
Chalet holiday rentals in Skegness
Find and book unique chalets on Airbnb
Quick stats about chalet rentals in Skegness

Total holiday rentals
Explore 30 holiday rentals in Skegness

Nightly prices starting at
Skegness holiday rentals start at $120 NZD per night before taxes and fees

Verified guest reviews
Over 370 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Skegness holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Skegness rentals

4.8 Average rating
Skegness stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated chalet rentals in Skegness
Guests agree: These chalets are highly rated for location, cleanliness and more.

Vintage 95 - Southview Holiday Park Skegness
Enjoy our lodge located in stunning Southview Holiday Park in Skegness . The lodge provides unsurpassed guest facilities, with attention to detail throughout. If you love the great outdoors but also crave luxurious comfort, this lodge is your perfect destination. As a self-catering lodge, you'll find everything you need for a perfect stay. The kitchen has a fridge, a hob, an oven, a kettle, a freezer and a microwave. The lodge is a perfect place to relax and offers a television and internet access. This lodge has 2 bedrooms and can comfortably sleep 4. In the first bedroom, you will find a double bed. The second bedroom contains 2 single beds which you can put together to make another double. There are 2 bathrooms. The first bathroom is en suite with toilet and sink and a walk-in shower. The second bathroom has a toilet and sink with over jacuzzi bath shower system. Linen and towels are all included to make your stay more enjoyable. House Rules: - Check-in time is 3pm and check-out is 11am. - Smoking is not allowed. - There are free parking on premises parking facilities available at the property. - Pets are allowed at the property up 2 dogs. Park passes are extra to use the site facilities (Off Peak 7 days 21.00pp less than 6 days 18.90pp) ( Peak 7days 29.95pp less then 6 days 26.96pp) !! We do not allow same sex groups or party groups !!! We will remove you from the property if found braking these rules. Season dates for park facility are March - October. Bookings made after this are for lodge only.

Modern Two Bedroom, Two Bathroom Sea Front Lodge!
Luxury two bedroom, two bathroom family lodge! Located between Mablethorpe & Trusthorpe, on the first row of lodges by the seafront. A one minute walk up the steps, lands you right on a dog friendly beach! The lodge includes: Open plan kitchen-living-diner with a floor to ceiling bay window. Master bedroom- King bed + en-suite toilet/ basin. Bedroom 2- Two moveable single beds. House bathroom- Sink, toilet & shower. Double sofa bed available in lounge. Balcony including outdoor seating.

Humberston Fitties Fiddly Dee Dog Friendly Chalet
Humberston Fitties is a quiet and unique conservation site offering the chance to get away from it all. Fiddly Dee is a 'non party/events' holiday home as we welcome families and pets to enjoy the superb beaches, coastal walks and the adjacent RSPB nature reserve. The Fitties beach is dog friendly all year (there are restrictions in place on Cleethorpes beach) The coastline offers excellent opportunities for the more adventurous to enjoy Paddleboarding, Kite Surfing and other water sports.

The Wendy House a retro 1960s chalet by the sea
The Wendy House: a traditional 1960s cedar wood chalet that was renovated in 2017. Beautifully furnished in a luxurious yet 'Wendy House' style. Magical for children. Stuffed full of lovely vintage things. It is situated in a very sunny corner of a quiet family run site, 10 minutes stroll to the beach. Near great pubs, perfect after a beach walk. Warm and cosy. No WiFi have a detox: talk, walk, play games, re-charge, rest... I really do try and make it special for you, come and stay :)

The Shack Cleethorpes - A Luxury Holiday Lodge
The Shack is situated within the glorious conservation area of Humberston Fitties. This 1 bedroom chalet for adults only and is set within its own private and secluded gardens, We welcome well behaved dogs on request (maximum of 2). We are a 2 minute walk away from Cleethorpes beach. Perfect for couples wanting an idyllic luxurious retreat or a romantic getaway. The Shack comes complete with Hot tub and decking area, providing the perfect place to relax after a day out at the beach!

Cosy Cabin - close to the beach, free parking
Cosy Cabin is a lovely self-contained 1960s 2 bedroom coastal chalet on a quiet holiday site, just a 5 minute walk to the beach. Relax in this tranquil setting ideal for holidays and short breaks, perfect for couples, small families or time for yourself away from the hustle and bustle of everyday life. (2 adults maximum.) Cosy Cabin offers compact, comfortable and cosy accommodation during the summer and winter months. A flame effect stove fire will keep you cosy on chilly evenings.

Diamond - Holiday Home, Southview, Skegness
Charming 6 berth holiday home located on the extremely popular 4* Southview Leisure Park in Skegness. The price is for caravan only. Ideal for families or couples looking for a relaxing break within a resort that offers live entertainment, swimming pool, sauna & steam room. There is also a fish and chip shop, laundrette, adventure play area & convenience store on site. Caravan is situated on a large corner plot with extensive outdoor space overlooking a feature pond. Pets welcome

Still Waters Lakeside
Discover the charm of Still Waters Lakeside in Tattershall, a picturesque haven ideal for small families or couples. This inviting 2-bedroom, 2-bathroom rental comfortably sleeps up to 6 guests, thanks to a convenient sofa bed in the living area. Enjoy the comfort of home with essentials like Wi-Fi, heating, and a fully equipped kitchen. Nestled beside a serene fishing lake, it's the perfect spot for a tranquil escape. Unwind in the private hot tub after a day of exploring.

The Fat Seagull Chalet at Humberston Fitties
Escape to this charming 2-bedroom chalet on Humberston Fitties, just steps from the beach and scenic coastal walks. Perfect for a relaxing getaway, it's within walking distance or a short ride to Cleethorpes, where you'll find seaside attractions, shops, and dining. Enjoy the peaceful surroundings while staying close to all the action. Whether you're exploring nature or unwinding by the sea, this cozy retreat offers the perfect balance of adventure and tranquility.

Cosy two bedroom chalet on the Norfolk coast
This is a lovely single-storey, chalet holiday home, quietly tucked away in this small chalet site close to the beach at Heacham and only two miles from the resort of Hunstanton. Castaway Cabin offers family accommodation on a smaller scale, but perfectly comfortable and of a very good standard. We are sure that those less mobile, small families, or romantic couples will love staying here!

4 Berth Chalet with Wi Fi minutes from the beach
CHALET D2 Great value holiday accommodation situated 5 minutes walk from Mablethorpe sands. FREE PARKING ELECTRIC and WI-FI for guests. BEDDING and BED LINEN are provided FREE OF CHARGE. You can bring your own if you would prefer. Short walk to Mablethorpe and it's wealth of ingredients for a fabulous traditional seaside holiday. Enjoy a good old fashioned British seaside break.

The House with the Blue Door - Humberston Fitties
This historic chalet is just a short stroll from the unspoilt Humberston Fitties beach and close to Cleethorpes. A double room and bunk room will comfortably accommodate four guests and there is a fully equipped kitchen. Owned by local artist Sarah, whose artwork is displayed in each of the rooms. This is a characterful chalet with a large enclosed garden.
Popular amenities for Skegness chalet rentals
Family-friendly chalet rentals

Driftwood Cabin near Heacham Beach, Free Parking

Prime lakeside caravan at Haven Golden Sands

Cozy 2 bed chalet E6

Humberston Boathouse & Hot Tub - Cleethorpes Beach

Gorgeous mablethorpe chalet holidays

Forget Me Knot Chalet. Cosy, comfy & pet friendly.

Luxury lakeside retreat, with a stunning view!

L&L's Lodge, A small but perfectly formed chalet
Beachfront chalet rentals

pets go free family 3 Bed Caravan with Decking

Ingoldmells - Ingoldale Park, Fantasy Island

3 bedroom caravan Heacham pets stay free

Family Caravan - Sleeps 8 - Pets Ok - Parking

Caravan-Sleeps 5-Pets Ok-Parking-Linen Incl

Kokomo, unique fitties holiday chalet

Cozy 2 bedroom Coastal Chalet in Hunstanton

3 bedroom Caravan pets free linen included
Destinations to explore
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- Chalet rentals Lincolnshire
- Chalet rentals England
- Chalet rentals United Kingdom
- Sheringham Beach
- Lincoln Castle
- Old Hunstanton Beach
- Burghley House
- Fantasy Island Theme Park
- Cromer Beach
- Holkham beach
- Kelling Heath Holiday Park
- Holkham Hall
- Heacham South Beach
- Mundesley Beach
- Felbrigg Hall
- Lincolnshire Wolds
- Belvoir Castle
- The Deep
- University of Lincoln
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- Sheringham Park
- Searles Leisure Resort
- Rspb Titchwell Marsh
- Brancaster Beach
- Newark Castle & Gardens
- Skegness Beach
- Lincoln Cathedral





