Discover Your Perfect Middlesex Vacation Homes

Best Vacation Homes in Middlesex

House
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like-icon10.0
Exceptional
(48 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $288/Night 7 Nights - US $2,014
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Ski Chalet
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like-icon9.9
Exceptional
(24 Reviews)
1 Bedroom 1 Bath 2 Guests 570.49 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $252/Night 7 Nights - US $1,762
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Cottage
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like-icon8.8
Fabulous
(227 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $168/Night 7 Nights - US $1,174
House
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like-icon9.8
Exceptional
(177 Reviews)
2 Bedrooms 1 Bath 4 Guests 678 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
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US $283/Night 7 Nights - US $1,982
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Apartment
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like-icon9.6
Exceptional
(178 Reviews)
2 Bedrooms 2 Baths 4 Guests 645.83 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $146/Night 7 Nights - US $1,019
Cottage
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like-icon9.2
Exceptional
(16 Reviews)
2 Bedrooms 1 Bath 4 Guests 538 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $215/Night 7 Nights - US $1,505
Ski Chalet
Map-icon
like-icon8.4
Excellent
(5 Reviews)
1 Bedroom 1 Bath 4 Guests 269 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $179/Night 7 Nights - US $1,254
Cabin
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
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US $487/Night 7 Nights - US $3,410

Middlesex Luxury Rentals

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Cabin
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like-icon8.2
Excellent
(2366 Reviews)
85 Bedrooms 1 Bath 32 Guests
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $478/Night 7 Nights - US $3,346
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Ski Chalet
Map-icon
like-icon9.5
Exceptional
(594 Reviews)
7 Bedrooms 6 Baths 14 Guests 407.23 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
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US $308/Night 7 Nights - US $2,155
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Hotel
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like-icon8.8
Fabulous
(1003 Reviews)
1 Bath
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
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US $290/Night 7 Nights - US $2,027
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Hotel
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like-icon8.8
Fabulous
(3350 Reviews)
3 Baths 344.45 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
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US $232/Night 7 Nights - US $1,624
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Bed & Breakfast
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like-icon9.0
Exceptional
(286 Reviews)
5 Bedrooms 5 Baths 13 Guests 551.11 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $214/Night 7 Nights - US $1,498
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Hotel
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like-icon8.3
Excellent
(1157 Reviews)
5 Baths 564.03 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $195/Night 7 Nights - US $1,367
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Hotel
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like-icon9.0
Exceptional
(1001 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $182/Night 7 Nights - US $1,271
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Cabin
Map-icon
like-icon9.2
Exceptional
(1408 Reviews)
14 Bedrooms 11 Baths 38 Guests 497.1 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $181/Night 7 Nights - US $1,267

Middlesex Large Vacation Homes

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Cabin
Map-icon
like-icon8.2
Excellent
(2441 Reviews)
134 Bedrooms 15 Baths 64 Guests 468.83 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $130/Night 7 Nights - US $909

Discover & compare premier experiences around Middlesex

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Middlesex Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Middlesex

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you experience the region's unique climate and local events, making your stay in this destination truly memorable.

Peak Season Highlights

summer
Summer (December to February)

During the southern hemisphere's summer, this destination experiences warm weather perfect for outdoor activities and exploring the region’s natural beauty. You can expect higher demand for vacation rentals as visitors flock here to enjoy the sunny days.

Average Temperature Daytime: 24°C - Nighttime: 14°C
autumn
Autumn (March to May)

As the area transitions into autumn, the scenery becomes vibrant with changing foliage, attracting travelers seeking scenic walks and outdoor adventures. Vacation rentals tend to be in high demand during this picturesque season.

Average Temperature Daytime: 20°C - Nighttime: 9°C

Off-Season Highlights

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Winter (June to August)

In the cooler winter months, fewer visitors venture here, making it an ideal time for those seeking a quiet retreat in cozy vacation rentals. This season offers a peaceful experience away from the crowds.

Average Temperature Daytime: 13°C - Nighttime: 4°C
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Spring (September to November)

As spring arrives, the region begins to awaken with blooming flora and milder weather, but demand for vacation rentals usually remains lower compared to peak seasons. It’s a suitable period for budget-conscious travelers looking for tranquility.

Average Temperature Daytime: 17°C - Nighttime: 6°C

Weekly Weather Forecast for Middlesex

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining areas or BBQ facilities to make the most of your meals in the fresh air.
  • Take advantage of private gardens or landscaped outdoor spaces for relaxation and leisure.
  • Make use of outdoor seating or lounge areas perfect for unwinding after a day exploring the region.
  • Benefit from secure, enclosed yards ideal for families traveling with children or pets.
  • Explore nearby walking trails or nature paths accessible directly from the property.
  • Utilize outdoor recreational equipment such as bikes, kayaks, or fishing gear if available.
  • Experience scenic views from outdoor decks or patios that showcase the beauty of the area.
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Family Activities

  • Tasmania Zoo: Encounter native wildlife and exotic animals in a family-friendly setting, making it a memorable part of your trip here.
  • Binalong Bay Beach: Relax on the pristine sands and enjoy safe swimming and picnicking with the entire family along this scenic coastal area.
  • Leven Canyon: Explore nature trails and take in breathtaking views from the lookout, perfect for adventure-loving families seeking outdoor fun.
  • Seahorse World: Discover fascinating marine life exhibits and interactive displays that will delight children and adults alike in this unique attraction close to here.
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Adult Activities

  • Exploring the local wineries: Sample some of the region’s finest wines and enjoy guided tours at nearby vineyards in Middlesex, Tasmania.
  • Hiking in scenic reserves: Discover picturesque trails through lush landscapes and native bushland that showcase the natural beauty of this destination.
  • Fishing and water activities: Engage in relaxing fishing sessions or adventurous water sports along the tranquil waterways surrounding the area.
  • Visiting historical sites: Immerse yourself in the region’s rich heritage by exploring well-preserved historical locations and cultural landmarks nearby.

Other Places to Stay in Middlesex

Winterbrook Falls Regional Reserve

Middlesex Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities Early: Take advantage of the region's natural beauty by scheduling outdoor activities during the optimal times to enjoy pleasant weather and avoid peak crowds.
  • Explore Local Cuisine: Sample the regional flavors at local eateries or markets to truly immerse yourself in this area's culinary culture.
  • Choose a Central Location: Select vacation rentals that are centrally situated to maximize your access to the region's key attractions and scenic spots.
  • Respect the Environment: Be mindful of the natural surroundings by minimizing waste and following any conservation guidelines to help preserve this destination’s pristine landscapes.

Transportation Options

  • Car Rentals: Explore the region comfortably with local car rental services that provide flexible transportation options for your stay here.
  • Public Buses: Utilize the regional bus network to conveniently access various parts of the area, making it easy to explore without a car.
  • Taxis and Ridesharing: Reliable taxi services and rideshare options are available for quick trips around the destination, ensuring you can get around effortlessly.
  • Cycling: Take advantage of bike-friendly paths in the region for an eco-friendly way to discover the scenic surroundings at your own pace.

Local Customs Options

  • Welcome to the Land: You’ll find that acknowledging the traditional custodians of the land is a significant custom here in Middlesex, Tasmania, respecting their enduring connection with the region.
  • Local Produce Appreciation: Enjoying and supporting local produce at markets or eateries is a common custom, reflecting the area's rich agricultural heritage and commitment to sustainability.
  • Community Events Participation: Engaging in community gatherings or festivals offers an authentic experience and deepens your connection with the local culture in this destination.
  • Respect for Nature and Environment: Maintaining the natural beauty of the area by practicing eco-friendly habits aligns with the community’s strong environmental values.

Middlesex Vacation Rental Frequently Asked Questions

1. What are the top vacation rentals in Middlesex?

There are a lot of options in Middlesex. If you plan on staying in the Middlesex area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Middlesex:

2. Which vacation homes in Middlesex are best for families?

If you are looking for a family-friendly vacation home in Middlesex, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Middlesex:

3. How many Rentbyowner vacation rentals are available in Middlesex?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 29 in the Middlesex area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Middlesex. 

4. What is the cancellation policy for vacation rentals in this area?

The cancellation policy varies by property. You should review the specific listing details or contact the property owner directly to understand the terms and any applicable fees.

5. How do I confirm my booking at a rental in this destination?

Booking confirmation typically depends on the property’s listing process. Ensure you follow the instructions provided during booking or reach out to the owner for assistance.

6. Are there any specific check-in and check-out times I should be aware of?

Check-in and check-out times are set by each property. Details are usually listed within the property description, but contacting the host can provide clarity for your arrival and departure plans.

7. What amenities are included with the vacation rentals here?

Amenities vary from property to property. You should review each listing carefully to see what is included, or ask the property owner if you need specific facilities during your stay.

8. Is it possible to make special requests before my stay?

Many hosts are willing to accommodate special requests, such as late check-ins or specific arrangements. Contact the owner prior to booking to discuss your needs and ensure they can be met.