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Dog friendly holiday cottages, houses, lodges and apartments in Isle of Wight
♡ Favourite♥ SavedIsland Riding Centre
Staplers Road
Newport
Isle of Wight
PO30 2NB
- Self-catering 4* Accommodation
- We offer riding activities onsite
- Ample guest parking
- Properties sleeping between 2 & 8
- Dog friendly fully accessible cottages
- Onsite events venue
Island Riding Centre offers 5-star equestrian facilities, accommodation, and a welcoming team to make your riding experience and holidays unforgettable. Located on the Isle of Wight, just a few miles off England’s south coast, we are an award-winning holiday complex offering… Read more
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♡ Favourite♥ SavedHB Holiday Lettings
15 High Street
Bembridge
Isle of Wight
PO33 5SD
- Quality, dog friendly houses
- Properties sleeping from 1 to 10 guests
- Short breaks, longer throughout the year
- Large enclosed gardens, beach location
- Bespoke & personal holiday service
- Discounted Ferry tickets Available
As a small firm it is very important to us to provide a personal service to our holiday makers. We are very enthusiastic about our business and are keen to provide a good service. You can enquire or book your holiday through our website but we are always very happy to speak to… Read more
♡ Favourite♥ SavedThree Gables Holiday Letting
Three Gables
Main Road
Newbridge
Yarmouth
Isle of Wight
PO41 0TU
- Sleeps 10 plus toddler bed & cots
- Five bedrooms, four bathrooms
- Pet friendly for up to 4 dogs
- Eco-friendly with solar energy
- EV charging and free WiFi
- Garden, country views & parking
Three Gables is a spacious five-bedroom village house set at the end of a private drive in Newbridge, close to Yarmouth on the Isle of Wight. Perfect for families and friends to share, this self catering holiday home offers generous living space, a lovely garden and far-reaching… Read more
♡ Favourite♥ SavedFarringford Estate
Bedbury Lane
Freshwater
Isle of Wight
PO40 9PE
- Dog friendly self catering cottages
- Historic Isle of Wight estate setting
- Walks from the door at Tennyson Down
- Cottages sleeping two to eight guests
- Flexible year round stays available
- Ideal base for dog friendly holidays
Set within the historic and picturesque Farringford estate, these charming self catering cottages offer a peaceful and characterful place to stay on the beautiful Isle of Wight. Located in West Wight, an area widely regarded as a walkers’ paradise, Farringford directly adjoins… Read more
♡ Favourite♥ SavedNettlecombe Farm Holiday Cottages
Nettlecombe Farm
Nettlecombe Lane
Whitwell
Isle of Wight
PO38 2AF
- Dog friendly cottages - Isle of Wight
- Self Catering accommodation in Whitwell
- Stunning rural location with lakes
- Award winning luxurious cottages
- Modern & comfortable accommodation
- Explore the farm & it's friendly animals
When you're planning a family getaway, there's no need to leave your beloved furry friend at home. Nettlecombe Farm warmly welcomes your canine companion, recognising that dogs are an integral part of your family. Travelling to the Isle of Wight with your dog is a breeze, with… Read more
♡ Favourite♥ SavedAppuldurcombe Gardens Holiday Park
Appuldurcombe Road
Wroxall
Wroxall
Isle of Wight
PO38 3EP
- Self catering static caravans
- Beautiful countryside surroundings
- Ideal base for families & couples
- Excellent public transport from site
- Licensed cafe with lounge
- Sheltered outdoor heated pool
From beaches & picturesque countryside to watersports & historic houses, you'll be spoilt for choice on your Isle Of Wight holiday at Appuldurcombe Gardens Holiday Park. We are an award winning 5 star family owned Holiday Park located within an Area of Outstanding Natural… Read more
♡ Favourite♥ SavedHillside Farm Retreats
Hillside Farm, Head Down
Niton
Isle of Wight
PO38 2NX
- Dog friendly countryside retreats
- Two unique self catering stays
- Sleeps 2 to 4 guests
- Farm animals and wildlife
- Walks direct from the door
- Optional wellbeing treatments
Set on the outskirts of Niton in a peaceful rural location, Hillside Farm Retreats offers a relaxing countryside escape on the Isle of Wight, ideal for dog owners, walkers and those looking to unwind. This second-generation, non-working farm provides a tranquil setting… Read more
Special Offers
- Ferry Break Special Offer – October 2026 to March 2027
Enjoy a relaxing break at Hillside Farm, with ferry travel included.
Three night stay in either The Pepper Pot or The Retreat, including ferry, for £450.
Or enjoy a two night weekend break in The Retreat, staying Friday and Saturday night, including ferry, for £350.
Valid from October 2026 to March 2027, excluding Christmas and New Year weeks.
Extra fees are not included. Subject to availability. - Wellness & Holistic Retreat Stay
Take some time for yourself and escape the stresses of everyday life with a relaxing stay at Hillside Farm.
Enjoy a two night stay in The Pepper Pot for up to four friends, including a holistic treatment each, hot tub and wood burner, for £595.
Alternatively, enjoy a two night stay in The Retreat, including a holistic treatment for two, for £345.
Walks are available straight from the door, with local village eateries serving good food around a 20 minute walk or 5 minute drive away. Discounted ferry travel is also available.
Dogs stay free and receive their own welcome pack, with complimentary essentials provided during your stay.
Treatments and experiences available include holistic treatments, relaxing massage, beauty treatments, mindfulness and relaxation – giving you the perfect opportunity to rest, recharge and reconnect.
Subject to availability.
♡ Favourite♥ SavedBonchurch Inn
Bonchurch Shute
Ventnor
Isle of Wight
PO38 1NU
- Dog friendly self-contained holiday flat
- Suitable for two to four people
Our self-contained apartment can sleep up to 4 people and is perfect for a family holiday or short break. With plenty of things to see and do in the area, such as visiting the near by beach,… Read more
♡ Favourite♥ SavedVentnor Holiday Villas
Wheelers Bay Road
Ventnor
Isle of Wight
PO38 1HR
- Dog friendly Villas in the Isle of Wight
- Sea views & sunshine
Ventnor Holiday Villas and Apartments are nestled on a south facing hillside leading down to the water’s edge. The sea views are spectacular and the hillside sheltered, but open to all the sunshine… Read more
♡ Favourite♥ SavedChilton Farm Cottages
Chilton Farm
Chilton Lane
Brighstone
Isle of Wight
PO30 4DS
- Dog friendly cottages in Isle of Wight
- Max of 2 dogs per cottage
Chilton Farm in Brighstone offers eight dog-friendly self-catering cottages converted from stone stables on the Isle of… Read more
♡ Favourite♥ SavedVentnor Botanic Garden
Undercliff Drive
Ventnor
Isle of Wight
PO38 1UL
- Luxury cabins to an elegant Victorian
- Complimentary access to the gardens
Ventnor Botanic Garden offers overnight accommodation alongside its renowned Isle of Wight gardens. Guests can explore… Read more
♡ Favourite♥ SavedHaviland Cottage
66 Madeira Road
Ventnor
Isle of Wight
PO38 1QY
- Luxury 4 Bedroom, 3 Bathroom Cottage
- 3/4 acre of secluded dog secure gardens
Haviland Cottage is an elegant period property located in pretty Bonchurch on the outskirts of the seaside resort of… Read more
♡ Favourite♥ SavedLuccombe Villa holiday apartments
9 Popham Road
Shanklin
Isle of Wight
PO37 6RF
- Dog friendly holiday apartments
- Gardens with heated swimming pool
Luccombe Villa has nine self-catering apartments in Shanklin, ranging from one to three bedrooms. Dogs are welcome, and… Read more
♡ Favourite♥ SavedSalty Holidays
Salty Holidays
2 Marine Parade
Ventnor
Isle of Wight
PO38 1JN
- Stunning sea views from our apartments
- 50 meters from beach and coastal path
Salty Holidays offers self-catering apartments in Ventnor, around 50 metres from the beach, with sea views, private… Read more
♡ Favourite♥ SavedLindeth Agencies Limited
Kings Manor
Freshwater
Isle of Wight
PO40 9TL
- Choice of cottages & glamping
- Private hot tubs & tennis court
Enjoy spacious self-catering cottages and luxury glamping lodges at Kings Manor Farm on the Yar Estuary near… Read more
♡ Favourite♥ SavedWoodside Bay Lodge Retreat
Lower Woodside Rd
Wootton Bridge
Isle of Wight
PO33 4JT
- Dog Friendly Self Catering Lodges
- Pet Friendly Holidays - Isle of Wight
Woodside Bay Lodge Retreat offers self-catering lodges and treehouse accommodation near Wootton Bridge on the Isle of… Read more
♡ Favourite♥ Saved8 High Street, Wootton Bridge
8 High Street
Wootton Bridge
Wootton
Ryde
Isle of Wight
PO33 4HS
- Dog-friendly self-catering cottage
- Discounted ferry bookings available
8 High Street, Wootton Bridge offers dog-friendly self-catering accommodation on the Isle of Wight through The Wight… Read more
♡ Favourite♥ SavedIsland Cottage Holidays
Throughout
the Isle Of Wight
- Hand-picked self-catering cottages
- Enjoying both coastal & rural locations
Welcome to Island Cottage Holidays and our portfolio of hand-picked self-catering holiday cottages on the Isle of Wight… Read more
♡ Favourite♥ SavedThe Orchards Holiday Park
Newbridge
Isle of Wight
PO41 0TS
- Dog friendly holidays on Isle of Wight
- Self catering accommodation
The Team welcome you to The Orchards Holiday Park. We are an award winning, family owned Holiday Park, in Newbridge,… Read more
♡ Favourite♥ SavedThe Wight Holiday Company
Blackwater
Isle of Wight
- Dog friendly Isle of Wight holidays
- Self catering holiday accommodation
At The Wight Holiday Company we offer a variety of self-catering holiday properties across the Isle of Wight to suit… Read more
♡ Favourite♥ SavedZeta Cottage
6 Simieon Street
Ryde
Isle of Wight
- Minutes walk from the beach
- Discounted ferry crossings
Zeta Cottage is a pet-friendly Victorian holiday cottage in Ryde on the Isle of Wight, sleeping four. It has two… Read more
♡ Favourite♥ SavedWoodside Coastal Retreat
Lower Woodside Road
Wootton Bridge
Isle of Wight
PO33 4JT
- Dog Friendly Self Catering Lodges
- Pet Friendly Holidays - Isle of Wight
Woodside Coastal Retreat offers dog-friendly self-catering lodges at Wootton Bridge on the Isle of Wight. Guests can… Read more
♡ Favourite♥ SavedMaytime Cottage
Southford Lane
Whitwell
Isle of Wight
PO38 2QN
- Spacious period cottage sleeps five
- Enclosed garden with patio seating
Maytime Cottage is a spacious period cottage near Whitwell's beaches, with three bedrooms, woodburners and a garden… Read more
♡ Favourite♥ SavedThe boathouse
Station Road
Yarmouth
Isle of Wight
PO41 0QX
- Isle of Wight accommodation
- Exclusive location & dog friendly
The Boathouse is a detached two-bedroom self-catering property overlooking the River Yar in Yarmouth. It has a private… Read more
♡ Favourite♥ SavedSomerton Farm Holiday Cottage
Somerton Farm
Newport rd
Cowes
Isle of Wight
PO31 8PE
- Spacious, Dog & Family Friendly
- Come and relax
Somerton Farm Holiday Cottage is a dog-friendly four-bedroom farmhouse near Cowes, sleeping up to eight with… Read more
