Winder Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Winder vacation rentals

Interior

1 bedroom accommodation in Corney, near Millom

1 bedroom accommodation in Corney, near Millom
Corney, near Millom
$300 nightly
The price is $300
Apr 29 - Apr 30
Total with taxes and fees
1 bedroom accommodation in Corney, near Millom
Interior

Old School Muncaster House

Old School Muncaster House
3.0 star property
Ravenglass
$1,432 nightly
The price is $1,719
May 4 - May 5
Total with taxes and fees
Old School Muncaster House
Interior

Caldhu Cottage, Holmrook

Caldhu Cottage, Holmrook
Holmrook
$1,273 nightly
The price is $1,273
May 1 - May 2
Total with taxes and fees
Caldhu Cottage, Holmrook
Room

Church Howe Cottage, Nether Wasdale

Church Howe Cottage, Nether Wasdale
Seascale
$584 nightly
The price is $584
May 4 - May 5
Total with taxes and fees
Church Howe Cottage, Nether Wasdale
Living area

The Barn is in Nether Wasdale.

The Barn is in Nether Wasdale.
Seascale
$585 nightly
The price is $585
May 15 - May 16
Total with taxes and fees
The Barn is in Nether Wasdale.
Terrace/patio

Grasmere Cottage with Stunning Views by LetMeStay

Grasmere Cottage with Stunning Views by LetMeStay
Ambleside
10.0 out of 10, Exceptional, (1 review)
"Rural setting, lots of sheep, beautiful scenery, 25 min walk to Grasmere, 12km return trip walk to Ambleside. Perfect for relaxing short break in Lake District."
Australia
Michael W.
$490 nightly
The price is $490
Apr 29 - Apr 30
Total with taxes and fees
Grasmere Cottage with Stunning Views by LetMeStay
House, 2 Bedrooms | Lake

Lakes House Frizington, Cumbria

Lakes House Frizington, Cumbria
2.0 star property
Frizington
$191 nightly
The price is $218
May 6 - May 7
Total with taxes and fees
Lakes House Frizington, Cumbria
House, Mountain View

Mid Street Retreat Whitehaven

Mid Street Retreat Whitehaven
2.0 star property
Whitehaven
$251 nightly
The price is $302
Apr 29 - Apr 30
Total with taxes and fees
Mid Street Retreat Whitehaven
Beach

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)
"Was even cuter than the pictures showed! Very warm and clean and everything was clearly well thought out and provided for. I didn’t see anywhere on the listing that we would check in at the property upon arrival so I had to call VRBO to clarify before arriving since I had not received an email with check-in info like they said I was supposed to. But check in once there was exceptionally easy and the area is gorgeous. Coast is right there and a couple pubs are a 2 minute walk. Thank you for a...
United Kingdom
Madison F.
$334 nightly
The price is $334
Apr 29 - Apr 30
Total with taxes and fees
2 bedroom accommodation in St Bees, near Whitehaven
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Glenderamackin Cottage - a house that sleeps 4 guests in 2 bedrooms

Glenderamackin Cottage - a house that sleeps 4 guests in 2 bedrooms
Threlkeld
9.6 out of 10, Exceptional, (29 reviews)
"We have had a wonderful week exploring and staying in the lovely relaxing location. We had much fun in all the areas around Keswick, Kendal, Windermere, Ambleside and many more areas and lakes. Always a beautiful cottage to come home to after each day exploring to relax and everything to help you cook a meal."
United States
Anonymous traveler
$645 nightly
The price is $645
Apr 29 - Apr 30
Total with taxes and fees
Glenderamackin Cottage - a house that sleeps 4 guests in 2 bedrooms
Exterior

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
9.8 out of 10, Exceptional, (36 reviews)
"From the minute I booked with Keswick Cottage’s I knew I’d found the right company. They were extremely helpful in picking the right cottage for me. They gave me reminders all along the way and the app that they send you covers everything that you need. Perfect in every aspect."
United States
Rob C.
$1,112 nightly
The price is $1,112
Apr 29 - Apr 30
Total with taxes and fees
Rose Bank Cottage - a cottage that sleeps 5 guests in 3 bedrooms
Outdoor dining

Benstead Cottage

Benstead Cottage
3.0 star property
Seascale
$504 nightly
The price is $605
May 11 - May 12
Total with taxes and fees
Benstead Cottage
Room

Taylor's Cottage, Threlkeld, near Keswick.

Taylor's Cottage, Threlkeld, near Keswick.
Keswick
$859 nightly
The price is $859
May 9 - May 10
Total with taxes and fees
Taylor's Cottage, Threlkeld, near Keswick.
Smart TV, offices

Deer Close Cottage - sleeps 2 guests in 1 bedroom

Deer Close Cottage - sleeps 2 guests in 1 bedroom
Central Keswick
10.0 out of 10, Exceptional, (14 reviews)
"We enjoyed another lovely stay at Deer Close Cottage. It really is perfect in every way - comfortable, clean and great location. This time we saw a deer and a few red squirrels in the garden. We can't wait to return in a few months!"
United States
Ruth C.
$1,098 nightly
The price is $1,098
May 3 - May 4
Total with taxes and fees
Deer Close Cottage - sleeps 2 guests in 1 bedroom
3 bedrooms, iron/ironing board, free WiFi, bed sheets

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

Barf Cottage - a cottage that sleeps 5 guests in 3 bedrooms
Portinscale
9.4 out of 10, Exceptional, (33 reviews)
"Perfect location and far bigger than it looks! Would highly recommend for a family stay. Will be returning."
United States
Anonymous traveler
$1,098 nightly
The price is $1,098
Apr 29 - Apr 30
Total with taxes and fees
Barf Cottage - a cottage that sleeps 5 guests in 3 bedrooms
Smart TV, offices

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, (13 reviews)
"Excellent property, well maintained, pristine in decor and cleanliness. This is the second time we have stayed at the property and we have enjoyed it once again."
United States
Anonymous traveler
$1,637 nightly
The price is $1,637
Apr 29 - Apr 30
Total with taxes and fees
The Eyrie - a luxury maisonette that sleeps 8 guests in 4 bedrooms
Outdoor dining

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)
"Very nice cottage, excellent location for local walks and village amenities. Pub opposite very good for meals and drinks."
United States
Anonymous traveler
$607 nightly
The price is $607
Apr 29 - Apr 30
Total with taxes and fees
Stanger Cottage - a cottage that sleeps 4 guests in 2 bedrooms
Fridge, microwave, oven, stovetop

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, (45 reviews)
"Very well equipped, comfortable and warm house. Great to come back to after a day’s walking."
United Kingdom
Nigel C.
$1,310 nightly
The price is $1,310
Apr 29 - Apr 30
Total with taxes and fees
Appletree - a house that sleeps 6 guests in 3 bedrooms
Dining

Mountain View - an apartment that sleeps 4 guests in 2 bedrooms

Mountain View - an apartment that sleeps 4 guests in 2 bedrooms
Central Keswick
10.0 out of 10, Exceptional, (36 reviews)
"Super apartment in a central location. Amazing views. Fully equipped and very clean, comfortable beds also. Would definitely book again and completely recommend (unless you have a problem with stairs as on the top floor)."
United States
Anonymous traveler
$689 nightly
The price is $689
Apr 30 - May 1
Total with taxes and fees
Mountain View - an apartment that sleeps 4 guests in 2 bedrooms
Property grounds

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, (32 reviews)
"Brilliant cottage, location was excellent on the edge of the whinlatter forest .The cottage had plenty of room, it was very clean , warm & comfortable. The kitchen was well equipped.really nice modern bathrooms It was made extra special with the Christmas tree & extras left by the staff. Thank you we had a wonderful stay & will definitely book again. Really helpful team."
United States
Sue J.
$966 nightly
The price is $966
Apr 30 - May 1
Total with taxes and fees
Lake View Cottage - an apartment 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

Keswick Country House Hotel

Keswick Country House Hotel

10/10 Excellent
"great staff, very clean and comfortable rooms"
Lee 2-night trip
Posted 2 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 $1,661 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?

A lovely and relaxing place to stay whilst enjoying your holiday: This vacation home rental outside of Winder offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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 Wild Ennerdale. Frizington Library and St. Bees Beach 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.