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Middlesex County Holiday Rentals

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Top Holiday Rentals Destinations in Middlesex County

The Little Blue Cottage - Topping : Waterfront!
Property grounds

The Little Blue Cottage - Topping : Waterfront!

9.8 out of 10, Exceptional, (47)
"The house was so amazing! The owners are very responsive and helpful. The house was so clean and loved the personal touches. We will be back!"
The Little Blue Cottage - Topping : Waterfront!
Enjoy family fun and Sunsets at Piankatank Point.
Outdoor spa tub

Enjoy family fun and Sunsets at Piankatank Point.

9.6 out of 10, Exceptional, (66)
"Property is awesome. Just as advertised. Tons of space for families and kids and excellent fishing off the dock. Would absolutely stay here again"
Enjoy family fun and Sunsets at Piankatank Point.
Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!
Property grounds

Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!

2.0 star property
10.0 out of 10, Exceptional, (8)
"We thoroughly enjoyed our weekend. The house was lovely and clean, and the lawn and dock were perfect for getting some sun and watching the ospreys tend their nest. Aaron greeted us and made us feel welcome and responded to the one or two questions we had during our stay. "
Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!
Room on river with sunset views and private beach!
Sun-loungers

Room on river with sunset views and private beach!

10.0 out of 10, Exceptional, (36)
"Room was spotless and private. Very comfortable stay! Hosts were extremely accommodating and willing to make suggestions for an even more enjoyable trip. We spent most of our time on the patio deck, enjoying the sights on the river. Ideal location and accommodations for a quick get away. "
Room on river with sunset views and private beach!
American Heritage RV Park
Large Cabin | Private kitchenette

American Heritage RV Park

2.5 star property
9.0 out of 10, Wonderful, (72)
"Clean room very quiet area"
American Heritage RV Park
The Williamsburg Retreat - Gorgeous Private Acreage
Outdoor dining

The Williamsburg Retreat - Gorgeous Private Acreage

10.0 out of 10, Exceptional, (141)
"Beautifully appointed, perfect for our group of four couples. Great location. Peaceful, restful. Best VRBO experience we’ve we have ever had! "
The Williamsburg Retreat - Gorgeous Private Acreage
Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!
Smart TV, ping pong, books, offices

Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!

10.0 out of 10, Exceptional, (64)
"The property has wonderful views of the river inside and outside of the house. The bunkbeds are unique and fun for the family. Ruby answered all questions right away and was a great host. Awesome place!"
Perfect large river retreat -views, bunkroom, firepit, playset -by Williamsburg!
Nassawadox Creek Waterfront Home with Private Pool
Outdoor pool

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (58)
"Beautiful property and house. Everything was very clean. Great neighbors who helped us out in a pinch. And Nancy, our host, so kind and gracious. I hope to come back many more times."
Nassawadox Creek Waterfront Home with Private Pool
Cottage on a Private Island in the York River
Exterior

Cottage on a Private Island in the York River

10.0 out of 10, Exceptional, (351)
"We would definitely stay here again!"
Cottage on a Private Island in the York River
Williamsburg Campground
Deluxe Cabin, 2 Bedrooms | In-room dining

Williamsburg Campground

2.5 star property
8.6 out of 10, Excellent, (19)
"Nice stay with my family. My husky loves walking the grounds."
Williamsburg Campground
Waterfront Loft on the Yeocomico River - Kayaks, Dock & Screened Porch
Exterior

Waterfront Loft on the Yeocomico River - Kayaks, Dock & Screened Porch

10.0 out of 10, Exceptional, (3)
"Our stay was absolutely perfect. It was just what we needed a place by the water saturated with nature and wildlife. It was the perfect quiet getaway, Bill and Caren are wonderful host filled with plenty of hospitality. Thank you."
Waterfront Loft on the Yeocomico River - Kayaks, Dock & Screened Porch
Spacious waterfront home with dock and sunset view
Outdoor dining

Spacious waterfront home with dock and sunset view

9.4 out of 10, Exceptional, (8)
"This spot was perfect for our gathering of family members from Colorado and Maryland for a few sweet days together. The sunrises and sunsets and water birds hit all the buttons for grandma. The proximity to water with toys and similarly aged kids next door couldn’t have been more perfect. The house was very well equipped, and stocked with perfect items to complete our preparation, or lack thereof. We had solitude from the rest of the world to reconnect and enjoy each other fully in a beautiful...
Spacious waterfront home with dock and sunset view
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Fridge, microwave, oven, stovetop

Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.

9.4 out of 10, Exceptional, (127)
"We had a great time. The place was as expected. Clean and comfortable and very spacious. "
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE
Terrace/patio

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

9.6 out of 10, Exceptional, (12)
"This is a lovely quiet property on the water. It was the best supplied property I’ve ever stayed in with food in the cupboard and fridge and bath room toiletries, even an extra toothbrush. (Good thing because I forgot mine.) There’s plenty of room to spread out and even a pool table. Highly recommended for your next trip to this wonderful little corner of the world. "
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE
Water front Oasis with pickle-ball court and hot tub
Terrace/patio

Water front Oasis with pickle-ball court and hot tub

9.0 out of 10, Wonderful, (8)
"The Cradle Point Estate is absolutely amazing. Family-Friendly and great location for a retreat. Peace and Serenity The hosts are phenomenal. Will rent again in the very near future In The Spirit Of Community"
The price is NZ$2,665
includes taxes & fees
26 Oct - 27 Oct
Water front Oasis with pickle-ball court and hot tub
The Mill Camp offers comfortable and affordable accommodations. Pet Friendly!
Exterior

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

10.0 out of 10, Exceptional, (17)
"This location was perfect and cozy, much better than a hotel. It was just a short drive from Williamsburg, Jamestown, and Yorktown. "
The Mill Camp offers comfortable and affordable accommodations. Pet Friendly!
Summer at the Rivah in Irvington! Come see for yourself!
Outdoor dining

Summer at the Rivah in Irvington! Come see for yourself!

10.0 out of 10, Exceptional, (298)
"What a wonderful place to enjoy a peaceful, beautiful Mother's Day weekend with my lovely bride. We took long walks, enjoyed the local scene and just spent lots of time enjoying the porches. The cottage supports all of this perfectly. We couldn't ask for more and can't wait until our next opportunity to stay at the Key Cottage!"
Summer at the Rivah in Irvington! Come see for yourself!
Rappahannock River Cottage Getaway near Tappahannock, Urbanna, Chesapeake Bay
Pool

Rappahannock River Cottage Getaway near Tappahannock, Urbanna, Chesapeake Bay

9.8 out of 10, Exceptional, (80)
"Love the property and location. 2nd year we stayed and getting ready to book for next year."
Rappahannock River Cottage Getaway near Tappahannock, Urbanna, Chesapeake Bay
Remote/Secluded Estate with Plenty of Crabs, Dock and Cooking Station
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Remote/Secluded Estate with Plenty of Crabs, Dock and Cooking Station

9.2 out of 10, Wonderful, (158)
"We had an absolute blast over Memorial Day weekend! The house was the perfect getaway — peaceful, relaxing, and full of little adventures. The pier was a highlight for us. We caught 3 stingrays, 2 eels, fish, crab, and even oysters — such a fun variety that kept us on our toes!It was also such a treat to bring our dogs along and include our fur family in the fun. We enjoyed dinner every night in the screened-in patio and sipped coffee each morning on the upstairs deck — just the kind of relaxing...
Remote/Secluded Estate with Plenty of Crabs, Dock and Cooking Station
Serene Sauna Retreat with Chefs Kitchen, Luxury Beds & Luxury Baths
Exterior

Serene Sauna Retreat with Chefs Kitchen, Luxury Beds & Luxury Baths

9.6 out of 10, Exceptional, (32)
"Well maintained, great conditions. The master bedroom/bath is"
Serene Sauna Retreat with Chefs Kitchen, Luxury Beds & Luxury Baths
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

Hampton Inn Gloucester

Hampton Inn Gloucester

10/10 Excellent
"Everything was clean and just as said. My second stay bc of family and will be back."
Jennifer 2-night trip
Posted 21 hours ago
Hampton Inn Gloucester

Find out more about Middlesex County

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$2,665 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. 

Explore a world of travel with Expedia

Explore a world of travel with Expedia