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Our top choices for Winslow holiday rentals

Escapade Silverstone

Escapade Silverstone
3.0 star property
Towcester
9.8 out of 10, Exceptional, (112)
"Great place to stay at Silverstone."
United States
Catesby
The price is ₹14,857
₹17,828 total
includes taxes & fees
8 Jan - 9 Jan 2026
Escapade Silverstone

Tring Grange Cottage - Sleeps 2 - Onsite Parking

Tring Grange Cottage - Sleeps 2 - Onsite Parking
3.0 star property
Tring
10.0 out of 10, Exceptional, (2)
"Excellent really enjoyed stay. Perfect little getaway for a short break. "
United Kingdom
Peter
The price is ₹19,314
₹23,177 total
includes taxes & fees
15 Dec - 16 Dec
Tring Grange Cottage - Sleeps 2 - Onsite Parking

Swedish Cottages

Swedish Cottages
3.0 star property
Luton
7.2 out of 10, Good, (43)
"Excellent location and in perfect condition, couldn’t have been happier "
United Kingdom
Simon
The price is ₹7,556
₹9,068 total
includes taxes & fees
14 Dec - 15 Dec
Swedish Cottages

City Stay Apartments - Centro

City Stay Apartments - Centro
4.5 star property
Central Milton Keynes
9.0 out of 10, Wonderful, (23)
"Lovey clean and modern apartment. Spotless condition and very central for my needs. Nice change to a hotel."
United Kingdom
Johnston
The price is ₹13,359
₹16,031 total
includes taxes & fees
20 Dec - 21 Dec
City Stay Apartments - Centro

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 ₹54,644
₹65,574 total
includes taxes & fees
20 Dec - 21 Dec
Fountain View Cottage

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 ₹15,451
₹15,451 total
includes taxes & fees
17 Dec - 18 Dec
Shepherdshut-cotswolds-petfriendly-woodburner

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 ₹13,098
₹19,949 total
includes taxes & fees
14 Dec - 15 Dec
Newpointe Luxury Serviced Apartment at the Atrium

City Stay Apartments - The Hub MK

City Stay Apartments - The Hub MK
4.0 star property
Central Milton Keynes
8.6 out of 10, Excellent, (16)
"After many years of Premier Inn and now other Hotels This is my first stay with a serviced apartment in this country. I must say I was not sure what to expect but knew the HUB area of MK so thought it would be OK. It was just great, a speedy and efficient way to self check in, everything was as they had explained in the email. the apartment and the block where clean tidy and looked after. I would recommend using these people again and When I'm in the area next time I will have a look to see...
United Kingdom
michael
The price is ₹14,016
₹16,819 total
includes taxes & fees
15 Dec - 16 Dec
City Stay Apartments - The Hub MK

Orchard Cottage

Orchard Cottage
3.5 star property
Aylesbury
8.0 out of 10, Very good, (1)
"Aanrader. Een leuk huis met voldoende voorzieningen en een fijne serre vanwaar je uitkijkt over de gloeiende heuvels. De eigenaren zijn zeer vriendelijk. Enig minpunt was voor ons het bed. Dat vonden wij niet zo comfortabel (erg kort en erg zacht), maar dit hoeft uiteraard niet voor iedereen een probleem te zijn. "
Netherlands
Eliza
Orchard 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

Holiday Rentals in Winslow

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

  • View our selection of featured holiday rentals in Winslow
  • Use the map to find apartments and other holiday homes in the Winslow neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winslow while they last

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.