
Family-friendly vacation rentals in Skegness
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Top-rated family-friendly rentals in Skegness
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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!

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.

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.

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 - separate shower room with toilet and wash handbasin. Second bedroom (request booking please) single bed. Outside toilet and fridge if required. Welcome pack for your first breakfast. Kitchen facilities suitable for breakfast and light lunches. Takeaways and pub restaurants locally.

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.

♥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

Lovely Glamping Pod with Hot Tub

Adults only cabin with double bed with Hot Tub

The Queens Head (Balmoral Cabin) with hot tub

Hot Tub - Countryside Views - Spridlington
Family- and pet-friendly home rentals

2 Bedroom, 2 Bathroom cottage next to Viking Way

The Bunker - Detached 1 Bedroom Annex

✯Turtledove ✯ perfect for 2 ✯ Holme Beach✯

Romantic Lakeside Cottage nr Beach + Log Burner

Dog friendly cheerful chalet, 5 min walk to beach

The Cloister- 2 Bed, 5mins to Beach, Pet Friendly

Mollie’s Cottage

Stable cottage
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

Lovely rural escape

Family Caravan, Swimming Pool

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
$70 CAD 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
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- 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