Pet-friendly holiday rentals in Maidstone District

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Maidstone District

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A charming exterior view of the property is featured, with a flowering wisteria vine cascading along the brick wall. The lawn stretches out, bordered by hedges and trees under a blue sky, creating a serene outdoor setting.
Home in Egerton
4.98 out of 5 average rating, 179 reviews

Little Appleby

Dog friendly Little Appleby is located in Egerton, rural Kent, the Garden of England. We are well placed for the tunnel with Folkestone, Le Shuttle 20 miles away. Egerton adjacent to Pluckley boasts many lovely country walks with huge Dering woods walkable from the listing and the villages of Goudhurst and Sissinghurst within 20 minutes. By car, Rye, Canterbury & Whitstable are within 40 minutes Ashford Designer outlet is 25 minutes away. The dog friendly restaurant and pub is a 5 minute walk.

Top guest favourite
The exterior of a stone cottage is presented, featuring a balcony with a glass railing overlooking the river. Lush greenery surrounds the property, with a wooden jetty in the foreground, adding to the tranquil riverside setting.
Home in Sandling
4.99 out of 5 average rating, 191 reviews

Riverside Cottage , Maidstone

Open plan Luxury Cottage with balcony over looking the river and nearby lock. Traditional Barges moor along this part of the river. The Market town is a 20 minute walk along a picturesque tow path or a few minutes drive. There are several Bar/Restaurants a short walk away . Ideal area for all age groups. Comfortably furnished and well equipped. Four Lovely Bedrooms, two with original stone walls. Two Shower Ensuite's and a family Bathroom. Two outside courtyards and Plenty of parking.

Guest favourite
An open-plan living area features a combination of seating options, including a leather sofa and patterned armchairs. Large windows allow natural light to fill the space. A coffee table sits at the center, while a modern TV and shelves with books are positioned against the wall.
Apartment in Cranbrook
4.91 out of 5 average rating, 152 reviews

St. David's House in the heart of Cranbrook

St David’s House in central Cranbrook is a stylish former 1880s coffee tavern blending period charm with modern comforts. Enjoy a cosy lounge with log burner, Nest heating, fully equipped kitchen, bath/shower, king size bed, 300 Mbps Wi‑Fi and a dedicated workspace ideal for remote workers. Take in Union Mill views, use gated parking, bring well-behaved pets and benefit from easy self check-in. Perfect location for visiting Sissinghurst Castle, National Trust sites and the Garden of England.

Guest favourite
A quaint entrance is framed by a variety of colorful flowers, including pink and purple blooms, cascading from hanging baskets and garden beds. The rustic wooden door is set against a whitewashed wall, complementing the charming brick pathway leading up to it.
Place to stay in Addington
4.98 out of 5 average rating, 235 reviews

Petite Gite in an idyllic cottage garden.

Come and make yourself at home in this unique hand crafted miniature gite. Tucked away in the garden of a Tudor cottage, situated on the Addington village green just yards from the Angel Inn. Cottage style Kitchenette with miniature Belfast sink and cupboards. Small double raised bed with storage and dining table underneath. Fully centrally heated for those cosy winter/autumnal days. Rose Cottage, as we call it, has been painstakingly restored to create a delightful, light and cosy space.

Top guest favourite
The exterior of the farmhouse showcases a charming white facade with green trim. Quiet gardens filled with lush greenery and blooming flowers surround the building, providing a serene and inviting atmosphere. Large windows allow natural light to illuminate the interior spaces.
Home in Lenham
4.97 out of 5 average rating, 151 reviews

Farmhouse 4 posters cinema music room AGA kitchen

Chilston Home Farm is a period farmhouse in the middle of Kent, the Garden of England. We have lovely walks right from the door, it's perfect for exploring historic Kent and there's easy access to trains to London & Europe. You’ll love the period ambiance: the kitchen Aga, cosy log fires. Two of the bedrooms have king-size four-posters. There's even a bijou cinema! Lots of books & games, a piano, guitar & drums for music lovers, pool table & darts. Ideal for couples or larger families.

Guest favourite
A wooden hot tub is positioned on a wooden deck, surrounded by lush greenery and colorful flowers. A quaint cinema building stands in the background, with an awning providing shade. A picturesque sky filled with clouds is illuminated by the setting sun.
Farm stay in Preston
4.9 out of 5 average rating, 135 reviews

Carriage, wagon, cinema, hot tub & stunning views!

• Set in the countryside by a river, only 15 minutes from Central Canterbury & the Beach! • 2 person Wood Fire Hot Tub with stunning views • Fully restored 1920's Showman's Carriage • 1920' style Private Cinema with large screen and surround sound • Cabin Retreat with Chiminea & views over river and countryside • Restored Gypsy Wagon for 2, perfect camping experience for little ones • Carriage under huge stretch tent to relax away from the sun and rain for all year use Read on...

Guest favourite
A charming cottage exterior is framed by lush greenery and mature trees. The building features a traditional wooden door and a large window, allowing natural light to fill the interior. Gravel pathways lead to the entrance, enhancing the rustic appeal of the setting.
Cottage in Delting
4.87 out of 5 average rating, 196 reviews

Cottage in the Wood, Detling

'Cottage in the Wood' contains two double bedrooms one with en-suite bath/shower and one with shower room along with a sheltered hot tub taking advantage of the rolling Kent countryside with extensive views over the local Vineyards and North Downs beyond. The small and picturesque village of Detling is found on the slope of the North Downs, just northeast of Maidstone, and on the Pilgrims' Way - ideal if you're looking for a break only a short distance away from London.​

Guest favourite
A charming cottage is set against a clear blue sky, featuring a pitched roof and two gabled dormer windows. Flowering plants and green grass frame the inviting entrance, highlighting the cottage's warm yellow door and brick exterior.
Cottage in Kent
4.96 out of 5 average rating, 217 reviews

Cosy Private Cottage in Wrotham, Kent Downs AONB

Set on the edge of Wrotham village in the Kent Downs Area of Outstanding Natural Beauty. This self contained one bedroom cottage comes with free off street parking and use of a large cottage garden. We welcome well behaved dogs. A two minute walk into Wrotham Village, with a picturesque church, village shop, and three pubs including the AA Rosette awarded Bull Hotel. Now with a newly completed private patio to the rear solely for guest use. Dog secure with high gate.

Guest favourite
The exterior of the annex is presented, featuring a white picket fence and a gravel area. A vintage lamppost stands near the entrance, complemented by two outdoor chairs positioned on the patio. The structure showcases a pitched roof, rustic siding, and several windows, providing ample natural light.
Cottage in Boughton Monchelsea
4.9 out of 5 average rating, 861 reviews

The Oast Cottage: Private Annex with own entrance.

We are pleased to offer our refurbished annex with double bedroom, private bathroom, own front door and a private field for dogs. Oast Cottage is a converted stables attached to the main Oast House. The Oast is set in a conservation area of Boughton Monchelsea which consists of converted farm buildings, listed houses and a 16th Century pub (directly opposite). The area boasts many places to visit (including Leeds Castle), countryside walks, as well as numerous pubs.

Guest favourite
A modern kitchen space features minimalist cabinetry in light wood tones and a marble countertop. A dining table is set for four, with elegant place settings. The room is illuminated by suspended light fixtures, creating a warm ambiance. Graceful curtains frame a large window.
Barn in Kent
4.96 out of 5 average rating, 118 reviews

Acorn Lodge @ The Oaks Retreat

This memorable place is anything but ordinary. It is The Oaks Retreat, WINNER of the Paris Design awards 2024 'best hospitality interior', an architecturally inspired bespoke woodland Airbnb located in the seaside town of Whitstable. The Acorn Lodge is a bespoke 1 king size bedroom retreat fully customized with high-end finishes. It must be seen in person to be fully appreciated. Our Wellness area is equipped with a log sauna, a cold plunge and outdoor shower.

Top guest favourite
A dining table is set with homemade bread and refreshments, positioned near a window that offers a view of rolling fields. Outside, a group of alpacas stands by a wooden fence, surrounded by green grass and trees.
Barn in Kent
4.96 out of 5 average rating, 214 reviews

North Downs Cottage: Hot Tub, Alpacas & Charm

🛁 Birch Cottage: Hot Tub & Alpaca Views Welcome to Birch Cottage, a beautiful holiday home in the village of Harrietsham, at the foot of the North Downs. Enjoy your private, wood-fired hot tub and the surrounding outstanding views. Located on a working smallholding, you'll meet our resident alpacas, pigs, and sheep (like Bam!) and our goose, Meggi. Perfect for wildlife lovers and those seeking fantastic country walks. A unique, tranquil retreat awaits!

Top guest favourite
A brick wall features a sign reading 'Little Cartref' next to a window. A vibrant arrangement of red flowers and green foliage is positioned below, adding a touch of color to the entrance.
Bungalow in Tenterden
4.95 out of 5 average rating, 338 reviews

Little Cartref, light, airy, contemporary bungalow

Light and airy, newly refurbished, self contained one bedroomed bungalow, with exclusive enclosed courtyard, garden and lawn. 20 minutes from camber sands and Rye. Only a ten minute walk to Tenterdens vibrant high street with its traditional Kentish pubs, boutique shops and restaurants, yet enjoying access to surrounding farmland. Parking space. Fully equipped kitchen, sun loungers, outdoor seating Dogs are welcome with prior agreement. Key safe.

Popular amenities for Maidstone District pet-friendly home rentals

When is the best time to visit Maidstone District?

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Avg. price$204 SGD$198 SGD$202 SGD$207 SGD$226 SGD$217 SGD$248 SGD$248 SGD$229 SGD$239 SGD$206 SGD$241 SGD
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Quick stats about holiday rentals that are pet-friendly in Maidstone District

  • Total holiday rentals

    Explore 260 holiday rentals in Maidstone District

  • Nightly prices starting at

    Maidstone District holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 9,960 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wifi availability

    230 of Maidstone District holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Maidstone District rentals

  • 4.8 Average rating

    Maidstone District stays are highly rated by guests – averaging 4.8 out of 5!

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