
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.

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

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

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.

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.

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.

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.

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.

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.

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.

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.

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)

♥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).
Popular amenities for Skegness family-friendly rentals
Family-friendly home rentals with a hot tub

Mill View Studio - Woodhall Spa

Keepers Cabin - Private Hot Tub - Woodlands

Kingsley Glamping Pods - The Beech Pod

The Old Barn Holiday cottage

Lovely Rural Countryside Escape

Adults only cabin with double bed with Hot Tub

The Queens Head (Balmoral Cabin) with hot tub

Luxurious Hideaway for two with HOT TUB
Family- and pet-friendly home rentals

2 Bedroom, 2 Bathroom cottage next to Viking Way

The Bunker - Detached 1 Bedroom Annex

Poppy Cottage A small home with a BIG welcome

Skegness, peaceful, bungalow, king bed, parking.

One bedroom boutique cottage NEW refurb with views

Static Caravan on private garden

Luxury coastal cottage with private beach access

The Cloister- 2 Bed, 5mins to Beach, Pet Friendly
Family-friendly home rentals with a pool

8 berth in Skegness holiday park. pet friendly!

3 Bed/8 Berth Caravan on 4* Southview Holiday Park

Lakeside Indulgent lodge 8 berth, Hottub & ramp

Caravan by the beach

Family Caravan, Swimming Pool

Hideaway 3, Lux Lakeside Lodge, Fishing, Hot tub.

Ingoldmells Getaway

Lake side cosy Hot Tub Holiday Tattershall Lakes
When is the best time to visit Skegness?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £87 | £93 | £73 | £81 | £83 | £82 | £92 | £110 | £82 | £73 | £73 | £76 |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 7°C | 5°C |
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 £37 per night before taxes and fees

Verified guest reviews
Over 3,650 verified reviews to help you choose

Pet-friendly holiday rentals
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

Wifi availability
250 of Skegness holiday rentals include wifi 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
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- Family-friendly rentals Lincolnshire
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- Sandringham Estate
- Cromer Beach
- Burghley House
- Old Hunstanton Beach
- Fantasy Island Theme Park
- Lincoln Castle
- Sundown Adventureland
- Sheringham Beach
- Woodhall Spa Golf Club
- Felbrigg Hall
- Holkham Hall
- North Shore Golf Club
- Holkham beach
- Chapel Point
- Sheringham Park
- Cromer Lighthouse
- Heacham South Beach
- East Runton Beach
- Mundesley Beach