11 Best Holiday Cottages In Isle Of Wight, England - Updated 2024

Celia
Celia 
Updated
| 5 min read

The Isle of Wight, with its natural beauty and the many unique things to do here, is a must-visit destination, not just for tourists but also locals from other parts of the UK who frequent it to get away from the busy city life. From its stunning coastline to its great range of dinosaur-related attractions and activities, this county has a lot to offer. But most of all, it allows for a quiet, relaxing time in the lap of nature. You can experience this from luxurious rental houses or even huts on Isle of Wight. However, there’s arguably no better way to experience it than in a secluded cottage in the countryside. Check out this list of the best holiday cottages in Isle of Wight, England, for a perfect few days away with family, friends or your partner.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 07, 2024.

1. Bright and quirky cottage by the sea (from USD 113)

Be greeted by the sights, sounds and scents of the beach when you stay in this charming cottage rental in Isle of Wight. Vintage touches and up-to-date amenities take up every nook and cranny of this holiday cottage with sea views, and its convenient location next to Gurnard Bay makes it quicker for guests to enjoy the sand.

A fireplace in the sitting room comes in handy for chilly nights, while the kitchen is stocked with enough tools to create fine meals. Moreover, a selection of board games and a high chair are also offered here.

Stayed at this property?
Isle of Wight, England, United Kingdom
4.11 km (2.6 mi) from Osborne
209 reviews   Superhost Wifi Available
Entire cottage 3 Beds 4 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
no need for a tv when you have those amazing views
the location of the cottage is amazing and it's fully kitted out so it's very comfortable
Cleanliness:
very cosy clean comfortable cottage and wonderful setting
clean comfortable and had everything to make perfect stay for a family
extremely clean shower pressure and temperature was excellent too value for money and definitely recommend it
my mum came with me and couldn’t stop commenting on how clean it was as well
excellent location communication and very clean
Host:
amazing host who has made sure everything of need is available
nicole and john were fantastic hosts
hosts are very kind and friendly they let us checkin early
the host was super helpful and organised arrival times to suit our needs
smashing place right by the beach and nicole was the perfect host
Location:
and the location is just superb
this is a lovely location to stay
the house and location were just perfect
a lovely little house in a wonderful location
lovely location and a gem of a house
Read more reviews

2. Studio cottage best for summer or festival holidays (from USD 80)

Isle of Wight is a melting pot of festivals. If you happen to be part of any of them, whether it be a music festival or the runner’s marathon, you’ll find that this quirky cottage has exactly what you need to keep yourself replenished and well rested.

The quaint rental features two levels of cosy spaces, with a sitting area and kitchenette on one floor and a well-furnished bedroom on the other. Make teatime a little more special by relaxing in the private courtyard. Furthermore, this cute vacation rental is near Isle of Wight’s many natural seaside wonders at Freshwater Bay.

Stayed at this property?
Freshwater, isle of wight, United Kingdom
19.37 km (12.1 mi) from Osborne
451 reviews   Superhost Wifi Available
Entire cottage 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
so many thoughtful extras (tea coffee sugar milk shower gel etc
Cleanliness:
a beautifully clean and easy stay
clean comfortable and tastefully decorated
it was spotlessly clean and perfect for two
though and very clean :)
really comfortable and clean
Host:
jason and julie were great hosts
quick responses and very kind
jason is a great host kind and welcoming
jason is a friendly and helpful host without being intrusive
and friendly and smiling hosts highly recommended
Location:
the location was beautiful with a short walk to the bay
"seasalt" is in a great location and just 5 minutes walk to freshwater bay
two nice cafe's (dimbola and the piano) a short walk away handy location for beach and walks
great location in what we think is the best part of the island
peaceful and quiet and very close to the sea
Read more reviews

3. Oceanfront cottage on Brook Beach (from USD 107)

The Palomino cottage is a superb dog-friendly accommodation, located in a quiet rural area in the heart of the Isle, only about a five-minute walk away from Brook Beach which is the best beach on the island. The area around the cottage makes for a great place to cycle or walk along the coastline.

The private cottage in Isle of Wight has a children’s playground with lots of toys and a trampoline that works great for families with kids. Attractions such as Tapnell Farm, Chessell Pottery and the Needles are all within a 15-minute drive from this cottage, making it a very convenient base to explore the island.

Stayed at this property?
Isle of Wight, United Kingdom
16.61 km (10.4 mi) from Osborne
221 reviews   Superhost Wifi Available
Entire cottage 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
our cottage was extremely comfortable and cosy and we loved our stay
the cottage is really comfortable and has been decorated in such a lovely way
very well equipped and comfortable cottage in a lovely location
excellent facilities in a quiet and beautiful area of the island
bathroom with a great shower
Cleanliness:
modern and clean and very adequately appointed
very clean good facilities all well kept
the cleanliness and general standard/specification of decor was very impressive
immaculately clean and welcoming cottage right by the beach
spotlessly clean with all the comforts you could need
Host:
mike is a very friendly host and we really enjoyed our stay
really enjoyed the property and host was superb
mike is an incrediable host and made us feel welcome straight away
the hosts sent plenty of detail in advance and made us feel welcome
mike and hanna were great hosts and made us feel really welcome and comfortable
Location:
beautiful location close to the beach
great location to explore the island
the location is beautiful with the beach five minutes walk away
we found the location ideal for our walking weekend
the location was fantastic with the beach just a few minute walk away
Read more reviews

4. Cottage with a conservatory (from USD 95)

This one is an extremely comfortable and cozy cottage on the Isle with easy access to the beaches. Its central location makes it very easy to explore all corners of the Isle with ease. They have a beautiful conservatory at the back of the property which offers some great views of the countryside. Well-known local restaurants such as Valentinos and Blacksmiths Arms are also a stone’s throw away from this property.

Stayed at this property?
Isle of Wight, England, United Kingdom
7.45 km (4.7 mi) from Osborne
141 reviews   Wifi Available
Entire cottage 3 Beds 3 Guests 2 Bedrooms 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
having sky and wifi was very much appreciated
lovely cottage with fantastic views and all mod-cons from quick wi-fi to washer/dryer
beds were comfy and the cottage was very well equipped
we thoroughly enjoyed our stay and found buttercup cottage very comfortable having all amenities and tastefully designed
beautiful cottage comfortable clran homely and relaxed place to stay
Cleanliness:
it was spotlessly clean and some wonderful personal visitor touches
it was clean comfortable and very restful
the cottage was clean and well equipped
the cottage was spotless on arrival and the communication from the host was excellent
totally spotless on arrival and easy check in
Host:
thank you for being a great host with a lovely house
the host is very friendly and helpful i would recommend
jane was so helpful in providing extra essentials for our dietary needs
the biscuits on arrival were a kind thought
the local pub was a joy too with live music and friendly service
Location:
the location was ideal for us very close to newport
perfect location to explore the island
great location as it’s easy to drive to different areas on the island
it is perfectly located to access all areas of the island and in a lovely quiet location
it is in a perfect location for exploring the island
Read more reviews

Isle Of Wight Tour Guide

Andrew Wheeler

Andrew Wheeler

Greetings. My name is Andy, and I am a Blue-badge Tourist Guide, accredited through the Institute of Tourist Guiding in London since c.2014. I live in the New Forest, a national park, famous for its wild ponies, located in Hampshire. The nearest city to me is Southampton. I conduct both walking tours and coach tours in the area known as Wessex, which includes the counties of Hampshire, Isle ... Read more

Tours by Andrew

5. Quaint lodge with a sunny garden (from USD 148)

Drayton cottage is a snug, well-equipped cottage located on a quaint road in the heart of the village of Bembridge. The village center is a great place with loads of good eateries and shops to choose from and is only a short walk away from the cottage. The property has a nice enclosed garden which is a good bonus if you plan on getting your dog along!

Stayed at this property?

14.4 km (9.0 mi) from Osborne
41 reviews   Wifi Available
cottage 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
it was a real sun trap
It was handy having the off street parking as the road would be tricky to park on otherwise so a definite bonus
We were fortunate to have very hot weather
The owners had obviously given a lot of thought to what their guests might need We've loved it
The parking space was a real bonus as it can be tricky to park in Bembridge Having been coming to Bembridge for years
Cleanliness:
The cottage was lovely & clean
The cottage is beautifully furnished and was really clean
The cottage is very well equipped and was very clean and inviting
Host:
Marion was very quick to respond to
Great base for exploring the IOW and the beach
The enclosed garden was brilliant for us and our dog
We had a wonderful long weekend at Drayton Cottage during February half term
the food reasonably good value
Location:
The cottage is close to lots of great shops and restaurants
There are shops nearby and plenty of local pubs and restaurants to choose from If you like walking then
Bembridge itself is a great village with plenty of varied shops and places to eat
just a 10 minute walk away
Bembridge has some wonderful shops and we really enjoyed the beach too
Read more reviews

6. Seafront holiday home by the Solent (from USD 121)

The Watch House is a Grade 2 listed old coastguard boathouse offering spectacular views of the Cowes Harbour as well as the Solent. Its location is ideal for boat spotting as well as to catch the glorious sunset right through your window! This Isle of Wight holiday home is very closely located to the supermarket, car ferry boat, buses and chain ferry making it very convenient for those traveling with or without a car.

Stayed at this property?

1.89 km (1.2 mi) from Osborne
50 reviews   Wifi Available
cottage 5 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 5
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
The views are great and it's an added bonus to have the outdoor space with picnic table
means after travelling you can be making a cup of tea in five minutes
everything you could need and want for a home from home
Only negative from our stay is one on of the single beds has a spring that sticks in your back
The nearby chain ferry provided an easy link to the delights of (West) Cowes
Cleanliness:
The house was very warm clean and comfortable
The house is comfortable and Angela was extremely helpful
Host:
The owner was very helpful and friendly with excellent and prompt communication skills
so could do with new mattress
meeting us when we arrived and quickly rectifying the couple of issues we encountered
Angela was very helpful on arrival and left us in piece thereafter assuring us that she was at hand if required
Superb and interesting house which was very well equipped for us to celebrate the festive season with our family
Location:
The house is right on the esplanade with a grocery shop and children's playground a walkable distance away
But apart from that it's a ten from us
The Wstch House is overlooking the harbour relaxing to just watch the world go by exciting to see the ferries coming in Great location near the ferry
Very well equipped house and a lovely place for a restful few days
The location of the house had lovely views across to Cowes with a hive of activity of Yachts and boats
Read more reviews

7. Thatched cottage alongside a crystal-clear brook (from USD 153)

This lovely cottage is placed in a quiet location in the peaceful village of Newport. It is a fully equipped home which has a brook with crystal-clear water running behind it and a spectacular garden view in front of it. The garden attracts lots of birds including pheasants and is an ideal spot for bird-lovers to sit and relax whilst watching the birds feed off the bird-feeder. There are numerous footpaths from the cottage which make for lovely walks through the countryside and Carisbrooke Castle is only a short walk away from here as well.

Stayed at this property?

7.42 km (4.7 mi) from Osborne
23 reviews   Wifi Available
cottage 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
The spacious sitting room has comfortable seating and is well furnished
Younger children loved the space
made it accessible for all The cottage
Each bedroom is different; the pretty bed linen was immaculate and the decoration throughout matched the cottage perfectly
The dining table had ample room for us all
Cleanliness:
They loved everything and didn't want to leave
I have to say that the website doesn't do Cresswell justice
Our party consisted of six adults and a toddler (three generations) and the space was ideal for us
Host:
all very friendly Allison is a lovely lady also very helpfull
We were three generations grandparents parents and young children
We visited all the beaches and numerous attractions
The house us so well equipped
A lovely cottage well equipped with a good layout
Location:
Cresswell Cottage is a beautiful cottage set within site of Carrisbrooke Castle
Has a lovely garden also some lovely locals passing by
It's a beautiful period cottage in an idyllic location with a brook running behind it
bus stop and mini market
Had a great week in this cottage which is in a quiet location at the edge of the village
Read more reviews

8. Enchanting thatched home close to river Yar (from USD 184)

The property is a thatched cottage situated in a rural area in Freshwater which allows for great walks from your door and beautiful views of the estuary and the countryside.

The cottage is only a short walk away from the Red Lion pub, a local church and the supermarket. It is a great place for a romantic weekend for two, with a small private garden and makes for a great base for exploring the western side of the Isle of Wight.

Stayed at this property?
Isle of Wight, United Kingdom
18.33 km (11.4 mi) from Osborne
222 reviews   Wifi Available
Entire cottage 3 Beds 6 Guests 1 Bedroom 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
lovely cottage plenty of space in kitchen/lounge and bedroom
enjoyed our stay at afton cottage; very relaxing environment comfortable and clean good amenities good location
will definitely come again for some island peace and serenity (no wifi is a bliss)
Cleanliness:
very clean and tidy
very clean and super quiet
very clean and nice private place
everything was really clean and stylish as well
everything was super cool very clean lots of towels and fully equipped kitchen super warm and cosy
Host:
easy check in and helpful throughout
morgan was a great host and replied and responded to our request immediately
we thoroughly enjoyed ourselves and morgan was so responsive with any questions we had when booking
morgan was a really great host and she made the whole thing very easy for us
helpful if you haven’t
Location:
lovely countryside location great location for walks and cycling
nicely private and close to pub
great location quiet and near the river with walks
great location and everything was perfect
beautiful house in a stunning location
Read more reviews

9. A converted barn cottage (from USD 173)

If you’re looking for a spacious place to stay in, this accommodation in Isle of Wight may be right for you. Converted from an old barn, this cottage in Isle of Wight can accommodate up to four people. It has one bedroom and two private bathrooms for guests to use. If you stay here, you can also make use of its kitchen. During chilly nights, you can cozy up next to the indoor fireplace. Free WiFi and parking on the premises are also available here. If you’re in the area and you’re looking for a place to stay, do consider this rental.

Stayed at this property?
Freshwater, England, United Kingdom
19.92 km (12.4 mi) from Osborne
381 reviews   Superhost Wifi Available
Entire cottage 1 Bed 2 Guests 1 Bedroom 2 Bathrooms

Accommodates: 2

Top guest reviews
Amenities & Room:
all amenities are well thought out and the cottage has a very comfortable atmosphere
it's warm stylish and comfortable close to the stunning freshwater bay and the needles
thank you zena and phil for a peaceful and comfortable stay
Cleanliness:
very clean modern and comfortable
clean and warm with a fabulous relaxed atmosphere
the barn was spotlessly clean and had everything you needed
lovely clean and spacious barn to stay in
beautiful building spotless and presentation excellent
Host:
lovely place and lovely hosts
stunning place and amazing hosts
we will most certainly be booking again and would thoroughly recommend your hosts and their accommodation
the hosts are so welcoming and even thought about our dogs with some treats and a blanket
we had a lovely message from the owners and a folder with all the useful information
Location:
great location for exploring the island
in a great location
ideal location for exploring the local area
the location is charming and peaceful
stunning place in a peaceful location
Read more reviews

10. A converted dairy cottage (from USD 112)

While the exterior looks rural and rustic, the interior is contemporary. Perfect for couples, consider staying in this one-bedroom, one-bathroom cottage in the countryside. Access to a fully equipped kitchen to make meals is available, while an indoor fireplace is also in the house for your use during cold nights. Free WiFi and a laptop-friendly workspace are also offered here for your use.

Stayed at this property?
Isle of Wight, England, United Kingdom
2.5 km (1.6 mi) from Osborne
168 reviews   Superhost Wifi Available
Entire cottage 2 Beds 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
everything you need is supplied including a fan iron and ironing board airer hairdryer
alberts dairy cottage is a fabulous place recently renovated with all modern facilities including dishwasher and washer / dryer
extremely comfortable with brand new kitchen and bathroom
the bed was comfortable heating was perfect and the shower was super hot and roomy
incredibly cosy and comfortable cottage just ideal for a break from life solitude fresh air and relaxation
Cleanliness:
sparkling clean and of the highest standard
it was very clean and comfy
lovely cottage really clean great beds and bathroom
spotlessly clean lovely thoughtful touches
so clean and cute
Host:
great hosts and fab comfortable stay
rachel & andy we’re lovely hosts & always available if we needed them
hosts great at communicating and very accomidating to children
hosts very nice easy check in and out
quick responses and great communication from the hosts before and during our stay
Location:
location is greatonly wish we could of stayed longer
excellent accommodation great location really close to the ferry
brilliant location and lovely place
location is good for exploring the island
the location was beautiful as well as the building
Read more reviews

11. Cosy cottage with sea views (from USD 109)

If you’re looking for a cottage in Isle of Wight that’s situated in a convenient location, check this place out. Located at the center of Ryde in Isle of Wight, this old, renovated fisherman’s cottage can house up to four tourists at a time. For your convenience, a full kitchen is provided, as well as WiFi, cable TV, laundry equipment and an indoor fireplace.

Stayed at this property?
Ryde, England, United Kingdom
7.67 km (4.8 mi) from Osborne
257 reviews   Superhost Wifi Available
Entire cottage 3 Beds 4 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
we were impressed by the facilities available the lovely views and the tasteful decoration
knowing that we had such a comfortable base to chill out in was a wonderful feeling
the cottage is very comfortable and feels like your own home
comfortable beds and kitchen well equipped for a self-catering stay
we were really comfortable staying at this great cottage
Cleanliness:
very clean and comfortable
very clean and the most comfortable beds
it was so clean bright and fresh
it was spotlessly clean and some basic provisions were provided
the beds were very comfortable and everything was clean and well-organised
Host:
jess is a great host
great house lovely host
jess is an excellent host and very quick to reply to any messages
jess was incredibly helpful and very quick to reply
jess is very helpful and responsive to messages
Location:
cute little cottage in a great location
it’s very central and easy to walk to the beaches
great location would highly recommend to anyone
great cottage in a central location in ryde
the bus system is very good on the island and the train is not far away
Read more reviews

Experience Isle of Wight with a peaceful stay

This destination is best experienced through its warm welcomes and impeccable hospitality, evident in the special care taken by the hosts at each of these properties. A stay at any of these holiday cottages in Isle of Wight will definitely make you feel one with nature, renewed and have you leaving with the sweetest holiday memories!

Frequently asked questions about the best holiday cottages in Isle Of Wight, England


Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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