Holiday rentals in Oakfield

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Top-rated holiday rentals in Oakfield

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

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Top guest favourite
The garden area features a paved patio with two folding chairs and a small table. Lush greenery surrounds the space, including potted plants and hanging flower baskets, creating a serene outdoor setting suitable for relaxation.
Home
4.99 out of 5 average rating, 199 reviews

Beautiful seaside home in Southsea 5 mins to beach

My home is spotlessly clean & cosy. It’s located in a quiet area in Southsea, 5 min walk to the beach and many cafes, shops and restaurants. If you’re looking for a trip to the Isle of Wight by hovercraft or ferry, to hit the shops and restaurants at Gunwharf Quays, a cultural experience at the DDay Museum and Historic Dockyard and much more, it’s all close by. ~30 min drive to Goodwood Motor Circuit, and convenient stop if taking a cruise. Sleeps 3 people plus I can accommodate a baby in a cot

Top guest favourite
The exterior of the barn features a mix of natural stone and brick, illuminated by warm outdoor lighting. A woven willow screen offers privacy, surrounding the well-maintained garden that extends alongside the structure.
Barn
4.97 out of 5 average rating, 284 reviews

Chapel Road Barn, I.O.W Ferry discount available

Chapel Road Barn is a lovingly restored Victorian out-building which is an ideal place for a couple to stay whilst exploring the Isle of Wight. Beautifully furnished and cozy.... We are a 5 minute drive from the car ferry or a 25 minute walk to Ryde Pier. The number 9 bus stop is 2 minutes away and we have a variety of country walks and lovely cycles on hand....... We have partnered with both Red Funnel and Atlas ferries to offer generaous ferry discounts from both Portsmouth and Southampton

Superhost
A cozy living area features a light-colored sofa with decorative cushions, complemented by a classic red armchair. A wooden coffee table rests in the center, adorned with a decorative bowl. Light streams in through windows dressed with simple curtains, enhancing the inviting atmosphere.
Home
4.84 out of 5 average rating, 107 reviews

Charming villa in Ryde | Child/infant friendly

Welcome to our charming home-we've taken all that's lovable from this 1920's English house & given it an upgrade. The house is situated in the lovely & quiet residential area of Elmfield in Ryde, only 2 km from City Centre & 1.5 km from the white sandy beach at Appley. We think you'll love staying here as much as we do especially if you're looking for a place with a home feeling rather than a holiday let. Location is also central for exploring the island, providing a great base for your holiday.

Top guest favourite
A private balcony features two sun loungers and a small coffee table, all positioned to take in vast sea views. A wooden railing complements the outdoor space, along with a shaded canopy overhead, creating a serene setting by the coast.
Treehouse
4.98 out of 5 average rating, 253 reviews

The Crow's Nest, Ventnor Beach (Hot Tub)

Looking for somewhere truly unique to stay? The Crow's Nest is the perfect beach hideaway. Think of it as your own luxury treehouse overlooking the sea, complete with a couples private hot tub. Winner of the 2019 & 22 Lux Travel Most Romantic Beachfront Accommodation. A cedar cabin nestled high into the cliffside overlooking Ventnor beach. It has bi-fold windows along two sides, opening up your room so it's just you, the sea and the horizon. The Crow's Nest is part of The Cabin, Ventnor Beach.

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
4.99 out of 5 average rating, 180 reviews

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.

Top guest favourite
An indoor heated swimming pool is showcased, surrounded by large glass windows that provide views of the surrounding woodland. Comfortable seating is arranged nearby, and wooden beams create a warm ambiance throughout the space.
Tiny home
4.93 out of 5 average rating, 214 reviews

Delightful Chalet Bungalow with a Spa

This beautifully presented chalet is within an old vineyard in a woodland area on the outskirts of Ryde ,with stunning views around the property. Although secluded, it is just a short distance to Ryde town centre & beaches . The property boasts a living/dining room with a smart tv and dining table and chairs , one being a double sofa bed.. Walk in shower in bathroom.. The kitchen has everything you need including dishwasher… The bedroom can be made up as 2 singles or kingsize upon request.

Top guest favourite
A well-appointed double room features a spacious bed with a light-colored blanket and decorative pillows. Nightstands with lamps are positioned on either side. A large window allows natural light to enter, illuminating the soft green walls and modern wall art above the bed.
Bungalow
4.95 out of 5 average rating, 144 reviews

Entire bungalow w/ bike storage and patio

Relax and unwind in this modern two-bedroom bungalow in Ryde with secure bike/motorbike storage. With light and airy interiors, this accommodation provides a calm retreat after exploring the Isle. Guests who stay can benefit from ferry discount bookings of up to 60%. (Please enquire before booking). Features Private accommodation for up to four guests 1 large double bedroom & 1 standard double bedroom Living room & dining area Private garden with seating Free on-street parking No pets

Top guest favourite
The charming Beech Hut features a wooden exterior with multiple windows, allowing ample natural light. A cozy deck is accessed via steps, accompanied by a green bench for outdoor relaxation. Surrounding greenery adds to the serene atmosphere, while the hedge offers a glimpse of the nearby sea.
Hut
4.95 out of 5 average rating, 171 reviews

The Beech Hut - secluded corner in Ryde

Beautifully appointed Beech Hut, ideal for a secluded staycation. Named after the beech hedge next to it, through which the sea can be seen! Comfortable lounge, kitchen bar area. Double bedroom plus en-suite with toilet and large shower. Private outside decking area with garden furniture. Parking bay at the front of the main house. Beautiful, sandy Ryde beach is within walking distance plus all the amenities Ryde provides. Close to the Hover, Catamaran and the Portsmouth/ Fishbourne Ferry.

Superhost
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
4.86 out of 5 average rating, 240 reviews

Charming Victorian cottage.

Our cosy 2 bedroom cottage is tucked away within 10 min walking distance to the seafront and 2 mins walk to local transport, restaurants and bars. Lovely modern interior , with a nice garden FROM TODAY ON WIFI IS NOW INSTALLED !. PLEASE NOTE no parking in Bank Gardens but parking nearby , 2 min walk. UPDATE COVID-19.IMPORTANT . GUESTS COMING FROM ABROAD NEED TO CHECK WHETHER YOU ARE ALLOWED TO AND HAVE A VALID NEGATIVE TEST .no hidden cameras anywhere in the cottage rest assured.

Top guest favourite
A serene bedroom features a structured headboard against a deep blue wall. Soft bedding and decorative pillows are arranged on the spacious bed. Two bedside tables with lamps flank the bed, with light filtering through the windows, providing a calming ambiance.
Guest suite
4.97 out of 5 average rating, 197 reviews

The Guest Pad. Self contained in Ryde

Guest pad over 2 floors with separate entrance off of main hallway. Ground floor is lovely room with underfloor heating,fully equipped kitchen, sofa, dining table and chairs, piano and wall mounted tv. Upstairs is a beautiful king size bedroom that can be split to single beds if required and separate bathroom with walk-in shower. We are a short walk(10-15mins)from passenger ferry, hovercraft and beach and town centre which has plenty of shops, pubs and restaurants.

Guest favourite
The Watch House is viewed from a garden path lined with blooming flowers, leading down to the beach. The white exterior of the cottage is highlighted against a clear blue sky, while the tide is low, revealing a sandy shore.
Home
4.98 out of 5 average rating, 112 reviews

Iconic Beach Front Stay | The Watch House, Lepe

A standout seafront landmark on Lepe Beach, The Watch House is a lovingly restored former lifeboat and coastguard station, once used to combat smuggling across the Solent. With original features, a modern kitchen, wood burner, cosy window seat over the water, and views to the Isle of Wight, it’s a guest favourite—“an iconic beachfront stay” and “perfect relaxing getaway.” Pet-friendly with parking for two, perfect for families, couples, or friends.

Top guest favourite
A window with multiple panes frames a serene view of the sea, revealing shades of blue and distant sailboats. A basket of fresh fruit sits on a windowsill, while a potted plant adds a touch of greenery to the interior.
Flat
4.96 out of 5 average rating, 269 reviews

Seascape - a Luxurious Coastal Escape

**Wightlink Ferry Discount Available Upon Booking** Nestled in a peaceful beachside setting, yet just moments from the Portsmouth-Ryde ferry links and a direct route to London, Seascape offers the ultimate island retreat. Boasting stunning sea views, private beach access via a secluded gate, and a south-facing sun terrace, this luxuriously furnished apartment is perfect for couples or young families seeking relaxation and adventure by the coast.

Popular amenities for Oakfield holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Isle of Wight
  5. Oakfield