Short Cottage Breaks in Windermere

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British Travel Award Winners!

We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.

Short Cottage Breaks in Windermere

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Your Windermere, Cumbria search returned 422 cottages

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Map View
A white two-story house with a gravel driveway surrounded by greenery and trees at Brackenthwaite in Windermere
43
Windermere, Lake District, LA23
  • Sleeps5
  • Bedrooms3
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Brackenthwaite is a delightful, pet-friendly house in Windermere, Cumbria, with countryside views, Smart TV, and private driveway parking. Ambleside 5.2 miles; Kendal 9.1 miles. (Ref. 1171660)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 3 nights £532

Last booked 2 days ago
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Rear view of a white house with a garden patio and outdoor table with chairs surrounded by shrubs at Brook Cottage in Windermere
27
Windermere, Lake District, LA23
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Brook Cottage is a character cottage nestled on the edge of Windermere, Lake District. Pet-friendly. Enclosed garden. Ideal for a couple or family. Bowness-on-Windermere 0.9 miles; Ambleside 5 miles. (Ref. 1143052)

  • Wi-fi
  • Dishwasher


for 3 nights £493

Last booked yesterday
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Stone terraced houses with white doors and red tree in front at Hannah's Cottage in Bowness-On-Windermere
35
Bowness-On-Windermere, Lake District, LA23
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Hannah's Cottage is a delightful terraced house resting in the town of Bowness-On-Windermere, Cumbria. Roadside parking. Smart TV. Enclosed patio. Open-plan. Windermere Train Station 1 mile; Ambleside 5.4 miles; Kendal 9.4 miles. (Ref. 1126710)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 3 nights £552

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Exterior view of a stone house with blue bay windows black door and metal railing at The Willows in Windermere
60
Windermere, Lake District, LA23
  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

This fabulous, four-storey holiday home rests in Windermere, Cumbria. Hot tub. Cinema/games room. Smart TVs. Ambleside 4.6 miles; Kendal 8.7 miles. (Ref. 1069445)

  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Baby-friendly
  • Games room


for 3 nights £1499

Last booked 3 days ago
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A two-story house with a paved driveway and stone wall at Rose House in Windermere
64
Windermere, Lake District, LA23
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Rose House, a beautifully-presented, family-friendly property is located in the lovely lakeside town of Windermere. Near amenities. Ambleside 5.3 miles; Kendal 9.2 miles. (Ref. 1148853)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Sky TV


for 3 nights £918

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The front of a white terraced house with a driveway and garden at Acorn Cottage in Windermere
41
Windermere, Lake District, LA23
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Acorn Cottage is a delightful cottage in Windermere in the Lake District. Family-friendly. Pet-friendly. Woodburning stove. Off-road parking. Front patio. Kendal 9.6 miles. Grasmere 9.9 miles. Carlisle 16.2 miles. (Ref. 1151883)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 3 nights £576

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A wooden lodge with a deck and stairs surrounded by gravel and grass with trees nearby at Robins Lodge in White Cross Bay near Troutbeck Bridge
46

Holiday Park

White Cross Bay near Troutbeck Bridge, Lake District, LA23
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Robin's Lodge is a beautiful, single-storey, contemporary, detached lodge located on White Cross Bay, Cumbria. Child friendly. Off-road parking. Decking with furniture. Hot tub. Windermere 1.7 miles; Ambleside 2.8 miles; Kendal 10.3 miles. (Ref. 1174778)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine


for 3 nights £552

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An outdoor deck with a table and chairs and a brown cabin surrounded by trees at Squirrels Nook Waterside Wood 19 White Cross Bay near Windermere
40

Holiday Park

Waterside Wood 19, White Cross Bay near Windermere, Lake District, LA23
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Squirrels Nook is a well-presented, single-storey lodge resting near Troutbeck Bridge, Cumbria. Open-plan. Decking with furniture. Off-road parking. Windermere 1.6 miles; Ambleside 2.8 miles. (Ref. 1144148)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher


for 3 nights £422

Last booked yesterday
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An outdoor area with a deck and garden at Yonder Lea in Bowness-On-Windermere
47
Bowness-On-Windermere, Lake District, LA23
  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Yonder Lea, a stunningly-presented bungalow in the beautiful town of Bowness-On-Windermere, Cumbria. Single-storey. Garden decking. Smart TV. WiFi. Windermere Train Station 1.5 miles: Ambleside 5.7 miles; Kendal 9.9 miles. (Ref. 1140436)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher


for 3 nights £731

Last booked yesterday
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A green lawn with a row of white cottages and a stone building surrounded by trees at Ginger & Pickles in Windermere
26
Windermere, Lake District, LA23
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

This fabulous, single-storey, terraced cottage sits in an elevated position with a lake view, private parking and lake access. Open-plan. Smart TV. Bedroom with en-suite. Ambleside 4.7 miles; Kendal 10 miles. (Ref. 1110113)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

  • £70 off - Sat 1st Nov to 8th Nov 2025


for 3 nights £428

Last booked 6 hours ago
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A row of stone houses with white framed windows and front gardens along a street at Little Herdwick in Windermere
22
Windermere, Lake District, LA23
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

This exquisite terraced cottage can be found at the centre of the action of Windermere, nestled within Cumbria, in the Lake District National Park. Open-plan living space with woodburning stove. Amenities within walking distance. Kendal 8.8 miles. (Ref. 1016671)

  • Wi-fi
  • Washing machine


for 3 nights £428

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An outdoor patio area with a metal table and four chairs surrounded by bushes and plants at Rustic Cottage in Bowness-On-Windermere
13
Bowness-On-Windermere, Lake District, LA23
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

A charming cottage nestled in a sleepy location close to the centre of Bowness-on-Windermere. Pet-friendly. Woodburning stove. Enclosed patio. Ambleside 5.7 miles; Kendal 9.8 miles. (Ref. 1075606)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights £380

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A lakeside deck with wicker chairs and a glass railing at Loubi's Lakeside Lodge M1 Fallbarrow Park near Bowness-On-Windermere
40

Holiday Park

M1, Fallbarrow Park near Bowness-On-Windermere, Lake District, LA23
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

This delightful single-storey lodge rests in Bowness-on-Windermere, Cumbria. Lakeside views. Open-plan. Smart TV. Windermere Train Station 1.8 miles: Ambleside 5.5 miles; Kendal 9.8 miles. (Ref. 1112900)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 3 nights £652

Last booked yesterday
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A stone house with a bay window and a gated front garden on a street at Ivy Bank in Windermere
15
Windermere, Lake District, LA23
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A pleasant cottage situated in the town of Windermere, Cumbria. Underfloor heating. Perfect for travellers. Ambleside 8.4 miles; Kendal 11 miles. (Ref. 963206)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 3 nights £536

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Stone terraced houses with bay windows and a garden in front at The Thistles in Bowness-On-Windermere
44
Bowness-On-Windermere, Lake District, LA23
  • Sleeps6
  • Bedrooms4
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

The Thistles is a charming stone-built holiday cottage with off-road parking in the heart of Bowness-on-Windermere, in the Lake District National Park. Windermere Train Station 1.3 miles: Ambleside 5.7 miles; Kendal 9.6 miles. (Ref. 1156012)

  • Wi-fi
  • Off-road parking
  • Washing machine


for 3 nights £627

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An exterior view of a stone and plaster house with a paved patio and planters at Acorn in Bowness-on-Windermere
29
Bowness-on-Windermere, Lake District, LA23
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A characterful cottage located on the outskirts of Bowness-on Windermere, Lake District. Woodburner. Exposed beams. Balcony. Pleasant views. Ambleside 5 miles. (Ref. 951730)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine


for 3 nights £666

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A wooden lodge beside a clear stream surrounded by green trees and shrubs at Nutkins Lodge in Beckside 5 Limefitt Park near Windermere
43

Holiday Park

Beckside 5, Limefitt Park near Windermere, Lake District, LA23
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

This charming, two-bedroom holiday lodge rests in the Limefitt Holiday Park in Troutbeck, Cumbria. Smart TV. In a National Park. Enclosed decking. Close to amenities. Pet-friendly. Windermere 3.1 miles; Ambleside 4.3 miles. (Ref. 1137012)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

  • £50 off - Fri 31st Oct to 22nd Dec 2025


for 3 nights £412

Last booked 5 hours ago
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A balcony with a metal table and four chairs overlooking a green field and distant hills at Harrison Stickle in Bowness-On-Windermere
26
Bowness-On-Windermere, Lake District, LA23
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

Harrison Stickle is a wonderful former coach house just a minutes' walk from Bowness. Children over 9 years only. Underfloor heating and woodburning stove. Private parking for 2 cars. Secure bike shed. Shop and pub 2 mins walk. (Ref. 1042045)

  • Wi-fi
  • Dishwasher


for 3 nights £475

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A stone house with white framed windows and a black door next to a small driveway at Upper Sheriff's Place in Windermere
44
Windermere, Lake District, LA23
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

A contemporary, three-bedroom, two-storey apartment perfectly located between Windermere and Bowness, Cumbria. Open-plan. Luxury. Woodburning stove. Ambleside 5.2 miles; Kendal 9.4 miles. (Ref. 1064503)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 3 nights £853

Last booked yesterday
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An entrance hallway with a white door and a carpeted staircase at Lonsdale House in Bowness-On-Windermere
50
Bowness-On-Windermere, Lake District, LA23
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A magnificent, mid-terrace house resting in the heart of Bowness-on-Windermere, Cumbria. Near a lake. Near a railway station. Ample off-road parking. Ambleside 5.8 miles; Kendal 9.6 miles. (Ref. 1083699)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 3 nights £921

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Map View

Nestled on the eastern shore of England’s largest lake, Windermere is a timeless destination for Lake District escapes. Whether you're planning a romantic weekend, a spontaneous getaway, or a family adventure, Windermere breaks offer the perfect mix of natural beauty and charming village life.

Why Book Windermere Breaks?

From tranquil boat rides to scenic hikes, Windermere weekend breaks are ideal for those looking to unwind, explore, and reconnect with nature.

With its stunning lakeside setting and welcoming atmosphere, Windermere is one of the Lake District’s most beloved destinations. A Lake Windermere weekend break is all about slowing down and soaking up the scenery - peaceful waters, rolling hills, and cosy evenings by the fire create the perfect backdrop for a relaxing escape.

During your stay, you can cruise across Lake Windermere by steamer, explore the quaint streets of Bowness-on-Windermere, visit The World of Beatrix Potter Attraction, or hike up Orrest Head for panoramic views. Whether you're paddling on the lake, enjoying a cream tea, or simply relaxing in your cottage, Windermere breaks offer something for every pace.

For more inspiration on what to do during your stay, be sure to check out our Lake Windermere Guide!

Places to Visit during Windermere Breaks

Windermere is perfectly placed for exploring the wider Lake District. Just a short drive or scenic walk away, you’ll find Ambleside, a charming town with literary roots, waterfalls, and great walking trails. You can also look forward to exploring Grasmere, famous for its gingerbread and Wordsworth connections, is ideal for a peaceful day out.

Coniston offers a quieter lakeside experience with boating, hiking, and stunning views of the Old Man of Coniston. Hawkshead enchants with its cobbled lanes and historic pubs, while Kendal brings a lively market town atmosphere with arts venues and castle ruins.

Other Popular Destinations to Visit during your Short Break Windermere Break:

Derwentwater

Glenridding

Keswick

Penrith

Troutbeck

Types of Windermere Holidays

The wonderful Windermere weekend breaks are part of a wider collection of Lake District weekend breaks, offering something for every kind of traveller.

If you’re looking for something more specific in the area then check out these last-minute Windermere breaks or these dog-friendly cottages in Windermere that ensure no one gets left behind.

You can also choose from this selection of Windermere log cabins or these Windermere cottages with hot tubs. Still searching? Then check out the full range of Windermere holiday cottages.