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Our top choices for Upper Winchendon holiday rentals

1. Fountain View 1BR Flat-Free Parking

Fountain View 1BR Flat-Free Parking
3.5 star property
Cowley
10.0 out of 10, Exceptional, (2 reviews)
"Manu was a great host, he was very welcoming and helpful and provided clear instructions to find the apartment, parking and how to get into the property. The property was exactly as advertised, in a great location and was spotless. Also, having tea and coffee at the property is only a small touch but has a great impact and shows Manu cares for guests. Great place and would 100% return. "
United Kingdom
Connor
The price is £140
includes taxes & fees
20 Sept - 21 Sept
Fountain View 1BR Flat-Free Parking

2. Dairy Cottage

Dairy Cottage
3.0 star property
Aylesbury
The price is £675
includes taxes & fees
3 Oct - 4 Oct
Dairy Cottage

3. Escapade Silverstone

Escapade Silverstone
3.0 star property
Towcester
9.6 out of 10, Exceptional, (183 reviews)
"Really good experience it was a nice stay"
United Kingdom
Onika Suzie
The price is £155
includes taxes & fees
19 Oct - 20 Oct
Escapade Silverstone

4. Your Apartment Milton Keynes

Your Apartment Milton Keynes
3.0 star property
Central Milton Keynes
7.8 out of 10, Good, (58 reviews)
"Great location, clean and easy to park"
United Kingdom
Rohine
The price is £75
includes taxes & fees
20 Sept - 21 Sept
Your Apartment Milton Keynes

5. Aylesbury - Sleeps 6 - Parking - Central Location

Aylesbury - Sleeps 6 - Parking - Central Location
3.0 star property
Aylesbury
The price is £181
includes taxes & fees
24 Sept - 25 Sept
Aylesbury - Sleeps 6 - Parking - Central Location

6. Rana Court

Rana Court
4.0 star property
Cowley
8.6 out of 10, Excellent, (30 reviews)
"The property was really good. Clean, tidy and well presented. My only issue was that the radiators were not as warm despite being on the highest setting. The bedroom especially was very cold. Another negative is upto now I have not received my deposit back. Surely you should have a system that works for returning deposits back. People are so busy spmetimes one will forget to check that the deposit has been returned back"
United Kingdom
Nyengeterai
The price is £266
includes taxes & fees
18 Oct - 19 Oct
Rana Court

7. Apple Perch 2BR Flat-Free Parking

Apple Perch 2BR Flat-Free Parking
3.5 star property
Cowley
9.6 out of 10, Exceptional, (13 reviews)
"Clean rooms"
United Kingdom
Vilma
The price is £200
includes taxes & fees
19 Oct - 20 Oct
Apple Perch 2BR Flat-Free Parking

8. High Wycombe Apartments

High Wycombe Apartments
2.0 star property
High Wycombe
The price is £102
includes taxes & fees
19 Sept - 20 Sept
High Wycombe Apartments

9. Charming Garden Flat With Free Parking Abingdon

Charming Garden Flat With Free Parking Abingdon
2.0 star property
South Oxford
The price is £202
includes taxes & fees
28 Sept - 29 Sept
Charming Garden Flat With Free Parking Abingdon

10. 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)
"At first, finding the key box was a challenge, despite the thorough instructions received from the host. Unfortunately - while I was retrieving the keys - I've got a parking fine as I am not familiar with the location. The room was large and comfortable, with a small and equipped kitchen. "
Brazil
hugo
The price is £157
includes taxes & fees
21 Sept - 22 Sept
City Stay Apartments - The Hub MK

11. The Red Barn

The Red Barn
3.0 star property
Abingdon
8.0 out of 10, Very good, (48 reviews)
"This property is set in a charming Oxfordshire village and made a lovely place for our overnight stopover. We would return if we are in the area again."
United Kingdom
Ian
The price is £83
includes taxes & fees
20 Sept - 21 Sept
The Red Barn

12. Number 3 The Barn House

Number 3 The Barn House
2.0 star property
Aylesbury
10.0 out of 10, Exceptional, (1 review)
The price is £867
includes taxes & fees
27 Sept - 28 Sept
Number 3 The Barn House

13. 2 Bedroom Bangalow

2 Bedroom Bangalow
2.0 star property
South Oxford
The price is £214
includes taxes & fees
20 Sept - 21 Sept
2 Bedroom Bangalow

14. 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 £253
includes taxes & fees
20 Sept - 21 Sept
Shepherdshut-hot Tub-cotswolds-petfriendly

15. Noa Residence

Noa Residence
3.5 star property
North Oxford
7.0 out of 10, Good, (39 reviews)
"It was good"
United Kingdom
Elham
The price is £88
includes taxes & fees
11 Oct - 12 Oct
Noa Residence

16. Buckingham Apartments

Buckingham Apartments
3.0 star property
High Wycombe
7.2 out of 10, Good, (19 reviews)
"This hotel is not as advertised or as described - be warned "
United Kingdom
Alexandra
The price is £102
includes taxes & fees
21 Sept - 22 Sept
Buckingham Apartments

17. Flat A Rose Hill

Flat A Rose Hill
2.0 star property
Rose Hill
The price is £142
includes taxes & fees
28 Sept - 29 Sept
Flat A Rose Hill

18. Glamping in Northamptonshire Near Cotswolds

Glamping in Northamptonshire Near Cotswolds
2.0 star property
Brackley
The price is £284
includes taxes & fees
20 Sept - 21 Sept
Glamping in Northamptonshire Near Cotswolds

19. Linford Luxe Quiet 1-bed Retreat in Milton Keynes

Linford Luxe Quiet 1-bed Retreat in Milton Keynes
2.0 star property
Milton Keynes
The price is £153
includes taxes & fees
20 Sept - 21 Sept
Linford Luxe Quiet 1-bed Retreat in Milton Keynes

20. Station house

Station house
3.0 star property
Central Milton Keynes
The price is £181
includes taxes & fees
20 Sept - 21 Sept
Station house
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 Upper Winchendon Hotel Reviews

Find out more about Upper Winchendon

Everything you need to know about Upper Winchendon 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 Upper Winchendon 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 Upper Winchendon holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Upper Winchendon holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Upper Winchendon. 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 Upper Winchendon 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 Upper Winchendon holiday rentals we have selected for you start as low as £75 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Upper Winchendon rentals

At Expedia, we put the best Upper Winchendon 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 Upper Winchendon 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 Upper Winchendon 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 Upper Winchendon. 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

Can I find a holiday rental in Upper Winchendon?

Yes, there are holiday rentals close to the most popular sights in Upper Winchendon, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Upper Winchendon has to offer?

Lovely Two Bedroom Home: This holiday home rental outside of Upper Winchendon 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 Upper Winchendon?

Explore the area and family-friendly sights such as Planet Ice, or get out into nature at a spot like Chiltern Hills. Waddesdon Manor and Aylesbury Waterside Theatre are a couple of places you'll find in the wider area.

What are holiday rentals like in Upper Winchendon?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Upper Winchendon. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for small groups.