Holiday houses in Chatham

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chatham

Guests agree: these stays are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Guesthouse in Detling

4.91 out of 5 average rating, 129 reviews

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

15–22 May

$207 NZD per night

Guest favourite

Guesthouse in Kent

4.91 out of 5 average rating, 102 reviews

'The Hideaway ' Sole Street, Cobham, Kent.

The Hideaway is situated in the heart of Kent in the rural village of Sole Street, Parish of Cobham & Luddesdown. We are walking distance to Sole Street Station on the Victoria line to London. Ebbsfleet & Meopham are a driving distance away so St Pancras and Victoria can be reached in 17 - 35 minutes. The location is great for people who love long walks & nature as we are surrounded by ancient unspoilt woodlands and rolling hills. We have a choice of three Forestry Commission Parks to visit.

2–9 Aug

$186 NZD per night

Guest favourite

Home in Medway

4.9 out of 5 average rating, 130 reviews

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!!!

16–23 Jun

$251 NZD per night

Guest favourite

Cottage in Chatham

4.92 out of 5 average rating, 436 reviews

PJ's @ Willow Cottage

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

4–11 Mar

$153 NZD per night

Guest favourite

Farm stay in Oad Street

4.96 out of 5 average rating, 117 reviews

Unique Self contained lodge within stable setting

This unique stylish property is very close to junction 5 on the M2 with easy access to London. Plan your visits to Canterbury Cathedral, Leeds Castle, Whitstable, Rochester Castle and many other tourist attractions with ease from this central location. The Property is two miles from the closest shop and the nearest train station is Sittingbourne. The property is set amongst beautiful paddocks with horses in livery in the adjacent stables. There is ample secure parking and easy access.

29 Aug – 5 Sep

$232 NZD per night

Guest favourite

Cabin in Rochester

4.95 out of 5 average rating, 262 reviews

Countryside Cabin with Private Patio

The Snuggery is a converted outbuilding that has been set up for a cosy stay with a wood burning stove and lots of snuggly wraps to cuddle up in. The open plan interior, high vaulted ceilings and natural oak flooring create an interior which is fun, light and airy. Walking enthusiasts will enjoy walks from the back door straight on to the North Downs Way and there is a bench by the front door fitted with a heated element, perfect for warming up your walking boots. Photos by Chloe-Rae

31 Oct – 7 Nov

$230 NZD per night

Guest favourite

Guesthouse in Kings Hill

4.96 out of 5 average rating, 181 reviews

Peaceful, charming oak framed annexe

Recently furbished, oak framed annexe building consisting of large open plan lounge, dining and kitchen area. Shower room with hand basin and WC. Upstairs, snug double bedroom. (May be converted to two singles) Extra sofa bed available downstairs so property can accommodate up to 4 guests. Reliable wifi and space for remote working. Small, discreet private patio area. Private parking. Close to golf course and village centre. Surround yourself with style in this standout space.

21–28 Nov

$255 NZD per night

Superhost

Apartment in Higham

4.78 out of 5 average rating, 175 reviews

Mulberry Rise Apartment

Brand new spacious apartment, decorated in a modern style with floor to ceiling windows and bifold doors. The property is secure with plenty of parking, and a private patio area. Located opposite Gads Hill School and the Sir John Falstaff pub, the area is steeped with History and Charles Dickens culture. Surrounded by fields and woods for leisurely walks and conveniently located near pubs and local shops. Whilst also near the A2 and local public transport connections.

1–8 Dec

$172 NZD per night

Guest favourite

Cottage in Boughton Monchelsea

4.91 out of 5 average rating, 506 reviews

The Oast Cottage: Private Annex with own entrance.

We are pleased to offer our refurbished annex with double bedroom, private bathroom, own front door and a private field for dogs. Oast Cottage is a converted stables attached to the main Oast House. The Oast is set in a conservation area of Boughton Monchelsea which consists of converted farm buildings, listed houses and a 16th Century pub (directly opposite). The area boasts many places to visit (including Leeds Castle), countryside walks, as well as numerous pubs.

11–18 Jan

$146 NZD per night

Guest favourite

Home in Kent

4.93 out of 5 average rating, 215 reviews

Hermitage Cottage cosy 1-4 person accommodation.

Hermitage Cottage offers annexe accommodation. Bathed in sunshine in private garden setting. We are a commuters dream with Barming railway station at the door. London Victoria 57 minutes and Maidstone East just three minutes by rail. Fully fenced with garaging for one vehicle., entry by automatic gates. Finished to a very high standard with under floor heating and feature fire place. Your every comfort is assured. Welcome pack included.

14–21 Sep

$186 NZD per night

Guest favourite

Apartment in The Precinct

4.91 out of 5 average rating, 125 reviews

Cosy 18th Century Undercroft

Tucked away between the Medieval Castle and Cathedral, the Undercroft belongs to the impressive Georgian Townhouse above and has been professionally restored to retain the opulence and integrity one would expect. With its great views of the Cathedral, free parking, two-minute proximity to both the High Street and High Speed train station, the Undercroft is one of the most desirable addresses in Rochester.

19–26 May

$170 NZD per night

Guest favourite

Apartment in Medway

4.91 out of 5 average rating, 211 reviews

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.

27 May – 3 Jun

$123 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Chatham holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Chatham's top sights

Rochester Castle68 locals recommend

The Historic Dockyard Chatham39 locals recommend

Rochester Cathedral116 locals recommend

Buckmore Park Kart Circuit9 locals recommend

Pentagon Shopping Centre9 locals recommend

Dockside Outlet Shopping Centre15 locals recommend

Other great holiday rentals in Chatham

Guest favourite

Guesthouse in Boughton Monchelsea

4.96 out of 5 average rating, 137 reviews

Adorable 1 bedroom guest barn, Boughton Monchelsea

3–10 Sep

$203 NZD per night

Guest favourite

Cabin in Kent

4.87 out of 5 average rating, 293 reviews

The Heath large log cabin Maidstone

10–17 Aug

$224 NZD per night

Guest favourite

Apartment in Kent

4.83 out of 5 average rating, 189 reviews

Maidstone apartment near station/town centre

15–22 Aug

$198 NZD per night

Guest favourite

Guesthouse in Sittingbourne

4.91 out of 5 average rating, 152 reviews

Self-contained annex, with free parking.

4–11 Dec

$135 NZD per night

Guest favourite

Houseboat in Kent

4.93 out of 5 average rating, 120 reviews

Lady Florence unique River Boat with Castle Views

13–20 Feb

$269 NZD per night

Guest favourite

Apartment in Saint Mary's Island

5.0 out of 5 average rating, 27 reviews

Stunning 2 Bed Chatham Docks Apartment

29 Dec – 5 Jan

$337 NZD per night

Guest favourite

Guesthouse in Walderslade

5.0 out of 5 average rating, 13 reviews

Annex in Medway

13–20 Dec

$182 NZD per night

Guest favourite

Guesthouse in Medway

4.9 out of 5 average rating, 10 reviews

Homely annexe with own entrance

17–24 May

$112 NZD per night

Show all

Quick stats about holiday rentals in Chatham

Total rentals	410 properties
Rentals with dedicated workspaces	180 properties have a dedicated workspace
Pet-friendly rentals	30 properties allow pets
Family-friendly rentals	170 properties are a good fit for families
Total number of reviews	5.1K reviews
Nightly prices starting at	$17 NZD before taxes and fees

Holiday houses in Chatham

Top-rated holiday rentals in Chatham

Guesthouse in Detling

Guesthouse in Kent

Home in Medway

Cottage in Chatham

Farm stay in Oad Street

Cabin in Rochester

Guesthouse in Kings Hill

Apartment in Higham

Cottage in Boughton Monchelsea

Home in Kent

Apartment in The Precinct

Apartment in Medway

Holiday rentals for every style

Houses

Cottages

Apartments

Popular amenities for Chatham holiday rentals

Stay near Chatham's top sights

Other great holiday rentals in Chatham

Guesthouse in Boughton Monchelsea

Cabin in Kent

Apartment in Kent

Guesthouse in Sittingbourne

Houseboat in Kent

Apartment in Saint Mary's Island

Guesthouse in Walderslade

Guesthouse in Medway

Quick stats about holiday rentals in Chatham

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore