Holiday houses in Addlestone

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Addlestone

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top Guest favourite
A gated entrance features elegant stonework with an engraved year '1872'. The cobblestone path leads into a charming courtyard, surrounded by greenery. The building exhibits a blend of historical and contemporary architecture, with multiple rooflines and windows visible against a blue sky.
Home in Englefield Green
4.97 out of 5 average rating, 138 reviews

Five Star Boutique House near Windsor Castle, Ascot & London

This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious king size beds, beautiful bathrooms, abundant art and character; the properties look onto an ancient courtyard with fountain, secure behind private gates with parking. The location is exceptional. Windsor Great Park is a 10 min stroll away, and Windsor is 3 miles away, Wentworth Golf Club and Ascot are all within 6 miles. Central London is 35 minutes by train. Heathrow is 6 miles away.

Top Guest favourite
Home in Addlestone
4.95 out of 5 average rating, 137 reviews

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

Top Guest favourite
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
4.99 out of 5 average rating, 194 reviews

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

Top Guest favourite
The studio's interior features a spacious bed with soft bedding, a small dining table for two, and a kitchenette in the background. Natural light filters through the two windows, illuminating a comfortable seating area with a television and decorative elements.
Guesthouse in Surrey
4.96 out of 5 average rating, 319 reviews

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.

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
4.99 out of 5 average rating, 105 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 favourite
Cottage in Chobham
4.99 out of 5 average rating, 122 reviews

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.

Top Guest favourite
Guest suite in Woodham
4.95 out of 5 average rating, 104 reviews

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.

Top Guest favourite
The image shows a modern garden room surrounded by greenery, featuring a wooden fence and a neatly maintained lawn. A tree is positioned nearby, providing shade, with steps leading to the entrance of the residence, partially visible in the background.
Guest suite in Sunbury-on-Thames
5 out of 5 average rating, 107 reviews

The Garden Room - Sunbury Upon Thames

Relax in this modern, calm, stylish space, a new addition integral to our family home. Parking on road. The living area has a very comfortable sofa bed. We are 12 mins walk from Sunbury Main line train station with trains direct to London or short bus ride to Feltham station with fast trains to London Waterloo. Close to Heathrow airport, Kew Gardens, Hampton Court, Twickenham, BP village. 10 minutes walk from the village with good pubs and restaurants. Walking distance to Kempton Park.

Top Guest favourite
Cottage in Englefield Green
5 out of 5 average rating, 383 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.

Top Guest favourite
An indoor pool area is highlighted by a bright, open ceiling and soft lighting. The turquoise water is surrounded by stone tiles. Exercise equipment is visible on the wall, and comfortable seating is provided nearby, creating a functional and inviting space.
Cottage in Chobham
4.99 out of 5 average rating, 155 reviews

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.

Guest favourite
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.
Cottage in Warfield
4.97 out of 5 average rating, 341 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

Guest favourite
A couple relaxes in a bubbling outdoor hot tub, holding glasses, with a scenic view of lush green fields and trees in the background. A champagne bottle sits in an ice bucket beside them, enhancing the tranquil atmosphere.
Shepherd’s hut in Chessington
4.98 out of 5 average rating, 356 reviews

The Ultimate Couples Retreat | 30 Mins from London

This countryside retreat is the perfect romantic escape, just a 35 minute taxi/train ride minutes from London. Unwind in your private luxury hot tub, sip on a complimentary bottle Champagne under the stars, and wake up to breathtaking views of rolling fields and wildlife. Our handcrafted shepherd’s hut blends rustic charm with modern comfort, offering a king-sized stargazing bed, a cozy fire-lit deck, and a luxury bathroom, all set in a peaceful meadow.

Popular amenities for Addlestone holiday rentals

When is the best time to visit Addlestone?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$259 NZD$238 NZD$229 NZD$205 NZD$228 NZD$223 NZD$223 NZD$243 NZD$242 NZD$229 NZD$235 NZD$242 NZD
Avg. temp6°C6°C8°C11°C14°C17°C19°C19°C16°C12°C8°C6°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Addlestone?

    Addlestone has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Addlestone?

    Experience the best of Addlestone with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Addlestone?

    Four-legged friends are welcome in Addlestone. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Addlestone?

    Yes! Work meets play with ease at over 40 vacation rentals in Addlestone featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Addlestone?

    Make yourself at home in Addlestone by choosing from our most frequently booked neighborhoods. We have over 390 vacation rentals in Brooklands Industrial Park, over 830 vacation rentals in Addlestone, and over 190 vacation rentals in New Haw.

  • Do apartment rentals in Addlestone have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Addlestone. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Addlestone have wifi?

    Absolutely! We offer over 60 house rentals with wifi in Addlestone. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Addlestone have free parking?

    Absolutely! We offer over 50 house rentals with free parking in Addlestone. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Addlestone

  • Total holiday rentals

    Explore 90 holiday rentals in Addlestone

  • Nightly prices starting at

    Addlestone holiday rentals start at $69 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,050 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Addlestone holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Addlestone rentals

  • 4.8 Average rating

    Addlestone stays are highly rated by guests—averaging 4.8 out of 5!

  1. Airbnb
  2. United Kingdom
  3. England
  4. Surrey
  5. Addlestone