
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.

The Annex @ Ormiston House
*AUGUST SPECIAL OFFERS* The Annex@Ormiston offers unique accommodation for up to 4 guests, in a self-contained building adjacent to our family home. It has ample private parking, a secure entrance, a private courtyard and access to a large garden. Downstairs, there's a kingsize bedroom, shower room, lounge and fully equipped kitchen. Upstairs, an additional bedroom contains one or two single beds. The property is a 10 minute walk from the town centre and less than a mile from Pilgrim Hospital.

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.

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!

Lilac Villa Skegness
Lilac Villa is a very large and beautiful 5 bedroom Edwardian Style House, dated 1906, converted to a Holiday Home in Skegness. Just five minutes walk to the beach (dog friendly )and to the Sea Front and main promenade. The property is located in the quieter North part of the town, however it's only a 10 minute walk to the town centre. From the kitchen are double french doors onto the deck. Which has seating and a barbecue for your use. The garden is enclosed with a firepit and grass area.

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.

♥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).

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 .

Bluebell Cottage, Wolds Retreat, Hot Tub. Walesby
A peaceful retreat. One of two semi detached converted stables. Open plan lounge/kitchen/diner, king bedroom, en-suite freestanding bath. Beautiful views. Surrounded by deer, sheep & horse paddocks. Terrace, seating and hot tub for private use of Bluebell cottage (not shared) No music outside please. Enjoy nature’s soundtrack ❤️ Parking. Wifi. Lincolnshire Wolds. Viking Way & Lindsey Trail for walking/cycling.
Popular amenities for Skegness family-friendly rentals
Family-friendly home rentals with a hot tub

Mill View Studio - Woodhall Spa

Little Oaks at Hillview

Adults Only Cabin With Log Burning Hot Tub

The Queens Head (Balmoral Cabin) with hot tub

Toad Hall Luxury Lodge with Private Hot Tub

"Boho Beach Retreat: Hot Tub, King Beds, Central”

Hot Tub - Countryside Views - Spridlington

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

2 Bedroom, 2 Bathroom cottage next to Viking Way

One bedroom boutique cottage NEW refurb & VIEWS

LookOut At The Lodge

Static Caravan on private garden

Hill View Lodge Luxury Log Cabin

Chuck's Cabin

H15 Lola's Lodge

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

Lakeside View

AUGUSTA DREAMS, Luxury holiday lodge for all ages

Luxury Lodge in the Heart of The Fens

Lakeside Indulgent lodge 8 berth, Hottub & ramp

Lovely rural escape

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

Lake side cosy Hot Tub Holiday Tattershall Lakes

C & C Holiday Let’s
When is the best time to visit Skegness?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$24,200 GYD | G$25,869 GYD | G$20,237 GYD | G$22,531 GYD | G$23,157 GYD | G$22,949 GYD | G$26,495 GYD | G$31,502 GYD | G$23,783 GYD | G$20,445 GYD | G$20,237 GYD | G$21,071 GYD |
| 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 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 G$10,431 GYD 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
Destinations to explore
- London Vacation rentals
- Picardy Vacation rentals
- Amsterdam Vacation rentals
- Thames River Vacation rentals
- South West England Vacation rentals
- Inner London Vacation rentals
- Rivière Vacation rentals
- Dublin Vacation rentals
- Brussels Vacation rentals
- South London Vacation rentals
- Central London Vacation rentals
- Yorkshire Vacation rentals
- Rentals with a fireplace Skegness
- Rentals with a patio Skegness
- Beachfront rentals Skegness
- Waterfront rentals Skegness
- House rentals Skegness
- Campsite rentals Skegness
- Cottage rentals Skegness
- Rentals with a hot tub Skegness
- Chalet rentals Skegness
- Rentals with lake access Skegness
- Cabin rentals Skegness
- Rentals with outdoor seating Skegness
- Rentals with pools Skegness
- Rentals with a washer and dryer Skegness
- Apartment rentals Skegness
- Pet-friendly rentals Skegness
- Rentals with beach access Skegness
- Family-friendly rentals Lincolnshire
- Family-friendly rentals England
- Family-friendly rentals United Kingdom




