
Pet-friendly holiday rentals in Maidenhead
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Maidenhead

Total holiday rentals
Explore 60 holiday rentals in Maidenhead

Nightly prices starting at
Maidenhead holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 1,440 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of Maidenhead holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Maidenhead rentals

4.6 Average rating
Maidenhead stays receive an average rating of 4.6 out of 5 from guests
Top-rated pet-friendly home rentals in Maidenhead
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Inclusive, childsafe, garden, near pubs/river/golf
The Cottage is a safe space welcoming to all. Self check-in, private garden area, outdoor furniture (& table-tennis). River/pubs/golf within half-mile walk. Galleried bedroom, Superking bed, laptop friendly desk/dressing table (room for travel cot). Ground floor large sofabed. Wifi & SmartTV. Kitchen area with oven, gas hob, microwave, fridge with small freezer. Dining table for 4. Free parking for 2 cars on forecourt shared with main house. Quiet location, trees and birdsong. Animal friendly.

Magical Marlow town centre
Wing Cottage is a charming period terraced cottage with log burner in the heart of Marlow. It has been stylishly refurbished and has its own secluded courtyard garden. 5 minutes walk from High St shops with Everyman Cinema, Tom Kerridge’s Michelin* Hand &Flowers & The Coach, plus Marlow Ivy Garden, Côte Brasserie, Piccolino, The Compleat Angler and several historic pubs. The Park and Thames Path river walk are 10 minutes walk. Nearby bus stops serve neighbouring Henley-on-Thames (8 miles away).

Gorgeous CountryCottage overlooking Windsor Castle
The Victorian Lodge (1876) is a charming & quintessentially English country cottage on a private estate once owned by King Henry 8th. It sits right beside Windsor Great Park, at the entrance of a long driveway to Little Dower House, where the owners of the Lodge live. The private gardens and stunning view at the Victorian Lodge provide the perfect setting for a small intimate wedding. Whilst the romantic gardens within the Little Dower House estate provide an ideal venue for larger weddings.

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath
Charming, riverside log cabin on the bank of the Kennett, overlooking a nature reserve. Privately located in my back garden there is a large open plan room with 2 double sofa beds, sleeping 4, a slate bed pool table & Hi Fi system. There's a luxury en suite bathroom with copper bathtub, shower, basin & WC. There are basic kitchen facilities with kettle, toaster, double hot plate, microwave & grill, sink & refrigerator/freezer. A veranda with 2 bbq's & seats plus lower deck overlook the river.

Charming terrace in the heart of Bray village
Our lovely victorian terraced home is perfectly situated for all the fine dining that the charming village of Bray has to offer. The Michelin 3-starred Waterside Inn and Fat Duck are a few mins walk away as are the Crown Inn, Hinds Head and Caldesi. Stroll 15 mins more and you’ll find the recently renovated Monkey Island Estate. A short drive and you can be at either Ascot or Windsor Races, Cliveden House, Legoland, the village of Cookham or the beautiful river Thames towns of Marlow or Henley

17th Century Barn in quiet country village
A 17th Century Hay Barn 7 miles from Oxford and in the same village as ‘Le Manoir aux Quat’ Saisons’. Enjoy a glass of bubbles on your own private terrace before strolling to dinner at this famous Cotswold stone Manor. Fully wheelchair accessible & with private parking this unique property is the perfect place for a few days away walking in the nearby Chilterns, exploring Oxford’s Colleges & Cafes, visiting Art & Literary Fairs or attending appointments at Oxford’s many leading hospitals.

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.

Peaceful Cottage, dogs welcome, private garden.
A pretty cottage fully equipped for a comfortable holiday/ stay! Set back from the road, a peaceful haven. Private garden & parking. Easy walk to all local amenities & The River Thames. Great pubs &Michelin Star restaurants locally. The Chiltern Way offers a stunning path to all cyclists & walkers. Gorgeous old Towns of Windsor ( Legoland& Castle) Henley( Regatta & Festival)& Marlow (Tom Kerridge) , Cliveden, The Stanley Spencer Gallery,Train -London Paddington. M4 M40, Bicester Village .

The Stable Lodge
The Lodge is light, airy and modern, whilst providing original character and features. An ideal getaway for couples, those visiting family and friends, or somewhere to base yourself for a weekend of walking in the chilterns; this cosy, self-contained lodge is perfect for those looking to get away from it all. Set on a working stable yard surrounded by private ancient woodland accessible to guests. Private fenced garden, however not secure on one side for a determined dog.

"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.

Old Butchers Wine Cellar 15th Century Apartment
Our restored 15th century apartment is in a unique position on Cookham High Street, located within 500 meters to 7 different restaurants and pubs and four Michelin Star restaurants within 3 miles. Situated above our beautiful wine shop with a pop up wine bar on Thursday, Friday and Saturday nights. We have very comfortable beds, 100% cotton sheets and towels. The perfect choice for couples, business travellers and families.

The Happy Cottage - Central Henley
‘The Happy Cottage’ is a beautiful 19th Century Terraced Cottage. It is an 8 minute walk to the heart of Henley’s charming town center, picturesque River Thames, and train station. Whether you will be attending a Festival, Concert, Fair or simply want a relaxing getaway, our cozy cottage is only a few minutes’ walk to all of this and more.
Popular amenities for Maidenhead pet-friendly home rentals
Pet-friendly house rentals

Beautiful 3 bed home with large driveway parking

Fabulous Farm House in Skirmett

Stunning riverside house in the heart of Chilterns

Charming Goring house – riverside walks & pubs

Lovely house, beautiful kitchen with FREE parking!

18th century cottage

River Thames near Windsor, Heathrow & London

Film Studio*Heathrow Airport*Families*Long Stays
Pet-friendly home rentals with a pool

Cottage getaway

Barn conversion, Henley-on-Thames

Two Bed Large Countryside Barn with Indoor Pool

Family Friendly Country House - Pool & tennis

Island Hideaway on the Thames

Eagles Nest – Cosy Surrey Countryside Cottage

Luxury barn with stunning outdoor swimming pool

3 miles to Royal Ascot, pool, sleeps 12 in 2 acres
Private, pet-friendly home rentals

Gardeners’ Cottage (Georgian stable conversion)

Delightful small converted barn

The Hayloft - luxury country retreat

Luxury Shepherd's Hut with stunning sunset views!

Modern 2 Bedroom Victorian Gem in Henley-On-Thames

Very Pretty 2 BR Cottage On Edge of National Trust

Annex with Stunning Views

Spacious, Family Home - With Parking & Garden
When is the best time to visit Maidenhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $208 SGD | $207 SGD | $192 SGD | $177 SGD | $176 SGD | $174 SGD | $234 SGD | $234 SGD | $209 SGD | $198 SGD | $201 SGD | $204 SGD |
| Avg. temp | 6°C | 6°C | 8°C | 11°C | 14°C | 17°C | 19°C | 19°C | 16°C | 12°C | 8°C | 6°C |
Destinations to explore
- Flat rentals Maidenhead
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- Rentals with a washing machine and dryer Maidenhead
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- Pet-friendly rentals Berkshire
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- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Emirates Stadium
- Tower Bridge
- Silverstone Circuit
- Clapham Common
- Goodwood Motor Circuit
- University of Oxford
- Thorpe Park Resort
- Buckingham Palace
- Blenheim Palace
- Chessington World of Adventures Resort
- Alexandra Palace
- South Downs National Park
- London Stadium
- Big Ben
- Victoria Park





