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Our top choices for Winslow holiday rentals

Swedish Cottages

Swedish Cottages
3.0 star property
Luton
7.2 out of 10, Good, (43)
"We needed somewhere to stay near Luton for one night, this was perfect, easy to find and park, quiet, just on outskirts of town and a good price "
United Kingdom
Nicola
The price is Rp1.600.715
Rp1.920.858 total
includes taxes & fees
1 Jan - 2 Jan 2026
Swedish Cottages

Escapade Silverstone

Escapade Silverstone
3.0 star property
Towcester
9.8 out of 10, Exceptional, (113)
"Beautiful location, rooms, restaurant, food - everything! Cannot fault it. We loved the wellness area too. So relaxing. "
United Kingdom
Charlotte
The price is Rp2.985.804
Rp3.582.965 total
includes taxes & fees
4 Jan - 5 Jan 2026
Escapade Silverstone

Shepherdshut-cotswolds-petfriendly-woodburner

Shepherdshut-cotswolds-petfriendly-woodburner
2.0 star property
Brackley
10.0 out of 10, Exceptional, (1)
"Lovely hut, with a peaceful and cosy atmosphere. We stayed here for a couple of nights for the end part of our road trip, whilst visiting around cities and towns, it was great, it was nice and secluded too. "
United Kingdom
Megan-Rose
Shepherdshut-cotswolds-petfriendly-woodburner

Station house

Station house
2.0 star property
Central Milton Keynes
The price is Rp2.124.243
Rp3.340.034 total
includes taxes & fees
26 Dec - 27 Dec
Station house

Newpointe Luxury Serviced Apartment at the Atrium

Newpointe Luxury Serviced Apartment at the Atrium
3.5 star property
Milton Keynes
8.0 out of 10, Very good, (6)
"Lovely condition, really cosy and warm - especially as it’s cold at the moment! Parking available on property Convenient location - shops 20 mins walk away "
United Kingdom
Emily
The price is Rp2.448.152
Rp3.728.724 total
includes taxes & fees
27 Dec - 28 Dec
Newpointe Luxury Serviced Apartment at the Atrium

Shepherdshut-cotswolds-petfriendly-woodburner

Shepherdshut-cotswolds-petfriendly-woodburner
2.0 star property
Brackley
10.0 out of 10, Exceptional, (2)
"Super cute, like being in your own romantic little bubble in the countryside. We came to watch a friend do a parachute jump at the airfield for charity. It was the perfect place to stay for a night or two. Loved the BBQ, the view through the windows and the way the space was designed. So compact and yet everything was so considered and well designed. "
United Kingdom
James
The price is Rp2.888.067
Rp2.888.067 total
includes taxes & fees
6 Jan - 7 Jan 2026
Shepherdshut-cotswolds-petfriendly-woodburner

Fountain View Cottage

Fountain View Cottage
3.0 star property
Bicester
9.0 out of 10, Wonderful, (4)
"We stayed here as a base for the Game Fair and it was a great location for that. We didn’t really explore the area much but we did get pizza from The Hertford which was good. There wasn’t any garden chairs and is it was lovely weather this was a bit amid a shame as the domino was in the courtyard a fair bit. The cottage was pretty, tidy, clean and cosy. No welcome package was a bit of a shame as this has become pretty standard for holiday cottages and the garden was overrun with bindweed...
United Kingdom
Georgina
The price is Rp10.315.008
Rp12.378.009 total
includes taxes & fees
2 Jan - 3 Jan 2026
Fountain View Cottage
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 Winslow Hotel Reviews

Find out more about Winslow

Search for holiday rentals in Winslow on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in Winslow using one of the methods below:

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Look no further and take a look at our great range of rental properties in Winslow!

Frequently asked questions

Are there holiday rentals in Winslow?

Yes, there are holiday rentals close to the most popular sights in Winslow, or you can select a more secluded option if you're looking for a relaxing stay. Winslow is known for its cafés and football games. Make sure you have time to check out the churches and entertainment choices during your trip.

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

PRIVATE ROOMs In TOWN CENTRE FREE PARKING WIFI AND PATIO WITH AA STAY LTD: This holiday home rental outside of Winslow 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 can I see and do in Winslow?

While exploring the area, visit family-friendly sights like Planet Ice, or get outside and enjoy nature at Bletchley Park. Winslow Farmers Market and St Laurence Church are a couple of places you'll find in the wider area.

What are holiday rentals like in Winslow?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winslow. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.