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.

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Guest favourite
Chalet in Lincolnshire
5 out of 5 average rating, 5 reviews

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.

Guest favourite
The exterior of the family lodge features a light-colored facade with large windows and a stepped entrance. Flower pots are positioned along the walkway, and a landscaped lawn extends around the lodge. Outdoor seating is visible on the balcony, surrounded by grass.
Chalet in Sutton on Sea
4.83 out of 5 average rating, 110 reviews

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.

Top Guest favourite
The exterior of the Fiddly Dee chalet features a light blue facade with large windows framed by flowers. A gravel driveway accommodates off-road parking, and a wooden fence with the name 'Fiddly Dee' is visible at the entrance, surrounded by greenery.
Chalet in Humberston
4.97 out of 5 average rating, 188 reviews

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.

Top Guest favourite
A cozy living area is adorned with a plush corner sofa and a warm, textured area rug. A small electric stove is placed beneath a decorative mirror, while shelves display vintage items. Houseplants and framed photos add a touch of greenery and personal charm.
Chalet in Heacham
4.95 out of 5 average rating, 353 reviews

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 :)

Guest favourite
A serene hot tub is visible, with soft blue lighting reflecting on its surface. Surrounding greenery is complemented by softly glowing string lights in the background, hinting at a tranquil evening atmosphere.
Chalet in Humberston
4.95 out of 5 average rating, 107 reviews

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!

Guest favourite
A comfortable living area features a brown leather sofa adorned with red and white pillows, accompanied by a blue rocking chair. Shelves display decorative items and paintings, while a small TV is positioned atop a wooden cabinet, enhancing the room's cozy ambiance.
Chalet in Heacham
4.82 out of 5 average rating, 92 reviews

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.

Superhost
The holiday home is showcased on a spacious corner plot, featuring a large decked patio area. The exterior is complemented by lush green grass and a serene pond in the foreground, along with trees and shrubs creating a natural backdrop.
Chalet in GB
4.75 out of 5 average rating, 138 reviews

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

Guest favourite
A view of a serene fishing lake is framed by lush greenery, with tranquil waters reflecting the blue sky above. A deck area with outdoor seating is visible, inviting relaxation by the water's edge.
Chalet in Tattershall
5 out of 5 average rating, 10 reviews

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.

Top Guest favourite
An open-plan living area features a modern kitchen with a central island and bar seating. Comfortable seating arrangements include a patterned sofa and a cozy armchair, enhancing the space. Large windows allow natural light to fill the room, complemented by ceiling lights and stylish wall decor.
Chalet in Humberston
5 out of 5 average rating, 25 reviews

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.

Top Guest favourite
An open plan living and dining area is visible, featuring a well-equipped kitchen with modern appliances. A wall-mounted television can be seen above a small table. Light timber flooring complements the contemporary decor, while a cozy sofa invites relaxation beside a decorative table.
Chalet in Heacham
4.94 out of 5 average rating, 119 reviews

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!

Superhost
A cozy living area features a modern black sofa paired with two colorful beanbags, providing flexible seating options. A patterned area rug adds texture to the light grey floor, and a compact kitchen is visible in the background with essential appliances.
Chalet in Lincolnshire
4.7 out of 5 average rating, 94 reviews

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.

Top Guest favourite
The exterior of a charming wooden chalet is showcased, framed by lush greenery. A wooden deck with outdoor seating, including a table and chairs, invites relaxation. A blue umbrella provides shade, while large glass doors lead into the interior space, enhancing the connection with the outdoor environment.
Chalet in Humberston
4.87 out of 5 average rating, 90 reviews

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

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  2. United Kingdom
  3. England
  4. Lincolnshire
  5. Skegness
  6. Chalet rentals