Photo by Ian Paterson

Orby Vacation Rentals

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Our top choices for Orby vacation rentals

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 ¥11,715
¥14,058 total
includes taxes & fees
Dec 14 - Dec 15
Grant House

Vacation 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 ¥17,963
¥21,556 total
includes taxes & fees
Dec 14 - Dec 15
The Old Dairy Holiday Home

Vacation 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 ¥19,091
¥22,909 total
includes taxes & fees
Dec 14 - Dec 15
Taylor Close Holiday Home

Vacation 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

Apartment in Boston

Katrina Suite
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is ¥13,884
¥16,661 total
includes taxes & fees
Dec 14 - Dec 15
Katrina Suite

Vacation 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 ¥20,306
¥24,367 total
includes taxes & fees
Dec 21 - Dec 22
Redbourne Terrace Holiday Home

Vacation 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 ¥24,211
¥29,053 total
includes taxes & fees
Dec 21 - Dec 22
Miles 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 traveler
The price is ¥14,526
¥17,431 total
includes taxes & fees
Dec 14 - Dec 15
The Chadwick Holiday Flats

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 ¥20,826
¥24,991 total
includes taxes & fees
Dec 14 - Dec 15
Apple Loft
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 ¥17,807
¥25,155 total
includes taxes & fees
Dec 14 - Dec 15
Beachfront 6 Berth Caravan, 5mins walk to Fantasy Island

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 ¥6,196
¥10,361 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Two Bedroom - Apartment

Apartment in Boston

Cattle Market View Apartment
3.0 star property
The price is ¥13,277
¥15,932 total
includes taxes & fees
Dec 14 - Dec 15
Cattle Market View Apartment
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 ¥21,868
¥25,200 total
includes taxes & fees
Dec 15 - Dec 16
Beach Front Holiday Apartments Skegness Apartment 6

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 ¥47,153
¥56,583 total
includes taxes & fees
Dec 16 - Dec 17
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

Vacation Home in Boston

Rider Gardens Holiday Home
3.0 star property
The price is ¥19,525
¥23,430 total
includes taxes & fees
Dec 14 - Dec 15
Rider Gardens Holiday Home

Vacation Home in Boston

Still House
3.0 star property
The price is ¥19,901
¥23,881 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Still House

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 ¥15,273
¥18,327 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Church Lane Apartments

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 ¥17,355
¥20,826 total
includes taxes & fees
Dec 14 - Dec 15
Green Haven

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 ¥6,942
¥8,330 total
includes taxes & fees
Dec 15 - Dec 16
Baxter House
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 Orby Hotel Reviews

Find out more about Orby

Search for holiday rentals in Orby on Expedia! You can easily find your home rentals, villas, holiday apartments in Orby using one of the methods below:

  • View our selection of featured holiday rentals in Orby
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Look no further and take a look at our great range of rental properties in Orby!

Frequently asked questions

Can I find vacation rentals in Orby?

Yes, we offer vacation rentals near top sights in Orby, or you can select a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Orby has to offer?

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

What can I see and do in Orby?

While exploring the area, visit family-friendly sights like Fantasy Island, or get outside and enjoy nature at Gibraltar Point National Nature. Skegness Raceway and Butlins are a couple of places you'll find in the larger area.

What are vacation rentals like in Orby?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Orby. Vacation rentals offer extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for small groups.