A starry night sky over a coastal town with a visible contrail.

Hill Head Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Hill Head vacation rentals

A bedroom with a bed, a wooden bench, a staircase, and a wall-mounted light fixture.

1. Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.2 out of 10, Wonderful, (41 reviews)
"Very friendly host with modern suites"
United Kingdom
Samuel
$140 nightly
The price is $168
Oct 11 - Oct 12
Total with taxes and fees
Pinnacle Suites
Exterior

2. The South Coast Snug

The South Coast Snug
2.0 star property
Fareham
7.4 out of 10, Good, (6 reviews)
"Fantastic place great location everything close by"
United Kingdom
Nikki
$79 nightly
The price is $95
Oct 31 - Nov 1
Total with taxes and fees
The South Coast Snug
A bedroom with two beds, a nightstand with a lamp, and wall art.

3. Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking

Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking
2.0 star property
Gosport
7.8 out of 10, Good, (6 reviews)
"The room was exactly as described. Communications with staff were clear and prompt. Check-in/Check-out was easy. Double bed was a nice firm mattress. Building was super quiet overnight. Location was very easy to access."
United Kingdom
Audrey
$83 nightly
The price is $83
Oct 6 - Oct 7
Total with taxes and fees
Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking
A modern interior with a red sofa, black chairs, and a patterned floor.

4. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,344 reviews)
"Great location and friendly staff!"
United States
Gary
$90 nightly
The price is $108
Oct 4 - Oct 5
Total with taxes and fees
Second Nature Southampton
A hammock between trees overlooking a beach with boats and a fence.

5. Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR

Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR
Cowes
10.0 out of 10, Exceptional, (26 reviews)
"Awesome place to stay- we absolutely loved it and will be back"
United Kingdom
Edward
$184 nightly
The price is $184
Oct 5 - Oct 6
Total with taxes and fees
Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR
A bedroom with a large bed, a wooden ceiling, and a view of a brick building outside.

6. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.0 out of 10, Very good, (12 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
$108 nightly
The price is $129
Oct 5 - Oct 6
Total with taxes and fees
Settle Southampton
A residential area with houses, a grassy field, and a clear sky.

7. Seaview Holidays - Salterns Village

Seaview Holidays - Salterns Village
4.0 star property
Seaview
9.0 out of 10, Wonderful, (81 reviews)
"Property was very clean and had everything that we needed. It did have two bedrooms which would be OK if you had two adults and two small kids. Not enough room for 4 adults, but it was perfect for my husband and myself. Staff were very friendly and helpful, especially the lady working in reception who was wonderful and very understanding when we accidentally booked the wrong date for checking out. The location was great in Seaview, walking distance to the sea with some lovely eating places...
Canada
Elaine
$170 nightly
The price is $204
Oct 5 - Oct 6
Total with taxes and fees
Seaview Holidays - Salterns Village
A bedroom with a bed, pillows, a bedside table with a lamp, and a window.

8. Ocean Quay Luxury - Stylish 2 Bed - Has Parking

Ocean Quay Luxury - Stylish 2 Bed - Has Parking
3.0 star property
Southampton City Centre
$131 nightly
The price is $157
Nov 2 - Nov 3
Total with taxes and fees
Ocean Quay Luxury - Stylish 2 Bed - Has Parking
A view from a window overlooking a street with a bus, a pedestrian crossing, and a sign indicating a speed limit of 30.

9. ANG Apartments

ANG Apartments
2.0 star property
Southsea
9.0 out of 10, Wonderful, (6 reviews)
"Nice place to stay, lovely beach view and close to amenities"
United Kingdom
Claire
$91 nightly
The price is $91
Nov 1 - Nov 2
Total with taxes and fees
ANG Apartments
A compact kitchen with a wooden countertop, a microwave, a toaster, and a clock on the wall.

10. Hayling Hideaway, private self contained cosy annex near to beach

Hayling Hideaway, private self contained cosy annex near to beach
Hayling Island
9.6 out of 10, Exceptional, (4 reviews)
"All was perfect. "
United Kingdom
Ricchard B.
$120 nightly
The price is $122
Oct 4 - Oct 5
Total with taxes and fees
Hayling Hideaway, private self contained cosy annex near to beach
A bedroom with a bed, a nightstand, a lamp, a window with curtains, and a radiator.

11. Settle Winchester

Settle Winchester
2.0 star property
Winchester City Center
$99 nightly
The price is $119
Oct 4 - Oct 5
Total with taxes and fees
Settle Winchester
A dining area with a table set for four, featuring a bottle of wine, glasses, and a bowl of fruit.

12. The Nautilus -Cowes IOW- 2 bedroom bungalow/garden

The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
Cowes Isle of Wight
10.0 out of 10, Exceptional, (4 reviews)
"Unassuming from the outside, excellently decorated and equipped internally, including a nice garden."
United Kingdom
Simon S.
$341 nightly
The price is $341
Oct 15 - Oct 16
Total with taxes and fees
The Nautilus -Cowes IOW- 2 bedroom bungalow/garden
Room

13. Studio 31-Free Private Parking

Studio 31-Free Private Parking
2.0 star property
Southsea
$106 nightly
The price is $106
Oct 16 - Oct 17
Total with taxes and fees
Studio 31-Free Private Parking
A marina with various boats docked, a pier, and a building in the background.

14. Medina by The Solent

Medina by The Solent
2.0 star property
Cowes
9.0 out of 10, Wonderful, (4 reviews)
"Lovely little gem right in the heart of Cowes. 5 mins walk to the Red Jet ferry. Lots of lovely cafés, bars and restaurants within 5 mins. A great find."
United Kingdom
Paul
$352 nightly
The price is $423
Oct 16 - Oct 17
Total with taxes and fees
Medina by The Solent
A parking area with several cars, including a black SUV and a white car, parked on a paved surface.

15. Spacious First-Floor Super King or Twin Studio Apartment with Free Parking

Spacious First-Floor Super King or Twin Studio Apartment with Free Parking
2.0 star property
Southsea
8.0 out of 10, Very good, (2 reviews)
"The room was brilliant. Really clean, had a great shower and other amenities which were an unexpected bonus. The hosts let us park early for free, for which we were grateful. The beds were comfortable. Really impressed and we would highly recommend them."
United Kingdom
Tracy
$115 nightly
The price is $115
Oct 4 - Oct 5
Total with taxes and fees
Spacious First-Floor Super King or Twin Studio Apartment with Free Parking
A marina with boats docked along a wooden pier.

16. Dairy House - a house that sleeps 16 guests in 7 bedrooms

Dairy House - a house that sleeps 16 guests in 7 bedrooms
Gosport
9.8 out of 10, Exceptional, (31 reviews)
"House is lovely and was very clean and welcoming. There were issues with a rusty barbecue and a faulty freezer but I'm sure those matters will be resolved for future guests. I was offered recompense for wasted food if appropriate (not necessary).Happy to recommend."
United States
Geraldine C.
$1,591 nightly
The price is $1,591
Nov 2 - Nov 3
Total with taxes and fees
Dairy House - a house that sleeps 16 guests in 7 bedrooms
A beach gazebo with a bench, a clear view of the ocean, and a sandy beach.

17. Warm Art-Deco-inspired studio with bath, separate shower, kitchenette and dining area.

Warm Art-Deco-inspired studio with bath, separate shower, kitchenette and dining area.
Southsea
10.0 out of 10, Exceptional, (4 reviews)
"Great location. Clean and comfortable accommodation with everything needed for a nice stay."
United States
Carl D.
$150 nightly
The price is $150
Oct 4 - Oct 5
Total with taxes and fees
Warm Art-Deco-inspired studio with bath, separate shower, kitchenette and dining area.
A beach gazebo with a bench, a clear view of the ocean, and a sandy beach.

18. Art Deco studio with private terrace. Bright, comfortable base near Albert Road's restaurants and a short walk to the seafront.

Art Deco studio with private terrace. Bright, comfortable base near Albert Road's restaurants and a short walk to the seafront.
Southsea
10.0 out of 10, Exceptional, (7 reviews)
"Great little property close to markets, great places to eat! "
United States
Cindy H.
$146 nightly
The price is $146
Oct 5 - Oct 6
Total with taxes and fees
Art Deco studio with private terrace. Bright, comfortable base near Albert Road's restaurants and a short walk to the seafront.
A flat-screen TV on a white stand with the word "NETFLIX" on the screen.

19. Iris home in Southsea, Portsmouth. 15 minute walk to the seafront!

Iris home in Southsea, Portsmouth. 15 minute walk to the seafront!
Southsea
9.8 out of 10, Exceptional, (6 reviews)
"Excellent stay in a nice area. Property was clean, well appointed and ideal for our stay."
United Kingdom
Robert B.
$264 nightly
The price is $264
Oct 4 - Oct 5
Total with taxes and fees
Iris home in Southsea, Portsmouth. 15 minute walk to the seafront!
A table set with white plates, bowls, and clear glassware, with a blurred natural background.

20. Grove Lodge - a house that sleeps 13 guests in 5 bedrooms

Grove Lodge - a house that sleeps 13 guests in 5 bedrooms
Gosport
9.6 out of 10, Exceptional, (18 reviews)
"The house and gardens were perfect for our family gathering."
United Kingdom
Jessica J.
$1,336 nightly
The price is $1,336
Oct 5 - Oct 6
Total with taxes and fees
Grove Lodge - a house that sleeps 13 guests in 5 bedrooms
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hill Head Hotel Reviews

The Winchester Hotel & Spa

The Winchester Hotel & Spa

8/10 Good
"The property itself was very nice, clean, incredibly helpful staff, and its quite close to the winchester train station. my only gripe would be that the masseuses are only available until 3pm or so in the evening and aren't available early in the morning so unfortunately we couldn't make use of that perk."
Subramanyam 1-night trip
Posted less than an hour ago
The Winchester Hotel & Spa

Find out more about Hill Head

Everything you need to know about Hill Head vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hill Head vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hill Head vacation 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 low season months. For more hustle and bustle, you may prefer to visit Hill Head in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $83 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Hill Head rentals

At Expedia, we put the best Hill Head vacation 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 vacation.

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 vacation rental in Hill Head?

Yes, we offer vacation rentals near the most popular local attractions in Hill Head, or you can go with a secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Hill Head?

Northlands Farm & Lakes: Visitors like this Hill Head vacation home rental. It is located on a lake and has a private yard, 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?

Meon Shore Beach and Hill Head 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 vacation rentals like in Hill Head?

Vacation rentals are private accommodations you can reserve for a short or long stay in Hill Head. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for family gatherings.