Family-friendly holiday 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 favourite
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, 246 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

Top Guest favourite
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, 133 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.

Top Guest favourite
A large hot tub is housed in a separate garden building, featuring illuminated water jets that create soft ripples in the turquoise water. The surrounding area is designed for privacy, with subtle lighting enhancing the serene atmosphere.
Bungalow in Horbling
4.95 out of 5 average rating, 106 reviews

Garden Bungalow and Hot Tub

Relax in this calm peaceful bungalow set in our one and half acre garden with open views Kitchen has appliances Shower room Two bedrooms One single bed One 4ft bed ( small double) Good wardrobe space. WiFi and Alexa. Free view TV plus fire stick Fan Pool table Views to side and rear across Lincolnshire countryside. Fire pit Separate garden building which houses large hot tub overlooking fields and is private. Pub within walking distance. Local shops and butcher in next village, 20 minute walk

Top Guest favourite
The tranquil river reflects the surrounding greenery and the rustic barn structure. A pontoon is visible by the water's edge, alongside outdoor seating that invites relaxation. Trees frame the scene, creating a peaceful atmosphere for enjoying nature.
Barn in Brothertoft
4.98 out of 5 average rating, 212 reviews

The Barn at White House Farm 1800's 3 bed Barn

The Barn is situated in the grounds of White House Farm, on the banks of the River Witham. It's a wonderfully cosy and private barn conversion with a separate private garden which is fully enclosed ideal for Dogs. Self-contained, 2 bedrooms, newly renovated bathroom, kitchen, wood burner and 65” HD TV with Netflix and Free WiFi. Quiet and very peaceful. We also now have a pontoon on The River behind the Barn from which you can launch your paddle boards, canoes or even go wild water swimming!

Top Guest favourite
An exterior view showcases a charming loft studio with a distinctive red brick façade, complemented by a wooden balcony. Lush greenery surrounds the property, with colorful flowers enhancing the tranquil environment. The clear blue sky creates a bright backdrop, highlighting the peaceful atmosphere.
Loft in Horsington
4.97 out of 5 average rating, 753 reviews

The Loft at Peace Haven near Woodhall Spa

Self contained peaceful loft studio with far reaching views over farm fields & Lincoln Cathedral. Access via private stairs. Parking space. 5 minutes from the inland resort of Woodhall Spa. Private oak balcony with seating area & beautiful views across countryside. Hotel designed King size bed (can be split into twin beds) (orthopaedic mattress). Tea, coffee & toast facilities only (tea/coffee/cereals/porridge/snacks & milk included). Fridge. En suite shower room. Table & chairs. Tv & radio.

Guest favourite
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
4.97 out of 5 average rating, 150 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 favourite
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, 234 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 favourite
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, 271 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 favourite
The open-plan lounge area features a bright red sofa, a coffee table, and a TV on a side cabinet. Sunlight is seen streaming through large glass doors that lead to a garden. A cozy rug with striped patterns complements the space.
Guesthouse in Dersingham
4.94 out of 5 average rating, 568 reviews

LookOut At The Lodge

Self contained annexe with minimal cooking facilities - downstairs open plan kitchenette with microwave and hob, lounge area (TV/dvd player), dining area. Upstairs in master bedroom king size bed sloping attic roof - separate shower room with toilet and wash handbasin. Second bedroom (request booking please) single bed, sloping roof. Outside toilet and fridge if required. Welcome pack for your first breakfast. Kitchen facilities suitable for breakfast and light lunches.

Top Guest favourite
The lounge area features a comfortable sofa adorned with decorative cushions, facing a wooden coffee table. Natural light enters through a door leading to the outside, while the ceiling showcases exposed wooden beams. A tasteful arrangement of flowers is positioned on the table.
Cottage in Castle Rising
4.96 out of 5 average rating, 267 reviews

Stable cottage

Take it easy at this unique and tranquil getaway. Situated on the outskirts of the historic village of castle rising, 5 miles from Sandringham, this idyllic peaceful cottage has been lovingly restored to provide a pleasant retreat. The cottage is double glazed, with a fully functioning kitchen. There is a small garden with plenty of space for your fur baby to exercise. Nearby in the village is a friendly pub serving meals throughout the day and a delightful coffee and cake shop.

Guest favourite
A well-organized kitchen features light blue walls and a wood countertop. Natural light enters through a window adorned with horizontal blinds. Shelves are neatly arranged with kitchen essentials. A black stove and sleek appliances provide modern convenience, complemented by subtle decorative elements.
Tiny home in Lincolnshire
4.84 out of 5 average rating, 148 reviews

H15 Lola's Lodge

The chalet has been designed to provide our guests with a home from home feeling.The chalet has its own secure private decking. It is located within a 5 minute walk from mablethorpe beach and there is a Pub with restaurant on site. Mablethorpe town is within a 10 minute walk with restaurants, bars, shops and entertainment including local attractions. Welcome basket is provided containing a welcome refreshment to help our guests get settled on their arrival. Pet friendly.

Top Guest favourite
The caravan is set on a grassy area, featuring a spacious deck. Surrounding trees provide a natural backdrop, while a gravel pathway leads to the entrance. The exterior is light-colored, with multiple windows allowing ample natural light.
Campervan/RV in Stickford
4.95 out of 5 average rating, 532 reviews

Static Caravan on private garden

Situated in Stickford at the base of the Lincolnshire Wolds this is a great place to explore Lincolnshire. Wonderful dog friendly beaches 25 minutes away with plenty of walking and fishing locally. The historic city of Lincoln is 45 minutes, and the seaside town of Skegness is 15 miles away. The caravan is situated in our garden which has a large pond so children must be supervised at all times. We have 3 dogs, and free ranging chickens so visiting dogs must be on leads.

Popular amenities for Skegness family-friendly rentals

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Avg. price$201 NZD$215 NZD$168 NZD$187 NZD$192 NZD$191 NZD$220 NZD$262 NZD$198 NZD$170 NZD$168 NZD$175 NZD
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Quick stats about holiday rentals that are family-friendly in Skegness

  • Total holiday rentals

    Explore 350 holiday rentals in Skegness

  • Nightly prices starting at

    Skegness holiday rentals start at $87 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,650 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 180 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    250 of Skegness holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Skegness rentals

  • 4.6 Average rating

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