A historic church with a tall spire and a stone facade.

Oakley Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Oakley vacation rentals

A modern living room with a glass dining table, a leather sofa, and a large sliding glass door to a balcony.

1. Western Gate

Western Gate
4.0 star property
Basingstoke
10.0 out of 10, Exceptional, (1 review)
"Was a very good choice."
United States
David
Western Gate
A bedroom with a bed, a nightstand, a lamp, a window with curtains, and a radiator.

2. Settle Winchester

Settle Winchester
2.0 star property
Winchester City Center
$102 nightly
The price is $123
Nov 8 - Nov 9
Total with taxes and fees
Settle Winchester
A modern living room with a sofa, a dining table with chairs, a lamp, and a view through a large window.

3. Bladon Court

Bladon Court
3.5 star property
Basingstoke
$174 nightly
The price is $209
Nov 13 - Nov 14
Total with taxes and fees
Bladon Court
A wooden cabin with an open door, surrounded by lush greenery.

4. Cosy Wigwam Holidays Cabin With Ensuite

Cosy Wigwam Holidays Cabin With Ensuite
Chawton
10.0 out of 10, Exceptional, (9 reviews)
"The cabin has everything you need for a short stay, it's a great place for children and would easily for a family of three. Lovely surroundings for someone who loves nature and walks."
United States
NASTASSIA N.
$148 nightly
The price is $148
Nov 8 - Nov 9
Total with taxes and fees
Cosy Wigwam Holidays Cabin With Ensuite
A modern hotel room with a wooden floor, a bed with a grey blanket, a bedside table, and a desk with a laptop.

5. HQ Aparthotel Farnborough

HQ Aparthotel Farnborough
4.0 star property
Rushmoor District
9.2 out of 10, Wonderful, (483 reviews)
"I always stay here when visiting family nearby as I live in USA."
United States
John
$75 nightly
The price is $90
Nov 8 - Nov 9
Total with taxes and fees
HQ Aparthotel Farnborough
A modern kitchen with dark cabinetry, a dining area with a wooden table and metal chairs, and a living room with a blue sofa and a green plant.

6. 1BR Flat in Andover | Near Local Amenities

1BR Flat in Andover | Near Local Amenities
Hampshire
$253 nightly
The price is $253
Nov 10 - Nov 11
Total with taxes and fees
1BR Flat in Andover | Near Local Amenities
A hotel room with two beds, purple bedding, white pillows, a large mirror, and a sunset painting on the wall.

7. Chester House

Chester House
2.0 star property
Reading
9.6 out of 10, Exceptional, (8 reviews)
"This was a newer listed property and didn't have all the things listed provided."
Canada
Hendrik
$179 nightly
The price is $179
Nov 8 - Nov 9
Total with taxes and fees
Chester House
A modern kitchen with wooden cabinetry, a built-in oven, and a window with a view.

8. Self contained log cabin with lots of greenery

Self contained log cabin with lots of greenery
Shinfield
$129 nightly
The price is $129
Nov 15 - Nov 16
Total with taxes and fees
Self contained log cabin with lots of greenery
A neatly made bed with a grey quilt, two pillows, and rolled towels on the side. There is a bedside table with a lamp and a small decorative item.

9. Aethelred Annexe - New Build with Full Amenities

Aethelred Annexe - New Build with Full Amenities
Winchester
10.0 out of 10, Exceptional, (2 reviews)
"Had a lovely stay at the Aethelred Annexe! Great amenities and an incredibly generous host. It felt very warm and cozy and the bed was super comfy. Great location for a quick drive/ bus into the city centre. Would absolutely recommend."
United States
Andrea W.
$126 nightly
The price is $126
Nov 8 - Nov 9
Total with taxes and fees
Aethelred Annexe - New Build with Full Amenities
A bedroom with a skylight, a bed, a dresser, a sofa, and a view of the garden through a sliding door.

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

Garden room, central Winchester – self-contained, kitchenette & parking
Winchester
$132 nightly
The price is $132
Nov 8 - Nov 9
Total with taxes and fees
Garden room, central Winchester – self-contained, kitchenette & parking
A modern dining area with a glass table, two black chairs, and a small bonsai tree.

11. IBEX HOUSE

IBEX HOUSE
3.0 star property
Reading
$261 nightly
The price is $313
Dec 7 - Dec 8
Total with taxes and fees
IBEX HOUSE
A bedroom with a sloped ceiling, a brick wall, a bed with patterned bedding, a nightstand with a lamp, and a wooden floor.

12. The Studio - A cosy studio apartment

The Studio - A cosy studio apartment
Hungerford
10.0 out of 10, Exceptional, (3 reviews)
"Lovely stay would recommend"
United States
Phillip R.
$175 nightly
The price is $210
Nov 9 - Nov 10
Total with taxes and fees
The Studio - A cosy studio apartment
A cozy living room with a green sofa, a coffee table, and a window overlooking a wooden deck and garden.

13. 2 bedroom accommodation in Bramley, near Tadley

2 bedroom accommodation in Bramley, near Tadley
Bramley, near Tadley
$603 nightly
The price is $603
Nov 11 - Nov 12
Total with taxes and fees
2 bedroom accommodation in Bramley, near Tadley
A wooden cabin with an open door, surrounded by lush greenery.

14. Luxury Cabin in Rural Hampshire without Pergola

Luxury Cabin in Rural Hampshire without Pergola
Chawton
10.0 out of 10, Exceptional, (2 reviews)
"Sheep, grass, fire pit"
United States
Saffron
$178 nightly
The price is $178
Nov 8 - Nov 9
Total with taxes and fees
Luxury Cabin in Rural Hampshire without Pergola
Living area

15. Cosy Annex escape within the South Downs!

Cosy Annex escape within the South Downs!
Upham
9.6 out of 10, Exceptional, (4 reviews)
"Great Annex, calm and peaceful location."
United States
Daniel J.
$132 nightly
The price is $132
Nov 10 - Nov 11
Total with taxes and fees
Cosy Annex escape within the South Downs!
A bed with a teal headboard, two pillows with tropical leaf patterns, and two folded towels on a yellow bedspread.

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

Winchester City Centre Flat/Sleeps 6/Free Parking
Hampshire
$276 nightly
The price is $276
Nov 29 - Nov 30
Total with taxes and fees
Winchester City Centre Flat/Sleeps 6/Free Parking
A wooden cabin with a sloped roof, a deck with two chairs, and a glass door leading inside.

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

Cosy A-Frame cabin nestled in the chalk steams of Hampshire
Winchester
8.6 out of 10, Excellent, (7 reviews)
"Lovely cabin and outside kitchen plus garden. It's my second stay and I enjoyed my stay. Love the garden kitchen,. It's very pretty and relaxing ."
United Kingdom
Nicola H.
$192 nightly
The price is $192
Nov 8 - Nov 9
Total with taxes and fees
Cosy A-Frame cabin nestled in the chalk steams of Hampshire
A modern kitchen with grey cabinetry, a stainless steel range hood, and a built-in oven.

18. B - Delux 2-bedroom apartment in the center of Thatcham

B - Delux 2-bedroom apartment in the center of Thatcham
Thatcham
$431 nightly
The price is $431
Nov 13 - Nov 14
Total with taxes and fees
B - Delux 2-bedroom apartment in the center of Thatcham
A modern bedroom with a large bed, bedside tables, a wardrobe, and a window with curtains.

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

London Street, Andover, Hampshire, SP102NU, United Kingdom
Andover
10.0 out of 10, Exceptional, (1 review)
"Excellent location and accommodation"
United Kingdom
Catalin R.
$145 nightly
The price is $174
Nov 22 - Nov 23
Total with taxes and fees
London Street, Andover, Hampshire, SP102NU, United Kingdom
A covered patio area with wicker furniture, a stone floor, and large windows offering a view of the surrounding landscape.

20. Groomes Country House

Groomes Country House
3.5 star property
Bordon
$3,828 nightly
The price is $4,593
Nov 10 - Nov 11
Total with taxes and fees
Groomes Country 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 Oakley Hotel Reviews

The Winchester Hotel & Spa

The Winchester Hotel & Spa

8/10 Good
"Very friendly staff who were very approachable."
gerald 1-night trip
Posted 10 hours ago
The Winchester Hotel & Spa

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Oakley in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $90 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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.