Family-friendly vacation rentals in Hailsham

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Hailsham

  • Total vacation rentals

    Explore 30 vacation rentals in Hailsham

  • Nightly prices starting at

    Hailsham vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

  • Verified guest reviews

    Over 790 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Wi-Fi availability

    30 of Hailsham vacation 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.

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Guest favorite
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 in Lower Dicker
4.94 out of 5 average rating, 126 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

Superhost
A spacious backyard is seen, featuring a well-maintained lawn bordered by stone pathways. A modern house with large windows is visible, complemented by a patio area. Nearby, a shed can be observed, contributing to the functional outdoor space.
Home in Polegate
4.83 out of 5 average rating, 105 reviews

Delightful 3 bedroom house with sunroom and garden

This stylish modern house is perfect for families. Located within a few miles of Eastbourne and within easy reach of Brighton city centre. Polegate mainline station is close by. Self-contained with 3 generous bedrooms, large sitting room with dining area, fitted kitchen with built in oven & hob, American style fridge freezer, washing machine and dryer, sunroom, bathroom with shower and second ground floor cloakroom. Gas central heating. Private garden & large patio. Car parking for one vehicle.

Top guest favorite
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 in Heathfield
4.9 out of 5 average rating, 382 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 favorite
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 in Mayfield
4.99 out of 5 average rating, 144 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 favorite
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 in Hellingly
4.9 out of 5 average rating, 235 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.

Superhost
Barn in Hellingly
4.92 out of 5 average rating, 239 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 favorite
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 in East Sussex
4.97 out of 5 average rating, 286 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 favorite
The rustic stone cottage is framed by a green lawn and a picket fence. Bright yellow daffodils in the foreground add a touch of color. Mature trees provide shade, while the blue sky enhances the serene countryside setting.
Cottage in East Sussex
4.98 out of 5 average rating, 134 reviews

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.

Guest favorite
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 in Milton Street
4.94 out of 5 average rating, 212 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 favorite
Home in Hooe , Battle
4.93 out of 5 average rating, 184 reviews

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

Top guest favorite
A charming thatched cottage is surrounded by meticulously maintained gardens featuring geometric hedges and a stone pathway. Lush greenery and trees frame the scene, while a tranquil pond reflects the clear sky above.
Cottage in Rotherfield
4.98 out of 5 average rating, 365 reviews

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.

Top guest favorite
The living room presents a cozy seating area with a large sofa and two armchairs positioned around a textured area rug. A smart TV is mounted on the wall beside a decorative fireplace. Natural light fills the space through large windows, complemented by soft furnishings.
Home in Sovereign Harbour
4.95 out of 5 average rating, 245 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.

Popular amenities for Hailsham family-friendly rentals