Family-friendly vacation rentals in Skegness

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Top-rated family-friendly rentals in Skegness

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
The charming cottage exterior features rustic brick walls and a pitched roof, framed by lush green foliage and flower beds. Seating areas with wooden chairs are situated on the lawn, inviting relaxation amidst the serene garden surroundings.
Cottage in Hagworthingham
4.94 out of 5 average rating, 236 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

Guest favorite
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 in Anderby Creek
4.92 out of 5 average rating, 287 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

Top guest favorite
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 in Stewton
4.98 out of 5 average rating, 125 reviews

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.

Guest favorite
The kitchen area is equipped with wooden cabinetry and a light-colored countertop. A variety of appliances, including a microwave and kettle, are visible. The room features a cozy seating area with a sofa and large windows that provide ample natural light.
Home in Ingoldmells
4.82 out of 5 average rating, 131 reviews

Fantasy Island, Ingoldmells - 3 bed Holiday Home

This is a gorgeous 3 bedroom, 2 bathroom double glazed holiday home that is moments walk from the popular Fantasy Island and sited on Coral Beach. Spacious enough for a gathering of 6 people, providing a home from home feel yet perfect for a smaller family to languish and enjoy a 'Seaside Escape'. We want you to enjoy our holiday home ( ok it's a caravan ! ) as much as we do so you should find pretty much everything you need. Van is NOT pet friendly sadly our Fur Babies need to stay at home.

Guest favorite
The exterior deck of the log cabin features a picnic table surrounded by neatly arranged fairy lights. A wooden railing offers a view of the peaceful, natural surroundings at dusk, with warm light spilling from large sliding glass doors into the cabin's interior.
Cabin in Lincolnshire
4.98 out of 5 average rating, 139 reviews

Hill View Lodge Luxury Log Cabin

A stylish 1 x bedroom log cabin perfect for a couple. Set in a peaceful, rural location on the edge of the Lincolnshire Wolds. Open views to the east coast some 10 miles away. The historic town of Louth with it's many cafes, restaurants & independent shops is only 5 minutes away. Coastal towns of Skegness, Mablethorpe & Cleethorpes, Market town of Horncastle, Dambusters famous Woodall Spa & Lincoln Cathedral are within local area. Ramblers rejoice! There are many picturesque walks nearby.

Top guest favorite
Cabin in Hagworthingham
4.98 out of 5 average rating, 152 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.

Top guest favorite
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 in Hogsthorpe
4.99 out of 5 average rating, 228 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.

Guest favorite
A spacious indoor heated pool area features a serene swimming pool surrounded by artificial grass. Expansive windows allow natural light to flood the room, framing views of the outdoor landscape. Comfortable seating areas are placed nearby, creating a relaxed atmosphere.
Barn in Kirkby on Bain
4.95 out of 5 average rating, 259 reviews

Luxury Annex beside the River Bain Nr Woodhall Spa

A most beautiful luxury annex to the main residence , with an indoor heated luxury swimming pool and 2 person sauna infrared.The property is set on the River Bain ,with open views to the Bain valley. . The pretty village of Kirkby on Bain is just 600 yards away. The Ebbington Arms is a wonderful public house which is well renowned for its excellent food. The Edwardian inland resort of Woodhall Spa is just 4 miles away here you find fantastic restaurants, shops and wonderful walks.

Top guest favorite
Cottage in Spilsby
4.96 out of 5 average rating, 140 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.

Top guest favorite
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.
Cottage in Chapel Saint Leonards
4.98 out of 5 average rating, 120 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)

Top guest favorite
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 in Lincolnshire
4.95 out of 5 average rating, 163 reviews

♥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).

Guest favorite
A wooden fence encloses a garden with a mature apple tree bearing numerous green apples. The cottage is visible through an open window, framed by lush greenery. Bright sunlight highlights the inviting facade of the cottage and the surrounding foliage.
Condo in Snettisham
4.83 out of 5 average rating, 381 reviews

A Getaway on Norfolk's wonderful coast

Enjoy separate, self-contained accommodation at Apple Tree Cottage! A comfortable bedroom with a double bed, bathroom, kitchen and private garden. Enjoy rambling Wild Ken Hill, woods and fields as featured in BBC's Nature Watch , a short walk away. RSPB Snettisham a world renowned bird haven . Spectacular sunsets on the beach. The Old Bank and The Rose and Crown are in the heart of the village for dining. Wonderful coastal excursions .

Popular amenities for Skegness family-friendly rentals

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Avg. priceﺩ.ﺇ426ﺩ.ﺇ455ﺩ.ﺇ356ﺩ.ﺇ397ﺩ.ﺇ408ﺩ.ﺇ404ﺩ.ﺇ452ﺩ.ﺇ540ﺩ.ﺇ404ﺩ.ﺇ360ﺩ.ﺇ356ﺩ.ﺇ371
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Quick stats about vacation rentals that are family-friendly in Skegness

  • Total vacation rentals

    Explore 350 vacation rentals in Skegness

  • Nightly prices starting at

    Skegness vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 3,650 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 180 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    250 of Skegness vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Skegness rentals

  • 4.6 Average rating

    Skegness stays receive an average rating of 4.6 out of 5 from guests