Middlesex County holiday homes

We found 253 holiday rentals — enter your dates for availability
Select from 51 homes, 26 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 Dec - 25 Dec

Exterior
Property grounds
Beach
Dining
Exceptional
(150 reviews)

PRIVATE BEACH on the Chesapeake Bay

Gwynns Island

8% off
NZ$7,550
for 7 nights, 1 home
NZ$1,079 per night
includes taxes & fees
PRIVATE BEACH on the Chesapeake Bay
Spring at Sunnyfield Farm Inn! Come visit us!
Interior
Interior
Living area
Exceptional
(31 reviews)

Charming Spacious Cottage, private, water views, close to amenities

White Stone

8% off
NZ$3,143
for 7 nights, 1 cottage
NZ$449 per night
includes taxes & fees
Charming Spacious Cottage, private, water views, close to amenities
Room
Property grounds
Living area
Exterior
Exceptional
(124 reviews)

Charming Quiet Retreat on North River in Historic Gloucester, Virginia

Gloucester

16% off
NZ$1,904
for 7 nights, 1 room
NZ$272 per night
includes taxes & fees
Charming Quiet Retreat on North River in Historic Gloucester, Virginia
Start slow with your favorite morning coffee before heading out to the dock, kayaks, or nearby oyster trail.
Rainy days call for getting the kids out of the house and staying active. Compass Entertainment has both indoor and outdoor games including batting cages, putt-putt golf, a movie theatre, and on site restaurant and bar.
Comfortable seating on the Sun Porch gives everyone a place to unwind after kayaking, crabbing, or exploring Virginia's Northern Neck.
Relax in the waterfront gazebo with morning coffee or an evening drink. This expanded living space is perfect for catching some shade, a nap, or curling up with a book.
Exceptional
(26 reviews)

Waterfront • Hot Tub • Beach • Dock • Kayaks

White Stone

7% off
NZ$6,942
for 7 nights, 1 home
NZ$992 per night
includes taxes & fees
Waterfront • Hot Tub • Beach • Dock • Kayaks
Private kitchen
Outdoor dining
Living area
Marina
Exceptional
(76 reviews)

Enjoy family fun and Sunsets at Piankatank Point.

Saluda

8% off
NZ$4,820
for 7 nights, 1 home
NZ$689 per night
includes taxes & fees
Enjoy family fun and Sunsets at Piankatank Point.
Interior
Bahamas? in White Stone
Large open concept - perfect for entertaining!
Master bed with sofa and views of Chesapeake Bay
Excellent
(20 reviews)

BAYHAMAS ✌️❤️ Beachfront Home 3 Bedrooms-Private-White Stone- Sauna-Dock

White Stone

10% off
NZ$6,722
for 7 nights, 1 home
NZ$960 per night
includes taxes & fees
BAYHAMAS ✌️❤️ Beachfront Home 3 Bedrooms-Private-White Stone- Sauna-Dock
Interior
Exterior detail
Interior
Interior
Exceptional
(47 reviews)

Private Beach - Peaceful Retreat - Kayaks Bicycles Firepit and Pet-Friendly!

Gwynn's Island

8% off
NZ$3,937
for 7 nights, 1 home
NZ$562 per night
includes taxes & fees
Private Beach - Peaceful Retreat - Kayaks Bicycles Firepit and Pet-Friendly!
Living area
Living area
Room
Dining
Exceptional
(7 reviews)

Charming Pet Friendly 4-bedroom river view home with grill, in lovely Weems!

Weems

8% off
NZ$2,797
for 7 nights, 1 home
NZ$400 per night
includes taxes & fees
Charming Pet Friendly 4-bedroom river view home with grill, in lovely Weems!
Living area
Interior
Interior
Interior
Exceptional
(21 reviews)

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

Gwynn

8% off
NZ$5,955
for 7 nights, 1 home
NZ$851 per night
includes taxes & fees
Still Waters Point- Enjoy breathtaking views at our peaceful Gwynn's Island home
Exterior
Interior
Dining
Exterior
Exceptional
(32 reviews)

The Mill Camp offers comfortable and affordable accommodations. Pet Friendly!

Mattaponi

8% off
NZ$2,362
for 7 nights, 1 home
NZ$337 per night
includes taxes & fees
The Mill Camp offers comfortable and affordable accommodations. Pet Friendly!

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)
  • Saude Creek Vineyard (17.2 mi / 27.7 km)
  • Golden Eagle Golf Club (11.8 mi / 19 km)
  • Good Luck Cellars (14.9 mi / 24 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:

  • Urbanna Historic District (2.4 mi / 3.8 km)
  • 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)
  • Rappahannock River Park (26.6 mi / 42.8 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.

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