
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 $87 NZD 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 and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 of Maidenhead holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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.

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).
PetsOutdoor spacesCheckout
5.0 out of 5 average rating, 153 reviews
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
Outdoor spacesPetsNearby
4.95 out of 5 average rating, 169 reviews
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.
PetsWalkabilityCleanliness
4.99 out of 5 average rating, 110 reviews
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.
PetsOutdoor spacesComfort
4.98 out of 5 average rating, 466 reviews
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 .
WalkabilityOutdoor spacesComfort
4.86 out of 5 average rating, 128 reviews
The Stables, Little Marlow
A fabulous, converted barn, located in the very desirable village of Little Marlow, Bucks. The property is set within 3/4 acre for your private use and has it's own private driveway + parking. The interior has underfloor heating, a wood burning stove, panelled walls, en-suite, and a family bathroom. Little Marlow has been in numerous Midsomer Murder TV series. The village has two pubs, a cricket ground and a church. The property is a 10 min walk to the river Thames. AONB & cons. area
WalkabilityOutdoor spacesValue
4.9 out of 5 average rating, 187 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.
Outdoor spacesPetsBackyard
4.95 out of 5 average rating, 188 reviews
Gardeners’ Cottage (Georgian stable conversion)
An entirely self contained cottage, recently converted from a Georgian stable and gardeners’ lodge. While adjacent to the owners property it is entirely separate, with its own secure parking and EV charger. Located in a small village, with two pubs on doorstep. Market town of Wallingford (setting for “Midsomer Murders”) is short walk, many amenities including boat rides on the River Thames an outdoor heated pool (summer), great restaurants and shops including Waitrose.
PetsWalkabilityAccuracy
4.96 out of 5 average rating, 417 reviews
Fabulous Farm House in Skirmett
Valentine Farm House is newly refurbished to the highest standard and provides a wonderful base for a quick break or a longer stay, in the picturesque village of Skirmett, situated in the Hambleden Valley. Immerse yourself in country living in the Chilterns and enjoy the fantastic atmosphere of rural life. With horses to admire, right on your door step and unlimited walks, bike rides and local pubs to pop into, you're going to be falling in love with Valentine Farm.
PetsWalkabilityAccess
4.92 out of 5 average rating, 145 reviews
Luxury Penthouse with Huge Balcony
Take a break in our luxurious penthouse. The enormous south-west facing balcony offers panoramic views of the sunset each evening, making it the perfect spot to relax after a day. The interior is bright and modern, with floor-to-ceiling windows and sliding doors that fill the space with natural light. The fully-equipped kitchen has everything you need to prepare meals, and the living room is outfitted with premium audio (Sonos) and TV for your entertainment.
Outdoor spacesWalkabilityGetting around
4.94 out of 5 average rating, 170 reviews
18th century cottage
Self contained character annex in the beautiful Buckinghamshire countryside. Low ceilings and a narrow steep staircase with handrail and stairgates top and bottom. Parking spaces at the front and use of garden to the rear. Fantastic location on the edge of the Chilterns; good road and rail links to London, Oxford and Wembley. Close to the Thames, Windsor, Marlow, Cliveden, Hedsor House, Harry Potter Studios and Legoland. Plus there’s a pub next door!
PetsWalkabilityWi-Fi
4.91 out of 5 average rating, 248 reviews
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.
WalkabilityPetsHospitality
4.94 out of 5 average rating, 715 reviewsPopular amenities for Maidenhead pet-friendly home rentals
Pet-friendly house rentals

Spacious Victorian Farmhouse with rural views
PetsWalkabilityHiking
4.92 out of 5 average rating, 141 reviews
River Thames near Windsor, Heathrow & London
Outdoor spacesPetsDecor
4.96 out of 5 average rating, 157 reviews
Sunnycove - Riverfront House near Windsor
PetsOutdoor spacesLayout
4.98 out of 5 average rating, 104 reviews
Cottage in Hartley Wintney/Wi-Fi/Netflix/Parking
Outdoor spacesPetsQuiet
4.94 out of 5 average rating, 549 reviews
The Happy Cottage - Central Henley
WalkabilityOutdoor spacesRiver
4.96 out of 5 average rating, 118 reviews
Rose Cottage, 4 bedrooms, parking 3 cars, garden
Outdoor spacesPetsLayout
4.88 out of 5 average rating, 194 reviews
Gorgeous Victorian home-ideal get away near Henley
PetsOutdoor spacesValue
4.92 out of 5 average rating, 106 reviews
Stunning riverside house in the heart of Chilterns
WalkabilityOutdoor spacesParking
4.86 out of 5 average rating, 213 reviewsPet-friendly home rentals with a pool

Romantic Christmas Retreat, Heated Pool, Hot Tub
PetsWalkabilityAccess
4.99 out of 5 average rating, 343 reviews
The Pool House with Private Pool & Hot Tub
WalkabilityOutdoor spacesCheckout
4.93 out of 5 average rating, 147 reviews
The Cottage, Little Marlow
Outdoor spacesPetsCondition
4.89 out of 5 average rating, 63 reviews
Two Bed Large Countryside Barn with Indoor Pool
WalkabilityPetsParking
4.99 out of 5 average rating, 74 reviews
The Mill House
WalkabilityOutdoor spacesIndoor spaces
4.99 out of 5 average rating, 74 reviews
Stunning 6 Bed Cottage & Annexe in Oxfordshire
WalkabilityOutdoor spacesCheck-in
4.67 out of 5 average rating, 6 reviews
Riverside Traditional Log Cabin
Outdoor spacesGetting aroundHot tub
5.0 out of 5 average rating, 18 reviews
Barn conversion, Henley-on-Thames
Outdoor spacesWalkabilityLocation
4.87 out of 5 average rating, 244 reviewsPrivate, pet-friendly home rentals

Inclusive, childsafe, garden, near pubs/river/golf
WalkabilityOutdoor spacesCondition
4.95 out of 5 average rating, 146 reviews
The Brickmaker’s Loft
PetsOutdoor spacesAccess
4.98 out of 5 average rating, 217 reviews
Stunning 3-bedroom castle view Windsor townhouse
Outdoor spacesPetsKitchen
4.8 out of 5 average rating, 258 reviews
Luxury Boathouse Apartment - central Henley
PetsOutdoor spacesSleep quality
4.95 out of 5 average rating, 224 reviews
Bradenham Barn in The Chiltern Hills
Outdoor spacesPetsLong stay
4.82 out of 5 average rating, 135 reviews
Garden Cottage..pretty countryside location
Outdoor spacesWalkabilityBreakfast
4.95 out of 5 average rating, 362 reviews
Very Pretty 2 BR Cottage On Edge of National Trust
WalkabilityPetsLocation
4.77 out of 5 average rating, 13 reviews
Historic Luxury Townhouse in Marlow
PetsWalkabilityQuiet
4.97 out of 5 average rating, 63 reviewsWhen is the best time to visit Maidenhead?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $281 NZD | $279 NZD | $260 NZD | $337 NZD | $281 NZD | $384 NZD | $316 NZD | $316 NZD | $283 NZD | $267 NZD | $272 NZD | $276 NZD |
| 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
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Tower Bridge
- Silverstone Circuit
- Clapham Common
- Emirates Stadium
- Goodwood Motor Circuit
- Victoria Park
- University of Oxford
- Tottenham Hotspur Stadium
- Thorpe Park Resort
- The National Bowl
- Blenheim Palace
- Big Ben
- Buckingham Palace
- South Downs National Park
- Alexandra Palace





