Guesthouse holiday rentals in Southern Highlands
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Top-rated Guesthouses in Southern Highlands
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Southern Highlands guesthouses
Family-Friendly guesthouses
Guesthouse in Bowral
4.9 out of 5 average rating, 121 reviewsBeatrice Park - The Annexe
6 – 13 Apr
Guesthouse in Huskisson
4.87 out of 5 average rating, 565 reviewsBEACH PARADISE heart of Jervis Bay!
8 – 15 Oct
Guesthouse in New Berrima
4.85 out of 5 average rating, 306 reviewsPeppergreen Cottage
26 Aug – 2 Sept
Guesthouse in Callala Bay
4.92 out of 5 average rating, 600 reviewsJERVIS BAY STUDIO & SPA- walking distance to shops
28 Oct – 4 Nov
Guesthouse in Sandy Point
4.94 out of 5 average rating, 198 reviewsSydney waterfront boatshed
21 – 28 Aug
Guesthouse in Kiama Downs
4.93 out of 5 average rating, 226 reviewsUninterrupted ocean view, private & quiet. Relax.
11 – 18 Aug
Guesthouse in Wollongong
4.94 out of 5 average rating, 420 reviewsCasa Verde: walk/cycle to hospital, train & CBD.
9 – 16 Feb
Guesthouse in Kiama
4.75 out of 5 average rating, 353 reviewsNumber 1 Reid Street
12 – 19 Nov
Guesthouses with a patio
Guesthouse in Albion Park Rail
4.93 out of 5 average rating, 192 reviewsModern and Stylish Accomodation with Outdoor Bath
30 Nov – 7 Dec
Guesthouse in Picton
4.95 out of 5 average rating, 130 reviewsCoull Cottage 2-bedroom guesthouse in Picton CBD
9 – 16 Mar
Guesthouse in Minnamurra
5.0 out of 5 average rating, 144 reviewsHarvest Moon Guesthouse-Minnamurra
25 July – 1 Aug
Guesthouse in Bulli
4.97 out of 5 average rating, 110 reviewsBulli Beach Getaway.
15 – 22 Oct
Guesthouse in Vincentia
4.92 out of 5 average rating, 105 reviewsBamboo Studio located across the road from the beach. Fully self contained and modern amenities. Quite location and small walk to local shops. Perfect for a couples retreat near the beach.
23 – 30 July
Guesthouse in Sussex Inlet
4.88 out of 5 average rating, 130 reviewsADORABLE STUDIO ROOM RIGHT IN THE HEART OF TOWN
19 – 26 Sept
Guesthouse in Saint Georges Basin
4.83 out of 5 average rating, 149 reviewsSeabreeze Studio (Private Hot Tub / Water Views)
25 Sept – 2 Oct
Guesthouse in Bowral
4.92 out of 5 average rating, 76 reviewsPrivate 2 Bedroom Cottage
9 – 16 July
Guest house rentals with a washing machine and dryer
Guesthouse in Bowral
4.99 out of 5 average rating, 104 reviewsSerendipity
17 – 24 July
Guesthouse in Swanhaven
4.88 out of 5 average rating, 334 reviewsPa's Place
17 – 24 June
Guesthouse in Run-O-Waters
4.94 out of 5 average rating, 137 reviewsRenovated self contained private unit.
12 – 19 June
Guesthouse in Corrimal
4.8 out of 5 average rating, 127 reviewsPositive Vibes. Your happy place
17 – 24 Jan
Guesthouse in Horsley
4.89 out of 5 average rating, 183 reviewsIllawarra self contained B&B guesthouse
8 – 15 June
Guesthouse in Caringbah South
4.79 out of 5 average rating, 126 reviewsFree Standing Guest House, Private Outdoor Area
19 – 26 June
Guesthouse in Bowral
5.0 out of 5 average rating, 25 reviewsContemporary Rural Luxury in Lush Garden
15 – 22 Aug
Guesthouse in Bowral
5.0 out of 5 average rating, 32 reviewsSelf Contained Cottage in Bowral with Fireplace
14 – 21 July
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