Cuddington Vacation Rentals from CA $158: Short-Term Rentals for 2026

Q: What are some of the best vacation rentals in Cuddington?

Lovely Two Bedroom Home : You might want to consider this vacation home rental near Cuddington, 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Cuddington vacation rentals

A modern kitchen with a dining area, large windows, and a view of the outdoors.

1. Aylesbury - Sleeps 6 - Parking - Central Location

Aylesbury

CA $398 total

includes taxes & fees

Sep 10 - Sep 11

A brick wall with climbing roses and a wooden pergola structure.

2. Dairy Cottage

Aylesbury

CA $1,263 total

includes taxes & fees

Sep 15 - Sep 16

A bedroom with a bed, a bedside table, a nightstand, a TV mounted on the wall, and a window with blinds.

3. High Wycombe Apartments

High Wycombe

CA $198 total

includes taxes & fees

Sep 8 - Sep 9

A bedroom with a bed, a brick wall, and a door leading to another room.

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

Aylesbury

Guy C.

CA $558 total

includes taxes & fees

Sep 14 - Sep 15

5. Fountain View 1BR Flat-Free Parking

Cowley

Connor

CA $269 total

includes taxes & fees

Sep 21 - Sep 22

6. Grace`s Guesthouse Room 3

Tring

CA $155 total

includes taxes & fees

Sep 27 - Sep 28

A modern kitchen with white cabinets, a stainless steel sink, and a built-in oven.

7. Buckingham Apartments

High Wycombe

Alexandra

CA $188 total

includes taxes & fees

Sep 30 - Oct 1

A brick building with a sign reading "BCL" and a staircase leading to an upper level.

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

Bicester

David K.

CA $169 total

includes taxes & fees

Sep 12 - Sep 13

A modern living room with a white sofa, a coffee table, and a dining area with chairs.

9. Flat A Rose Hill

Rose Hill

CA $245 total

includes taxes & fees

Sep 28 - Sep 29

A modern kitchen with a gas stove, oven, microwave, and a washing machine.

10. 2 Bedroom Bangalow

South Oxford

CA $274 total

includes taxes & fees

Sep 10 - Sep 11

A hallway with white doors, a wooden handrail, and a carpeted floor.

11. Elegant King Room With Wifi & Parking

Milton Keynes

CA $224 total

includes taxes & fees

Sep 8 - Sep 9

A bedroom with a bed, bedside table, lamp, dresser, mirror, and a view of the outdoors.

12. Number 3 The Barn House

Aylesbury

CA $1,622 total

includes taxes & fees

Sep 10 - Sep 11

A bedroom with a bed, two bedside tables, two lamps, a window with a view of buildings, and a white wall.

13. Stylish 2BR Cottage in Chesham

Chesham

CA $380 total

includes taxes & fees

Sep 10 - Sep 11

14. The Red Barn

Abingdon

Ian

CA $168 total

includes taxes & fees

Sep 10 - Sep 11

A living room with a sofa, a coffee table, a chair, a bookshelf, a window with curtains, and a hanging light fixture.

15. Tring Grange Cottage, Sleeps 2 with Onsite Parking

Tring

CA $359 total

includes taxes & fees

Sep 11 - Sep 12

A kitchen with a white table, two bowls, and a potted orchid.

16. Noa Residence

North Oxford

Elham

CA $162 total

includes taxes & fees

Sep 13 - Sep 14

A small wooden table with a white vase containing flowers, a floor lamp, a clock, and a window with blinds.

17. Newly refurbished 2-bedroom flat + Free Parking

New Marston

Eleanor Jane

CA $394 total

includes taxes & fees

Sep 20 - Sep 21

A loft-style room with a sloped ceiling, a dining area with two bar stools, a sofa, and a small table with a vase.

18. Beautiful Barn Annex

Clifton Hampden

"The property was well designed and very well equipped. When we arrived the property was very clean and the instructions very comprehensive. The hosts Ruth and Sam were very helpful. There is a village shop nearby and the location is ideal for visiting many places nearby. Our only slight disappointment was the outside area was very small. We would recommend the property for a couple wanting a neat and tidy place to stay close to many places to visit."

John C.

CA $153 total

includes taxes & fees

Sep 16 - Sep 17

A room with a wooden floor, a grey sofa with white and brown cushions, and two wooden doors.

19. 1 bedroom accommodation in Great Missenden

Great Missenden

Gareth Morgans

CA $567 total

includes taxes & fees

Sep 13 - Sep 14

A neatly arranged bedroom with a bed, bedside tables, a lamp, a window with a view, and a painting on the wall.

20. Free Parking | Private Garden | Fully Equipped | Family Friendly | Bus Stop

Littlemore

Lynsey S.

CA $418 total

includes taxes & fees

Sep 23 - Sep 24

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Top Cuddington Hotel Reviews

DoubleTree by Hilton Milton Keynes

10/10 Excellent

"Breakfast was great, rooms were clean"

De Vere Latimer Estate

8/10 Good

"Wonderful stay in 4 deluxe double rooms for 8 of us. Bernadette helped so much before and during our stay. She is a wonderful assest to the hotel. All public areas are tasteful and wonderful to sit down in and relax. Food in restaurant was enjoyable. Not a massive menu choice at dinner but the food we had was delicious. Breakfast was also very good. Very nice range of food. Be wary if there is a party on when you stay, we had awful noise from drunk guests under our bedroom window, room 112. Choice language too. The noise from the bottom of the main stairs carried right up into our room too. We also had people knocking twice on our bedroom door, the last time being 3am. We ignored it, but it did make for an awful night's sleep. It was clear that the people who chose to be so inconsiderate of others were just clearly lacking in any form of manners or decorum. Apart from the awful nights sleep, we enjoyed our stay at Devere Latimer and would stay again, if the need arose."

Kents Hill Park Training and Conference Centre

10/10 Excellent

"Room nice, fluffy towels, good quality breakfast and great choice. We went to the health club only to find out that they don’t supply towels, I am disabled, I walked back to reception they didn’t have any towels there and we didn’t know that we had to take our own towels from our room! I didn’t have the energy to walk all the way back too our room for the towels so we didn’t go to the health club in the end and we were so disappointed."

Bicester Hotel Golf and Spa

10/10 Excellent

"My stay at Bicester Golf Club Hotel & Spa was genuinely enjoyable. The property is calm, well‑kept, and offers a comfortable experience across the board. The facilities are clean, the rooms are spacious, and the overall atmosphere is relaxing. A special mention for Molly, who we met every morning at breakfast. She was consistently exceptional - warm, attentive, and incredibly professional. She remembered small details, checked in proactively, and made each morning feel welcoming. Her service stood out and elevated the stay."

Find out more about Cuddington

Everything you need to know about Cuddington vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cuddington vacation rental for you. At Expedia, you can take your pick from private vacation 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 Cuddington vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cuddington vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cuddington. 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 Cuddington vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cuddington vacation rentals we have selected for you start as low as CA $158 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cuddington rentals

At Expedia, we put the best Cuddington vacation 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 Cuddington 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 Cuddington vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cuddington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find a vacation rental in Cuddington?

Yes, we have vacation rentals near well known local attractions in Cuddington, or you can select a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Cuddington?

Lovely Two Bedroom Home: You might want to consider this vacation home rental near Cuddington, 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’s there to see and do in Cuddington?

Explore the area and family-friendly sights such as ZSL Whipsnade Zoo, or get out into nature at a spot like Waterperry Gardens. Waddesdon Manor and Aylesbury Waterside Theatre are a couple of places you'll find in the larger area.

What’s a vacation rental in Cuddington like?

A vacation rental is a private property where you can stay for several days or longer in Cuddington. Vacation rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.

Cuddington Vacation Rentals

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Check prices for these dates

Our top choices for Cuddington vacation rentals

1. Aylesbury - Sleeps 6 - Parking - Central Location

2. Dairy Cottage

3. High Wycombe Apartments

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

5. Fountain View 1BR Flat-Free Parking

6. Grace`s Guesthouse Room 3

7. Buckingham Apartments

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

9. Flat A Rose Hill

10. 2 Bedroom Bangalow

11. Elegant King Room With Wifi & Parking

12. Number 3 The Barn House

13. Stylish 2BR Cottage in Chesham

14. The Red Barn

15. Tring Grange Cottage, Sleeps 2 with Onsite Parking

16. Noa Residence

17. Newly refurbished 2-bedroom flat + Free Parking

18. Beautiful Barn Annex

19. 1 bedroom accommodation in Great Missenden

20. Free Parking | Private Garden | Fully Equipped | Family Friendly | Bus Stop

Find vacation rentals that suit your style

Top Cuddington Hotel Reviews

DoubleTree by Hilton Milton Keynes

Find out more about Cuddington

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