Family-friendly holiday rentals in Addlestone

4.95 out of 5 average rating, 146 reviews

A two-story white house with a gabled roof is positioned in a residential area. The main entrance features a welcoming porch framed by potted plants. A paved driveway leads to the door, with neighboring houses and greenery visible on either side.

Home in Addlestone

Film Studio*Heathrow Airport*Families*Long Stays

Outstanding Property with Excellent Reviews (4.95/5 from 164 Guests) Nestled in a picturesque area, this property offers a perfect balance of tranquillity & convenience. Enjoy a short stroll to the scenic canal, lush farmlands, and numerous attractive footpaths. Key amenities are just moments away, including Addlestone train station, GP services, a pharmacy, Tesco Extra, shops, and cozy cafés. Weybridge is also within walking distance. Discover the perfect stay at our highly-rated property

4.99 out of 5 average rating, 194 reviews

A private sun terrace features a rectangular table with four woven chairs beneath a large grey umbrella. Surrounding planter boxes are filled with vibrant flowers, while a low hedge and wooden fence provide a secluded atmosphere. Sunlight brightens the patio area.

Condo in Weybridge

Private light & airy 1 bed apartment Weybridge

BEHIND ELECTRIC GATES A SPACIOUS BRIGHT & AIRY ONE BEDROOM GROUND FLOOR APARTMENT with dedicated parking a few meters from your front door. SELF-CONTAINED with its own entrance and private sun terrace. Situated a few mins walk to shops, cafes, restaurants, River Thames & Weybridge town. Perfect for visiting family, business, golfers, mini breaks. LONDON 25 mins train. WIMBLEDON 20 mins, SHEPPERTON STUDIOS 10 min by car. BROOKLANDS MUSEUM 5 min, Hampton Court and HEATHROW 20 MIN. GATWICK 40 MINS

4.92 out of 5 average rating, 107 reviews

The exterior of the guest house features a charming brick facade with wooden accents. A small door with a glass window is framed by greenery and decorative planters. A stone pathway leads to the entrance, complemented by surrounding plants.

Guesthouse in Surrey

Peaceful Surrey Guest House

Peaceful, clean guest house with private entrance and parking. Short walk to Walton on Thames train station (with regular direct trains to central London in 25 mins) Ideal for exploring Wimbledon, Hampton Court, Twickenham, and nearby golf courses including Burhill, St George’s Hill, and Silvermere Kitchen includes fridge, oven, toaster, kettle, washing machine, and tea/coffee Heathrow 20 mins Gatwick 40 mins Extra guests must be confirmed via the Airbnb booking. Upstairs not for guest use.

4.96 out of 5 average rating, 337 reviews

The spacious bed is dressed in white linens, complemented by decorative pillows featuring tropical patterns. Gold sconces flank the bed, illuminating the unique textural wall with intricate patterns. A round mirror adds depth, reflecting the soft lighting in the cozy sleeping area.

Guesthouse in Surrey

Ground floor studio flat

A quiet, ground floor studio flat, fully self-contained, affording high levels of privacy & comfort, with freedom to come & go via your own front door at anytime day or night. Situated in a quiet, safe, leafy cul-de-sac in Cobham (dubbed UK’s Beverly Hills!) which offers: The Ivy, gastro pubs, boutique shops, Waitrose & more. Driving: 5mins to Oxshott station, 10mins to M25, 20mins to Guildford (or train). Airports: Heathrow (10miles), Gatwick (16miles). Trains to London Waterloo: 35mins.

4.99 out of 5 average rating, 108 reviews

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.

4.88 out of 5 average rating, 107 reviews

The exterior of a white Georgian house is shown, featuring symmetrical windows and a prominent entrance with a columned porch. A gravel driveway is visible, along with a small black garage to the left, bordered by manicured greenery.

Cottage in Chessington

Gorgeous 1 Bed Annexe close to Surbiton/Kingston

Self contained 1 Double Bedroom Annexe close to Surbiton/Kingston Stunning self contained annexe attached to the main Georgian house with it’s own independent front door and key lock box. Short walk to bus stop or station. Short bus ride to Surbiton and Kingston. Trains from Surbiton reach London Waterloo in just 16 mins. The Annexe has recently undergone a tasteful refurbishment and is modern and beautiful. Off street parking available, just outside your front door. Non smoking property.

4.99 out of 5 average rating, 128 reviews

The living area features high wooden beams and a large window allowing natural light. A comfortable sofa is placed alongside classic armchairs. A kitchen area with cabinetry is visible, complemented by a decorative lamp and houseplants. Soft textures enhance the cozy environment.

Cottage in Chobham

Beautiful oak barn in peaceful countryside setting

Delightful detached barn crafted from French oak in a peaceful private lane on a gated country estate. Luxuriously appointed with full facilities for a short break or longer stay. Air Con. Free EV charging point. Many public footpaths close by. Local shops are only a 10 minutes stroll. Gastro pubs, restaurants and independent shops within easy walking distance. A short drive from M25 (J11). Fast rail links to London from Woking. LGBTQ+ friendly. Friendly Spaniel and Siamese cat on site.

4.95 out of 5 average rating, 109 reviews

The exterior of a brick annex is shown, featuring a private entrance and large windows adorned with decorative shutters. Flower boxes with vibrant blooms are positioned beneath the windows, and the surrounding greenery includes well-maintained hedges and a paved area leading to the entryway.

Guest suite in Woodham

Spacious self-contained Annex/Apartment nr Woking

A spacious one bedroom annex with own private entrance integral & part of our home. The bedroom can be set up with either a king sized bed or twin beds. Full bathroom and kitchen with washer/dryer, oven/hob, microwave and dishwasher. Lovely lounge/diner overlooking the garden. Broadband/tv/bedding/towels for your stay. Quiet location near the Basingstoke Canal, within walking distance of West Byfleet railway station with its fast link to London. Ideal for Ascot Races & Wimbledon tennis.

4.99 out of 5 average rating, 151 reviews

The exterior of the Georgian dwelling is framed by lush greenery, featuring a variety of plants and trees. A well-kept staircase leads to the entrance, showcasing the brick facade and charming windows. Natural light enhances the inviting atmosphere of the surroundings.

Apartment in Esher

Clive House, Portsmouth Road, Esher, KT10 9LH

Nestled walking distance from Esher High Street the apartment is situated across the courtyard of Clive House, a Georgian dwelling built in the middle of the eighteenth century by Clive of India. The newly refurbished accommodation includes : living area, kitchen/ diner and ensuite double bedroom with a kingsize bed. Living includes a new compact and bijou fully fitted kitchen, dining area with wood burner, luxurious sofa and Smart HD TV/ Sonos sound bar as well as complimentary WiFi.

Cottage in Englefield Green

A cozy living area features a comfortable white sofa adorned with striped cushions. Natural light filters through two windows with shades, highlighting a wooden coffee table and side table displaying a small vase of flowers. A mirror reflects the space, adding depth.

5.0 out of 5 average rating, 391 reviews

2 Bedroom Luxury Cottage (Secure & Quiet)

This charming Cottage is located in the picturesque Village of Englefield Green. Just four miles from Windsor Castle, three miles from Wentworth Golf Course and six miles from Ascot Race Course. Heathrow Airport if just six miles away. 300 metres further down the lane is The Royal Air Force Memorial and below that, on National Trust grounds that skirts the River Thames is the Magna Carta Memorial. The Royal Holloway University is a ten minute stroll across the Village.

4.99 out of 5 average rating, 163 reviews

An outdoor seating area features a circular table surrounded by dark wooden chairs. A barbeque grill stands nearby, and the surrounding garden is lush with greenery. The unique architecture of the property includes charming brick walls and vibrant green doors, framed by foliage.

Cottage in Chobham

The Coach House

The Coach House is a totally unique property, nestled in the peaceful surroundings of Chobham Common. Spread over two floors, this charming accommodation offers 2 bedrooms, 2 bathrooms, a sitting room, a dining room, a kitchen, & a utility room. There is also an outdoor seating area equipped with barbeque, perfect for unwinding. The quirky design & characterful features of this historic building add to its charm & make it a truly delightful place to stay.

Cottage in Bracknell Forest

A cozy sitting room is featured, showcasing a comfortable armchair and a large coffee table adorned with various books and decorative items. A warm fire burns in the fireplace, and built-in shelving lines one wall, filled with a diverse selection of books.

4.97 out of 5 average rating, 358 reviews

Luxury 2 bedroom cottage

Luxury Cottage at Hayley Green A charming, character-filled retreat for up to 4 guests in a peaceful semi-rural setting. Designed for comfort and relaxation, it’s ideal for couples, families, or friends. Enjoy a well-stocked library if you prefer to stay in. Perfectly located: 6 mins to Lapland Ascot 9 mins to Legoland 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley-on-Thames Under 1 hour by train to London via nearby Bracknell station

Popular amenities for Addlestone family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 459 reviews

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

4.94 out of 5 average rating, 563 reviews

The spacious bedroom features a comfortable bed dressed in soft linens, flanked by bedside tables with lamps. Exposed wooden beams create a rustic ambiance, while patterned curtains frame the window. A wooden dresser adds character, and a full-length mirror reflects the room's charm.

Barn in Horley

Cosy, Rustic 17th Century Country Barn.

4.92 out of 5 average rating, 112 reviews

The spacious living area features high wooden beams and large windows that allow ample natural light. A fireplace is centrally located, framed by a mix of comfortable seating and a glass coffee table. A staircase leads to the upper level, enhancing the open design.

Barn in Buckinghamshire

Dorney/Windsor Family Getaway with Hot Tub

4.99 out of 5 average rating, 187 reviews

An outdoor area showcases a two-person hot tub, with bubbles visible on the surface. A table set for dining and two chairs are positioned nearby under an umbrella. The wooden exterior of the barn is highlighted, with warm light glowing from the windows.

Barn in Bramley

A luxury barn conversion Bramley, near Guildford

Shepherd’s hut in Elstead

The exterior of a wooden hut is visible, featuring a private hot tub on a spacious deck. A stylish hanging chair adds seating. Warm lights illuminate the structure, highlighting its inviting entrance and set against a backdrop of lush greenery.

4.89 out of 5 average rating, 311 reviews

Hot tub, luxury shepherd's hut, private & secluded

Shepherd’s hut in Slinfold

A handcrafted Shepherd's Hut is nestled amidst lush greenery by the lakeside, showcasing a sunlit exterior. A spacious deck with seating invites relaxation, while trees provide a natural backdrop. The calm water reflects the charming structure, enhancing the peaceful setting.

4.96 out of 5 average rating, 212 reviews

Lakeside Hut with Hot Tub & Fire Pit/BBQ

Shepherd’s hut in Hillingdon

5.0 out of 5 average rating, 174 reviews

Romantic Lakeside Hut | Hot Tub | Near London

4.9 out of 5 average rating, 111 reviews

The 16th-century farmhouse is framed by a white gate, surrounded by verdant lawns. The stone exterior showcases intricate architectural details, with large windows and a decorative entrance. Lush trees and sparse shrubbery complete the charming landscape under a clear blue sky.

Home in Hedgerley

Slade Farmhouse with secluded Hot Tub

Family- and pet-friendly home rentals

4.85 out of 5 average rating, 114 reviews

A historic building showcases traditional architecture with exposed wooden beams and brick accents. The structure features multiple gabled roofs and large windows, providing ample natural light. Surrounding greenery and colorful flowers enhance the entrance, creating an inviting atmosphere along a quiet road.

Home in Ripley

The Barn, Grade II, Ripley

4.98 out of 5 average rating, 153 reviews

A modern living area features a spacious sectional sofa arranged around a coffee table. Soft lighting is provided by hanging bulbs, while large windows allow natural light to fill the space. Decorative plants and a television complete the inviting atmosphere.

Barn in Bray

Oak Bray Coach House

4.89 out of 5 average rating, 231 reviews

The entrance of The Annexe features a welcoming wooden porch with large glass windows. Surrounding greenery and gravel lead to the door, which is flanked by potted plants. The rustic charm is enhanced by stone and wooden elements in the architecture.

Home in Woking

Country House Woking S/C 2 person Annex

4.92 out of 5 average rating, 240 reviews

A bright kitchen features a wooden dining table surrounded by chairs, with a vase of tulips as a centerpiece. Bifold doors open to a spacious garden, framed by wooden fencing and lush greenery. Modern appliances and cabinetry complete the open space.

Home in Bracknell Forest

2 bed house, close to Town Centre

4.98 out of 5 average rating, 235 reviews

The exterior view of the property showcases a black wooden structure with prominent gabled roofs and dormer windows. A warm, inviting entryway is framed by greenery, and a wooden gate is visible, providing access to a secluded area.

Home in Surrey

Ty Bach

4.97 out of 5 average rating, 355 reviews

Guesthouse in Grayswood

Grayswood Cowshed in stunning Grounds

Cottage in Abinger Common

A charming one-story cottage is featured, constructed with dark timber and a welcoming gabled entrance. Surrounding the cottage, a gravel pathway is lined with lush greenery and flowering shrubs. The structure is set against a backdrop of trees, contributing to a serene atmosphere.

4.99 out of 5 average rating, 227 reviews

Mare's Nest

4.97 out of 5 average rating, 293 reviews

A serene landscape captures a field bathed in soft, early twilight hues. The horizon features a silhouette of trees against a gentle gradient of color, with an expansive grassy foreground that invites contemplation in the tranquil surroundings.

Barn in Ockley

Beautiful Rural Barn in Surrey Hills AONB

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 196 reviews

A clear blue swimming pool is framed by a spacious patio featuring sun loungers and wooden dining furniture. The dark wooden loft conversion is visible in the background, surrounded by leafy greenery and potted plants, creating a serene outdoor atmosphere.

Barn in Loxwood

Country getaway on rural Surrey/Sussex border.

4.98 out of 5 average rating, 111 reviews

Lavender plants in full bloom are featured prominently in the foreground, with deep purple flowers contrasting against lush green foliage. In the background, a round, clock-topped structure can be seen, set amid a beautifully landscaped garden area.

Home in Frimley Green

Surrey Cottage with indoor heated swimming pool

4.96 out of 5 average rating, 176 reviews

Farm stay in Guildford

The Luxury Cottage – Surrey Countryside Retreat

4.99 out of 5 average rating, 135 reviews

A natural swimming lake is surrounded by lush greenery and wildflowers. The clear water reflects the sky above, while a small wooden platform extends into the lake. The serene setting includes expansive fields in the background, creating a peaceful rural atmosphere.

Barn in Bletchingley

Mattie's Loft

4.86 out of 5 average rating, 460 reviews

A warm dining area is presented with a wooden table set for a meal. Elegant glassware, a candle, and wine bottles complement a bouquet of roses. Exposed brick walls enhance the rustic charm, while shelves display a curated selection of decor items.

Condo in Wandsworth

Luxury Battersea studio w open fire, close to Park

4.86 out of 5 average rating, 133 reviews

Tent in Merstham

Bell Tent Glamping Single unit, self contained.

4.94 out of 5 average rating, 255 reviews

A well-appointed barn conversion is depicted beside a swimming pool, featuring a shaded seating area with a table and chairs. Surrounding greenery enhances privacy, and the building’s exterior showcases a blend of white and black paneling under a clear blue sky.

Guesthouse in Rudgwick

Bucks Green Place Beautiful Converted Barn