Reviews for The Overlook | Upfront Reviews

The Overlook June 2025

Review submitted on Wed, 25 Jun 2025

4.5

out of 5

Cleanliness

4.0

Comfort

5.0

Condition

4.0

Location

5.0

Value

4.0

Customer
Service

5.0

The lovely weather ensured that we had a good stay for our first visit to the Isle if Wight. Spacious and comfy property, but there is a tricky turn into the property's road from the main road. View from the property over Ventnor is fabulous; needs to be seen to appreciate this comment. Well equipped kitchen, however a tray to carry drinks onto the balcony would be a useful addition.

Would you return?
No, only as we are unlikely to visit the Isle of Wight again. We feel we have seen all of its attractions, this is not a reflection on the property.

Michael from Norwich stayed at The Overlook for 7 nights in June 2025

Photographs don't do it justice.

Review submitted on Wed, 28 May 2025

4.8

out of 5

Cleanliness

4.0

Comfort

5.0

Condition

5.0

Location

5.0

Value

5.0

Customer
Service

5.0

This accommodation is stunning. There is everything you need. Parking for 2 cars, which very useful because the area is very narrow & busy with cars. It's quite a walk from Ventnor, up hill but the views truly make up for it.

Would you return?
Yes.

Donna from Dewsbury stayed at The Overlook for 7 nights in May 2025

Stunning Views from a Well Appointed Home

Review submitted on Fri, 04 Oct 2024

4.7

out of 5

Cleanliness

5.0

Comfort

4.0

Condition

5.0

Location

5.0

Value

4.0

Customer
Service

5.0

This place was amazing, 3 big bedrooms (2 en suite), large living area with modern kitchen with stunning views out to sea. Ample parking and outside space provided a great base to search the island. The place was clean and well appointed with pretty much everything you could need on arrival. There are only a three or four steps to bedrooms/front door inside the property which was ideal for our parents. The place is furnished in a modern style, we especially appreciated the artwork in the living areas and purchased from the same local artists. The only criticism would be the TV set up, I work for a tech company and I was at a loss on how to just watch TV, with 6 remotes all manner of stuff plugged in this was the most confusing set up I’ve ever seen, Apple TV would be a much more simplified option. That said it certainly did not detract from what was a wonderful holiday accommodation.

Would you return?
Yes

Carl from Colchester stayed at The Overlook for 7 nights in September 2024

John White replied 220 days ago

Thank you for taking the time to leave a review of your stay at The Overlook. We are really pleased you enjoyed your stay thank you for kind comments regarding the furnishing and artwork its nice to know its appreciated.

A delightful week in the Overlook

Review submitted on Thu, 12 Sep 2024

4.7

out of 5

Cleanliness

5.0

Comfort

4.0

Condition

5.0

Location

5.0

Value

4.0

Customer
Service

5.0

Three generations of our family spent a most enjoyable week in the Overlook, which is very comfortable, clean, well maintained and well appointed. The views are amazing. Ventnor is quite quaint and picturesque and a good place from which to tour the island.
Blinds above the main window in the second bedroom would be helpful, as the light was streaming in very early.
Also blinds in the lounge would reduce the heat building up on warm days.
Otherwise a great place to stay.

Would you return?
Yes

Pamela from N3 3BJ stayed at The Overlook for 7 nights in August 2024

Stunning stay - beautiful view and fabulous home.

Review submitted on Fri, 30 Aug 2024

5.0

out of 5

Cleanliness

5.0

Comfort

5.0

Condition

5.0

Location

5.0

Value

5.0

Customer
Service

5.0

Stayed with my mum and dad and 5 year old daughter. This house is incredible!! Waking up to a view of the ocean is my favourite thing and this home had views in abundance. Easy walk to beach (not so easy back up) great restaurants and facilities and good place to explore the rest of the island. I highly recommend!

Would you return?
Yes

carly from London stayed at The Overlook for 7 nights in August 2024

A very special place.

Review submitted on Fri, 16 Aug 2024

5.0

out of 5

Cleanliness

5.0

Comfort

5.0

Condition

5.0

Location

5.0

Value

5.0

Customer
Service

5.0

We love the IOW, we love Ventnor, and we love The Overlook. So much so, that we keep going back. The first thing I'll mention is the cleanliness. We're a bit fussy about cleanliness, and more than once the lack of it has stopped us returning to otherwise wonderful properties. The Overlook is always reliably spotless. This is thanks to the cleaner/s, so I hope they are appreciated for their contribution.
Very well equipped, The Overlook has everything six people could ever need to enjoy a wonderful holiday, including three balconies to choose from, all with stunning 180 degree views of the sea.
We love it.

Would you return?
Yes

Mark from Preston stayed at The Overlook for 7 nights in August 2024

Nice place to stay ..

Review submitted on Fri, 28 Jun 2024

4.8

out of 5

Cleanliness

5.0

Comfort

5.0

Condition

5.0

Location

4.0

Value

5.0

Customer
Service

5.0

Beautiful place to stay . Lovely views . Clean and well decorated through out. Could do with a hot tub .. and a welcome basket with IOW goods..

Would you return?
Yes

Dianne from GLOUCESTER stayed at The Overlook for 7 nights in June 2024

A cracking property with views to die for

Review submitted on Mon, 24 Jun 2024

5.0

out of 5

Cleanliness

5.0

Comfort

5.0

Condition

5.0

Location

5.0

Value

5.0

Customer
Service

5.0

Spacious well maintained property on the hill overlooking Ventnor. Three good sized bedrooms with open plan kitchen-dining-living which had very large panoramic windows giving excellent views over the town and the sea. Good parking although the entry road is a little narrow. All appliances easy to understand - had an issue with the dishwasher which was reported and hopefully fixed for future guests.

Would you return?
Probably not as we saw all we wanted to see on the island - no reflection of the property

Derek from Lowton stayed at The Overlook for 7 nights in June 2024

Perfect for sea views and sunsets.

Review submitted on Fri, 27 Oct 2023

4.8

out of 5

Cleanliness

5.0

Comfort

5.0

Condition

5.0

Location

4.0

Value

5.0

Customer
Service

5.0

Overlook is comfortable and well equipped. Beautiful sunrise and sunsets.
Steps from lounge are major trip hazard and shower trays too. This was mentioned in visitors book many times.

Would you return?
No

Guest from BOURNEMOUTH stayed at The Overlook for 7 nights in October 2023

Late Summer at The Overlook

Review submitted on Fri, 13 Oct 2023

4.7

out of 5

Cleanliness

5.0

Comfort

4.0

Condition

5.0

Location

5.0

Value

4.0

Customer
Service

5.0

Lovely clean, midern & spacious accommodation with fabulous views of Ventnor and ocean beyond. Good and helpful information about property, services, helplines within property. A good base to explore from. Lovely balcony areas to sit and relax.

Would you return?
Yes I would indeed.

Annie from Barnstaple stayed at The Overlook for 7 nights in September 2023

August 2023

Review submitted on Mon, 28 Aug 2023

4.7

out of 5

Cleanliness

4.0

Comfort

5.0

Condition

5.0

Location

5.0

Value

4.0

Customer
Service

5.0

We had a good week at the Overlook. The accommodation was to a high standard with lovely views and plenty of balconies to enjoy. We had mixed weather but on the warm sunny days it's just nice to relax outside on one of the chairs or sun loungers.
The bedrooms were lovely and spacious and the family bathroom, the bath was fab. Some shelves in the showers might be a useful idea ?
The kitchen was well equipped although we took a while to work out how to use some of the built in appliances. The coffee maker was a great idea although hadn't been cleaned before we arrived. We made use of the washing machine and tumble dryer but, again, found the filter for the tumble dryer to be fairly clogged with dust/fabric.
One bit I was a bit disappointed in was, after travelling to get there, it would have been a nice thought to leave a "welcome pack" with some milk and tea/coffee. Just a small niggle but would have meant not having to find a local shop after unpacking.
Otherwise, a really good holiday home and one I'd consider using again. Would recommend

Sarah Ann from Wokingham stayed at The Overlook for 7 nights in August 2023

Stunning property and views.

Review submitted on Fri, 22 Jul 2022

4.2

out of 5

Cleanliness

4.0

Comfort

4.0

Condition

5.0

Location

5.0

Value

4.0

Customer
Service

3.0

When you walk into The Overlook, it certainly delivers the Wow Factor. The huge windows, offering panoramic views, simply blew us all away. Overall, the accommodation is excellent. It is immaculately clean (apart from the pillows, which unfortunately were heavily stained). It is very comfortable and well equipped. It offers everything you need for a family holiday or a group of friends.
We stayed as a group of six. There is enough space so that you can spread out and have some privacy, or get together in the comfortable lounge or large dining area. There are even three well furnished sun terraces to sit out on and enjoy those views.
One couple reported that the bed in the second room was too firm, but everyone else found the beds to be very comfy.
We did have a few equipment failures during our stay. The dish washer leaked and couldn't be used. The Washing machine would only wash in steaming hot water. The boiler went into fault mode on our last day. These things can happen so we did not stress over it. However, the response from the maintenance team was disappointing, in that nobody came to fix any of these issues, despite the first two being reported on Wednesday. I am informed that these issues were all being looked at and steps taken to improve the response.
Overall though, we had a wonderful holiday at The Overlook and we have booked to go again next year. I can't wait!

Mark from Preston stayed at The Overlook for 7 nights in July 2022

One of the best properties we've stayed in

Review submitted on Tue, 14 Jun 2022

5.0

out of 5

Cleanliness

5.0

Comfort

5.0

Condition

5.0

Location

5.0

Value

5.0

Customer
Service

5.0

An absolutely delightful property, certainly somewhere we would rent again. The rooms were spacious, and comfortable, and everything was well maintained and clean. The highlight was the huge windows in the open-plan lounge area with views across the English Channel.

James from Wye stayed at The Overlook for 7 nights in May 2022

Super house

Review submitted on Fri, 13 May 2022

5.0

out of 5

Cleanliness

5.0

Comfort

5.0

Condition

5.0

Location

5.0

Value

5.0

Customer
Service

5.0

The Overlook definitely has the wow factor. It was spotlessly clean, well equipped and comfortable. The location is perfect for watching the shipping heading to and from the Solent. There are some good pubs and restaurants in Ventnor (the Spyglass, Crab and Lobster Tap and Smoking Lobster) but be aware that the town is built on a hill and the walk from the town centre is steep.

Philip from NEWCASTLE UPON TYNE stayed at The Overlook for 7 nights in April 2022

Wonderful accommodation

Review submitted on Mon, 04 Oct 2021

5.0

out of 5

Cleanliness

5.0

Comfort

5.0

Condition

5.0

Location

5.0

Value

5.0

Customer
Service

5.0

The Overlook is certainly a lovely holiday home. We enjoyed a wonderful stay, the views are amazing. The accommodation was spotless and was well equipped with everything needed for an enjoyable stay. After days out walking it was good to return to a relaxing environment. I would definitely recommend The Overlook and would like to return in the future.

Helen from Botley stayed at The Overlook for 7 nights in September 2021

Happy holiday

Review submitted on Mon, 19 Jul 2021

4.2

out of 5

Cleanliness

4.0

Comfort

4.0

Condition

4.0

Location

5.0

Value

4.0

Customer
Service

4.0

Lovely place to stay with fantastic views. The terraces are lovely. It is a peaceful location and enjoyed by all the family

Donna from Daventry stayed at The Overlook for 7 nights in July 2021

Summer holiday 26.07.21 - 10.07.21

Review submitted on Mon, 12 Jul 2021

4.7

out of 5

Cleanliness

5.0

Comfort

4.0

Condition

5.0

Location

5.0

Value

4.0

Customer
Service

5.0

House is lovely and comfortable with all the comforts of home and more. Would note that the main bedroom could do with an opening window as no-one is going to sleep with bi-folding doors open and it is very warm. Also shower in that bathroom opens the wrong way, so impossible to turn it on before going in. Just a couple of thoughts

Johannah from Kilmarnock stayed at The Overlook for 14 nights in June 2021

Well equipped, comfortable holiday home with panoramic views and walks/restaurants on the doorstep

Review submitted on Sat, 05 Jun 2021

5.0

out of 5

Cleanliness

5.0

Comfort

5.0

Condition

5.0

Location

5.0

Value

5.0

Customer
Service

5.0

This is a spacious, well equipped and comfortable holiday home with huge picture windows to take advantage of the panoramic views and lovely terraces to sit on when the weather suits.
There are lots of scenic walks you can do straight from the doorstep and good facilities just down the steep hill in Ventnor (a good selection of pubs / restaurants, small supermarkets and local shops). Ventnor beach looked pleasant enough but there are better beaches elsewhere on the island.
There's plenty of parking at the accommodation and it's really easy to get straight up to the main road which links to everywhere on the island.
My only complaint - no bath/shower mats and the sinks in the en-suites are very small.
Would we stay again? Absolutely, yes.

Diane from Peterborough stayed at The Overlook for 7 nights in May 2021

Breathtaking views, perfect accommodation

Review submitted on Sat, 01 May 2021

5.0

out of 5

Cleanliness

5.0

Comfort

5.0

Condition

5.0

Location

5.0

Value

5.0

Customer
Service

5.0

We absolutely loved our stay at The Overlook. It's a remarkable property and highly recommended. Everything is new, modern, clean, and functional. The location is wonderful. Hope to return (except it's fully booked! As it should be!)

Michelle from London stayed at The Overlook for 10 nights in April 2021

Lovely modern accommodation with stunning view

Review submitted on Mon, 26 Oct 2020

4.3

out of 5

Cleanliness

5.0

Comfort

4.0

Condition

5.0

Location

4.0

Value

4.0

Customer
Service

4.0

A great place to stay with stunning views. Very clean and well presented (everything you need)
Beautiful part of the country to discover.
Ventnor is gorgeous.
Walks down to the town are not for the faint hearted, but there is parking if you need to drive.

Sue from Billericay stayed at The Overlook for 7 nights in October 2020

Fantastic property

Review submitted on Mon, 12 Oct 2020

5.0

out of 5

Cleanliness

5.0

Comfort

5.0

Condition

5.0

Location

5.0

Value

5.0

Customer
Service

5.0

Really enjoyed our stay with really clean and comfortable property. Fantastic view and really enjoyed watching the sun set.

Wayne from Kirkby In Ashfield stayed at The Overlook for 7 nights in September 2020

Lovely holiday in Ventnor

Review submitted on Mon, 02 Sep 2019

4.7

out of 5

Cleanliness

5.0

Comfort

5.0

Condition

5.0

Location

4.0

Value

4.0

Customer
Service

5.0

We had a great time in Ventnor at the Overlook. The view is amazing and it was a lovely property all round.

Alex from Bromley stayed at The Overlook for 7 nights in August 2019

Wonderful relaxing stay at The Overlook

Review submitted on Tue, 02 Jul 2019

5.0

out of 5

Cleanliness

5.0

Comfort

5.0

Condition

5.0

Location

5.0

Value

5.0

Customer
Service

5.0

We have just returned from a lovely week at The Overlook. The house is very modern and is very well equipped with everything you will need for a self catering holiday, the beds super comfy and the views amazing. The pictures on the website do not do it justice when you step inside it really has the wow factor! Before booking I spoke to Sharon from Island Holidays Homes who was extremely helpful as we were looking for a property that would be suitable for 3 generations of our family, including an 89 year old. The Overlook has only 5 internal steps which was ideal. In order to get the amazing views the property is located high up on the hillside and although only a few minutes downhill walk into Ventnor town the uphill walk would be a challenge to say the least. We are frequent visitors to the Isle-of-Wight and I have to say this is one of the best properties we have stayed in on the Island. Would we return? Yes certainly. Thank you for a wonderful holiday we will be back.

Sue from Milton Kynes stayed at The Overlook for 7 nights in June 2019

Island Holiday Homes replied more than 1 year ago

Thank you for your lovely review. We are pleased that you have enjoyed your stay at the overlook and surpassed your expectations. We look forward to looking after you in the future. Kind Regards Island Holiday Homes

Lovely views across the sea!

Review submitted on Mon, 10 Jun 2019

4.8

out of 5

Cleanliness

5.0

Comfort

5.0

Condition

4.0

Location

5.0

Value

5.0

Customer
Service

5.0

Really enjoyed our week's stay at the overlook. Beautiful views, comfortable beds and a full kitchen. Everything you need for a fantastic holiday. Only possible problem is the overlook is situated at the top of a very steep bank.

Elizabeth from Newcastle stayed at The Overlook for 7 nights in May 2019