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.

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

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.

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.

The Lodge at Thorpe House

Luxury converted barn in beautiful rural Lincolnshire. The Lodge at Thorpe House is a stunning, totally unique, spacious, newly refurbished, well equipped Lodge, bursting with character combining beautiful antique furniture featuring a stunning 19th Century 5 foot French Chateau Ballroom Chandelier and new fully fitted open plan kitchen, dining and living area. Oak flooring. A five bar gate leads to gravelled parking and a pretty ornate archway leads to a totally private enclosed garden.

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.

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)

Modern wooden cabin with beach views & access

Barefoot Beach Hut faces the North sea, with all its serenity and salt encrusted atmosphere. Standing alone, encased in greenery, this wooden hut offers picturesque beach views, while remaining nestled within the landscape, making it a perfect getaway for two. The concept behind its architecture is to immerse yourself in the harmonious surroundings, connecting with nature, while accompanied by home comforts. Offering the best balance between seclusion and adventure.

Cosy authentic Shepherds Hut, and all amenities.

Get cozy and settle into this rustic space. Everything you need for a long or short stay. Double bed, all towels and linen included, TV, Wood Burner, quirky outdoor WC, shower and cooking area with a gas stove and a small BBQ. Kettle, tea, coffee, cooking pots and cutlery. Lovely 10 minute walk to Batemans Brewery and own centre which has numerous pubs, shops, takeaways. Train station with regular service to Skegness or 10 minute drive.

Hurricane, RAF Wainfleet

Hurricane is based on the old RAF Wainfleet site and was originally one of the auxiliary buildings to the control tower, which is now also operating as a holiday let. This 2 bedroom property can be configured with double beds or with twin beds in both bedrooms. There is also a sofa-bed allowing space for 6 guests to sleep in comfort. Hurricane has it's own private garden and hot tub. Pets are welcome at a charge of £20 per pet per stay.