Photo by C J West

Holiday Rentals in Hill Head

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Our top choices for Hill Head holiday rentals

Aparthotel in Southampton City Centre

room2 Southampton Hometel
4.0 star property
9.4 out of 10, Exceptional, (1173)
"Welcoming staff, clean rooms, cosy reception area, nicely decorated rooms and amenities. Chic bar/cafe/food and work area. Was perfect for my trip, close to the docks and centre of Southampton for tours, shopping and history."
United States
Fiona
The price is €85
includes taxes & fees
31 Dec - 1 Jan 2026
room2 Southampton Hometel

Cottage in Freshwater

5 Yarmouth Cottages
3.5 star property
9.4 out of 10, Exceptional, (3)
"Convenient and spotlessly clean small cottage is a great base for exploring the IoW. Only slight downside is that the proximity to other guests means sitting outside can be a little bit of an exercise in hearing other people’s conversation! This small point aside, can recommend for a short stay. "
United Kingdom
Clive
The price is €370
includes taxes & fees
17 Dec - 18 Dec
5 Yarmouth Cottages

Apartment in Shanklin

Summerhill Apartments
3.0 star property
9.6 out of 10, Exceptional, (15)
"Excellent budget accommodation, clean and tidy, convenient location, even with electric car charging facility"
United Kingdom
CHI CHUNG
The price is €69
includes taxes & fees
15 Dec - 16 Dec
Summerhill Apartments

Holiday Home in Chichester

Northlands Farm & Lakes
4.0 star property
9.2 out of 10, Wonderful, (42)
"We really enjoyed our stay at Northlands The location was great being part of a working farm. Lovely lake and surrounding area"
United Kingdom
David
The price is €176
includes taxes & fees
15 Dec - 16 Dec
Northlands Farm & Lakes
10.0 out of 10, Exceptional, (1)
"We had a great shopping weekend staying at this apartment. The host was super friendly and easy to contact. The property was very sweet, really clean and we felt safe. Access was easy. Parking was good. I really have no complaints. We would not hesitate to stay here again. The host was one of the best we’ve ever had and it was lovely to see the property was well cared for and thoughtfully stocked with little extras like tea coffee and the odd spirit in the bar! I wouldn’t really want to walk...
United Kingdom
Lucy
The price is €135
includes taxes & fees
15 Dec - 16 Dec
Adorable 2-bedroom apartment in Southampton

Apartment in Gosport

Spring Garden Apartments
3.5 star property
8.8 out of 10, Excellent, (3)
"We loved our stay here! The staff was absolutely wonderful and we thoroughly enjoyed our morning chats over breakfast. The building is very old but has really interesting history. It was clean and well equipped. We would stay here again!"
United States
Katherine
The price is €80
includes taxes & fees
9 Jan - 10 Jan 2026
Spring Garden Apartments

Aparthotel in Cowes

Pinnacle Suites
3.0 star property
9.8 out of 10, Exceptional, (25)
"Great place to stay. Facilities are very nice and clean. Zoe is a very helpful and kind host. "
Denmark
Sebastian
The price is €178
includes taxes & fees
15 Dec - 16 Dec
Pinnacle Suites
9.8 out of 10, Exceptional, (6)
"Nicely presented with everything one could need (although some oven gloves would have been nice). Great shower. Handily placed for the shops and beach."
United Kingdom
Paul L.
The price is €293
includes taxes & fees
15 Dec - 16 Dec
The Botanist Rest-Ventnor IOW-2 Bedroom/sea views/beach/walking

Holiday Home in Portsmouth

Somers House
3.5 star property
10.0 out of 10, Exceptional, (1)
"Very close to train station. Very close to large grocery store. Many diverse take-away and dining options in the neighbourhood. We all had our own bedroom. Kitchen was well equipped. Instructions for entry were clear. Door key was tricky at first, but we got the hang of it eventually. Bus routes nearby. No complaints. Would not hesitate to book again. "
Canada
Catherine
The price is €176
includes taxes & fees
15 Dec - 16 Dec
Somers House
10.0 out of 10, Exceptional, (5)
"Excellent accommodation. Very clean, stylish and spacious. Lovely area and less than half an hour’s walk to the seafront. Great communication with the owner."
United Kingdom
Rod C.
The price is €376
includes taxes & fees
18 Dec - 19 Dec
Spacious semi-detached Southsea House
The price is €80
includes taxes & fees
1 Jan - 2 Jan 2026
Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking

Cottage in Sandown

Nanny's Little House
3.0 star property
10.0 out of 10, Exceptional, (1)
"The chalet was really nice with new and modern decorations. Sufficient of cookware and kitchen utensils. The location was perfect for the nearby beaches and local shops. The only downside was about the amount of toiletries. We had 4 people staying for 3 nights, but there were only 2 toilet rolls and tester-sized shampoo and shower gel. "
Hong Kong SAR China
CHEE KEI
The price is €397
includes taxes & fees
17 Dec - 18 Dec
Nanny's Little House

Houseboat in Southampton City Centre

40 foot luxury yacht on 5* Ocean Village Marina
10.0 out of 10, Exceptional, (2)
"We decided to try something new instead of hotel so booked the yacht. Great experience. Marina and boat were lovely. Lots of restaurants and easy to walk around and explore. Steve and Miros went over and above to make sure our stay was great and even picked us up from cruise port and drove us to airport hotel the next day. Would highly recommend . "
Canada
Sheila
The price is €245
includes taxes & fees
15 Dec - 16 Dec
40 foot luxury yacht on 5* Ocean Village Marina
9.4 out of 10, Exceptional, (3)
"Lovely cabin and outside kitchen plus garden. It's my second stay and I enjoyed my stay. Love the garden kitchen,. It's very pretty and relaxing ."
United Kingdom
Nicola H.
The price is €214
includes taxes & fees
17 Dec - 18 Dec
Cosy A-Frame cabin nestled in the chalk steams of Hampshire

Holiday Home in Cowes Isle of Wight

The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
10.0 out of 10, Exceptional, (4)
"Unassuming from the outside, excellently decorated and equipped internally, including a nice garden."
United Kingdom
Simon S.
The price is €274
includes taxes & fees
15 Dec - 16 Dec
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
2.0 star property
7.0 out of 10, Good, (2)
"Serene location. Nice property. "
United Kingdom
Theertha
The price is €167
includes taxes & fees
4 Jan - 5 Jan 2026
Southampton retreat-Hot Tub-Pool-Parking

Cottage in Lymington

Sailmaker's Cottage
3.5 star property
9.6 out of 10, Exceptional, (5)
"Lovely little cottage close to Lymington town centre Nicely decorated and clean "
United Kingdom
Claire
Sailmaker's Cottage
9.6 out of 10, Exceptional, (23)
"We have stayed in another property on this sight a couple of times so know it’s in a great location. Silhouette’s Stable did not disappoint! It was spotlessly clean and very bright and airy. The kitchen is very well equipped and the garden area makes for a lovely outside dining space on sunny days. The inside of the property is very well maintained and has everything you need for a well earned and relaxing holiday - highly recommended - Thank you Sarah & team for a great stay!"
United States
Anonymous traveller
The price is €721
includes taxes & fees
18 Dec - 19 Dec
Luxury Cottage nr West Wittering with private hot tub
The price is €112
includes taxes & fees
22 Dec - 23 Dec
Romantic Swiss Cabin Hideaway & Hot Tub Spa Pool

Cabin in Waterlooville

The Riley Stable- Cozy Getaway
2.0 star property
The price is €163
includes taxes & fees
15 Dec - 16 Dec
The Riley Stable- Cozy Getaway
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hill Head Hotel Reviews

Find out more about Hill Head

Everything you need to know about Hill Head holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hill Head holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hill Head holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hill Head holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hill Head. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hill Head holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hill Head holiday rentals we have selected for you start as low as €85 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hill Head rentals

At Expedia, we put the best Hill Head holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hill Head rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hill Head holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hill Head. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Hill Head?

Yes, there are holiday rentals close to the most popular sights in Hill Head, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Hill Head has to offer?

Northlands Farm & Lakes: This holiday home rental outside of Hill Head is located on a lake, and has a private garden, an outdoor tennis court and daily housekeeping to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What can I see and do in Hill Head?

Hill Head Beach and Meon Shore Beach are a couple of lovely local spots to get outside and enjoy nature. Other popular places to visit in the area include Southampton Cruise Terminal and New Forest National Park.

What are holiday rentals like in Hill Head?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Hill Head. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips.