Pet-friendly holiday rentals in Old Windsor

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Top-rated pet-friendly home rentals in Old Windsor

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Guest favourite

Guest house in Oxfordshire

4.97 out of 5 average rating, 348 reviews

Stunning country retreat/romantic mini break

A stunning conversion above our detached oak framed barn. Stylishly furnished in a rustic luxury theme ensuring this little retreat ticks all boxes to make your stay comfortable & cosy! Extremely spacious and an ideal place to come and relax for a romantic countryside break. There are two great pubs within walking distance which offer amazing food although there is a very well equipped kitchen should you like to cook for yourselves. Easy access to Oxfordshire best countryside walks too.

9–16 Jan

€ 153 per night

Guest favourite

Guest house in Binfield

4.98 out of 5 average rating, 111 reviews

The Brickmaker’s Loft

A newly fitted one bedroom apartment, with living area, full kitchen, large bedroom with king size bed, a full size single bed in the eaves, and an extra single bed if needed. We’ve kitted the Brickmaker’s Loft out with everything you would need. The kitchen has an oven, fridge, dishwasher, kettle, toaster, microwave and all the normal cooking bits, crockery etc. The bathroom has a walk-in shower, loo, and sink, and a washing machine if you need it. The bedroom is a lovely relaxing space.

16–23 Mar

€ 136 per night

Guest favourite

Shepherd’s hut in Ewelme

4.99 out of 5 average rating, 359 reviews

Luxury Shepherd's Hut with stunning sunset views!

Welcome to Honeysuckle, our luxury shepherd's hut with stunning views across the fields in the Chilterns. In the evenings sit and watch the sun go down around your fire pit or stay cosy indoors with your log burner. We are a working farm and you may see the tractor trundle past feeding our herds of Texal sheep or Limousin cows grazing in front of you, or watch the birds following the plough up and down. You have your own secluded, fenced and private garden area with seating and wildflowers.

11–18 Nov

€ 118 per night

Guest favourite

Barn in Chilworth

4.94 out of 5 average rating, 274 reviews

New Cosy little Barn set in the Surrey Hills

The Duck Shed is a newly purpose built set in the heart of the Surrey Hills area close to the Pilgrimage walk up to St Martha on the hills little church,Albury Silent Pool Distillery which is also next door to Albury Organic vineyard.Shere Village is also only a few miles away and Denbie's famous vineyard near to Dorking historic market town.Guildford historic town (only one of two Cathedral towns in the Country) and a lovely Castle and grounds to walk around with it's wonderful Gardens.

24–31 Aug

€ 87 per night

Guest favourite

Home in Surrey

4.99 out of 5 average rating, 134 reviews

Ty Bach

A cosy, clean, warm and light annexe with its own walled garden. Situated on a beautiful private road a short walk from the historic cobbled streets of Guildford town centre with its numerous boutique shops and quality independent restaurants. Ty Bach is on the edge of the beautiful Surrey Hills (a designated Area of Outstanding Natural Beauty) and the Rivey Wey. It is the perfect destination for walkers, mountain bikers and lovers of the outdoors. Dog walking and country pub heaven!

30 Sep – 7 Oct

€ 124 per night

Guest favourite

Guest house in Surrey

4.95 out of 5 average rating, 203 reviews

Ground floor studio with private entrance

A ground floor studio designed especially for guests in mind. This entirely self-contained studio affords high levels of privacy and comfort, with the freedom to come and go as you please via your own front door. The studio is situated at the end of a quiet leafy cul-de-sac within easy reach of Cobham High Street (Ivy, gastro pubs, boutique shopping). Just 5 mins off the A3, 10 mins to the M25, close to Heathrow and Gatwick airports, 20 mins from Guildford and London 40 mins by train.

16–23 Oct

€ 108 per night

Guest favourite

Shepherd’s hut in Headley

5.0 out of 5 average rating, 145 reviews

Luxury Woodland Shepherds Hut & Romantic Hot Tub

Escape to your own little bit of luxury in the stunning Surrey Hills, conveniently less than an hour from London, and stay in one of our two gorgeous shepherd's huts. We are located near the picturesque village of Headley near Box Hill, so you have the feeling of being in the countryside but in a luxury hut with modern facilities like high speed wifi! Plus we have an indulgent wood fired couples hot tub. Perfect for birthday celebrations, romantic anniversaries and special nights away!

3–10 Oct

€ 165 per night

Guest favourite

Apartment in Buckinghamshire

4.94 out of 5 average rating, 142 reviews

Gardener's Bothy loft apartment, peaceful location

Loft apartment, Gardeners Bothy, completely newly refurbished, in converted barn in unique rural location. Minutes walk from the Thames towpath and Dorney Rowing lake. 10 minutes drive to the M4, close to Windsor town centre and handy for Slough Trading Estate, difficult to believe this is all so close to this unique and peaceful location overlooking fields and Dorney Common. Lovely place for walkers and great base for many local attractions. Ideal spot to work or just relax.

13–20 Dec

€ 125 per night

Guest favourite

Flat in Wokingham

4.96 out of 5 average rating, 113 reviews

"Koti" Grade II Listed Flat in Wokingham

Newly renovated Grade II listed, two bedroom flat. Sole use. Own private entrance and check in. Historical detail combined with contemporary furnishings creates a stunning base from which to explore the local area. Three minute walk to the station, excellent train links. Easy access to the A329 and motorways. 30 mins to Heathrow. Parking is on road in front of the property on a one way street. Hosts live below so always available for any assistance or local information.

21–28 Jan

€ 146 per night

Guest favourite

Home in Surrey

4.93 out of 5 average rating, 122 reviews

House Sleeps 5, 25 mins - London FREE Cancellation

JUST 25 Minutes by train to central London and just over an hour to the Cotswolds. FREE cancellation up to 24hrs prior to arrival. No damage deposit required, no cleaning fee or hidden charges. Outside of Londons ULEZ zone. FREE Parking. sleeping up to 5 this cosy house is a luxury renovated 1 bed in a quiet gated development. King size, double & single sofa beds. Close to Brooklands, Windsor, Ascot Thorpe Park, Legoland,Chessington , Wisley, Hampton Court, Heathrow

15–22 Aug

€ 122 per night

Guest favourite

Home in Wooburn Green

4.93 out of 5 average rating, 112 reviews

18th century cottage

Self contained character annex in the beautiful Buckinghamshire countryside. Low ceilings and a narrow steep staircase with handrail and stair gates top and bottom. Parking spaces at the front and use of the pretty garden to the rear. Fantastic location on the edge of the Chilterns; good road and rail links to London and Oxford, close to the Thames, Windsor, Marlow, Cliveden, Hedsor House, Harry Potter Studios and Legoland. Plus there’s a pub next door!

12–19 Jan

€ 130 per night

Guest favourite

Guest suite in Old Windsor

4.97 out of 5 average rating, 183 reviews

Self Contained Garden View Suite, Old Windsor.

Ideal for walkers wanting to explore historic Runnymede, or for walking, running or cycling along the Thames Path. Close to Windsor Great Park, Windsor Castle and Legoland. The closest entrances to Windsor Great Park are, Bears Rail for walkers only & Bishopsgate for runners, cyclists & walkers. Old Windsor has plenty of places to eat (see guidebook) all within walking distance, or visit Windsor town centre for shops, the castle and Legoland.

15–22 Jul

€ 89 per night