Photo by Jennifer Crim

Middlesex County holiday homes

We found 216 holiday rentals — enter your dates for availability

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April 2025

May 2025

Select from 40 homes, 21 cottages and other holiday rentals in Middlesex County to find one that's perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you expect for your stay, which might include a hot tub and a washer and dryer. Whatever you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Popular Middlesex County destinations on Bookabach

Holiday rentals with weekly discounts - Middlesex County

Showing deals for:18 Jul - 25 Jul

Wonderful

(19 reviews)

Rappahannock River 4 bdr 3 1/2 bath overlooking the River w/pool as in season.

White Stone, VA

7% off

NZ$1,308 per night

includes taxes & fees

Exceptional

(288 reviews)

Spring has sprung in Irvington and the Easter Bunny is almost here.

Irvington, VA

5% off

NZ$428 per night

includes taxes & fees

Or leave the cove for the Rappahanock River and Chesapeake Bay

Exceptional

(24 reviews)

Swim, fish, boat or just relax and enjoy the "Rivah Life" at Little Oyster

White Stone, VA

8% off

NZ$840 per night

includes taxes & fees

Exceptional

(5 reviews)

Still Waters Point- Enjoy breathtaking views at our peaceful Gwynn's Island home

Gwynn, VA

12% off

NZ$782 per night

includes taxes & fees

Exceptional

(7 reviews)

The Rosé Retreat - Perfect for a romantic getaway or trip with friends!

Irvington, VA

8% off

NZ$871 per night

includes taxes & fees

Stunning view from Master Bedroom! You can almost reach out and touch the water!

Exceptional

(152 reviews)

MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

Cobbs Creek, VA

8% off

NZ$562 per night

includes taxes & fees

Exceptional

(5 reviews)

Downings Farmhouse - a Historic 6 Bedroom Home on 3 Acres of Yard and Forest

Farnham, VA

12% off

NZ$717 per night

includes taxes & fees

Welcome to the Blue House. It's walking distance to most everything in Irvington

Exceptional

(160 reviews)

Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!

Irvington, VA

5% off

NZ$375 per night

includes taxes & fees

Come stay in our Kilmarnock home. Just steps to downtown

Exceptional

(127 reviews)

Bring the Boat & Bikes to Our in Town Kilmarnock Home from 100 per night. <br>

Kilmarnock, Va

11% off

NZ$272 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Middlesex County

Step back in time at Historic Rosegill, an 18th century manor house on 700 acres sited on the Rappahannock River at the mouth of Urbanna Creek. With its, 5 bedrooms, expansive grounds, pool, dock and fishing lakes, it has something for everyone.

Historic riverfront farm 700 acres, pool, private lakes, dock

Sleeps 12 · 5 bedrooms · 5 bathrooms

Waterfront River Home- Chesapeake Bay, Deltaville, VA. Pier and private beach

Sleeps 8 · 4 bedrooms · 3 bathrooms

Waterfront 4BR- Private Pier, Kayaks, Fishing, Beautiful Sunrises and Sunsets!

Sleeps 8 · 4 bedrooms · 2 bathrooms

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Book a holiday rental for your Middlesex County getaway

Learn about the unique charm of Middlesex County with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway 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

Do you want to discover top things to see and do during your stay? Venture out of your cosy holiday rental and check out everything that makes Middlesex County a fun place to get away to. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

Compass Entertainment Complex (11.5 mi / 18.5 km)
Golden Eagle Golf Club (11.8 mi / 19 km)
Good Luck Cellars (14.9 mi / 24 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)

Exploring the natural landscape of Middlesex County

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Middlesex County is a great spot to appreciate mother nature. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

White Stone Beach (11 mi / 17.6 km)
Fossil Beach (14.8 mi / 23.8 km)
Hughlett Point Natural Area (17.9 mi / 28.9 km)
Bethel Beach (22.7 mi / 36.5 km)
Bethel Beach Natural Area Preserve (23.1 mi / 37.2 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 holiday home?

If you’re visiting Middlesex County, Deltaville is one of the more popular locations to book a holiday home. While here, stop by amazing sights like Deltaville Marina and Deltaville Maritime Museum.

What is the most popular type of holiday home accommodation in Middlesex County?

According to our research, houses are the most in-demand type of holiday property in Middlesex County. But that goes without saying, everyone’s idea of an epic stay can differ. Bookabach has holiday homes of all shapes, sizes and budgets, so you’re bound to find the perfect fit for you.

How much does it cost to rent a holiday home in Middlesex County?

A number of things determine what you’ll pay for a holiday home in Middlesex County, including the time of year, length of stay and property type. Still, all of our holiday homes have something in common — unbeatable value. Simply add your travel dates to find your dream escape.

How much does it cost to rent a beach house in Middlesex County?

When you travel and the size and style of the property will influence how much you’ll pay for your beachside escape. Click on your Middlesex County travel dates to see your options on Bookabach. Did someone just say “private pool”? Use our filters to select the features and amenities you want in your home.

What are popular home amenities in Middlesex County?

Some of the most popular home amenities people prefer in Middlesex County include a fridge, a microwave oven and off-street parking options. Whether you’re on the road with buddies, family or even pets, Bookabach holiday homes include the best amenities for making epic memories with the people you cherish the most.

Are there large group holiday homes in Middlesex County?

With six properties that can sleep 10 or more people in Middlesex County, you don’t have to hold back on your invites. From family holidays to special events like weddings and birthday parties, Bookabach can help you find a large group home to suit the occasion.

What are the top attractions for families in Middlesex County?

Keeping the kids entertained during your Middlesex County holiday is a breeze with these awesome family-friendly attractions:

Holly Point Nature Park
Deltaville Marina
Deltaville Maritime Museum

Can I find two-bedroom holiday homes in Middlesex County?

Middlesex County has eight two-bedroom holiday homes to pick from. Book a holiday home with all the space and comfort you need at an attractive price on Bookabach.

Are there holiday homes with WiFi in Middlesex County?

Whether you’d like to keep up with the news, make a video call or update your social media, there are 16 holiday homes with WiFi in Middlesex County. Check the “WiFi” box when searching on Bookabach and stay connected on your getaway.

How old do you have to be to rent a holiday home in Middlesex County?

You’ll have to check with the Middlesex County holiday home you’re looking at on Bookabach as the age limit varies. However, typically it’s 16, 18 or 21.

How long can I rent a holiday home in Middlesex County for?

The amount of time you can stay in a Middlesex County holiday home for is down to the property. Just put in your travel dates to browse options offering longer term stays. They have all you need to make your extended holiday more comfortable like kitchens and backyards. Some Bookabach holiday homes may also offer discounted weekly or monthly prices, so you can hang around longer for less.