Hampton Roads Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Hampton Roads vacation rentals

A landscaped garden with a symmetrical hedge design, a paved driveway, and a building with multiple windows in the background.

1. Marriott's Manor Club at Ford's Colony

Marriott's Manor Club at Ford's Colony
3.5 star property
Williamsburg
9.2 out of 10, Wonderful, (1,117 reviews)
"Had a safe clean stay and central to our needs."
United States
David
The price is CA $104
CA $119 total
includes taxes & fees
Nov 22 - Nov 23
Marriott's Manor Club at Ford's Colony
A hot tub with a tiled edge and a metal handrail.

2. Patriots Inn

Patriots Inn
2.5 star property
Williamsburg
9.4 out of 10, Exceptional, (1,159 reviews)
"Nice room in a convenient location"
United States
Jason
The price is CA $105
CA $138 total
includes taxes & fees
Nov 30 - Dec 1
Patriots Inn
Beach

3. The Villas at Hatteras Landing by Kees Vacations

The Villas at Hatteras Landing by Kees Vacations
3.5 star property
Hatteras
8.2 out of 10, Very good, (309 reviews)
"Best ever!"
United States
Angela
The price is CA $109
CA $123 total
includes taxes & fees
Nov 9 - Nov 10
The Villas at Hatteras Landing by Kees Vacations
A modern courtyard with white furniture, a central seating area, and a small lawn.

4. stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
3.5 star property
Suffolk
9.6 out of 10, Exceptional, (114 reviews)
"Theophilus was great at check in. Amazing customer service, quick check-in. The place was clean, the rooms were very clean. The overall atmosphere was great. I will definitely stay here again."
United States
Tarina
The price is CA $167
CA $192 total
includes taxes & fees
Nov 23 - Nov 24
stayAPT Suites Suffolk-Chesapeake
Private kitchen

5. stayAPT Suites Hampton

stayAPT Suites Hampton
2.5 star property
Coliseum Central
9.2 out of 10, Wonderful, (39 reviews)
"Great stay! Will be staying again!"
United States
Wakeelah
The price is CA $157
CA $183 total
includes taxes & fees
Nov 10 - Nov 11
stayAPT Suites Hampton
A large building with a swimming pool, multiple lounge chairs, and a covered patio area.

6. Vacation Village At Williamsburg

Vacation Village At Williamsburg
3.0 star property
Williamsburg
8.8 out of 10, Excellent, (3,056 reviews)
"Nice place to stay with family or as a couple for quite weekend or vacation near by."
United States
LaToya
The price is CA $117
CA $149 total
includes taxes & fees
Nov 30 - Dec 1
Vacation Village At Williamsburg
A swimming pool with a water slide, lounge chairs, and a basketball hoop.

7. The Colonies at Williamsburg

The Colonies at Williamsburg
3.0 star property
Williamsburg
9.0 out of 10, Wonderful, (1,228 reviews)
"The best place to stay! Beautiful rooms amenities and just awesome highly recommend!"
United States
Olyvia
The price is CA $108
CA $140 total
includes taxes & fees
Nov 15 - Nov 16
The Colonies at Williamsburg
A dining room with a round table, four upholstered chairs, a chandelier, and a window with blinds.

8. Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Portsmouth
9.4 out of 10, Exceptional, (10 reviews)
"This was the perfect experience for our vacation and we highly recommend this property and the host was so easy to get in contact with!"
United States
Coachmeech Gaming O.
The price is CA $113
CA $359 total
includes taxes & fees
Nov 20 - Nov 21
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
A house with a dark siding exterior, a white front door, a small porch with two chairs, and a white railing.

9. Ocean Pearl - Kill Devil Hills Apartment

Ocean Pearl - Kill Devil Hills Apartment
3.0 star property
Colington Harbour
The price is CA $143
CA $451 total
includes taxes & fees
Nov 8 - Nov 9
Ocean Pearl - Kill Devil Hills Apartment
A balcony with a view of a beach.

10. Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
4.0 star property
Northeast Virginia Beach
8.2 out of 10, Very good, (1,452 reviews)
"Great stay"
United States
Nancy
The price is CA $185
CA $296 total
includes taxes & fees
Nov 20 - Nov 21
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
A two-story house with a white porch, a red door, and a small Christmas tree.

11. Angie's Guest Cottage

Angie's Guest Cottage
2.0 star property
Northeast Virginia Beach
8.4 out of 10, Very good, (250 reviews)
"Not a top of the line hotel, but it was clean, good location, and it served our needs. We would definitely stay here again."
United States
Cheryl
The price is CA $111
CA $144 total
includes taxes & fees
Nov 15 - Nov 16
Angie's Guest Cottage
A waterfront patio with white chairs and tables, overlooking a marina with boats and a clear sky.

12. The LOVE Boat !

The LOVE Boat !
Manteo
10.0 out of 10, Exceptional, (32 reviews)
"Great time and great place."
United States
Armando N.
The price is CA $120
CA $295 total
includes taxes & fees
Nov 19 - Nov 20
The LOVE Boat !
A beach with a pier extending into the water, a sunset in the background, and footprints in the sand.

13. Private treetop suite in Kitty Hawk Coastal Preserve

Private treetop suite in Kitty Hawk Coastal Preserve
Kitty Hawk
10.0 out of 10, Exceptional, (82 reviews)
"We absolutely loved this place and highly recommend it. The location was perfect and the price was simply unbeatable. Very private setting in a quaint little loft above the garage with everything we needed."
United States
Richard
The price is CA $76
CA $248 total
includes taxes & fees
Nov 10 - Nov 11
Private treetop suite in Kitty Hawk Coastal Preserve
Two log cabins with wooden decks and windows, surrounded by trees.

14. Anvil Campground

Anvil Campground
2.5 star property
Williamsburg
8.2 out of 10, Very good, (40 reviews)
"Nice campground. It is close to all the attractions in the area."
United States
Kurt
The price is CA $129
CA $147 total
includes taxes & fees
Nov 10 - Nov 11
Anvil Campground
A building with a beige exterior, a gravel pathway, and a well-maintained lawn.

15. Sea Scape Beach and Golf Villas

Sea Scape Beach and Golf Villas
3.5 star property
Sea Scape
9.4 out of 10, Exceptional, (185 reviews)
"Great place to stay"
United States
Kylie
The price is CA $90
CA $116 total
includes taxes & fees
Nov 15 - Nov 16
Sea Scape Beach and Golf Villas
A wooden deck with a view of a sunset over a body of water, surrounded by grass and trees.

16. Sound Escape - Sound front guest apartment. Water access, bikes, & kayaks

Sound Escape - Sound front guest apartment. Water access, bikes, & kayaks
Kill Devil Hills
10.0 out of 10, Exceptional, (254 reviews)
"Very nice property with amazing views. Perfect for a couple and perfectly placed for exploring to the north and south. Excellent restaurants in close proximity to the house."
United States
Terry D.
The price is CA $125
CA $199 total
includes taxes & fees
Dec 6 - Dec 7
Sound Escape - Sound front guest apartment. Water access, bikes, & kayaks
A narrow brick pathway flanked by two houses with siding.

17. Private 1 Bed Apt - Historic Olde Towne Portsmouth

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Portsmouth
9.6 out of 10, Exceptional, (20 reviews)
"As described, clean, comfortable, and convenient! Will look to stay here again next time in the area."
United States
Mark D.
The price is CA $114
CA $255 total
includes taxes & fees
Nov 9 - Nov 10
Private 1 Bed Apt - Historic Olde Towne Portsmouth
A kitchen with granite countertops, stainless steel appliances, and black bar stools.

18. Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
Portsmouth
9.2 out of 10, Wonderful, (32 reviews)
"Pretty clean, convenient location to my daily travel, host was wonderful and very helpful when I needed help with something in the house. I would definitely stay here again."
United States
Niya w.
The price is CA $151
CA $406 total
includes taxes & fees
Dec 1 - Dec 2
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
A kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a window.

19. Entire Home in Chesapeake, Virginia

Entire Home in Chesapeake, Virginia
3.0 star property
Chesapeake
The price is CA $261
CA $900 total
includes taxes & fees
Nov 23 - Nov 24
Entire Home in Chesapeake, Virginia
A covered porch with a hanging chair, a small table, and a view of a snowy yard.

20. 3-bedroom home away from home in fabulous Chesapeake, Virginia.

3-bedroom home away from home in fabulous Chesapeake, Virginia.
Chesapeake
10.0 out of 10, Exceptional, (56 reviews)
"Great place to stay, everything was as described! Would definitely stay here again. "
United States
James W.
The price is CA $220
CA $402 total
includes taxes & fees
Nov 16 - Nov 17
3-bedroom home away from home in fabulous Chesapeake, Virginia.
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 Hampton Roads Hotel Reviews

A wooden boardwalk leading to a beach with a blue mat on the sand.
Surf Side Hotel

Surf Side Hotel

Surf Side Hotel
Ocean Side Court

10/10 Excellent

Absolutely fabulous spot on the beach. We could see dolphins in the ocean from our balcony as well as the sunset. Very comfortable room and great location
Canada
Susan
Reviewed May 25, 2026
Surf Side Hotel

Find out more about Hampton Roads

Everything you need to know about Hampton Roads vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hampton Roads vacation rental for you. At Expedia, you can take your pick from private vacation 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 Hampton Roads vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hampton Roads vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hampton Roads. 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 Hampton Roads vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hampton Roads vacation rentals we have selected for you start as low as CA $69 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hampton Roads rentals

At Expedia, we put the best Hampton Roads vacation 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 Hampton Roads 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 Hampton Roads vacation.

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