Middlesex holiday rentals

We found 979 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Middlesex to find one that's perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include cable TV and a washer and dryer. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

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Book a holiday rental for your Middlesex getaway

Learn about the unique charm of Middlesex with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Middlesex

Are you hoping to discover attractions to visit in the area? Venture out of your holiday home and check out everything that makes Middlesex a fun spot to go on holiday. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Stowe Mountain Resort (17.3 mi / 27.8 km)
  • Cold Hollow Cider Mill (6.5 mi / 10.4 km)
  • Bolton Valley Ski Area (11.9 mi / 19.2 km)
  • Mad River Glen Cooperative (13.8 mi / 22.3 km)
  • Stowe Recreation Path (14.6 mi / 23.6 km)
  • Sugarbush Ski Resort (14.9 mi / 24 km)

Exploring the natural landscape of Middlesex

Whether you're an adventurous traveller or just want to appreciate the scenery, Middlesex is a great place to get outside. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Recreation Path (12.1 mi / 19.5 km)
  • Mad River (13.8 mi / 22.2 km)
  • Mad River Valley (15.4 mi / 24.7 km)
  • Blueberry Lake (16.7 mi / 26.9 km)
  • Sterling Falls Gorge Trailhead (17.1 mi / 27.5 km)
  • CCC Road (18.4 mi / 29.6 km)

Transport options to and around Middlesex

The nearest airport is in Montpelier, VT (MPV-Edward F. Knapp State), located 8.5 mi (13.6 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Stowe, VT (MVL-Morrisville-Stowe State), which is 17.2 mi (27.7 km) away.

Frequently asked questions

What is the best area to stay in Middlesex when booking a holiday rental?
When considering a holiday rental in Middlesex, Vermont, the area surrounding the village itself is quite appealing. This charming village offers a quaint, small-town atmosphere that captures the essence of Vermont's natural beauty. You'll find a variety of properties available, ranging from cosy cabins to more spacious homes, suiting different preferences and group sizes.One top feature of Middlesex is its proximity to the scenic Worcester Range, which provides excellent opportunities for outdoor activities such as hiking and cycling. Additionally, the nearby Marshfield is home to the renowned Hubbard Park, a lovely spot for leisurely walks and picnics. While staying in Middlesex, visitors can also explore the local arts scene, with various galleries and craft shops showcasing the work of talented local artisans.
When is the best time to visit Middlesex for a holiday rental?
The best time to visit Middlesex for a holiday rental is during the peak season, which runs from July to September. This vibrant period attracts visitors looking to immerse themselves in the natural beauty and outdoor activities that Vermont has to offer. August, in particular, sees a delightful influx of tourists eager to explore the lush landscapes, with comfortable temperatures averaging between 15 to 27 degrees Celsius, great for hiking, biking, and enjoying local festivals.During this peak season, visitors can enjoy a variety of outdoor adventures, from exploring the scenic trails nearby to taking in the stunning views of the Green Mountains. The warmth of summer also allows for easy access to local attractions, making it an ideal time for travellers.If you're looking for a more economical option, consider visiting in December. While this is the low season, it offers a unique charm with fewer crowds and opportunities to enjoy the peaceful winter landscape. The festive atmosphere during the holiday season can also create a magical experience for those interested in winter sports or simply enjoying a cosy retreat.
What are the top attractions in Middlesex?
In Middlesex, Vermont, visitors can enjoy a variety of attractions that highlight the area's natural beauty and outdoor activities. The nearby Waterbury Reservoir is a popular spot for kayaking, canoeing, and fishing, offering scenic views of the surrounding mountains. The area is also known for its extensive hiking trails, with the nearby Camel's Hump State Park providing access to some excellent routes for both casual hikers and more experienced trekkers, showcasing stunning vistas along the way.For those interested in history and culture, the Old Round Church is a unique landmark in nearby Richmond, reflecting the region's architectural heritage. The town's proximity to Montpelier, Vermont's capital, allows for easy day trips to explore the Vermont State House and various local shops and galleries.
Are all fees included in the Middlesex holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Middlesex holiday homes with parking?
Stayz offers a wide selection of holiday homes in Middlesex with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Middlesex holiday homes?
You can find great discounts on holiday homes in Middlesex on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Middlesex holiday home booking on Stayz?
To find Middlesex holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Middlesex?
A long-stay holiday home in Middlesex is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Middlesex holiday home?
Book your Middlesex holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Middlesex?
Prices for holiday homes in Middlesex vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Middlesex to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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