
Family-friendly vacation rentals in Skegness
Find and book unique family-friendly homes on Airbnb
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.

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.

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, 3 flightless ducks and free ranging chickens so visiting dogs must be on leads.

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.

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 and 2025 by Lincolnshire Life Mag.

♥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

Fable Lodge - Lakeside Lodge with Sunken Hot Tub

Mill View Studio - Woodhall Spa

Luxury rural barn with hot tub

The Old Barn Holiday cottage

Adults only cabin with double bed with Hot Tub

The Queens Head (Balmoral Cabin) with hot tub

Hot Tub - Countryside Views - Spridlington

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

Bella-May’s Holiday Hideaway at Southview

One bedroom boutique cottage NEW refurb & VIEWS

2 Bedroom, 2 Bathroom cottage next to Viking Way

The Bunker - Detached 1 Bedroom Annex

Poppy Cottage A small home with a BIG welcome

✯Turtledove ✯ perfect for 2 ✯ Holme Beach✯

4 bed Cottage with Hot Tub sleeps 12 pet friendly

Dog friendly cheerful chalet, 5 min walk to beach
Family-friendly home rentals with a pool

Meadows 33 Hot tub - Southview Holiday Park

Sea Breeze, Southview, Skegness, Pet Friendly

Lakeside Indulgent lodge 8 berth, Hottub & ramp

2 Bed/6 Berth Caravan on 4* Southview Holiday Park

Lovely Rural Countryside Escape

Caravan by the beach

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

Riverbank Retreat with Hot Tub Tattershall Lakes
Quick stats about vacation rentals that are family-friendly in Skegness
Total rentals
350 properties
Nightly prices starting at
€ 43 before taxes and fees
Total number of reviews
3.6K reviews
Pet-friendly rentals
180 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Destinations to explore
- London Vacation rentals
- Amsterdam Vacation rentals
- Picardy Vacation rentals
- River Thames Vacation rentals
- South West England Vacation rentals
- Inner London Vacation rentals
- Dublin Vacation rentals
- Rivière Vacation rentals
- Brussels Vacation rentals
- South London Vacation rentals
- Central London Vacation rentals
- Yorkshire Vacation rentals
- Rentals with a washer and dryer Skegness
- Cottage rentals Skegness
- Beachfront rentals Skegness
- Waterfront rentals Skegness
- Rentals with a fireplace Skegness
- Rentals with lake access Skegness
- Rentals with a patio Skegness
- Rentals with a hot tub Skegness
- Cabin rentals Skegness
- Rentals with pools Skegness
- Rentals with outdoor seating Skegness
- Chalet rentals Skegness
- Pet-friendly rentals Skegness
- Rentals with beach access Skegness
- House rentals Skegness
- Apartment rentals Skegness
- Family-friendly rentals Lincolnshire
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Sandringham Estate
- Cromer Beach
- Burghley House
- Fantasy Island Theme Park
- Old Hunstanton Beach
- Lincoln Castle
- Sundown Adventureland
- Sheringham Beach
- Woodhall Spa Golf Club
- Holkham Hall
- Holkham beach
- Felbrigg Hall
- North Shore Golf Club
- Chapel Point
- Sheringham Park
- Cromer Lighthouse
- Heacham South Beach
- Mundesley Beach
- East Runton Beach