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 104 cottages

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Map View
A view of a lake with boats moored at docks and trees from a wooden deck at Byewater in Ryde
34
Ryde, Isle of Wight, PO33
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

This attractive, single-storey holiday home rests on the water's edge in Ryde on the Isle of Wight. Private dock. Spacious. Boat parking. Stunning views. Newport 5.1 miles; Sandown 8.8 miles. (Ref. 1135043)

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

7 nights from £891

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A garden with a brick path leading to a building surrounded by plants and flowers at 1 The Stables in Ryde
19
Ryde, Isle of Wight, PO33
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A stable conversion cottage set in beautiful countryside, but only 2 miles from the Victorian seaside resort of Ryde. Many interesting shops and restaurants and sandy beach close by. Sandown 7 miles. (Ref. 10062)

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

7 nights from £368

Last booked 2 days ago
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A modern two story house with balconies chairs and glass railings at Ocean View in Hayling Island
26
Hayling Island, Hampshire, PO11
  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A superb beachfront house resting on Hayling Island, Hampshire. Enclosed garden. Near a beach. Havant 5.4 miles; Emsworth 7.2 miles. (Ref. 1073325)

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

7 nights from £1032

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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 £431

Last booked 2 days ago
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A garden with a blue metal table and chairs with flowers in front of a row of white terraced houses with blue and wooden doors at 2 Linden Terrace in Brading
32
Brading, Isle of Wight, PO36
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A charming three-storey terraced cottage nestled at the heart of Brading town on the Isle of Wight. Open-plan living. Designated parking space. Close to the coast. Shanklin 3.5 miles; Bembridge 3.6 miles; Ryde 4.6 miles. (Ref. 1057222)

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

7 nights from £524

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A brick house with white window frames and a hedge along the side at The Anchorage in Bembridge
38
Bembridge, Isle of Wight, PO35
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

The Anchorage is a pleasant terraced house in the village of Bembridge on the Isle of Wight. Pet-friendly. Open-plan. Off-road parking. Child-friendly. Ryde 7.3 miles; Newport 11.3 miles; Cowes 15.8 miles; Yarmouth 20.7 miles. (Ref. 1153862)

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

7 nights from £610

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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 £354

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An exterior view of a two-story brick house with multiple windows and a garden with outdoor table and chairs at 5 The Nab House in Bembridge
39
Bembridge, Isle of Wight, PO35
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

Superb two-floor apartment in Bembridge village. Modern accommodation. Ideal for a family or friends. Sandy beach and variety of shops within walking distance. Ryde 7 miles. (Ref. 943090)

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

7 nights from £469

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The exterior of a red brick house with windows and hanging plants at Primrose Cottage in St Helens
36
St Helens, Isle of Wight, PO33
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Primrose Cottage is a delightful, detached home resting in St. Helens, on the Isle of Wight. Close to a shop and a pub. Close to a beach. Near AONB. Sandown 4.3 miles; Ryde 4.5 miles; Newport 10.6 miles. (Ref. 1151022)

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

7 nights from £452

Last booked yesterday
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A brick house with two bay windows and a wooden door with steps in front at Dovedale in Ryde
25
Ryde, Isle of Wight, PO33
  • Sleeps6
  • Bedrooms3
  • PetsYes

    3.9★

    Good

  • Sykes rating

A semi-detached cottage located in the village of Ryde in the Isle of Wight. Woodburner. Traditional. Enclosed garden. Sandown 7 miles; Newport 7 miles. (Ref. 973145)

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

7 nights from £495

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A living room with a patterned carpet a sofa a TV near a fireplace and a set dining table at 5A Castle Street in Ryde
25
Ryde, Isle of Wight, PO33
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

5A Castle Street, a nicely-presented holiday home is located in the lovely seaside town of Ryde on the Isle of Wight. Three-storeys. Enclosed courtyard. Sandown 6 miles; Newport 7.5 miles. (Ref. 1148236)

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

7 nights from £420

Last booked 2 days ago
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Four wooden small houses on a grassy hill with a path in front of them at Muscat Seaview
39
Seaview, Isle of Wight, PO33
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

Muscat is a delightful two-bedroom eco lodge resting in Pondwell near Seaview, Isle of Wight. Open-plan. Country views. Near a beach. Pet-free. Sandown 5.4 miles; Newport 9.1 miles. (Ref. 1083796)

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

7 nights from £570

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A beige caravan with white railing and steps on a grassy area at Solent Breezes Holiday Park near Warsash
21
Solent Breezes Holiday Park near Warsash, Hampshire, SO31
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

This delightful, detached caravan rests in Solent Breezes Holiday Park near Warsash, Hampshire. On-site facilities. Near the beach and coast. Ground-floor living. Hook 1.3 miles; Fareham 5.8 miles; Southampton 10.9 miles. (Ref. 1099969)

  • Wi-fi
  • Off-road parking

7 nights from £570

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A courtyard with brick paving surrounded by buildings with brick and cream walls at 2 The Stables in Ryde
17
Ryde, Isle of Wight, PO33
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Ground floor barn conversion. One of a group of three with spectacular views. Wheelchair access. Beach, shops and pubs nearby. Ryde 2 miles. (Ref. 12934)

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

7 nights from £361

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

7 nights from £371

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A gray front door with the number 30 and a window with blinds at The Hideaway in Southsea
22
Southsea, Hampshire, PO5
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A fabulous, ground-floor abode resting in Southsea, Hampshire. Ground-floor living. Smart TV. Close to amenities and a beach. Portsmouth 2.9 miles; Portchester 7.4 miles; Havant 7.8 miles. (Ref. 1131830)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly

7 nights from £577

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A detached brick house with a gravel driveway and small front porch surrounded by trees and grass at Framingham in Hayling Island
36
Hayling Island, Hampshire, PO11
  • Sleeps6
  • Bedrooms3
  • PetsYes

  • Sykes rating

Framingham is a pleasant detached house resting in the of Hayling Island boasting a Smart TV, an enclosed garden, is pet-friendly and is near the beach. Havant 4.6 miles; Emsworth 6.6 miles. (Ref. 1128944)

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

7 nights from £597

Last booked 2 days ago
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A stone tower with arched windows next to trees and a path at Hapton Folly in Hambledon
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

7 nights from £477

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A series of wooden cabins with glass railings along pathways and green lawns in a rural setting at Claret in Seaview
42
Seaview, Isle of Wight, PO33
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

A lovely two-bedroom eco lodge resting in Pondwell near Seaview, Isle of Wight. Open-plan. Country views. Near a beach. Pet-free. Sandown 5.4 miles; Newport 9.1 miles. (Ref. 1083795)

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

7 nights from £555

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Wooden single-story cabins along walking paths with green grass and trees in the background at Chianti in Seaview
42
Seaview, Isle of Wight, PO33
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

This contemporary, two-bedroom eco lodge rests in Pondwell near Seaview, Isle of Wight. Open-plan. Country views. Near a beach. Hot tub. Sandown 5.4 miles; Newport 9.1 miles. (Ref. 1083794)

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

7 nights from £569

Last booked yesterday
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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.