
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 790 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

4.7 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.

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

Jacks Cottage -
A beautiful oak framed building with great views of the south downs. Accommodation comprising of a comfortable lounge with TV and wifi and log burner. The kitchen is well equipped with a dishwasher, oven and microwave. One double bedroom downstairs with en suite shower room. Upstairs there is a mezzanine with two single beds and a sitting area above the lounge area with a bathroom with free standing bath. The outside space is a south facing patio with table and chairs and a BBQ is available.

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.

Luxurious, picture-perfect, stunning treehouse
Hoots Treehouse is a picture-perfect, romantic, luxurious treehouse with all mod cons in an area of outstanding natural beauty - only 45 minutes south of M25. Clad in aromatic cedar wood, beautifully furnished - ideal private, woodland retreat for couples. Can also comfortably sleep up to 2 children (from 5 years) on single mattresses in loft area accessed by a ladder and hatch. NOT SUITABLE FOR 4 ADULTS. A wonderful place to chill-out and lose yourself - you won't want to leave! Sheer bliss!

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.

Comfortable 17th century cottage in rural location
Nestled within the picturesque landscape of the High Weald of East Sussex, our charming 17th-century cottage has been lovingly renovated to offer a unique and comfortable stay. Whether you seek a romantic retreat, trip away with friends or a family getaway, Birchford cottage promises an unforgettable break steeped in peace and nature. Situated in the heart of the countryside, ideal for walkers and wildlife enthusiasts, this cottage provides a tranquil escape with all the home comforts.

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.

The Potting Shed-perfect for family and friends
The Potting Shed is a fabulous space to spend time with family and friends. With easily access to footpaths local beaches and historic sites such as Battle Abbey, Herstmoneux Castle , Hasting Old Town, Bodium Castle etc.The Potting Shed has its own self contained garden (fenced) so well-behaved dogs are more than welcome. All the pubs and resturants locally to us allow dogs . No stag or hendos - sorry! we can sleep 4 x adults but also 2 x children on pull out beds

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.

The Granary, Organic Vineyard stay with Pool.
Coes Farm offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.
Popular amenities for Hailsham family-friendly rentals
Family-friendly home rentals with a hot tub

Swallows Nest Cottage with Pool & Spa

Delightful 3 bedroom house with sunroom and garden

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

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

Dark Skies Shepherds Huts - Skylark

Charming Barn Conversion with hot tub

Luxury Shepherd’s Hut with idyllic views & hot tub

Shepherds hut, wonderful views, alpacas&hot tub!
Family- and pet-friendly home rentals

The Stables.

Countryside views/Dog friendly/secure garden

Barn conversion on farm

Peaklets Shepherds Hut in the South Downs

Off-Grid Lakeside Cabin

Entire spacious 2 bed flat Willingdon.king&double

The Lodge & Tennis Court

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

Jacob's Place @ Pevensey Bay

Secluded idyllic retreat with heated pool

The Old Stable

Amazing large pristine heated pool, country views

Duck Lodge B&B, Luxury Log Cabin with Hot Tub

Cottage with tennis court and pool

The Pool Shed with heated swimming pool (may-sept)

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





