Family-friendly holiday rentals in Skegness

Sea Breeze House

This stylish place to stay is perfect for group trips. Situated in the heart of Skegness, this newly refurbished holiday home sleeps for 6 people with its stylish and unique interior to give you that perfect seaside experience and stay. 🛏️ 🏖️ Walking distance from some fantastic town restaurants, bars, golf courses and the beach 🍛⛳️🏖️ This holiday home will give you the perfect peaceful stay and we can assure you that you will be coming back to the seaside time and time again once visited.

Spacious Caravan Skegness | Sleeps 6 | Free WiFi

Gold standard static caravan – a great place to relax and enjoy your stay. Located on Walsh’s Holiday Park, Roman Bank, Skegness (PE25 1QP), just a short walk from the beach. Free WiFi, fresh bedding, and made-up beds included for every stay. Set on a peaceful, well-kept site with on-site café, chip shop, arcade, laundry room, reception (9–5), and maintenance team. Open grass area at the rear of the park – perfect for children to play. Close to Ingoldmells, Fantasy Island & local attractions.

Adults Only Cabin With Log Burning Hot Tub

Lakeside Fishing Retreats offers peaceful lakeside stays in the middle of nowhere, yet perfectly placed. Just 8 miles from Boston town, 12 miles from Skegness Beach and 3 miles from the coast with award-winning RSPB marshes. We have 28 Cabins set on a 3 acre lake: - Adult Only Double Cabin with Log Burning Hot Tub (Pet friendly/Non Pet friendly Cabins) - Standard Double (Child/Pet friendly/Non Pet friendly Cabins). - Twin Cabin (Child/Pet friendly) You can also enjoy our onsite Pizza Shed & Bar!

Peaceful Family Glamping Retreat in Nature

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 designed for families (children must be 8 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.

Parkview Holiday apartments Skegness

Parkview says it in the name! This property is an ideal location, being only two minutes from the town centre and two minutes from Skegness beach. The property boasts stunning views of the park so you can unwind from all your daily excitement "with some well deserved tranquility." Parkview has a double room with king size bed,twin room and a bunkbed room . The kitchen has a beautiful equipped dining area and the lounge has a 65 inch TV, making it the perfect place for some quality family time.

Cosy guest room, pet friendly with outdoor space

Named after our resident Robins, Robins Nest Guestroom is our self-contained accommodation offering a peaceful getaway for comfort and rest. Relax in your own private garden or explore the nearby attractions. Furthermore, we know that your fur babies are an important part of your family. We are pleased to welcome well-behaved pups. Together you can explore dog friendly beaches and Nature trails. Conveniently close to Skegness and Boston. Book your stay today. We look forward to welcoming you.

Fully equipped, quirky, 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 be quiet, retreat and 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.

Skegness centre close to beach, shops, beautiful

IDEALLY LOCATED IN THE HEART OF SKEGNESS 5 berth 2 bed beautiful large ground floor flat bath and shower free wifi tvs in 3 rooms dedicated work desk gas central heating all bedding and all towels included 4 poster kingsize bed/fireplace with fire/workdesk/smart tv all in main bedroom single bed/double bed/fire/smart tv in 2nd bedroom bath and large shower cubicle seperate toilet off road parking 2 mins to shops/pubs/amusements 5 mins to promenade large spacious, beautiful property

Robin Lodge W/ Alpacas, Goats & Sheep | Wren Farm

Located at Wren Farm, our brand new to 2023 luxury lodges 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.

Eider Lodge W/ Alpacas Wren Farm

Unwind at our spacious countryside lodge, surrounded by nature and friendly alpacas! Perfect for a relaxing escape, our cozy retreat offers peaceful views, modern comforts, and plenty of room to breathe. Wake up to birdsong, sip coffee on the deck, and meet our curious alpaca companions. Ideal for couples, families, or solo travelers seeking serenity and charm. Also, why not treat yourself at our on-site dessert bar featuring delicious homemade waffles and sweet treats

Private Indoor Pool | Countryside Retreat

The Barns Haceby: Escape to your own private countryside retreat with exclusive access to a heated indoor swimming pool — perfect for couples, families, or small groups looking to relax and unwind. Set within peaceful gated grounds in the Lincolnshire countryside, this beautifully converted barn offers privacy, comfort, and a calm setting to switch off and enjoy time together.

Skegness, peaceful location, parking, kingsize bed

Warm and cosy 1 bedroom bungalow. Nestled at the end of a very quiet residential cul de sac in the Winthorpe area of Skegness (about 1 mile in either direction to Skegness North beach or Winthorpe (both dog friendly) Parking space right outside front door. 1 sm/med well behaved dog is very welcome at no extra cost. 3 minute walk to lovely footpaths across the fields.