Middlesex County vacation rentals

We found 259 vacation rentals — enter your dates for availability

Select from 47 homes, 25 cottages, and other vacation rentals in Middlesex County to find one that's perfect for your trip. Whether you're traveling with a group or just with your pet, vacation homes have the amenities you expect for your stay, which might include WiFi and a hot tub. No matter what you're looking for, you'll be able to choose a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Popular Middlesex County destinations on Vrbo

Holiday rentals with weekly discounts - Middlesex County

Showing deals for:Sep 18 - Sep 25

Find out more about Middlesex County

Why visit Middlesex County

  • Outdoor Adventures: Enjoy a variety of outdoor activities, including hiking, boating, and beach outings in the scenic landscapes.
  • Charming Neighborhoods: Explore delightful town neighborhoods filled with local shops, art galleries, and dining options.
  • Maritime Culture: Visit maritime museums that showcase the rich maritime history of the region.
  • Relaxing Beaches: Unwind on beautiful beaches that offer a perfect spot for sunbathing and water activities.
  • Diverse Accommodations: Choose from cozy vacation rentals, charming cottages, and convenient apartments tailored to every traveler’s needs.

Popular types of accommodation in Middlesex County

Middlesex County offers a diverse selection of vacation rentals to suit every traveler's needs. From cozy houses and charming cottages to convenient apartments, you'll find the perfect spot for your getaway. Whether you're searching for Middlesex homes for rent or spacious bedroom apartments, our platform ensures transparency and savings, making it easy to plan your stay in this beautiful region of Connecticut.

  • Houses: The top choice for visitors in Middlesex County, these homes offer spacious accommodations ideal for families or groups seeking a comfortable getaway.
  • Cottages: A charming option that provides a cozy atmosphere, perfect for couples or small families wanting a quaint retreat.
  • Apartments: A convenient choice for those preferring a home-like setting, ideal for short stays or longer visits with easy access to local amenities.**

Top attractions in Middlesex County

Middlesex County, Virginia, is perfect for outdoor enthusiasts and beach lovers, offering a blend of scenic beauty and cultural experiences. Popular attractions include marinas, maritime museums, and charming town neighborhoods. Visitors can enjoy beach activities, adventure outings, and explore local rentals in areas like Camp Street and Secaucus. Whether you're seeking relaxation or exploration, Middlesex County has something for everyone to enjoy.

  • Deltaville Marina: Experience adventure at Deltaville Marina, where you can enjoy outdoor activities like boating and fishing. The marina's beach vibes provide a perfect setting for relaxation and enjoying the sun.
  • Deltaville Maritime Museum: Immerse yourself in local culture at the Deltaville Maritime Museum. Explore exhibits that showcase the region's rich maritime history and heritage, making it a unique destination for history enthusiasts.
  • Urbanna Historic District: Stroll through the charming Urbanna Historic District, where city vibes meet quaint architecture. Discover shops, restaurants, and local events that highlight the area's historical significance.

Things to do recommended for couples

Escape to the serene landscapes of Middlesex County, where you can enjoy a romantic picnic by the Rappahannock River or take a sunset cruise on the Chesapeake Bay. Explore charming local wineries for a delightful wine tasting experience, perfect for couples seeking a cozy getaway.

Things to do recommended for families

In Middlesex County, families can explore the scenic beauty of the Rappahannock River, enjoy a day at the beach on the Chesapeake Bay, or visit the historic town of Urbanna for local shops and seafood. Don’t miss the fun at local parks and recreational areas.

Things to do recommended for groups

Explore the scenic beauty of the Rappahannock River through kayaking or paddleboarding. Enjoy a group tour at the historic Christ Church and take part in a wine tasting at a local vineyard for a delightful culinary experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Middlesex County

If you're planning a trip with a group, family, pets, or seeking extended stays, be sure to apply the appropriate filters to meet your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Middlesex County with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group activities. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Middlesex County with young kids: Traveling with young children can pose some challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is a wise choice.
  • Taking your pets with you to Middlesex County: For many families, a vacation isn’t truly complete without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Middlesex County: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Middlesex County

Discover the charm of Middlesex County, Virginia, where outdoor adventures and scenic coastal views await. This serene destination invites you to unwind on beautiful beaches and explore nearby neighborhoods. Whether you're enjoying the tranquil atmosphere or indulging in local attractions, Middlesex County offers a perfect blend of relaxation and exploration. Venture into nearby regions for additional experiences that complement your vacation, making it an unforgettable getaway.

  • Deltaville: Deltaville is a charming coastal city nestled in Middlesex County, known for its stunning outdoor scenery and relaxed beach vibe. Visitors flock to Deltaville to enjoy its beautiful beaches and scenic bay views, making it a perfect destination for sunbathing, swimming, and picnicking. The local boardwalk provides a picturesque setting for leisurely strolls, while recreational areas offer opportunities for fishing, boating, and other water sports. Families can find fun at nearby amusement parks, ensuring a delightful experience for visitors of all ages. Deltaville's blend of natural beauty and recreational activities makes it a must-visit spot for those seeking relaxation and adventure.
  • Urbanna: Urbanna is a quaint city that captures the essence of small-town charm, offering a unique blend of outdoor beauty and romantic ambiance. Located near serene lakes and picturesque beaches, it’s an ideal getaway for couples and nature lovers alike. Visitors can explore the scenic boardwalk, enjoy leisurely shopping in local boutiques, or relax in the tranquil recreational areas. The town's rich history and inviting atmosphere make it perfect for quiet strolls and memorable moments. Urbanna’s access to the bay enhances its appeal, offering opportunities for fishing and boating, making it a delightful destination for relaxation and exploration.
  • Pine Top: Pine Top is a serene village in Middlesex County, attracting visitors with its stunning natural landscapes and beach access. The village is perfect for outdoor enthusiasts who enjoy activities like hiking and biking along scenic trails. Families can have a blast at local amusement parks, while the nearby boardwalk offers a picturesque spot for leisurely walks. With the charming bay and inviting beaches, Pine Top provides ample opportunities for swimming, sunbathing, and enjoying water-based activities. The village's educational venues also add a cultural touch, making it a well-rounded destination for tourists seeking adventure and relaxation.

Booking with Vrbo is a breeze

Are you aiming to save on your next adventure? One effective strategy is to remain flexible with your travel dates, as prices can vary significantly. Additionally, opting for an extended stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new trips, pick up right where you left off, or organize your travel plans with ease. You can conveniently access properties you've saved or booked by checking the Potential, Upcoming, or Current Trips sections. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Middlesex County getaway

Learn about the unique charm of Middlesex County with a stay in a private vacation home. This city has something for everyone. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Middlesex County

Are you hoping to discover attractions to visit during your stay? Venture out of your cozy vacation rental and check out everything that makes Middlesex County a fun spot to vacation. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Compass Entertainment Complex (11.5 mi / 18.5 km)
  • Saude Creek Vineyard (17.2 mi / 27.7 km)
  • Kiskiack Golf Club (17.4 mi / 28 km)
  • Stonehouse Golf Club (17.8 mi / 28.6 km)
  • Golden Eagle Golf Club (11.8 mi / 19 km)
  • Gloucester Golf Club (14.7 mi / 23.6 km)

Exploring the natural landscape of Middlesex County

Whether you're an outdoor enthusiast or just want to take in the scenery, Middlesex County is a great place to get outside. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • White Stone Beach (11 mi / 17.6 km)
  • Fossil Beach (14.8 mi / 23.8 km)
  • Bethel Beach Natural Area Preserve (23.1 mi / 37.2 km)
  • Warsaw Town Park (26.1 mi / 42 km)
  • Chesapeake Bay (27.5 mi / 44.2 km)
  • Urbanna Historic District (2.4 mi / 3.8 km)

Frequently asked questions

What is the best area to stay in Middlesex County when booking a vacation rental?
Among the most popular areas to choose your Vrbo vacation rental in Middlesex County is Deltaville. Make your home away from home here and discover some must-see attractions, like Deltaville Marina and Deltaville Maritime Museum.
What is the most popular type of vacation rental accommodation in Middlesex County?
The most desirable types of vacation rentals in Middlesex County are cottages. Hoping for something different? Vrbo has a variety of options to match our guests' requirements, so you'll see vacation properties in loads of shapes and sizes. The perfect fit is ready and waiting for you — grab yours today.
How much does it cost to rent a vacation rental in Middlesex County?
Property type, season and length of stay are among the factors that can determine the price of a vacation home. Simply add your dates of travel to find the ultimate escape. From cozy cabins to sprawling luxury villas, all Vrbo vacation rentals provide incredible value.
How much does it cost to rent a beach house in Middlesex County?
Prices for beach houses in Middlesex County will vary depending on the size and style of the property and when you plan to travel. Just enter your travel dates into Vrbo and the number of guests to view your rental options and prices. From there you can use our filters to narrow down your search by ratings, amenities and more.
Are there pet-friendly vacation rentals in Middlesex County?
Yes. There are. You can pick from eight vacation rentals that cater to pets in Middlesex County. Many of our pet-friendly vacation rentals even have a backyard for your furry pal to run around in, special dog beds, complimentary treats and proximity to parks and green space. Apply the "Pets allowed" filter to find your pawfect digs on Vrbo.
Are there large group vacation rentals in Middlesex County?
With seven properties that can host 10 or more guests in Middlesex County, there's no need to keep anyone off the invite list. From family vacations to events like birthday parties and weddings, Vrbo will help you find a large group rental to suit the occasion.
Are there one-bedroom vacation rentals in Middlesex County?
You can choose from 7 one-bedroom rentals in Middlesex County. Whether you're on the lookout for a townhouse or a luxury condo, our one-bedroom properties are great if you don't require tons of space. One of the perks of having your own digs? You won't ever have to share your adventure with strangers.
Can I find two-bedroom vacation rentals in Middlesex County?
You can pick from eight two-bedroom vacation properties in Middlesex County. Put your little ones in the second room or maybe fill it with a couple of your besties. There's ample space for whoever's fortunate enough to be coming along.
Are there vacation rentals with WiFi in Middlesex County?
Middlesex County has 19 vacation rentals with WiFi, so you can stay connected while traveling. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movie blockbusters to updating your social media, these Vrbo homes make it easy to get online.
How can I find vacation rentals with air conditioning in Middlesex County?
Pick your travel dates and then use the filter tool to locate vacation rentals with air conditioning in Middlesex County on Vrbo. With 34 air-conditioned properties on offer here, you can look forward to a cool and comfortable stay.
How old do you have to be to rent a vacation rental in Middlesex County?
We recommend checking with the Middlesex County vacation home you're looking at on Vrbo as the age limit differs. However, it's generally 16, 18 or 21.
How long can I rent a vacation rental in Middlesex County for?
The amount of time you can rent a Middlesex County vacation home for depends on the property. Just enter your dates of travel to view options offering extended stays. They feature everything you need to make your extended break more comfortable and convenient, such as kitchens and laundries. Some Vrbo vacation rentals may also offer weekly or monthly discounts, so you can stay longer for less money.
Does Vrbo offer discounts for vacation homes in Middlesex County?
On Vrbo, we've got plenty of incredible deals and discounts for Middlesex County. Check out our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're looking for a mini getaway or a longer stay, Vrbo offers lots of options for all styles and budgets.

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