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Upper Winchendon Vacation Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Upper Winchendon vacation rentals

Exterior detail

1. Dairy Cottage

Dairy Cottage
3.0 star property
Aylesbury
The price is AED 2,765
AED 3,318 total
includes taxes & fees
3 Oct - 4 Oct
Dairy Cottage
Interior

2. Aylesbury - Sleeps 6 - Parking - Central Location

Aylesbury - Sleeps 6 - Parking - Central Location
3.0 star property
Aylesbury
The price is AED 741
AED 890 total
includes taxes & fees
24 Sep - 25 Sep
Aylesbury - Sleeps 6 - Parking - Central Location
4 bedrooms, desk, iron/ironing board, WiFi (free)

3. Comfortable 4-bedroom home Aylesbury / park view / pet friendly / car port

Comfortable 4-bedroom home Aylesbury / park view / pet friendly / car port
Aylesbury
10.0 out of 10, Exceptional, (4 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 AED 889
AED 1,292 total
includes taxes & fees
28 Sep - 29 Sep
Comfortable 4-bedroom home Aylesbury / park view / pet friendly / car port
Interior

4. 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 AED 1,828
AED 1,828 total
includes taxes & fees
22 Sep - 23 Sep
The Windmill Blackthorn Hill - a windmill that sleeps 4 guests in 2 bedrooms
Exterior

5. Bicester Court Lodge The Jubilee Room | Bicester Holiday Let | 1 Bed & Sleeps 2

Bicester Court Lodge The Jubilee Room | Bicester Holiday Let | 1 Bed & Sleeps 2
Bicester
8.0 out of 10, Very good, (1 review)
"Clean room. Easy access. "
United States
David K.
Bicester Court Lodge The Jubilee Room | Bicester Holiday Let | 1 Bed & Sleeps 2
Interior

6. 1 bedroom accommodation in Great Missenden

1 bedroom accommodation in Great Missenden
Great Missenden
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 AED 1,489
AED 1,489 total
includes taxes & fees
19 Sep - 20 Sep
1 bedroom accommodation in Great Missenden
1 bedroom, desk, iron/ironing board, WiFi (free)

7. Grace`s Guesthouse Room 2

Grace`s Guesthouse Room 2
Tring
10.0 out of 10, Exceptional, (4 reviews)
"Brilliant stay"
United Kingdom
Charlotte E.
The price is AED 452
AED 500 total
includes taxes & fees
27 Sep - 28 Sep
Grace`s Guesthouse Room 2
Outdoor spa tub

8. The Seven Residence - near Bicester village

The Seven Residence - near Bicester village
Bicester
The price is AED 1,219
AED 2,447 total
includes taxes & fees
20 Sep - 21 Sep
The Seven Residence - near Bicester village
Microwave, oven, stovetop, dishwasher

9. 6/7 BRs Lovely Property to Stay with Parking

6/7 BRs Lovely Property to Stay with Parking
Walter's Ash
The price is AED 2,548
AED 3,627 total
includes taxes & fees
28 Sep - 29 Sep
6/7 BRs Lovely Property to Stay with Parking
Exterior

10. Spacious Own Home | Parking + Private Jacuzzi

Spacious Own Home | Parking + Private Jacuzzi
Garsington
The price is AED 1,128
AED 1,369 total
includes taxes & fees
18 Sep - 19 Sep
Spacious Own Home | Parking + Private Jacuzzi
4 bedrooms, WiFi (free), individually decorated, individually furnished

11. 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 AED 3,551
AED 4,261 total
includes taxes & fees
27 Sep - 28 Sep
Number 3 The Barn House
Exterior detail

12. Cosy 3 bedroom home located in Oxford

Cosy 3 bedroom home located in Oxford
Headington
10.0 out of 10, Exceptional, (1 review)
"The best in everything."
United States
crystal
The price is AED 818
AED 931 total
includes taxes & fees
18 Sep - 19 Sep
Cosy 3 bedroom home located in Oxford
Interior

13. The Bluebird Apartment 2023 New-build

The Bluebird Apartment 2023 New-build
Headington
7.2 out of 10, Good, (5 reviews)
"We had ease at each step and look forward to our next stay"
United States
Laura L.
The price is AED 958
AED 1,091 total
includes taxes & fees
18 Oct - 19 Oct
The Bluebird Apartment 2023 New-build
Cottage | Living area

14. 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 AED 746
AED 895 total
includes taxes & fees
25 Sep - 26 Sep
Tring Grange Cottage - Sleeps 2 - Onsite Parking
Stereo

15. Tring Grange Cottage, Sleeps 2 with Onsite Parking

Tring Grange Cottage, Sleeps 2 with Onsite Parking
Tring
The price is AED 942
AED 942 total
includes taxes & fees
19 Sep - 20 Sep
Tring Grange Cottage, Sleeps 2 with Onsite Parking
Suite (Churchill) | Living area | Flat-screen TV

16. 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 AED 817
AED 1,235 total
includes taxes & fees
18 Oct - 19 Oct
Rana Court
Fountain View Apartment | Living area | 50-inch flat-screen TV with satellite channels, TV

17. 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 AED 373
AED 689 total
includes taxes & fees
20 Sep - 21 Sep
Fountain View 1BR Flat-Free Parking
Apple Perch | 2 bedrooms, premium bedding, laptop workspace, blackout drapes

18. 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)
"The host is very responsive and helpful, we had a good time in the apartment."
Hong Kong SAR China
Cheuk Lam
The price is AED 590
AED 998 total
includes taxes & fees
20 Sep - 21 Sep
Apple Perch 2BR Flat-Free Parking
Coffee/tea maker, fridge, microwave, oven

19. 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
9.6 out of 10, Exceptional, (5 reviews)
"Parking was good but property is far from the city centre. Definitely need a car if you are staying here."
United Kingdom
Nitin Mohan
The price is AED 827
AED 1,255 total
includes taxes & fees
1 Oct - 2 Oct
Homely Retreat Spacious Ground Floor Flat Near Oxford City Centre, Free Parking
Interior

20. Lovely 2 bedroom brand new flat in Oxford

Lovely 2 bedroom brand new flat in Oxford
New Marston
8.4 out of 10, Very good, (12 reviews)
"We had a short but enjoyable stay. The place was clean and had what we needed for a couple days. The host was very responsive. I would recommend this flat."
United States
cathy s.
The price is AED 849
AED 1,223 total
includes taxes & fees
27 Sep - 28 Sep
Lovely 2 bedroom brand new flat in Oxford
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

De Vere Latimer Estate

De Vere Latimer Estate

10/10 Excellent
"We arrived too late to use gym etc but what an incredible hotel this is. Lovely big clean room, bathroom with good toiletries, beautiful terrace for a sun downer and really excellent breakfast. Cannot recommend enough and we’ll be back."
Debbie 1-night trip
Posted 3 hours ago
De Vere Latimer Estate

Frequently asked questions

Can I find a vacation rental in Upper Winchendon?

Yes, we offer vacation rentals close to top points of interest in Upper Winchendon, or you can choose a secluded option if you're looking for relaxation.

What's the top vacation rental that Upper Winchendon has to offer?

Lovely Two Bedroom Home: You might want to consider this vacation home rental near Upper Winchendon, which 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 larger area.

What are vacation rentals like in Upper Winchendon?

Vacation rentals are private properties you can book for several days or longer in Upper Winchendon. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for small groups.