Photo by Rachael Redford

Search Vacation Homes in Diggs

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb
In one month
7 Mar - 9 Mar
In two months
4 Apr - 6 Apr

Compare 298 Vacation Homes in Diggs with updated reviews, rates, and availability.

Welcome to this Waterfront Home with Amazing Views
Living area

Welcome to this Waterfront Home with Amazing Views

10.0 out of 10, Exceptional, (21)
"Lovely stop over on our way to family. Beautiful home decorated for the holidays and had all the amenities we needed plus little snacks! We got to the a beautiful sunset off the dock and our twins got their own rooms and bathroom. It would’ve cost more to get two rooms at Williamsburg hotel. So happy we got to stay here! Would love to stay the week during summertime! Beautiful home and location! "
Welcome to this Waterfront Home with Amazing Views
Doublemint | Chesapeake Properties

Doublemint | Chesapeake Properties

10.0 out of 10, Exceptional, (40)
"My best friend and I took our daughters (ages 4, 7, and 8) to Cape Charles for vacation. This was the perfect place to stay! We are already planning to take a trip back there!!"
Doublemint | Chesapeake Properties
BEACHFRONT COTTAGE JUST STEPS AWAY FROM BEACH!
34367652-d965-4322-b6ac-3c4469e207bd.c10

BEACHFRONT COTTAGE JUST STEPS AWAY FROM BEACH!

9.4 out of 10, Exceptional, (34)
"We loved Cape Charles for it's laded back environment. House was a 1960's property but it had everything you need and more."
BEACHFRONT COTTAGE JUST STEPS AWAY FROM BEACH!
Relaxing 1 bedroom 2019 Camper beside the Seven River
Property grounds

Relaxing 1 bedroom 2019 Camper beside the Seven River

9.4 out of 10, Exceptional, (18)
"Beautiful property and people We enjoyed our stay immensely. The host and family were beyond helpful and friendly. The neighbors were just as wonderful. Definitely would recommend this for family and friend's "
The price is AED 202
AED 572 total
includes taxes & fees
4 Feb - 5 Feb
Relaxing 1 bedroom 2019 Camper beside the Seven River
The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach
20 Kings Bay Drive - Front View

The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach

10.0 out of 10, Exceptional, (13)
"The home was clean and exactly as described. Richard was quick to respond and we enjoyed our stay!"
The price is AED 1,175
AED 3,644 total
includes taxes & fees
4 Feb - 5 Feb
The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach
Private Beach & Deck: Bayfront Home in Hayes!
Hayes Vacation Rental | 3BR | 2BA | 2,100 Sq Ft | Stairs Required

Private Beach & Deck: Bayfront Home in Hayes!

10.0 out of 10, Exceptional, (16)
"Absolutely beautiful home right on the water! Living space was so spacious,enough seating for all of us ( 6 adults), bedrooms were comfortable. Outside was just a few steps from relaxing waterway. Sunrise/sunsets were beautiful. Highly recommend Niareaarea.area,lots lots of choices for d"
Private Beach & Deck: Bayfront Home in Hayes!
Oyster Shack - true gem in heart of downtown!

Oyster Shack - true gem in heart of downtown!

2.0 star property
Oyster Shack - true gem in heart of downtown!
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Exterior

"Bee Haven" Cottage Retreat Near Colonial Williamsburg

10.0 out of 10, Exceptional, (92)
"Excellent place to rest your head. Cozy, clean, and comfortable. "
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
A Bayview Beauty in Cape Charles

Bay cottage, Beach 100 yards away! RESERVE NOW!!!

9.6 out of 10, Exceptional, (130)
"What a treasure!!! The weather was cold and we even had snow! We stayed really warm lots of good food and sightseeing. We will definitely be back!"
The price is AED 643
AED 1,681 total
includes taxes & fees
10 Feb - 11 Feb
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
Cozy cottage on the Chesapeake Bay
View from house

Cozy cottage on the Chesapeake Bay

9.8 out of 10, Exceptional, (41)
"Clean and clutter-free property right on the water! Loved it."
Cozy cottage on the Chesapeake Bay
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
Notice 4 kayaks on side of house for guests use!

MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!

10.0 out of 10, Exceptional, (149)
"My husband and I booked this property for a cozy winter weekend away. This is one of those properties that ends up being BETTER in person than the listing indicated. We didn't even leave the house the entire weekend. The kitchen was so well stocked that we just cooked our meals. The hot tub was so clean, relaxing and had he BEST view of the river. We were lucky enough for it to snow while were were there. It was a gorgeous scene! I really can't say enough good things about this property - they...
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
Large 4bed 2.5b home w/ fenced in back yard & deck
Living area

Large 4bed 2.5b home w/ fenced in back yard & deck

9.4 out of 10, Exceptional, (3)
"There were 6 of us, 4 adults and 2 children, 10 and under. Three bedrooms had queen sized beds and the 4th, 2 twin beds, which was perfect for the boys. The house was clean, well equipped...it was in need of an update...paint, some minor repairs...none of which affected our stay. The location was great for us, a safe and quiet neighborhood."
Large 4bed 2.5b home w/ fenced in back yard & deck
Key Lime Cottage: Your Cape Charles Beachside Retreat
Welcome to Key Lime Cottage Circa 1926 204 Madison Ave, Cape Charles, VA 23310

Key Lime Cottage: Your Cape Charles Beachside Retreat

10.0 out of 10, Exceptional, (37)
"Great place to stay. Very clean and perfect size for three to four couples "
Key Lime Cottage: Your Cape Charles Beachside Retreat
Family Rental, Best location to Central Park and beach!
Welcome!

Family Rental, Best location to Central Park and beach!

10.0 out of 10, Exceptional, (26)
"Great "
Family Rental, Best location to Central Park and beach!
Cape Charles Newly Updated Family-friendly Beach House, 1 Block to Private Beach
Exterior

Cape Charles Newly Updated Family-friendly Beach House, 1 Block to Private Beach

10.0 out of 10, Exceptional, (20)
"This house is nicely decorated and well appointed. The kitchen is fully furnished with all the necessary equipment and plate ware. The furniture is comfortable and high quality. The garages are also equipped with beach equipment, games, and an excellent golf cart (extra fee for use)."
Cape Charles Newly Updated Family-friendly Beach House, 1 Block to Private Beach
Classically Current | Chesapeake Properties

Classically Current | Chesapeake Properties

9.8 out of 10, Exceptional, (84)
"We have booked this property now three times for our large family and it's perfect for us everytime! Will book again next year."
Classically Current | Chesapeake Properties
🍑 The Peach St. House - 1 Block to Park and Shops, close to beach!
Upstairs screened in porch

🍑 The Peach St. House - 1 Block to Park and Shops, close to beach!

9.8 out of 10, Exceptional, (9)
"This beautiful was in the perfect location in Cape Charles. 10/10"
The price is AED 621
AED 1,949 total
includes taxes & fees
16 Feb - 17 Feb
🍑 The Peach St. House - 1 Block to Park and Shops, close to beach!
Beach House on Chesapeake Bay!
Private Beach on property

Beach House on Chesapeake Bay!

10.0 out of 10, Exceptional, (122)
"We spent an early Thanksgiving here at Mike's beautiful home. Probably one of the most well equipped vacation homes we have ever visited. The setting is incredibly beautiful, private yet close to shopping and restaurants. definitely will be coming back."
Beach House on Chesapeake Bay!
Cozy Country setting with comforts of home
Exterior

Cozy Country setting with comforts of home

8.8 out of 10, Excellent, (15)
"Was very warm and inviting atmosphere. Easy to find and off the main traffic at the same time very convenient. "
Cozy Country setting with comforts of home
Just One House From The Beach Barefoot Bungalow Offers A Sweet Beach Vacation

Just One House From The Beach Barefoot Bungalow Offers A Sweet Beach Vacation

10.0 out of 10, Exceptional, (41)
"Our family greatly enjoyed staying here. Easy process. The Property is well-maintained and has a great deal of amenities that we utilized. Would absolutely stay here again!"
Just One House From The Beach Barefoot Bungalow Offers A Sweet Beach Vacation
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.
Don't see what you're looking for?
See all available properties in Diggs
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Diggs

The Farm Overlook Treehouse At Blanchard Farm
Miscellaneous

The Farm Overlook Treehouse At Blanchard Farm

The price is AED 239
AED 344 total
includes taxes & fees
6 Mar - 7 Mar
The Farm Overlook Treehouse At Blanchard Farm
Welcome to this Waterfront Home with Amazing Views
Living area

Welcome to this Waterfront Home with Amazing Views

10.0 out of 10, Exceptional, (21)
"Lovely stop over on our way to family. Beautiful home decorated for the holidays and had all the amenities we needed plus little snacks! We got to the a beautiful sunset off the dock and our twins got their own rooms and bathroom. It would’ve cost more to get two rooms at Williamsburg hotel. So happy we got to stay here! Would love to stay the week during summertime! Beautiful home and location! "
Welcome to this Waterfront Home with Amazing Views
Camp Cardinal Gloucester Point
Property grounds

Camp Cardinal Gloucester Point

2.5 star property
8.8 out of 10, Excellent, (20)
"Cabin was clean. Check in was easy. Had a great time. "
Camp Cardinal Gloucester Point
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.