Oakle Street, Gloucester holiday accommodation: short-term house rentals & properties

Scroll through and select from holiday rentals in Oakle Street to find one that's perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the amenities that you expect for your stay, which might include cable TV and a washer and dryer. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Oakle Street

Showing deals for:24 Oct - 31 Oct

Exceptional

(52 reviews)

Quiet16th Century Cotswold Barn, refurbished. Panoramic views on organic farm

Gloucester, ENG

9% off

AU$365 per night

includes taxes & fees

Exceptional

(48 reviews)

Cosy dog friendly self contained Annexe near Cheltenham & The Cotswolds

Cheltenham, England

5% off

AU$227 per night

includes taxes & fees

Exceptional

(37 reviews)

The Chairman's Retreat, Slad, The Cotswolds, Gloucestershire. Space to relax.

Stroud, ENG

7% off

AU$635 per night

includes taxes & fees

View from behind the property toward the Malverns

Exceptional

(46 reviews)

Cosy studio apartment with garden, views and forest walks from the doorstep.

Ross-on-Wye, ENG

14% off

AU$117 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Oakle Street

Secluded Cottage 5 Minute Walk To Broadway Centre

Sleeps 2 · 1 bedroom

Nethercote House a 6 bedroom traditional stone character property

Beautiful 6 bedroom detached property, a flat 5 minute stroll to centre of town

Sleeps 14 · 6 bedrooms · 3 bathrooms

Indoor heated swimming Pool, Hot tub sleeps up to 30..Amazing Riverside House

Sleeps 30 · 9 bedrooms · 6 bathrooms

Delightful, barn cottage in peaceful rural village. Walks, pubs, scenery. Relax!

Sleeps 4 · 2 bedrooms · 1 bathroom

Top rated rentals - Oakle Street

Cosy 1 bed unit converted piggery. Patio with chairs and Charcoal BBQ

Premier Host

The Hidden Gem

Phillip has a wonderful property that has old world charm mixed in with modern conveniences.with the Cotsworlds Way on the doorstep there is plenty of exploring to do right from your accommodation. Two very lovely pubs just up & down the road.If you are looking for a place to disconnect - make this place a priority.

Caron H.

Stayed Apr 2025

Premier Host

A lovely gem

A fabulous place, exceeded our expectations spacious and comfortable. Breakfast cereals and other goodies were an unexpected bonus we really appreciated. Loved our stay

Pam A.

Stayed Oct 2023

The Highlight of our Trip

Our stay at Acorn Cottage, Little Howle Farm has been an absolute delight. The hosts, Amanda and Derek catered for our every need and the cottage was meticulously maintained with special touches such as scones, cream and jam. The whole cottage speaks quality, with a comfy king mattress, a wonderful bathroom and comfortable living areas. It is warm and inviting with thoughtful surprises throughout the cottage. This cottage should be on your list!! Thank you again Amanda and Derek. Your attention to detail, kindness and care for us and your community is amazing!!

Brian M.

Stayed Apr 2023

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Why people love visiting friendly Oakle Street

The countryside and other outdoor surroundings create an inviting atmosphere in Oakle Street. This city is welcoming and relaxing, recognised for its restaurants, bars and spas. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Oakle Street

Do you want to discover attractions to see while you're in town? Venture out of your holiday home and check out everything that makes Oakle Street a fun spot to go on holiday. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

Gloucester Ski and Snowboard Centre (5.6 mi / 9 km)
Symonds Yat West Leisure Park (12.3 mi / 19.8 km)
Puzzlewood (12.3 mi / 19.9 km)
The Barn Owl Centre (3.3 mi / 5.4 km)
Woodchester Valley Vineyard and Winery (11.1 mi / 17.8 km)
Forest Hills Golf Club (11.3 mi / 18.2 km)

Exploring the natural landscape of Oakle Street

Whether you're looking for fun outdoor activities or just want to take in the scenery, Oakle Street is a great place to spend some time outside. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

Slimbridge Wildfowl and Wetlands Centre (7.8 mi / 12.6 km)
Minchinhampton Common (11.4 mi / 18.4 km)
Puzzlewood (12.3 mi / 19.9 km)
Pittville Park (12.5 mi / 20 km)
Malvern Hills (15.7 mi / 25.2 km)
Wye Valley (16.4 mi / 26.4 km)

Frequently asked questions

How much does it cost to rent a holiday home in Oakle Street?

Property type, length of stay and time of year are some things that can affect the price of a holiday home. Simply enter your dates of travel to find your dream escape. From cosy country cottages to sprawling villas, all Stayz holiday homes provide unbeatable value.

How much does it cost to rent a beach house in Oakle Street?

The average price for a holiday home near the beach in Oakle Street will depend on when you'll be there and the style and size of property you're looking for. You can easily find prices on Stayz by entering your travel dates. Then make use of the filter tool to pick the number of bedrooms and amenities that you prefer, like WiFi, air conditioning and a pool.

What are the top attractions for families in Oakle Street?

Keeping the kids happy during your Oakle Street holiday is a breeze with these leading family-friendly attractions:

Gloucester Folk Museum
Prinknash Bird And Deer Park
City Museum

How old do you have to be to rent a holiday home in Oakle Street?

The minimum age allowed can vary across properties on Stayz, so be sure to look at the rules of the holiday home in Oakle Street you want. But normally, it's 16, 18 or 21.

How long can I rent a holiday home in Oakle Street for?

How long you can book a holiday home in Oakle Street differs according to the property. Just enter your preferred travel dates to display a list of options offering extended stays. With lots of features like full kitchens and air conditioning, as well as some offering weekly or monthly discounts, you're sure to find somewhere just right to call your home away from home in Oakle Street.