Pet-friendly vacation rentals in Windsor and Maidenhead

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Windsor and Maidenhead

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
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
5 out of 5 average rating, 116 reviews

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).

Guest favorite
Barn in Warfield
4.91 out of 5 average rating, 844 reviews

Delightful small converted barn

Unique newly converted small barn, bright, light and self contained. Sleeps 3 adults or 2 adults and 2 children (or 2 small adults) due to restricted height space in loft. Large gravel drive behind big, wooden gates for safe and easy parking. An assortment of Teas, coffee & biscuits. Breakfast is not provided. Situated down a country lane, within the garden of the house, walking distance to pubs and restaurants. Near Lapland UK, Legoland, Ascot, Windsor, Train stations to London and Reading

Top guest favorite
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 Windsor
4.99 out of 5 average rating, 102 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.

Top guest favorite
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
4.98 out of 5 average rating, 425 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.

Top guest favorite
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
4.94 out of 5 average rating, 126 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

Top guest favorite
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
4.98 out of 5 average rating, 182 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.

Guest favorite
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 Dean
4.85 out of 5 average rating, 108 reviews

Charming 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 .

Superhost
The living room features a combination of comfortable seating, including a plush gray sofa and a vibrant yellow armchair. A smart TV is placed on a modern media console, while a patterned area rug adds warmth to the space. Natural light enters through large windows, enhancing the inviting atmosphere.
Home in Colnbrook
4.83 out of 5 average rating, 112 reviews

Shal SweetHome@ Heathrow -pick & Drop + Parking

Book this family &bussiness friendly,well connected to London and only 10 mins away from Heathrow airport. You are welcome to bring your car as free parking available on premises. Pick and drop to airport is also available on request. Public transport is only couple of mins walk away. Elizabeth line to central London from Langley station, which is 2 miles away. 20 mins by bus to Langley station Attractions Windsor Castle Legoland Windsor resort Thorpe park Chessington world of adventure

Top guest favorite
A serene bedroom features a spacious bed adorned with neutral linens and decorative pillows. Soft, warm lighting is provided by two hanging lamps, while artwork decorates the walls. Fresh towels are neatly arranged on a textured blanket at the foot of the bed, alongside a woven basket.
Condo in Windsor
4.92 out of 5 average rating, 141 reviews

Windsor -Castle 5 min walk lux 2 Bed 2bath+Garden

Welcome to Central Windsor. Only a 10 -15 min walk to Windsor Castle - The long walk / Great Park -Local shops -Restaurants Cafes -Pubs -Arts centre -Theatre •Good transport links to London - Heathrow 20 minutes by taxi -702/703 buses to bottom of Grove road . Super comfy king size bed with en-suite wet room plenty of wardrobe space Small double bedroom & second bathroom (extra nightly charge p) Kitchenette Microwave Washing machine . Private Patio No smoking/ Vaping please

Top guest favorite
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
4.95 out of 5 average rating, 167 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.

Guest favorite
A well-lit living area features a comfortable gray sofa paired with a matching ottoman. Two side tables with lamps are situated next to large windows, which allow natural light to fill the space. A small desk with a chair completes the setup.
Condo in Buckinghamshire
4.91 out of 5 average rating, 395 reviews

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

Stunning 1 bedroom apartment in a great central location in Marlow. Free on-site parking and private patio garden with sofas and dining. Please Read the Reviews. Brand new kitchen, with all appliances, coffee machine. Free high-speed WIFI. TV's in the living room and bedroom, with fire sticks. Dedicated fitness area with spinning bike, weights and TRX cables. Additional bed charged at £35.00. (This is a foldout chair bed suitable for a child up to 12 years)

Guest favorite
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
4.97 out of 5 average rating, 136 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.

Popular amenities for Windsor and Maidenhead pet-friendly home rentals

When is the best time to visit Windsor and Maidenhead?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$30,886 GYDG$29,425 GYDG$29,425 GYDG$32,138 GYDG$35,269 GYDG$39,860 GYDG$40,277 GYDG$39,025 GYDG$38,399 GYDG$36,730 GYDG$33,808 GYDG$35,477 GYD
Avg. temp6°C6°C8°C11°C14°C17°C19°C19°C16°C12°C8°C6°C

Quick stats about vacation rentals that are pet-friendly in Windsor and Maidenhead

  • Total vacation rentals

    Explore 530 vacation rentals in Windsor and Maidenhead

  • Nightly prices starting at

    Windsor and Maidenhead vacation rentals start at G$6,261 GYD per night before taxes and fees

  • Verified guest reviews

    Over 15,080 verified reviews to help you choose

  • Family-friendly vacation rentals

    350 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

  • Wi-Fi availability

    520 of Windsor and Maidenhead vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Windsor and Maidenhead rentals

  • 4.7 Average rating

    Windsor and Maidenhead stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Windsor and Maidenhead's top spots, include Ascot Racecourse, Virginia Water Lake, and Odeon Maidenhead

Destinations to explore