Photo by Bill Nicholls

Benson Holiday Rentals

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Our top choices for Benson holiday rentals

Apartment in Windsor

Willow Court Farm
4.0 star property
10.0 out of 10, Exceptional, (199)
"Wonderful place ideal for families "
United Kingdom
Zoe
The price is S$236
includes taxes & fees
15 Dec - 16 Dec
Willow Court Farm

Cottage in Witney

The Clealings
3.5 star property
10.0 out of 10, Exceptional, (1)
"The perfect stay for a holiday in the Cotwolds with friends and family. The owners are very nice and the property has everything we needed and more"
United Kingdom
Alessandro
The price is S$2,303
includes taxes & fees
29 Dec - 30 Dec
The Clealings
3.0 star property
10.0 out of 10, Exceptional, (3)
"Communication with my host was easy and friendly. Check-in was smooth and easy and communication about check-out and the property was informative and helpful. Couldn't have asked for an easier and friendlier stay!"
United States
Anonymous traveller
The price is S$161
includes taxes & fees
28 Dec - 29 Dec
Cozy Bracknell Apartment With Modern Amenities
2.0 star property
10.0 out of 10, Exceptional, (4)
"The hideaway was perfect, we really enjoyed the garden and the quiet space. Conveniently located for local restaurants and activities."
United Kingdom
Tamara
Cuckoo s Hideaway - From 75 Per Night

Aparthotel in Reading City Centre

PREMIER SUITES Reading
4.0 star property
8.8 out of 10, Excellent, (156)
"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 S$138
includes taxes & fees
18 Dec - 19 Dec
PREMIER SUITES Reading
4.0 star property
7.2 out of 10, Good, (7)
"Great location near Maidenhead town centre"
United Kingdom
Roaa
The price is S$214
includes taxes & fees
1 Jan - 2 Jan, 2026
Imperial Court by Viridian Apartments

Apartment in Reading

Chester House
2.0 star property
10.0 out of 10, Exceptional, (5)
"It's conveniently located with plenty of affordable dining options and markets nearby. It's a nice 30-minute stroll to the city center or to the Thames River. The 2 bedroom place itself was nicely remodeled. The city could do a better job maintaining the sidewalks."
United States
Wing
The price is S$248
includes taxes & fees
21 Dec - 22 Dec
Chester House

Aparthotel in High Wycombe

Crendon House Boutique Hotel
4.0 star property
6.4 out of 10, (5)
"Easy check in and check out. Good communication with host. Very comfy "
United Kingdom
Karima
The price is S$107
includes taxes & fees
1 Jan - 2 Jan, 2026
Crendon House Boutique Hotel

Cottage in Aylesbury

Yew Tree Farm
3.0 star property
The price is S$5,186
includes taxes & fees
18 Dec - 19 Dec
Yew Tree Farm
2.0 star property
The price is S$264
includes taxes & fees
11 Jan - 12 Jan, 2026
Wycombe Oasis - Cozy 3-bed House Retreat

Aparthotel in Great Missenden

The George Inn Hotel Rooms
2.0 star property
The price is S$330
includes taxes & fees
16 Dec - 17 Dec
The George Inn Hotel Rooms
3.5 star property
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 S$314
includes taxes & fees
15 Dec - 16 Dec
Apple Perch 2BR Flat-Free Parking

Apartment in Reading

Ivory Lodge
4.0 star property
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 S$309
includes taxes & fees
24 Dec - 25 Dec
Ivory Lodge
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 Benson Hotel Reviews

Frequently asked questions

Can I find holiday rentals in Benson?

Yes, there are holiday rentals close to the most popular sights in Benson, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Benson has a good selection of restaurants. Make sure you have time to check out the breweries and riverfront during your trip.

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

PRIVATE ROOMs In TOWN CENTRE FREE PARKING WIFI AND PATIO WITH AA STAY LTD: This holiday home rental outside of Benson is on the boardwalk, and equipped with daily housekeeping and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What’s there to see and do in Benson?

Thames Path and Chiltern Hills are a couple of lovely local spots to get outside and enjoy nature. North Wessex Downs and Thames River are other places to visit while you're in town.

What are holiday rentals like in Benson?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Benson. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for families.