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

Winder Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Winder vacation rentals

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.
$173 nightly
The price is $173
Aug 31 - Sep 1
Total with taxes and fees
Luxury Loft Studio Apartment - Town Centre
A rustic stone wall with a wooden table and two blue chairs.

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
$87 nightly
The price is $87
Sep 27 - Sep 28
Total with taxes and fees
High Dyke 1 - bed Studio Apartment nr Cockermouth

3. Your Perfect Home Away From Home

Your Perfect Home Away From Home
2.0 star property
Workington
$313 nightly
The price is $375
Aug 31 - Sep 1
Total with taxes and fees
Your Perfect Home Away From Home
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

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
$393 nightly
The price is $472
Sep 3 - Sep 4
Total with taxes and fees
Highlands Way Lodge
A modern living room with a large window, a mounted TV, and a dining area with a table and chairs.

5. 2 bedroom accommodation in Whitehaven, near St Bees

2 bedroom accommodation in Whitehaven, near St Bees
Whitehaven, near St Bees
10.0 out of 10, Exceptional, (3 reviews)
"Flat was excellent . Took a bit to work out how to get into the place . Probably me rather than the instructions. "
United Kingdom
Dianne R.
$431 nightly
The price is $431
Sep 26 - Sep 27
Total with taxes and fees
2 bedroom accommodation in Whitehaven, near St Bees
A wooden cabin with a sloped roof, a small porch, and a window.

6. Scenery Hill Hideaways | Lake District Hot Tub Retreat & BBQ Hut

Scenery Hill Hideaways | Lake District Hot Tub Retreat & BBQ Hut
Workington
$491 nightly
The price is $491
Sep 11 - Sep 12
Total with taxes and fees
Scenery Hill Hideaways | Lake District Hot Tub Retreat & BBQ Hut
A beach with people walking and playing, a rocky area, and a grassy hill in the background.

7. 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
$295 nightly
The price is $295
Sep 24 - Sep 25
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.

8. 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.
$345 nightly
The price is $345
Sep 25 - Sep 26
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.

9. 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
$359 nightly
The price is $359
Aug 31 - Sep 1
Total with taxes and fees
2 bedroom accommodation in St Bees, near Whitehaven
A large, white building with multiple windows and a prominent mountain in the background.

10. Lords Seat - an apartment that sleeps 6 guests in 3 bedrooms

Lords Seat - an apartment that sleeps 6 guests in 3 bedrooms
Thornthwaite
9.8 out of 10, Exceptional, (21 reviews)
"Have stayed at numerous holiday cottages and this is the best all round property ever, would recommend highly"
United States
Anonymous traveler
$851 nightly
The price is $851
Sep 7 - Sep 8
Total with taxes and fees
Lords Seat - an apartment that sleeps 6 guests in 3 bedrooms
A stone building with a wooden door and a small patio area with two wicker chairs and a round table.

11. 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.
$693 nightly
The price is $693
Sep 7 - Sep 8
Total with taxes and fees
Stanger Cottage - a cottage that sleeps 4 guests in 2 bedrooms
A stone building with a sloped roof, a gravel pathway, a wooden fence, and a grassy area with a gate.

12. 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.
$485 nightly
The price is $485
Sep 10 - Sep 11
Total with taxes and fees
2 bedroom accommodation in Bassenthwaite, near Keswick

13. The Dearham Lonnin Nook

The Dearham Lonnin Nook
2.0 star property
Maryport
$229 nightly
The price is $275
Sep 3 - Sep 4
Total with taxes and fees
The Dearham Lonnin Nook
A kitchen with granite countertops, a dining area with a table and chairs, a television, and a window with curtains.

14. 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
$372 nightly
The price is $447
Sep 2 - Sep 3
Total with taxes and fees
Valley View
A neatly made bed with a headboard, a mirror above it, and a fireplace below.

15. 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
$1,076 nightly
The price is $1,076
Sep 6 - Sep 7
Total with taxes and fees
Spa Cottage - a cottage that sleeps 3 guests in 2 bedrooms

16. 1 bedroom accommodation in Corney, near Millom

1 bedroom accommodation in Corney, near Millom
Corney, near Millom
$317 nightly
The price is $317
Sep 26 - Sep 27
Total with taxes and fees
1 bedroom accommodation in Corney, near Millom
A building labeled "Chaucer Lodge" with a sign indicating "PRIVATE Parking Only."

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
$349 nightly
The price is $349
Sep 10 - Sep 11
Total with taxes and fees
Short breaks available all year.
A kitchen with a large window, wooden dining table, and chairs.

18. 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 traveler
$823 nightly
The price is $823
Sep 3 - Sep 4
Total with taxes and fees
Roslin - a cottage that sleeps 4 guests in 2 bedrooms
A modern living room with a dark brown leather sofa, a dining table with four chairs, and a large flat-screen TV on a wooden stand.

19. 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
$310 nightly
The price is $310
Sep 14 - Sep 15
Total with taxes and fees
Carlton 2

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.
$1,919 nightly
The price is $1,919
Sep 7 - Sep 8
Total with taxes and fees
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winder Hotel Reviews

Keswick Country House Hotel

Keswick Country House Hotel

10/10 Excellent
"A wonderful stay with exceptional staff."
Diviyesh 2-night trip
Posted 2 days 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 $263 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?

Mid Street Retreat Whitehaven: This vacation home rental outside of Winder is near the beach and equipped with laundry facilities and a TV to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

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.