A grassy field with a wooden fence and leafless trees in the background.

Chilworth Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Chilworth vacation rentals

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

1. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, 1332, (1,332 reviews)
"Great place to stay on the way to our cruise…would definitely recommend!!"
Canada
Shelly
The price is CA $140
CA $168 total
includes taxes & fees
Oct 4 - Oct 5
Second Nature Southampton
A bedroom with a large bed, a sofa, a TV, and a window with blinds.

2. QE2 Loft Apartments

QE2 Loft Apartments
3.0 star property
Southampton City Centre
5.6 out of 10, 10, (10 reviews)
"No Air conditioning! Bar under with loud party all night long. Windows open for air. You book this room only if you want to party. Otherwise you will be kept up all night long. 90 degrees outside and hotter inside do to restaurant ovens directly under room. It was the worst experience. Jet lag turned into nightmare 😫"
United States
BRIAN
The price is CA $253
CA $303 total
includes taxes & fees
Sep 17 - Sep 18
QE2 Loft Apartments
A bedroom with a large bed, a wooden ceiling, and a view of a brick building outside.

3. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.6 out of 10, 9, (9 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
The price is CA $97
CA $201 total
includes taxes & fees
Oct 5 - Oct 6
Settle Southampton
A dining table set with plates, cutlery, and a glass vase with yellow flowers.

4. 3 Bedrooms house ideal for long Stays!

3 Bedrooms house ideal for long Stays!
Southampton
10.0 out of 10, 4, (4 reviews)
"Great location, lovely clean property can recommend."
United Kingdom
Michael R.
The price is CA $247
CA $380 total
includes taxes & fees
Sep 27 - Sep 28
3 Bedrooms house ideal for long Stays!
A bedroom with a bed, a TV, and a window with curtains.

5. Bayview Apartments

Bayview Apartments
2.0 star property
Southampton City Centre
8.0 out of 10, 5, (5 reviews)
"The apartment was reasonably priced, conveniently located to our destination and perfectly adequate for our needs."
United States
Donald
The price is CA $250
CA $300 total
includes taxes & fees
Sep 22 - Sep 23
Bayview Apartments
A calm lake with ducks and a swan, a boat docked on the left, and a building in the background.

6. Perfect 2-bedroom house, Albert cottage with WiFi in charming Southampton

Perfect 2-bedroom house, Albert cottage with WiFi in charming Southampton
Portswood
10.0 out of 10, 1, (1 review)
"We had a great time, lovely neighborhood, location is easy access to needed items. Marvin is an excellent host. He responds right away with all questions. For a home that is 140 years old it is in excellent shape. Beautifully decorated. Everything we needed was there. Big plus to be on the water. Thank you Marvin!"
United States
Terri M.
The price is CA $219
CA $268 total
includes taxes & fees
Sep 16 - Sep 17
Perfect 2-bedroom house, Albert cottage with WiFi in charming Southampton
A modern kitchen with a central island, bar stools, hanging plants, and a variety of appliances.

7. Adorable 2-bedroom apartment in Southampton

Adorable 2-bedroom apartment in Southampton
Freemantle
9.0 out of 10, 4, (4 reviews)
"Apartment was in great condition, no complaints!"
United Kingdom
Bethany M.
The price is CA $265
CA $346 total
includes taxes & fees
Sep 27 - Sep 28
Adorable 2-bedroom apartment in Southampton
A bedroom with a bed, a nightstand, a lamp, a window with curtains, and a radiator.

8. Settle Winchester

Settle Winchester
2.0 star property
Winchester City Center
The price is CA $73
CA $189 total
includes taxes & fees
Oct 4 - Oct 5
Settle Winchester
An outdoor patio with a round table, two chairs, a small round table, and a covered umbrella.

9. Stunning two Bedroom Apartment in The New Forest With Private Courtyard

Stunning two Bedroom Apartment in The New Forest With Private Courtyard
4.0 star property
Southampton
The price is CA $231
CA $401 total
includes taxes & fees
Sep 16 - Sep 17
Stunning two Bedroom Apartment in The New Forest With Private Courtyard
A wooden cabin with a sloped roof, a deck with two chairs, and a glass door leading inside.

10. Cosy A-Frame cabin nestled in the chalk steams of Hampshire

Cosy A-Frame cabin nestled in the chalk steams of Hampshire
Winchester
8.6 out of 10, 7, (7 reviews)
"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 CA $304
CA $398 total
includes taxes & fees
Sep 16 - Sep 17
Cosy A-Frame cabin nestled in the chalk steams of Hampshire
A modern kitchen with a large black island, white cabinetry, and two Bosch ovens.

11. Beautiful 2 bedroom full-furnished semi-detached house with parking

Beautiful 2 bedroom full-furnished semi-detached house with parking
Dibden Purlieu
9.6 out of 10, 13, (13 reviews)
"Accommodation was beautifully clean and well equipped in a great location. "
United Kingdom
Julie P.
The price is CA $265
CA $301 total
includes taxes & fees
Sep 21 - Sep 22
Beautiful 2 bedroom full-furnished semi-detached house with parking
A row of wooden cabins with attached porches, each with a small porch light.

12. Farm Cottage on a Secluded 9-acre Equestrian Small Holding

Farm Cottage on a Secluded 9-acre Equestrian Small Holding
Salisbury
10.0 out of 10, 17, (17 reviews)
"Louise was fantastic, we had to stay an extra night and the communication was easy and great. Would recommend."
United States
Jordan J.
The price is CA $257
CA $289 total
includes taxes & fees
Sep 16 - Sep 17
Farm Cottage on a Secluded 9-acre Equestrian Small Holding
A marina with various boats docked.

13. Willow Cabin

Willow Cabin
3.0 star property
Cowes
The price is CA $499
CA $599 total
includes taxes & fees
Sep 18 - Sep 19
Willow Cabin
A bedroom with a wooden headboard, white bedding, two floral pillows, a bedside lamp, and a folded towel on the bed.

14. The Riley Stable- Cozy Getaway

The Riley Stable- Cozy Getaway
2.5 star property
Waterlooville
The price is CA $149
CA $235 total
includes taxes & fees
Sep 27 - Sep 28
The Riley Stable- Cozy Getaway
A hammock between trees overlooking a beach with boats and a fence.

15. 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, 25, (25 reviews)
"Awesome place to stay- we absolutely loved it and will be back"
United Kingdom
Edward
The price is CA $252
CA $283 total
includes taxes & fees
Oct 5 - Oct 6
Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR
A modern kitchen with a large island, wooden beams, and a view to the outside.

16. The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom

The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom
Shedfield
9.6 out of 10, 14, (14 reviews)
"Fabulous place to stay."
United States
CHRISTOPHER S.
The price is CA $854
CA $854 total
includes taxes & fees
Sep 27 - Sep 28
The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom
A historic building with timber framing, a stone facade, and a covered passageway with purple wisteria.

17. Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.

Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
Stockbridge
9.6 out of 10, 105, (105 reviews)
"Charming old house with lovely garden and nice kitchen. We enjoyed our stay!"
United States
Barbara S.
Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
A bedroom with two beds, a nightstand with a lamp, and wall art.

18. 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, 6, (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
The price is CA $115
CA $115 total
includes taxes & fees
Sep 20 - Sep 21
Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking
A bedroom with a bed, a wooden bench, a staircase, and a wall-mounted light fixture.

19. Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.2 out of 10, 41, (41 reviews)
"Very friendly host with modern suites"
United Kingdom
Samuel
The price is CA $194
CA $233 total
includes taxes & fees
Oct 4 - Oct 5
Pinnacle Suites
A modern bedroom with a four-poster bed, a glass desk, and a view of greenery outside.

20. Cell Block 8 | Prison Flat | Sleeps 7 | with Parking

Cell Block 8 | Prison Flat | Sleeps 7 | with Parking
Baffins
8.0 out of 10, 2, (2 reviews)
Cell Block 8 | Prison Flat | Sleeps 7 | with Parking
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 Chilworth Hotel Reviews

Harbour Hotel Southampton

Harbour Hotel Southampton

8/10 Good
"Very close to the cruise port"
Francesca 2-night trip
Posted 9 hours ago
Harbour Hotel Southampton

Find out more about Chilworth

Everything you need to know about Chilworth 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 Chilworth 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 Chilworth vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chilworth vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chilworth. 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 Chilworth 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 Chilworth 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 Chilworth rentals

At Expedia, we put the best Chilworth 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 Chilworth 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 Chilworth 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 Chilworth. 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

Are there vacation rentals in Chilworth?

Yes, we offer vacation rentals close to top points of interest in Chilworth, or you can choose a more remote option if you'd like a relaxing place to stay. Discover why Chilworth is known for its spas and gardens. While you're in the area, grab a bite or have a drink at the bars and restaurants.

What are some of the best vacation home rentals that Chilworth has to offer?

Unique waterside home in stunning location.: You might want to consider this vacation home rental near Chilworth, which is located on the waterfront and has a balcony, a garden, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Chilworth?

Explore the area and family-friendly sights such as The Common, or get out into nature at a spot like Valley Park. Other popular places to visit in the area include Southampton Cruise Terminal and New Forest National Park.

What are vacation rentals like in Chilworth?

Vacation rentals are private accommodations you can reserve for a couple days or more in Chilworth. Vacation rentals offer extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a small group gathering.