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Vacation Homes in Middlesex County

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Middlesex County vacation homes

Sun loungers, beach towels

Charming 2-bedroom house with AC, WiFi in Mathews County Virginia

Charming 2-bedroom house with AC, WiFi in Mathews County Virginia
North
10.0 out of 10, Exceptional, (24 reviews)
"Sweet, relaxing cottage very near the water. Thoroughly enjoyed our time there. Very comfortable, everything was clean and inviting. The house had fun little quirks that made it perfectly charming. Just my husband and I on this trip, but we're excited to bring our kids. "
United States
Chandra R.
Charming 2-bedroom house with AC, WiFi in Mathews County Virginia
TV, foosball

Huntington Farm | Historic Waterfront Estate on 14 Private Acres Near Cape Charles

Huntington Farm | Historic Waterfront Estate on 14 Private Acres Near Cape Charles
Cape Charles
Huntington Farm | Historic Waterfront Estate on 14 Private Acres Near Cape Charles
Smart TV, fireplace, table tennis, books

Serenity on the Rappahannock

Serenity on the Rappahannock
White Stone
10.0 out of 10, Exceptional, (14 reviews)
"Great house and location. Stunning view. "
United States
Tim B.
The price is AED 4,039
AED 6,985 total
includes taxes & fees
2 Jul - 3 Jul
Serenity on the Rappahannock
Terrace/patio

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE

Kimary Cove - Waterfront Relaxation and NO CLEANING FEE
Cobbs Creek
9.6 out of 10, Exceptional, (24 reviews)
"Wonderful stay! The kitchen was incredibly well stocked—perfect after a long day of travel. The deck by the water was absolutely delightful and the ideal spot to relax. Highly recommend. "
United States
R R.
Kimary Cove - Waterfront Relaxation and NO CLEANING FEE
Beach nearby

Charming 2-bedroom house on the Chesapeake Bay

Charming 2-bedroom house on the Chesapeake Bay
White Stone
9.6 out of 10, Exceptional, (29 reviews)
"We absolutely loved our peaceful stay here. This house had so much character and was so cozy for our Chesapeake Bay vacation ! There is a small town close by (7 minute drive) with amazing food options. The beach is a two minute drive from the home. Very relaxing stay , host was very responsive. Linens were fresh and house had EVERYTHING you needed. Very accommodating stay - thank you!"
United States
Kaitlin
Charming 2-bedroom house on the Chesapeake Bay
Terrace/patio

Bay Front Small Contemporary

Bay Front Small Contemporary
Reedville
9.8 out of 10, Exceptional, (118 reviews)
"Absolutely love this place!"
United States
Robin S.
Bay Front Small Contemporary
Free WiFi, bed sheets

Blissful Oasis | Waterfront Seclusion with a Dock!

Blissful Oasis | Waterfront Seclusion with a Dock!
Exmore
Blissful Oasis | Waterfront Seclusion with a Dock!
4 bedrooms, WiFi

VA Riverfront 4BR | Dock + Kayak + Games

VA Riverfront 4BR | Dock + Kayak + Games
King and Queen Court House
9.0 out of 10, Wonderful, (2 reviews)
"It is a nice place. I would stay here again."
United States
Matt M.
VA Riverfront 4BR | Dock + Kayak + Games
Dining

Salt Therapy | Riverfront 4BR Peaceful Haven

Salt Therapy | Riverfront 4BR Peaceful Haven
Toppings
10.0 out of 10, Exceptional, (3 reviews)
"We stayed here while we were working out of town and after our long days it felt like we were coming home to our own vacation spot."
United States
Josh F.
Salt Therapy | Riverfront 4BR Peaceful Haven
4 bedrooms, desk, iron/ironing board, travel crib

Deep Water Dock & Private Beach! Irvington Home

Deep Water Dock & Private Beach! Irvington Home
Irvington
10.0 out of 10, Exceptional, (74 reviews)
"Everything about our stay was wonderful. The host communication was superb; when an unexpected snow storm caused us to have to reschedule, the host was accommodating and helpful in finding a new date. The house was comfortable, incredibly well appointed, and immaculate. We would return in a heartbeat. Highly recommend this home. "
United States
Raegan M.
Deep Water Dock & Private Beach! Irvington Home
Beach nearby

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

BAYHAMAS ✌️❤️ Beachfront Home 3 Bedrooms-Private-White Stone- Sauna-Dock
White Stone
9.0 out of 10, Wonderful, (18 reviews)
"This was a great place for our family get away. Your right on a beach which was great for kids. Beautiful views, quiet and relaxing."
United States
Anonymous traveler
BAYHAMAS ✌️❤️ Beachfront Home 3 Bedrooms-Private-White Stone- Sauna-Dock
Desk, iron/ironing board, free WiFi, bed sheets

Belle Haven - High Speed internet, walk to town

Belle Haven - High Speed internet, walk to town
Kilmarnock
10.0 out of 10, Exceptional, (37 reviews)
"Great cottage, beautiful place to stay at"
United States
Darren W.
The price is AED 547
AED 1,199 total
includes taxes & fees
6 Jul - 7 Jul
Belle Haven - High Speed internet, walk to town
Fridge, microwave, oven, stovetop

Welcome to this Waterfront Home with Amazing Views

Welcome to this Waterfront Home with Amazing Views
Gloucester
10.0 out of 10, Exceptional, (38 reviews)
"This was the most delightful property we have stayed at. The house was so cute and the owner thought of everything and more to make our stay exceptional. "
United States
Tami C.
Welcome to this Waterfront Home with Amazing Views
Exterior

Nassawadox Creek Waterfront Home with Private Pool

Nassawadox Creek Waterfront Home with Private Pool
Exmore
10.0 out of 10, Exceptional, (66 reviews)
"House was lovely, inside and out - really need to think about coming back in the summer to enjoy the outdoors more."
United States
Laurie M.
Nassawadox Creek Waterfront Home with Private Pool
Exterior

Secluded, Waterfront Retreat: Fire pit, Private Dock, Game Room, Kayaks!

Secluded, Waterfront Retreat: Fire pit, Private Dock, Game Room, Kayaks!
Reedville
10.0 out of 10, Exceptional, (73 reviews)
"The views from the dock are beautiful and there is a lot to do at the house! I will definitely rebook when visiting the area."
United States
Brooke
Secluded, Waterfront Retreat: Fire pit, Private Dock, Game Room, Kayaks!
Outdoor dining

Pet-Friendly Waterfront Retreat w/ Private Dock on Virginia’s Eastern Shore

Pet-Friendly Waterfront Retreat w/ Private Dock on Virginia’s Eastern Shore
Exmore
10.0 out of 10, Exceptional, (16 reviews)
"Absolutely wonderful stay at the Ripple.It's a bit off the beaten path but if you're looking for peace and tranquility, look no further."
United States
Sammi-jo S.
Pet-Friendly Waterfront Retreat w/ Private Dock on Virginia’s Eastern Shore
Property grounds

Modern Waterfront Retreat on 5 Acres w Pier, Kayaks, Fishing & Crabbing

Modern Waterfront Retreat on 5 Acres w Pier, Kayaks, Fishing & Crabbing
Lottsburg
9.0 out of 10, Wonderful, (16 reviews)
"We were visiting family nearby and had a great visit! Property was clean and well appointed. The kids loved the air hockey table and board games. "
United States
Tracey H.
Modern Waterfront Retreat on 5 Acres w Pier, Kayaks, Fishing & Crabbing
Property grounds

Private home on creek with dock.

Private home on creek with dock.
Lancaster
9.2 out of 10, Wonderful, (15 reviews)
"Beautiful little cottage on the river. Fantastic sunset views. Wonderful little retreat for couples!"
United States
Nathan
The price is AED 493
AED 820 total
includes taxes & fees
5 Jul - 6 Jul
Private home on creek with dock.
Exterior

The Tiny Red Barn on the Reservoir - A Private Oasis Near Williamsburg Virginia

The Tiny Red Barn on the Reservoir - A Private Oasis Near Williamsburg Virginia
Lanexa
10.0 out of 10, Exceptional, (89 reviews)
"Cozy, upscale cottage. Very well decorated and comfortable."
United States
Kathy T.
The Tiny Red Barn on the Reservoir - A Private Oasis Near Williamsburg Virginia
Property grounds

Large riverfront retreat -views, bunkroom, firepit, playset -by Williamsburg!

Large riverfront retreat -views, bunkroom, firepit, playset -by Williamsburg!
West Point
10.0 out of 10, Exceptional, (79 reviews)
"Fantastic place, a nice view and in a secluded area. It had all the utenicils and cookware we needed for our meals, and everything else was stocked to last our large group through the week. Very comfortable and clean and we will be considering coming back."
United States
XxSteamStreamxX
Large riverfront retreat -views, bunkroom, firepit, playset -by Williamsburg!
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

Great Wolf Lodge Williamsburg

Great Wolf Lodge Williamsburg

10/10 Excellent
"Absolutely 100% great experience for myself and my family of 7."
Quran 3-night trip
Posted 13 hours ago
Great Wolf Lodge Williamsburg