Medway Vacation Rentals from CA $102: Short-Term Rentals for 2026

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Top cities in Medway

Isle of Grain

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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 $169 total

includes taxes & fees

Nov 15 - Nov 16

A wooden house with a covered patio area, a sliding glass door, and outdoor furniture.

2. Peaceful Cabin Retreat in Gillingham

Gillingham

CA $1,667 total

includes taxes & fees

Nov 15 - Nov 16

A compact kitchen with a washing machine, a window with white frames, and a potted plant.

3. Cozy double rooms at Chatham.2 mins walk from Chatham train station.

Chatham

CA $142 total

includes taxes & fees

Nov 20 - Nov 21

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

4. Hidden Treasure Sleeps 3 with Netflix

Gillingham

CA $200 total

includes taxes & fees

Nov 15 - Nov 16

A building with a black door marked with the number 117, white-framed windows, and two potted plants on the windowsill.

5. Charming 4-bed House in Chatham Free Parking

Chatham

CA $474 total

includes taxes & fees

Nov 15 - Nov 16

6. Modern 1-Bedroom Apartment in Prime Gillingham Location

Gillingham

CA $401 total

includes taxes & fees

Nov 15 - Nov 16

A hallway with a white door, a light fixture, and a wall-mounted light.

7. Comfortable home away from home

Gillingham

Anonymous traveller

CA $421 total

includes taxes & fees

Nov 17 - Nov 18

A living room with a sofa, two armchairs, a coffee table, and a TV.

8. Gorgeous 3 Bedroom House for Short-Medium Stays

Chatham

CA $487 total

includes taxes & fees

Nov 27 - Nov 28

A wooden cabin with a sign reading 'The Creative Studio,' surrounded by picnic tables and a wooden fence, with a clear view of the water in the background.

9. Estuary View

Rochester

CA $693 total

includes taxes & fees

Nov 17 - Nov 18

A modern living room with a grey sofa, a pink armchair, a coffee table, and a TV. There is a large window with a view of greenery outside.

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

Rochester

michelle c.

CA $394 total

includes taxes & fees

Nov 30 - Dec 1

A modern living room with a black and white sofa set, a dark curtain, a potted plant, and framed artwork on the wall.

11. Charming 4-Bed House in Chatham Free parking

Chatham

CA $455 total

includes taxes & fees

Nov 14 - Nov 15

A building with a sign reading 'Royal Engineers Museum' and a set of steps leading to the entrance.

12. Hidden Treasure Sleeps 3 With Netflix

Gillingham

CA $201 total

includes taxes & fees

Nov 15 - Nov 16

13. Stunning Modern Apartment in Rochester, England

Rochester

Asim

CA $357 total

includes taxes & fees

Nov 30 - Dec 1

A wooden cabin with a covered patio, a sliding glass door, and a sofa set.

14. Peaceful Cabin Retreat in Gillingham

Gillingham

CA $1,660 total

includes taxes & fees

Nov 15 - Nov 16

A hotel room with a large bed, a nightstand, and two paintings on the walls.

15. Hogwarts Bed and Continental Breakfast

Sheerness

John

CA $132 total

includes taxes & fees

Nov 15 - Nov 16

16. 1 Bed Apartment Sleeps 2 - Free Parking - Pets

Gravesend

CA $122 total

includes taxes & fees

Nov 21 - Nov 22

A corner room with a bay window, a round glass table, and a chair.

17. Salvation View 2 Bed Apartment

Benfleet

Jennifer

CA $265 total

includes taxes & fees

Nov 29 - Nov 30

A modern outdoor area with a black door, a small window, and a black barrel.

18. 1 bed self-contained annex, with off-road parking.

Sittingbourne

deanna N.

CA $136 total

includes taxes & fees

Nov 16 - Nov 17

A modern living room with a sofa, a coffee table, a TV, and a balcony with a view of buildings.

19. Private 1-Bed Apartment | Lounge & Kitchen

Canvey Island

CA $236 total

includes taxes & fees

Dec 6 - Dec 7

A modern indoor pool area with a pool table, seating, and a view of the outdoors.

20. Student Only Press House

Greenwich

CA $332 total

includes taxes & fees

Nov 17 - Nov 18

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Find vacation rentals that suit your style

Top Medway Hotel Reviews

A balcony with a view of the sea, a table with two chairs, and a railing.

The Beaches Guest House

Southend-on-Sea

10/10 Excellent

Kseniia

A large brick house with a well-maintained lawn and a small pond in the foreground.

Downham Hall

Billericay

10/10 Excellent

Aaron

A boat interior with a seating area, a table, and a view of the marina.

The Queen Phillippa

Queenborough

10/10 Excellent

Family

A rustic bar area with wooden furniture, a chalkboard menu, and various bottles on shelves.

The Black Horse Inn

Maidstone

10/10 Excellent

Christa

A long dining table with chairs, a glass ceiling, and a brick wall with framed pictures.

The Bell Inn

Stanford-le-Hope

10/10 Excellent

We had a wonderful stay at this charming boutique hotel nestled in a quaint village. The property perfectly blends historic character with beautifully modernized rooms that are stylish, comfortable, and thoughtfully updated while still preserving the building's unique charm. One of the highlights of our visit was the food. Every meal was excellent, with fresh, well-prepared dishes and attentive service that made dining a real pleasure. The only drawback to be aware of is that several of the...

Edwin

A bar with a bartender preparing drinks, shelves of liquor bottles, and a beer tap.

The Harvard Inn

Ingatestone

10/10 Excellent

Roy

An outdoor patio with wooden tables and chairs, surrounded by greenery and brick buildings.

The Sun Inn

Faversham

10/10 Excellent

Kelly

An indoor swimming pool with lounge chairs and a brick wall.

Pontlands Park

Chelmsford

10/10 Excellent

Jonathan

A large, multi-story building with a prominent glass facade, a well-maintained lawn, and outdoor seating areas with umbrellas.

Hempstead House Hotel

Sittingbourne

8/10 Good

We stayed two nights in May, 2013. This hotel has a spa and meeting facility attached, as well as a restaurant (expensive) and a smaller bistro/bar area with moderately priced meals (where we ate two dinners). Located along a main road, but not near other tourist facilities, so eating in the hotel may be necessary. We enjoyed the house-like shape of the hotel, the huge garden area and large parking facilities. The staff were excellent, everything was clean and there is a nice gym and swimming...

Gloria

Camelia Hotel

Southend-on-Sea

10/10 Excellent

Andrew

A cozy restaurant with leather seating, a glass-top table, and a brick wall.

The Millers Arms

Canterbury

10/10 Excellent

clean central quiet hotel. it had a really great full English breakfast .before I get to Canterbury I would google the directions to the hotel and have a pretty good map.the streets are old and winding. i had to ask directions a few times. I used Canterbury as a base for visiting nearby town like sandwich (really nice) deal (ok) and dover. get a day bus pass . for 6 1/2 pounds unlimited travel you can ride to these towns and get a nice view of the countryside as well.

Anonymous traveller

A garden pathway with stone planters and hanging flower baskets, surrounded by lush greenery and trees.

The Victoria Hotel

Canterbury

10/10 Excellent

MARGARET CATHERINE

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 $102 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.

Medway Vacation Rentals

Change your mind

Treat yourself

Be picky

Top cities in Medway

Isle of Grain

Check prices for these dates

Our top choices for Medway vacation rentals

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

2. Peaceful Cabin Retreat in Gillingham

3. Cozy double rooms at Chatham.2 mins walk from Chatham train station.

4. Hidden Treasure Sleeps 3 with Netflix

5. Charming 4-bed House in Chatham Free Parking

6. Modern 1-Bedroom Apartment in Prime Gillingham Location

7. Comfortable home away from home

8. Gorgeous 3 Bedroom House for Short-Medium Stays

9. Estuary View

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

11. Charming 4-Bed House in Chatham Free parking

12. Hidden Treasure Sleeps 3 With Netflix

13. Stunning Modern Apartment in Rochester, England

14. Peaceful Cabin Retreat in Gillingham

15. Hogwarts Bed and Continental Breakfast

16. 1 Bed Apartment Sleeps 2 - Free Parking - Pets

17. Salvation View 2 Bed Apartment

18. 1 bed self-contained annex, with off-road parking.

19. Private 1-Bed Apartment | Lounge & Kitchen

20. Student Only Press House

Find vacation rentals that suit your style

Top Medway Hotel Reviews

The Beaches Guest House

10/10 Excellent

Find out more about Medway

Medway vacation rentals: An excellent choice for every season

How to find incredible deals on Medway rentals