Guesthouse holiday rentals in Isle of Wight

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Top-rated Guesthouses in Isle of Wight

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guest favourite

Guesthouse in Pennington

4.89 out of 5 average rating, 194 reviews

Lymington Annexe: own entrance, garden, parking

AMBERWOOD - a tastefully furnished, self-contained annexe, with its own private garden and free parking, situated on the outskirts of Lymington. With a King sized bed, fully equipped kitchen, shower room, dining area and sofa/extra bed. Everything you need to enjoy Lymington and the New Forest. Perfect for couples or young families, seeking a comfortable stay, only minutes away from the beach and Lymington town, with local pub and shops within walking distance. Newly updated Wifi, with own line.

17–24 Aug

$264 NZD per night

Guest favourite

Guesthouse in Northwood

4.98 out of 5 average rating, 167 reviews

Modern Purpose Built Detached Private Annex

Modern purpose built private self contained annex next to, but separate from our family home and is situated in Northwood which is 2 miles from the centre of Cowes. It is on the main bus routes. There is private access, parking, tv, wifi, Bathroom, equipped kitchen with oven, microwave, hob and fridge with ice box. It is in an ideal place to explore the Island, and is 2 miles from Vestas and the local hospital. Cowes is a sailing town that has several supermarkets, shops, restaurants and pubs.

8–15 Oct

$102 NZD per night

Guest favourite

Guesthouse in Isle of Wight

4.97 out of 5 average rating, 127 reviews

Cosy Chalet With Private Hot tub - No Cleaning Fee

Modern purpose built self contained chalet, next to the house but with its own private entrance and private pergola area with canvas sides complete with cosy seating & lighting plus hot tub! Situated in East Cowes. The house was part of the Osborne estate so we are situated right next to Osborne House, also a 2 minute drive or 15 minute walk from East Cowes Red Funnel. We are also on a main bus route to Newport or Ryde. There is private access & your own parking space. It is an ideal location.

27 Jul – 3 Aug

$339 NZD per night

Guest favourite

Guesthouse in Lymington

4.95 out of 5 average rating, 173 reviews

The Annex at Granary Cottage

The Annex at Granary Cottage is a modern, light and airy self contained annex with all mod cons. There is a contemporary shower suite, beautiful kitchen and comfortable living area with dining to match. A spacious outside area sits in a quiet yet convenient location. We are located on Milford Road in the small village of Everton, 2 miles equidistant to Lymington and Milford-on-Sea. The local pub is less than 5 minutes walk and a fabulous post office sells all you might need in provisions.

11–18 Nov

$205 NZD per night

Guest favourite

Guesthouse in Hampshire

5.0 out of 5 average rating, 384 reviews

Bolthole close to beach within the national park

A chic cabin tucked away in one of the most secret and unspoilt corners of the New Forest National Park, only a stroll from the sea, with forest walks on its doorstep and one of the best local pubs in the area. A continental breakfast is included. Close by is the Georgian sailing town of Lymington with its marinas, cobbled streets and restaurants (7 mins by car), Lymington Pier Station and I.O.W. Ferry (5-mins), and Beaulieu (12-mins). The cabin enjoys high speed fibre direct to property.

13–20 Jan

$271 NZD per night

Guest favourite

Guesthouse in Lymington

4.95 out of 5 average rating, 222 reviews

Oak House Annexe in the New Forest

Welcome to Oak House Annexe a beautiful new property on the door step of the New Forest and 5 minutes from the gorgeous seaside town of Lymington. The moment you drive through the large oak gates you know you are somewhere special. The Property is set in 10 Acres of land and sits alongside the beautiful Oak House and will offer a true country side experience. Only 25 minutes from Bournemouth & Christchurch, 35 minutes from Southampton. Escape from everything and experience something special.

13–20 May

$757 NZD per night

Guest favourite

Guesthouse in Pennington

4.86 out of 5 average rating, 131 reviews

Studio with Patio, Countryside view and Treehouse

The Guest House is a nautical themed studio for 2 guests (& infant), with a brand new private patio overlooking the garden and countryside view. There is a treehouse for those with young children. The studio has a King size bed, en-suite bathroom, lounge with smart TV (Netflix included), kitchenette with a fridge, microwave, electric hob, convection oven, toaster & kettle. The space is ideal for couples looking for a relaxing get-away. We provide tea, coffee, biscuits, toffees & Prosecco.

11–18 Nov

$240 NZD per night

Superhost

Guesthouse in Isle of Wight

4.8 out of 5 average rating, 231 reviews

Self Contained Coastal Annex In Totland

Our annex is fully furnished and ready for self-catering holidays or short stays. Situated at the end of a quiet unmade road surrounded by fields on three sides, and just a few minutes’ walk from Totland Bay, it is ideal as base for walker's, cyclists, beach goers or those who just want to get away from it all. With its own entrance, decked area, and access to the local network of footpaths, you can come and go as you please. COVID-19 UPDATE : Additional touch point cleaning carried out

26 Nov – 3 Dec

$191 NZD per night

Guest favourite

Guesthouse in Wootton Bridge

4.99 out of 5 average rating, 79 reviews

Restful and own private garden

"Little Podwen" is a cosy studio in its own private garden with its own entrance and secure free parking, we are situated in a quite private no through road. We provide a Kingsize bed and a separate shower room. Full English breakfast provided We are just over a mile from Fishbourne ferry terminal, with 3 local pubs, various local shops, plus the renowned Terry's Fish & Chips, there is also various restaurants. 10 minutes walk to the beach, numerous country side walks.

25 Dec – 1 Jan

$235 NZD per night

Guest favourite

Guesthouse in Bembridge

4.98 out of 5 average rating, 103 reviews

The Cabin at Howe Lodge

A lovely garden cabin with vintage details. It's very comfortable, quiet, with sea views nearby. It's a short walk to the beach and coastal path. The village, pubs and restaurants are also within walking distance. The cabin is in the garden of the main home, but very private. There is a toilet and a wash basin within the cabin. The heated shower is outdoors with sea views! We offer a simple and tasty complimentary breakfast served in your cabin or on our deck (weather permitting).

15–22 Jul

$179 NZD per night

Guest favourite

Guesthouse in Lymington

4.98 out of 5 average rating, 105 reviews

New Forest National Park Coastal Hideaway

If you’re looking for an idyllic boutique coastal retreat then look no further. Moments from a beach with sweeping views of the Solent and Isle of Wight, Sea Spray cottage in the heart of the New Forest offers luxurious and stylish accommodation and a warm welcome. With the New Forest and Solent Coast on your doorstep, walking and cycling around this area of natural beauty couldn’t be easier or more enjoyable. The wedding venue Pylewell Park is walking distance for wedding guests.

20–25 Jul

$408 NZD per night

Guest favourite

Guesthouse in Hampshire

4.99 out of 5 average rating, 138 reviews

Beautiful guest house, central, garden, parking

A beautifully refurbished, private annexe in the heart of Lymington. The Hut is next to, but separate from our family home, with your own private access, parking, and garden/patio area. Comfortable living space, Wi-Fi, Smart TV, kitchen and bathroom with waterfall shower over bath, bedroom with luxurious superking bed. 5min walk to the High St, with an array of supermarkets, shops, pubs and restaurants, and a 30min walk to the marinas, Yacht Club, and Sea Water Baths.

5–12 Nov

$248 NZD per night