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Winder Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Winder vacation rentals

Studio | Balcony

1. 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
$119 nightly
The price is $119
Aug 31 - Sep 1
Total with taxes and fees
High Dyke 1 - bed Studio Apartment nr Cockermouth
1 bedroom, iron/ironing board, WiFi, bed sheets

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.
$169 nightly
The price is $169
Aug 3 - Aug 4
Total with taxes and fees
Luxury Loft Studio Apartment - Town Centre
Living area

3. 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
$323 nightly
The price is $387
Aug 5 - Aug 6
Total with taxes and fees
High Wreah Bolt Hole
Beach

4. 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
$355 nightly
The price is $355
Aug 31 - Sep 1
Total with taxes and fees
1 bedroom accommodation in St Bees, near Whitehaven
Interior

5. The Cottage at Graysondale Farm, Cockermouth

The Cottage at Graysondale Farm, Cockermouth
Cockermouth
$533 nightly
The price is $533
Aug 7 - Aug 8
Total with taxes and fees
The Cottage at Graysondale Farm, Cockermouth
Beach

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.
$381 nightly
The price is $381
Aug 4 - Aug 5
Total with taxes and fees
1 bedroom accommodation in St Bees, near Whitehaven
Beach

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
$354 nightly
The price is $354
Aug 25 - Aug 26
Total with taxes and fees
2 bedroom accommodation in St Bees, near Whitehaven
Living area

8. Bolton Terrace, Workington

Bolton Terrace, Workington
Workington
$1,070 nightly
The price is $1,070
Aug 5 - Aug 6
Total with taxes and fees
Bolton Terrace, Workington
Dishwasher

9. Charming 8 Bridge Street Home

Charming 8 Bridge Street Home
Cockermouth
$979 nightly
The price is $979
Aug 9 - Aug 10
Total with taxes and fees
Charming 8 Bridge Street Home
Interior

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

Millside Cottage - a cottage that sleeps 4 guests in 2 bedrooms
Braithwaite
9.6 out of 10, Exceptional, (31 reviews)
"Beautiful cottage, very well equipped in fantastic location with parking. Could not have asked for more! Will definitely be back!"
United States
Gillian M.
$884 nightly
The price is $884
Aug 10 - Aug 11
Total with taxes and fees
Millside Cottage - a cottage that sleeps 4 guests in 2 bedrooms
Property grounds

11. 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.
$516 nightly
The price is $516
Aug 31 - Sep 1
Total with taxes and fees
2 bedroom accommodation in Bassenthwaite, near Keswick
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

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)
"Very cosy (with the log burner), a great location with many local walks and well equiped. Thanks for the dog welcome pack."
United States
Anonymous traveler
$1,176 nightly
The price is $1,176
Aug 9 - Aug 10
Total with taxes and fees
Spa Cottage - a cottage that sleeps 3 guests in 2 bedrooms
Cottage | Interior

13. Valley View

Valley View
3.0 star property
Cleator Moor
10.0 out of 10, Exceptional, (1 review)
"Great location just outside Cleator Moor. Plenty of parking"
United Kingdom
Caroline
$369 nightly
The price is $442
Aug 5 - Aug 6
Total with taxes and fees
Valley View
Interior

14. 1 bedroom accommodation in Corney, near Millom

1 bedroom accommodation in Corney, near Millom
Corney, near Millom
$368 nightly
The price is $368
Aug 24 - Aug 25
Total with taxes and fees
1 bedroom accommodation in Corney, near Millom
Smart TV, offices

15. Glen Cottage - sleeps 4 guests in 2 bedrooms

Glen Cottage - sleeps 4 guests in 2 bedrooms
Braithwaite
9.8 out of 10, Exceptional, (31 reviews)
"We had a lovely stay here, perfect location for walks, pubs/restaurants, Keswick town. The cottage had everything we needed and more, loved the garden for our dog and very comfy bed."
United States
Michelle E.
$1,450 nightly
The price is $1,450
Aug 6 - Aug 7
Total with taxes and fees
Glen Cottage - sleeps 4 guests in 2 bedrooms
Smart TV

16. 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, (40 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 traveler
$1,089 nightly
The price is $1,089
Aug 28 - Aug 29
Total with taxes and fees
Roslin - a cottage that sleeps 4 guests in 2 bedrooms
Exterior

17. 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
$441 nightly
The price is $441
Aug 13 - Aug 14
Total with taxes and fees
Short breaks available all year.
Property grounds

18. 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 traveler
$1,437 nightly
The price is $1,437
Aug 30 - Aug 31
Total with taxes and fees
Lake View Cottage - an apartment that sleeps 4 guests in 2 bedrooms
Smart TV

19. Causey View - a bungalow that sleeps 4 guests in 2 bedrooms

Causey View - a bungalow that sleeps 4 guests in 2 bedrooms
Braithwaite
9.8 out of 10, Exceptional, (40 reviews)
"We had a lovely time at Causey View. The bungalow was much larger than expected, spotlessly clean and had everything you might need for your stay. Location is perfect for exploring the local area and the views from the property are stunning. We’ll definitely be back!"
United States
Lauren R.
$1,490 nightly
The price is $1,490
Aug 30 - Aug 31
Total with taxes and fees
Causey View - a bungalow that sleeps 4 guests in 2 bedrooms
Dining

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

Tawny Cottage - a cottage that sleeps 4 guests in 2 bedrooms
Portinscale
9.6 out of 10, Exceptional, (25 reviews)
"Lovely cottage, very comfortable, well presented and equipped. We will check Tawny Cottage availability first when next visiting the Lakes."
United States
Susan M.
$990 nightly
The price is $990
Aug 20 - Aug 21
Total with taxes and fees
Tawny Cottage - a cottage that sleeps 4 guests in 2 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

Mary Mount Hotel

Mary Mount Hotel

10/10 Excellent
"Lovely staff, very friendly. Good room, comfy and clean. Breakfast quite good. There was an EV charger which we wanted to use however there was no sign so non EV cars blocked the space. A clear sign would be good! Lovely setting with great views . Bus stops every half hour a 5 minute walk from the hotel."
Lynn 3-night trip
Posted 9 hours ago
Mary Mount Hotel

Find out more about Winder

Everything you need to know about Winder vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winder vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winder vacation 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 low season months. For more hustle and bustle, you may prefer to visit Winder in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $119 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winder rentals

At Expedia, we put the best Winder vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Winder?

Yes, we offer vacation rentals near the most popular attractions in Winder, or you can choose a more secluded option if you're looking for a relaxing stay. Winder is known for its parks.

What are some of the best vacation home rentals in Winder?

High Dyke 1 - bed Studio Apartment nr Cockermouth: This vacation home rental outside of Winder is equipped with a private yard, free WiFi, and a TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 Crummock Water. Frizington Library and The Beacon are a couple of places you'll find in the larger area.

What are vacation rentals like in Winder?

Vacation rentals are privately owned properties you can book for several days or longer in Winder. Vacation rentals provide amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for small groups.