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Cottage holiday rentals in Old Portsmouth

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Top-rated cottage rentals in Old Portsmouth

Guests agree: these cottages are highly rated for location, cleanliness and more.

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Guest favourite
A charming two-story cottage is displayed, featuring a light green exterior and distinctive blue accents. The property is surrounded by a wooden fence and complemented by mature greenery. The roof showcases traditional chimney stacks, enhancing the cottage's historic character.
Cottage in Hampshire

18th Century Boat Builders Cottage

Grade II Listed Eighteenth Century Boat Builders Cottage. With one double bedroom, one single bedroom, shower room, kitchen area and a small cosy lounge. There is a small private court yard with bench. Car parking available in front of Cottage. A little small for a discovery as you would need a can opener to get out your vehicle. Towels and bedding are provided. The Cottage is situated in a busy town. Although the cottages location is on a side road which Leads to the boat yard and water.

4.83 out of 5 average rating, 355 reviews
Top guest favourite
A serene garden pond is surrounded by lush greenery and wildflowers, reflecting clear blue skies. A gazebo can be seen in the distance, complemented by wooden decking and seating that invites relaxation. Tall grasses frame the tranquil waters, creating a peaceful natural retreat.
Cottage in Nettlestone and Seaview

Pussy Mouse Rew, Idyllic Rural Cottage in 6 Acres

This accommodation has been specifically designed for couples looking for a tranquil break where quality and attention to detail are important factors. Ideal for romantic breaks or special occassions, surrounded by open countryside with an abundance of wildlife right outside your door. The quiet yet accessible location is a few minutes drive from various beaches perfect for cycling, walking, nature watching and exploring the IOW. See "Other details" for ferry discounts. EV charging at 40p KWH.

5.0 out of 5 average rating, 204 reviews
Guest favourite
Two black dogs are resting on a wooden deck overlooking a vast green grassed area. The landscape features trees and shrubbery in the background under a partly cloudy sky.
Cottage in Nettlestone and Seaview

Two bedroom modern cosy cottage, close to beach

Ideal for high days and holidays, you’ll love it because the outdoor space around the cottage is huge for kids and dogs to play, the cottage is cosy and quirky and only a 2 minute walk to the lovely beach! Great for couples, business travellers, families (with kids), and furry friends (pets). The cottage is close to public transport - hovercraft, bus & ferry; plenty of family-friendly activities, excellent eateries, perfect for nature lovers and long beautiful walks with amazing scenery

4.81 out of 5 average rating, 209 reviews
Top guest favourite
A charming cottage is displayed, featuring a sloped roof and a combination of brick and wood. A spacious entryway with large windows creates an inviting atmosphere. A gravel driveway leads up to the wooden gate, surrounded by a natural landscape of trees and shrubs.
Cottage in Isle of Wight

Mulberry Cottage, rural get away.

Mulberry Cottage is located in an area of outstanding natural beauty. Tucked discreetly down an unmade country Lane, surrounded by fields and woodland. It has its own private garden with a newly added hot tub perfect for having fun with the family or relaxing after exploring . We are now able to offer FERRY DISCOUNTS ! message for more information If we are fully booked for the dates you require, please take a look at airbnb.com/theoldstables2 for alternative accommodation on site.

5.0 out of 5 average rating, 170 reviews
Top guest favourite
The exterior of the Coach House is presented, featuring a light grey clapboard design. The building is surrounded by well-maintained landscaping, including a small tree and a pebble driveway. Windows with white shutters line the exterior, contributing to the overall charming detail.
Cottage in Hampshire

New England Coach House with a boutique hotel feel

The cosy Coach House at Ava Cottage is a new building nestled in an easy to reach rural area. The area has been described as a "pocket of tranquillity". In front of the coach house is a large recreational ground complete with cricket wicket and clubhouse. There are country views everywhere you look. Located just 1hr 20 mins from Gatwick and Heathrow airports. There are plenty of south coast attractions including Goodwood, Portsmouth Historic Dockyard, Gun-wharf and Spinnaker Tower.

4.98 out of 5 average rating, 125 reviews
Top guest favourite
A charming vintage cottage is set amidst lush greenery, featuring a slate roof and blue exterior. The structure is accented by white trim and has a welcoming porch with large windows, allowing natural light to filter inside.
Cottage in Gurnard

A charming little wooden house by the sea

This quirky attractive vintage little cottage is perfect for getting away from it all and relaxing in idyllic surroundings. Just a few metres from the lovely pebbly Gurnard beach, this fully refurbished historical little wooden building is set back from the road and tucked away behind our wild garden. It is accessed from its own car parking space via a little path. At the rear, a small stream goes to the sea and a large oak tree provides shelter to birds and a relaxing swing seat.

4.96 out of 5 average rating, 295 reviews
Top guest favourite
A charming brick building is seen nestled among lush greenery, with a gravel driveway leading to the entrance. The surrounding countryside features gently rolling hills under a cloudy sky, creating a serene and natural setting.
Cottage in Isle of Wight

Converted barn perfect for families and couples

At the base of Rowridge Valley in the heart of the Isle of Wight countryside. You will find The Piglet, a great place to stay, relax and use as a base to explore the island. A cosy building with a sunny aspect and a private garden to the rear that overlooks the neighbouring countryside. Due to its location most of the island is accessible from here within a short drive. Explore the heritage castles & monuments, the beaches & surf, and family friendly parks throughout the island.

4.99 out of 5 average rating, 211 reviews
Guest favourite
A view from the window captures the tranquil scene of Cowes Harbour with boats gently bobbing in the water. Lush green grass and a well-maintained garden are visible in the foreground, with a distant shoreline lined by trees and buildings.
Cottage in Isle of Wight

Cozy cottage with sea views and off street parking

Built in 1882, our lovely cottage is a former coastguard cottage located in a row of 14. The inside of the cottage is very well appointed and very cozy. The west facing garden deck provides a good size outdoor area to sit and take in the fantastic views of Cowes harbour, the Solent beyond and the amazing sunsets. You will have access to a dedicated off street parking space. Two bedrooms - one with a double bed and one which can be made with two single beds or one king size.

4.97 out of 5 average rating, 150 reviews
Top guest favourite
A spacious living area features a comfortable sofa and two armchairs, oriented towards arched glass doors that provide ample natural light. A coffee table sits in the center, with decorative items arranged neatly. The wooden floor and neutral walls create a welcoming atmosphere.
Cottage in West Sussex

Quiet location. Close to Coast, Downs & Goodwood

Situated in the grounds of our Victorian family home, the newly converted 'Garden Rooms' occupy a separate self-contained building, furnished to a high standard, and perfect for coupes wishing to enjoy walking, cycling & sailing in the South Downs National Park. The annex has its own driveway and self check-in is via a key box. The Garden Rooms are located in the pretty downland village of West Ashling. There are three local pubs & a restaurant, all within walking distance.

5.0 out of 5 average rating, 205 reviews
Top guest favourite
A cozy living room is furnished with a light sofa adorned with decorative pillows. A wooden table supports a small vase, while a television is positioned against the wall. Natural light filters through a large window, creating a welcoming ambiance.
Cottage in Isle of Wight

Cozy annexe with off-street parking and sea views

Our Annexe sits within the conservation area of Ryde with uninterrupted views across the Solent. It forms part of a large Regency property but has an independent access and off-street parking. With it's beaches, harbour, bustling town centre and easy mainland links, Ryde has become a popular destination for many people all year round. The Annexe has been recently renovated and is superbly presented with comfortable accommodation for two people.

4.98 out of 5 average rating, 165 reviews
Top guest favourite
The image features a serene waterfront scene at dusk, with a pink and blue sky reflecting on the calm water. The weathered stone wall encloses a small harbor, while historic buildings are positioned nearby, contributing to the tranquil ambiance.
Cottage in Hampshire

Adventure Prospect - Historic Waterfront Cottage

Relax and enjoy your stay at this unique and tranquil getaway. 'Adventure Prospect' has recently been completely renovated and is steeped in military history. Formerly known as the "shifting house" it was first built in 1898-1899 to accommodate munitions workers changing into the special clothing that they wore when working on magazines. The cottage provides an ideal escape from everyday life and has direct access to the water.

4.98 out of 5 average rating, 296 reviews
Top guest favourite
A cozy living area is furnished with a dark sofa adorned with patterned cushions. A rustic coffee table made of wicker sits in the center. A lamp illuminates the space, while shelves hold books and decorative items. An ornate fireplace with a mirror above enhances the charm.
Cottage in Ryde

Cosy Cottage with Beautiful Sea Views

My beautiful, cosy cottage is located in the heart of Ryde on the Isle of Wight, in easy walking distance of the town centre, travel links such as the bus station, Fastcat, Hovercraft and trains, as well as beaches, shops, restaurants and beautiful walks. It is an ideal location for couples, small families, friends and business trips. The cottage is quirky and cute, perfect for a peaceful getaway yet close to all amenities.

4.89 out of 5 average rating, 332 reviews

Popular amenities for cottage rentals in Old Portsmouth

KitchenWifiPoolFree parking on premises

Cottage rentals with a hot tub

Top guest favourite
A vibrant garden borders the side of the annexe, featuring colorful flowers in various hues, including pink, yellow, and white. This lush area is complemented by a gravel pathway and the wooden exterior of the annexe, creating a welcoming outdoor setting.
Cottage in Denmead

Adorable Detached 1 bedroom Annexe with hot tub

4.98 out of 5 average rating, 166 reviews
Top guest favourite
A comfortable sofa sits in the sunlit lounge area, accompanied by a round coffee table featuring an ice bucket with bottles and two glasses. A painting of a boat hangs above, adding a decorative touch. Bi-fold doors lead to the outside patio.
Cottage in Hampshire

Wisteria Lodge, a self-contained unit with spa

4.97 out of 5 average rating, 260 reviews
Guest favourite
Cottage in West Sussex

Fern Lodge at Oakwood West Holidays

5.0 out of 5 average rating, 26 reviews
Guest favourite
Cottage in Isle of Wight

Beautiful cottage 1 bed with private hot tub

4.98 out of 5 average rating, 40 reviews
Guest favourite
A modern cottage exterior is illuminated at night, featuring well-maintained palm trees flanking the entrance. The brick wall is complemented by subtle lighting, enhancing the welcoming atmosphere of the front yard, which is bordered by a decorative fence.
Cottage in Sandown

Large modern cottage near the beach with hot tub

5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cottage in Isle of Wight

The Old Cowshed

5.0 out of 5 average rating, 9 reviews
Guest favourite
A modern, timber-clad house is framed by lush greenery, with multiple large windows that invite natural light into the interior. The layout features a blend of outdoor spaces, highlighted by a patio made of stone slabs. A chimney is visible atop the structure.
Cottage in mill lane

Unique Scandinavian Seaside Cottage

5.0 out of 5 average rating, 11 reviewsAn open-plan dining area features a large contemporary wooden table set for a meal, surrounded by comfortable chairs. Natural light floods the space through a glass ceiling and doors that lead to a garden, where greenery can be seen outside.
Cottage in Sandown

4 Bed in Sandown (oc-n29743)

4.8 out of 5 average rating, 5 reviews

Pet-friendly cottage rentals

Superhost
A dining area features a round table set with a fruit bowl, surrounded by wooden chairs. Large windows allow natural light to fill the space, showcasing views of the garden outside. Counters and cabinetry in the background contribute to a welcoming atmosphere.
Cottage in Saint Helens

Clara Cottage: Perfect - comfortable and stylish

4.87 out of 5 average rating, 150 reviews
Superhost
A well-lit living area features a black leather sofa and a comfortable grey armchair. A wooden coffee table holds a bottle of wine and a bowl of fruit. Sunflowers are placed in a vase next to the fireplace, with vibrant yellow walls enhancing the space.
Cottage in Titchfield

Period Stunning 2BR Bright &Cosy Cottage w/ Garden

4.86 out of 5 average rating, 100 reviews
Superhost
A cozy lounge area features a navy blue sofa with decorative cushions, complemented by a light rug. In the background, a fully equipped kitchen can be seen. A spiral staircase, showcasing intricate metalwork, ascends to the upper level of the cottage.
Cottage in Isle of Wight

Harbour Cottage Your Romantic Getaway in Cowes

4.89 out of 5 average rating, 193 reviews
Superhost
The exterior of a charming cottage features a distinctive gabled roof and a brick facade with original flint accents. A prominent bay window showcases sea views. The entrance is framed by an arched doorway, enhancing the inviting appearance of the property.
Cottage in West Wittering

Journey's End Luxury Cottage 100m from Sea

4.83 out of 5 average rating, 434 reviews
Guest favourite
The cottage's rustic exterior features a combination of red brick and ornate stonework, complemented by vibrant climbing roses. The entrance is adorned with a decorative wrought iron gate, while well-tended plants and flowers frame the pathway, creating an inviting approach.
Cottage in West Sussex

Quintessential South Downs Cottage

4.83 out of 5 average rating, 517 reviews
Guest favourite
A light-filled living area features a spacious grey sofa adorned with patterned cushions. A simple coffee table sits in front, and a wooden cabinet displays decorative items. Large glass doors open to the outside space, with views of the surrounding fields visible through the curtains.
Cottage in Birdham

Perfect getaway nr sandy beach &downs Dog friendly

4.98 out of 5 average rating, 110 reviews
Guest favourite
A cozy open plan living area features a deep red leather sofa adorned with decorative cushions. A colorful rug lies on the light-colored wooden floor, complemented by a coffee table and a dining area with bright chairs. Framed coastal artwork adorns the walls.
Cottage in Isle of Wight

A unique 2 bedroom retreat in the heart of Cowes

4.93 out of 5 average rating, 115 reviews
Guest favourite
A charming annexe is framed by lush greenery and blooming roses. The entrance features a glass-paneled porch, inviting natural light into the space. Potted plants decorate the entrance, enhancing the welcoming ambiance of this independent accommodation.
Cottage in West Sussex

Cottage for Chichester, West Wittering, Goodwood

4.96 out of 5 average rating, 131 reviews

Private cottage rentals

Top guest favourite
The cottage features a charming exterior with a mix of flint and brickwork. Windows are framed in white, and a small, well-maintained flower bed is positioned at the front. The street view showcases the tranquil village atmosphere with nearby houses and greenery.
Cottage in West Wittering

Late 18th Century cottage 250m from the sea

5.0 out of 5 average rating, 177 reviews
Top guest favourite
A well-lit bedroom features a spacious bed with light linens and gray accents. A nightstand and a chest of drawers are positioned beside the bed, while a window allows natural light to fill the room. Decor is complemented by soft curtains and a small vase of flowers.
Cottage in Bosham

Watch the deer from your cosy barn near Goodwood

4.97 out of 5 average rating, 406 reviews
Guest favourite
The exterior of the cottage is displayed, featuring a white facade with multiple windows. A modest front door, framed by two small topiary plants, is accentuated by a green picket fence. A nearby trash bin is visible, contributing to the tidy appearance.
Cottage in Ryde

Charming Victorian cottage.

4.87 out of 5 average rating, 255 reviews
Guest favourite
The exterior of Coastwatch Cottage showcases a two-story brick façade complemented by green foliage. A wooden fence lines the driveway, and a welcoming path leads to the front door. The setting is brightened by a partly cloudy sky, with the cottage appearing inviting and well-maintained.
Cottage in Bembridge

Cosy period cottage seconds from the beach

4.88 out of 5 average rating, 163 reviews
Guest favourite
A historic stone archway stands prominently, featuring a stag sculpture atop. The entrance leads to a charming property, framed by lush greenery and mature shrubs. The sky above appears bright blue, enhancing the inviting atmosphere of the well-maintained exterior.
Cottage in Ryde

Cottage, 2bed 2bath, sea views, beach/town - Ryde

4.86 out of 5 average rating, 185 reviews
Top guest favourite
A charming red-brick coach house is adorned with blooming wisteria, its vibrant purple flowers cascading over the front. A large arched window and a blue front door provide visual interest, while a gravel driveway leads to a wooden garage door on the left.
Cottage in West Sussex

The Coachman's Cottage

4.92 out of 5 average rating, 142 reviews
Top guest favourite
A charming cottage is set against a clear blue sky, featuring a slate roof and multiple windows adorned with shutters. The entrance is approached via a gravel pathway, bordered by shrubs and greenery, leading to a slightly elevated lawn area behind.
Cottage in Isle of Wight

Rural Isle of Wight cottage with indoor pool use

4.99 out of 5 average rating, 140 reviews
Top guest favourite
The spacious kitchen features a central skylight that illuminates the room. Cabinets with a light finish are complemented by dark countertops. A dining area is visible at one end, alongside French windows that open to the garden. Modern appliances and cookware are neatly organized throughout.
Cottage in Isle of Wight

Wight Cottage in central Cowes

4.96 out of 5 average rating, 285 reviews