Title: Upper Winchendon Vacation Rentals from CA $153: Short-Term Rentals for 2026 | Expedia.ca

[Upper Winchendon Travel Guide](https://expedia.ca/Upper-Winchendon.dx990374049723138048)[Hotels in Upper Winchendon](https://expedia.ca/Upper-Winchendon-Hotels.d990374049723138048.Travel-Guide-Hotels)[Upper Winchendon Car Rentals](https://expedia.ca/Car-Rentals-In-Upper-Winchendon.d990374049723138048.Car-Rental-Guide)[Upper Winchendon Vacation Packages](https://expedia.ca/Upper-Winchendon.d990374049723138048.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=990374049723138048&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=990374049723138048&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=990374049723138048&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=990374049723138048&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Upper Winchendon vacation rentals

![Cottage | Living area](https://images.trvl-media.com/lodging/115000000/114120000/114116500/114116421/552e77df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Private kitchen](https://images.trvl-media.com/lodging/115000000/114120000/114116500/114116421/dc43df46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Private kitchen](https://images.trvl-media.com/lodging/115000000/114120000/114116500/114116421/6a9ad6fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage](https://images.trvl-media.com/lodging/115000000/114120000/114116500/114116421/56138c29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tring Grange Cottage - Sleeps 2 - Onsite Parking

[](https://www.expedia.ca/Tring-Hotels-Tring-Grange-Cottage.h114116421.Hotel-Information)

Tring

10/10

Exceptional

(2 reviews)

"Excellent really enjoyed stay. Perfect little getaway for a short break. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Peter

CA $298

CA $357 total

includes taxes & fees

Mar 6 - Mar 7

[](https://www.expedia.ca/Tring-Hotels-Tring-Grange-Cottage.h114116421.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/104000000/103090000/103088200/103088116/ee272458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103090000/103088200/103088116/259b8c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 Bedroom Trackside Residence | Living area](https://images.trvl-media.com/lodging/104000000/103090000/103088200/103088116/54077a6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop terrace](https://images.trvl-media.com/lodging/104000000/103090000/103088200/103088116/61c2866a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Escapade Silverstone

[](https://www.expedia.ca/Towcester-Hotels-Escapade-Silverstone.h103088116.Hotel-Information)

Towcester

9.8/10

Exceptional

(125 reviews)

"Great stay!"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Lucy

CA $183

CA $220 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Towcester-Hotels-Escapade-Silverstone.h103088116.Hotel-Information)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/120000000/119050000/119043700/119043628/28f62b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119050000/119043700/119043628/17690c59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119050000/119043700/119043628/3316dcc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119050000/119043700/119043628/1e8fa894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grace\`s Guesthouse Room 2

[](https://www.expedia.ca/Tring-Hotels-Graces-Guesthouse-Room-2.h119043628.Hotel-Information)

Tring

10/10

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](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Laura J.

CA $149

CA $149 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Tring-Hotels-Graces-Guesthouse-Room-2.h119043628.Hotel-Information)

![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/87000000/86290000/86280500/86280408/30094611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/87000000/86290000/86280500/86280408/d0be8ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/87000000/86290000/86280500/86280408/e5645a57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/87000000/86290000/86280500/86280408/e2d0e0a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Yew Tree Farm

[](https://www.expedia.ca/Aylesbury-Hotels-Yew-Tree-Farm.h86280408.Hotel-Information)

Aylesbury

CA $4,949

CA $5,939 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Aylesbury-Hotels-Yew-Tree-Farm.h86280408.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/103000000/102610000/102607800/102607773/33ac7139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102610000/102607800/102607773/76e20534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102610000/102607800/102607773/8029cb7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/103000000/102610000/102607800/102607773/9febe66e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Flat 1,1 bedroom flat sleeps 4 in Abingdon Oxfordshire

[](https://www.expedia.ca/Abingdon-Hotels-Flat-1.h102607773.Hotel-Information)

Abingdon

10/10

Exceptional

(1 review)

"We had a very nice stay. Just one night but used the washer and kitchen amenities. Would stay here again. It is a bit snug but cozy. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Zach G.

CA $134

CA $238 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Abingdon-Hotels-Flat-1.h102607773.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/86000000/85090000/85087100/85087046/2aa575b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/86000000/85090000/85087100/85087046/d7a73661.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/86000000/85090000/85087100/85087046/bff68afc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/86000000/85090000/85087100/85087046/1d521de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Central Modern Flat Sleeps 6 - Dedicated Parking - From 125 Per Night

[](https://www.expedia.ca/Henley-On-Thames-Hotels-3-Britannia-Central-Modern-Flat-Sleeps-6-Dedicated-Parking.h85087046.Hotel-Information)

Henley-on-Thames

10/10

Exceptional

(1 review)

CA $328

CA $520 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Henley-On-Thames-Hotels-3-Britannia-Central-Modern-Flat-Sleeps-6-Dedicated-Parking.h85087046.Hotel-Information)

![Apple Perch](https://images.trvl-media.com/lodging/45000000/44910000/44904100/44904014/ca948296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apple Perch | In-room dining](https://images.trvl-media.com/lodging/45000000/44910000/44904100/44904014/ebade620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apple Perch | Living area](https://images.trvl-media.com/lodging/45000000/44910000/44904100/44904014/d8ceb522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apple Perch | Private kitchen](https://images.trvl-media.com/lodging/45000000/44910000/44904100/44904014/73cc1d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apple Perch 2BR Flat-Free Parking

[](https://www.expedia.ca/Oxford-Hotels-Apple-Perch-2BR-Flat-Free-Parking.h44904014.Hotel-Information)

Cowley

10/10

Exceptional

(11 reviews)

"The host is very responsive and helpful, we had a good time in the apartment."

![Hong Kong SAR China](https://a.travel-assets.com/egds/marks/flags/hk.svg)

Cheuk Lam

CA $163

CA $306 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Oxford-Hotels-Apple-Perch-2BR-Flat-Free-Parking.h44904014.Hotel-Information)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114920000/114913800/114913717/9be09d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114920000/114913800/114913717/6d56e74d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114920000/114913800/114913717/107e604d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114920000/114913800/114913717/e4ab48c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Milton Keynes Luxury Massage Apartment

[](https://www.expedia.ca/Milton-Keynes-Hotels-Milton-Keynes-Luxury-Massage-Apartment.h114913717.Hotel-Information)

Bletchley

10/10

Exceptional

(2 reviews)

"Clean, comfortable, well situated, wel equipped. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Angela J.

CA $151

CA $237 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Milton-Keynes-Hotels-Milton-Keynes-Luxury-Massage-Apartment.h114913717.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113940000/113934300/113934230/f134ef08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113940000/113934300/113934230/87280879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113940000/113934300/113934230/1586143e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113940000/113934300/113934230/9127bae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Oxford-Hotels-Homely-Retreat-Spacious-Ground-Floor-Flat-Near-Oxford-City-Centre.h113934230.Hotel-Information)

New Marston

10/10

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](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Salma

CA $218

CA $384 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Oxford-Hotels-Homely-Retreat-Spacious-Ground-Floor-Flat-Near-Oxford-City-Centre.h113934230.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/35000000/34910000/34909500/34909489/214df9aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34910000/34909500/34909489/1b778e14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34910000/34909500/34909489/33f2f4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34910000/34909500/34909489/1014c8a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Bicester-Hotels-The-Windmill-Blackthorn-Hill-A-Windmill-That-Sleeps-4-Guests-In-2-Bedrooms.h34909489.Hotel-Information)

Bicester

10/10

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](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Tracy

CA $583

CA $583 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Bicester-Hotels-The-Windmill-Blackthorn-Hill-A-Windmill-That-Sleeps-4-Guests-In-2-Bedrooms.h34909489.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/102000000/101400000/101392800/101392765/2cfd2f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/102000000/101400000/101392800/101392765/c19c3a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/102000000/101400000/101392800/101392765/3198724f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/102000000/101400000/101392800/101392765/30123ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 1-bed Studio in Bourne end

[](https://www.expedia.ca/Bourne-End-Hotels-Beautiful-1-Bed-Studio-In-Bourne-End.h101392765.Hotel-Information)

Bourne End

10/10

Exceptional

(1 review)

"Super stay, gorgeous studio with separate kitchen and bathroom, immaculate throughout. Very convenient for the train station and a beautiful walk by the Thames is just a few minutes away! "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

natalie

CA $195

CA $195 total

includes taxes & fees

Feb 5 - Feb 6

[](https://www.expedia.ca/Bourne-End-Hotels-Beautiful-1-Bed-Studio-In-Bourne-End.h101392765.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/110000000/109530000/109521100/109521044/22b62c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/110000000/109530000/109521100/109521044/afb2c980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109530000/109521100/109521044/a1d5ab15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109530000/109521100/109521044/b7bc22ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1 bedroom accommodation in Great Missenden

[](https://www.expedia.ca/Great-Missenden-Hotels-Delightful-Barn-Conversion-Perfect-For-A-Couple-Close-To-Amenities.h109521044.Hotel-Information)

Great Missenden

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gareth Morgans

CA $437

CA $437 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Great-Missenden-Hotels-Delightful-Barn-Conversion-Perfect-For-A-Couple-Close-To-Amenities.h109521044.Hotel-Information)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/97000000/96410000/96401900/96401866/62afaba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96410000/96401900/96401866/1b26c496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/97000000/96410000/96401900/96401866/503cfbf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96410000/96401900/96401866/5100dc5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Aylesbury-Hotels-Comfortable-4-Bedroom-Home-Park-View-Pet-Friendly-Close-To-The-Hospital.h96401866.Hotel-Information)

Aylesbury

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Guy C.

CA $278

CA $420 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Aylesbury-Hotels-Comfortable-4-Bedroom-Home-Park-View-Pet-Friendly-Close-To-The-Hospital.h96401866.Hotel-Information)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/78000000/77970000/77965600/77965544/9f492915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/78000000/77970000/77965600/77965544/0d4e39a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/78000000/77970000/77965600/77965544/a2e92008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/78000000/77970000/77965600/77965544/4ef58591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1400Cottage – An enchanting unique stay

[](https://www.expedia.ca/Henley-On-Thames-Hotels-1400Cottage-An-Enchanting-Unique-Stay.h77965544.Hotel-Information)

Henley-On-Thames

9.4/10

Exceptional

(3 reviews)

"Very cute, very wonky building. Great location in the middle of town with on-street parking."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

jane c.

CA $248

CA $388 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Henley-On-Thames-Hotels-1400Cottage-An-Enchanting-Unique-Stay.h77965544.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59660000/59650300/59650254/34f66b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59660000/59650300/59650254/31e4a913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/60000000/59660000/59650300/59650254/2db855ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Private kitchen](https://images.trvl-media.com/lodging/60000000/59660000/59650300/59650254/45435393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Thames Reach

[](https://www.expedia.ca/Wallingford-Hotels-Thames-Reach.h59650254.Hotel-Information)

Wallingford

10/10

Exceptional

(1 review)

CA $774

CA $929 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Wallingford-Hotels-Thames-Reach.h59650254.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/96000000/95490000/95483800/95483777/4e3a2be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/96000000/95490000/95483800/95483777/6cf43bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/96000000/95490000/95483800/95483777/1c5fbd79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/96000000/95490000/95483800/95483777/688cb0c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Henley Town Centre With Parking - From 110 Per Night

[](https://www.expedia.ca/Henley-On-Thames-Hotels-Henley-Town-Centre-With-Parking.h95483777.Hotel-Information)

Henley-on-Thames

CA $202

CA $434 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Henley-On-Thames-Hotels-Henley-Town-Centre-With-Parking.h95483777.Hotel-Information)

![Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/125000000/124270000/124268200/124268166/ab1643ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms | Bathroom](https://images.trvl-media.com/lodging/125000000/124270000/124268200/124268166/e8ef2c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms | Dining](https://images.trvl-media.com/lodging/125000000/124270000/124268200/124268166/dbe2f243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms](https://images.trvl-media.com/lodging/125000000/124270000/124268200/124268166/bd585dae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bright Cozy 2 Bedroom Apartment in Oxford

[](https://www.expedia.ca/Oxford-Hotels-Bright-Cozy-2-Bedroom-Apartment-In-Oxford.h124268166.Hotel-Information)

Oxford

CA $202

CA $285 total

includes taxes & fees

Feb 5 - Feb 6

[](https://www.expedia.ca/Oxford-Hotels-Bright-Cozy-2-Bedroom-Apartment-In-Oxford.h124268166.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/96000000/95640000/95630300/95630278/4d798835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95640000/95630300/95630278/86b175f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95640000/95630300/95630278/820216bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95640000/95630300/95630278/5ab1b3ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern cosy countryside apartment close to Bicester Village, Oxford and Blenheim

[](https://www.expedia.ca/Kidlington-Hotels-Modern-Cosy-Countryside-Apartment-Close-To-Bicester-Village.h95630278.Hotel-Information)

Oxford

10/10

Exceptional

(4 reviews)

"Nice cosy apartment ideal for Blenheim and Bicester. Well appointed with very helpful owners 5\*’s"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Ashley

CA $262

CA $297 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Kidlington-Hotels-Modern-Cosy-Countryside-Apartment-Close-To-Bicester-Village.h95630278.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/108000000/107610000/107603200/107603161/a4fd6889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107610000/107603200/107603161/7f8583f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/108000000/107610000/107603200/107603161/10242b8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107610000/107603200/107603161/a8399505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 6 bedroom accommodation in Bletchingdon

[](https://www.expedia.ca/Kidlington-Hotels-Youll-Love-This-Fabulous-Farmhouse-On-The-Edge-Of-The-Cotswolds-For-A-Break-Anytime-Of-The-Year.h107603161.Hotel-Information)

Bletchingdon

10/10

Exceptional

(2 reviews)

"A charming farmhouse, beautifully furnished and even festively decorated which made the weekend even more special. Thank you very much for having us!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David Michnya-Baillie

CA $3,040

CA $3,040 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/Kidlington-Hotels-Youll-Love-This-Fabulous-Farmhouse-On-The-Edge-Of-The-Cotswolds-For-A-Break-Anytime-Of-The-Year.h107603161.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/46000000/45270000/45267300/45267266/1cc3be27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Apartment](https://images.trvl-media.com/lodging/46000000/45270000/45267300/45267266/ce5b7efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Apartment | Private kitchen](https://images.trvl-media.com/lodging/46000000/45270000/45267300/45267266/05c5f3c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Apartment | Living area](https://images.trvl-media.com/lodging/46000000/45270000/45267300/45267266/5d2b233b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxurious & Modern Home

[](https://www.expedia.ca/Royal-Leamington-Spa-Hotels-Luxurious-Modern-Home.h45267266.Hotel-Information)

Oxford City Centre

[](https://www.expedia.ca/Royal-Leamington-Spa-Hotels-Luxurious-Modern-Home.h45267266.Hotel-Information)

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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## Find vacation rentals that suit your style

Aparthotels

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Apartments

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Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Winchendon%2C+Aylesbury%2C+England%2C+United+Kingdom&regionId=990374049723138048&latLong=51.819357%2C-0.925936&adults=2&startDate=2026-05-04&d1=2026-05-04&endDate=2026-05-07&d2=2026-05-07&lodging=CABIN)

Villas

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Condos

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Winchendon%2C+Aylesbury%2C+England%2C+United+Kingdom&regionId=990374049723138048&latLong=51.819357%2C-0.925936&adults=2&startDate=2026-05-04&d1=2026-05-04&endDate=2026-05-07&d2=2026-05-07&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Winchendon%2C+Aylesbury%2C+England%2C+United+Kingdom&regionId=990374049723138048&latLong=51.819357%2C-0.925936&adults=2&startDate=2026-05-04&d1=2026-05-04&endDate=2026-05-07&d2=2026-05-07&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Winchendon%2C+Aylesbury%2C+England%2C+United+Kingdom&regionId=990374049723138048&latLong=51.819357%2C-0.925936&adults=2&startDate=2026-05-04&d1=2026-05-04&endDate=2026-05-07&d2=2026-05-07&lodging=VACATION_HOME)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Upper+Winchendon%2C+Aylesbury%2C+England%2C+United+Kingdom&regionId=990374049723138048&latLong=51.819357%2C-0.925936&adults=2&startDate=2026-05-04&d1=2026-05-04&endDate=2026-05-07&d2=2026-05-07&lodging=CHALET)

Residences

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## Top Upper Winchendon Hotel Reviews

![Leonardo Hotel Milton Keynes ](https://images.trvl-media.com/lodging/2000000/1460000/1450200/1450163/c035e8a5_y.jpg)

### Leonardo Hotel Milton Keynes 

10/10 Excellent

"Great service "

[](https://expedia.ca/Milton-Keynes-Hotels-Jurys-Inn-Milton-Keynes.h1450163.Hotel-Information)

![Novotel Milton Keynes](https://images.trvl-media.com/lodging/1000000/900000/892500/892420/fd569e9a_y.jpg)

### Novotel Milton Keynes

10/10 Excellent

"Great staff and really nice food. Thank you"

[](https://expedia.ca/Milton-Keynes-Hotels-Novotel-Milton-Keynes.h892420.Hotel-Information)

![Oxford Belfry Hotel & Spa](https://images.trvl-media.com/lodging/1000000/80000/79100/79021/475fd192_y.jpg)

### Oxford Belfry Hotel & Spa

10/10 Excellent

"Room upgrade on arrival , drinks in mini bar a bonus. Size of the room "

[](https://expedia.ca/Thame-Hotels-Oxford-Belfry-Hotel-Spa.h79021.Hotel-Information)

![Vanbrugh House Hotel](https://images.trvl-media.com/lodging/11000000/10070000/10066600/10066568/15a7870b_y.jpg)

### Vanbrugh House Hotel

10/10 Excellent

"The room was absolutely beautiful with excellent amenities. A great location and a high level of service from staff."

[](https://expedia.ca/Oxford-Hotels-Vanbrugh-House-Hotel.h10066568.Hotel-Information)

![DoubleTree by Hilton Milton Keynes](https://images.trvl-media.com/lodging/3000000/2980000/2974700/2974604/db1a3bef_y.jpg)

### DoubleTree by Hilton Milton Keynes

10/10 Excellent

"Amazing staff, fabulous room, superb breakfast everything about this hotel oozes quality definitely one of the best"

[](https://expedia.ca/Milton-Keynes-Hotels-DoubleTree-By-Hilton-Milton-Keynes.h2974604.Hotel-Information)

![Courtyard by Marriott Oxford City Centre](https://images.trvl-media.com/lodging/37000000/36770000/36762100/36762018/125db178_y.jpg)

### Courtyard by Marriott Oxford City Centre

10/10 Excellent

"yes"

[](https://expedia.ca/Oxford-Hotels-Courtyard-By-Marriott-Oxford-City-Centre.h36762018.Hotel-Information)

![The Olde Bell, BW Signature Collection](https://images.trvl-media.com/lodging/1000000/50000/47600/47528/de366a17_y.jpg)

### The Olde Bell, BW Signature Collection

10/10 Excellent

"We stayed at The Olde Bell for one night and we were very kindly given an upgrade to a gorgeous luxury room overlooking the lovely garden. The room was very spacious and nicely decorated with a free standing bath in the room as well as a large walk in shower in the bathroom. The staff were all very friendly, dinner was good and breakfast was fantastic. This is also such a good value historical hotel in a gorgeous village. We will definitely be back - this is our second stay. "

[](https://expedia.ca/Maidenhead-Hotels-The-Olde-Bell.h47528.Hotel-Information)

![Hotel La Tour](https://images.trvl-media.com/lodging/70000000/69810000/69808300/69808294/1461e365_y.jpg)

### Hotel La Tour

10/10 Excellent

"The room was clean, friendly staff, good location "

[](https://expedia.ca/Milton-Keynes-Hotels-Hotel-La-Tour.h69808294.Hotel-Information)

![The Woburn Hotel](https://images.trvl-media.com/lodging/1000000/480000/478900/478872/ab48e25d_y.jpg)

### The Woburn Hotel

10/10 Excellent

"Great locations rooms in the old hall a lot better than the outbuildings."

[](https://expedia.ca/Milton-Keynes-Hotels-The-Woburn-Hotel.h478872.Hotel-Information)

## Find out more about Upper Winchendon

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Upper Winchendon. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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## Frequently asked questions

### Can I find a vacation rental in Upper Winchendon?

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Packages

- [Downey's Farm Market](https://expedia.ca/Downeys-Farm-Market-Toronto.d553248621532864962.Vacation-Attraction)
- [Romania Vacation Packages](https://expedia.ca/Romania.d151.Destination-Travel-Guides)
- [Davison Orchards Country Village](https://expedia.ca/Davison-Orchards-Country-Village-Vernon.d6290888.Vacation-Attraction)
- [Still River Greenway](https://expedia.ca/Still-River-Greenway-Danbury.d6326598.Vacation-Attraction)

General

- [Visit Inte](https://expedia.ca/Inte.dx3000738163)
- [Visit Tulum](https://expedia.ca/Tulum.dx182189)
- [Visit Skiathos](https://expedia.ca/Skiathos.dx1729)

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