Winslow Holiday Rentals

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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, (126 reviews)
"Great stay!"
United Kingdom
Lucy
The price is AU$224
includes taxes & fees
22 Feb - 23 Feb
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 reviews)
"Excellent really enjoyed stay. Perfect little getaway for a short break. "
United Kingdom
Peter
The price is AU$372
includes taxes & fees
1 Mar - 2 Mar
Tring Grange Cottage - Sleeps 2 - Onsite Parking

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

The Windmill Blackthorn Hill - a windmill that sleeps 4 guests in 2 bedrooms
Bicester
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 AU$606
includes taxes & fees
8 Feb - 9 Feb
The Windmill Blackthorn Hill - a windmill that sleeps 4 guests in 2 bedrooms

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 AU$146
includes taxes & fees
9 Feb - 10 Feb
Swedish Cottages

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 AU$741
includes taxes & fees
13 Feb - 14 Feb
Orchard Cottage

Instant Home

Instant Home
Luton
10.0 out of 10, Exceptional, (1 review)
"We stayed for 4 days for a family wedding and get together. Mr Zahid was very wellcoming and helpful host.Accommodation is very spacious and clean. Front drive is big enough to park 2 cars.Overall very happy with the stay. Definitely recommend. "
United Kingdom
Saraj U.
The price is AU$330
includes taxes & fees
13 Feb - 14 Feb
Instant Home

Modern 2 Bedroom Apartment, Bicester Town Centre

Modern 2 Bedroom Apartment, Bicester Town Centre
Bicester
10.0 out of 10, Exceptional, (2 reviews)
"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 AU$244
includes taxes & fees
8 Feb - 9 Feb
Modern 2 Bedroom Apartment, Bicester Town Centre

Homely Retreat Spacious Ground Floor Flat Near Oxford City Centre, Free Parking

Homely Retreat Spacious Ground Floor Flat Near Oxford City Centre, Free Parking
New Marston
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 AU$402
includes taxes & fees
8 Feb - 9 Feb
Homely Retreat Spacious Ground Floor Flat Near Oxford City Centre, Free Parking

Grace`s Guesthouse Room 5

Grace`s Guesthouse Room 5
Tring
10.0 out of 10, Exceptional, (1 review)
"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 AU$155
includes taxes & fees
8 Feb - 9 Feb
Grace`s Guesthouse Room 5

1 bedroom accommodation in Great Missenden

1 bedroom accommodation in Great Missenden
Great Missenden
10.0 out of 10, Exceptional, (4 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 AU$470
includes taxes & fees
12 Feb - 13 Feb
1 bedroom accommodation in Great Missenden

City Stay Apartments - Centro

City Stay Apartments - Centro
4.5 star property
Central Milton Keynes
9.0 out of 10, Wonderful, (23 reviews)
"Lovey clean and modern apartment. Spotless condition and very central for my needs. Nice change to a hotel."
United Kingdom
Johnston
The price is AU$277
includes taxes & fees
9 Feb - 10 Feb
City Stay Apartments - Centro

Cozy Cabin Retreat in Bedford

Cozy Cabin Retreat in Bedford
3.0 star property
Bedford
The price is AU$517
includes taxes & fees
10 Feb - 11 Feb
Cozy Cabin Retreat in Bedford

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 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 AU$286
includes taxes & fees
11 Feb - 12 Feb
City Stay Apartments - The Hub MK

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

Charming 3-bedroom house 8 min away from Luton station, Mall and Luton Airport
Luton
10.0 out of 10, Exceptional, (1 review)
"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 AU$326
includes taxes & fees
8 Feb - 9 Feb
Charming 3-bedroom house 8 min away from Luton station, Mall and Luton Airport

Kite Cottage

Kite Cottage
3.5 star property
Brackley
The price is AU$1,000
includes taxes & fees
13 Feb - 14 Feb
Kite Cottage

Close to Silverstone-Beautiful spacious 4 bed property- sleeps 7

Close to Silverstone-Beautiful spacious 4 bed property- sleeps 7
Brackley
10.0 out of 10, Exceptional, (1 review)
"Beautiful place to stay - comfortable beds - lovely garden."
United Kingdom
Roger B.
The price is AU$573
includes taxes & fees
8 Feb - 9 Feb
Close to Silverstone-Beautiful spacious 4 bed property- sleeps 7

Impeccable Entire Home

Impeccable Entire Home
Bicester
10.0 out of 10, Exceptional, (1 review)
"Super clean and well maintained. Great location within walking distance to stores and restaurants. Great communication with owners or managers."
United States
Bobby S.
The price is AU$776
includes taxes & fees
8 Feb - 9 Feb
Impeccable Entire Home

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

Comfortable 4-bedroom home / park view / pet friendly / close to the hospital
Aylesbury
10.0 out of 10, Exceptional, (3 reviews)
"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 AU$439
includes taxes & fees
9 Feb - 10 Feb
Comfortable 4-bedroom home / park view / pet friendly / close to the hospital

Lovely 2 bedroom brand new flat in Oxford

Lovely 2 bedroom brand new flat in Oxford
New Marston
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 AU$457
includes taxes & fees
12 Feb - 13 Feb
Lovely 2 bedroom brand new flat in Oxford

The George Inn Hotel Rooms

The George Inn Hotel Rooms
2.0 star property
Great Missenden
The price is AU$407
includes taxes & fees
10 Mar - 11 Mar
The George Inn Hotel Rooms
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 favourite 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 depend 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 AU$146 per night. Entering your travel dates in the search wizard might find you 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?

Salaam Letting: This holiday home rental outside of Winslow is located in the suburbs, and offers a garden, laundry facilities and free WiFi to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

What can I see and do in Winslow?

While exploring the area, visit family-friendly sights like 360 Play, 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.