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

  • Verified guest reviews

    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.

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Top guest favourite
A light bedroom features a king-sized metal bed with soft linens and a blue throw. Large windows offer views of greenery, while light-colored walls and wooden flooring create a serene atmosphere. A small dresser and a decorative chair complete the inviting space.
Guest suite
4.93 out of 5 average rating, 381 reviews

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!

Guest favourite
A rustic hut is set on elevated wooden stilts, featuring a front porch with double doors. The structure is surrounded by a well-kept lawn. A fire pit with a grill is positioned in the foreground. Nearby planters add a touch of greenery to the scene.
Shepherd’s hut
4.93 out of 5 average rating, 121 reviews

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

Top guest favourite
The oak-framed cottage is set against a clear blue sky, showcasing solar panels on the sloped roof. A spacious lawn surrounds the building, and wooden patio furniture is visible on the sunlit terrace, inviting outdoor relaxation.
Home
4.9 out of 5 average rating, 377 reviews

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.

Guest favourite
A modern black lodge features a pitched roof with large glass doors leading to a deck. Surrounding the lodge, vibrant yellow flowers are scattered across the grassy area, complementing the natural landscape.
Tiny home
4.9 out of 5 average rating, 230 reviews

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.

Guest favourite
A charming treehouse, built from cedar wood, is nestled among lush greenery. The structure features a conical roof and large, arched windows. A wooden boardwalk with steps leads to the entrance, surrounded by vibrant leaves and natural scenery.
Treehouse
4.99 out of 5 average rating, 143 reviews

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!

Guest favourite
Barn
4.92 out of 5 average rating, 228 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.

Top guest favourite
The exterior of the converted barn features a sloped roof with rustic shingles and wooden siding. A gravel driveway leads to the entrance, flanked by planters. Large windows offer views into the open interior, while trees provide a natural backdrop.
Barn
4.97 out of 5 average rating, 284 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.

Top guest favourite
The exterior of a detached flint barn is showcased, featuring a warm grey-toned stone facade and a charming red tiled roof. A wooden deck with outdoor seating is visible in front, along with a landscaped area displaying shrubs and flowers. Two windows allow natural light into the space.
Cottage
4.97 out of 5 average rating, 104 reviews

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!

Guest favourite
A spacious barn-style home is showcased against a clear sky, featuring a stone façade and large windows. A grassy lawn extends in front, with shadows cast by trees. Outdoor seating is positioned on a patio area, and a swing set is visible in the background.
Barn
4.94 out of 5 average rating, 209 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.

Guest favourite
A modern cabin, constructed from wood, is illuminated by warm light against a nighttime backdrop of trees. A circular wood-burning hot tub, glowing with turquoise water, is positioned in the foreground, inviting a peaceful outdoor experience.
Shipping container
4.96 out of 5 average rating, 138 reviews

Unique shipping container cabin in private woods

AS SEEN ON TV ! George Clarkes Amazing Spaces Season 12 episode 1. Evergreen cabin is set in it's own private woodland in the heart of the East Sussex Countryside. The Cabin is a two story shipping container home with enormous picture windows bringing the outside in. A free cooking fire pit in the woods. The optional extra of a wood burning hottub **(£90 with enough logs to keep you going)** The hot tub will be heating up for your arrival.

Top guest favourite
The open-plan living area features a comfortable king-size bed, a television, and a sofa. A rocking chair and a small wooden table are positioned beside large glass doors that provide views of the garden. A patterned rug adds warmth to the space.
Guest house
4.98 out of 5 average rating, 369 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).

Guest favourite
A charming studio cottage is showcased, featuring a sloped roof and a combination of dark siding and brick foundation. Bright orange flowers are planted in raised garden beds, while a small pathway leads to the entrance. Lush greenery surrounds the property.
Guest suite
4.8 out of 5 average rating, 365 reviews

Self Contained double\twin en-suite accommodation

Studio, two single beds that are joined to make a king size. Breakfast area with fridge, kettle toaster and small microwave, TV and WiFi, small enclosed garden area. Overnight accommodation ideal for visiting family and friends, work or to explore the local area Twin beds are available for stays of 3 nights or longer. Please let me know at time of booking if you would like twin beds

Popular amenities for Hailsham family-friendly rentals