A lush green valley with rolling hills, scattered trees, and a grazing sheep.

Oakle Street Holiday Rentals

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Our top choices for Oakle Street holiday rentals

1. The Judges Lodgings Boutique Hotel

The Judges Lodgings Boutique Hotel
3.5 star property
Gloucester
9.2 out of 10, Wonderful, (19 reviews)
"The apartment was brilliant grrat bathrooms and the bed was amazingly comfortable, the kitch area was brilliant "
United Kingdom
Andrew
The price is NZ$337
includes taxes & fees
15 Nov - 16 Nov
The Judges Lodgings Boutique Hotel

2. Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

Friary House Serviced Apartments by Roomsbooked - 24Hr Reception
3.5 star property
Gloucester
8.2 out of 10, Very good, (22 reviews)
"Nice place clean and fresh"
United Kingdom
Richard
The price is NZ$213
includes taxes & fees
6 Dec - 7 Dec
Friary House Serviced Apartments by Roomsbooked - 24Hr Reception

3. The Coach House and The Stable

The Coach House and The Stable
3.5 star property
Stroud
8.8 out of 10, Excellent, (49 reviews)
"Great stay "
United Kingdom
Tania
The price is NZ$179
includes taxes & fees
15 Nov - 16 Nov
The Coach House and The Stable

4. Old Fleece Apartments

Old Fleece Apartments
3.5 star property
Stroud
8.8 out of 10, Excellent, (44 reviews)
"Was fab . Breakfast was delicious ."
United Kingdom
Charlotte
The price is NZ$188
includes taxes & fees
15 Nov - 16 Nov
Old Fleece Apartments

5. The Cozy Apartment

The Cozy Apartment
2.0 star property
Gloucester
7.6 out of 10, Good, (19 reviews)
"Suited our needs perfectly for our short stay to take part in Gloucester half marathon. "
United Kingdom
Matt
The price is NZ$234
includes taxes & fees
13 Dec - 14 Dec
The Cozy Apartment

6. Strozzi Palace Suites by Mansley

Strozzi Palace Suites by Mansley
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (255 reviews)
"A very unique property, well fitted and decorated with quality equipment. A nice touch was a container of milk in the fridge as a welcome. I did have an issue with the code to enter the car park, however, the manager was very helpful in getting me into the carpark. Excellent location, thoroughly recommended."
United Kingdom
Graham
The price is NZ$170
includes taxes & fees
26 Nov - 27 Nov
Strozzi Palace Suites by Mansley

7. Crescent Place by Mansley

Crescent Place by Mansley
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (162 reviews)
"Room was clean and well-appointed."
United Kingdom
Eleanor
The price is NZ$177
includes taxes & fees
29 Nov - 30 Nov
Crescent Place by Mansley

8. First Floor One Bedroom Apartment for Upto 3

First Floor One Bedroom Apartment for Upto 3
3.0 star property
Stonehouse
The price is NZ$341
includes taxes & fees
27 Nov - 28 Nov
First Floor One Bedroom Apartment for Upto 3

9. Portland Apartments

Portland Apartments
3.5 star property
Cheltenham
9.8 out of 10, Exceptional, (156 reviews)
"Perfect location and beautiful accommodation"
United Kingdom
Helen
The price is NZ$307
includes taxes & fees
23 Nov - 24 Nov
Portland Apartments

10. Country home from home

Country home from home
Dymock
10.0 out of 10, Exceptional, (2 reviews)
"Immaculately clean and well presented property. Natasha was very friendly and helpful with the check-in. The property is very well equipped and well furnished with an excellent shower too. Peaceful rural setting and easy parking. Would definitely recommend a stay here!"
United Kingdom
Andrew
The price is NZ$270
includes taxes & fees
16 Nov - 17 Nov
Country home from home

11. Modern Studio Appartment

Modern Studio Appartment
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"This is a lovely property, managed by a friendly and responsive host. I very much appreciated the high standard of cleanliness, especially with the linen which was impeccable. The property is close to the racecourse, to the Brewery Quarter and to the university. Very quiet and peaceful at night. Thank you Mo for your attentiveness. "
United Kingdom
KATIA
The price is NZ$152
includes taxes & fees
19 Nov - 20 Nov
Modern Studio Appartment

12. Relaxing Retreat in Cheltenham

Relaxing Retreat in Cheltenham
Cheltenham
10.0 out of 10, Exceptional, (1 review)
"Nice hotel"
United States
Wilbert M.
The price is NZ$164
includes taxes & fees
16 Nov - 17 Nov
Relaxing Retreat in Cheltenham

13. Stylish one bed apartment in the Stroud Valleys

Stylish one bed apartment in the Stroud Valleys
Stroud
9.4 out of 10, Exceptional, (6 reviews)
"Lovely property and hosts"
United Kingdom
Kelly G.
The price is NZ$244
includes taxes & fees
16 Nov - 17 Nov
Stylish one bed apartment in the Stroud Valleys

14. Grigshot Apartment

Grigshot Apartment
4.0 star property
Stroud
9.6 out of 10, Exceptional, (9 reviews)
"A very unique interesting stay. Highly recommend it. "
United States
Gregory
The price is NZ$322
includes taxes & fees
15 Nov - 16 Nov
Grigshot Apartment

15. 21 Montpellier Terrace

21 Montpellier Terrace
3.0 star property
The Suffolks
9.6 out of 10, Exceptional, (8 reviews)
"Amazing place right at the heart of centre. Great how who communicate well. Effortless Stay."
United Kingdom
Tarun
21 Montpellier Terrace

16. Meadow Lodge @ Berrys Place Farm

Meadow Lodge @ Berrys Place Farm
3.5 star property
Gloucester
The price is NZ$856
includes taxes & fees
20 Nov - 21 Nov
Meadow Lodge @ Berrys Place Farm

17. Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks

Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks
Leckhampton
10.0 out of 10, Exceptional, (2 reviews)
"Very cosy and warm place with all amenities that you need for a short stay. Host was very helpful."
United States
Jane W.
The price is NZ$281
includes taxes & fees
22 Nov - 23 Nov
Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks

18. A rural house on the edge of the Forest of Dean with 3 pubs within a short walk.

A rural house on the edge of the Forest of Dean with 3 pubs within a short walk.
Alvington
10.0 out of 10, Exceptional, (19 reviews)
"Very enjoyable stay would try to re-book when next in the area"
United States
Philip R.
The price is NZ$319
includes taxes & fees
16 Nov - 17 Nov
A rural house on the edge of the Forest of Dean with 3 pubs within a short walk.

19. Spa Court

Spa Court
3.0 star property
Cheltenham
7.2 out of 10, Good, (52 reviews)
"In the centre of town .Ideal for the racecourse.Easy access,pleasant and helpful staff "
United Kingdom
Paul
The price is NZ$170
includes taxes & fees
25 Nov - 26 Nov
Spa Court

20. Quaint 1-bedroom house in Cheltenham

Quaint 1-bedroom house in Cheltenham
Cheltenham
10.0 out of 10, Exceptional, (3 reviews)
"We found the property extremely spacious, comfortable and well equipped. The hosts, Fiona and Jonathan were very welcoming and friendly. It proved to be a good base for exploring Cheltenham and surrounding area."
United Kingdom
Rita P.
The price is NZ$351
includes taxes & fees
23 Nov - 24 Nov
Quaint 1-bedroom house in Cheltenham
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 Oakle Street Hotel Reviews

Find out more about Oakle Street

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oakle Street holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oakle Street. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Oakle Street. Seeing all the best attractions is bound to make you fall in love with Oakle Street. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Oakle Street short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Oakle Street?

Yes, there are holiday rentals close to the most popular sights in Oakle Street, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the relaxing spas and beautiful countryside in Oakle Street. While you're here, grab a bite or have a drink at the charming coffee shops and top-notch restaurants.

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

Spacious, Cosy Cotswolds Farmhouse with Annex: This holiday home rental outside of Oakle Street offers a fireplace, 1 hot tub and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Oakle Street?

While exploring the area, visit family-friendly sights like Symonds Yat West Leisure Park, or get outside and enjoy nature at Slimbridge Wildfowl and Wetlands Centre. Elmore Court and Gloucester Quays are a couple of places you'll find in the wider area.

What are holiday rentals like in Oakle Street?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oakle Street. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.