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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sep - 20 Sep

Our top choices for Winslow holiday rentals

Indoor pool

Escapade Silverstone

Escapade Silverstone
3.0 star property
Towcester
9.8 out of 10, Exceptional, (157 reviews)
"Great stay!"
United Kingdom
Lucy
The price is ฿5,649
฿6,779 total
includes taxes & fees
21 Jun - 22 Jun
Escapade Silverstone
Exterior

Swedish Cottages

Swedish Cottages
3.0 star property
Luton
7.2 out of 10, Good, (43 reviews)
"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 ฿2,733
฿3,280 total
includes taxes & fees
31 May - 1 Jun
Swedish Cottages
Chalet | Interior detail

Shepherd's Hut Near Cotswolds & Sky Dive Fun

Shepherd's Hut Near Cotswolds & Sky Dive Fun
2.0 star property
Brackley
The price is ฿8,841
฿10,610 total
includes taxes & fees
1 Jun - 2 Jun
Shepherd's Hut Near Cotswolds & Sky Dive Fun
Cottage | Living area

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 reviews)
"Excellent really enjoyed stay. Perfect little getaway for a short break. "
United Kingdom
Peter
The price is ฿6,987
฿8,384 total
includes taxes & fees
2 Jun - 3 Jun
Tring Grange Cottage - Sleeps 2 - Onsite Parking
3 bedrooms

Modern 3 Bedroom New Built House to Rent in Luton

Modern 3 Bedroom New Built House to Rent in Luton
2.0 star property
Luton
The price is ฿7,026
฿8,431 total
includes taxes & fees
3 Jun - 4 Jun
Modern 3 Bedroom New Built House to Rent in Luton
Interior

Closefield

Closefield
3.0 star property
Leighton Buzzard
The price is ฿17,896
฿21,475 total
includes taxes & fees
26 Jun - 27 Jun
Closefield
Room 6 | Egyptian cotton sheets, premium bedding, down duvets

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
6.2 out of 10, (28 reviews)
"Bed was comfortable. Sheets were clean. Very basic with no coffee or tea making facilities. Communal bathroom, dirty "
United Kingdom
Joanne
The price is ฿2,493
฿3,341 total
includes taxes & fees
7 Jun - 8 Jun
PRIVATE ROOMs In TOWN CENTRE FREE PARKING WIFI AND PATIO WITH AA STAY LTD
Apartment, City View | Blackout curtains, iron/ironing board, free WiFi

Station house

Station house
3.0 star property
Central Milton Keynes
The price is ฿4,942
฿7,461 total
includes taxes & fees
31 May - 1 Jun
Station house
Interior

Flitwick Apartments by DHAparthotels

Flitwick Apartments by DHAparthotels
2.0 star property
Bedford
4.0 out of 10, (1 review)
"Dirty, very poor health and safety. No lighting on the stairs or entry to the building or apartment. No evidence of CO monitor. Cutlery dirty and only enough for 3 and not 4 guests. Only 3 sests, all of which wobbly with screws missing and unstable to sit on. Crockery dirty and damaged and only enough for 3. Bedside cabinet fallen apart. Sofa beds supposed to be double, but were single and 1 broken and heavily stained. Cigarette butt found on the floor. Only 3 towels provided. Gap around shower...
United Kingdom
Denise
The price is ฿4,665
฿5,598 total
includes taxes & fees
31 May - 1 Jun
Flitwick Apartments by DHAparthotels
Superior Apartment, 2 Bedrooms | 1 bedroom, premium bedding, iron/ironing board, free cots/infant beds

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, (17 reviews)
"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 ฿5,740
฿6,888 total
includes taxes & fees
1 Jun - 2 Jun
City Stay Apartments - The Hub MK
City Apartment, 2 Double Beds | Living area | 40-inch TV with cable channels, Netflix, DVD player

City Stay Apartments - Vizion

City Stay Apartments - Vizion
3.5 star property
Central Milton Keynes
7.2 out of 10, Good, (11 reviews)
"Great apartment. Location was ideal"
United Kingdom
Stuart
The price is ฿6,976
฿8,371 total
includes taxes & fees
1 Jun - 2 Jun
City Stay Apartments - Vizion
Chalet | Dining

Glamping in Northamptonshire Near Cotswolds

Glamping in Northamptonshire Near Cotswolds
2.0 star property
Brackley
The price is ฿8,841
฿10,610 total
includes taxes & fees
31 May - 1 Jun
Glamping in Northamptonshire Near Cotswolds
House | Living area | TV

Inviting 2-bed Fully Furnished House-high Wycombe

Inviting 2-bed Fully Furnished House-high Wycombe
3.0 star property
High Wycombe
The price is ฿6,172
฿9,243 total
includes taxes & fees
4 Jun - 5 Jun
Inviting 2-bed Fully Furnished House-high Wycombe
Exterior detail

Dairy Cottage

Dairy Cottage
2.0 star property
Aylesbury
The price is ฿24,610
฿29,532 total
includes taxes & fees
13 Jun - 14 Jun
Dairy Cottage
Cabin | View from property

Cozy Cabin Retreat in Bedford

Cozy Cabin Retreat in Bedford
3.0 star property
Bedford
The price is ฿11,645
฿11,645 total
includes taxes & fees
2 Jun - 3 Jun
Cozy Cabin Retreat in Bedford
Dining

Sunset Cottage

Sunset Cottage
3.0 star property
Towcester
The price is ฿12,342
฿14,810 total
includes taxes & fees
13 Jun - 14 Jun
Sunset Cottage
Cabin | Exterior

Shepherdshut-hot Tub-cotswolds-petfriendly

Shepherdshut-hot Tub-cotswolds-petfriendly
2.0 star property
Brackley
10.0 out of 10, Exceptional, (1 review)
"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
The price is ฿8,151
฿9,245 total
includes taxes & fees
1 Jun - 2 Jun
Shepherdshut-hot Tub-cotswolds-petfriendly
Cottage | Interior

Orchard Cottage

Orchard Cottage
3.5 star property
Aylesbury
8.0 out of 10, Very good, (1 review)
"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
The price is ฿14,944
฿17,933 total
includes taxes & fees
3 Jun - 4 Jun
Orchard Cottage
Dining

10 Guests - 5 Bedrooms - Free Parking - Lux House

10 Guests - 5 Bedrooms - Free Parking - Lux House
4.0 star property
Milton Keynes
The price is ฿9,459
฿11,351 total
includes taxes & fees
1 Jun - 2 Jun
10 Guests - 5 Bedrooms - Free Parking - Lux House
Living area

22 Old Chapel Close

22 Old Chapel Close
2.0 star property
Kidlington
The price is ฿17,807
฿21,368 total
includes taxes & fees
7 Jun - 8 Jun
22 Old Chapel Close
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

Oxford Belfry Hotel & Spa

Oxford Belfry Hotel & Spa

10/10 Excellent
"Very nice hotel with good size rooms, very helpful staff and a good quality breakfast."
Thikazi 2-night trip
Posted less than an hour ago
Oxford Belfry Hotel & Spa

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 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?

Lovely Two Bedroom Home: This holiday home rental outside of Winslow has 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 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.