
Family-friendly holiday rentals in Hailsham
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Hailsham

Total holiday rentals
Explore 30 holiday rentals in Hailsham

Nightly prices starting at
Hailsham holiday rentals start at £37 per night before taxes and fees

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Over 740 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Wifi availability
30 of Hailsham holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Hailsham rentals

4.8 Average rating
Hailsham stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated family-friendly rentals in Hailsham
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

The Annex, Berwick, East Sussex
Light and spacious self-contained Annex, separate from the main house with it's own private entrance. Being within two miles of the South Downs National Park and an Area of Outstanding Natural Beauty, we are surrounded by idyllic countryside, lovely villages and pubs, and only 6 miles from the sea. The Space: Our Annex is comprised of a spacious double bedroom, with king-sized bed and luxurious bedding, a large lounge, a shower room, and a kitchenette, equipped with fridge/freezer, microwave, toaster, tea & coffee making facilities, washing machine and dryer. Breakfast included. We have two friendly dogs, who have access to our garden and house, but not The Annex. Guest Access: Private entrance. Disabled accessible throughout, including shower. Ample parking. Access to the back garden and patio on request, due to our two friendly dogs. Interaction with Guests: We are a friendly couple, who love to make our visitors welcome, and will also respect your privacy, as you prefer. The Neighbourhood: We are in a rural village, with a small railway station, two pubs, a Post Office and garage. Perfect for walking, cycling and exploring the many local sights, Berwick village train station is only two minutes walk away, with easy access to Brighton, Eastbourne and Lewes. Ample on-site parking means you can leave your car in our drive whilst you explore by foot, bicycle, or train. Local sites include the historic village of Alfriston; Beachy Head, the Cuckmere Valley and the Seven Sisters; Charleston Farmhouse; Firle Place; and Glyndebourne, to name just a few!

Secluded Shepherds hut in country location
Relax in the beautiful Sussex countryside. The hut has a hot water shower 2 sinks and a loo and a double bed. Inside the hut you have speakers to listen to your favourite tunes or relax with a book, a game of cards, Jenga or scrabble. Wake up and have a cup of tea or coffee with a view of either the fields or sheep that may be in the vicinity. Bring wellies as the fields are still wet. If you like dogs then mine will most likely come and visit (extremely friendly) No cooking facilities

Entire Guest Accommodation. Cosy and rural.
Our flint-walled guest accommodation is in the peaceful village of Hankham, near Pevensey. Ideal base for relaxing, walking, and exploring the countryside. The space is private, with a handmade pine kitchen and charming small garden, perfect for unwinding after a day outdoors. Surrounded by nature, with horses in nearby stables and ducks and moorhens on the pond. Perfect for couples, with extra beds available for children. We’re happy to recommend walking and cycling routes for all abilities.

Tiny home with stunning views on 150 acres
Enjoy the lovely setting of this romantic spot in nature. Situated in a private corner of Wellshurst Golf club, enjoy the tranquil setting and cosy up in this brand new lodge. With everything you could need for a short stay and plenty of beautiful walks nearby, dogs are welcome and enjoying some golf is optional at our beautiful 18 hole course and driving range. Soak in the free standing tub whilst admiring the views, or relax on the deck and watch the sunset. 2 minute woodland walk to access.

Romantic Floating Cabin -‘The Water Snug’
Romantic lake cabin for two, floating on our peaceful one-acre lake in ancient woodland. Relax by the cosy log burner, cook in the fully fitted kitchen, and wake to magical lake views from the bedroom. In spring, enjoy the woodland with bluebells and delicate flowers; summer brings long golden evenings over the lake, and autumn paints the trees in rich, vibrant colours. Step outside to gentle ripples, watch wildlife, or visit East Hoathly village with its café, shop, and pub just minutes away.

The Barn, Hot tub, projector, Fire Pit, Pizza oven
Our Grade ll Barn is in a quiet countryside spot within driving distance of Eastbourne, Tunbridge Wells, Brighton and Hastings. This unique place has a style all of its own. A spacious home for a romantic getaway or a weekend adventure exploring the local beaches, walks & golf clubs The Barn is equipped with a hot tub, outdoor cinema screen, Ooni pizza oven, firepit/BBQ. We have a driveway which has space for two cars directly outside. *Please note our place is NOT suitable for children.

The Cart Lodge a cosy rural hideaway
Situated in a secluded part of our 16th century farm, this detached, south facing cart barn has been converted to a very high standard. In an ideal location overlooking a large duck pond and with distant views to the South Downs. It is a great base for walking the Wealdway or cycling the Cuckoo Trail. Places to explore include Lewes and Eastbourne, 9 miles. Glyndebourne 6 miles. An excellent pub and restaurant is within a ten minute walk along country footpaths. The village shop 2 miles.

Flint barn with log burner & fully enclosed garden
A lovely detached one bedroom Sussex flint barn close to South Downs National Park and the Long Man, ideal for Glyndebourne (18 mins). We are in a quiet no through lane within 20 minutes walking distance of 3 pubs & 2 tearooms. Sleeps 2 adults and up to 3 children (sofa bed in living room and single pull out in bedroom). Good dogs are welcome (£30 supplement) and can use the fully enclosed garden and sunny front deck.If you want to leave the dog/s on their own, please check with us!

Starnash Farmhouse Accommodation
Starnash is a cosy farmhouse on 3 acres of land; the east side is self-contained for 8 guests. A shepherd’s hut in the garden can be hired separately (when available) for 2 more people, so we can accommodate up to 10 guests in total. If you’re looking to get away and be just off the beaten track then Starnash is the place for you. Here you are surrounded by nature & birdsong and within a few miles of beaches, woodland walks, the South Downs AONB, quirky villages and vibrant towns.

Beautiful barn on the South Downs Way
Beautiful barn, perfect for walkers, also great as a comfortable and spacious base for exploring the local countryside. Local cultural attractions include Glyndebourne, Drusilla's Park, South Downs Way. This spacious artist's home is located right on the South Downs Way, and it is only about an hour and a half walk to the coast at Exceat. There is a tree house for kids, a couple of swing seats for chilling out on, and the Cuckmere runs through the bottom of the garden.

Spacious & Vibrant Cottage in Herstmonceux
Stay in a charming, country cottage. Explore the beautiful estate consisting of lakes, ancient woodlands, a newly planted vineyard, and conifer display gardens. Meet the adorable sheep, alpacas, and ponies. Take part in a yoga or Pilates retreat day by the private lake, or pop-up dining and wine tasting (please as for info). Book a beauty treatment in the cottage or by the lake, or a private yoga lesson or wild swimming session (subject to availability).

Spacious self-contained annex in rural setting
Located in a glorious, peaceful rural setting in an Area of Outstanding Natural Beauty in the High Weald of East Sussex, our annex offers the perfect get-away for a relaxing, peaceful stay in beautiful countryside. Although situated in the depths of the countryside, we are only a 10 minute drive from the market town of Hailsham which has a good selection of shops and supermarkets (Waitrose, Tesco, Asda).
Popular amenities for Hailsham family-friendly rentals
Family-friendly home rentals with a hot tub

The Granary, Organic Vineyard stay with Pool.

Delightful 3 bedroom house with sunroom and garden

Treetops studio/treehouse, hot tub, wifi, Smart TV

➡️ The Barn House ⬅️ Swimming Pond▫️Jacuzzi▫️Chicks!

Charming Barn Conversion with hot tub

Shepherds hut, wonderful views, alpacas&hot tub!

Luxury Shepherd’s Hut with idyllic views & hot tub

Unique shipping container cabin in private woods
Family- and pet-friendly home rentals

Glamping in hidden Sussex valley Lavender BellTent

Cosy 2 bed maisonette with parking by the coast

Barn conversion on farm

Cozy Flint Cottage

Luxury architectural retreat/ East Sussex views

Comfortable 17th century cottage in rural location

Off-Grid Lakeside Cabin

Oak Framed Mini Barn
Family-friendly home rentals with a pool

Sea View Holiday Flat + Pool & Spa in Countryside

Spring Farm Sussex

Pine tree woodland retreat at Greensand

Secluded Shepherds Hut with Heated Pool & Firepit

The Old Stable

Amazing large pristine heated pool, country views

The Wing at Pekes

Cottage with tennis court and pool
Destinations to explore
- Covent Garden
- Kings Cross
- Paddington
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Brighton Seafront
- Tower Bridge
- Clapham Common
- Goodwood Motor Circuit
- Buckingham Palace
- South Downs National Park
- Chessington World of Adventures Resort
- Big Ben
- London Stadium
- Victoria Park
- British Museum
- London Eye
- St Paul's Cathedral
- Bracklesham Bay
- Hampton Court Palace
- Trafalgar Square
- Barbican Centre





