Vacation rentals in Skegness

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Top-rated vacation rentals in Skegness

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Guest favorite

Cottage in Market Rasen

4.97 out of 5 average rating, 508 reviews

Bluebell Cottage, Wolds Retreat, Hot Tub. Walesby

A peaceful retreat. One of two semi detached converted stables. Open plan lounge/kitchen/diner, king bedroom, en-suite freestanding bath. Beautiful views. Surrounded by deer, sheep & horse paddocks. Terrace, seating and hot tub for private use of Bluebell cottage (not shared) No music outside please. Enjoy nature’s soundtrack ❤️ Parking. Wifi. Lincolnshire Wolds. Viking Way & Lindsey Trail for walking/cycling. Afternoon tea/breakfast packs available to order in advance from local caterer

Nov 14 – 21

G$29,046 GYD per night

Guest favorite

Cottage in Anderby Creek

4.9 out of 5 average rating, 184 reviews

Beach-front cottage. Sea view from every room.

Anderby Creek was voted one of the UK's best undiscovered beaches by AOL, The Times & The Telegraph. The house has simply beautiful views of the beach, sea and sand dunes with extensive decking surrounded by glass balustrade where you can sit outside and enjoy the sea air. It's a family home, fully centrally heated and comfortable. Expect mismatched crockery & imperfection! It's a steep drive up to the house & steps to the beach (although you can go around the drive way) so not suitable for all

Oct 12 – 19

G$52,605 GYD per night

Guest favorite

Guest suite in Old Leake

4.96 out of 5 average rating, 179 reviews

The Dog House Annexe

Ramp access, wide doorways and walk in shower for those less able Quiet, rural position yet just off a main route. Ideal for visiting the Gibraltar Point, Frieston Shore or Frampton Marsh nature reserves or a walk along the sea bank. Boston 8 miles, Skegness 12 miles. Pub at the end of the lane serving tasty food, two villages close by with Co-Op (+electric car charging point), Post Office, fish & chip shop, Indian takeaway, 2 more pubs Wi-Fi (though patchy - we are rural!) Dogs welcome

Oct 15 – 22

G$21,444 GYD per night

Guest favorite

Apartment in Lincolnshire

4.95 out of 5 average rating, 160 reviews

Old Post Office Mablethorpe "Your Home From Home"

The old post office offers modern decor comfortable accommodation central heating the property is situated approx 300 metres from the blue flag Mablethorpe beach. 200 metres from local shop & cinema fish & chip shop nearby. we are approx 1 mile to town centre. there are lots of interesting walks & interesting places to visit within walking distance or short drive.the owners live on site and will be available for any help advice you may need also to help with any problems .

Nov 23 – 30

G$19,743 GYD per night

Guest favorite

Cottage in Spilsby

4.97 out of 5 average rating, 113 reviews

Retreat to a former Chapel, relax in privacy.

With unspoilt views over countryside, our former Chapel on the Lincolnshire Wolds doorstep offers the perfect place to enjoy a memorable relaxing stay. Visit all that this County has to offer, including miles of lovely beaches, followed by snug winter evenings in front of a Log Burner, or warm summer evenings relaxing on the Patio, perhaps observing the wildlife. There is a myriad of tracks and paths around for walkers and cyclists alike. We offer comfort with a homely feel.

Aug 30 – Sep 6

G$21,723 GYD per night

Guest favorite

Barn in Lincolnshire

4.98 out of 5 average rating, 104 reviews

The Clock House

A converted stable with private parking within a short distance of the amenities of Woodhall Spa. The property sits at the rear of the owner's residence, but with independent access. Enjoy the many bars and restaurants offered within the village or dine at home using the fully equipped kitchen and dining area. Ideal for cycling and fishing, with the River Witham and Cycle Route No. 1 only 300m away! Woodhall Spa is also home to England Golf and the famous Hotchkin course.

Mar 29 – Apr 5

G$21,370 GYD per night

Guest favorite

Condo in Lincolnshire

4.9 out of 5 average rating, 50 reviews

Lovely 3 bedroom ground floor apartment Skegness

The whole group will enjoy easy access to everything from this centrally located place. This lovely spacious two bedroom apartment is the perfect place for a family holiday. Located less that a five minute walk to all amenities you won’t be disappointed. Supermarkets, the high street, the beach, arcades, macdonalds and various other takeaway shops are all right on the doorstep. There is also a beautiful park just at the end of the road called tower gardens.

Apr 18 – 25

G$34,059 GYD per night

Guest favorite

Guest suite in Lincolnshire

4.97 out of 5 average rating, 121 reviews

Old Mill Alford Suite - Private and Peaceful !

Luxury Suites in a peaceful and private setting suitable for couples to enjoy a private, relaxing and romantic getaway near the Alpacas. We are less than 10 minutes drive away from beautiful sandy award winning blue flag beaches, close to the Wolds and all amenities. A breakfast basket is included daily. A great place to just relax and get away from it all. We have a twin suite next door for larger families called Sibsey that can be booked together

Sep 9 – 14

G$26,713 GYD per night

Guest favorite

Cottage in Lincolnshire

4.98 out of 5 average rating, 133 reviews

One bedroom boutique cottage NEW refurb & VIEWS

The Stables . Relax in this calm, stylish space. A newly refurbished one bedroom cottage in the picturesque village of East Keal. Close to Horncastle, Skegness and all the gorgeous market towns. local pubs amazing walks and cycle paths and antique shops. Bring your dog and feel free to roam in our paddock. Amazing out door patio it's a sun trap with sunloungers, barbecue. All new furniture. Breakfast supplies will also be left.

Sep 23 – 30

G$29,272 GYD per night

Guest favorite

Home in Lincolnshire

4.95 out of 5 average rating, 138 reviews

1 Old Drill Hall - A little piece of History

This unique place has a style all its own. Centrally located to all amenities in the historic market town of Alford, and only a short drive to Lincolnshire’s east coastline beaches and villages. Whether you want a base from which to visit the beautiful local beaches, explore the countryside or visit some of the many local attractions, this fully equipped 2 bedroom home has all you need for a relaxing break.

Aug 12 – 19

G$23,068 GYD per night

Guest favorite

Cabin in Chapel Saint Leonards

4.95 out of 5 average rating, 181 reviews

Chuck's Cabin

Chuck's Cabin. A cosy log cabin situated on a quiet lane just a short walk from the beach and the village centre with its cafes bars and restaurants. On the edge of the Lincolnshire coastal country park ideal for a quiet short break or as a base while exploring beaches and the countryside with its historical market towns and lovely walks through the Lincolnshire Wolds. One small/medium dog welcome.

Sep 28 – Oct 5

G$20,836 GYD per night

Guest favorite

Condo in Lincolnshire

4.85 out of 5 average rating, 26 reviews

Town Central Luxurious Apartment Near Seafront

** Please send a message for any additional requests ** Enjoy a stylish experience at the most centrally-based apartment in Skegness! This modern refurbish 1 bedroom apartment is the perfect choice for your getaway. Located less than a minute from the famous clock tower and a 2 minute walk from the beach front, amusement parks and amenities including bars, restaurants and arcades.

Mar 3 – 10

G$24,042 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Skegness vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Skegness's top sights

Skegness Aquarium35 locals recommend

Natureland Seal Sanctuary22 locals recommend

Morrisons8 locals recommend

McDonald's (Skegness)6 locals recommend

Lidl11 locals recommend

Marine Boat House Bar9 locals recommend

Other great vacation rentals in Skegness

Guest favorite

Vacation home in Ingoldmells

4.94 out of 5 average rating, 18 reviews

Seaside 2 Bedroom Modern Caravan by Fantasy Island

Nov 3 – 10

G$23,524 GYD per night

Guest favorite

Shepherd’s hut in Wainfleet Saint Mary

5.0 out of 5 average rating, 65 reviews

Cosy authentic Shepherds Hut, and all amenities.

Sep 9 – 16

G$11,868 GYD per night

Guest favorite

Apartment in Lincolnshire

4.78 out of 5 average rating, 27 reviews

Avondale Flat/Guest House

Aug 17 – 24

G$40,200 GYD per night

Guest favorite

Cabin in Old Leake

5.0 out of 5 average rating, 38 reviews

Adults only cabin with double bed with Hot Tub

G$18,726 GYD per night

Guest favorite

Holiday park in Lincolnshire

5.0 out of 5 average rating, 38 reviews

ABI Oakley Caravan with Decking in Skegness.

Jul 9 – 16

G$29,788 GYD per night

Guest favorite

Cabin in Hogsthorpe

4.98 out of 5 average rating, 97 reviews

Wren Lodge W/ Alpacas, Goats & Sheep | Wren Farm

Jan 10 – 17

G$29,554 GYD per night

Guest favorite

Home in Lincolnshire

4.96 out of 5 average rating, 51 reviews

Luxury at The Old Gatehouse Legbourne

Jan 25 – Feb 1

G$18,269 GYD per night

Guest favorite

Holiday park in Lincolnshire

4.96 out of 5 average rating, 45 reviews

Immaculate 6 Berth Caravan Southview, Skegness

Dec 23 – 30

G$32,496 GYD per night

Show all

Quick stats about vacation rentals in Skegness

Total rentals
280 properties
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
110 properties allow pets
Family-friendly rentals
230 properties are a good fit for families
Total number of reviews
2.4K reviews
Nightly prices starting at
G$6,269 GYD before taxes and fees

Frequently Asked Questions

How much does it cost to stay in holiday park rentals in Skegness?
Experience the best of Skegness with our holiday park rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there rv rentals with a dedicated workspace in Skegness?
Yes! Work meets play with ease at over 10 rv rentals in Skegness featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Skegness holiday park rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 holiday park rentals with pools in Skegness, available on Airbnb. Make a splash and soak up the sun in style!
Do holiday park rentals in Skegness have free parking?
Absolutely! We offer over 40 holiday park rentals with free parking in Skegness. Enjoy a tailored experience with all the comforts you desire.
Do holiday park rentals in Skegness have wifi?
Absolutely! We offer over 10 holiday park rentals with wifi in Skegness. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly holiday park rentals in Skegness?
Four-legged friends are welcome in Skegness. Choose from more than 10 holiday park rentals for guests traveling with pets.
Do holiday park rentals in Skegness have a kitchen?
Absolutely! We offer over 50 holiday park rentals with a kitchen in Skegness. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly holiday park rentals in Skegness?
Skegness has more than 50 family-friendly holiday park rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Skegness

Top-rated vacation rentals in Skegness

Vacation rentals for every style

Cabins

Chalets

Cottages

Popular amenities for Skegness vacation rentals

Stay near Skegness's top sights

Other great vacation rentals in Skegness

Vacation home in Ingoldmells

Shepherd’s hut in Wainfleet Saint Mary

Apartment in Lincolnshire

Cabin in Old Leake

Holiday park in Lincolnshire

Cabin in Hogsthorpe

Home in Lincolnshire

Holiday park in Lincolnshire

Quick stats about vacation rentals in Skegness

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

How much does it cost to stay in holiday park rentals in Skegness?

Are there rv rentals with a dedicated workspace in Skegness?

Are there Skegness holiday park rentals on Airbnb with pools?

Do holiday park rentals in Skegness have free parking?

Do holiday park rentals in Skegness have wifi?

Are there pet-friendly holiday park rentals in Skegness?

Do holiday park rentals in Skegness have a kitchen?

Are there family-friendly holiday park rentals in Skegness?

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