Oakley Vacation Rentals from CA $120: Short-Term Rentals for 2026

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Our top choices for Oakley vacation rentals

A modern living room with a sofa, a dining table with chairs, a lamp, and a view through a large window.

1. Bladon Court

Basingstoke

CA $277 total

includes taxes & fees

Oct 31 - Nov 1

A bedroom with a bed, a nightstand, a lamp, a window with curtains, and a radiator.

2. Settle Winchester

Winchester City Center

CA $171 total

includes taxes & fees

Nov 4 - Nov 5

A cozy attic bedroom with a wooden ceiling, a sofa, a bed, and a wardrobe.

3. Wigwam Holidays Cabin With Ensuite without Pergola

Chawton

NASTASSIA N.

CA $207 total

includes taxes & fees

Nov 2 - Nov 3

A hotel room with a bed, a desk with a chair, a dresser, a television, and a mirror.

4. Winchester Wessex Hotel by Sunday Twin Room

Winchester City Center

Hayden

CA $177 total

includes taxes & fees

Nov 15 - Nov 16

5. PREMIER SUITES Reading

Reading City Centre

Maria Alicia

CA $167 total

includes taxes & fees

Nov 6 - Nov 7

A modern kitchen with grey cabinets, a stainless steel countertop, a built-in microwave, and a coffee machine.

6. C - Delux 2-bedroom apartment in the center of Thatcham

Thatcham

CA $601 total

includes taxes & fees

Oct 31 - Nov 1

A cozy living room with a green sofa, a coffee table, and a window overlooking a wooden deck and garden.

7. 2 bedroom accommodation in Bramley, near Tadley

Bramley, near Tadley

CA $844 total

includes taxes & fees

Nov 8 - Nov 9

A paved pathway leading through a gated entrance with two brick pillars topped with decorative urns, surrounded by lush greenery.

8. The Studio - A cosy studio apartment

Hungerford

Phillip R.

CA $293 total

includes taxes & fees

Oct 19 - Oct 20

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Top Oakley Hotel Reviews

ORIDA Hotels Newbury

10/10 Excellent

"Amazing stay, friendly staff and very clean"

Old Thorns Golf Resort and Spa Hampshire by Accor

8/10 Good

"Arrival was easy and straightforward. The gentleman with glasses behind the reception (I didn’t get his name unfortunately) was so welcoming and helpful. Thank you . Had a quick dinner on my first night at the sports bar which was ok My best experience would be the spa especially to Mia and Katie. They are credit to the hotel as they are so professional and knowledgeable. The carvery dinner was great as the chef was great and kind and my lovely waitress Paulie(polly) was so attentive, polite and very caring. The housekeeping team was amazing as i walked passed and requested some items to be replenished and I don’t need cleaning. She was very kind and helpful and asked if I need anything? Contrast to my breakfast experience. Yes I am aware that there was a wedding and other events the night before so there was a queue to the breakfast I meant a massive queue which I can understand. Unfortunately the lady who showed to my table was not very accommodating and my table was not even cleaned before the set up. My cups and glasses were stucked to the table. This hopefully can be done better in the future. A small little things always be remembered and appreciated. Didn’t even bother to go for breakfast the next day that I already paid for. I just didn’t want a bad experience before I left. Overalll my stay has been pleasant and relaxing. Thank you to all the wonderful staff at the Old Thorns ."

Find out more about Oakley

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

Oakley vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakley. 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 Oakley 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 Oakley vacation rentals we have selected for you start as low as CA $120 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oakley rentals

At Expedia, we put the best Oakley 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 Oakley 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 Oakley 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 Oakley. 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 vacation rental in Oakley?

Yes, we give you a choice of vacation rentals close to the most popular local attractions in Oakley, or you can select a more remote option if you're looking for a relaxing stay. Visitors to Oakley speak positively about the countryside and restaurants in this destination. Make sure you have time to check out the coffeehouses and bars during your trip.

What are some of the best vacation home rentals in Oakley?

Spacious Home Heated Pool(April-Sep) in Tilehurst - Pass the Keys: This vacation home rental outside of Oakley is equipped with a garden, laundry facilities, and a Smart TV to help you feel comfortable during your stay. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and an oven, so you can cook with friends or family.

What’s there to see and do in Oakley?

Explore the area and family-friendly sights such as Basingstoke Leisure Park, or get out into nature at a spot like North Wessex Downs. Milestones Museum and The Anvil are a couple of places you'll find in the larger area.

What’s a vacation rental in Oakley like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Oakley. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy 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 traditional hotel, which makes a vacation rental an attractive choice for a small group gathering.

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Check prices for these dates

Our top choices for Oakley vacation rentals

1. Bladon Court

2. Settle Winchester

3. Wigwam Holidays Cabin With Ensuite without Pergola

4. Winchester Wessex Hotel by Sunday Twin Room

5. PREMIER SUITES Reading

6. C - Delux 2-bedroom apartment in the center of Thatcham

7. 2 bedroom accommodation in Bramley, near Tadley

8. The Studio - A cosy studio apartment

9. Aethelred Annexe - New Build with Full Amenities

10. Chester House

11. HQ Aparthotel Farnborough

12. Cosy A-Frame cabin nestled in the chalk steams of Hampshire

13. Garden room, central Winchester – self-contained, kitchenette & parking

14. IBEX HOUSE

15. Luxury Cabin in Rural Hampshire without Pergola

16. Winchester City Centre Flat/Sleeps 6/Free Parking

17. London Street, Andover, Hampshire, SP102NU, United Kingdom

18. Escape to Nature | Cosy Countryside Stay Near Crondall

19. Calm 1 Bed Apartment with Parking, Winchester by At Hem

20. Family run, family friendly Apartments set in 30 acres of countryside to explore

Find vacation rentals that suit your style

Top Oakley Hotel Reviews

ORIDA Hotels Newbury

Hampshire Court Hotel & Spa

Lakeside International Hotel

De Vere Wokefield Estate

Old Thorns Golf Resort and Spa Hampshire by Accor

The Winchester Hotel & Spa

ibis Reading Centre

Find out more about Oakley

Frequently asked questions

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