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 421 cottages

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Map View
Stone and white terraced house with bay windows and a small front garden at The Bay Cottage in Ambleside
41
Ambleside, Lake District, LA22
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A beautiful three-storey, mid-terrace Victorian house resting in Ambleside, Cumbria. Near Lake Windermere. Smart TVs. En-suite bedrooms. In a National Park. Off-road parking. Windermere 3.8 miles; Grasmere 5.2 mile; Keswick 17.5 miles. (Ref. 1064443)

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

3 nights from £576

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Exterior view of a white two-story house with multiple windows and a gravel driveway at Reston Mill at Staveley Nr Windermere in Staveley
31
Staveley, Lake District, LA8
  • Sleeps10
  • Bedrooms6
  • PetsYes

    4.2★

    Good

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

Fabulous large house in lively village of Staveley, between Windermere & Kendal with hot tub and games room/ pool table. Sleeps 10, 3 bathrooms, log burner & conservatory (Ref. 1041808)

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

3 nights from £1037

Last booked 5 hours ago
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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

3 nights from £731

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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

3 nights from £578

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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

3 nights from £552

Last booked yesterday
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A living room with brown leather sofas a wood stove and red curtains at Ellerthwaite House in Windermere
30
Windermere, Lake District, LA23
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

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

Immaculate house with 3 ensuite bedrooms all with Smart TVs. Outdoor courtyard garden. 2 Dogs welcome. Great central base for exploring Windermere and Bowness. (Ref. 1041074)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

3 nights from £639

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Stone house with a wooden door and window at The Old Chapel in Crook
31
Crook, Lake District, LA8
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

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

(Ref. 1041583)

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

3 nights from £370

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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

3 nights from £921

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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

3 nights from £552

Last booked 8 hours ago
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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

3 nights from £532

Last booked 2 hours ago
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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

3 nights from £631

Last booked 2 days ago
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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

3 nights from £422

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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

3 nights from £493

Last booked 2 days ago
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A small outdoor patio with a glass table and two chairs with flowers on the table and an open door leading into a living room at The Sunflower in Windermere
19
Windermere, Lake District, LA23
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

This brilliant, one-bedroom holiday home rests in Windermere, Cumbria. In a National Park. Ground-floor living. Enclosed garden. Smart TV. Ambleside 5.3 miles; Kendal 9.5 miles. (Ref. 1122936)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher

3 nights from £470

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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

3 nights from £1509

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A living area with a sofa near a textured wall three hanging lights above a wooden counter two chairs at a small table under windows and a blue pendant light at Fenty's in Bowness-On-Windermere
26
Bowness-On-Windermere, Lake District, LA23
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

2B Chestnut Tree House is a first-floor apartment settled into the centre of Bowness-on-Windermere, Cumbria. In National Park. Close to lake. Close to shop. Windermere 1.4 miles; Ambleside 5.5 miles. (Ref. 1090976)

  • Wi-fi
  • Dishwasher

3 nights from £390

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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

  • £72 off - Sat 27th Sep to 4th Oct 2025

  • £79 off - Sat 18th Oct to 25th Oct 2025

3 nights from £428

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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

3 nights from £656

Last booked today
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A white cottage with black trim and two chimneys surrounded by plants and a stone wall at Fellside Lodge in Bowness-On-Windermere
62
Bowness-On-Windermere, Lake District, LA23
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

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

This fabulous semi-detached, three-storey cottage is resting on the outskirts of Bowness-on-Windermere, Cumbria. In a National Park. Pet-friendly. Woodburning stove. Bedrooms with en-suites. Windermere 1.7 miles: Ambleside 5.8 miles; Kendal 9 miles. (Ref. 1065820)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Sky TV

3 nights from £830

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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

3 nights from £855

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Map View

With beautiful rolling countryside and a selection of nearby attractions, Windermere is the perfect destination for your next short break or weekend getaway.

Lake Windermere is just a short walk away from the town and, at 10.5 miles long, it is England's largest lake. The lake itself offers extensive, breathtaking views and offers plenty to do on a short break, from hiring a boat or a kayak to having a relaxing tour on a cruise. For the explorers out there, why not venture across the lake on the ferry and go for a peaceful walk?

Windermere is a small, bustling town and has a variety of shops, cafes and restaurants, perfect for a weekend getaway or mini break. Its train station makes neighboring towns and villages easily accessible for those who'd prefer not to drive. If you still haven't found your perfect break check out these log cabins in Windermere or these dog-friendly cottages in Windermere.

We have a selection of cottages offering 2, 3 or 4 night breaks, perfect for couples looking to relax and spend quality time together, or for family's wanting a weekend in the great outdoors. For further inspiration, view a selection of short and weekend breaks around the UK. If you need help choosing the perfect holiday cottage, why not call our friendly team a call on 01244356666.