Holiday Benefits - Vacation Rentals in Penrose

Fox and Hound From US $187
         

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8.8 (24 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Yallambee From US $132
         

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10.0 (134 Reviews)
Bed & Breakfast
  • Parking
  • Balcony/Terrace
  • Security/Safety
Duncraig House –open fireplace, spa, pet friendly From US $615
         

9.4 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Ballogie Lodge - a quality timeless retreat From US $310
         

Forest Brae – pet friendly and walk to town From US $847
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Penrose

Over 134+ Luxury Places to Stay in or Near Penrose
Historic homestead on 60 acres, private golf course, Sleeps 40+ From US $2,522
         

10.0 (5 Reviews)
Resort
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
Sutton Forest Retreat The Hideaway From US $2,417
         

9.7 (3 Reviews)
House
  • Security/Safety
  • Guest Services
  • Child Friendly
Yuruga, Exeter From US $2,115
         

New
House
  • Air Conditioner
  • Parking
  • Pool
The Hideaway at Sutton Forest Retreat From US $1,678
         

Southern Highlands Finest! From US $1,485
         

New
Other
  • Pool
  • Security/Safety
  • Bedding/Linens
Christmas 2025 availability From US $1,428
         

9.8 (13 Reviews)
Cabin
  • Parking
  • TV
  • Balcony/Terrace

Top-Rated Vacation Rentals with a Pool in Penrose

Over 15+ Top-Rated Vacation Rentals with a Pool in or Near Penrose
Osborn House From US $329
         

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9.8 (28 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Satinwood – classic & central hideaway From US $312
         

9.6 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Canyonleigh Retreat From US $225
         

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9.4 (272 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Osborn House From US $286
         

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9.3 (137 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Our Place at Bundanoon From US $211
         

10.0 (30 Reviews)
House
  • Parking
  • Pool
  • TV
'Yuruga'- Relaxed Southern Highlands Vineyard Stay From US $1,359
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Penrose

Over 33+ Pet-Friendly Vacation Rentals in or Near Penrose
Pet-Friendly Highlands Home with Fireplace From US $461
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Bedding/Linens
Forest Brae From US $474
         

10.0 (1 Review)
House
  • Pet Friendly
  • Security/Safety
  • Guest Services
Rockwall - Pet-Friendly - Fire Pit From US $234
         

9.6 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Denham Cottage Bundanoon From US $147
         

9.8 (91 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Warm, pet friendly home on large block From US $299
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Penrose on PetFriendly.io

Large Vacation Homes & Villas in Penrose

Over 28+ Large Vacation Homes & Villas in or Near Penrose
Eden Farm From US $1,185
         

10.0 (1 Review)
House
  • Air Conditioner
  • View
  • Security/Safety
Glen Oak relaxing getaway From US $432
         

9.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Country House Getaway in the Southern Highlands From US $1,297
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Wheelchair Accessible Vacation Homes in Penrose

Over 5+ Wheelchair Accessible Vacation Homes in or Near Penrose
I am Hathaway, Bundanoon’s exquisite country cottage From US $254
         

5.0 (1 Review)
Cottage
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Meriba B and B From US $124
         

|
9.6 (179 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
The Bundanoon Lakehouse From US $609
         

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New
House
  • Wheelchair Accessible
  • Balcony/Terrace
  • Accessibility
Bundanoon Hotel From US $89
         

|
8.0 (1144 Reviews)
Hotel
  • Parking
  • TV
  • View
Bundanoon Country Inn Motel From US $197
         

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8.0 (1137 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • View

Penrose Varoom and Airbnb Places to Stay Under $200

Over 31+ Penrose Varoom and Airbnb Places to Stay Under $200
Unwind at "Woodbury Lodge" From US $187
         

9.8 (80 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
The Best Exotic Magnolia Cottage From US $124
         

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9.8 (34 Reviews)
House
  • Air Conditioner
  • Parking
  • View
The Best Exotic Magnolia Cottage From US $166
         

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10.0 (23 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Treehouse Eco Retreat From US $136
         

10.0 (10 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Penrose

Over 28+ Instantly Bookable Vacation Homes in or Near Penrose
Willow Tree Cottage. Bright, Airy & Jazzy. From US $480
         

The Bunkhouse - quality, contemporary home From US $266
         

Wayandah, Exeter - Southern Highlands From US $936
         

About Penrose Vacation Rentals

With more than 143 Penrose vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Holidaybenefits and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Penrose.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Holidaybenefits Penrose, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Penrose. Places to stay near Penrose are 45840.88 ft² on average, with prices averaging $523 a night.

Holidaybenefits makes it easy and safe to find and compare vacation rentals in Penrose with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Penrose

Type Count
Vacation Homes 97
Cottages 16
B&B 8
Hotels with Suites 7
Holiday Apartments 5
Cabin Rentals 5
Others 3
Resorts 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Penrose

Pro Tip: Holidaybenefits makes it easy to compare the best listings on Holidaybenefits homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Holidaybenefits homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Penrose.

Weather in Penrose

View the weather forecast for Penrose before booking your Penrose Vacation Rentals to confirm your best time to go.

December - February
High 99°F       Low 68°F
March - May
High 98°F       Low 44°F
June - August
High 78°F       Low 36°F
September - November
High 93°F       Low 50°F