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Checkendon Holiday Rentals

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Our top choices for Checkendon holiday rentals

Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (199)
"Wonderful place ideal for families "
United Kingdom
Zoe
The price is AU$256
includes taxes & fees
4 Jan - 5 Jan 2026
Willow Court Farm

2 Bed - Sleeps 6 - Free Parking

2 Bed - Sleeps 6 - Free Parking
3.5 star property
Bracknell
10.0 out of 10, Exceptional, (1)
"Lovely apartment and had everything we needed. Good communication from the host. "
United Kingdom
Helen
The price is AU$291
includes taxes & fees
28 Dec - 29 Dec
2 Bed - Sleeps 6 - Free Parking

Kensington House by Solitaire Suites

Kensington House by Solitaire Suites
3.0 star property
Slough
7.2 out of 10, Good, (20)
"Came down for a few days with wife and kids. Felt really safe within property and very welcoming. Had no issue's at all will be back hopefully."
United Kingdom
Charles
The price is AU$177
includes taxes & fees
12 Jan - 13 Jan 2026
Kensington House by Solitaire Suites

PREMIER SUITES Reading

PREMIER SUITES Reading
4.0 star property
Reading City Centre
8.8 out of 10, Excellent, (157)
"Our stay was amazing. We stayed to go to the reading festiabl and it was brilliantly located 10 min walk to the train station. And abouve a mall wirh so many shops and parking!! Will definitely be staying here again."
United Kingdom
Emma
The price is AU$161
includes taxes & fees
27 Dec - 28 Dec
PREMIER SUITES Reading

Central Modern Flat Sleeps 6 - Dedicated Parking - From 125 Per Night

Central Modern Flat Sleeps 6 - Dedicated Parking - From 125 Per Night
2.0 star property
Henley-on-Thames
10.0 out of 10, Exceptional, (1)
The price is AU$530
includes taxes & fees
15 Jan - 16 Jan 2026
Central Modern Flat Sleeps 6 - Dedicated Parking - From 125 Per Night

Spacious, light apartment sleeps up to four

Spacious, light apartment sleeps up to four
Cookham
9.8 out of 10, Exceptional, (18)
"Beautifully refurbished property with very helpful hosts."
United Kingdom
Alexandra C.
The price is AU$426
includes taxes & fees
27 Dec - 28 Dec
Spacious, light apartment sleeps up to four

Apple Perch 2BR Flat-Free Parking

Apple Perch 2BR Flat-Free Parking
3.5 star property
Cowley
10.0 out of 10, Exceptional, (9)
"The host is very responsive and helpful, we had a good time in the apartment."
Hong Kong SAR China
Cheuk Lam
The price is AU$369
includes taxes & fees
28 Dec - 29 Dec
Apple Perch 2BR Flat-Free Parking

Homely Retreat Spacious Ground Floor Flat Near Oxford City Centre, Free Parking

Homely Retreat Spacious Ground Floor Flat Near Oxford City Centre, Free Parking
New Marston
10.0 out of 10, Exceptional, (1)
"We stayed for one night and loved it! The apartment is new, spotless, and in an excellent location. We really appreciated the free parking, as well as the thoughtful touches like tea, coffee, and all the kitchen utensils we needed. The beds were very comfortable, which made for a good night’s sleep. Our only suggestion would be to have a few extra pillows, but overall it was a wonderful stay and we’d happily come back!"
United Kingdom
Salma
The price is AU$495
includes taxes & fees
18 Dec - 19 Dec
Homely Retreat Spacious Ground Floor Flat Near Oxford City Centre, Free Parking

Imperial Court by Viridian Apartments

Imperial Court by Viridian Apartments
4.0 star property
Maidenhead
7.2 out of 10, Good, (7)
"Great location near Maidenhead town centre"
United Kingdom
Roaa
The price is AU$251
includes taxes & fees
1 Jan - 2 Jan 2026
Imperial Court by Viridian Apartments

Boxford Lodge, Boxford Lodge - Ground Floor Apartment close to Ascot, Windsor, Lapland.

Boxford Lodge, Boxford Lodge - Ground Floor Apartment close to Ascot, Windsor, Lapland.
Bracknell
10.0 out of 10, Exceptional, (1)
"The place is very clean and well kept. The kitchen has everything you need, I would definitely recommend it!! The host is very kind and quick to respond!! "
United States
Mariana
The price is AU$311
includes taxes & fees
4 Jan - 5 Jan 2026
Boxford Lodge, Boxford Lodge - Ground Floor Apartment close to Ascot, Windsor, Lapland.

Flat 1,1 bedroom flat sleeps 4 in Abingdon Oxfordshire

Flat 1,1 bedroom flat sleeps 4 in Abingdon Oxfordshire
Abingdon
10.0 out of 10, Exceptional, (1)
"We had a very nice stay. Just one night but used the washer and kitchen amenities. Would stay here again. It is a bit snug but cozy. "
United States
Zach G.
The price is AU$261
includes taxes & fees
27 Dec - 28 Dec
Flat 1,1 bedroom flat sleeps 4 in Abingdon Oxfordshire

Beautiful 1-bed Studio in Bourne end

Beautiful 1-bed Studio in Bourne end
3.0 star property
Bourne End
10.0 out of 10, Exceptional, (1)
"Super stay, gorgeous studio with separate kitchen and bathroom, immaculate throughout. Very convenient for the train station and a beautiful walk by the Thames is just a few minutes away! "
United Kingdom
natalie
The price is AU$231
includes taxes & fees
2 Jan - 3 Jan 2026
Beautiful 1-bed Studio in Bourne end

Ivory Lodge

Ivory Lodge
4.0 star property
Reading
8.6 out of 10, Excellent, (11)
"Looked beautiful on our arrival, superbly clean and luxurious. Manager was excellent in communication and handled any issues very fast and efficiently. "
United Kingdom
Dominee
The price is AU$346
includes taxes & fees
24 Dec - 25 Dec
Ivory Lodge

Hampden Apartments - The Louis

Hampden Apartments - The Louis
3.0 star property
Eton
9.8 out of 10, Exceptional, (12)
"Love the location and loved the flat. All was perfect for us. "
United States
Shannon
Hampden Apartments - The Louis

1400 Cottage An Enchanting Unique Stay - From 120 Per Night

1400 Cottage An Enchanting Unique Stay - From 120 Per Night
3.0 star property
Henley-on-Thames
8.0 out of 10, Very good, (1)
"Property is in a great location. Cottage is unique and quaint. Floors sloping upstairs and very squeaky. Beds very comfortable. Paperwork from owner was overwhelming and too much. "
United Kingdom
Alison
The price is AU$445
includes taxes & fees
14 Jan - 15 Jan 2026
1400 Cottage An Enchanting Unique Stay - From 120 Per Night

Hampden Apartments - The Anne

Hampden Apartments - The Anne
3.5 star property
Windsor City Centre
9.0 out of 10, Wonderful, (6)
"Really nice apartment close to the centre of Windsor. Handy parking space close by that will save you some money as the local Q park is about £45 for 48 hours! "
United Kingdom
Anonymous traveller
Hampden Apartments - The Anne

1400Cottage – An enchanting unique stay

1400Cottage – An enchanting unique stay
Henley-On-Thames
9.4 out of 10, Exceptional, (3)
"Very cute, very wonky building. Great location in the middle of town with on-street parking."
United Kingdom
jane c.
The price is AU$395
includes taxes & fees
4 Jan - 5 Jan 2026
1400Cottage – An enchanting unique stay

Luxurious & Modern Home

Luxurious & Modern Home
4.0 star property
Oxford City Centre
Luxurious & Modern Home

Hampden Apartments - The Catherine

Hampden Apartments - The Catherine
4.0 star property
Windsor City Centre
10.0 out of 10, Exceptional, (5)
"Brilliant stay, excellent location."
United Kingdom
Sophie
The price is AU$314
includes taxes & fees
18 Dec - 19 Dec
Hampden Apartments - The Catherine

Villa Noria

Villa Noria
Kingston Bagpuize
8.8 out of 10, Excellent, (3)
"Great stay. Perfect for our plans. Thank you."
United States
Arnold R.
The price is AU$408
includes taxes & fees
22 Dec - 23 Dec
Villa Noria
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Checkendon Hotel Reviews

Find out more about Checkendon

Everything you need to know about Checkendon holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Checkendon holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Checkendon holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Checkendon holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Checkendon. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Checkendon holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Checkendon holiday rentals we have selected for you start as low as AU$94 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Checkendon rentals

At Expedia, we put the best Checkendon holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Checkendon rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Checkendon holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Checkendon. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Checkendon?

Yes, there are holiday rentals close to the most popular sights in Checkendon, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Checkendon has to offer?

STABLE HOUSE - Near Windsor Castle: This holiday home rental outside of Checkendon is located on the waterfront, and offers a garden, laundry facilities and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop.

What’s there to see and do in Checkendon?

Explore the area and family-friendly sights such as Shinfield Studios, or get out into nature at a spot like Thames Path. Mapledurham House and Watermill and Leander Club are a couple of places you'll find in the wider area.

What’s a holiday rental in Checkendon like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Checkendon. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips or small group gatherings.