Vacation rentals in Medway

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Medway

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

Guest favorite

Guesthouse in Bowral

4.97 out of 5 average rating, 140 reviews

Bespoke Highlands Cabin

Newly refurbished self-contained cabin combining the beauty of country with the comforts of town. Enjoy trees, abundant bird life, cosy fireplace, luxurious king bed, kitchenette, bath and tv. Exclusive use tennis court; Bowral's best walks at your doorstep; and 5 min drive to fine restaurants, pubs and great shopping. Easy access to Milton Park; Bong Bong Racecourse; Ngununggula Regional Art Gallery; Bradman Museum and Corbett Gardens. Private, cosy and beautiful, it's Bowral's hidden gem.

Aug 17 – 24

R2,847 ZAR per night
Superhost

Guesthouse in New Berrima

4.84 out of 5 average rating, 303 reviews

Peppergreen Cottage

Separate from the main house is this lovely 2 bedroom self contained cottage that sleeps four. It has a bathroom, laundry, living area and kitchenette. One large queen bedroom and two singles in another room. There are four sets of French doors which allow lots of natural light. The cottage also has wide verandahs on two sides with outdoor seating. There is also an undercover carport to park your car. There is an electronic gate at the entrance and a fob will be supplied. $200 payable if lost.

Feb 27 – Mar 6

R2,089 ZAR per night
Guest favorite

Cottage in Bundanoon

4.99 out of 5 average rating, 135 reviews

Pear Tree Cottage

Enjoy a peaceful country retreat in the heart of the Highlands surrounded by nature at its best. This spacious, newly renovated, two-bedroom cottage is a separate dwelling situated on 5 acres of parkland that can sleep up to 5 people. It has a kitchen (including washing machine), comfy lounge with a cosy warm fireplace for cold nights and is just a 5 minute drive to Bundanoon town centre. Pear Tree Cottage gets its name from the ornamental pear trees that line the driveway leading up to it.

Sep 24 – Oct 1

R2,739 ZAR per night

Popular amenities for Medway vacation rentals

Other great vacation rentals in Medway

Guest favorite

Bungalow in High Range

4.97 out of 5 average rating, 350 reviews

Wombiombi Cottage

May 5 – 12

R2,809 ZAR per night
Guest favorite

Cottage in Burradoo

4.98 out of 5 average rating, 591 reviews

The wee hoose accommodates 2

Jun 27 – Jul 4

R3,207 ZAR per night
Guest favorite

Guesthouse in Bowral

4.97 out of 5 average rating, 326 reviews

The Shed @ Bowral

May 28 – Jun 4

R1,730 ZAR per night
Guest favorite

Place to stay in Fitzroy Falls

4.99 out of 5 average rating, 503 reviews

Japanese Studio Fitzroy Falls

Sep 1 – 8

R2,820 ZAR per night
Guest favorite

Farm stay in Moss Vale

4.99 out of 5 average rating, 153 reviews

Luxury Country Escape at Colyersdale Cottage

Jul 10 – 17

R4,940 ZAR per night
Guest favorite

Guest suite in Bundanoon

4.87 out of 5 average rating, 224 reviews

Unique Barn Studio at Bundanoon

May 22 – 29

R1,578 ZAR per night
Guest favorite

Guest suite in Mittagong

5.0 out of 5 average rating, 112 reviews

Little Ronnie's Cottage

Aug 15 – 22

R2,334 ZAR per night
Guest favorite

Guest suite in Moss Vale

4.89 out of 5 average rating, 287 reviews

The Little House - Pet friendly*/Mid-week special!

Aug 29 – Sep 5

R1,539 ZAR per night
Guest favorite

Guest suite in Welby

4.84 out of 5 average rating, 630 reviews

The Chapel at Welby Park Manor

May 27 – Jun 3

R1,591 ZAR per night
Guest favorite

Guest suite in Mittagong

4.94 out of 5 average rating, 715 reviews

Southern Highlands Get-a-Way —Breakfast Supplies—

May 31 – Jun 7

R2,361 ZAR per night
Guest favorite

Guest suite in Mittagong

4.91 out of 5 average rating, 247 reviews

La Goichère AirBnB

Jun 8 – 15

R1,485 ZAR per night
Guest favorite

Guest suite in Bowral

4.97 out of 5 average rating, 559 reviews

29 on Shepherd

Jan 3 – 10

R3,146 ZAR per night

Destinations to explore