Holiday Rentals in Winslow

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Our top choices for Winslow holiday rentals

3.0 star property
The price is €308
includes taxes & fees
23 Mar - 24 Mar
Cozy Cabin Retreat in Bedford

Cottage in Luton

Swedish Cottages
3.0 star property
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 €87
includes taxes & fees
23 Mar - 24 Mar
Swedish Cottages

Apartment in Towcester

Escapade Silverstone
3.0 star property
9.8 out of 10, Exceptional, (132 reviews)
"Great stay!"
United Kingdom
Lucy
The price is €161
includes taxes & fees
16 Apr - 17 Apr
Escapade Silverstone
2.5 star property
The price is €344
includes taxes & fees
22 Mar - 23 Mar
Charming 4 Bedroom Home Near Oxford

Cottage in Bedford

Lake View Lodge
3.0 star property
The price is €837
includes taxes & fees
11 Apr - 12 Apr
Lake View Lodge
The price is €418
includes taxes & fees
19 Mar - 20 Mar
Posh Wetheringsett in Milton Keynes
10.0 out of 10, Exceptional, (1 review)
"We stayed for one night and loved it! The apartment is new, spotless, and in an excellent location. We really appreciated the free parking, as well as the thoughtful touches like tea, coffee, and all the kitchen utensils we needed. The beds were very comfortable, which made for a good night’s sleep. Our only suggestion would be to have a few extra pillows, but overall it was a wonderful stay and we’d happily come back!"
United Kingdom
Salma
The price is €261
includes taxes & fees
20 Mar - 21 Mar
Homely Retreat Spacious Ground Floor Flat Near Oxford City Centre, Free Parking
6.4 out of 10, (27 reviews)
"I had terrible experience but anwar was easy approachable and when escalated anwar called and was happy to listen to you and accepted he will get it sorted for next guest It may be my mistake of opting cheaper rooms over Expedia that may be also reason for not meeting my expectations "
United Kingdom
ranganath
The price is €67
includes taxes & fees
18 Mar - 19 Mar
PRIVATE ROOMs In TOWN CENTRE FREE PARKING WIFI AND PATIO WITH AA STAY LTD
10.0 out of 10, Exceptional, (3 reviews)
"This place was amazing. It has been lovingly converted into accommodation with so much attention to detail that you don’t want to leave. The additional Christmas decorations were super cute and appreciated as well as the full service kitchen (with coffee and milk), games and fabulous top floor 360°window to watch the sunrise/sunset, wildlife etc. Highly recommend a stay here. "
United Kingdom
Tracy
The price is €431
includes taxes & fees
18 Mar - 19 Mar
The Windmill Blackthorn Hill - a windmill that sleeps 4 guests in 2 bedrooms
10.0 out of 10, Exceptional, (5 reviews)
"Great communication from host before arrival. Lovely setting and lovely little cottage to enjoy a peaceful time away. Host provided some treats and essentials which were all really nice touches and well enjoyed! Extremely clean and well kept. Definitely recommend!"
United States
Gareth Morgans
The price is €323
includes taxes & fees
26 Mar - 27 Mar
1 bedroom accommodation in Great Missenden
3.0 star property
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 €222
includes taxes & fees
19 Mar - 20 Mar
Tring Grange Cottage - Sleeps 2 - Onsite Parking

Apartment in Great Missenden

The George Inn Rooms - Room 1
2.0 star property
6.0 out of 10, (1 review)
"The room was cold when we arrived and the radiators were ineffective. Fortunately it was warmer when we returned from dinner. The bureaucracy associated with online check in was excessive ie submitting passport details and photo, and precise checkin time. info from three different organisations, and lists of instructions and rules for check in and out. I like to book and turn up on the day."
United Kingdom
anthony
The price is €198
includes taxes & fees
22 Mar - 23 Mar
The George Inn Rooms - Room 1
8.6 out of 10, Excellent, (7 reviews)
"Perfect for our needs and spotlessly clean. Would definitely stay again."
Australia
Simon A.
The price is €238
includes taxes & fees
20 Mar - 21 Mar
Lovely 2 bedroom brand new flat in Oxford
The price is €246
includes taxes & fees
18 Mar - 19 Mar
Newly refurbished 2-bedroom flat + Free Parking

Cottage in Brackley

Kite Cottage
3.5 star property
The price is €602
includes taxes & fees
31 Mar - 1 Apr
Kite Cottage

Cottage in Kidlington, near Woodstock

2 bedroom accommodation in Kidlington, near Woodstock
10.0 out of 10, Exceptional, (20 reviews)
"It was a wonderful vacation in a very nice cottage. We felt totally at home in this place. The hosts were perfect and there was nothing missing. We would love to vacation there again."
Germany
Ulf R.
The price is €462
includes taxes & fees
23 Mar - 24 Mar
2 bedroom accommodation in Kidlington, near Woodstock
The price is €92
includes taxes & fees
22 Mar - 23 Mar
Modern Flat near Luton Airport | Free Parking

Apartment in Westcott

The Garden Room Westcott
The price is €139
includes taxes & fees
22 Mar - 23 Mar
The Garden Room Westcott

Apartment in Milton Keynes

Entire rental unit in Linford Wood
The price is €147
includes taxes & fees
19 Mar - 20 Mar
Entire rental unit in Linford Wood

Apartment in Tring

Grace`s Guesthouse Room 2
10.0 out of 10, Exceptional, (2 reviews)
"Great guest house/rooms in the heart of picturesque Tring. The room was reasonably spacious with an ensuite, lovely and clean, also with a shared kitchen with complimentary tea and coffee, and all the things you would need to self cater. Reserved parking behind the property a bonus. Contact from host clear and timely, including warning of road closures etc. on the day we visited. Would recommend. "
United Kingdom
Laura J.
The price is €104
includes taxes & fees
18 Mar - 19 Mar
Grace`s Guesthouse Room 2
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, apart-hotels, 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 €67 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.