
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.

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.

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.

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.

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.

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.

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...

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.

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.

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.

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.

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!

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
Pet-friendly house rentals

Meadow Lodge with hot tub

Tudor Cottage, c.1550! Canterbury Old Town. Cute!

City escape central Canterbury pet friendly

14th-Century House in Rye's Historic Citadel

Contemporary Barn in the Kentish Countryside

2 Schoolhouse: En-suite, hot tub, parking, pets

Cosy King apartment + Free parking

Stylish bolthole, 1 min to Whitstable beach
Pet-friendly home rentals with a pool

Swallows Nest Cottage with Pool & Spa

Evegate Manor Barn

Seaview Park Luxury Holiday Home, Whitstable.

Pine tree woodland retreat

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

Cosy shepherd’s hut in beautiful Kent countryside

The Lighthouse, Kent Coast.

Cosy spacious barn ideal for exploring Kent
Private, pet-friendly home rentals

Converted Coach House in Kent

The Old Apple Store

A Cosy Hideaway in Kent

Countryside views/Dog friendly/secure garden

Charming Countryside Cottage

Gather&Unwind: Gardens, Woodland & Tennis Cottages

Beautiful barn on the South Downs Way

Delightful pet-friendly oast with private garden
When is the best time to visit Maidstone District?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 5°C | 5°C | 7°C | 10°C | 13°C | 16°C | 18°C | 18°C | 15°C | 12°C | 8°C | 6°C |
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!
Destinations to explore
- Guest house rentals Maidstone District
- House rentals Maidstone District
- Rentals with breakfast Maidstone District
- Fitness-friendly rentals Maidstone District
- Rentals with a firepit Maidstone District
- Rentals with lake access Maidstone District
- Cabin rentals Maidstone District
- Rentals with outdoor seating Maidstone District
- Shepherd’s hut rentals Maidstone District
- Rentals with a hot tub Maidstone District
- Rentals with an EV charger Maidstone District
- Serviced apartment rentals Maidstone District
- Flat rentals Maidstone District
- Rentals with pools Maidstone District
- Waterfront rentals Maidstone District
- Smoking-friendly rentals Maidstone District
- Hotel rooms Maidstone District
- Rentals with a patio Maidstone District
- Rentals with a washing machine and dryer Maidstone District
- Barn rentals Maidstone District
- Family-friendly rentals Maidstone District
- Apartment rentals Maidstone District
- Rentals with a fireplace Maidstone District
- Farm stay rentals Maidstone District
- Cottage rentals Maidstone District
- Pet-friendly rentals Kent
- Pet-friendly rentals England
- Pet-friendly rentals United Kingdom
- Paddington
- British Museum
- Covent Garden
- Tower Bridge
- St Pancras International
- Hampstead Heath
- Big Ben
- London Bridge
- Buckingham Palace
- Marble Arch
- Kings Cross
- Wembley Stadium
- The O2
- Tottenham Court Road
- Natural History Museum
- Trafalgar Square
- Piccadilly Theatre
- ExCeL London
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events
- Camden Market




