Hill Head Vacation Rentals from CA $115: Short-Term Rentals for 2026

Q: 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.

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In two weeks

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Our top choices for Hill Head vacation rentals

A modern interior with a red sofa, black chairs, and a patterned floor.

1. Second Nature Southampton

Southampton City Centre

Gary

CA $152 total

includes taxes & fees

Nov 13 - Nov 14

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

2. Pinnacle Suites

Cowes

Samuel

CA $245 total

includes taxes & fees

Nov 23 - Nov 24

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

Gosport

Audrey

CA $119 total

includes taxes & fees

Nov 26 - Nov 27

A hammock between trees overlooking a beach with boats and a fence.

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

Cowes

Lisa

CA $258 total

includes taxes & fees

Oct 27 - Oct 28

A view from a window overlooking a street with a bus, a pedestrian crossing, and a sign indicating a speed limit of 30.

5. ANG Apartments

Southsea

Claire

CA $115 total

includes taxes & fees

Oct 28 - Oct 29

A compact kitchen with a wooden countertop, a microwave, a toaster, and a clock on the wall.

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

Hayling Island

Tim

CA $173 total

includes taxes & fees

Nov 1 - Nov 2

A residential area with houses, a grassy field, and a clear sky.

7. Seaview Holidays - Salterns Village

Seaview

"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...

Elaine

CA $335 total

includes taxes & fees

Nov 1 - Nov 2

A bedroom with a large bed, a wooden ceiling, and a view of a brick building outside.

8. Settle Southampton

Freemantle

Chris

CA $173 total

includes taxes & fees

Nov 15 - Nov 16

A green RV with a fire pit and outdoor seating area, surrounded by lanterns and plants.

9. The Shack Cabin Sleeps 3 With Enclosed Garden

Waterlooville

CA $269 total

includes taxes & fees

Nov 19 - Nov 20

A dining area with a table set for four, featuring a bottle of wine, glasses, and a bowl of fruit.

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

Cowes Isle of Wight

Simon S.

CA $472 total

includes taxes & fees

Oct 29 - Oct 30

A hotel room with a bed, a sofa, a small table, and a lamp.

11. Studio 24-Free Private Parking

Southsea

CA $127 total

includes taxes & fees

Oct 28 - Oct 29

A parking area with several cars, including a black SUV and a white car, parked on a paved surface.

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

Southsea

Tracy

CA $122 total

includes taxes & fees

Oct 27 - Oct 28

A modern living room with a sofa, a wooden cabinet, a television, and a small table.

13. Waterfront Quay - 2nd floor apartment overlooking the water

Gosport

Cordia Y.

CA $506 total

includes taxes & fees

Nov 9 - Nov 10

14. 5A Castle Street

Ryde

Elena

CA $718 total

includes taxes & fees

Nov 3 - Nov 4

A table set with white plates, bowls, and clear glassware, with a blurred natural background.

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

Gosport

Jessica J.

CA $1,896 total

includes taxes & fees

Nov 2 - Nov 3

A flat-screen TV on a white stand with the word "NETFLIX" on the screen.

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

Southsea

Robert B.

CA $375 total

includes taxes & fees

Nov 1 - Nov 2

A white building with a curved facade, a central arched entrance, and multiple windows with warm lighting.

17. Gallery - a house that sleeps 18 guests in 5 bedrooms

Gosport

Tracey S.

CA $1,612 total

includes taxes & fees

Nov 2 - Nov 3

A marina with boats docked along a wooden pier.

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

Gosport

Geraldine C.

CA $2,258 total

includes taxes & fees

Nov 2 - Nov 3

A hot tub in a room with large windows, a wooden deck, and a small heater.

19. Bury Villa - sleeping 18 guests

Gosport

Sarah N.

CA $2,060 total

includes taxes & fees

Nov 2 - Nov 3

A riverside promenade with outdoor seating, a modern building, and a flagpole.

20. Somers House

Portsmouth

Catherine

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Top Hill Head Hotel Reviews

voco Southampton by IHG

10/10 Excellent

"A great location for cruise travellers. Good sized rooms with very comfy beds and a small fridge. The breakfast was great! Staff were very pleasant and very helpful."

Holiday Inn Express Portsmouth - Gunwharf Quays by IHG

10/10 Excellent

"The hotel is amazing and this is always my first choice when I visit Gunwharf, however it would be helpful for there to be plug sockets next to the bed I have an iPhone and the usb socket next the bed is only suitable for an Android phone, and with also no plug sockets next to the bed it means that you have to charge your phone the other side of the room instead of next to the bed."

New Place

8/10 Good

"Clean bedroom and bathroom. Public areas not so much. When we arrived late afternoon there were empty beer bottles in the corridor near our bedroom, old, dirty, cutlery outside another, on another floor. Room service plates etc outside another. These were there still the next day at check out. Staff were not overly personable on reception either, no info. given about leisure centre on check in - would have been helpful to know swim school runs on a Saturday morning! On check out when dropping off key, 2 staff, 1 helping customer while the other seemingly ignored me and then tried to help a man that barged past me! It's a shame as this has always been a lovely hotel!"

Leonardo Hotel Southampton

10/10 Excellent

"Great great location. Don’t need to stay near the pier and pay their price. Great value at this hotel, clean , modern,well maintained and excellent location. Bar and restaurant on site so no need to venture out hunting for something. Many friends stay near pier for pre cruises but way more expensive while this hotel is only 10 minutes to pier was way more cost effective. Uber was only 8 pounds. Definitely recommend this hotel for all singles couples and family."

Second Nature Southampton

10/10 Excellent

"Hotel was in a great location. Room was very spacious and clean, and breakfast was fine. I think the price was a little high, but that was probably due to location. Also, our hot water in our kept getting cool. Overall, I would recommend and will return on my next visit to Southampton."

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, cottages, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hill Head vacation rentals we have selected for you start as low as CA $115 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 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.

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Check prices for these dates

Our top choices for Hill Head vacation rentals

1. Second Nature Southampton

2. Pinnacle Suites

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

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

5. ANG Apartments

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

7. Seaview Holidays - Salterns Village

8. Settle Southampton

9. The Shack Cabin Sleeps 3 With Enclosed Garden

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

11. Studio 24-Free Private Parking

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

13. Waterfront Quay - 2nd floor apartment overlooking the water

14. 5A Castle Street

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

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

17. Gallery - a house that sleeps 18 guests in 5 bedrooms

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

19. Bury Villa - sleeping 18 guests

20. Somers House

Find vacation rentals that suit your style

Top Hill Head Hotel Reviews

voco Southampton by IHG

Holiday Inn Express Portsmouth - Gunwharf Quays by IHG

Novotel Southampton

ibis Southampton Centre

The Winchester Hotel & Spa

New Place

Meon Valley Hotel, Spa & Golf

Leonardo Hotel Southampton

Second Nature Southampton

Find out more about Hill Head

Frequently asked questions

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