
Pet-friendly holiday rentals in Old Windsor
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Top-rated pet-friendly home rentals in Old Windsor
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Popular amenities for Old Windsor pet-friendly home rentals
Pet-friendly house rentals

Beautiful 3 bed home with large driveway parking
We stayed here as had a family wedding close by. It was comfortable and we enjoyed being able to walk to local shops and cafes.

Gorgeous Cottage in Skirmett with Parking
Lovely quirky cottage with spacious lounge, dining room and kitchen. Very well equipped and we found the beds extremely comfortable. Had a very relaxed one night stay. Great that the check out time was 12pm, much appreciated. Many thanks.

Beautiful 4 Bed Home | 7-9 Guests | HOT TUB
Just back from a lovely stay in Old Windsor. The accommodation was beautiful, and looked after by the lovely and helpful Lucy. Windsor & Datchet are a 30 minute walk or 2 minutes in the Car or bus. Slough is 10 minutes away and a great train service which gets you into London within 15 mins. Casa by Grace is a beautiful home and immaculate inside, couldn’t of asked for a better place to stay.

Barn conversion, Henley-on-Thames
A beautiful barn conversion in lovely grounds with lots of facilities, with thoughtful and helpful hosts. It was a fabulous long weekend and we didn’t need to leave the grounds to be entertained throughout, from in the pool to playing pool, it was all we could ask for.

18th century cottage
We had a lovely stay in this quaint cottage with a beautiful garden. The beds were really comfortable and the foodie extras that Jo supplied were very much appreciated. We would recommend this holiday home to others. Thankyou so much Jo.

2 bed house, close to Town Centre
I had a wonderful stay, the place is just what it looks like on photos. Very clean and cozy. The host is very responsive and accommodating. Thank you!

The Stables, Little Marlow
We very much enjoyed our stay at Sophie’s house, it was comfortable and homely in a beautiful location. Sophie was helpful and gave just enough information to make check in easy and we knew that we could get in touch if we needed anything, what more can I say?

Beautiful 3 Bedroom Georgian house in Oxfordshire!
This is a beautifully presented home. Lots of historic character and decorated in a way that makes you feel like you're staying somewhere way more expensive for a real bargain of a price. Titilola was really responsive beforehand. I am sometimes a bit nervous of properties where the host lives on site but they were great, friendly when we bumped into them but really unobtrusive. We stayed with young kids and grandparents and the house worked for all of us which is rare. The village is just the right size, with a playground, cafe, local shops and pubs all walkable. I wish we'd looked up more about it beforehand and planned more time there. we'll definitely be considering staying again, if only to make the most of the excellent book selection!
Pet-friendly home rentals with a pool

Enchanting, Stylish Country Garden Cottage
Catrina’s place was amazing! Beautiful surroundings and very easy to get to local amenities (pub) Definitely stay again soon ❤️

Luxury Battersea studio w open fire, close to Park
How to start?? I would highly recommend Charles' place! When you get there and go up the stairs, you might think it's not going to be good. However, when you open the door you'll be taken back as to how beautiful his place is!! I felt right at home! Charles had wine, milk, OJ, bread and eggs. The sleigh bed was not only comfy but so pretty. He had great darkening curtains which also serve as a divider from the living room. The shower was welcoming. If I come back to London, I'd stay at Charles' place!

Isla's Den
Lovely little stay, the den was really nicely decorated. The bed was huge and really comfy☺️ Kitchen was well equipped and had everything needed, and bathroom was gorgeous! Adam was brilliant throughout our stay as well. The standout of this booking is the swimming lake, it’s so beautiful and peaceful and we spent the majority of our time down there. Would definitely stay again.

Pool & Piano | Hidden Oasis in Kensington Olympia
very nice and cooperative host. lovely place.

The Barn at Holly Cottage. Indoor Pool and tennis
lovely cottage in a beautiful location, great communication from Sam who made our stay easy and was so responsive to my questions. would definitely recommend and we'd love to come back

Two Bed Large Countryside Barn with Indoor Pool
My husband and I booked Fiona's place for 2 nights just for pure relaxation and to get away from the usual chaos of life. It was just what we were after. Close enough to Henley for a meal out and a stroll along the Thames but also total peace and tranquility back at the cottage. The use of the pool was a bonus too. We will definitely be back. The perfect tonic.

Stunning 1 bed in Battersea w/ pool, gym & rooftop
they just checked all the boxes - clean, quiet, but great location, easy check-in.. great for business travel. the common spaces are fantastic, highly recommended

Island Hideaway on the Thames
The Island House is a beautiful, comfortable oasis surrounded by green space and with views of a branch of the Thames. It is private, quiet and light-filled, affording a view of the diverse birds in the trees and passing swans on the river, while also within 8 minutes drive of Hampton train station with easy links to central London. There are cute pubs and restaurants in the local town (about 15-20 min walk or 2 min drive) and nearby towns, and expansive Bushy Park and Hampton Court are just 15 minutes drive. If you don't fancy a walk and don't have a car, but want a quiet weekend away without cooking - many local restaurants and grocery stores deliver to the location. Lisa is friendly and responsive and welcomed me with coffee, tea, fresh bread, milk, butter and fresh pressed juice. Staying at the Island House was such a treat; exactly the restful spot I was looking for while in the greater London area. Thank you Lisa!
Private, pet-friendly home rentals

Charming Stylish Cottage at Windsor Great Park
We thoroughly enjoyed our stay at Fox Hollow Cottage, such care and attention to detail has been put into the design of this space, it is a real gem of a property. Also being located adjacent to Great Windsor Park, it’s an idyllic location for everyone who loves a good walk, jog or bike. Ben was also a very attentive host. It’s possible the steep stairs up to the bedrooms could be an issue for some, however I would definitely stay again and recommend to others.

Oak Tree Retreat
My wife and I stayed four nights at Oak Tree Retreat In June. It is a lovely place. It is obvious that a lot of work and care has gone into making this a relaxing and comfortable place to stay. Our hosts, Alexia & James, were very friendly and helpful. The gifts of bread, biscuits, hot chocolate and marshmallows on arrival were a generous touch and much appreciated. The bed was extremely comfortable. The cabin had all we needed for our stay during which we mainly self-catered. The cooking arrangements were great. The absolute highlight was the hot tub which we enjoyed for three of our four nights! There is lovely walking country within a five minute drive from the Cabin. Local shops and food outlets are close by. I would certainly recommend Oak Tree Retreat to anyone.

The Stables in Historic Berkhamsted
Just got home to Vietnam after 2 weeks in the UK. My fiance and I stayed at Sarah's for a rest after a couple of busy days in London. I know Berko well after going to school there, it was great being based at Sarah's place. It was lovely clean super comfortable, surrounded by green fields and an easy walk from from their top of their hill down to the town and station and back again. We are looking forward to staying there again next time. Thanks so much..!!!

Gorgeous CountryCottage overlooking Windsor Castle
I can’t think of a better place to start our trip to England! 20min from the airport yet you feel transported to the English countryside. Beautiful views of Windsor castle, lovely surrounding gardens and fields. Susie and Hamish were impeccable hosts and left a delightful basket of goodies. Our two children greatly enjoyed their Brio train set and frolicking in the garden, as well as feeding seeds that Susie left us to visiting carrier pigeons. We enjoyed all of Hamish’s recommendations, particularly the walk through Windsor Great Park, dinner at Barley Mow, and a day spent at Savill Garden and Adventure Play. You won’t regret your stay here!

Luxury Victorian Villa
Fiona was very kind and always easy to communicate with. The location is great and the house had everything you can need

Chic Apartment Retreat Close to Richmond Park
We had such a wonderful time. The flat has absolutely everything you need and plenty more. The art, the plants, the books and the decor make it a very special place. Situated close to the beautiful Terrace Gardens and Richmond Park and with cafes , pubs and convenience stores steps away you will not be disappointed. Easy walk down the hill to the station and everything Richmond has to offer. James was absolutely charming and super helpful. Highly recommend🤗

The Stage Door
Very nice gentleman. Good location easy checkin

Sunnycove - Riverfront House near Windsor
Amazing location with incredible views across the river themes. Short ride into Windsor. The house was clean and tidy and plenty of room for our party of 10.
Quick stats about holiday rentals that are pet-friendly in Old Windsor
Total rentals
20 properties
Nightly prices starting at
$90 SGD before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
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- British Museum
- Green Park
- Buckingham Palace
- Covent Garden
- Big Ben
- Trafalgar Square
- Barbican Centre
- Harrods
- Tower Bridge
- London Bridge
- St. Paul's Cathedral
- Brockwell Park
- The O2
- Camden Market
- Emirates Stadium
- Wembley Stadium
- The Shard
- Hampstead Heath
- ExCeL London
- London Stadium
- River Lee Navigation
- Alexandra Palace
- Queen Elizabeth Olympic Park, London
- Oxford University