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Cheap Skegness Cottages

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
256 rentals in Skegness.
6 berth caravan on the Chase caravan park, holiday rental in Skegness
6 berth caravan on the Chase caravan park, holiday rental in Skegness
6 berth caravan on the Chase caravan park, holiday rental in Skegness

6 berth caravan on the Chase caravan park

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Balcony Apartment near Skegness Beach & Town, holiday rental in Skegness
Balcony Apartment near Skegness Beach & Town, holiday rental in Skegness
Balcony Apartment near Skegness Beach & Town, holiday rental in Skegness

Balcony Apartment near Skegness Beach & Town

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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6 berth, wheelchair adapted caravan at Southview Holiday Park ref 33084S, holiday rental in Skegness
6 berth, wheelchair adapted caravan at Southview Holiday Park ref 33084S, holiday rental in Skegness
6 berth, wheelchair adapted caravan at Southview Holiday Park ref 33084S, holiday rental in Skegness

6 berth, wheelchair adapted caravan at Southview Holiday Park ref 33084S

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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George's Gaff - E4432, holiday rental in Skegness
George's Gaff - E4432, holiday rental in Skegness
George's Gaff - E4432, holiday rental in Skegness

George's Gaff - E4432

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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BUMBLE BEE COTTAGE, pet friendly, with a garden in Skegness, holiday rental in Skegness
BUMBLE BEE COTTAGE, pet friendly, with a garden in Skegness, holiday rental in Skegness
BUMBLE BEE COTTAGE, pet friendly, with a garden in Skegness, holiday rental in Skegness

BUMBLE BEE COTTAGE, pet friendly, with a garden in Skegness

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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New holiday apartment near Skegness seafront, holiday rental in Skegness
New holiday apartment near Skegness seafront, holiday rental in Skegness
New holiday apartment near Skegness seafront, holiday rental in Skegness

New holiday apartment near Skegness seafront

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Spacious 8 berth caravan for hire at Southview Holiday Park ref 33002TC, holiday rental in Skegness
Spacious 8 berth caravan for hire at Southview Holiday Park ref 33002TC, holiday rental in Skegness
Spacious 8 berth caravan for hire at Southview Holiday Park ref 33002TC, holiday rental in Skegness

Spacious 8 berth caravan for hire at Southview Holiday Park ref 33002TC

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Somer Leyton Cottage, holiday rental in Skegness
Somer Leyton Cottage, holiday rental in Skegness
Somer Leyton Cottage, holiday rental in Skegness

Somer Leyton Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Rose Cottage - The Chestnuts Holiday Cottages, holiday rental in Skegness
Rose Cottage - The Chestnuts Holiday Cottages, holiday rental in Skegness
Rose Cottage - The Chestnuts Holiday Cottages, holiday rental in Skegness

Rose Cottage - The Chestnuts Holiday Cottages

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Ivy Cottage - The Chestnuts Holiday Cottages, holiday rental in Skegness
Ivy Cottage - The Chestnuts Holiday Cottages, holiday rental in Skegness
Ivy Cottage - The Chestnuts Holiday Cottages, holiday rental in Skegness

Ivy Cottage - The Chestnuts Holiday Cottages

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Lovely 2-Bed Apartment Central Skegness Beach, holiday rental in Skegness
Lovely 2-Bed Apartment Central Skegness Beach, holiday rental in Skegness
Lovely 2-Bed Apartment Central Skegness Beach, holiday rental in Skegness

Lovely 2-Bed Apartment Central Skegness Beach

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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8 berth caravan with WiFi and decking in Lincs ref 78003P, holiday rental in Skegness
8 berth caravan with WiFi and decking in Lincs ref 78003P, holiday rental in Skegness
8 berth caravan with WiFi and decking in Lincs ref 78003P, holiday rental in Skegness

8 berth caravan with WiFi and decking in Lincs ref 78003P

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Lovely Caravan at Ingoldmells just behind sealands, holiday rental in Skegness
Lovely Caravan at Ingoldmells just behind sealands, holiday rental in Skegness
Lovely Caravan at Ingoldmells just behind sealands, holiday rental in Skegness

Lovely Caravan at Ingoldmells just behind sealands

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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The Little Potting Shed, holiday rental in Skegness
The Little Potting Shed, holiday rental in Skegness
The Little Potting Shed, holiday rental in Skegness

The Little Potting Shed

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Remarkable 2-Bed Caravan  in Ingoldmells, holiday rental in Skegness
Remarkable 2-Bed Caravan  in Ingoldmells, holiday rental in Skegness
Remarkable 2-Bed Caravan  in Ingoldmells, holiday rental in Skegness

Remarkable 2-Bed Caravan in Ingoldmells

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern 6 berth caravan for hire at Fantasy Island in Skegness ref 58009D, holiday rental in Skegness
Modern 6 berth caravan for hire at Fantasy Island in Skegness ref 58009D, holiday rental in Skegness
Modern 6 berth caravan for hire at Fantasy Island in Skegness ref 58009D, holiday rental in Skegness

Modern 6 berth caravan for hire at Fantasy Island in Skegness ref 58009D

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lovely 8 berth caravan at Southview Holiday Park near Skegness ref 33035M, holiday rental in Skegness
Lovely 8 berth caravan at Southview Holiday Park near Skegness ref 33035M, holiday rental in Skegness
Lovely 8 berth caravan at Southview Holiday Park near Skegness ref 33035M, holiday rental in Skegness

Lovely 8 berth caravan at Southview Holiday Park near Skegness ref 33035M

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beach Front Fantasy Island 6 Berth Caravan, holiday rental in Skegness
Beach Front Fantasy Island 6 Berth Caravan, holiday rental in Skegness
Beach Front Fantasy Island 6 Berth Caravan, holiday rental in Skegness

Beach Front Fantasy Island 6 Berth Caravan

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Stunning lodge with one king-size double and en suite shower., holiday rental in Skegness
Stunning lodge with one king-size double and en suite shower., holiday rental in Skegness
Stunning lodge with one king-size double and en suite shower., holiday rental in Skegness

Stunning lodge with one king-size double and en suite shower.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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THE FARMHOUSE, pet friendly, with hot tub in Burgh Le Marsh, holiday rental in Skegness
THE FARMHOUSE, pet friendly, with hot tub in Burgh Le Marsh, holiday rental in Skegness
THE FARMHOUSE, pet friendly, with hot tub in Burgh Le Marsh, holiday rental in Skegness

THE FARMHOUSE, pet friendly, with hot tub in Burgh Le Marsh

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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8 berth caravan at Eastgate Holiday Park in Skegness ref 58012D, holiday rental in Skegness
8 berth caravan at Eastgate Holiday Park in Skegness ref 58012D, holiday rental in Skegness
8 berth caravan at Eastgate Holiday Park in Skegness ref 58012D, holiday rental in Skegness

8 berth caravan at Eastgate Holiday Park in Skegness ref 58012D

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stunning cottage with one king-size double., holiday rental in Skegness
Stunning cottage with one king-size double., holiday rental in Skegness
Stunning cottage with one king-size double., holiday rental in Skegness

Stunning cottage with one king-size double.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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THE DAIRY, pet friendly, character holiday cottage in Burgh Le Marsh, holiday rental in Skegness
THE DAIRY, pet friendly, character holiday cottage in Burgh Le Marsh, holiday rental in Skegness
THE DAIRY, pet friendly, character holiday cottage in Burgh Le Marsh, holiday rental in Skegness

THE DAIRY, pet friendly, character holiday cottage in Burgh Le Marsh

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Great 8 berth caravan for hire in Skegness ref 33069F, holiday rental in Skegness
Great 8 berth caravan for hire in Skegness ref 33069F, holiday rental in Skegness
Great 8 berth caravan for hire in Skegness ref 33069F, holiday rental in Skegness

Great 8 berth caravan for hire in Skegness ref 33069F

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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57 CHERRY PARK, pet friendly, with a garden in Chapel St Leonards, holiday rental in Skegness
57 CHERRY PARK, pet friendly, with a garden in Chapel St Leonards, holiday rental in Skegness
57 CHERRY PARK, pet friendly, with a garden in Chapel St Leonards, holiday rental in Skegness

57 CHERRY PARK, pet friendly, with a garden in Chapel St Leonards

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Stunning cottage with a king-size double and a twin room both with en suite, holiday rental in Skegness
Stunning cottage with a king-size double and a twin room both with en suite, holiday rental in Skegness
Stunning cottage with a king-size double and a twin room both with en suite, holiday rental in Skegness

Stunning cottage with a king-size double and a twin room both with en suite

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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1 Bedroom Ground Floor Holiday Apartment - Flat 11, holiday rental in Skegness
1 Bedroom Ground Floor Holiday Apartment - Flat 11, holiday rental in Skegness
1 Bedroom Ground Floor Holiday Apartment - Flat 11, holiday rental in Skegness

1 Bedroom Ground Floor Holiday Apartment - Flat 11

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Stunning caravan with full lake view at Southview Holiday Park ref 33004ML, holiday rental in Skegness
Stunning caravan with full lake view at Southview Holiday Park ref 33004ML, holiday rental in Skegness
Stunning caravan with full lake view at Southview Holiday Park ref 33004ML, holiday rental in Skegness

Stunning caravan with full lake view at Southview Holiday Park ref 33004ML

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lovely 6 berth caravan at Southview Holiday Park ref 33032CL, holiday rental in Skegness
Lovely 6 berth caravan at Southview Holiday Park ref 33032CL, holiday rental in Skegness
Lovely 6 berth caravan at Southview Holiday Park ref 33032CL, holiday rental in Skegness

Lovely 6 berth caravan at Southview Holiday Park ref 33032CL

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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2 Bedroom Holiday Apartment Skegness - Flat 17, holiday rental in Skegness
2 Bedroom Holiday Apartment Skegness - Flat 17, holiday rental in Skegness
2 Bedroom Holiday Apartment Skegness - Flat 17, holiday rental in Skegness

2 Bedroom Holiday Apartment Skegness - Flat 17

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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3 bedroom accommodation in Addlethorpe, near Skegness, holiday rental in Skegness
3 bedroom accommodation in Addlethorpe, near Skegness, holiday rental in Skegness
3 bedroom accommodation in Addlethorpe, near Skegness, holiday rental in Skegness

3 bedroom accommodation in Addlethorpe, near Skegness

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lovely caravan with large decking at Southview Holiday Park ref 33108S, holiday rental in Skegness
Lovely caravan with large decking at Southview Holiday Park ref 33108S, holiday rental in Skegness
Lovely caravan with large decking at Southview Holiday Park ref 33108S, holiday rental in Skegness

Lovely caravan with large decking at Southview Holiday Park ref 33108S

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2 bedroom accommodation in Addlethorpe, near Skegness, holiday rental in Skegness
2 bedroom accommodation in Addlethorpe, near Skegness, holiday rental in Skegness
2 bedroom accommodation in Addlethorpe, near Skegness, holiday rental in Skegness

2 bedroom accommodation in Addlethorpe, near Skegness

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Honeywell 2-Bed Holiday home in Ingoldmells, holiday rental in Skegness
Honeywell 2-Bed Holiday home in Ingoldmells, holiday rental in Skegness
Honeywell 2-Bed Holiday home in Ingoldmells, holiday rental in Skegness

Honeywell 2-Bed Holiday home in Ingoldmells

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Large Ground Floor Holiday Apartment - Flat 12, holiday rental in Skegness
Large Ground Floor Holiday Apartment - Flat 12, holiday rental in Skegness
Large Ground Floor Holiday Apartment - Flat 12, holiday rental in Skegness

Large Ground Floor Holiday Apartment - Flat 12

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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THE PINE, pet friendly, with hot tub in Burgh Le Marsh, holiday rental in Skegness
THE PINE, pet friendly, with hot tub in Burgh Le Marsh, holiday rental in Skegness
THE PINE, pet friendly, with hot tub in Burgh Le Marsh, holiday rental in Skegness

THE PINE, pet friendly, with hot tub in Burgh Le Marsh

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Roman bank flat with Spa bath and Mermaids teepee, holiday rental in Skegness
Roman bank flat with Spa bath and Mermaids teepee, holiday rental in Skegness
Roman bank flat with Spa bath and Mermaids teepee, holiday rental in Skegness

Roman bank flat with Spa bath and Mermaids teepee

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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2 Bedroom Holiday Apartment - Flat 18, holiday rental in Skegness
2 Bedroom Holiday Apartment - Flat 18, holiday rental in Skegness
2 Bedroom Holiday Apartment - Flat 18, holiday rental in Skegness

2 Bedroom Holiday Apartment - Flat 18

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Hive on The Chase Ingoldmells, holiday rental in Skegness
The Hive on The Chase Ingoldmells, holiday rental in Skegness
The Hive on The Chase Ingoldmells, holiday rental in Skegness

The Hive on The Chase Ingoldmells

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Prince's beach place with sun terrace, holiday rental in Skegness
Prince's beach place with sun terrace, holiday rental in Skegness
Prince's beach place with sun terrace, holiday rental in Skegness

Prince's beach place with sun terrace

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Caravan with decking at Southview Holiday Park in Skegness ref 33005S, holiday rental in Skegness
Caravan with decking at Southview Holiday Park in Skegness ref 33005S, holiday rental in Skegness
Caravan with decking at Southview Holiday Park in Skegness ref 33005S, holiday rental in Skegness

Caravan with decking at Southview Holiday Park in Skegness ref 33005S

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Tennyson First Floor Apartment (Pet), holiday rental in Skegness
Tennyson First Floor Apartment (Pet), holiday rental in Skegness
Tennyson First Floor Apartment (Pet), holiday rental in Skegness

Tennyson First Floor Apartment (Pet)

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Tennyson Ground Floor Apartment, holiday rental in Skegness
Tennyson Ground Floor Apartment, holiday rental in Skegness
Tennyson Ground Floor Apartment, holiday rental in Skegness

Tennyson Ground Floor Apartment

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Tennyson First Floor Apartment, holiday rental in Skegness
Tennyson First Floor Apartment, holiday rental in Skegness
Tennyson First Floor Apartment, holiday rental in Skegness

Tennyson First Floor Apartment

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Shakespeare First Floor Apartment, holiday rental in Skegness
Shakespeare First Floor Apartment, holiday rental in Skegness
Shakespeare First Floor Apartment, holiday rental in Skegness

Shakespeare First Floor Apartment

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Gold 8 Caravan (Pet), holiday rental in Skegness
Gold 8 Caravan (Pet), holiday rental in Skegness
Gold 8 Caravan (Pet), holiday rental in Skegness

Gold 8 Caravan (Pet)

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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3 bedroom caravan - Golden Palm Resort, holiday rental in Skegness
3 bedroom caravan - Golden Palm Resort, holiday rental in Skegness
3 bedroom caravan - Golden Palm Resort, holiday rental in Skegness

3 bedroom caravan - Golden Palm Resort

Condo/Apartment
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Lovely caravan with a lake view at Southview Holiday Park ref 33043CL, holiday rental in Skegness
Lovely caravan with a lake view at Southview Holiday Park ref 33043CL, holiday rental in Skegness
Lovely caravan with a lake view at Southview Holiday Park ref 33043CL, holiday rental in Skegness

Lovely caravan with a lake view at Southview Holiday Park ref 33043CL

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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12ft-wide very comfortable and spacious caravan with two twins., holiday rental in Skegness
12ft-wide very comfortable and spacious caravan with two twins., holiday rental in Skegness
12ft-wide very comfortable and spacious caravan with two twins., holiday rental in Skegness

12ft-wide very comfortable and spacious caravan with two twins.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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12ft-wide very comfortable and spacious caravan with one double and two twin., holiday rental in Skegness
12ft-wide very comfortable and spacious caravan with one double and two twin., holiday rental in Skegness
12ft-wide very comfortable and spacious caravan with one double and two twin., holiday rental in Skegness

12ft-wide very comfortable and spacious caravan with one double and two twin.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Showing results 1-50 of 256

Skegness
This crowd-pleasing seaside town has been wooing holidaymakers for years and with its quintessential tea rooms, fairground rides and family-friendly beaches, it’s still a firm favourite. It’s not all donkey rides, penny arcades and fish ‘n’ chips though: this is a seaside resort that knows how to move with the times. You’ll find some fantastic seafood restaurants offering a fine dining experience, elegant wine bars along the seafront and wonderful wildlife at the Gibraltar Point National Nature Reserve. There’s a huge choice of rentals too, so why not pick your favourite cottage, guest house or chalet for a great British seaside break?
Perfect for a fun-filled family break
Pack the picnic hamper, beach towels and that all-important bucket and spade before heading to the award-winning sandy beach for a great family day out. The beach has Blue Flag status and is ideal for building sandcastles and collecting shells. Other family-friendly attractions include the Natureland Seal Sanctuary, the Skegness Model Village, the historical Church Farm and the Skegness Golf Centre.
Food and drink
From ice cream parlours to fine dining restaurants, there’s a fantastic range of places to eat out in Skegness. You’ll find traditional pubs serving up hearty homemade fare, Indian cuisine to set your taste buds alight and romantic Italian pizzerias. The nightlife in Skegness is lively and varied. Sit back and watch the waves from a wine bar or dance until the early hours at a nightclub. Fancy a quiet drink? There are also plenty of quirky pubs and cafes where you can chat with friends and loved ones until your heart’s content.
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