is NZ$185
includes taxes & fees
28 Dec - 29 Dec
Katrina Suite

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 NZ$323
includes taxes & fees
7 Jan - 8 Jan 2026
Miles House

Cottage in North Willingham, near Market Rasen

2 bedroom accommodation in North Willingham, near Market Rasen
9.6 out of 10, Exceptional, (4)
"We had a comfortable, quiet break away in a lovely rural setting. Exactly what the holiday cottage promised and we had a warm welcome. WiFi a bit patchy so not ideal if you are 'working' whilst on holiday. The cockerel crows early in the morning but it's a working farm!! Review independently collected and verified by Reevoo"
United States
David
The price is NZ$414
includes taxes & fees
8 Jan - 9 Jan 2026
2 bedroom accommodation in North Willingham, near Market Rasen

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

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 NZ$225
includes taxes & fees
27 Dec - 28 Dec
The Chadwick Holiday Flats

Holiday Home in Boston

Rider Gardens Holiday Home
3.0 star property
The price is NZ$260
includes taxes & fees
1 Jan - 2 Jan 2026
Rider Gardens Holiday Home

Cottage in Anderby Creek, near Skegness

3 bedroom accommodation in Anderby Creek, near Skegness
10.0 out of 10, Exceptional, (4)
"Stayed here for 4 nights in this lovely peaceful bungalow which over looks fields and is walking distance to the beach,Skegness and Mablethorpe is near by which is great if you’ve got kids."
United States
Jason Moore
The price is NZ$389
includes taxes & fees
11 Jan - 12 Jan 2026
3 bedroom accommodation in Anderby Creek, near Skegness
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 Old Bolingbroke Hotel Reviews

Find out more about Old Bolingbroke

Everything you need to know about Old Bolingbroke 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 Bolingbroke 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 Bolingbroke holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Old Bolingbroke holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Old Bolingbroke. 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 Bolingbroke 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 Bolingbroke holiday rentals we have selected for you start as low as NZ$92 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Old Bolingbroke rentals

At Expedia, we put the best Old Bolingbroke 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 Bolingbroke 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 Bolingbroke 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 Bolingbroke. 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 Bolingbroke?

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

Taylor Close Holiday Home: This holiday home rental outside of Old Bolingbroke offers a garden and free WiFi to help you feel comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

What can I see and do in Old Bolingbroke?

Explore the area and family-friendly sights such as Lincolnshire Wildlife Park, or get out into nature at a spot like Bainland Country Park. In the wider area, you’ll find Bolingbroke Castle and Lincolnshire Aviation Heritage Centre.

What are holiday rentals like in Old Bolingbroke?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Old Bolingbroke. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a small group gathering.