Family-friendly holiday rentals in Skegness

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

Moody Ranch Dog Friendly Home with Garden Sleeps12

Step into the magical world of Moody Ranch, a truly one-of-a-kind themed holiday home unlike anything else in Skegness. Created by Moody’s Holiday Lets, it blends rustic Italian charm with Western character. Unique 4-bedroom home sleeps up to 12 guests and is just a 3-minute walk from beach and town. Enjoy a fully equipped kitchen, WiFi, free parking, a secure dog-friendly garden, covered outdoor seating and a games room—the perfect place to create unforgettable memories with family and friends.

4 bedroom family home - steps away from the beach

Welcome to our modern 4-bedroom detached home, perfectly situated just a short walk from the beach and steps from the town centre. Stylishly designed for comfort and relaxation, it’s ideal for families and groups alike. Enjoy the private garden with a kids swing set and toys or unwind with friends in the spacious living areas after a day by the sea. Whether you’re looking for a fun family escape or a peaceful coastal retreat, this home offers the perfect blend of modern comfort and seaside charm

Sandy Paws Bungalow Skegness

Entire detached bungalow in quiet area. Large private enclosed gardens suitable for small dogs. 10 minute walk to the Promenade and dog friendly beaches Parking - two cars Spacious living room with one electric riser chair 43" SMART TV/DVD player. Master bedroom: King-size bed TV ceiling fan 2nd bedroom: 2 single beds (one is electric adjustable bed) Wheelchair friendly. Portable lightweight wheel chair available on request. Bed linen/ hand/ bath towels. Pet friendly: Pet bowls/towels/bed.

The Annex @ Ormiston House

*MAY/JUNE OFFER* £69p/n 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 & 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.

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.

Narnia: Magical Woodland Loghouse with Hot Bath

Step into a magical woodland hideaway. Perfect for couples, families, remote workers (dog-friendly), enjoy an outdoor hot bath, private woodland, and a mezzanine treehouse. Cozy by the fire pit, cook in the fully equipped kitchen, listen to birdsong and rustling leaves, and lose yourself in a place where time slows and memories linger. Romance, adventure, and mindful work meet nature’s tranquility in this fairytale escape in Lincolnshire Wolds and only 20 minutes from golden sandy beaches.

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.

Cozy Family Caravan Skegness

Enjoy a cozy stay at our family-friendly static caravan in Southview Holiday Park, Skegness. Perfect for families or small groups, it offers two bedrooms, a sofa bed, a fully equipped kitchenette, a welcoming lounge with TV, and heating throughout. Guests love the private patio and free on-site parking. The park features an indoor pool, sauna, bar, and gardens. Skegness beach, Pier, Butlins, and local attractions are just minutes away, with shops, arcades, and fish & chips nearby.

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)

8 Berth static caravan to let

3 bedrooms plus additional pullout sofa bed sleeping upto 8. has a fully equipped kitchen, shower room with separate toilet. Sited on Highfields and the Haven caravan park in Skegness. 10 minute walk to the beach and also on main bus route for town centre, train station and also Ingoldmells. Close to local amenities (B&M, Aldi, M&S and also a sports bar all across the road from the caravan site). Launderette around the corner and several fast food places close by.

First floor three bedroom flat

The whole group will be comfortable in this spacious and unique space. A family friendly flat in the centre of Skegness. Less than five minutes away from all local attractions including the sea front, macdonalds, arcades, popular supermarkets and the high street. There is also a small games room in the loft with tv, Xbox,small pool table various board games and toys.