Holiday Cottages Portsmouth

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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.

Holiday Cottages Portsmouth

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Your Portsmouth search returned 106 cottages

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Map View
A row of static caravans with propane gas cylinders outside on a grassy area at Golden Dune - Hayling Island in Hayling Island Holiday Park
New property
33

Holiday Park

Hayling Island Holiday Park, Hampshire, PO11
  • Sleeps3
  • Bedrooms1
  • PetsNo

  • Sykes rating

Golden Dune is an agreeable single-storey lodge located on Hayling Island Holiday Park in Hampshire, offering a wealth of on-site facilities near a beach. Havant 4.5 miles; Emsworth 6.5 miles. (Ref. 1175936)

  • Wi-fi
  • Swimming pool
  • Ground floor bedroom
  • Baby-friendly

7 nights from $448

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The exterior entrance of a white building with a bay window and an open door labeled Erin Holm 28 Apartments 1 to 9 Southsea
18
Southsea, Hampshire, PO5
  • Sleeps3
  • Bedrooms1
  • PetsNo

    4.3★

    Good

  • Sykes rating

A delightful ground-floor apartment resting in Southsea, Hampshire. Close to beach. Ground-floor living. Close to amenities. Portsmouth 3.1 miles; Portchester 7.6 miles; Havant 8.5 miles. (Ref. 1071620)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Sky TV

7 nights from $536

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A living room with a large gray corner sofa and windows with floral curtains at Sunset Sands - Hayling Island in Hayling Island Holiday Park
Offer
34

Holiday Park

Hayling Island Holiday Park, Hampshire, PO11
  • Sleeps8
  • Bedrooms3
  • PetsYes

  • Sykes rating

Sunset Sands Caravan is an ideal, pet-friendly, single-storey lodge resting on Hayling Island Holiday Park in Hampshire, offering on-site facilities. Havant 4.5 miles; Emsworth 6.5 miles. (Ref. 1175943)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Baby-friendly

  • 20% off - Tue 17th Jun to 29th Aug 2025

7 nights from $691

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A kitchen with a sink, stove, refrigerator, and fruit bowl at Mariner's Meadow - Hayling Island
New property
30

Holiday Park

Hayling Island Holiday Park, Hampshire, PO11
  • Sleeps8
  • Bedrooms3
  • PetsYes

  • Sykes rating

Mariner's Meadow is a suitable retreat located on popular Hayling Island Holiday Park, Hampshire, featuring ground-floor living and welcoming a pet. Havant 4.5 miles; Emsworth 6.5 miles. (Ref. 1175928)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Baby-friendly

7 nights from $664

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A detached house with a driveway and a front garden with bushes at 25 St Benedict Road in Hayling Island
28
Hayling Island, Hampshire, PO11
  • Sleeps8
  • Bedrooms3
  • PetsYes

    3.5★

    Good

  • Sykes rating

25 St. Benedict Road is a charming, detached property resting in Hayling Island, Hampshire. Close to a beach. Close to a shop and a pub. Pet-friendly. Emsworth 6.9 miles; Portsmouth 11.3 miles; South Downs National Park 12.4 miles. (Ref. 1150068)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from $1052

Last booked 7 hours ago
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A mobile home with a deck at Harbour Haven - Hayling Island
New property
31

Holiday Park

Hayling Island Holiday Park, Hampshire, PO11
  • Sleeps6
  • Bedrooms2
  • PetsNo

  • Sykes rating

Harbour Haven is a cheerful, single-storey lodge set within lively Hayling Island Holiday Park in Hampshire, enjoying a hot tub and on-site facilities. Havant 4.5 miles; Emsworth 6.5 miles. (Ref. 1175932)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Baby-friendly

7 nights from $948

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A mobile home with steps and windows at Billy’s Way - Hayling Island
Offer
33

Holiday Park

Hayling Island Holiday Park, Hampshire, PO11
  • Sleeps6
  • Bedrooms2
  • PetsNo

  • Sykes rating

Billy’s Way is a spacious, single-storey caravan on the Hayling Island Holiday Park in Hampshire, boasting only a short walk to a pub, shop, and beach. Havant 4.5 miles; Emsworth 6.5 miles. (Ref. 1169544)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Baby-friendly

  • 20% off - Tue 17th Jun to 29th Aug 2025

7 nights from $516

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Mobile home exterior at Windsurfer’s Rest - Hayling Island Holiday Park
Offer
35

Holiday Park

Hayling Island Holiday Park, Hampshire, PO11
  • Sleeps6
  • Bedrooms2
  • PetsNo

  • Sykes rating

Windsurfer’s Rest is a pleasing, single-storey lodge located within a holiday park on Hayling Island, Hampshire, only a short walk to a pub and beach. Havant 4.5 miles; Emsworth 6.5 miles. (Ref. 1169541)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Baby-friendly

  • 20% off - Tue 17th Jun to 29th Aug 2025

7 nights from $502

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A living room with a sofa and coffee table at Blue Flag Shores - Hayling Island
Offer
40

Holiday Park

Hayling Island Holiday Park, Hampshire, PO11
  • Sleeps6
  • Bedrooms2
  • PetsNo

  • Sykes rating

Blue Flag Shores is a wonderful, single-storey property set on Hayling Island in Hampshire, boasting close proximity to a beach and National Park. Havant 4.5 miles; Emsworth 6.5 miles. (Ref. 1169547)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Baby-friendly

  • 20% off - Tue 17th Jun to 29th Aug 2025

7 nights from $597

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A row of white mobile homes with propane tanks on grass at The Lookout - Hayling Island in Hayling Island Holiday Park
New property
33

Holiday Park

Hayling Island Holiday Park, Hampshire, PO11
  • Sleeps6
  • Bedrooms2
  • PetsNo

  • Sykes rating

The Lookout is a conventional single-storey caravan resting on popular Hayling Island Holiday Park in Hampshire, only a short walk to a beach and pub. Havant 4.5 miles; Emsworth 6.5 miles. (Ref. 1175938)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Ground floor bedroom
  • Baby-friendly

7 nights from $475

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An outdoor riding arena surrounded by fenced fields and trees at The Hayloft in Chidham
29
Chidham, West Sussex, PO18
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A stunning single-storey property based in Chidham, Sussex. Off-road parking. Smart TV. Open-plan. In an AONB. Romantic. Chichester 5.3 miles. (Ref. 1132696)

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

7 nights from $726

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A wooden cabin with a slate roof a patio with table and chairs and two potted plants on a grassy lawn at The Springs in Ashey near Brading and Ryde
15
Ashey near Brading and Ryde, Isle of Wight, PO33
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Stylish, detached, Scandinavian-style timber lodge in tranquil setting near Ryde, Isle of Wight. Use of heated outdoor swimming pool. Rural setting. Parking. WiFi. Ryde, 3.1 miles; Sandown 3.7 miles; Ventor 9.2 miles. (Ref. 2906)

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

7 nights from $563

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A small garden with a tree and a wooden house with a door and large windows at Rabbit's Warren in Titchfield Common
17
Titchfield Common, Hampshire, PO14
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A luxury, modern cottage set on the grounds of Abshot Manor and Country Club with complimentary membership. Set within an enclosed courtyard. High standard with sumptuous decoration. Open plan. Titchfield 2 miles. (Ref. 961323)

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

7 nights from $794

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A brick building with a tiled roof potted plants and a street lamp on a paved courtyard at 3 The Stables in Ryde
20
Ryde, Isle of Wight, PO33
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

One of a group of three properties in beautiful countryside location. All ground floor. One double bedroom with en-suite wet room. Beach, shops and bars close by. Ryde 2 miles. (Ref. 12935)

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

7 nights from $479

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A brick house with a balcony and outdoor seating area surrounded by gravel at The Stables in Chidham
27
Chidham, West Sussex, PO18
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

The Stables is a high quality barn apartment with paddock and countryside views located on an equestrian smallholding in Chidham in the beautiful Chichester Harbour AONB. Ideal for couples. Walking location. Wheelchair friendly. Chichester 5.3 miles. (Ref. 1141164)

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

7 nights from $726

Last booked 2 days ago
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A small wooden cabin on wheels with open doors and steps leading to the entrance in a grassy area with a sign about private parking at Merlot Pondwell near Seaview
22
Pondwell near Seaview, Isle of Wight, PO33
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Sykes rating

A smart, shepherd's hut based on the edge of Seaview, Isle of Wight. Woodburning stove. Beach nearby. Romantic dwelling. Sandown 5.4 miles; Newport 8.9 miles. (Ref. 1083797)

  • Off-road parking
  • Ground floor bedroom

7 nights from $566

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A small brick house with two windows and a door with gravel in the front at Little Osney in Bembridge
33
Bembridge, Isle of Wight, PO35
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A delightful studio-style annexe resting in Bembridge, Isle of Wight. Contemporary. Close to amenities and the beach. Off-road parking. Romantic. Ryde 7.5 miles; Newport 10.5 miles; Cowes 15.4 miles; Yarmouth 20.5 miles. (Ref. 1077923)

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

7 nights from $472

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A row of stone and brick houses with front gardens and plants along a sidewalk at Dreytop in Ryde
19
Ryde, Isle of Wight, PO33
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.0★

    Good

  • Sykes rating

A captivating first-floor apartment settled within the desirable town of Ryde on the Isle of Wight. Open-plan living. Romantic. Amenities and beach within walking distance. Bembridge 6.1 miles; Shanklin 7.5 miles; Milford on Sea 26.2 miles. (Ref. 1079715)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $439

Last booked yesterday
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A stone tower with arched windows next to trees and a path at Hapton Folly in Hambledon
Offer
25
Hambledon, South Downs National Park, PO7
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.3★

    Good

  • Sykes rating

Hapton Folly is a unique detached folly resting in the quaint village of Hambledon, Hampshire. Roof terrace. Countryside views. Off-road parking. Denmead 3.1 miles; Portsmouth 13.1 miles; Southampton 20.5 miles. (Ref. 1139797)

  • Wi-fi
  • Off-road parking

  • 10% off - Mon 2nd Jun to 4th Jul 2025

7 nights from $645

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A small wooden cabin on wheels with open doors and steps leading inside at Malbec Pondwell near Seaview
18
Pondwell near Seaview, Isle of Wight, PO33
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Sykes rating

An inviting, shepherds hut set on the outskirts of Seaview, Isle of Wight. Woodburning stove. Pet free. Ideal for couples. Sandown 5.4 miles; Newport 8.9 miles. (Ref. 1083798)

  • Off-road parking
  • Ground floor bedroom

7 nights from $563

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Map View

Are you ready to embark on your next adventure by the sea? Nestled along the picturesque coastline, these charming Portsmouth cottages offer a perfect blend of coastal tranquillity and vibrant city life. Enjoy a holiday in Portsmouth from a cosy haven allowing you to explore the city's rich heritage and captivating attractions. 

Why Cottages in Portsmouth 

Are you ready to embrace the coastal ambience from your doorstep? This selection of cottages in Portsmouth offers a serene escape, where the soothing rhythms of the sea create a peaceful retreat. 

Experience city life in a historic setting and explore Portsmouth's lively streets, bustling markets, and eclectic dining scenes, ensuring a perfect balance between relaxation and excitement. 

Head to Southsea Castle to view the 16th-century fortification, offering stunning views of the Solent and insights into Portsmouth's defensive history. 

For more inspiration on what you can do from your holiday cottage in Portsmouth, use our England travel guide. 

Places to visit from your holiday cottages in Portsmouth 

Choosing one of these holiday cottages in Portsmouth provides so many possibilities for places to visit. Step into maritime history at the Historic Dockyard, home to HMS Victory and the Mary Rose Museum, offering a glimpse into Britain's naval past. Alongside this, delve into the gripping tales of World War II at the D-Day Story Museum, recounting the story of the historic D-Day landings. 

A fan of heights? Rise above the city and behold panoramic views from the iconic Spinnaker Tower, a modern architectural marvel. Visit Gunwharf Quays to indulge yourself in a spot of retail therapy and dining experiences, a vibrant waterfront shopping and entertainment destination. 

Other Places to Visit from holiday cottages Portsmouth 

Cowes, Isle of Wight 

Hampshire 

Lyme Regis 

Southampton

West Sussex 

Types of Portsmouth Holidays 

Secure your next break away in Portsmouth Cottages today! Planning your trip away with your dog? Then perhaps these dog-friendly cottages in Hampshire would be perfect! You can even book a quick getaway thanks to these short breaks in Hampshire. 

If you still haven’t found the property to suit you, there is a wider selection of holiday cottages in Hampshire and the cottages in the New Forest as well as UK cottages to choose from.