A white church with a black door, American and Trinity flags, and a sign indicating Trinity Church services.

Middlesex County Holiday Rentals

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Top Cities in Middlesex County

A sandy beach with water and grass.
Holiday RentalsHoliday Rentals

Urbanna

Urbanna

Our top choices for Middlesex County holiday rentals

A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

1. Nice 3-bedroom house with AC in peaceful Hartfield

Nice 3-bedroom house with AC in peaceful Hartfield
Hartfield
The price is NZ$411
includes taxes & fees
7 Oct - 8 Oct
Nice 3-bedroom house with AC in peaceful Hartfield
A covered outdoor area with a pool, wicker furniture, and large windows offering a view of the outdoors.

2. The Bungalow, Pool, Dock, Kayaks, & Game Room

The Bungalow, Pool, Dock, Kayaks, & Game Room
Topping
The price is NZ$691
includes taxes & fees
30 Sept - 1 Oct
The Bungalow, Pool, Dock, Kayaks, & Game Room
A dining area with a view of a lake and trees, featuring white tables and benches, ceiling fans, and large windows.

3. RivahMojo on Mill Creek-just off RappahannockRiver

RivahMojo on Mill Creek-just off RappahannockRiver
Topping
10.0 out of 10, Exceptional, (26 reviews)
"Property was lovely, host very responsive, couldn’t ask for more!"
United States
Donna B.
The price is NZ$794
includes taxes & fees
30 Sept - 1 Oct
RivahMojo on Mill Creek-just off RappahannockRiver
A wooden picnic table with a pitcher, glasses, and a plate set on a grassy area by a body of water.

4. Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden

Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden
Locust Hill
10.0 out of 10, Exceptional, (41 reviews)
"The hosts made sure that everything in the house made one feel comfortable and at home. The view is fantastic and the landscaping with the rose garden and pool on a sunny day is inviting and relaxing. We enjoyed our stay "
United States
Mary S.
The price is NZ$936
includes taxes & fees
12 Oct - 13 Oct
Waterfront Rappahannock River Cottage, Private Pool, Kayaks, Fire Pit & Garden
A room with a wooden floor, a sliding glass door leading to a deck with outdoor furniture, and a view of the ocean.

5. Waterfront Home with pool, dock, gameroom, and kayaks!

Waterfront Home with pool, dock, gameroom, and kayaks!
Topping
10.0 out of 10, Exceptional, (1 review)
"Beautiful property. Owner responded very quickly to questions and resolved problem quickly. Seems pricey. We enjoyed our time there. Very quiet."
United States
Patricia C.
The price is NZ$3,084
includes taxes & fees
11 Oct - 12 Oct
Waterfront Home with pool, dock, gameroom, and kayaks!
A bedroom with a bed, bedside tables, a window with curtains, a patterned rug, and a ceiling vent.

6. Belle Haven - High Speed internet, walk to town

Belle Haven - High Speed internet, walk to town
Kilmarnock
10.0 out of 10, Exceptional, (41 reviews)
"Great cottage, beautiful place to stay at"
United States
Darren W.
The price is NZ$529
includes taxes & fees
5 Oct - 6 Oct
Belle Haven - High Speed internet, walk to town
A modern kitchen with a central island, stainless steel appliances, and teal bar stools.

7. Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~

Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~
Kilmarnock
10.0 out of 10, Exceptional, (5 reviews)
"Nice rambler in a great in town location with hot tub, firepit, and fenced in yard. Also great value for the price. "
United States
Melinda H.
The price is NZ$610
includes taxes & fees
30 Sept - 1 Oct
Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~
A bedroom with a bed, bedside tables, a lamp, and a painting on the wall.

8. Newly updated 3 bedroom cottage with Solo Stove fire pit

Newly updated 3 bedroom cottage with Solo Stove fire pit
Reedville
9.4 out of 10, Exceptional, (26 reviews)
"Great place "
United States
Myranda R.
The price is NZ$451
includes taxes & fees
30 Sept - 1 Oct
Newly updated 3 bedroom cottage with Solo Stove fire pit
A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a dining area with wooden chairs and a table.

9. American Heritage RV Park

American Heritage RV Park
2.5 star property
Norge
9.2 out of 10, Wonderful, (87 reviews)
"Beautiful spot, close to everything. We stayed in a cabin. It was very cute with deck and chairs."
United States
Kimberly
The price is NZ$226
includes taxes & fees
22 Oct - 23 Oct
American Heritage RV Park
A kitchen with dark blue cabinets, a gas stove, a sink, and a window overlooking the backyard.

10. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
Gloucester
9.4 out of 10, Exceptional, (33 reviews)
"This is a very comfortable clean home in a nice quiet neighborhood. It’s very close to some excellent restaurants and places of interest. We especially enjoyed the sunroom."
United States
Joseph B.
The price is NZ$632
includes taxes & fees
30 Sept - 1 Oct
Radiant Gloucester House w/ Private Porch!
A covered porch with wooden benches and chairs, large windows, and a view of a grassy area.

11. Restored 1930s Cottage on 1 Acre w/ Fire Pit

Restored 1930s Cottage on 1 Acre w/ Fire Pit
Hayes
9.6 out of 10, Exceptional, (95 reviews)
"Nice, relaxing stay! Just what we were looking for."
United States
Daniela R.
The price is NZ$629
includes taxes & fees
30 Sept - 1 Oct
Restored 1930s Cottage on 1 Acre w/ Fire Pit
A porch with two rocking chairs, a black door, and a mailbox.

12. The Nook in Kilmarnock Va 3 bedroom

The Nook in Kilmarnock Va 3 bedroom
Kilmarnock
10.0 out of 10, Exceptional, (7 reviews)
"This home is comfortable, well appointed, and in a great location. Host is accommodating and communicates appropriately I highly recommend this property!"
United States
Anonymous traveller
The price is NZ$836
includes taxes & fees
12 Oct - 13 Oct
The Nook in Kilmarnock Va 3 bedroom
A kitchen with dark blue cabinets, a gas stove, a sink, and a window overlooking the backyard.

13. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
3.0 star property
Gloucester
The price is NZ$632
includes taxes & fees
30 Sept - 1 Oct
Radiant Gloucester House w/ Private Porch!
A sandy beach path leading to the ocean, surrounded by dry grass.

14. 1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town
Mathews
10.0 out of 10, Exceptional, (40 reviews)
"The house was cozy, clean, and welcoming. Would definitely recommend! Rooms were all very spacious. "
United States
Casey J.
The price is NZ$582
includes taxes & fees
19 Oct - 20 Oct
1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town
A forested area with a dirt path leading to a wooden cabin.

15. RV Site On Blanchard Farm -MAX RV LENGTH 24 FT

RV Site On Blanchard Farm -MAX RV LENGTH 24 FT
Diggs
The price is NZ$78
includes taxes & fees
30 Sept - 1 Oct
RV Site On Blanchard Farm -MAX RV LENGTH 24 FT
A large historic building with a prominent tower, surrounded by lush gardens and various flowering plants.

16. Quiet Villa with Access to Amazing Amenities

Quiet Villa with Access to Amazing Amenities
Williamsburg
8.0 out of 10, Very good, (4 reviews)
"Excellent"
United States
Jonathan S.
The price is NZ$320
includes taxes & fees
6 Oct - 7 Oct
Quiet Villa with Access to Amazing Amenities
A wooden deck with a white fence and a lounge chair, overlooking a calm body of water during sunset.

17. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.4 out of 10, Exceptional, (23 reviews)
"Gorgeous property and excellent host!"
United States
Ryan M.
The price is NZ$773
includes taxes & fees
30 Sept - 1 Oct
Smith Beach cottage w/ private sunset
A modern kitchen with wooden ceiling, white cabinets, stainless steel appliances, and a central island with seating.

18. Unique Tangier Cottage w/ Chesapeake Bay Views!

Unique Tangier Cottage w/ Chesapeake Bay Views!
Tangier
10.0 out of 10, Exceptional, (20 reviews)
"Ken & and family were wonderful hosts, his communication was perfect! The house was clean and a great place to stay. We had a wonderful weekend and can't wait to come back."
United States
Tim B.
The price is NZ$701
includes taxes & fees
12 Oct - 13 Oct
Unique Tangier Cottage w/ Chesapeake Bay Views!
A covered outdoor deck with wicker furniture, a glass door leading inside, and a view of a lake surrounded by trees.

19. Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!

Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!
Heathsville
9.6 out of 10, Exceptional, (35 reviews)
"We loved the tranquility of the place, beautiful views, and the unique design of the house. The host was very responsive. It was a very relaxing stay. I am sure we will be coming back soon."
United States
Liudmila U.
The price is NZ$1,093
includes taxes & fees
30 Sept - 1 Oct
Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!
A dining area with a dark wooden table, white chairs, a modern chandelier, and framed artwork on the wall.

20. Waterfront Retreat with Office and Private Dock, Boats!

Waterfront Retreat with Office and Private Dock, Boats!
Weems
9.8 out of 10, Exceptional, (28 reviews)
"Nicely equipped, well stocked, clean and neat. Good location with a canoe and kayaks to get out on the cove. Close drive to the three towns in the area with a number of good lunch/dinner spots. Host was very helpful."
United States
Ron H.
The price is NZ$856
includes taxes & fees
30 Sept - 1 Oct
Waterfront Retreat with Office and Private Dock, Boats!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middlesex County Hotel Reviews

Holiday Inn Express Williamsburg North by IHG

Holiday Inn Express Williamsburg North by IHG

10/10 Excellent
"Excellent place to stay!!"
William 3-night trip
Posted 10 hours ago
Holiday Inn Express Williamsburg North by IHG

Find out more about Middlesex County

Everything you need to know about Middlesex County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middlesex County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlesex County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middlesex County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middlesex County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middlesex County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middlesex County holiday rentals we have selected for you start as low as NZ$226 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middlesex County rentals

At Expedia, we put the best Middlesex County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Middlesex County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middlesex County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlesex County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.