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Winslow Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Winslow vacation rentals

Rooftop terrace
Escapade Silverstone

Escapade Silverstone

3.0 star property
Towcester
9.8 out of 10, Exceptional, (110)
"Great place to stay at Silverstone."
United States
Catesby
The price is ￥25,240
￥30,287 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Escapade Silverstone
Deluxe Studio | Premium bedding, in-room safe, individually decorated, desk
Your Apartment Milton Keynes

Your Apartment Milton Keynes

3.0 star property
Central Milton Keynes
9.2 out of 10, Wonderful, (16)
"Good central location. Comfortable room. Ability to park (although you need to make direct contact with the hotel in advance to arrange such). "
United Kingdom
Beverly
Your Apartment Milton Keynes
1 bedroom, free WiFi, bed sheets
Studio - Sleeps 2 - Parking - Wifi

Studio - Sleeps 2 - Parking - Wifi

3.0 star property
Luton
Studio - Sleeps 2 - Parking - Wifi
Aerial view
Station house

Station house

2.0 star property
Central Milton Keynes
The price is ￥207,024
￥255,675 total
includes taxes & fees
Dec 10 - Dec 11
Station house
Exterior
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 ￥12,939
￥15,527 total
includes taxes & fees
Dec 10 - Dec 11
Swedish Cottages
Superior House, 4 Bedrooms | Private kitchen | Fridge, microwave, oven, stovetop
Salaam Letting

Salaam Letting

3.5 star property
Milton Keynes
Salaam Letting
Superior Apartment, City View | Private kitchen | Full-size fridge, microwave, oven, stovetop
Evan's Yard

Evan's Yard

3.5 star property
Bicester
8.0 out of 10, Very Good, (3)
"Nice apartment "
United Kingdom
Oskars
Evan's Yard
Exterior
PRIVATE ROOMs In TOWN CENTRE FREE PARKING WIFI AND PATIO WITH AA STAY LTD

PRIVATE ROOMs In TOWN CENTRE FREE PARKING WIFI AND PATIO WITH AA STAY LTD

3.5 star property
Aylesbury
6.8 out of 10, (24)
"Simple room, comfy bed, individual rooms inside a larger house with shared amenities such as kitchen and bathroom. "
United Kingdom
Adam
The price is ￥10,558
￥14,326 total
includes taxes & fees
Dec 15 - Dec 16
PRIVATE ROOMs In TOWN CENTRE FREE PARKING WIFI AND PATIO WITH AA STAY LTD
Cabin | Exterior
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 ￥26,458
￥26,458 total
includes taxes & fees
Dec 10 - Dec 11
Shepherdshut-cotswolds-petfriendly-woodburner
House | Private kitchen | Fridge, microwave, oven, stovetop
3 Bed House- Sleeps 6 - Parking - Wifi

3 Bed House- Sleeps 6 - Parking - Wifi

2.0 star property
Furzton
The price is ￥23,289
￥27,947 total
includes taxes & fees
Dec 20 - Dec 21
3 Bed House- Sleeps 6 - Parking - Wifi
Cottage | Interior
The Angel's Rest

The Angel's Rest

2.0 star property
Milton Keynes
The price is ￥158,201
￥189,840 total
includes taxes & fees
Dec 19 - Dec 20
The Angel's Rest
Cottage | Interior
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 ￥33,072
￥39,686 total
includes taxes & fees
Dec 11 - Dec 12
Tring Grange Cottage - Sleeps 2 - Onsite Parking
Fridge, microwave, oven, stovetop
Posh Wetheringsett in Milton Keynes

Posh Wetheringsett in Milton Keynes

2.0 star property
Milton Keynes
The price is ￥42,372
￥50,847 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Posh Wetheringsett in Milton Keynes
Lounge
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 ￥22,428
￥34,160 total
includes taxes & fees
Dec 17 - Dec 18
Newpointe Luxury Serviced Apartment at the Atrium
1 bedroom, free WiFi, bed sheets
1 Bed Flat - Sleeps 2 - Parking - Wifi

1 Bed Flat - Sleeps 2 - Parking - Wifi

3.0 star property
Luton
1 Bed Flat - Sleeps 2 - Parking - Wifi
Fridge, dishwasher, electric kettle, toaster
Hudson House

Hudson House

3.0 star property
Milton Keynes
The price is ￥81,670
￥98,005 total
includes taxes & fees
Dec 18 - Dec 19
Hudson House
3 bedrooms, iron/ironing board, WiFi, bed sheets
Cozy 3-bedroom home in Milton Keynes with free parking and WiFi

Cozy 3-bedroom home in Milton Keynes with free parking and WiFi

Emerson Valley
2.0 out of 10, (1)
"Unreliable - accepted & confirmed my booking then cancelled minutes later, left stranded… bear in mind I have paid in full and now I have to wait a week for my refund. Communication and follow through a disappointment. Ruined my weekend for sure. Thinking of booking! Good luck Charlie.."
United Kingdom
Nyarai N.
The price is ￥51,756
￥69,353 total
includes taxes & fees
Dec 14 - Dec 15
Cozy 3-bedroom home in Milton Keynes with free parking and WiFi
Property grounds
Lake View Lodge

Lake View Lodge

3.0 star property
Bedford
The price is ￥123,525
￥148,229 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Lake View Lodge
Fridge, microwave, oven, dishwasher
The Bluebird Apartment 2023 New-build

The Bluebird Apartment 2023 New-build

Headington
8.6 out of 10, Excellent, (4)
"We had ease at each step and look forward to our next stay"
United States
Laura L.
The price is ￥25,257
￥28,569 total
includes taxes & fees
Dec 10 - Dec 11
The Bluebird Apartment 2023 New-build
Living room
Yew Tree Farm

Yew Tree Farm

3.0 star property
Aylesbury
The price is ￥512,902
￥615,482 total
includes taxes & fees
Dec 17 - Dec 18
Yew Tree Farm
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

Mercure Milton Keynes

Mercure Milton Keynes

10/10 Excellent
"Things are of the same standard as the last time I was there "
joseph 2-night trip
Posted 2 days ago
Mercure Milton Keynes

Find out more about Winslow

Search for holiday rentals in Winslow on Expedia! 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 vacation rentals in Winslow?

Yes, we give you a choice of vacation rentals near well known local attractions in Winslow, or you can choose a more secluded option if you're looking for relaxation. Winslow is known for its cafes and football games. Make sure you have time to check out the churches and entertainment choices during your trip.

What's the top vacation rental that Winslow has to offer?

PRIVATE ROOMs In TOWN CENTRE FREE PARKING WIFI AND PATIO WITH AA STAY LTD: Visitors like this Winslow vacation home rental. It 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 larger area.

What are vacation rentals like in Winslow?

Vacation rentals are privately owned properties you can book for several days or longer in Winslow. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a family trip or a small group gathering.