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Maidenhead vacation rentals
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Best Vacation rentals and Airbnb offers in Maidenhead

Discover Central Vacation Rentals in Maidenhead

From vibrant downtown areas to historic streets, these Maidenhead vacation rentals put you close to everything worth seeing.

2 Bedroom Apartments In Central Maidenhead - Maidenhead
8.9 12 reviews

2 Bedroom Apartments In Central Maidenhead

apartment, Maidenhead
This Maidenhead apartment is conveniently located in the town center, just a short drive from popular attractions like Dorney Lake, Cliveden House, and Windsor Castle. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The two-bedroom apartment offers 810 square feet of space, comfortably accommodating up to four guests. Enjoy modern amenities such as a fully equipped kitchen, private parking, and a balcony with city views, perfect for relaxing after a day exploring the area.
The Green Views Apartment Contractors, Families, Travels - Maidenhead
9.6 26 reviews

The Green Views Apartment Contractors, Families, Travels

apartment, Maidenhead
This Maidenhead apartment is located near the town center, just a short drive from Cliveden House, Windsor Castle, and Legoland Windsor. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The apartment features a cozy bedroom and a fully equipped kitchen, offering a convenient and relaxing experience. Guests can enjoy amenities like free Wi-Fi, a washing machine, and a peaceful atmosphere, making it an ideal choice for exploring Maidenhead and its surrounding attractions.
Maidenhead - Gated Parking Balcony - Maidenhead
9.0 8 reviews

Maidenhead - Gated Parking Balcony

apartment, Maidenhead
This Maidenhead apartment rental is conveniently located near Legoland Windsor (8.3 miles), Windsor Castle (9.1 miles), and LaplandUK (10 miles), offering easy access to popular attractions.
This 640-square-foot (approximately 60-square-meter) two-bedroom, one-bathroom unit features free Wi-Fi, free gated parking, a fully equipped kitchen with a microwave and refrigerator, and in-unit laundry facilities; it comfortably accommodates families or groups of up to four.
Imperial Court By Viridian Apartments - Maidenhead
8.5 27 reviews

Imperial Court By Viridian Apartments

apartment, Maidenhead
This Maidenhead apartment is conveniently located just 6.7 km from Dorney Lake and 7.2 km from Cliveden House, offering easy access to these popular attractions while providing a peaceful retreat from the town center. The apartment has received excellent ratings for cleanliness, location, and overall experience.
The apartment features a well-equipped kitchen with a fridge, microwave oven, and dishwasher, making it easy to prepare meals. Guests can enjoy free WiFi, private parking, and a tranquil setting, perfect for relaxing after a day of exploring Maidenhead.

Best Maidenhead vacation rentals with air conditioning

30 M² Apartment ∙ 1 Bedroom ∙ 3 Guests - Maidenhead
No reviews

30 M² Apartment ∙ 1 Bedroom ∙ 3 Guests

apartment
This one-bedroom flat at 57 Farnham Road in Great Britain offers a convenient base, located near a bus stop and Slough train station, with a metro station approximately a 0.5-mile bike ride away, placing you close to restaurants, cafes, and shops.
The 320-square-foot residence features air conditioning, a fully equipped kitchen, a spacious closet, and two single beds, accommodating up to three guests with rare free parking available.
3-bed Home, Free Parking, Smart Tv,family & Business Ready - Maidenhead
No reviews

3-bed Home, Free Parking, Smart Tv,family & Business Ready

apartment, Slough
This 3-bedroom, 1-bathroom rental home in Slough is located a 12-minute walk from the Slough Ice Arena and a 6-minute drive from Stoke Poges Golf Club, with the River Thames and Thames Path a 14-minute drive away.
This pet-friendly apartment offers Wi-Fi, air conditioning, and accommodates up to 6 guests, with essential toiletries provided and convenient access to High Street and King Edward Court Shopping.
Lego Theme Lodge With Petting Farm, 8 Mins From Legoland And Windsor, 15 Mins From Lapland Ascot - Maidenhead
9.8 6 reviews

Lego Theme Lodge With Petting Farm, 8 Mins From Legoland And Windsor, 15 Mins From Lapland Ascot

apartment, Windsor
This apartment is located in Dorney, 2.9 miles from Legoland Windsor and 3.1 miles from Windsor Castle, offering convenient access to Thorpe Park and Dorney Lake.
This 970 sq ft, two-bedroom, one-bathroom unit accommodates up to 9 guests and features a fully equipped kitchen, air conditioning, WiFi, a terrace, garden, and parking, providing a unique LEGO Theme Lodge experience with a petting farm.
The Garden Studio - Maidenhead
8.9 12 reviews

The Garden Studio

studio, Wargrave
This Wargrave studio apartment offers a peaceful base, located 11 miles from Dorney Lake and Cliveden House, and 12 miles from LaplandUK and Legoland Windsor.
This 200-square-foot studio includes air conditioning, a kitchenette, WiFi, parking, and a terrace, accommodating up to 3 guests.

Frequently Asked Questions about vacation rentals in Maidenhead

  • Which neighborhood in Maidenhead should you consider for a vacation rental?

    The best neighborhood for a vacation rental is probably around the town center, as it's close to shops, restaurants, and the train station. You'll be within walking distance of everything and have easy access to all the attractions Maidenhead has to offer.
  • What are the best Airbnb and vacation rentals in Maidenhead?

  • What are the top family-friendly attractions in Maidenhead?

    For families, the Maidenhead Heritage Centre is a great place to learn about the town's history, and the Maidenhead Thicket is a beautiful park with plenty of space for kids to run around. The Braywick Leisure Centre has a pool, gym, and other activities for all ages.
  • What are the most popular Airbnbs in Maidenhead?

  • When is the best time to book a vacation rental in Maidenhead?

    The best time to book a vacation rental in Maidenhead is during the shoulder seasons, like spring or fall, when the weather is mild and the crowds are smaller. You'll get the best deals and have a more relaxed experience.
  • What are the best vacation rentals with a pool in Maidenhead?

    Spacious Sunny Apartment, Sheephouse Manor and Modern Bungalow With Private Swimming Pool are the best vacation rentals with a pool in Maidenhead.

  • What events or festivals should visitors check out in and around Maidenhead?

    Maidenhead doesn't have many large festivals, but you can check out the Maidenhead River Festival in July for live music, food stalls, and boat races. The nearby Windsor Castle also hosts many events throughout the year.
  • What are the best rentals for families and kids in Maidenhead?

  • What are the best budget-friendly activities in Maidenhead?

    For budget-friendly activities, you can walk or cycle along the Thames Path, visit the free Maidenhead Library, or explore the Maidenhead Thicket. The town center also has many affordable cafes and restaurants.
  • What are the best rentals or Airbnbs with a jacuzzi in Maidenhead?

  • What are the best restaurants with local dishes in Maidenhead?

    The best restaurants for local dishes are probably The Old House at 42, which serves traditional British pub food, and The Copper Kettle, which has a more modern take on British cuisine. For a more casual experience, you can try The Anchor pub.
  • What are the best walking or cycling routes in Maidenhead?

    A great walking or cycling route is along the Thames Path, which goes right through Maidenhead. You can also explore the Maidenhead Thicket, which has many trails for all levels of fitness.
  • Are there pet-friendly attractions in Maidenhead?

    Maidenhead Thicket is pet-friendly and a great place for a walk with your dog. Many of the cafes and restaurants in the town center also welcome dogs.
  • What are the benefits of choosing a vacation rental in Maidenhead?

    Vacation rentals offer more space and privacy than a hotel. You can also cook your own meals and enjoy the amenities of a home away from home. Some vacation rentals even have unique features like a hot tub or a garden.

Popular destinations

Choose the Right Vacation Rentals with a Terrace in Maidenhead

Enjoy your own private terrace with city skyline views at these vacation rentals in Maidenhead.

Apartment ∙ 5 Bedrooms ∙ 13 Guests - Maidenhead
No reviews

Apartment ∙ 5 Bedrooms ∙ 13 Guests

apartment
This five-bedroom rental house in Windsor, Berkshire, is located on a quiet residential street, approximately a 1.2-mile walk from Windsor Castle and the town center, and a 0.6-mile walk to Royal Windsor Racecourse.
This spacious accommodation sleeps 13 guests and features a fully equipped kitchen, a private garden with patio seating, on-site parking for one car, free street parking, a dedicated workspace, and a games room with a pool table.
Stylish Windsor Getaway W Balcony - Free Parking - By Tempstay - Maidenhead
8.5 19 reviews

Stylish Windsor Getaway W Balcony - Free Parking - By Tempstay

apartment, Windsor
This Windsor apartment rental is conveniently located 1.2 miles from Windsor Castle and 1.6 miles from Legoland Windsor, offering easy access to major attractions.
The 1290-square-foot unit features two bedrooms, two bathrooms, and can comfortably accommodate six guests, boasting a fully equipped kitchen, balcony, free parking, and Wi-Fi.
The Royal Hideaway I Parking - Maidenhead
9.0 38 reviews

The Royal Hideaway I Parking

apartment, Windsor
Loft Living by Lawsons, a one-bedroom apartment in Windsor, is a 12-minute walk from Windsor Castle and conveniently located near Legoland Windsor (2.2 miles), Heathrow Airport (11 miles), and Uxbridge Tube Station for easy London access.
This 550-square-foot unit sleeps up to 7 guests and features a fully equipped kitchen with a dishwasher, a private entrance, free Wi-Fi, and a terrace or balcony.
Kensington House By Mnk Estates - Maidenhead
7.9 318 reviews

Kensington House By Mnk Estates

apartment, Slough
This apartment is located in Slough, just 3.5 miles from Windsor Castle and 4.4 miles from Legoland Windsor, making it a convenient base for exploring the area. Guests have consistently rated this property highly for its cleanliness, location, and overall experience.
The apartment features a private bathroom, a fully equipped kitchen with a fridge and microwave, and a terrace or balcony. You'll also enjoy free Wi-Fi, free parking, and the convenience of being just 8.1 miles from Heathrow Airport.

Compare Vacation Rentals for Families in Maidenhead

Booking a family-oriented vacation rental in Maidenhead keeps you close to top city attractions for a stress-free getaway.

3-bed Bungalow Near Elizabeth Line, Parking - Maidenhead
9.0 2 reviews

3-bed Bungalow Near Elizabeth Line, Parking

house, Burnham
This recently renovated 3-bedroom bungalow in Burnham is located 3.6 miles from Dorney Lake and Cliveden House, and 12 miles from London Heathrow Airport.
This 970 square foot vacation home accommodates up to 11 guests and features a fully equipped kitchen, free WiFi, on-site parking, and a garden with outdoor seating.
Central Marlow Modern Apartment - Maidenhead
10 57 reviews

Central Marlow Modern Apartment

apartment
This ground-floor Marlow, Buckinghamshire apartment is a two-minute walk from the High Street, offering easy access to restaurants and shops.
The one-bedroom, one-bathroom unit sleeps three, features a private patio, secure parking, a well-equipped kitchen with a dishwasher and washer/dryer, and high-speed Wi-Fi.
Modern 5 Bed Barn Conversion In Dorney By Tempstay - Maidenhead
9.2 5 reviews

Modern 5 Bed Barn Conversion In Dorney By Tempstay

apartment, Windsor
This converted barn is located in the quiet village of Dorney, just outside Windsor, a short drive from Windsor Castle and Legoland. The surrounding area offers a tranquil escape from the hustle and bustle, making it a perfect getaway for families and groups of friends.
The spacious farmhouse sleeps up to 9 guests in 5 bedrooms. The property features a fully equipped kitchen, 4 bathrooms, a patio, a garden, and parking, as well as amenities like underfloor heating, surround sound, and a pool table.
Five-bedroom Home Near Windsor And Legoland, Free Parking - Maidenhead
9.3 3 reviews

Five-bedroom Home Near Windsor And Legoland, Free Parking

house, Dorney
This Dorney vacation rental is located a few miles from Dorney Lake, Windsor Castle, and Cliveden House, with Uxbridge Tube Station and Brunel University also within reach.
This 1290 sq ft house offers a fully equipped kitchen, free WiFi, private parking, and accommodates up to 17 guests, featuring a balcony and private entrance for your convenience.

Best Maidenhead vacation rentals with parking

The Old Gatehouse - Maidenhead
9.5 8 reviews

The Old Gatehouse

apartment
Tranquil Garden Haven, Comfy Family & Contractor Pad - Maidenhead
8.8 6 reviews

Tranquil Garden Haven, Comfy Family & Contractor Pad

house, Farnham Royal
Windsor Mews By Stay Focused Sa - Maidenhead
9.4 151 reviews

Windsor Mews By Stay Focused Sa

house, Windsor
Contemporary Boutique 4 Sleeper Eton High Street - Pass The Keys - Maidenhead
8.9 11 reviews

Contemporary Boutique 4 Sleeper Eton High Street - Pass The Keys

apartment, Windsor

Find the Best Luxury Vacation Rentals in Maidenhead

Elevate your stay in a luxury vacation rental or Airbnb in Maidenhead, featuring high-end finishes and a prime location.

Quiet Retreat In Holyport - Maidenhead
9.0 2 reviews

Quiet Retreat In Holyport

apartment, Maidenhead

Discover Pet-Friendly Vacation Rentals in Maidenhead

Experience a pet-friendly stay in Maidenhead with vacation rentals located steps away from city dog parks and walking trails.

Maidenhead Fabulous Stylish Two Bedroom Penthouse - Maidenhead
No reviews

Maidenhead Fabulous Stylish Two Bedroom Penthouse

apartment, Maidenhead
Modern Studio In Bracknell With Free Parking - Maidenhead
8.2 48 reviews

Modern Studio In Bracknell With Free Parking

studio, Bracknell
Bracknell Stylish 2 Bedroom Top Floor Apartment - Maidenhead
8.2 5 reviews

Bracknell Stylish 2 Bedroom Top Floor Apartment

apartment, Bracknell
Your Home From Home That's So Conveniently Placed - Maidenhead
9.9 41 reviews

Your Home From Home That's So Conveniently Placed

apartment

Top-Rated Vacation Rentals with a Pool in Maidenhead

Choose a Maidenhead rental with a pool for a refreshing swim right in the heart of the city.

Entertain, Celebrate, Relax In Period Luxury Barn - Perfect For Family Groups - Maidenhead
10 14 reviews

Entertain, Celebrate, Relax In Period Luxury Barn - Perfect For Family Groups

apartment, Taplow
40 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - Maidenhead
No reviews

40 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests

apartment, Wraysbury
Villa ∙ 4 Bedrooms ∙ 9 Guests - Maidenhead
10 8 reviews

Villa ∙ 4 Bedrooms ∙ 9 Guests

house, Old Windsor
Forest Getaway Retreat - Maidenhead
10 2 reviews

Forest Getaway Retreat

house, Hedgerley

Top Vacation Rentals with a Hot Tub in Maidenhead

Unwind at the end of a busy city day with a private hot tub at these hand-selected vacation rentals in Maidenhead.

Wellness Escape By River, Sauna, Heated Pool, Hot Tub - Maidenhead
8.0 2 reviews

Wellness Escape By River, Sauna, Heated Pool, Hot Tub

house, Windsor
Family Friendly Escape In Eton, Countryside Views With Hot Tub - By Tempstay - Maidenhead
9.8 5 reviews

Family Friendly Escape In Eton, Countryside Views With Hot Tub - By Tempstay

house, Eton
Hilltop Shepherds Hut With Hot Tub And Tennis - Maidenhead
No reviews

Hilltop Shepherds Hut With Hot Tub And Tennis

cabin, Hambleden
Luxury Villa With Hot Tub - Royal Ascot, Legoland - Pass The Keys - Maidenhead
9.3 3 reviews

Luxury Villa With Hot Tub - Royal Ascot, Legoland - Pass The Keys

house, Windsor
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