Medway Vacation Rentals from CA $124: Short-Term Rentals for 2026

A historic cityscape with a river, a castle, and a church.

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Our top choices for Medway vacation rentals

A modern living room with a flat-screen TV, a marble console table, a colorful rug, a green sofa, and a red chair.

1. Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed

Chatham

CA $193 total

includes taxes & fees

Oct 11 - Oct 12

A large outdoor swimming pool with multiple lanes, a water slide, and a lifeguard station.

2. Hidden Treasure Sleeps 3 with Netflix

Gillingham

CA $200 total

includes taxes & fees

Oct 11 - Oct 12

3. Modern 1-Bedroom Apartment in Prime Gillingham Location

Gillingham

CA $400 total

includes taxes & fees

Oct 20 - Oct 21

A residential area with a paved road, a sign reading "Welcome to the Village," and a view of the sea in the background.

4. Thames view - Wheelchair-Friendly Static Caravan

Allhallows

CA $437 total

includes taxes & fees

Oct 11 - Oct 12

5. Hidden Treasure- 2 Beds Sleeps 3 Gillingham

Gillingham

CA $200 total

includes taxes & fees

Oct 11 - Oct 12

A bedroom with a bed, a nightstand, a lamp, a framed picture on the wall, and a window with curtains.

6. Gorgeous 3 Bedroom House for Short-Medium Stays

Chatham

CA $467 total

includes taxes & fees

Oct 23 - Oct 24

A modern living room with a grey sofa, a white coffee table, and two pink armchairs. There are two framed artworks on the wall and a floor lamp.

7. Rochester - 2 Bed - Sleeps 4 - Balcony - Parking

Rochester

michelle c.

CA $358 total

includes taxes & fees

Oct 11 - Oct 12

8. Modern 5-bedroom House-Medway- Free Parking- Sleeps 10

Gillingham

CA $681 total

includes taxes & fees

Oct 11 - Oct 12

A living room with a grey sofa, a white coffee table, and two pink armchairs. There are two abstract paintings on the wall and a floor lamp.

9. Stunning Modern Apartment in Rochester, England

Rochester

Asim

CA $356 total

includes taxes & fees

Oct 11 - Oct 12

A neatly arranged bedroom with a wooden headboard, a bedside table with a lamp, a bed with a beige duvet and pillows, a window with a view of the outside, and a radiator.

10. Hogwarts Bed and Continental Breakfast

Sheerness

John

CA $124 total

includes taxes & fees

Oct 11 - Oct 12

11. 1 Bed Apartment Sleeps 2 - Free Parking - Pets

Gravesend

CA $123 total

includes taxes & fees

Oct 18 - Oct 19

A modern living room with a black sofa, a small ottoman, and a patterned rug.

12. Amazing studio room in a beautiful house

Stanford-le-Hope

Blandine K.

CA $143 total

includes taxes & fees

Oct 31 - Nov 1

A room with a large window, a television on a stand, and a decorative letter 'N' on the windowsill.

13. 1 bed self-contained annex, with off-road parking.

Sittingbourne

deanna N.

CA $147 total

includes taxes & fees

Oct 11 - Oct 12

A bedroom with a bed, bedside tables, a desk, a chair, a mirror, and a window with curtains.

14. 7 Clarendon Place

Maidstone

CA $450 total

includes taxes & fees

Oct 11 - Oct 12

A view from a window overlooking a sea with a clear sky, a street lamp, and a pathway leading to a building.

15. Lookout by the Bay

Herne Bay

Maxine

CA $197 total

includes taxes & fees

Oct 22 - Oct 23

A modern hotel room with a bed, desk, chair, and a large mirror.

16. Large Studio Retreat by the beach with parking

Southend-on-Sea

Danny

CA $280 total

includes taxes & fees

Oct 11 - Oct 12

A compact living space with a sofa, a round dining table, a washing machine, and a kitchenette.

17. Hadleigh Hideout | 1-Bed Apt & Free Parking

Hadleigh

"Clean and tidy and had all I needed for my stay. Close to Morrisons which was useful and only a 15 min drive to where I was working. My flat was at the front overlooking the road which is a bit noisy during the day and evening so I had the front windows closed and it was quiet enough at night for me to sleep. The towels are ok but would prefer bath sheets or larger towels than those on offer. I will certainly look to using this place again as I frequently work on Canvey island."

John

CA $263 total

includes taxes & fees

Oct 12 - Oct 13

A balcony with a view of a street, two potted plants, a bottle of wine, and a glass of wine on a small table.

18. St Andrews Apartments

Maidstone

Stuart

CA $386 total

includes taxes & fees

Nov 10 - Nov 11

A rustic wooden cabin with a covered outdoor seating area, surrounded by lush greenery and a gravel path.

19. Birch Cottage: Starlit Soaks and Wood-Fired Warmth hot tub

maidstone

Madeline K.

CA $386 total

includes taxes & fees

Oct 12 - Oct 13

A bedroom with a bed, a desk, and a chair.

20. The Lower Bell

Aylesford

John

CA $132 total

includes taxes & fees

Oct 11 - Oct 12

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Top Medway Hotel Reviews

ORIDA Maidstone Hotel

10/10 Excellent

"We chose this hotel for a short break as it had good reviews and a pool on site. We had a lovely stay. Our room was nice and the beds were comfy. Everywhere was kept clean and all the staff were polite and helpful. The breakfast is self serve. There was lots of choice hot and cold food and it was restocked and kept tidy. The only overall grumble we had was the lack of channels on the TV. - other than that, it was perfect 👌"

Mercure Maidstone Great Danes Hotel

8/10 Good

"We stayed for two nights and unfortunately had to swap rooms due to other guests being a little inconsiderate. First room was very basic but okay for just having somewhere to sleep. The second room was definitely an upgrade, quieter park of the hotel, more space in the room and choices on TV was better. Staff were amazing though out and nothing was too much trouble. Would happily stay here again (on the quieter side) and recommend to family and friends"

Royal Wells Hotel

10/10 Excellent

"I had a "newer" room at the back of the hotel overlooking my favourite pub, the Beau Nash Tavern. The room was comfortable, clean, quiet, and well-appointed. As a new room it was shoe-horned into the existing property so getting to my room was pretty funny as the path from the front desk to it was convoluted in an entertaining sort of way (people enjoyed the video on my Instagram!). I had dinner and breakfast in the dining room, both were excellent too. The staff were all friendly and helpful. I would stay here again."

Luxury Pod-sleeps 2-hot Tub-pets-garden

10/10 Excellent

"We absolutely loved our stay at the Honey Pod. Communication and instructions before arrival were wonderful and made everything so easy. The space itself is compact but has everything you need — a cozy kitchen/lounge area, comfortable bedroom, and clean bathroom. The wood burner hot tub in the garden was such a treat, perfect for relaxing under the stars. It’s beautifully secluded and feels like you’re tucked away in the middle of nowhere — peaceful, quiet, and magical. Highly recommend for anyone looking to unwind and escape! "

Find out more about Medway

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

Medway vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Medway. 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 Medway 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 Medway vacation rentals we have selected for you start as low as CA $124 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Medway rentals

At Expedia, we put the best Medway 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 Medway 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 Medway 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 Medway. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Room 1

Change your mind

Treat yourself

Be picky

Our top choices for Medway vacation rentals

1. Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed

2. Hidden Treasure Sleeps 3 with Netflix

3. Modern 1-Bedroom Apartment in Prime Gillingham Location

4. Thames view - Wheelchair-Friendly Static Caravan

5. Hidden Treasure- 2 Beds Sleeps 3 Gillingham

6. Gorgeous 3 Bedroom House for Short-Medium Stays

7. Rochester - 2 Bed - Sleeps 4 - Balcony - Parking

8. Modern 5-bedroom House-Medway- Free Parking- Sleeps 10

9. Stunning Modern Apartment in Rochester, England

10. Hogwarts Bed and Continental Breakfast

11. 1 Bed Apartment Sleeps 2 - Free Parking - Pets

12. Amazing studio room in a beautiful house

13. 1 bed self-contained annex, with off-road parking.

14. 7 Clarendon Place

15. Lookout by the Bay

16. Large Studio Retreat by the beach with parking

17. Hadleigh Hideout | 1-Bed Apt & Free Parking

18. St Andrews Apartments

19. Birch Cottage: Starlit Soaks and Wood-Fired Warmth hot tub

20. The Lower Bell

Find vacation rentals that suit your style

Top Medway Hotel Reviews

ORIDA Maidstone Hotel

Mercure Maidstone Great Danes Hotel

Spring River Ebbsfleet by Marston's Inns

Delta Hotels Bexleyheath

Royal Wells Hotel

Holiday Inn London-Bexley by IHG

Luxury Pod-sleeps 2-hot Tub-pets-garden

Find out more about Medway