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Winder Holiday Rentals

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Our top choices for Winder holiday rentals

1. High Wreah Bolt Hole

High Wreah Bolt Hole
2.0 star property
Whitehaven
10.0 out of 10, Exceptional, (2 reviews)
"Lovely unique little property ideal for a relaxing getaway. Thoroughly enjoyed my time there and can see me returning."
United Kingdom
Dean
The price is NZ$659
includes taxes & fees
11 Sept - 12 Sept
High Wreah Bolt Hole

2. Luxury Loft Studio Apartment - Town Centre

Luxury Loft Studio Apartment - Town Centre
Whitehaven
10.0 out of 10, Exceptional, (3 reviews)
"Nice stay beautiful apartment in a lost part of the lakes"
United Kingdom
Martin J.
The price is NZ$252
includes taxes & fees
2 Sept - 3 Sept
Luxury Loft Studio Apartment - Town Centre

3. High Dyke 1 - bed Studio Apartment nr Cockermouth

High Dyke 1 - bed Studio Apartment nr Cockermouth
3.0 star property
Cockermouth
8.4 out of 10, Very good, (6 reviews)
"A really lovely place to stay! The studio is lovely, a really comfortable space and very clean and in a lovely location. We were greeted by Lee a lovely guy and happy to help with any questions we had. We would happily stay there again! "
United Kingdom
Paul
The price is NZ$151
includes taxes & fees
14 Sept - 15 Sept
High Dyke 1 - bed Studio Apartment nr Cockermouth

4. Your Perfect Home Away From Home

Your Perfect Home Away From Home
2.0 star property
Workington
The price is NZ$555
includes taxes & fees
8 Sept - 9 Sept
Your Perfect Home Away From Home

5. 1 bedroom accommodation in St Bees, near Whitehaven

1 bedroom accommodation in St Bees, near Whitehaven
St Bees, near Whitehaven
10.0 out of 10, Exceptional, (10 reviews)
"Lovely stay in a nice quiet little town"
United States
Dan Smith
The price is NZ$556
includes taxes & fees
2 Sept - 3 Sept
1 bedroom accommodation in St Bees, near Whitehaven

6. 1 bedroom accommodation in St Bees, near Whitehaven

1 bedroom accommodation in St Bees, near Whitehaven
St Bees, near Whitehaven
10.0 out of 10, Exceptional, (11 reviews)
"Lovely property. ProperlyResponsive hosts. Easy parking right outside. "
United Kingdom
Sarah C.
The price is NZ$579
includes taxes & fees
5 Sept - 6 Sept
1 bedroom accommodation in St Bees, near Whitehaven

7. 2 bedroom accommodation in St Bees, near Whitehaven

2 bedroom accommodation in St Bees, near Whitehaven
St Bees, near Whitehaven
10.0 out of 10, Exceptional, (6 reviews)
"We enjoyed our stay immensely. The owner was very attentive to our needs, property was very cosy and warm, and ideally located for local amenities and touring the area. We will return!"
United States
Steven Harrison
The price is NZ$648
includes taxes & fees
25 Sept - 26 Sept
2 bedroom accommodation in St Bees, near Whitehaven

8. 2 bedroom accommodation in Bassenthwaite, near Keswick

2 bedroom accommodation in Bassenthwaite, near Keswick
Bassenthwaite, near Keswick
9.6 out of 10, Exceptional, (7 reviews)
"Good, comfortable cottage in a great part of the Lakes."
United Kingdom
David P.
The price is NZ$817
includes taxes & fees
10 Sept - 11 Sept
2 bedroom accommodation in Bassenthwaite, near Keswick

9. Stanger Cottage - a cottage that sleeps 4 guests in 2 bedrooms

Stanger Cottage - a cottage that sleeps 4 guests in 2 bedrooms
Braithwaite
8.8 out of 10, Excellent, (17 reviews)
"We had a wonderful stay in this cosy, quiet cottage with plenty of space and everything you needed. The beds were very comfortable, the kitchen well stocked but, you will need to bring any essentials salt and pepper, oil, etc. very nice pet welcome pack and packs of welcome with tea and cleaning items. There is a village shop nearby and several pub restaurants. There are a number of great walks on your doorstep from easy to more challenging without needing drive.. A beautiful area to explore so...
United Kingdom
Heather L.
The price is NZ$1,167
includes taxes & fees
7 Sept - 8 Sept
Stanger Cottage - a cottage that sleeps 4 guests in 2 bedrooms

10. Lake View Cottage - an apartment that sleeps 4 guests in 2 bedrooms

Lake View Cottage - an apartment that sleeps 4 guests in 2 bedrooms
Thornthwaite
9.8 out of 10, Exceptional, (36 reviews)
"Accommodation clean and tidy. Keys a little hard to find at the beginning for entry as there are many 'front porches'. In a nice area with mountain views and easy access to Whinlatter and Keswick and surrounding area."
United States
Anonymous traveller
The price is NZ$1,938
includes taxes & fees
2 Sept - 3 Sept
Lake View Cottage - an apartment that sleeps 4 guests in 2 bedrooms

11. Highlands Way Lodge

Highlands Way Lodge
3.0 star property
Workington
10.0 out of 10, Exceptional, (1 review)
"Wonderful cabin in a great location. Super clean and pristine when we arrived. Highly recommend and definitely booking with this host/cabin again 👍"
United Kingdom
Rebecca
The price is NZ$794
includes taxes & fees
11 Sept - 12 Sept
Highlands Way Lodge

12. Spa Cottage - a cottage that sleeps 3 guests in 2 bedrooms

Spa Cottage - a cottage that sleeps 3 guests in 2 bedrooms
Braithwaite
9.8 out of 10, Exceptional, (83 reviews)
"This was our third visit to Spa Cottages. It is a great base for exploring the Lake District. Parking can be a bit tight, but for the majority of the time we were able to park directly outside the property."
United States
Anonymous traveller
The price is NZ$1,805
includes taxes & fees
6 Sept - 7 Sept
Spa Cottage - a cottage that sleeps 3 guests in 2 bedrooms

13. Fell View - sleeps 4 guests in 2 bedrooms

Fell View - sleeps 4 guests in 2 bedrooms
Portinscale
9.8 out of 10, Exceptional, (27 reviews)
"Very comfortable and thoughtful accommodation, a lot of care had been taken with design. Location is convenient for accessing lots of walks. The Chalet and Lingholm are very good for lunch."
United States
Anonymous traveller
The price is NZ$1,662
includes taxes & fees
28 Sept - 29 Sept
Fell View - sleeps 4 guests in 2 bedrooms

14. The Dearham Lonnin Nook

The Dearham Lonnin Nook
2.0 star property
Maryport
The price is NZ$458
includes taxes & fees
3 Sept - 4 Sept
The Dearham Lonnin Nook

15. Roslin - a cottage that sleeps 4 guests in 2 bedrooms

Roslin - a cottage that sleeps 4 guests in 2 bedrooms
Portinscale
9.4 out of 10, Exceptional, (41 reviews)
"The view of the mountains is stunning. The house is comfortable with plenty of space. It is well equipped with a delightful garden. Portinscale is a lovely setting with a very nice cafe and pub."
United States
Anonymous traveller
The price is NZ$1,308
includes taxes & fees
3 Sept - 4 Sept
Roslin - a cottage that sleeps 4 guests in 2 bedrooms

16. Short breaks available all year.

Short breaks available all year.
Keswick
9.0 out of 10, Wonderful, (18 reviews)
"Had a great holiday. Even the weather was good!"
United States
Jane Richards
The price is NZ$808
includes taxes & fees
9 Sept - 10 Sept
Short breaks available all year.

17. Carlton 2

Carlton 2
3.5 star property
Keswick
10.0 out of 10, Exceptional, (8 reviews)
"The room was lovely, it was very central for all the amenities, it was handy having a car parking free space ,everything was spotless we will definitely be back."
United Kingdom
Gladys
Carlton 2

18. Tawny Cottage - a cottage that sleeps 4 guests in 2 bedrooms

Tawny Cottage - a cottage that sleeps 4 guests in 2 bedrooms
Portinscale
9.8 out of 10, Exceptional, (26 reviews)
"Lovely cottage in a beautiful village with easy access into Keswick Town. Would definitely book again."
United States
Anonymous traveller
The price is NZ$1,343
includes taxes & fees
28 Sept - 29 Sept
Tawny Cottage - a cottage that sleeps 4 guests in 2 bedrooms

19. 1 bedroom accommodation in Corney, near Millom

1 bedroom accommodation in Corney, near Millom
Corney, near Millom
The price is NZ$579
includes taxes & fees
7 Sept - 8 Sept
1 bedroom accommodation in Corney, near Millom

20. Brandlehow - a house that sleeps 7 guests in 4 bedrooms

Brandlehow - a house that sleeps 7 guests in 4 bedrooms
Portinscale
8.6 out of 10, Excellent, (22 reviews)
"Our 3rd visit to Brandlehow and another truly stunning week, a mix of activity and relaxation. The house, the location, and the Keswick Cottages team all combine to make a fantastic experience … plus meeting our late changes to suit the wedding vows renewal at Gretna midweek. It made it all so very special for all of us, thank you"
United States
Richard H.
The price is NZ$3,232
includes taxes & fees
7 Sept - 8 Sept
Brandlehow - a house that sleeps 7 guests in 4 bedrooms
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 Winder Hotel Reviews

Find out more about Winder

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 Winder 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 Winder. 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 Winder. Seeing all the best attractions is bound to make you fall in love with Winder. 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 Winder short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Winder?

Yes, there are holiday rentals close to the most popular sights in Winder, or you can select a more secluded option if you're looking for a relaxing stay. Winder is known for its parks.

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

Armstrong St - Cosy 3 Bedroom Home: This holiday home rental outside Winder is equipped with a terrace, laundry facilities and a TV to help you feel comfortable during your stay.

What can I see and do in Winder?

Explore the area and family-friendly sights such as Rowrah Circuit, or get out into nature at a spot like St. Bees Beach. Frizington Library and Crummock Water are a couple of places you'll find in the wider area.

What are holiday rentals like in Winder?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winder. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family trips.