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Chatham Vacation Rentals

Q: What are some of the best vacation rentals that Chatham has to offer?

Luxury Pod-sleeps 2-hot Tub-pets-garden : This vacation home rental outside of Chatham is located on the waterfront and has an outdoor pool, a private yard, and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle.

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Dates

November 2026

December 2026

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Our top choices for Chatham vacation rentals

A bedroom with a bed, bedside table, nightstand, and a large window with a blind.

1. Charming 4-bed House in Chatham Free Parking

Chatham

CA $476 total

includes taxes & fees

Nov 14 - Nov 15

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

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

Chatham

CA $183 total

includes taxes & fees

Nov 12 - Nov 13

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 $155 total

includes taxes & fees

Nov 18 - Nov 19

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

4. Charming 4-Bed House in Chatham Free parking

Chatham

CA $456 total

includes taxes & fees

Nov 15 - Nov 16

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

5. Comfortable home away from home

Gillingham

Anonymous traveller

CA $422 total

includes taxes & fees

Nov 17 - Nov 18

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

6. The Lower Bell

Aylesford

John

CA $133 total

includes taxes & fees

Nov 15 - Nov 16

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

7. Peaceful Cabin Retreat in Gillingham

Gillingham

CA $201 total

includes taxes & fees

Nov 15 - Nov 16

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.

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

Rochester

michelle c.

CA $396 total

includes taxes & fees

Dec 1 - Dec 2

A modern living room with a dining area, a fireplace, and a flat-screen TV mounted above it.

9. 7 Clarendon Place

Maidstone

CA $429 total

includes taxes & fees

Nov 12 - Nov 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.

10. St Andrews Apartments

Maidstone

Stuart

CA $393 total

includes taxes & fees

Nov 14 - Nov 15

A room with exposed wooden beams, a red sofa with floral cushions, a wooden dining table with chairs, and a window with curtains.

11. The Cottage at Harple Farm

Detling, near Maidstone

Lindsey Grant

CA $373 total

includes taxes & fees

Nov 17 - Nov 18

A window with a view of a garden, a bottle of wine, and two glasses on a table.

12. 2 bedroom accommodation in Snodland

Snodland

Maureen Stolworthy

CA $744 total

includes taxes & fees

Nov 15 - Nov 16

A modern living room with a black glass coffee table, grey sofa, and a kitchen area with white cabinets and a stove.

13. Luxury home from home 2

Kent

CA $182 total

includes taxes & fees

Nov 15 - Nov 16

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.

14. Estuary View

Rochester

CA $695 total

includes taxes & fees

Nov 16 - Nov 17

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

15. Peaceful Cabin Retreat in Gillingham

Gillingham

CA $192 total

includes taxes & fees

Nov 15 - Nov 16

16. Green Cottages

Sittingbourne

Nicholas

CA $569 total

includes taxes & fees

Nov 22 - Nov 23

17. 1 Bed Apartment Sleeps 2 - Free Parking - Pets

Gravesend

CA $123 total

includes taxes & fees

Nov 21 - Nov 22

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

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

Sittingbourne

deanna N.

CA $136 total

includes taxes & fees

Nov 16 - Nov 17

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

Samuel

CA $354 total

includes taxes & fees

Nov 15 - Nov 16

A bedroom with a bed, a window, curtains, a lamp, and two fruit-themed wall art pieces.

20. Stylish 1 Bedroom Apartment with Free Parking and Links to London & Essex

Grays

E.T.

CA $337 total

includes taxes & fees

Nov 22 - Nov 23

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Find vacation rentals that suit your style

Top Chatham Hotel Reviews

A bedroom with exposed wooden beams, a brick wall, a large window with curtains, a bed with a patterned blanket, and bedside lamps.

Green Farmhouse

Sittingbourne

10/10 Excellent

Tammy

The Ship Hotel

Leigh-on-Sea

10/10 Excellent

Jennifer Marie

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 traditional wooden boat docked at a marina with a backdrop of residential buildings and calm water.

The Queen Phillippa

Queenborough

10/10 Excellent

Family

A cozy interior with a stone wall, a leather sofa with a Union Jack pillow, a wooden coffee table, and a lamp.

The Mount Edgcumbe

Royal Tunbridge Wells

10/10 Excellent

Stephen

A stone fireplace with a black mantel, logs, and a decorative lantern.

Downham Hall

Billericay

10/10 Excellent

Aaron

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

The Black Horse Inn

Maidstone

10/10 Excellent

Christa

An arched doorway with two side tables, each with a lamp, leading to a room with a chandelier.

Stone Court House

Maidstone

10/10 Excellent

Anthony

A room with a tufted armchair, a small table with a tray of items, and a bed with a patterned bedspread.

The Windmill

Maidstone

10/10 Excellent

Natasja

A sign for 'The Beaumont Car Park Reception' with a pathway leading to a building.

The Beaumont - B&B

Sittingbourne

10/10 Excellent

Emerson Gerald

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

The Tickled Trout

Maidstone

10/10 Excellent

The Tickled Trout — West Farleigh’s Warmest Secret Tucked gently into the rolling green of West Farleigh, The Tickled Trout feels less like a pub and more like a love letter to quintessential Britain. It sits there quietly - cosey, warm, and impossibly inviting - as though the countryside itself decided to give you a hug. Step inside and you’re met not by staff, but by hosts, bright-eyed and brilliantly friendly, the kind of people who make you feel as though you’ve lived here your whole...

Byron

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

The Sun Inn

Faversham

10/10 Excellent

Kelly

A dining table set with plates, glasses, and cutlery, with a fireplace in the background.

The White Horse

Faversham

10/10 Excellent

Veronika

Find out more about Chatham

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

Chatham vacation rentals: An excellent choice for every season

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

At Expedia, we put the best Chatham 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 Chatham 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 Chatham 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 Chatham. 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 Chatham?

Yes, we have vacation rentals in Chatham close to Historic Dockyard Chatham, or you can choose a secluded option if you're looking for a relaxing stay. Our travelers say Chatham has a good selection of top-notch restaurants and lively bars. Leave some time to check out the marina and spas during your trip.

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

Luxury Pod-sleeps 2-hot Tub-pets-garden: This vacation home rental outside of Chatham is located on the waterfront and has an outdoor pool, a private yard, and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle.

How many vacation rentals are there in Chatham?

Expedia has 43 vacation rentals for your stay in Chatham.

What can I see and do in Chatham?

Historic Dockyard Chatham and Buckmore Park Karting are a couple of family-friendly sights, whereas cultural attractions include Central Theatre and Brook Theatre. While here, Bridgewood Manor Day Spa and Kent Downs are other places worth a visit.

What are vacation rentals like in Chatham?

Vacation rentals are private accommodations you can stay in for a short or long stay in Chatham. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip or a small group gathering.

Chatham Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chatham vacation rentals

1. Charming 4-bed House in Chatham Free Parking

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

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

4. Charming 4-Bed House in Chatham Free parking

5. Comfortable home away from home

6. The Lower Bell

7. Peaceful Cabin Retreat in Gillingham

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

9. 7 Clarendon Place

10. St Andrews Apartments

11. The Cottage at Harple Farm

12. 2 bedroom accommodation in Snodland

13. Luxury home from home 2

14. Estuary View

15. Peaceful Cabin Retreat in Gillingham

16. Green Cottages

17. 1 Bed Apartment Sleeps 2 - Free Parking - Pets

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

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

20. Stylish 1 Bedroom Apartment with Free Parking and Links to London & Essex

Find vacation rentals that suit your style

Top Chatham Hotel Reviews

Green Farmhouse

10/10 Excellent

Find out more about Chatham

Chatham vacation rentals: An excellent choice for every season

How to find incredible deals on Chatham rentals

Frequently Asked Questions

Can I find a vacation rental in Chatham?

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

How many vacation rentals are there in Chatham?

What can I see and do in Chatham?

What are vacation rentals like in Chatham?