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

Search Holiday Rentals in Oakley

Dates

November 2026

December 2026

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Our top choices for Oakley holiday 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

Basingstoke

David

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

2. Settle Winchester

Winchester City Center

includes taxes & fees

8 Nov - 9 Nov

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

3. Bladon Court

Basingstoke

includes taxes & fees

27 Nov - 28 Nov

A wooden cabin with an open door, surrounded by lush greenery.

4. Cosy Wigwam Holidays Cabin With Ensuite

Chawton

NASTASSIA N.

includes taxes & fees

7 Nov - 8 Nov

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

Rushmoor District

John

includes taxes & fees

8 Nov - 9 Nov

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

Hampshire

includes taxes & fees

10 Nov - 11 Nov

A hotel room with two beds, purple bedding, white pillows, a large mirror, and a sunset painting on the wall.

7. Chester House

Reading

Hendrik

includes taxes & fees

8 Nov - 9 Nov

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

Shinfield

includes taxes & fees

15 Nov - 16 Nov

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

Winchester

Andrea W.

includes taxes & fees

8 Nov - 9 Nov

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

Winchester

includes taxes & fees

8 Nov - 9 Nov

A modern dining area with a glass table, two black chairs, and a small bonsai tree.

11. IBEX HOUSE

Reading

includes taxes & fees

7 Nov - 8 Nov

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

12. The Studio - A cosy studio apartment

Hungerford

Phillip R.

includes taxes & fees

9 Nov - 10 Nov

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

Bramley, near Tadley

includes taxes & fees

11 Nov - 12 Nov

14. Luxury Cabin in Rural Hampshire without Pergola

Chawton

Saffron

includes taxes & fees

8 Nov - 9 Nov

15. Cosy Annex escape within the South Downs!

Upham

Daniel J.

includes taxes & fees

10 Nov - 11 Nov

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

Hampshire

includes taxes & fees

29 Nov - 30 Nov

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

Winchester

Nicola H.

includes taxes & fees

8 Nov - 9 Nov

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

Thatcham

includes taxes & fees

13 Nov - 14 Nov

A hotel room with a bed, a TV on the wall, and a window with curtains.

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

Andover

Catalin R.

includes taxes & fees

22 Nov - 23 Nov

A covered patio area with wicker furniture, a stone floor, and large windows offering a view of the surrounding landscape.

20. Groomes Country House

Bordon

includes taxes & fees

10 Nov - 11 Nov

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Find holiday rentals that suit your style

Top Oakley Hotel Reviews

A dark wood-paneled room with a round table, a chair, and a framed picture on the wall.

Audleys Wood Hotel

Basingstoke

10/10 Excellent

From the moment we checked in the whole stay was second to none, normally this is a one or perhaps two night stay but we had about a week there. The staff were so helpful and very courteous on all levels, the room was clean and lovely bath towels provided. We used the fridge and iron and there video choices, even the water provided was a welcome touch. The morning breakfasts were delightful and catered for everyone, staff exceptional even when busy. Car parking no problem and the grounds of the...

Johnathan

A modern restaurant with exposed ceilings, hanging pendant lights, and a bar area.

Village Hotel Basingstoke

Basingstoke

10/10 Excellent

Maria

A large, historic building with a circular driveway and well-maintained gardens.

Oakley Hall Hotel

Basingstoke

10/10 Excellent

We used the hotel as a base to visit the Bombay Sapphire gin factory which was very close by. It was an emotional visit for me as i last saw the hotel as my boarding school in 1968 I also fount my initials carved on a wall I remember this even after 48 years The hotel was fantastic we enjoyed our stay for one night and had a lovely breakfast. The only disappointment was the evening meal We did now want anything grand so chose the bar menu The burgers were very disappointing for the price and...

Paul

An outdoor dining area with wicker chairs, a table with two pizzas, a glass of red wine, and a martini glass.

Sandford Springs Hotel & Golf Club

Tadley

10/10 Excellent

Steamboat_willy

A dining area with tables set for breakfast, including pastries and fruits, in a modern hotel setting with large windows and a chandelier.

Red Lion Hotel

Basingstoke

10/10 Excellent

Chi Lok Lawrence

The George & Dragon Country Pub & Hotel

Tadley

10/10 Excellent

Alison

A cozy room with a fireplace, leather furniture, and a patterned table.

Bel & The Dragon Odiham

Hook

10/10 Excellent

Its great to find a hotel you can stay for just one night over the weekend. I was looking for somewhere close to London (34 miles away), with great reviews, good food and accommodation and places to visit nearby. The Bel and Dragon had all of that. The room was tastefully furnished (with free sloe gin - added bonus!) and the hotel was cosy and characterful. We enjoyed a drink in the bar and a great dinner (although I noticed the bar food also looked enticing. There is a snug for hotel guests...

hilary

A spa area with three reclining chairs, a wall with a leafy pattern, and a row of candles.

Hampshire Court Hotel & Spa

Basingstoke

10/10 Excellent

David

A restaurant with wooden beams on the ceiling, brick walls, and large windows. Tables are set with plates and cutlery.

The Furze Bush Inn

Newbury

10/10 Excellent

Staff were lovely. Had a long drive and arrived on the cutoff for ordering dinner, but thankfully the staff were kind enough to still let us order. We had both dinner and breakfast, both were absolutely delicious. There was some games we could borrow which we enjoyed playing in the bar, only small disadvantage is the bar closed at 10:30. Room was very clean, stocked with tea and coffee and the extra pillows in the wardrobe was a nice addition. Overall, we had a very peaceful, relaxing stay.

Roxanne

The Royal Oak

Thatcham

10/10 Excellent

Christina

A restaurant with wooden beams, a brick wall, and a clock. Tables and benches are arranged for dining.

Hare & Hounds Newbury

Newbury

10/10 Excellent

Vincent

The Old Vine

Winchester City Center

10/10 Excellent

Had a fabulous stay at this gorgeous traditional inn. Rooms are beautiful, spacious and clean, with good amenities, such as a Nespresso coffee machine, and complimentary items in the fridge and bathroom. Service from staff was wonderful and friendly, and the included breakfast is amazing. Location is exceptional, right on the square opposite the cathedral, with easy access to the high street and the train station. I loved my stay, and definitely hope to stay again. Thank you to the Old Vine!

Natasha

A brick-walled dining room with a wooden table set for six, surrounded by chairs.

The Hind's Head

Reading

10/10 Excellent

Elizabeth

A narrow alleyway with brick buildings, potted plants, and hanging flower baskets.

Wykeham Arms

Winchester City Center

10/10 Excellent

gillian

A narrow hallway with a large wooden wheel, tables, chairs, and a kitchen area visible in the background.

The Running Horse

Winchester

10/10 Excellent

JOAN

Find out more about Oakley

Everything you need to know about Oakley holiday rentals

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

Oakley holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakley holiday rentals we have selected for you start as low as £66 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 holiday 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 holiday.

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 holiday rental in Oakley?

Yes, there are holiday rentals close to the most popular sights in Oakley, or you can select a more secluded 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 coffee shops and bars during your trip.

What are some of the best holiday rentals that Oakley has to offer?

Spacious Home Heated Pool(April-Sep) in Tilehurst - Pass the Keys: This holiday 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 that 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 wider area.

What’s a holiday rental in Oakley like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oakley. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family trip or a small group gathering.

Search Holiday Rentals in Oakley

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Oakley holiday rentals

1. Western Gate

2. Settle Winchester

3. Bladon Court

4. Cosy Wigwam Holidays Cabin With Ensuite

5. HQ Aparthotel Farnborough

6. 1BR Flat in Andover | Near Local Amenities

7. Chester House

8. Self contained log cabin with lots of greenery

9. Aethelred Annexe - New Build with Full Amenities

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

11. IBEX HOUSE

12. The Studio - A cosy studio apartment

13. 2 bedroom accommodation in Bramley, near Tadley

14. Luxury Cabin in Rural Hampshire without Pergola

15. Cosy Annex escape within the South Downs!

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

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

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

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

20. Groomes Country House

Find holiday rentals that suit your style

Top Oakley Hotel Reviews

Audleys Wood Hotel

10/10 Excellent

Find out more about Oakley

Oakley holiday rentals: An excellent choice for every season

How to find incredible deals on Oakley rentals

Frequently Asked Questions

Can I find a holiday rental in Oakley?

What are some of the best holiday rentals that Oakley has to offer?

What’s there to see and do in Oakley?

What’s a holiday rental in Oakley like?