
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 $70 AUD per night before taxes and fees

Verified guest reviews
Over 790 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Wi-Fi availability
30 of Hailsham holiday rentals include Wi-Fi access

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

4.7 Average rating
Hailsham stays receive an average rating of 4.7 out of 5 from guests
Top-rated family-friendly rentals in Hailsham
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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
4.94 out of 5 average rating, 141 reviews
Cosy converted Artist's Studio (self-contained)
A cosy artist's studio on the edge of the Old Town area of Eastbourne below the South Downs, 2 miles from the sea. The studio has its own entrance, ensuite bathroom (shower and toilet) There is a kitchenette with microwave, fridge, kettle opening on to a tiny patio. It’s a 20 min walk to beautiful medieval pubs, church and restaurants of Old Town and a 10 min drive to the seafront (or 40 min walk), shops and town centre. 10 min in the other direction takes you to the South Downs National Park.
4.96 out of 5 average rating, 161 reviews
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.
4.89 out of 5 average rating, 112 reviews
Sleeps up to 12, Large cottage with stunning views
Maylea, lovingly renovated self contained holiday let in a beautiful rural area. Positioned on the second highest spot in Sussex within easy driving distance to many fabulous locations. The perfect escape for peace and quiet or maybe a glass of something in the kitchen whilst cooking on the Range. The house is a cosy retreat with endless supply of logs. Pets are welcome. First and Foremost Maylea is a Wonderful family home, Rich in timeless memories of fun, laughter and great times together.
4.96 out of 5 average rating, 173 reviews
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.
4.91 out of 5 average rating, 254 reviews
The Loft: Luxury countryside retreat in 20+ acres
The Loft at Little Park Farm offers an idyllic retreat in over 20 acres of private countryside, the perfect escape for a relaxed and enjoyable break in the natural beauty of Sussex. The farm offers a mosaic of habitats thriving with wildlife; with woodland walks, duckponds, and ornate gardens for you to explore. Our Shetland ponies or Boer goats will happily join you. The Loft is a lovingly refurbished and well-equipped self-contained annex with a private garden. Many close attractions.
4.97 out of 5 average rating, 268 reviews
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.
4.97 out of 5 average rating, 295 reviews
Spring Farm Sussex
A charming six bedroom country house set in 9 acres of gardens, fields and woodland in the beautiful county of Sussex. The property has a tennis court, indoor heated swimming pool and snooker room. The property has three double bedrooms, a twin bedded room and two further bedrooms which can be configured as twin or double as required. There is a large lawn area as well as three large fields and woodland, in which you are free to amble around and appreciate the beautiful countryside.
4.91 out of 5 average rating, 143 reviews
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.
4.94 out of 5 average rating, 215 reviews
Cozy Flint Cottage
Beautifully presented and welcoming cosy flint cottage within walking distance of The South Downs National Park. Our cottage is located in a peaceful and friendly village with two great pubs, fabulous Thai restaurant, post office and local Marks and Spencer BP convenience store, all only a short stroll away. You can enjoy a walking, cycling or a relaxing holiday. The cottage is located only a 10 minute drive into Eastbourne Town Centre and Seafront.
4.95 out of 5 average rating, 153 reviews
Cosy 2 bed maisonette with parking by the coast
A cosy and stylish maisonette with one allocated parking space at the front of the property. Visitor parking available opposite the property making this ideal for guests who need their own vehicle to explore beyond Eastbourne. The area is quiet and residential and house is set behind the road giving a bit more privacy for the small garden which is to the front of the property. Please note, there is no back garden.
4.95 out of 5 average rating, 256 reviews
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).
4.98 out of 5 average rating, 378 reviewsPopular amenities for Hailsham family-friendly rentals
Family-friendly home rentals with a hot tub

Delightful 3 bedroom house with sunroom and garden
4.83 out of 5 average rating, 107 reviews
Pigeon Hole, Organic Vineyard stay with Pool.
4.98 out of 5 average rating, 281 reviews
Farm retreat with hot tub/ sauna/ wild swimming
4.86 out of 5 average rating, 118 reviews
➡️ The Barn House ⬅️ Swimming Pond▫️Jacuzzi▫️Chicks!
4.99 out of 5 average rating, 256 reviews
Charming Barn Conversion with hot tub
4.97 out of 5 average rating, 138 reviews
Dark Skies Shepherds Huts - Skylark
4.94 out of 5 average rating, 308 reviews
Luxury Shepherd’s Hut with idyllic views & hot tub
4.95 out of 5 average rating, 187 reviews
Treetops studio/treehouse, hot tub, wifi, Smart TV
4.9 out of 5 average rating, 570 reviewsFamily- and pet-friendly home rentals

Entire spacious 2 bed flat Willingdon.king&double
4.93 out of 5 average rating, 264 reviews
The Potting Shed-perfect for family and friends
4.94 out of 5 average rating, 195 reviews
Quaint Cottage on Working Farm
4.86 out of 5 average rating, 111 reviews
Spacious rustic cabin in beautiful national park
4.98 out of 5 average rating, 218 reviews
Luxury five star beachfront bungalow
4.98 out of 5 average rating, 162 reviews
5 min walk to beach, free on street parking
4.91 out of 5 average rating, 182 reviews
Comfortable 17th century cottage in rural location
4.98 out of 5 average rating, 143 reviews
Off-Grid Lakeside Cabin
4.97 out of 5 average rating, 247 reviewsFamily-friendly home rentals with a pool

Cabin By The Sea
4.89 out of 5 average rating, 102 reviews
Jacob's Place @ Pevensey Bay
4.81 out of 5 average rating, 186 reviews
Pevensey Bay Holiday Home
4.88 out of 5 average rating, 181 reviews
Amazing large pristine heated pool, country views
4.89 out of 5 average rating, 281 reviews
A11 Caravan Coghurst Hall Holiday
4.91 out of 5 average rating, 108 reviews
Duck Lodge B&B, Luxury Log Cabin with Hot Tub
4.98 out of 5 average rating, 452 reviews
Fantastic holiday home with pool
4.81 out of 5 average rating, 307 reviews
Cottage with tennis court and pool
4.96 out of 5 average rating, 273 reviewsWhen is the best time to visit Hailsham?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $273 AUD | $246 AUD | $278 AUD | $290 AUD | $292 AUD | $277 AUD | $245 AUD | $241 AUD | $273 AUD | $243 AUD | $221 AUD | $270 AUD |
| Avg. temp | 5°C | 5°C | 7°C | 10°C | 13°C | 15°C | 17°C | 17°C | 15°C | 12°C | 8°C | 6°C |
Destinations to explore
- Covent Garden
- Kings Cross
- Paddington
- Brighton Seafront
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Tower Bridge
- Clapham Common
- Goodwood Motor Circuit
- Victoria Park
- Big Ben
- Buckingham Palace
- South Downs National Park
- London Eye
- London Stadium
- British Museum
- Barbican Centre
- Regent's Park
- Bracklesham Bay
- St Paul's Cathedral
- Hampton Court Palace
- Canary Wharf





