
Vacation rentals in Chatham
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Top-rated vacation rentals in Chatham
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Romantic Hideaway & Hot tub in Kent Countryside.
A Unique Garden House in the heart of the Kent Countryside with views across our 3 acre orchard. Included in your stay is your very own private garden, complete with hot tub & summerhouse to relax in. The property also has private parking plus a secret woodland hideaway. Within walking distance is both Sharsted Wood and Doddington Place Gardens which are great for exploring, plus our local pubs - The Black Lion and The Chequers Inn which are perfect for a spot of lunch or a dinner reservation.

Woodside Cottage - Dog friendly & Hot Tub
Escape to Woodside Cottage, a tranquil retreat in Kent’s countryside, just 5miles from historic Rochester and 1.7miles from Silverhand Esta. Perfect for professionals and couples, this secluded hideaway sits at the end of a peaceful no-through road. Immerse yourself in complete serenity, with magical surroundings ideal for rest, reflection, or a spiritual retreat. Designed for relaxation, features unique touches like the soothing sound of rain drops offering an unparalleled connection to nature.

Modern 2 Bed House in Rainham, Kent
Welcome to this modern home from home in Rainham, Kent. Perfect for any stay - leisure, work, visiting family/friends & local attractions. Conveniently situated close to local amenities, 5-minute walk to train station and town centre, restaurants, pubs, bars, shops & much more. Including 2 spacious bedrooms with double & king size bed, new luxury bathroom & open lounge with all Virgin TV channels, fast WiFi, fully equipped modern kitchen, large garden & a private parking space for your stay.

Self-contained annex, with off-road parking.
Self-contained annex in Sittingbourne, perfect if you are visiting the area for work or leisure. Everything you need for a comfortable stay in your own completely private place, with driveway parking and fast WiFi. The accommodation comprises a bedroom /lounge /working room, kitchen and bathroom. The annex, especially the bedroom, is very quiet and peaceful. Located conveniently for the motorway and also easy access to the town centre, train station, shops, takeaways, restaurants and pubs.

Adorable 1 bed guesthouse with patio
Sit back & relax in this calm, cosy space. Set within the grounds of our gated family home in Detling located on the slope of the North Downs, 4 miles north east of Maidstone, & on the Pilgrims' Way. Whether you want a relaxing get away or want to explore many of the wonderful walks and bike trails the north downs have to offer you can be sure to find a warm and cosy place to stay at the end of the day. We have a very friendly dog who will be on hand to greet you along with 2 young children

2-bedroom house in historic Rochester with Parking
Dove’s Place is a 2 bedroom terraced house with addition of a conservatory space and free allocated parking space. The property is adjacent to River Medway located in Rochester and close to green spaces and guests can also enjoy river walk. It is a walking distance to Rochester Castle, Cathedral, Train Station, High Street Shops, Restaurants, Museums, Coffee Shops and Bars. Great place for Family, Professionals and Tourist. We guarantee a memorable stay with our slogan, HERE FOR YOU!!!

PJ's @ Willow Cottage
Small but beautifully created detached one bedroom apartment with kitchen, study/dining room and shower room/toilet Close to places of interest, train station, bus routes and M2 / M20 motorways . Superfast Wi-Fi, flat screen TV, fridge/freezer, combination microwave, hob, coffee/hot water machines and many extras. Double bed with Simba memory foam mattress , leather sofa Off-road parking and full access to large garden area. A secure bicycle store also available.

The Old Tuck Shop (entire cottage - 1 double bed)
Ideally located for exploration of the historic Medway Towns and surrounding areas of Kent,The Old Tuck Shop is the perfect place for a relaxing getaway. The accommodation can sleep up to 3 guests, but this listing is only for two guests sharing the double room. If the second single bedroom is required please contact your host before booking or see the other listing. There is a full bathroom upstairs and an additional loo and cloakroom downstairs.

Unique luxury self-contained oast house
Huge loft style Kentish roundel conversion. Situated on a farm set back from the road it is beautifully peaceful, with circular jacuzzi bath, projector, screen, all mod cons. Amazing walks & pubs from the doorstep, perfect for a country retreat, yet only 30 miles from London. Huge King size circular bed. Reynolds spa is 15 mins away. The house recently featured in Mr Bates v The Post Office, & the roundel was the actors green room.

Self-contained studio close to Pooh Bridge
Lovely light 1st floor studio flat. Totally self contained with off road parking. Very comfortable king size bed, large living space, kitchen (with fridge & cooker, kettle, toaster), shower/loo and TV. About 500m from both Pooh Bridge as well as an excellent pub. Tea, coffee etc plus welcome pack of cereals, bread, milk and butter will be awaiting your arrival. Use of garden area. Friendly host with equally friendly spaniel.

Unique barn conversion with beautiful marsh views
This recently converted barn is situated on the edge of the North Kent Marshes, with stunning views of the birds and wildlife on the marshes and surrounded by pear orchards to the rear. You’ll enjoy complete privacy, with no surrounding properties and a real sense of peace and tranquillity. The property is located in the middle of a working farm, with our sheep grazing the marshes and a variety of fruit grown in the orchards.

Ascot – West Street
Newly refurbished - Ascot, like its twin Sandown, has an ample sized, well equipped kitchen with a table and four chairs and a comfy sofa that turns down to a bed in seconds. A TV is included in the kitchen. The French windows look out over your small private lawn onto farmland From the kitchen you go past the entrance lobby into a twin bedded bedroom with TV. A large modern bathroom adjoins the bedroom.
Popular amenities for Chatham places to stay
Stay near Chatham's top sights
Other great vacation rentals in Chatham

Castle Garden View - Central Rochester High Street

Amazing Views over Garden & Valley

Lush 2 Bed Home I Free Parking I Near Chatham Dock

Home from Home

The Corner by the Castle

Balmoral House - Apartment 3

4BR 3bath Refurb| Medway

Modern Detached Annexe
When is the best time to visit Chatham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $120 | $124 | $124 | $131 | $130 | $130 | $133 | $134 | $129 | $128 | $127 | $128 |
| Avg. temp | 41°F | 42°F | 45°F | 49°F | 55°F | 60°F | 64°F | 64°F | 59°F | 53°F | 46°F | 42°F |
Frequently Asked Questions
Where should I stay in Chatham?
Make yourself at home in Chatham by choosing from our most frequently booked neighborhoods. We have over 290 vacation rentals in Blue Bell Hill, over 950 vacation rentals in Chatham, and over 660 vacation rentals in St. Mary''s Island.
Are there vacation rentals with a dedicated workspace in Chatham?
Yes! Work meets play with ease at over 230 vacation rentals in Chatham featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Chatham?
Four-legged friends are welcome in Chatham. Choose from more than 50 vacation rentals for guests traveling with pets.
How much does it cost to stay in apartment rentals in Chatham?
Experience the best of Chatham with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly apartment rentals in Chatham?
Chatham has more than 40 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Chatham have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Chatham. Enjoy a tailored experience with all the comforts you desire.
Do serviced apartment rentals in Chatham have wifi?
Absolutely! We offer over 10 serviced apartment rentals with wifi in Chatham. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chatham have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Chatham. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Chatham have a gym?
Absolutely! We offer over 10 apartment rentals with a gym in Chatham. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Chatham?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 10 homes with a gym, over 290 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Chatham

Total vacation rentals
Explore 520 vacation rentals in Chatham

Nightly prices starting at
Chatham vacation rentals start at $20 per night before taxes and fees

Verified guest reviews
Over 6,220 verified reviews to help you choose

Family-friendly vacation rentals
230 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wi-Fi availability
500 of Chatham vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Chatham rentals

4.6 Average rating
Chatham stays receive an average rating of 4.6 out of 5 from guests
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