Family-friendly vacation rentals in Mayfield and Five Ashes

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Top-rated family-friendly rentals in Mayfield and Five Ashes

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A cozy guest suite is depicted, featuring a brick exterior and wooden accents. Lush greenery surrounds the property, with flowering plants and bushes along the pathway. The building showcases a combination of windows and a garden gate, suggesting a welcoming entryway.
Guesthouse in Heathfield
4.87 out of 5 average rating, 173 reviews

Holbrook Barn Guest House

Lovely little guest suite separate from our home on a private secluded road with neighbouring fields. With a delightfully comfy superking bed, new bathroom with underfloor heating and home built kitchenette. We are 5 minutes from Heathfield high street and from the picturesque cuckoo trail that stretches 12 miles from Heathfield to Eastbourne and part of the national cycle network. You will have your own entry , key and private parking. Train Stations : Buxted, Stonegate & Tunbridge Wells

Guest favorite
A spacious living area features high wooden beams and large windows covered with wooden shutters, allowing natural light to filter in. Comfortable seating arrangements include a white sofa and wicker furniture. A wooden dining table and chairs are positioned nearby, enhancing the inviting atmosphere.
Cottage in East Sussex
4.92 out of 5 average rating, 216 reviews

The Annex at Buttons Farm

The Annex is an elegant, spacious property in a beautiful rural setting. It is perfectly located for exploring Kent & Sussex with many wonderful attractions and activities close by. A short drive to Wadhurst station is perfect for day trips up to London, only a 1 hour journey. Wadhurst village, voted as the best place to live in the UK 2023, is a few minutes drive away. The rooms are large and spacious, perfect for couples or families. Small, well behaved dogs are welcome for an additional fee.

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, 359 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.

Top guest favorite
The living area features exposed wooden beams and a comfortable seating arrangement, including a blue sofa and double sofa bed. A large coffee table sits atop a vibrant area rug, with ample natural light coming through the expansive glass doors that open to the scenic outdoor view.
Farm stay in Ticehurst
4.98 out of 5 average rating, 300 reviews

Farmhouse studio with stunning country views

Nestled between the beautiful East Sussex villages of Ticehurst and Wadhurst (voted the best place to live in the UK 2023), The Studio at Brick Kiln Farm offers a unique opportunity to relax and stay next to working farmland surrounded by stunning countryside. Ideally situated, guests are spoilt for choice when deciding how to spend their days. Bewl Water, Bedgebury and Scotney Castle are within easy driving distance and an evening can be finished at one of the excellent nearby village pubs.

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, 140 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!

Top guest favorite
A private entrance to the Annex is framed by two potted greenery, enhancing the inviting pathway. The door, crafted from wood, is highlighted by natural light filtering through surrounding foliage, illuminating the gravel path and textured wall.
Guest suite in East Sussex
4.96 out of 5 average rating, 381 reviews

Cosy Woodland Annex

Adjoining historic Heathfield Park, surrounded by woodland & wildlife. This detached, self-contained Annex in the grounds of our home. The space has been transformed into a cosy woodland retreat flooded with natural light. It has a secure private entrance & ample off-street parking. The lounge has a wood burning stove stocked with logs from our garden. The accommodation is ideal for a family of 4 or 2 couples, the bedroom has a kingsize bed and there's a kingsize sofa bed in the lounge.

Top guest favorite
Place to stay in Wadhurst
4.99 out of 5 average rating, 585 reviews

Luxury architectural retreat/ East Sussex views

Oliveswood barn a self contained contemporary Architect designed Barn is a luxurious couples retreat, a detached structure surrounded by beautiful AONB countryside with outstanding views. Dog friendly. Close to many famous houses and gardens ,Sissinghurst Castle, Great Dixter, Chartwell, Batemans and Scotney Castle. The Spa town of Royal Tunbridge Wells is a 20 minute drive away. Wadhurst our nearest village has 2 small supermarkets, great butcher, deli, 2 pubs and takeaways.

Guest favorite
The exterior of a charming two-story cottage features a white facade with black timber framing. A small terrace with four chairs is visible, surrounded by greenery. The roof is finished with traditional tiles, and several chimneys add character to the building.
Cottage in GB
4.91 out of 5 average rating, 108 reviews

Grade II Listed 2 Bed Cottage in stunning Village

Beautiful 2 Bed cottage dating back to 14th Century, inglenook fireplace, exposed beams and lots of character and all mod cons. Located opposite traditional Sussex pub (Rose & Crown) and walking distance from village center with local shop, baker, butcher, deli, high end restaurant (Middle House) etc. 9 miles from Tunbridge Wells and 4 miles from Wadhurst Train station with regular trains to London. 23 Miles from Eastbourne it's a great location for exploring the South East.

Guest favorite
A charming chalet-inspired studio barn is surrounded by lush greenery, featuring wooden exterior siding and a gently sloped roof. Sunlight filters through the trees, illuminating the inviting entrance and the landscaped garden area in front.
Guesthouse in Buxted
4.95 out of 5 average rating, 838 reviews

Stunning Studio Barn, Buxted

Our chalet-inspired studio barn, with vaulted ceilings and oak beams, is light and airy in the summer and beautifully warm and cosy in the winter, with underfloor heating throughout. It is completely self-contained, with a separate entrance from the adjacent family house. With a sumptuous superking bed (or two twins), sofa bed, unlimited fast WiFi and HDTV, you are assured of a relaxing and welcoming stay in a family-friendly setting in the East Sussex countryside.

Guest favorite
A tranquil bathroom features a luxurious double jacuzzi, surrounded by soft lighting from candles. Plush towels are neatly arranged nearby. The space is adorned with wooden beams above, enhancing the overall serenity of the environment.
Guest suite in Mayfield
4.93 out of 5 average rating, 575 reviews

The Brock Suite with sunken spa bath and balcony

Set in the Weald countryside this beautifully appointed, two level suite, is perfect for a romantic getaway or a tranquil solo retreat. The Suite offers a spacious 25 foot bedroom with elegant four-poster bed, cosy sofa and TV. The luxurious en-suite features a 2 person Jacuzzi bath, and your own balcony to enjoy the rural views. While there’s no kitchen, the nearby village of Mayfield offers two pubs and scenic walking trails right on your doorstep.

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, 328 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.

Guest favorite
An open-plan dining and living area features original exposed beams and a wooden floor. A round dining table with chairs sits under a light fixture, complemented by a piano in the corner. The exposed brick fireplace, containing a wood burner, adds warmth to the space.
Home in East Sussex
4.87 out of 5 average rating, 174 reviews

Charming Grade II-listed cottage

A charming 16th century Grade II-listed cottage nestled in the pretty village of Rotherfield in the Sussex High Weald and an Area of Outstanding Natural Beauty (AONB). Extending almost 1,900 sq ft internally and with exposed Tudor timbers, the house is opposite a picturesque church, close to two lovely historic pubs, and a train station with direct trains to and from London.

Popular amenities for Mayfield and Five Ashes family-friendly rentals

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MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$30,966 GYDG$31,803 GYDG$33,896 GYDG$40,173 GYDG$41,010 GYDG$41,010 GYDG$40,173 GYDG$44,566 GYDG$48,751 GYDG$38,080 GYDG$34,105 GYDG$39,126 GYD
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Quick stats about vacation rentals that are family-friendly in Mayfield and Five Ashes

  • Total vacation rentals

    Explore 30 vacation rentals in Mayfield and Five Ashes

  • Nightly prices starting at

    Mayfield and Five Ashes vacation rentals start at G$16,739 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,930 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Mayfield and Five Ashes vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Mayfield and Five Ashes rentals

  • 4.9 Average rating

    Mayfield and Five Ashes stays are highly rated by guests—averaging 4.9 out of 5!