We found 480 holiday rentals — enter your dates for availability
Discover a selection of 11 homes and other holiday rentals in Middlesex that are perfect for your trip. Whether you're staying in a holiday rental with family or friends, you'll find the amenities that you need and want, which might include Wi-Fi and a washer and dryer. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts – Middlesex
Showing deals for:5 Feb - 12 Feb
Image gallery for Panoramic Keuka Lake Views And Breathtaking Sunsets! Save Aug 16-23
1010 out of 10, Exceptional, (49 reviews)
Exceptional
(49 reviews)
Panoramic Keuka Lake Views And Breathtaking Sunsets! Save Aug 16-23
"Myself and my partner stayed at Jonna and Wes’ place for the weekend in early January. Jonna was very responsive to our messages, and was really accommodating when we asked to extend our stay by a day. The cabin is gorgeous, clean and cosy, and well equipped with everything you could need for your stay. A really lovely touch was a bottle of local wine waiting for us when we arrived, plus a happy birthday banner (as I’d mentioned we’d got engaged 2 weeks prior and were also celebrating my 30th...
"Myself and my partner stayed at Jonna and Wes’ place for the weekend in early January. Jonna was very responsive to our messages, and was really accommodating when we asked to extend our stay by a day. The cabin is gorgeous, clean and cosy, and well equipped with everything you could need for your stay. A really lovely touch was a bottle of local wine waiting for us when we arrived, plus a happy birthday banner (as I’d mentioned we’d got engaged 2 weeks prior and were also celebrating my 30th...
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Frequently Asked Questions
What is the best area to stay in Middlesex when booking a holiday rental?
When considering a holiday rental in Middlesex, New York, the area around the charming Finger Lakes region stands out as an excellent choice. This picturesque region is renowned for its stunning lakes, rolling hills, and vibrant wineries. Staying in this area offers a delightful combination of natural beauty and local attractions.
One of the top draws is the nearby Canandaigua Lake, great for outdoor enthusiasts looking to enjoy activities such as boating, fishing, or simply soaking in the serene views. Additionally, the region boasts several wineries and vineyards, making it an ideal destination for those interested in wine tasting and culinary experiences.
In terms of accommodation, Middlesex has a variety of properties available, ranging from cosy cottages to larger family homes, suiting different preferences and group sizes.
How much does it cost to rent a holiday home in Middlesex?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Middlesex to more spacious homes. To get the best value, book early and take advantage of Vrbo’s free rewards program.
Are there any discounts for Middlesex holiday house rentals?
You can find great discounts on house rentals in Middlesex on Vrbo, 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.
Where are the best areas for renting a beach house in Middlesex?
For renting a beach house in Middlesex, the area around Canandaigua Lake is highly recommended. This picturesque lake is known for its stunning views and recreational opportunities, making it a popular destination for travellers seeking a lakeside getaway. Properties near the western shore often offer direct access to the water, with many houses featuring private docks, outdoor decks, and fire pits, superb for enjoying warm evenings by the lake.
In the vicinity of the town of Middlesex, visitors can find charming cottages and larger family homes that come equipped with modern amenities such as fully stocked kitchens, spacious living areas, and sometimes even games rooms, suiting families or groups looking to relax and enjoy the outdoors. Some rentals may also provide kayaks or paddleboards, enabling guests to explore the serene waters of Canandaigua Lake.
Additionally, the nearby town of Naples offers a quaint atmosphere with local shops and eateries, enhancing the overall experience for those renting in the area.
Where are the best Middlesex ski resort rentals?
For skiing in Middlesex, the nearest resort is located at Bristol Mountain, just a short drive away. To find suitable holiday rentals, travellers should consider accommodations in the quaint nearby village of Bristol. Here, visitors can expect a variety of properties, including cosy cabins and charming lodges that often feature essential amenities such as fully equipped kitchens, wood-burning stoves, and outdoor decks great for enjoying the snowy scenery.
In the town of Canandaigua, situated a little further from the slopes, there are also rental options that include lakeside homes and modern apartments. Many of these properties come with conveniences like Wi-Fi, laundry facilities, and access to recreational activities, making them ideal for families or groups. The proximity to Canandaigua Lake adds an additional appeal, providing opportunities for winter hikes or picturesque views.
Moreover, the area boasts access to several local restaurants and shops, enhancing the overall experience for travellers.
What is the most popular type of holiday rental accomodation in Middlesex?
In Middlesex, holiday houses are the most popular type of holiday rental, with around 22 available throughout the area. These properties typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor areas ideal for enjoying the scenic surroundings. Additionally, there are about 14 cottages that provide a charming, rustic experience, often set in picturesque locations, superb for couples or small families looking for a peaceful retreat. Several cabins are also offered, adding to the variety of options for travellers seeking a cozy escape in this beautiful part of New York.
Are there any family house rentals in Middlesex?
In Middlesex, New York, there are around 15 family-friendly house rentals available, making it a suitable destination for groups travelling together. The area is surrounded by the picturesque Finger Lakes region, known for its stunning landscapes and numerous outdoor activities. Many of these properties provide spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and enjoy the fresh air.
Visitors can take advantage of the nearby attractions, such as the beautiful Canandaigua Lake, which offers opportunities for swimming, boating, and hiking in the surrounding trails. Additionally, the local wineries and charming small towns create a great atmosphere for family outings.
Can I rent a holiday home with a pool or hot tub in Middlesex?
In Middlesex, New York, there are several holiday homes available for rent that feature pools or hot tubs. This picturesque area, located near the shores of Canandaigua Lake, offers a peaceful retreat for travellers looking to unwind. Many of the rentals come equipped with private pools and hot tubs, alongside amenities such as spacious outdoor decks, full kitchens for self-catering, and comfortable living areas great for family gatherings.
The neighbourhoods around the lake provide scenic views and easy access to local attractions such as hiking trails and wineries, enhancing the overall holiday experience.
Can I find long-stay holiday rentals in Middlesex?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Middlesex?
In Middlesex, there are pet-friendly house rentals available, offering a great selection for travellers who wish to bring their furry companions along. The area is known for its beautiful landscapes, including stunning views of Canandaigua Lake. Many of the holiday homes in this region come equipped with amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces like decks or patios, ideal for enjoying the scenic surroundings.
Additionally, the vicinity offers a range of outdoor activities, making it a great destination for pet owners. Nearby parks and trails provide opportunities for hiking and leisurely walks with pets, ensuring plenty of fresh air and exploration.
Are there any remote work holiday rentals in Middlesex?
In Middlesex, New York, there are around 30 holiday rentals that cater to remote work needs, making it an ideal destination for those looking to blend work and leisure. Many properties come equipped with reliable Wi-Fi, ensuring a smooth work experience. You'll find accommodations featuring dedicated workspaces or desks, providing a comfortable environment for productivity. Additionally, amenities like free Wi-Fi in rooms, as well as other conveniences, allow guests to stay connected while enjoying the beauty of the Finger Lakes region.
Middlesex is surrounded by picturesque landscapes, including nearby vineyards and lakes, superb for unwinding after a day of work. The area also offers opportunities for outdoor activities such as hiking and boating, allowing guests to enjoy nature during their downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Middlesex holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
What are popular rental amenities in Middlesex?
In Middlesex, popular holiday rentals typically come equipped with essential amenities that enhance the comfort of your stay. Most accommodations feature a fully equipped kitchen, allowing guests to prepare their own meals, which is particularly convenient for families or those looking to save on dining expenses. Additionally, many rentals offer onsite parking, making it easy for visitors to explore the surrounding areas.
For guests who enjoy cooking, amenities like blenders may be available, enabling the preparation of smoothies or other blended foods. Many properties also include a fireplace, providing a warm and inviting atmosphere during cooler evenings, great for relaxation after a day of exploring. Furthermore, outdoor spaces such as decks or patios are common, offering guests an opportunity to enjoy the beautiful scenery of the Finger Lakes region while unwinding outdoors.
How early should I book a Middlesex holiday rental?
Book your Middlesex holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Middlesex?
In Middlesex, New York, visitors can enjoy a range of attractions that highlight the area's natural beauty and local culture. The scenic Canandaigua Lake is a major draw, offering opportunities for boating, fishing, and hiking along its picturesque shores. The nearby Finger Lakes Wine Country is renowned for its vineyards and wineries, where travellers can indulge in tastings and tours, often set in stunning landscapes.
For those interested in outdoor activities, the surrounding Finger Lakes National Forest provides miles of hiking trails and beautiful views, great for exploring the region's diverse flora and fauna. Additionally, the quaint village of Naples, just a short drive away, is famous for its annual Grape Festival and charming shops, allowing visitors to experience local craftsmanship and delicacies.
Art enthusiasts might want to visit the nearby town of Canandaigua, which features the CMAC (Constellation Brands-Marvin Sands Performing Arts Centre), hosting live music and performances throughout the summer.
Can I change or cancel my Middlesex home rental booking on Vrbo?
To find Middlesex holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Middlesex holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo’s mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.
Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.