Holiday rentals in Skegness

A stylish living area features a black television mounted on a light gray wall. Two sofas, one black and one yellow, are arranged around a circular coffee table. A patterned area rug adds color to the space, complemented by natural light from large windows with blinds.

4.98 out of 5 average rating, 54 reviews

Sea Breeze House

This stylish place to stay is perfect for group trips. Situated in the heart of Skegness, this newly refurbished holiday home sleeps for 6 people with its stylish and unique interior to give you that perfect seaside experience and stay. 🛏️ 🏖️ Walking distance from some fantastic town restaurants, bars, golf courses and the beach 🍛⛳️🏖️ This holiday home will give you the perfect peaceful stay and we can assure you that you will be coming back to the seaside time and time again once visited.

4.93 out of 5 average rating, 323 reviews

An outdoor deck area features comfortable seating with dark wicker furniture, providing views of sandy dunes and the sea. A glass balustrade surrounds the space, allowing unobstructed sightlines of the coastal landscape. Natural light fills the area, enhancing the inviting atmosphere.

Cottage

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

4.91 out of 5 average rating, 1,318 reviews

Cabin

Adults Only Cabin With Log Burning Hot Tub

Lakeside Fishing Retreats offers peaceful lakeside stays in the middle of nowhere, yet perfectly placed. Just 8 miles from Boston town, 12 miles from Skegness Beach and 3 miles from the coast with award-winning RSPB marshes. We have 28 Cabins set on a 3 acre lake: - Adult Only Double Cabin with Log Burning Hot Tub (Pet friendly/Non Pet friendly Cabins) - Standard Double (Child/Pet friendly/Non Pet friendly Cabins). - Twin Cabin (Child/Pet friendly) You can also enjoy our onsite Pizza Shed & Bar!

A patio area is highlighted with a small table and two chairs beneath a blue umbrella. The paved surface is complemented by a neatly maintained garden featuring green grass and diverse plantings around the edges. The entrance to the bungalow is visible in the background.

4.9 out of 5 average rating, 51 reviews

Sandy Paws Bungalow Skegness

Entire detached bungalow in quiet area. Large private enclosed gardens suitable for small dogs. 10 minute walk to the Promenade and dog friendly beaches Parking - two cars Spacious living room with one electric riser chair 43" SMART TV/DVD player. Master bedroom: King-size bed TV ceiling fan 2nd bedroom: 2 single beds (one is electric adjustable bed) Wheelchair friendly. Portable lightweight wheel chair available on request. Bed linen/ hand/ bath towels. Pet friendly: Pet bowls/towels/bed.

4.97 out of 5 average rating, 31 reviews

A comfortable lounge area is presented with two light-colored armchairs facing a flat-screen television. A faux fireplace adds warmth to the space, complemented by a textured area rug. Large windows allow natural light to illuminate the room, framed by flowing curtains.

Apartment

Skegness Home 4 people, 2 bedroom, walk to the sea

This delightful 2 bedroom maisonette on the FIRST FLOOR close to the bus/train stations, main high street, Shopping centre, 3 supermarkets, pubs, clubs, arcades, The Embassy Theatre, the beach/ sea, (5 minute walk away. not 30 minutes like one review stated) near Gibraltar Point. Two golf courses, Bowls green. Fun Fair etc... A garden (Not gated) patio area, washing line. Your own front door and drive for 3 cars. Kitchen has a double oven, induction hob, fridge/freezer, toaster, iron. WiFi

4.96 out of 5 average rating, 114 reviews

The light-filled guestroom displays a spacious bed adorned with a soft throw, alongside two cozy wingback chairs. A large window offers views of the garden, while a wall-mounted television provides entertainment. French doors lead to the private outdoor space, enhancing the inviting atmosphere.

Guest suite

Cosy guest room, pet friendly with outdoor space

Named after our resident Robins, Robins Nest Guestroom is our self-contained accommodation offering a peaceful getaway for comfort and rest. Relax in your own private garden or explore the nearby attractions. Furthermore, we know that your fur babies are an important part of your family. We are pleased to welcome well-behaved pups. Together you can explore dog friendly beaches and Nature trails. Conveniently close to Skegness and Boston. Book your stay today. We look forward to welcoming you.

4.99 out of 5 average rating, 191 reviews

The image features a charming brick exterior of the cottage, showcasing large windows that allow natural light to filter in. A church steeple can be seen in the background, adding to the historical context. Surrounding trees offer a sense of tranquility.

Bungalow

Grade 2 Listed Cottage Louth

Beautifully converted Grade 2 listed property originally part of King Edward School renowned to have been the old chemistry laboratory The property is set in a quite courtyard located in a conservation area of Louth and within a few minutes walk of the town centre The cottage comprises of a kitchen/living area/entrance lobby/ hall/bedroom with TV and walk in wardrobe/ en suite bathroom with walk in rain shower there is also a further toilet off the hall All set on ground level for easy access

4.94 out of 5 average rating, 110 reviews

A charming log-house is set in a wooded area, featuring a dark exterior with a sloped roof. A welcoming porch with wooden railing is visible, and a vintage lamp post adds to the ambiance. Autumn leaves cover the ground, creating a peaceful atmosphere.

Treehouse

Narnia: Magical Woodland Loghouse with Hot Bath

Step into a magical woodland hideaway. Perfect for couples, families, remote workers (dog-friendly), enjoy an outdoor hot bath, private woodland, and a mezzanine treehouse. Cozy by the fire pit, cook in the fully equipped kitchen, listen to birdsong and rustling leaves, and lose yourself in a place where time slows and memories linger. Romance, adventure, and mindful work meet nature’s tranquility in this fairytale escape in Lincolnshire Wolds and only 20 minutes from golden sandy beaches.

The cottage exterior is surrounded by lush greenery, featuring a gravel pathway leading to a covered seating area. A wooden deck with comfortable chairs invites relaxation, while an open yard borders the structure, enhancing the secluded feel of the tranquil setting.

5 out of 5 average rating, 100 reviews

Jamestown Cottage

Jamestown Cottage offers tranquility and privacy in equal measure. The cottage is accessed at the end of our garden, once the gate is shut you are in your own secluded space with hot tub. The cottage is small but perfect for couples/individuals looking to relax. It is well equipped for self catering. It sits neatly between the Lincolnshire Wolds (ANOB) and the coast making it a great venue for exploring this wonderful county. The village pub is within a 2 minute amble. Enjoy! SORRY NO PETS!

A wooden dining table is set up on a spacious deck, surrounded by comfortable chairs featuring blue and white seat cushions. A vase with sunflowers adds color to the table, while the conservatory is visible in the background under a bright sky.

5 out of 5 average rating, 80 reviews

Weekend getaway 4-minute walk from the beach

Relax with the whole family at this peaceful and fresh place to stay. Just a few minutes walk from the beach and the award winning golf course. The beach is dog-friendly throughout the year. It is nestled in a small and quiet cul-de-sac. It has a spacious garden with a large decked area, perfect for sitting out and when it rains you can sit in the comfy conservatory. It is newly decorated and boasts new fixtures and fittings. It has a large kitchen area with a dining table for 4.

4.99 out of 5 average rating, 276 reviews

The lodge's exterior showcases a modern wooden design with a sloped roof. Large glass doors reflect the warm glow of the sunset, while a stone pathway leads to a seated area with wooden chairs and tables on the manicured lawn, surrounded by greenery.

Cabin

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

Located at Wren Farm, our brand new to 2023 luxury lodge situated besides the alpaca fields, with Wren Farm Desserts cafe on site. Also near beaches, Skegness, Chapel, Mablethorpe, etc. We are dog friendly! Fully stocked (cutlery) Has 1 double bed and a sofa bed that sleeps 2. Private bathroom with shower. Surrounded by green fields, beautiful animals and excellent food! Add ons available on request - Ploughman's Grazing Box, Breakfast Boxes. Alpaca trekking also available.

4.94 out of 5 average rating, 16 reviews

Flat

Skegness centre close to beach, shops, beautiful

IDEALLY LOCATED IN THE HEART OF SKEGNESS 5 berth 2 bed beautiful large ground floor flat bath and shower free wifi tvs in 3 rooms dedicated work desk gas central heating all bedding and all towels included 4 poster kingsize bed/fireplace with fire/workdesk/smart tv all in main bedroom single bed/double bed/fire/smart tv in 2nd bedroom bath and large shower cubicle seperate toilet off road parking 2 mins to shops/pubs/amusements 5 mins to promenade large spacious, beautiful property

Popular amenities for Skegness holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Skegness's top sights

Skegness Beach

63 locals recommend

Skegness Aquarium

61 locals recommend

Skegness Bowl

50 locals recommend

Natureland Seal Sanctuary

39 locals recommend

Butlin's Skegness Resort and Splash Waterworld

14 locals recommend

Tower Gardens

6 locals recommend

Other great holiday rentals in Skegness

4.84 out of 5 average rating, 19 reviews

4 bedroom family home - steps away from the beach

4.79 out of 5 average rating, 89 reviews

A compact kitchen is featured, equipped with wooden cabinets and black countertops. Appliances include a microwave, a refrigerator, and a stove. Natural light filters through the window, providing visibility to the sink area and an organized dish drying rack.

Holiday home

Spacious 2 bedroom caravan with free parking!

4.86 out of 5 average rating, 29 reviews

A well-lit bedroom features a spacious bed covered in a light grey blanket. A wall-mounted television displays a scene of a beach. A mirror is mounted on the wall, while a window with a dark blind allows for natural light.

Flat

Olivias Apartments. Flat 1

5 out of 5 average rating, 51 reviews

A sandy path meanders through tall, golden grass, leading towards a clear blue sky. The scene captures the natural beauty of the coastal area, with gentle undulations in the landscape enhancing the serene atmosphere.

Cottage

Luxury coastal cottage with private beach access

5 out of 5 average rating, 13 reviews

Tap Cottage

5 out of 5 average rating, 46 reviews

A grey sectional sofa with multiple plush pillows is positioned in the living area, providing a comfortable seating option. The textured rug underneath contrasts with the smooth wooden flooring. In the background, a modern kitchen with sleek cabinetry and appliances is visible.

Apartment

Modern 2 bedroom apartment close to town

5 out of 5 average rating, 20 reviews

Tiny home

Pixie House the complete home from home experience