Pet-friendly holiday rentals in Old Windsor

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Popular amenities for Old Windsor pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Surrey
4.96 out of 5 average rating, 129 reviews

Beautiful 3 bed home with large driveway parking

RosemaryRating, 5 stars1 week ago
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.
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
Guest favourite
Home in Old Windsor
5 out of 5 average rating, 51 reviews

Beautiful 4 Bed Home | 7-9 Guests | HOT TUB

GaryRating, 5 stars1 week ago
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.
Guest favourite
Home in Hampshire
4.91 out of 5 average rating, 116 reviews

Lovely house, beautiful kitchen with FREE parking!

ErinRating, 5 stars1 week ago
Only used as a place to stay after a wedding but would’ve loved to stay longer! Good communication, lovely and clean and very nicely decorated. Would definitely return
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 favourite
Home in Wooburn Green
4.89 out of 5 average rating, 170 reviews

18th century cottage

LaurenRating, 5 stars1 week ago
Excellent two night stay at Jo’s place before we had to head home, close drive to Heathrow airport and Harry Potter studios. Comfortable, clean, nice pub right next door, thanks jo!
Superhost
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?
Guest favourite
Home in Wheatley
4.93 out of 5 average rating, 123 reviews

Beautiful 3 Bedroom Georgian house in Oxfordshire!

KathrynRating, 5 stars1 week ago
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

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
Apartment 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.
Guest favourite
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 favourite
Barn in Henley-on-Thames
4.97 out of 5 average rating, 34 reviews

Two Bed Large Countryside Barn with Indoor Pool

JulieRating, 5 stars1 day 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.
Guest favourite
Flat in Greater London
4.88 out of 5 average rating, 134 reviews

Stunning 1 bed in Battersea w/ pool, gym & rooftop

AngelaRating, 5 stars1 week ago
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
Guest favourite
Guest house 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!
Superhost
Home in Molesey
4.83 out of 5 average rating, 47 reviews

Hampton Oasis with Heated Pool & Large Garden

DanielleRating, 5 stars1 week ago
Really responsive host! The house was exactly like the pictures. A few house-hold things weren’t there (kitchen towels etc) but you can bring them from home or pick them up from the shop. The pool was never ‘warm’ but didn’t deter from the stay at all!

Private, pet-friendly home rentals

Guest favourite
Cottage in Englefield Green
5 out of 5 average rating, 29 reviews

Charming Stylish Cottage at Windsor Great Park

ChristyRating, 5 stars3 months ago
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.
Top guest favourite
Home in Windsor
5 out of 5 average rating, 20 reviews

Central Windsor, Large Garden, Games Room & Office

KathrynRating, 5 stars2 weeks ago
Beautiful place, ideal for groups and families, well located to experience all the treasures of the Windsor area. I appreciated the key-lock arrangement, so that the key can be accessed and doesn't get lost. Beyond that, Mark supplied several instructional videos about how to operate some of the home's features. Beautiful, well laid out, top quality. I would have loved to welcome guests and family with me for the full value.
Top guest favourite
Cabin in Hindhead
4.97 out of 5 average rating, 194 reviews

Oak Tree Retreat

GrahamRating, 5 starstoday
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.
Guest favourite
Apartment in Buckinghamshire
4.92 out of 5 average rating, 357 reviews

Marlow F3 A Lovely 1-bed apartment- WiFi & Parking

RobynRating, 5 stars1 week ago
Great apartment within waking distance of town. Really spacious, with a fully equipped kitchen and everything you could need. Very helpful and responsive hosts. Only negative is that it can be a bit noisy if you have the windows open and people are talking loudly on the pavement as they walk by. Though that is the nature of a ground floor apartment and it happened to be quite warm when we stayed so we had the windows open!
Top guest favourite
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
Apartment in Surrey
4.85 out of 5 average rating, 27 reviews

Central 1 BR apt, pkg, monthly discount

PaulRating, 5 stars1 month ago
great place, nicely secluded, really clean and great communication. thanks
Superhost
Apartment in Islington
4.84 out of 5 average rating, 171 reviews

Stunning Duplex w/ Terrace/ Parking/BBQ/3 bed&bath

ColinRating, 5 stars1 week ago
David’s place was amazing. It had every comfort you could want. David was incredibly helpful and responsive at every stage. The information he provided was extremely detailed. We thoroughly enjoyed and stay and would love to return again soon.
Top guest favourite
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!

Quick stats about holiday rentals that are pet-friendly in Old Windsor

  • Total rentals

    20 properties

  • Nightly prices starting at

    ₹5,994 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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