A curving country road flanked by dense green trees and grass.

Winder Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Winder vacation rentals

1 bedroom, iron/ironing board, WiFi, bed sheets

1. 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.
$147 nightly
The price is $147
Sep 24 - Sep 25
Total with taxes and fees
Luxury Loft Studio Apartment - Town Centre
Studio | Balcony

2. 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
$86 nightly
The price is $86
Oct 5 - Oct 6
Total with taxes and fees
High Dyke 1 - bed Studio Apartment nr Cockermouth
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
$321 nightly
The price is $385
Sep 26 - Sep 27
Total with taxes and fees
High Wreah Bolt Hole
House | 3 bedrooms

4. Your Perfect Home Away From Home

Your Perfect Home Away From Home
2.0 star property
Workington
$342 nightly
The price is $410
Sep 23 - Sep 24
Total with taxes and fees
Your Perfect Home Away From Home
Beach

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
$291 nightly
The price is $291
Sep 24 - Sep 25
Total with taxes and fees
1 bedroom accommodation in St Bees, near Whitehaven
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)
"Good base for accessing Lake District."
United States
Neal Ferrie
$339 nightly
The price is $339
Sep 25 - Sep 26
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
$311 nightly
The price is $311
Oct 6 - Oct 7
Total with taxes and fees
2 bedroom accommodation in St Bees, near Whitehaven
Interior

8. 1 bedroom accommodation in Corney, near Millom

1 bedroom accommodation in Corney, near Millom
Corney, near Millom
$277 nightly
The price is $277
Oct 12 - Oct 13
Total with taxes and fees
1 bedroom accommodation in Corney, near Millom
Property grounds

9. 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.
$425 nightly
The price is $425
Sep 29 - Sep 30
Total with taxes and fees
2 bedroom accommodation in Bassenthwaite, near Keswick
Outdoor dining

10. 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.
$683 nightly
The price is $683
Sep 28 - Sep 29
Total with taxes and fees
Stanger Cottage - a cottage that sleeps 4 guests in 2 bedrooms
Exterior

11. 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
$379 nightly
The price is $379
Sep 23 - Sep 24
Total with taxes and fees
Short breaks available all year.
Dining

12. 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 traveler
$702 nightly
The price is $702
Sep 28 - Sep 29
Total with taxes and fees
Tawny Cottage - a cottage that sleeps 4 guests in 2 bedrooms
Video-game console, DVD player

13. 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
$387 nightly
The price is $465
Sep 25 - Sep 26
Total with taxes and fees
Highlands Way Lodge
Property grounds

14. Three Peaks - a bungalow that sleeps 6 guests in 3 bedrooms

Three Peaks - a bungalow that sleeps 6 guests in 3 bedrooms
Braithwaite
10.0 out of 10, Exceptional, (33 reviews)
"This is our third time at Three Peaks. The location is brilliant & the cottage extremely comfortable."
United States
Anonymous traveler
$1,524 nightly
The price is $1,524
Sep 22 - Sep 23
Total with taxes and fees
Three Peaks - a bungalow that sleeps 6 guests in 3 bedrooms
Property grounds

15. 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)
"Keswick Cottages has a range of high class properties in its portfolio. Being a smaller, local company they are able to provide excellent, personal service and support and have a detailed knowledge of the area. You cannot get this from larger agencies. Our stay at Lake View Cottage was very good. It was very clean, comfortable and well equipped and in an ideal yet quiet location for accessing all of the north Lake District and coast."
United States
Anonymous traveler
$1,182 nightly
The price is $1,182
Sep 27 - Sep 28
Total with taxes and fees
Lake View Cottage - an apartment that sleeps 4 guests in 2 bedrooms
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

16. 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 traveler
$1,056 nightly
The price is $1,056
Sep 27 - Sep 28
Total with taxes and fees
Spa Cottage - a cottage that sleeps 3 guests in 2 bedrooms
Smart TV, books, offices

17. 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 traveler
$831 nightly
The price is $831
Sep 28 - Sep 29
Total with taxes and fees
Fell View - sleeps 4 guests in 2 bedrooms
Dining

18. Mill House - sleeps 6 guests in 3 bedrooms

Mill House - sleeps 6 guests in 3 bedrooms
Braithwaite
10.0 out of 10, Exceptional, (20 reviews)
"Just enjoyed our second visit to Mill house. Visits 3 and 4 already booked. Lovely house in a beautiful location."
United States
John L.
$1,127 nightly
The price is $1,127
Oct 12 - Oct 13
Total with taxes and fees
Mill House - sleeps 6 guests in 3 bedrooms
Living area

19. 1 bedroom accommodation in Keswick

1 bedroom accommodation in Keswick
Keswick
9.8 out of 10, Exceptional, (19 reviews)
"Lovely appartment and great location.A bonus having allocated parking.The only reason i didnt give a 5* is due to the bathroom tap was really difficult to turn on and off when running cold water and both the bath and sink slow to drain."
United States
Linda Bonner
$473 nightly
The price is $473
Sep 24 - Sep 25
Total with taxes and fees
1 bedroom accommodation in Keswick
2 bedrooms, WiFi (free), bed sheets

20. Flat 2 Lonsdale House

Flat 2 Lonsdale House
Keswick
10.0 out of 10, Exceptional, (15 reviews)
"Stayed here for two nights, the property is superb. Spotless clean and in a brilliant location. Will definitely return, and 100% recommend."
United Kingdom
Stephen C.
$440 nightly
The price is $440
Oct 2 - Oct 3
Total with taxes and fees
Flat 2 Lonsdale House
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

Keswick Country House Hotel

Keswick Country House Hotel

10/10 Excellent
"The staff were very friendly the room was lovely and clean and we were very comfortable indeed"
Susan 2-night trip
Posted 7 hours ago
Keswick Country House 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 $291 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 Lake District Coast Aquarium, 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.