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Pet-friendly holiday rentals in Maidenhead

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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 $88 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.

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Top Guest favourite
The welcoming living area features a spacious gray sofa adorned with colorful cushions. A patterned area rug lies beneath the seating, which is accompanied by a stylish dining table. An open entryway leads to the kitchen, with abundant natural light streaming in from the garden.
Home in Marlow

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).

5.0 out of 5 average rating, 154 reviews
Guest favourite
A charming cottage with a brown-tiled roof is set amongst lush greenery. Outdoor furniture can be seen beside the cottage, offering a space for relaxation. A small table is ready for activities, while a well-maintained garden area is visible to the side.
Guesthouse in Cookham

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.

4.95 out of 5 average rating, 146 reviews
Top Guest favourite
The charming exterior of a Victorian terraced home features a white door framed by climbing greenery. Flower boxes filled with pink and white blooms adorn the windows, while a small bench sits beneath a decorative wrought iron fence.
Cottage in Bray

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

4.95 out of 5 average rating, 171 reviews
Top Guest favourite
The charming Victorian Lodge features a classic brick exterior with white trim, framed by lush greenery. Two inviting front windows and a central doorway are surrounded by decorative flower pots. A gravel pathway leads to the entrance, highlighted by an expansive tree nearby.
Cottage in Old Windsor

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.

4.98 out of 5 average rating, 111 reviews
Top Guest favourite
A riverside log cabin is nestled among trees, featuring a spacious deck and seating area overlooking the water. Lush greenery surrounds the outdoor space, creating a natural setting that invites relaxation. The cabin’s wooden structure blends harmoniously with its peaceful environment.
Cabin in Reading

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.

4.98 out of 5 average rating, 467 reviews
Top Guest favourite
A charming cottage is framed by a well-tended garden featuring a thatched roof. Comfortable seating is arranged on a grassy area, accompanied by a small table. The entrance door is flanked by windows adorned with flower pots, creating a welcoming look.
Guesthouse in Cookham

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 .

4.83 out of 5 average rating, 129 reviews
Guest favourite
The exterior of a rustic lodge is displayed, featuring natural wood paneling and a welcoming door. A gravel pathway leads towards the entrance, surrounded by landscaped gardens. Nearby, a white railing outlines a patio area, with trees and greenery providing a serene backdrop.
Barn in Slough

Slade Lodge

A spacious, bright and airy lodge, perfect for a secluded night away. Can be rented as additional space to the farmhouse or a stand alone booking. The lodge is a unique space which sleeps 2 in one suite, fully centrally heated and completely renovated last year, it also has kitchenette and dining table to seat 4. There is a quaint village pub just a stones throw away. Please note there is no hob however, there is a refrigerator and microwave available. Strictly no cats.

4.8 out of 5 average rating, 101 reviews
Top Guest favourite
The open-plan living area features two comfortable sofas arranged around a wooden coffee table, with decorative cushions. A modern kitchen is visible in the background, showcasing grey cabinetry and contemporary appliances. Natural light enters through large windows overlooking a private outdoor space.
Apartment in Wokingham

"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.

4.95 out of 5 average rating, 188 reviews
Guest favourite
A modern living area features large floor-to-ceiling windows, providing abundant natural light and showcasing expansive views. A plush sofa complements a sleek dining table set for six. Light wooden floors enhance the spaciousness, while greenery adds a touch of nature.
Condo in Bracknell

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.

4.94 out of 5 average rating, 170 reviews
Guest favourite
Home in Beaconsfield

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!

4.91 out of 5 average rating, 250 reviews
Top Guest favourite
A spacious living area is highlighted by exposed wooden beams and a large window allowing natural light. Two soft white sofas are arranged around a wooden coffee table, with a flat-screen TV positioned on a black stand. A charming brick fireplace adds character to the room.
Apartment in Cookham

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.

4.94 out of 5 average rating, 716 reviews
Top Guest favourite
A well-appointed bedroom features a spacious bed adorned with a rich purple throw. Natural light enters through multiple windows with white plantation shutters. A full-length mirror and two bedside tables complement the contemporary decor, creating a relaxed and comfortable ambiance.
Cottage in Heath

Modern Cottage with Rural Views

A stylish countryside cottage with sweeping views of farmland and woodland, best enjoyed from the garden terrace. Step outside to discover scenic country walks and a characterful pub and restaurant just 100 metres away (The Bottle & Glass Inn). Perfect for families or groups of friends, the cottage offers a peaceful escape while being only 3 miles from Henley-on-Thames and 4 miles from Reading.

4.97 out of 5 average rating, 156 reviews

Popular amenities for Maidenhead pet-friendly home rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Guest favourite
The exterior of a converted barn is highlighted against a vibrant sunset sky. The expansive lawn features seating arrangements and a patio area, with trees framing the background. The building showcases large windows, reflecting the colorful sky, creating a tranquil outdoor space.
Home in Buckinghamshire

The Stables, Little Marlow

4.9 out of 5 average rating, 187 reviews
Guest favourite
A spacious terrace is furnished with wicker seating and a wooden table, providing a comfortable area for relaxation. The serene view of the river Thames is framed by lush greenery and a bright blue sky, creating a peaceful outdoor setting.
Home in Wraysbury

River Thames near Windsor, Heathrow & London

4.96 out of 5 average rating, 157 reviews
Guest favourite
An expansive view of the countryside reveals green fields bordered by a wooden fence. The landscape features trees with autumn foliage, set against a clear blue sky. Distant farmhouses are visible among rolling hills, evoking the peaceful charm of rural life.
Home in Skirmett

Fabulous Farm House in Skirmett

4.92 out of 5 average rating, 145 reviews
Top Guest favourite
A serene riverside view showcases the flowing River Thames lined with moored boats. The expansive green garden gently slopes towards the water, framed by trees and flowering plants, providing a peaceful setting for relaxation.
Home in Wraysbury

Sunnycove - Riverfront House near Windsor

4.98 out of 5 average rating, 105 reviews
Guest favourite
An inviting lounge area features a cozy fireplace adorned with a floral arrangement. Two comfortable armchairs are positioned nearby, accompanied by a small table. A television rests on the shelf opposite the seating, with decorative shelves showcasing books and art.
Home in Henley-on-Thames

The Happy Cottage - Central Henley

4.96 out of 5 average rating, 118 reviews
Guest favourite
The exterior of the studio is displayed during a sunset, with a warm pink sky glowing above. A conservatory with large windows is visible, surrounded by a lush garden featuring blooming flowers and green grass. The countryside backdrop includes distant trees and open fields.
Home in Amersham

Stunning riverside house in the heart of Chilterns

4.86 out of 5 average rating, 214 reviews
Guest favourite
A cozy living room features comfortable seating, including a light-colored sofa and a dark grey couch. Large windows allow natural light to fill the space, with a window seat adorned with cushions. A traditional log fire complements the modern entertainment setup and charming decor.
Home in Wargrave

Gorgeous Victorian home-ideal get away near Henley

4.93 out of 5 average rating, 107 reviews
Superhost
A spacious garden features a well-maintained lawn shaded by several trees. A dining table is set with chairs under a green umbrella, while ornamental plants are placed in various pots nearby. The house is visible in the background, showcasing bi-fold doors that open to the interior.
Home in Maidenhead

Bright & Spacious Home 10 min from Elizabeth line

4.79 out of 5 average rating, 194 reviews

Pet-friendly home rentals with a pool

Guest favourite
The image captures a nighttime scene featuring a heated swimming pool with LED lighting. Nearby, a stylish cabin is illuminated with soft red light, showcasing its modern design. A hot tub is visible, surrounded by lush greenery and outdoor lights, creating a serene ambiance.
Cabin in Chesham

Romantic Christmas Retreat, Heated Pool, Hot Tub

4.99 out of 5 average rating, 344 reviews
Top Guest favourite
The spacious outdoor area features a serene swimming pool surrounded by artificial grass. A hot tub and loungers are visible beside the pool, with a patio table and chairs positioned nearby. The charming chalet stands in the background, showcasing large glass doors.
Farm stay in Chinnor

The Pool House with Private Pool & Hot Tub

4.93 out of 5 average rating, 147 reviews
Guest favourite
The cottage features a traditional brick exterior with a blue front door, surrounded by a natural landscape of trees and shrubs. A spacious area of lawn is visible in front, offering a sense of privacy and tranquility.
Cottage in Little Marlow

The Cottage, Little Marlow

4.89 out of 5 average rating, 65 reviews
Top Guest favourite
The exterior of a converted barn is visible, showcasing a rustic structure with a clock tower. Large windows framed in wood offer glimpses of the welcoming interior. Well-maintained greenery and flower beds surround a gravel courtyard, creating a tranquil outdoor space.
Barn in Henley-on-Thames

Two Bed Large Countryside Barn with Indoor Pool

4.99 out of 5 average rating, 74 reviews
Top Guest favourite
A charming Mill House, featuring a stone exterior and a spacious front entrance. Lush green grass and neatly trimmed hedges frame the property, while flowering lavender lines the pathway leading to the door. A second building is visible to the right, enhancing the picturesque setting.
Home in Stadhampton

The Mill House

4.99 out of 5 average rating, 74 reviews
Top Guest favourite
Cabin in Abbots Langley

Riverside Traditional Log Cabin

5.0 out of 5 average rating, 20 reviewsThe exterior of the barn conversion features a charming mix of stone and timber. Large glass doors invite access to the interior, while a spacious dining table is set outside on a well-maintained lawn, surrounded by open green space.
Home in Oxfordshire

Barn conversion, Henley-on-Thames

4.87 out of 5 average rating, 244 reviews
Guest favourite
Home in Buckinghamshire

Glorious Gardens

4.88 out of 5 average rating, 8 reviews

Private, pet-friendly home rentals

Top Guest favourite
A contemporary studio apartment is positioned along the riverbank, featuring a modern design with large glass windows. A graceful weeping willow tree frames the scene, adding a natural element to the tranquil waterfront setting. Gentle ripples are visible on the water's surface.
Loft in Henley-on-Thames

Luxury Boathouse Apartment - central Henley

4.95 out of 5 average rating, 225 reviews
Guest favourite
The exterior of the Brickmaker’s Loft displays a charming white facade with brown accents and multiple arched windows. A spiral staircase leads to the entrance, and a well-maintained garden is visible, featuring lush green grass and flower beds along the edge.
Guesthouse in Binfield

The Brickmaker’s Loft

4.98 out of 5 average rating, 217 reviews
Top Guest favourite
A charming exterior of a converted stable features a combination of dark wooden panels and warm brickwork. Large windows with grid patterns invite natural light, while the entrance is highlighted by a rustic door. A gravel path leads up to the front, framed by greenery.
Cottage in Crowmarsh Gifford

Gardeners’ Cottage (Georgian stable conversion)

4.96 out of 5 average rating, 417 reviews
Top Guest favourite
A rustic barn-style exterior features a mix of brick and timber. The building is complemented by a wooden deck with several white metal chairs arranged around a table, surrounded by greenery and a wooden fence. Two dormer windows are visible on the roof.
Condo in Buckinghamshire

Gardener's Bothy loft apartment, peaceful location

4.93 out of 5 average rating, 230 reviews
Guest favourite
The exterior of a Georgian townhouse is depicted, featuring a mix of white and brown brick facades. Bright red doors enhance the building's character, while multiple square windows provide natural light. A low iron railing suggests a welcoming approach to the entrance.
Townhouse in Windsor

Stunning 3-bedroom castle view Windsor townhouse

4.8 out of 5 average rating, 259 reviews
Superhost
The exterior of a historic converted barn is shown, featuring dark wooden cladding and a traditional roof. A gravel driveway leads to the entrance, bordered by low hedges and planters. Sunlight illuminates the landscape, enhancing the welcoming feel of the property.
Barn in Walter's Ash

Bradenham Barn in The Chiltern Hills

4.82 out of 5 average rating, 137 reviews
Top Guest favourite
The exterior of the lodge is shown, featuring wooden walls and a slate roof. A private courtyard is visible, bordered by greenery and a stone-paved area. Large windows allow natural light to enter the lodge, creating an inviting atmosphere.
Place to stay in Holmer Green

The Stable Lodge

4.98 out of 5 average rating, 291 reviews
Superhost
Cottage in Maidenhead

Very Pretty 2 BR Cottage On Edge of National Trust

4.77 out of 5 average rating, 13 reviews

When is the best time to visit Maidenhead?

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Avg. price$284 NZD$282 NZD$263 NZD$341 NZD$284 NZD$388 NZD$320 NZD$320 NZD$286 NZD$270 NZD$275 NZD$279 NZD
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