Vacation rentals in Skegness

4.95 out of 5 average rating, 217 reviews

Fairytale Cottage in a Beautiful Garden

Step into this dreamy cottage, secluded within its rambling sunny gardens with ample seating to enjoy the view. Delight and relax in its thoughtfully curated interior. Wake up refreshed within pretty bedrooms tucked into the eaves, and look out over the garden with constant soundtrack of birdsong. Relax by the log burner, or fire up the BBQ after you explore the walks which extends beyond the country lane, even if you only venture as far as the delicious cosy gastro pub, cafes & farm shop nearby

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.

4.92 out of 5 average rating, 268 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

4.98 out of 5 average rating, 117 reviews

A quaint yellow cabin is nestled among lush greenery. A wide wooden deck features a glass-topped table surrounded by wicker chairs, creating an inviting outdoor dining space. The warm colors of the cabin contrast with the vibrant leaves overhead.

Hut

Stunning family glamping retreat- tranquil setting

Welcome to Stewton Stars Hideaway ✨ A multi-award winning retreat located near Louth (East Lincolnshire). An idyllic, peaceful location set nestled between the pretty green hills of the Lincolnshire Wolds (AONB) and golden sands of the Lincolnshire Coast. *IMPORTANT NOTE* This cabin is for families to enjoy (children must be 2 or over). Only peaceful family adult group bookings will be accepted. We are not a place to party and anyone not respecting this will be asked to leave without refund.

A modern glamping pod features a unique arched roof and a wooden deck with slatted railing. The exterior showcases a brown shingle design, set against a softly lit sky. The surrounding grassy area provides a natural setting for relaxation.

4.97 out of 5 average rating, 107 reviews

Lovely Glamping Pod with Hot Tub

Experience luxury and comfort in our spacious glamping pods at Pepperwood Pods. The pod is fully centrally heated and features an ensuite bathroom, a well-equipped kitchen with a coffee machine, dishwasher, cooking utensils, and condiments. Relax in the double bed or on the sofa bed, and enjoy entertainment with the TV and WiFi. The unique glass end wall entrance offers stunning views and natural light. Unwind in your private hot tub or lounge around the fire pit for a serene evening.

4.94 out of 5 average rating, 107 reviews

An open-plan living area features two large sofas, one leather, and one plush, arranged around a wooden coffee table on a traditional patterned rug. A large chandelier hangs from the ceiling, illuminating the space, while a smart TV is positioned near the opposite wall.

Home

The Lodge at Thorpe House

Luxury converted barn in beautiful rural Lincolnshire. The Lodge at Thorpe House is a stunning, totally unique, spacious, newly refurbished, well equipped Lodge, bursting with character combining beautiful antique furniture featuring a stunning 19th Century 5 foot French Chateau Ballroom Chandelier and new fully fitted open plan kitchen, dining and living area. Oak flooring. A five bar gate leads to gravelled parking and a pretty ornate archway leads to a totally private enclosed garden.

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.

4.99 out of 5 average rating, 204 reviews

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.

4.99 out of 5 average rating, 104 reviews

Shepherd’s hut

Fully equipped, comfortable, Shepherds Hut.

Nestled in the AONB Lincolnshire Wolds at the heart of Tennyson country this cosy, comfortable, well equipped Shepherds Hut is the ideal getaway for 1/2 adults craving unspoiled countryside and a place to recharge. The Hut is in a peaceful country garden with its own fenced in area for privacy. Enjoy views over fields and hills beyond. Zero light pollution, so starry skies. Nominated for top 10 self-catering accommodation 2024 by Lincolnshire Life Mag. New: fully waterproof gazebo!

4.99 out of 5 average rating, 198 reviews

Barn

‘Little Barn’ at Spring Farm

Great Carlton is approximately a 15 min drive to the market town of Louth and within 20 mins of the coast. The area is rural with plenty of walks and cycle routes to enjoy. There is a local Co-op shop 2 miles away which is open until 10 pm. There is a village hall and a country church within Great Carlton but generally it is nice and quiet. The accommodation is set within a lovely cutting flower garden and above my flower workshop and I am very happy for you to enjoy the garden.

A charming brick structure is visible, set amidst an open landscape. Lush hedges and a gravel driveway frame the entrance, while a modest white door offers access. The sloped roof and chimney add character, complemented by a serene sky with scattered clouds.

4.96 out of 5 average rating, 136 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.

A scenic outdoor area is highlighted with a picnic table and a firepit, overlooking the tranquil lake. Nearby, a black storage unit is present, and several cabins are visible in the background against a clear blue sky.

4.91 out of 5 average rating, 931 reviews

Adults only cabin with double bed with Hot Tub

In the middle of nowhere but only 8 miles from Boston town, 12 miles from Skegness Beach and 3 miles from the sea/coast boasting award winning RSPB nature reserves and marshes. 28 cabins on a 3 acre lake. Pet and children are more than welcome.We have an orchard for you to walk around and even a dog agility area (Bookable). Double cabins with Finnish hot tubs (Adults only, charges apply for wood/firelighters). Twin cabins pet/child friendly. Double cabins pet/child friendly.

The single-storey barn conversion is showcased, featuring light-colored exteriors and a red-tiled roof. A wooden fence surrounds the property, complementing the manicured lawn. Windows allow for natural light, providing a welcoming exterior that connects with the surrounding landscape.

4.98 out of 5 average rating, 107 reviews

Mollie’s Cottage

Mollie’s Cottage is a single-storey barn conversion located just a 10-minute walk from the sandy beach at Chapel Point. There is an enclosed garden, perfect for relaxing in after a busy days’ adventure. It makes a great base for a family holiday at the east coast. Outdoor pursuits nearby include good walks and cycle routes. Some areas of the beach are dog friendly. Beach ¾ mile. Shop, pub and restaurant ½ mile. One dog free per booking. 2 maximum (2nd dog chargeable)

4.95 out of 5 average rating, 146 reviews

The exterior of a uniquely shaped wooden pod is depicted, featuring a sloping roof and a large arched window. The door is made of natural wood and is flanked by potted plants. The pod is surrounded by greenery, including shrubs and flowering plants.

Place to stay

♥cosy; parking; garden; rural cycle/walks+more

Idyllic, rustic, quiet self contained private 1 bed Pod in the meadow style garden of a Victorian house on the edge of the Lincolnshire Wolds and also within walking distance of Horncastle market place, shops and amenities. Private entrance with self check in and own parking space, use of large garden, galley kitchen (with sink, small fridge, microwave), dining area and bedroom (double bed) with en-suite suitable for 1-2 adults only (sorry no children or pets).

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Popular amenities for Skegness vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Skegness

Superhost

A spacious bed is centered in the room, adorned with a floral-patterned purple bedspread. Two matching pillows rest against the headboard with the floor partially visible in a textured carpet. The room features warm lighting contributing to a comfortable ambiance.

Apartment

4.71 out of 5 average rating, 34 reviews

Bijou Studio Flat, Sleeps 2

4.95 out of 5 average rating, 20 reviews

The bright kitchen and living area feature a spacious corner sofa and a dining table set for four. Natural light enters through large windows, highlighting modern appliances and a cozy decor. A round area rug adds warmth to the hardwood floor.

Condo

Modern 2 bedroom holiday apartment private parking

5 out of 5 average rating, 5 reviews

A spacious living room is equipped with two vibrant sofas adorned with colorful cushions. A coffee table sits centrally, surrounded by natural light from large windows. A small dining table for four is positioned near the window, accompanied by potted greenery in the corner.

Condo

Parkview holiday apartments ground floor 41

4.97 out of 5 average rating, 74 reviews

Bungalow

Skegness, peaceful, bungalow, king bed, parking.

5 out of 5 average rating, 18 reviews

An open plan kitchen and lounge area features a corner sofa, positioned to face a 70-inch smart TV on the wall. Skylights allow natural light to illuminate the space, highlighting a glass dining table with seating for six beside the kitchen with integrated appliances.

Apartment

The Loft

4.94 out of 5 average rating, 16 reviews

The exterior of the property features a two-story design with a welcoming entrance. A balcony extends from the upper level, providing outdoor space. The driveway leads to a secure entrance, while plants are positioned along the perimeter, offering a touch of greenery.

Home

3 Bed Detached Modern Seafront House Skegness

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.

5 out of 5 average rating, 40 reviews

Luxury coastal cottage with private beach access

Superhost

A modern living area features two soft sofas arranged around a small wooden table. Large glass doors allow natural light to fill the space and provide access to a deck area. A television is mounted on the wall, accompanied by a small storage unit.