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Winder Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Winder vacation rentals

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

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
$80 nightly
The price is $80
Oct 23 - Oct 24
Total with taxes and fees
High Dyke 1 - bed Studio Apartment nr Cockermouth
Luxury Bedroom

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.
$146 nightly
The price is $146
Oct 13 - Oct 14
Total with taxes and fees
Luxury Loft Studio Apartment - Town Centre
A living room with a fireplace, a sofa, a large window with a view of houses, and a television on a shelf.

3. 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
$382 nightly
The price is $459
Oct 26 - Oct 27
Total with taxes and fees
Highlands Way Lodge
A beach with people walking and playing, a rocky area, and a grassy hill in the background.

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, (11 reviews)
"Good base for accessing Lake District."
United States
Neal Ferrie
$269 nightly
The price is $269
Oct 31 - Nov 1
Total with taxes and fees
1 bedroom accommodation in St Bees, near Whitehaven
A beach with people walking and playing, a rocky area, and a grassy hill in the background.

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
$269 nightly
The price is $269
Nov 1 - Nov 2
Total with taxes and fees
1 bedroom accommodation in St Bees, near Whitehaven
A coastal marina with boats, a crane, and a grassy area with a bench.

6. 2 bedroom accommodation in Ritson Wharf, near Cockermouth

2 bedroom accommodation in Ritson Wharf, near Cockermouth
Ritson Wharf, near Cockermouth
10.0 out of 10, Exceptional, (8 reviews)
"Absolutely fabulous place to stay.Everything provided by very friendly hostsGreat area to explore"
United States
PETER WILKINSON
$234 nightly
The price is $234
Nov 5 - Nov 6
Total with taxes and fees
2 bedroom accommodation in Ritson Wharf, near Cockermouth
A beach with people walking and playing, a rocky area, and a grassy hill in the background.

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
$282 nightly
The price is $282
Nov 7 - Nov 8
Total with taxes and fees
2 bedroom accommodation in St Bees, near Whitehaven
A cozy cabin interior with a kitchenette, a sofa with animal-themed pillows, and a skylight.

8. 1 bedroom accommodation in Corney, near Millom

1 bedroom accommodation in Corney, near Millom
Corney, near Millom
$216 nightly
The price is $216
Nov 2 - Nov 3
Total with taxes and fees
1 bedroom accommodation in Corney, near Millom
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

Cherry Garth - a house that sleeps 8 guests in 4 bedrooms
Central Keswick
9.8 out of 10, Exceptional, (33 reviews)
"Stayed for second time in Cherry Garth. What a lovely house. Tasteful modern decor. Spotlessly clean. Well kitted out kitchen. Outdoor enclosed eating area..rare I this location. Would highly recommend."
United States
Marie J.
$2,800 nightly
The price is $2,800
Nov 1 - Nov 2
Total with taxes and fees
Cherry Garth - a house that sleeps 8 guests in 4 bedrooms
A conservatory with wicker furniture, a stone floor, and a view of a garden.

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, (35 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.
$595 nightly
The price is $595
Nov 8 - Nov 9
Total with taxes and fees
Millside Cottage - a cottage that sleeps 4 guests in 2 bedrooms
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

Appletree - a house that sleeps 6 guests in 3 bedrooms
Portinscale
9.8 out of 10, Exceptional, (53 reviews)
"Best place we have stayed in over the many times we have visited Keswick. Great base to stay at in a lovely village with easy access to the town."
United States
Anonymous traveler
$1,505 nightly
The price is $1,505
Oct 13 - Oct 14
Total with taxes and fees
Appletree - a house that sleeps 6 guests in 3 bedrooms
A modern kitchen with white cabinetry, a dining area with a wooden table set for six, and a view of greenery through large windows.

12. Mill House - sleeps 6 guests in 3 bedrooms

Mill House - sleeps 6 guests in 3 bedrooms
Braithwaite
10.0 out of 10, Exceptional, (22 reviews)
"We had an amazing stay at Mill House, it was such a lovely place to come back to after our walks. Very spacious and well equipped, super comfortable beds and we loved learning to play pool. 5 stars not enough!"
United States
Anonymous traveler
$832 nightly
The price is $832
Nov 6 - Nov 7
Total with taxes and fees
Mill House - sleeps 6 guests in 3 bedrooms
A modern, single-story cabin with a covered patio area, large windows, and a welcoming entrance.

13. Winscales Rest

Winscales Rest
3.0 star property
Workington
10.0 out of 10, Exceptional, (1 review)
"An excellent place for touring the lakes and the coast, easy to get to. Spoilt being a Sykes site as they go above and beyond to make it perfect with all you need for a memorable holiday. Many thanks for a very clean and comfortable stay, will recommend."
United Kingdom
Jean
$401 nightly
The price is $482
Nov 1 - Nov 2
Total with taxes and fees
Winscales Rest
A stone building with a wooden door and a small patio area with two wicker chairs and a round table.

14. 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, (18 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.
$634 nightly
The price is $634
Oct 13 - Oct 14
Total with taxes and fees
Stanger Cottage - a cottage that sleeps 4 guests in 2 bedrooms
A cozy living room with a sofa, a coffee table, a fireplace, and a television on a cabinet.

15. Fell View - sleeps 4 guests in 2 bedrooms

Fell View - sleeps 4 guests in 2 bedrooms
Portinscale
9.8 out of 10, Exceptional, (28 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 traveler
$797 nightly
The price is $797
Oct 30 - Oct 31
Total with taxes and fees
Fell View - sleeps 4 guests in 2 bedrooms
A lush landscape with a variety of trees and a grassy area.

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, (43 reviews)
"Great accommodation in a lovely little village with fantastic views. Everything you could need to make this a home from home and only a 20 minute walk into Keswick."
United States
Anonymous traveler
$558 nightly
The price is $558
Nov 8 - Nov 9
Total with taxes and fees
Roslin - a cottage that sleeps 4 guests in 2 bedrooms
A picnic table in a grassy area with a view of rolling hills and trees in the background.

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

Rose Bank Cottage - a cottage that sleeps 5 guests in 3 bedrooms
Braithwaite
9.6 out of 10, Exceptional, (40 reviews)
"Plenty of room for 4 adults & an excited Springer spaniel. Great to have a dog friendly garden - not always the case when advertised as such! Lots of walks from the doorstep. Local shop sells delicious cakes to take on walks!"
United States
Anonymous traveler
$1,191 nightly
The price is $1,191
Nov 1 - Nov 2
Total with taxes and fees
Rose Bank Cottage - a cottage that sleeps 5 guests in 3 bedrooms
A white building with a sloped roof, surrounded by a well-maintained lawn and a gravel path leading to the entrance.

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, (37 reviews)
"We had a wonderful stay at Lake View Cottage. The cottage was clean, comfortable and well maintained, with a fantastic location for exploring the area. We thoroughly enjoyed our visit and would happily stay here again when we next visit the Lake District."
United States
Ivan K.
$595 nightly
The price is $595
Nov 9 - Nov 10
Total with taxes and fees
Lake View Cottage - an apartment that sleeps 4 guests in 2 bedrooms
A spacious living room with a large window, leather sofas, and a unique coffee table.

19. The Eyrie - a luxury maisonette that sleeps 8 guests in 4 bedrooms

The Eyrie - a luxury maisonette that sleeps 8 guests in 4 bedrooms
Central Keswick
10.0 out of 10, Exceptional, (24 reviews)
"Wonderful property, ideally located Accommodation was well suited for our family of three generations Great communication from Keswick Cottages"
United States
Anonymous traveler
$1,593 nightly
The price is $1,593
Nov 8 - Nov 9
Total with taxes and fees
The Eyrie - a luxury maisonette that sleeps 8 guests in 4 bedrooms
A neatly made bed with a headboard, a mirror above it, and a fireplace below.

20. 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, (84 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 traveler
$523 nightly
The price is $523
Nov 9 - Nov 10
Total with taxes and fees
Spa Cottage - a cottage that sleeps 3 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

The Grange Country House

The Grange Country House

10/10 Excellent
"Beautiful hotel in a beautiful location. The staff were so kind, caring, and attentive. Could not recommend more highly"
Joseph 2-night trip
Posted 11 hours ago
The Grange Country House

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 $269 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?

Lovely mews cottage in the western Lake District: This vacation 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 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.