Holiday Rentals Winder from £203: Find Short-Term Rentals & Holiday Accommodations

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

Lovely mews cottage in the western Lake District : This holiday home rental outside of Winder is equipped with a garden, laundry facilities and WiFi to help you feel comfortable during your stay.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Winder holiday rentals

A rustic stone wall with a wooden table and two blue chairs.

1. High Dyke 1 - bed Studio Apartment nr Cockermouth

Cockermouth

Paul

includes taxes & fees

3 Nov - 4 Nov

2. Luxury Loft Studio Apartment - Town Centre

Whitehaven

Martin J.

includes taxes & fees

18 Oct - 19 Oct

A beach with people walking and playing, a rocky area, and a grassy hill in the background.

3. 1 bedroom accommodation in St Bees, near Whitehaven

St Bees, near Whitehaven

Neal Ferrie

includes taxes & fees

31 Oct - 1 Nov

A living room with a fireplace, a sofa, a large window with a view of houses, and a television on a shelf.

4. Highlands Way Lodge

Workington

Rebecca

includes taxes & fees

26 Oct - 27 Oct

5. 1 bedroom accommodation in St Bees, near Whitehaven

St Bees, near Whitehaven

Dan Smith

includes taxes & fees

1 Nov - 2 Nov

A coastal marina with boats, a crane, and a grassy area with a bench.

6. 2 bedroom accommodation in Ritson Wharf, near Cockermouth

Ritson Wharf, near Cockermouth

PETER WILKINSON

includes taxes & fees

5 Nov - 6 Nov

7. 2 bedroom accommodation in St Bees, near Whitehaven

St Bees, near Whitehaven

Steven Harrison

includes taxes & fees

15 Nov - 16 Nov

A cozy cabin interior with a kitchenette, a sofa with animal-themed pillows, and a skylight.

8. 1 bedroom accommodation in Corney, near Millom

Corney, near Millom

includes taxes & fees

2 Nov - 3 Nov

A spacious dining area with a long table set for a meal, surrounded by chairs.

9. Cherry Garth - a house that sleeps 8 guests in 4 bedrooms

Central Keswick

Marie J.

includes taxes & fees

14 Nov - 15 Nov

A white building with a sloped roof, surrounded by a well-maintained lawn and a gravel path leading to the entrance.

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

Thornthwaite

Ivan K.

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with grey cabinets, a built-in oven, a microwave, and a coffee maker. There is a dining area with a table and chairs, and a large window with curtains.

11. Appletree - a house that sleeps 6 guests in 3 bedrooms

Portinscale

Anonymous traveller

includes taxes & fees

30 Oct - 31 Oct

A neatly made bed with a headboard, a mirror above it, and a fireplace below.

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

Braithwaite

Anonymous traveller

includes taxes & fees

9 Nov - 10 Nov

A bedroom with a bed, bedside tables, a chair, a window, and a skylight.

13. Barf Cottage - a cottage that sleeps 5 guests in 3 bedrooms

Portinscale

Anonymous traveller

includes taxes & fees

16 Nov - 17 Nov

A modern, single-story cabin with a covered patio area, large windows, and a welcoming entrance.

14. Winscales Rest

Workington

Jean

includes taxes & fees

1 Nov - 2 Nov

A spacious living area with a staircase, a dining table, a sofa, and a television.

15. Glen Cottage - sleeps 4 guests in 2 bedrooms

Braithwaite

Michelle E.

includes taxes & fees

8 Nov - 9 Nov

A stone building with a wooden door and a small patio area with two wicker chairs and a round table.

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

Braithwaite

"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...

Heather L.

includes taxes & fees

19 Oct - 20 Oct

A building labeled "Chaucer Lodge" with a sign indicating "PRIVATE Parking Only."

17. Short breaks available all year.

Keswick

Carol Wilkinson

includes taxes & fees

12 Nov - 13 Nov

A lush landscape with a variety of trees and a grassy area.

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

Portinscale

Anonymous traveller

includes taxes & fees

8 Nov - 9 Nov

A conservatory with wicker furniture, a stone floor, and a view of a garden.

19. Millside Cottage - a cottage that sleeps 4 guests in 2 bedrooms

Braithwaite

Gillian M.

includes taxes & fees

8 Nov - 9 Nov

A traditional two-story house with a stone pathway leading to the entrance.

20. Rose Bank Cottage - a cottage that sleeps 5 guests in 3 bedrooms

Braithwaite

Anonymous traveller

includes taxes & fees

1 Nov - 2 Nov

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Top Winder Hotel Reviews

Keswick Park Hotel

8/10 Good

"Although the room looked a bit dated, it none the less added to the charm and ambience. Staff were very helpful and showed real interesting in guests including my wife and I. Breakfast very good especially the scrambled eggs. If you stay here try the scrambled eggs and salmon on toast. Only downsize is the parking, however as I’m disabled parking in the street outside was no problem."

Hunday Manor Country House Hotel

10/10 Excellent

"What a surprise…top marks for the new owners, massive investment with more being spent but what a fabulous hotel, lots of nice features in the bedrooms, electric window blinds, motion sensors which switch on soft lighting…no bashing of toes when a bathroom visit is needed in the middle of the night, great choice of menu and good quality, breakfast also very good, staff super friendly and helpful, we will definitely be back for another stay, thank you!!"

The Grange Country House

10/10 Excellent

"This family run hotel is very comfortable and full of character. All the staff are incredibly helpful and friendly. Great views of the surrounding hills. I really liked having access to fresh milk that we could take up our room to make tea. The room was well equipped- useful USB charging point on the wall beside the bedside table. Breakfast excellent - hot food cooked perfectly to order and a good selection of cereals, yoghurt, fruit etc at the buffet. The EV charger was very convenient. The hotel is not licensed but there is a cabinet in the lounge with a great selection of glasses that can be used with any drinks you bring in. All in all our lovely accommodation ensured we had a very enjoyable short break at the lakes. 😊"

The Bridge Inn

10/10 Excellent

"Quirky old inn with loads of character. Room was comfortable with a huge bed. Restaurant serves simple bar meals but well cooked and good portions. Good selection of draught beers and a decent wine list. Breakfast was delicious apart from my Vegetarian Eggs Benedict (that's what it said on the menu but isn't it really Eggs Florentine?) which was overly salty. It seems the muffin had been sprinkled with salt before the spinach and poached eggs were put on. I had to leave most of the muffin and have toast instead. A pity because without the salt extravaganza it would have been perfect. I would have mentioned it if anyone had asked if everything was ok which is usual practice but didn't happen here. Small quibble but would return as everything else was enjoyable and the location is excellent."

The Allerdale Court Hotel

10/10 Excellent

"Really nice staff. Peter was especially helpful putting something I’d left on one side until I could return and pick it up. The hotel is pretty big running along several Georgian houses. The room was very large and very well modernised As a hotel they don’t serve breakfast but that’s not an issue as several nearby places do. It’s located on a lovely spot - probably the best area to see Cockermouth . I’d thoroughly recommend it"

Borrowdale Gates Hotel

10/10 Excellent

"As a first time visitor to the Borrowdale Gates Hotel I have to say what a wonderful experience. The location was perfect with access to many hiking trails. The staff were pleasant and very attentive to our needs, the facilities including the restaurant were excellent, serving very high quality food. After spending several days at the Hotel I am convinced we will be returning. From two happy customers."

Find out more about Winder

Everything you need to know about Winder 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 Winder 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 Winder holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winder holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winder. 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 Winder 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 Winder holiday rentals we have selected for you start as low as £203 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winder rentals

At Expedia, we put the best Winder 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 Winder 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 Winder 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 Winder. 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 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?

Lovely mews cottage in the western Lake District: This holiday home rental outside of Winder is equipped with a garden, laundry facilities and WiFi 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.

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Check prices for these dates

Our top choices for Winder holiday rentals

1. High Dyke 1 - bed Studio Apartment nr Cockermouth

2. Luxury Loft Studio Apartment - Town Centre

3. 1 bedroom accommodation in St Bees, near Whitehaven

4. Highlands Way Lodge

5. 1 bedroom accommodation in St Bees, near Whitehaven

6. 2 bedroom accommodation in Ritson Wharf, near Cockermouth

7. 2 bedroom accommodation in St Bees, near Whitehaven

8. 1 bedroom accommodation in Corney, near Millom

9. Cherry Garth - a house that sleeps 8 guests in 4 bedrooms

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

11. Appletree - a house that sleeps 6 guests in 3 bedrooms

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

13. Barf Cottage - a cottage that sleeps 5 guests in 3 bedrooms

14. Winscales Rest

15. Glen Cottage - sleeps 4 guests in 2 bedrooms

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

17. Short breaks available all year.

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

19. Millside Cottage - a cottage that sleeps 4 guests in 2 bedrooms

20. Rose Bank Cottage - a cottage that sleeps 5 guests in 3 bedrooms

Find holiday rentals that suit your style

Top Winder Hotel Reviews

Keswick Park Hotel

Mary Mount Hotel

Hunday Manor Country House Hotel

The Kellbank

The Grange Country House

The Bridge Inn

The Edwardene

The Allerdale Court Hotel

Borrowdale Gates Hotel

Find out more about Winder

Frequently asked questions

Go further with the Expedia app

Search Holiday Rentals in Winder

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winder holiday rentals

1. High Dyke 1 - bed Studio Apartment nr Cockermouth

2. Luxury Loft Studio Apartment - Town Centre

3. 1 bedroom accommodation in St Bees, near Whitehaven

4. Highlands Way Lodge

5. 1 bedroom accommodation in St Bees, near Whitehaven

6. 2 bedroom accommodation in Ritson Wharf, near Cockermouth

7. 2 bedroom accommodation in St Bees, near Whitehaven

8. 1 bedroom accommodation in Corney, near Millom

9. Cherry Garth - a house that sleeps 8 guests in 4 bedrooms

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

11. Appletree - a house that sleeps 6 guests in 3 bedrooms

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

13. Barf Cottage - a cottage that sleeps 5 guests in 3 bedrooms

14. Winscales Rest

15. Glen Cottage - sleeps 4 guests in 2 bedrooms

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

17. Short breaks available all year.

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

19. Millside Cottage - a cottage that sleeps 4 guests in 2 bedrooms

20. Rose Bank Cottage - a cottage that sleeps 5 guests in 3 bedrooms

Find holiday rentals that suit your style

Top Winder Hotel Reviews

Keswick Park Hotel

Find out more about Winder

Frequently asked questions

Go further with the Expedia app