Pet-friendly vacation rentals in Windsor and Maidenhead

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Windsor and Maidenhead pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
Home in Skirmett
4.91 out of 5 average rating, 102 reviews

Gorgeous Cottage in Skirmett with Parking

SarahRating, 5 stars2 weeks ago
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.
Guest favorite
Home in Windsor and Maidenhead
4.97 out of 5 average rating, 32 reviews

StudioCottage Surrounded By Nature 5 mins to Town!

EloiseRating, 5 stars2 months ago
I recently had the pleasure of staying at V's through Airbnb, and I can confidently say it exceeded all expectations! From the moment we arrived, V was incredibly attentive, ensuring that our experience was as comfortable and enjoyable as possible. I highly recommend notifying her of your arrival time; it allows her to prepare everything perfectly. Upon entering, we were greeted by a delightful assortment of thoughtful touches that made our stay feel uniquely special. V had arranged a delightful spread of personalized breakfast items upon request, featuring artisan breads, jams, butter, and even delicious chocolates and a cake waiting for us. The warm ambiance, enhanced by soft music and gentle lighting, instantly made us feel at home. V's interior decor is truly one of a kind, reflecting her fantastic personality and talent for design. The white canvas walls are beautifully complemented by vibrant soft furnishings, while cleverly placed lighting and mirrors create a bright and spaciou
Superhost
Home in Berkshire
4.66 out of 5 average rating, 29 reviews

Luxury Victorian Villa

DavidRating, 5 stars2 weeks ago
From the very start to leaving the communication was brilliant. The home is in the most amazing location. We was fortunate that we knew we wanted to stay here and Fiona was accommodating to our request. We had a brilliant time and if ever back in the area would hope that we could get back! Don’t scroll on. Make the booking! Thanks so much Fiona x
Top guest favorite
Home in Marlow
5 out of 5 average rating, 85 reviews

Magical Marlow town centre

AdamRating, 5 stars1 week ago
This is a lovely old property that has been beautifully modernised inside. It is in a great location just a few minutes walk from the high street. The availability of a parking space was an added bonus. Andrew And Emily were fantastic, friendly hosts. Great communication throughout, nothing was too much trouble and they very kindly left a welcome pack with the necessary essentials of bread, milk, butter and wine!! We would highly recommend staying here and will hopefully do so when we return to Marlow.
Guest favorite
Home in Wooburn Green
4.89 out of 5 average rating, 171 reviews

18th century cottage

JacksonRating, 5 stars3 days ago
Jo’s cottage is absolutely adorable and has everything you need to spend a few great nights in the area. The bedroom, kitchen, and bathroom were all spotless and the big fluffy towels and hand-towels were great. Jo was super friendly and we had a chance to meet her dogs who were a delight.
Guest favorite
Home in Addlestone
4.94 out of 5 average rating, 102 reviews

Legoland * HeathrowAirport * Families * Long Stays

NutthayaRating, 5 stars2 weeks ago
I had a truly wonderful stay at this beautiful home. The house was absolutely perfect—spotlessly clean, thoughtfully decorated, and equipped with everything I needed for a comfortable and relaxing visit. I was especially touched by the extra care taken to prepare for my son’s stay: a high chair, cot bed, and even some lovely toys were all thoughtfully provided, which made a big difference for us as a family. The garden was a peaceful haven and perfect for enjoying a morning coffee or letting my little one play. The location is ideal for a longer stay, with easy access to nearby attractions for day trips—and even London is not too far away. Every detail in the home showed how much the host cares about the guests’ comfort. It truly felt like a home away from home. I’m so grateful for the warm hospitality and would love to come back again!
Guest favorite
Home in Buckinghamshire
4.9 out of 5 average rating, 164 reviews

The Stables, Little Marlow

CaroleRating, 5 stars2 weeks ago
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?
Superhost
Home in Wraysbury
4.82 out of 5 average rating, 152 reviews

Chateau Gato Riverside Retreat

AartiRating, 5 stars1 week ago
We had a fantastic stay at James’s beautiful home! The location is absolutely stunning, with plenty of outdoor space to relax and enjoy. James is a fantastic host—welcoming, helpful, and easy to communicate with. We thoroughly enjoyed our time there and are already planning to return soon. Highly recommend!

Pet-friendly home rentals with a pool

Superhost
Cottage in Windsor and Maidenhead
4.76 out of 5 average rating, 140 reviews

Enchanting, Stylish Country Garden Cottage

RickRating, 5 stars3 weeks ago
We had a fantastic stay at Carina's property. Carina was very proactive in making sure we had all info needed to arrive stress free and have a good stay. Surrounding areas are as peaceful as it is beautiful.
Superhost
Condo in London
4.85 out of 5 average rating, 414 reviews

Luxury Battersea studio w open fire, close to Park

EmmaRating, 5 stars2 weeks ago
A little gem of a place! Don't let the exterior fool you! It's homely, peaceful and just a home from home once you are through the door with a cuppa in hand and slumped on the sofa! I could of hapilt stayed for weeks! The flat is within walking distance to Battersea Park (5 minute walk) and Chelsea (15-20 minute walk) which was perfect for my solo trip to see Chelsea in bloom. There are some great free parking spots local to the flat which is great if you plan on coming by car! The area felt safe and welcoming and I had no issues walking to and from the flat even quite late at night. The bus stop is round the corner and takes you to all the great spots in central London! The highlights from my stay were being welcomed by a beautiful bottle of red wine, the amazing shower that I struggled to get out of as it was just so relaxing and the ambience of busy London in the background whilst I read my book next to the fire wrapped in a blanket! I will definitely be back!
Superhost
Home in Hammersmith
5 out of 5 average rating, 4 reviews

Pool & Piano | Hidden Oasis in Kensington Olympia

TanyaRating, 5 stars1 month ago
very nice and cooperative host. lovely place.
Superhost
Home in Oxfordshire
4.87 out of 5 average rating, 225 reviews

Barn conversion, Henley-on-Thames

JaneRating, 5 stars1 month ago
Thank you for another wonderful stay. We loved it the first time and the second time equally. Very friendly and welcoming hosts who go the extra mile! Thank you.
Guest favorite
Barn in Lower Bourne
4.94 out of 5 average rating, 17 reviews

The Barn at Holly Cottage. Indoor Pool and tennis

DanielRating, 5 stars1 week ago
Great last minute night away from London. We took three children and the dog and had a great time. The hosts had great comms and were accommodating of an earlier check in. The kids enjoyed the garden and pond area, local village co op shop had all the essentials we needed for the stay. Nice local pubs!
Guest favorite
Barn in Henley-on-Thames
4.97 out of 5 average rating, 34 reviews

Two Bed Large Countryside Barn with Indoor Pool

JulieRating, 5 stars2 days ago
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.
Top guest favorite
Cabin in Tiddington
4.98 out of 5 average rating, 48 reviews

Tranquil studio with outdoor pool and rural views

EmilyRating, 5 stars4 days ago
My partner, me and our dog stayed at Madeleines pool house, absolutely stunning and comfortable! So much space for our pooch. Madeleine and her husband were so welcoming and helpful throughout our visit! Thank you so much for your flexibility and responsiveness!
Guest favorite
Guesthouse in Surrey
4.96 out of 5 average rating, 26 reviews

Island Hideaway on the Thames

K.Rating, 5 stars6 months ago
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

Top guest favorite
Home in Berkshire
5 out of 5 average rating, 11 reviews

Near Town Centre, Big Patio, Free Parking Sleeps 8

ConorRating, 5 stars1 week ago
Was over the moon with the place for the time we stayed. In a great location and very close to town centre. I would highly recommend for groups looking to stay in the area! Very responsive to any of my messages and were always willing to help with any questions I had.
Top guest favorite
Barn in Berkhamsted
4.98 out of 5 average rating, 360 reviews

The Stables in Historic Berkhamsted

LauraRating, 5 stars1 week ago
This was the perfect landing spot for our week-long stay. Though we did not have a car, we could easily reach destinations (including London) by train or taxi (including Oxford). Access to the countryside’s network of footpaths/trails was wonderful. It was nice to return to such a quiet, comfortable place after a long day of sightseeing or walking. Sarah was just lovely - very responsive, kind, and helpful. I hope to return - perhaps for a longer stay next time.
Superhost
Home in Windsor and Maidenhead
4.79 out of 5 average rating, 34 reviews

Central Windsor open plan house with parking!

NatashaRating, 5 stars6 months ago
The location is fantastic, and it is a short walk to most attractions. Tom was very quick to respond to questions and we enjoyed our stay.
Top guest favorite
Apartment in Buckinghamshire
5 out of 5 average rating, 29 reviews

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

GeorgiaRating, 5 stars6 days ago
Very responsive, lovely place to stay, would recommend !
Top guest favorite
Cottage in Windsor
4.99 out of 5 average rating, 92 reviews

Gorgeous CountryCottage overlooking Windsor Castle

DavidRating, 5 stars5 months ago
Our entire experience at Victorian Lodge was wonderful from check in to check out. Hamish was a fantastic host. There wasn’t anything that was too much trouble. Our cozy family Christmas was further enhanced by the beautiful tree and decorations that Hamish and Susie had put up. The welcome hamper was an unexpected surprise. The cottage is exactly as described, maybe even better! If we were to return to the Windsor area, we would absolutely book with Susie and Hamish again!
Guest favorite
Guesthouse in Berkshire
4.93 out of 5 average rating, 44 reviews

Branch House

RachelRating, 5 starstoday
I loved my stay at Patrick and Susan’s place. When I arrived, the house was bathed in sunshine. It’s covered in ivy and so beautiful—it looks like something out of Grand Designs. I love the Scandinavian design inside. It’s peaceful and tranquil—spacious, relaxing, and full of that hygge feeling. I spent one night there with my mini dachshund dog. It was 24°, a beautiful summers day, so I had an outdoor shower in the evening sunshine, which was such a magical experience. There’s also an indoor shower, which was a pleasant surprise when I arrived. It’s great to have both options—it makes the place feel even more thoughtful and well-designed, and adds to the sense that it’s a perfect find! I only stayed one night, but I would’ve loved to stay longer! The bed is really comfortable, it’s incredibly peaceful, and I loved watching the trains go by during the day. There are so many beautiful places to explore nearby! Highly recommend! X
Top guest favorite
Cottage in Amersham
4.99 out of 5 average rating, 138 reviews

Delightful, rural, modern cottage, large garden.

RebeccaRating, 5 stars2 weeks ago
We had a wonderful stay here, the cottage was really clean with everything you could need including lovely toiletries/soap/hand creams, a well equipped kitchen and tennis rackets for the court outside. It was located in a really peaceful area, with easy access to paths straight from the cottage. Lots of choice of places to eat nearby . The outside space was great, our children loved having a go on the tennis court and we even saw a deer in the garden! Georgie was quick to respond to pur questions, helpful and offered flexibility around check in/out. we would definitely come back!
Top guest favorite
Guesthouse in Cookham Dean
4.89 out of 5 average rating, 36 reviews

Swedish cottage in Cookham Dean, 5 min to Marlow

ScottRating, 5 stars4 days ago
We enjoyed a wonderful stay at the Swedish Cottage. The place is very cosy, and is within a beautiful garden. It’s located close to local restaurants and has some fantastic walks (with the dog). Communication with Anita was also great too.

Quick stats about vacation rentals that are pet-friendly in Windsor and Maidenhead

  • Total rentals

    500 properties

  • Total number of reviews

    14K reviews

  • Family-friendly rentals

    320 properties are a good fit for families

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wifi availability

    490 properties include access to wifi

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