Winslow Holiday Rentals

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Holiday Rentals in Winslow

Yew Tree Farm

3.0 star property
Aylesbury
The price is NZ$6,894
includes taxes & fees
17 Nov - 18 Nov
Yew Tree Farm

Escapade Silverstone

3.0 star property
Towcester
9.8 out of 10, Exceptional, (102)
"Amazing!!"
United Kingdom
Ellie
The price is NZ$331
includes taxes & fees
23 Nov - 24 Nov
Escapade Silverstone

6 bedroom accommodation in Bletchingdon

Bletchingdon
10.0 out of 10, Exceptional, (2)
"We had a lovely stay at Greenhill Farm. It is a typical farm house with period features but it well maintained and has been fully modernised. We were very comfortable there.Set in acres of land owned by the farm, there are plenty of walks from the site. The site team are very friendly and helpful and catered for our every need.Would definitely recommend."
United Kingdom
David A.
The price is NZ$3,703
includes taxes & fees
20 Nov - 21 Nov
6 bedroom accommodation in Bletchingdon

Swedish Cottages

3.0 star property
Luton
7.2 out of 10, Good, (43)
"Perfect peaceful stay, good location for access to villages and town. Very good value for money compared to most local stay overs."
United Kingdom
Ian
The price is NZ$174
includes taxes & fees
16 Nov - 17 Nov
Swedish Cottages

Milton Keynes Luxury Massage Apartment

Bletchley
10.0 out of 10, Exceptional, (2)
"Clean, comfortable, well situated, wel equipped. "
United Kingdom
Angela J.
The price is NZ$294
includes taxes & fees
17 Nov - 18 Nov
Milton Keynes Luxury Massage Apartment

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 NZ$272
includes taxes & fees
17 Nov - 18 Nov
Shepherdshut-cotswolds-petfriendly-woodburner

The Windmill Blackthorn Hill - a windmill that sleeps 4 guests in 2 bedrooms

Bicester
10.0 out of 10, Exceptional, (2)
"Lovely easy check in and Great communication with host pre and during stay. Great well equipped secure property"
United Kingdom
Daniel T.
The price is NZ$821
includes taxes & fees
18 Nov - 19 Nov
The Windmill Blackthorn Hill - a windmill that sleeps 4 guests in 2 bedrooms

Station house

2.0 star property
Central Milton Keynes
The price is NZ$2,780
includes taxes & fees
15 Nov - 16 Nov
Station house

Bicester Court Lodge The Heritage Room | Bicester Holiday Let | 1 Beds & Sleeps 2

Bicester
10.0 out of 10, Exceptional, (1)
"Helpful"
United Kingdom
Daniel
The price is NZ$186
includes taxes & fees
16 Nov - 17 Nov
Bicester Court Lodge The Heritage Room | Bicester Holiday Let | 1 Beds & Sleeps 2

5 Bedroom House close to Bicester Village

Upper Heyford
8.0 out of 10, Very good, (3)
"Lovely house, plenty of space, nicely decorated and good location."
United Kingdom
Eleanor E.
The price is NZ$2,351
includes taxes & fees
16 Nov - 17 Nov
5 Bedroom House close to Bicester Village

Bakehouse Farm

3.5 star property
Princes Risborough
The price is NZ$2,748
includes taxes & fees
23 Nov - 24 Nov
Bakehouse Farm

Luxurious & Spacious 2 bed Apartment in Milton Keynes

Milton Keynes
10.0 out of 10, Exceptional, (1)
The price is NZ$369
includes taxes & fees
18 Nov - 19 Nov
Luxurious & Spacious 2 bed Apartment in Milton Keynes

Modern 2 Bedroom Apartment, Bicester Town Centre

Bicester
10.0 out of 10, Exceptional, (1)
"Lovely apartment with great facilities. Great location for food, shopping and entertainment. I would definitely stay again. Good information and access to the apartment from host."
United Kingdom
Donna C.
The price is NZ$325
includes taxes & fees
16 Nov - 17 Nov
Modern 2 Bedroom Apartment, Bicester Town Centre

Grace`s Guesthouse Room 5

Tring
10.0 out of 10, Exceptional, (1)
"This ws a one night stay for business. The property is undergoing renovation currently (sept 25), but my bedroom was extremely lovely. Very spacious, immaculate bathroom - I felt like I was the first person to stay on the room since it has been renovated!Very reasonable, comfortable, lovely bed. In such a great area too, lots of cute cafes, independent restaurants. Tring is so lovely too. I would definitely stay here again. "
United Kingdom
Victoria H.
The price is NZ$186
includes taxes & fees
23 Nov - 24 Nov
Grace`s Guesthouse Room 5

Evan's Yard

3.5 star property
Bicester
7.0 out of 10, Good, (2)
"Car park a treck if you have items to carry. Digital key code would not work setting alarm off. Told to wait 45 mins for someone to come and re set until she remembered emergency key in cupboard in hallway. Flat lovely inside however bathroom lock was broken and no cold water coming through the shower scalding us. Reported but nonresponse. Fans on and off from building next door. When going out in the morning seeing the entrance in daylight was horrible. Bins and just not a safe looking place....
United Kingdom
Dewi
The price is NZ$417
includes taxes & fees
15 Nov - 16 Nov
Evan's Yard

Tring Grange Cottage - Sleeps 2 - Onsite Parking

3.0 star property
Tring
10.0 out of 10, Exceptional, (1)
"Excellent really enjoyed stay. Perfect little getaway for a short break. "
United Kingdom
Peter
The price is NZ$431
includes taxes & fees
15 Nov - 16 Nov
Tring Grange Cottage - Sleeps 2 - Onsite Parking

Charming 3-bedroom house 8 min away from Luton station, Mall and Luton Airport

Luton
10.0 out of 10, Exceptional, (1)
"The property was clean, everything we needed to make our stay comfortable was available. The hostess is amazing! 1 in a million. She was available at the end of a phone. She decorated the front room with a happy birthday banner and balloons and made me feel very special. Amaz"
United Kingdom
Elizabeth P.
The price is NZ$387
includes taxes & fees
17 Nov - 18 Nov
Charming 3-bedroom house 8 min away from Luton station, Mall and Luton Airport

GardenRoom apartment near the Oxford and the JR

New Marston
The price is NZ$334
includes taxes & fees
18 Nov - 19 Nov
GardenRoom apartment near the Oxford and the JR

A light spacious room,with sofa and single bed. Private bathroom with shower.

Milton Keynes
The price is NZ$219
includes taxes & fees
20 Nov - 21 Nov
A light spacious room,with sofa and single bed. Private bathroom with shower.

Comfortable 4-bedroom home / park view / pet friendly / close to the hospital

Aylesbury
10.0 out of 10, Exceptional, (3)
"Lovely property near to many local amenities, better suited to a family with children rather than 6 full size adults, not because it’s small but just the logistics of seating/lounging/eating. Great garden and outdoor space, loads of hot water for everyone! "
United States
Guy C.
The price is NZ$610
includes taxes & fees
24 Nov - 25 Nov
Comfortable 4-bedroom home / park view / pet friendly / close to the hospital
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

Everything you need to know about Winslow holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winslow holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winslow holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winslow holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winslow. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winslow holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winslow holiday rentals we have selected for you start as low as NZ$138 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winslow rentals

At Expedia, we put the best Winslow holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winslow rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winslow holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winslow. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.