Apartment holiday rentals in Windsor and Maidenhead

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Popular amenities for Windsor and Maidenhead apartment rentals

Weekly apartment rentals

Top guest favourite
Flat in Berkshire
4.98 out of 5 average rating, 43 reviews

Central Windsor boutique top floor apartment

JoanneRating, 5 stars1 month ago
The flat was exactly as described. It is beautifully furnished with lots of comfy cushions and cosy blankets. The beds were extremely comfortable, and there were even snacks left for us. We appreciated the central location and the easy check in process. Ginny was very responsive and helpful. I’d definitely stay again.
Top guest favourite
Flat in Buckinghamshire
5 out of 5 average rating, 29 reviews

Marlow F7-Central-1 Bed Penthouse Wi-Fi & Parking

GeorgiaRating, 5 stars1 week ago
Very responsive, lovely place to stay, would recommend !
Superhost
Flat in Windsor
4.84 out of 5 average rating, 80 reviews

Lovely Windsor 2 Bed Perfect Location Free Parking

AledRating, 5 stars2 weeks ago
We had a fantastic stay at this lovey property right in the heart of Windsor. Walking distance to all the local hotspots and amenities and a great base from which to explore a little further if you want to. The host was incredibly helpful and really proactive in ensuring our stay was perfect. They could not do enough to ensure we were comfortable and had access to everything we needed. Highly recommend a stay here!
Guest favourite
Flat in Berkshire
4.92 out of 5 average rating, 25 reviews

Hidden Gem with Free Parking

ChrisRating, 5 stars2 weeks ago
This is the second time we have stayed at Jack’s apartment and once again we wasn’t disappointed. It was spotlessly clean and has everything you need for a great stay. After long days out walking around visiting Windsor it’s the perfect place to come back to in the evening and relax. Jack is the perfect host, providing lots of info before you arrive and is always quick to respond if you need to contact him.
Superhost
Flat in Wooburn Green
5 out of 5 average rating, 3 reviews

Cozy and stylish private Studio Apartment

NinaRating, 5 stars3 weeks ago
Sophies place had everything I was looking for, somehwere quiet and comfortable to get a good nights sleep. The place was very clean and Sophie was very prompt in her responses to my questions. Well worth the money and I would definitely book this place again when I'm back in the area.
Guest favourite
Flat in Berkshire
4.89 out of 5 average rating, 9 reviews

Lovely 1 bed apartment Bracknell

WinRating, 5 stars2 weeks ago
Really great apartment very clean and cosy. Couldn’t hear a thing from the other flats, which made it super peaceful. Perfect location, right in the middle of all the shopping centres. Would definitely come again!
Superhost
Flat in Berkshire
4.92 out of 5 average rating, 50 reviews

Victorian Convent Apartment with Historic Charm

KaranRating, 5 stars1 month ago
Character property within walking distance of Windsor. We really enjoyed Pitt stay at the property.
Superhost
Flat in Berkshire
4.86 out of 5 average rating, 56 reviews

One Bed and One Sofa Bed Modern Flat in Slough

Avinash ChandraRating, 5 stars2 weeks ago
I had a wonderful stay at Rachid's property. The property was impeccably clean, and Rachid was incredibly responsive and helpful throughout my stay. Train station in 10 minutes walk and Market is very near to this place. Highly recommended this property.

Private apartment rentals

Guest favourite
Flat in Berkshire
4.8 out of 5 average rating, 15 reviews

Cozy flat in beautiful Hurley

GeoffRating, 5 stars1 week ago
Really lovely place. Beatiful setting. Two good pubs nearby. Quiet village, nice walks to the river. Good for river swimming. Local shop.
Top guest favourite
Flat in Mytchett
4.97 out of 5 average rating, 30 reviews

Deluxe 1st floor flat. Own entrance. Free parking.

CaraRating, 5 stars1 week ago
I could not say more positive things about this rental. What a gorgeous place to stay. Private yet close to all things you could want. Wendy was the most wonderful host. Gave me my space but every so often checked in with me to see if I needed anything. I will be highly recommending the place to anyone who is looking to stay in this area.
Guest favourite
Flat in Windsor and Maidenhead
4.94 out of 5 average rating, 32 reviews

Beautiful Central Windsor Flat with FREE Parking

MichaelRating, 5 stars5 months ago
Great place. We’ll be back.
Top guest favourite
Flat in Berkshire
5 out of 5 average rating, 34 reviews

Epic Location, Views & Private Terrace

AleksandraRating, 5 stars1 month ago
This has become my second home, and both the apartment and James are consistently perfect at each visit!! There are luxury hotels that could take a leaf from James’s book in terms of thoughtfulness, consistency, style and decor, warmth, personalised attentiveness to each guest and consideration. There is nowhere better in Windsor, and I have complete confidence that every guest will feel as relaxed, and at home in this beautiful space as I do.
Superhost
Flat in Maidenhead
4.8 out of 5 average rating, 25 reviews

Village green apartment

DixieRating, 5 stars5 months ago
A very nice flat that had everything we needed. Plus the location was perfect for us. We would definitely stay there again.
Top guest favourite
Flat in Berkshire
5 out of 5 average rating, 39 reviews

Families & Friends - Parking/Close to Station/Town

CatrionaRating, 5 stars6 days ago
Gorgeous apartment within brilliant distance to legoland. Lots of little things to make your stay easy such as washing up liquid, dishwasher tablets etc. would recommend, definitely worth it. Will look to come back again if we are coming to legoland
Guest favourite
Flat in Berkshire
4.81 out of 5 average rating, 43 reviews

Cosy annex in Cippenham, Slough

Mehmet DenizRating, 5 stars2 weeks ago
The stay was very pleasant, and the accommodation was clean and well-maintained. What truly stood out, however, was the hospitality of the hosts. They were incredibly welcoming, kind, and always willing to help with anything we needed.
Guest favourite
Flat in Henley-on-Thames
5 out of 5 average rating, 16 reviews

Chapel Loft - Brand New With Parking

NanaRating, 5 stars1 week ago
We had a lovely stay at this amazing flat in Reading. The pictures don’t do the flat justice! The decor and furniture helped create an incredibly warm and cozy home feel! The flat was incredibly clean and had all the amenities you’d want. Additionally the communication from Lizzie and Cent prior to the booking and during the entire stay was phenomenal. Looking forward to coming back ⭐ ⭐ ⭐ ⭐ ⭐

Apartment rentals with a hot tub

Guest favourite
Flat in Hillingdon
4.95 out of 5 average rating, 63 reviews

Modern House w/Netflix + Hot Tub

JoeRating, 5 stars2 days ago
Great place , everything we needed , good parking , flat was fantastic , unexpected bonus of hot tub , which was prepared and clean & fresh , well looked after flat , good hosts
Superhost
Flat in Ealing
5 out of 5 average rating, 4 reviews

Quiet get away place

TinaRating, 5 stars9 months ago
Maria was very responsive when I had a question, and her place was as described. Very quiet, safe location, and very comfortable interior. Conveniently located to bus-stops and South Ealing Underground. The 65 bus will take you right to historic Richmond, for a nice day out. Highly recommend, and would certainly stay there again.
Guest favourite
Flat in Central London
4.82 out of 5 average rating, 176 reviews

5* Complete Notting Hill Apartment

LynRating, 5 stars2 months ago
We were so fortunate to spend four weeks in March in this special place. It was very inviting, comfortable and clean. Simon is, indeed, a superhost. He is so nice, and made such an effort to make our stay pleasant and memorable. There were fresh roses on arrival, along with milk, water and some lovely snacks. Self-checkin was a breeze, so appreciated after a long flight. We didn't have to commit to a specific time which is always appreciated. He even offered to arrange a mid-stay cleaning, including a change of bed linens and towels, for a very reasonable fee. We took advantage of the offer, and it worked out very well. It was a treat to return at the end of the day to a fresh apartment. The neighborhood fantastic, beautiful and so walkable. Public transportation is very convenient, but we took advantage of the great weather and did lots of walking. We hope to return in the future.
Guest favourite
Flat in Greater London
4.96 out of 5 average rating, 57 reviews

Beautiful 2 bed home in heart of South Kensington

DeborahRating, 5 stars2 weeks ago
Our family had a wonderful experience. The apartment was clean, beautiful, and in the perfect location with great restaurants and public transit walking distance from the place. Simon was extremely helpful and responsive. We will definitely come back.
Guest favourite
Flat in Bayswater
4.93 out of 5 average rating, 27 reviews

Stunning 4 bed flat near Notting Hill & Hyde park.

KarenRating, 5 stars2 weeks ago
This place was beautiful and in a perfect location. It had grocery store very close to apartment and a lot of restaurants nearby. Close to tube station. Perfect play to lay your head while in London
Superhost
Flat in Greater London
4.78 out of 5 average rating, 23 reviews

London Hammersmith - hot tub, cinema & gaming room

MattRating, 5 stars1 month ago
Maggie and Mac were great! The place was beautiful. When I was looking for an air bnb for my trip to London, I wanted a place that was ideal location, looked nice inside, had a hot tub and had a relaxing environment to come back to after a busy day exploring. It was 100% on the mark. I could not think of anything to improve the place and want to return again for more London adventures! Thank you for sharing this lovely place with me and my family. x 🥰
Superhost
Flat in Colnbrook
4.74 out of 5 average rating, 115 reviews

Home From Home The Den Colnbrook with Hot Tub

HywelRating, 5 stars1 week ago
a beautiful little place, very cosy with perfect matching interior items. Soft towels were on hand, as well as robes. The hot tub is to die for, a very pretty well lit area, quite romantic! thank you for a lovely stay
Superhost
Flat in Hertfordshire
4.87 out of 5 average rating, 232 reviews

Bushey Heath is safe and quiet area for families.

NomiRating, 5 stars2 months ago
Sai’s place is great. It’s comfortable, cosy, with everything you need for a good stay. It’s nice and quiet there, but nevertheless it’s brilliantly located close to local shops, restaurants and buses that will easily get you to the tube, or to Watford. It’s no problem to get to central London or to the Warner Bros Harry Potter experience. Sai’s a great host. Responsive, helpful and honest. He was really quick to ensure he returned items that we mistakenly left in the property when we left. This is the third time we’ve stayed there and we’d do do again in a heartbeat.

Quick stats about flat rentals in Windsor and Maidenhead

  • Total rentals

    660 properties

  • Nightly prices starting at

    $26 SGD before taxes and fees

  • Total number of reviews

    12K reviews

  • Family-friendly rentals

    270 properties are a good fit for families

  • Pet-friendly rentals

    110 properties allow pets

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

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