Photo by Rachael Redford

Diggs Holiday Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Diggs

Restored 1930’s Tiny Home 3 min to Cape Charles

The price is NZ$509
includes taxes & fees
1 July - 2 July
Restored 1930’s Tiny Home 3 min to Cape Charles

Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

10.0 out of 10, Exceptional, (1)
"This was a great stay, we loved everything about it. Highly recommended. We will definitely return."
The price is NZ$509
includes taxes & fees
1 July - 2 July
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

Tiny House close to the Beaches of Cape Charles

10.0 out of 10, Exceptional, (1)
"I enjoyed staying here, solid place!"
The price is NZ$499
includes taxes & fees
1 July - 2 July
Tiny House close to the Beaches of Cape Charles

Experience Tiny Living, in Cape Charles, Va

10.0 out of 10, Exceptional, (1)
"Adorable tiny livin…. The entire property is just quaint and cozy!"
The price is NZ$499
includes taxes & fees
1 July - 2 July
Experience Tiny Living, in Cape Charles, Va

Tiny House 3 min from Down Town Cape Charles

10.0 out of 10, Exceptional, (5)
"The room was very clean and well equipped. The grounds were very well maintained. Short drive to downtown Cape Charles. Host communication was excellent would stay again. "
The price is NZ$509
includes taxes & fees
1 July - 2 July
Tiny House 3 min from Down Town Cape Charles

Pet Friendly Tiny Livin 3min from Cape Charles

10.0 out of 10, Exceptional, (8)
"We booked this tiny house for a spontaneous night away to do some fishing in Cape Charles. The property and house were absolutely adorable and the accommodations were exactly what we needed for a weekend away. The property had an amazing bonfire pit and grill if you don’t want to eat out, and there’s plenty of space with a fence and grassy areas if you’re traveling with a dog. The owners were extremely communicative and even went to the trouble of mailing us back something we left. We would...
The price is NZ$558
includes taxes & fees
7 July - 8 July
Pet Friendly Tiny Livin 3min from Cape Charles

Whimsical Tiny House, Cape Charles Virginia

9.4 out of 10, Exceptional, (13)
"We love staying in the tiny home, Eric was such a nice host"
The price is NZ$572
includes taxes & fees
2 July - 3 July
Whimsical Tiny House, Cape Charles Virginia

Tiny House Hideaway with King sized Bed

10.0 out of 10, Exceptional, (4)
"We absolutely enjoyed our little tiny home! The property was great and the things to do close by were great! We would definitely stay again! "
The price is NZ$572
includes taxes & fees
1 July - 2 July
Tiny House Hideaway with King sized Bed

Flip Flop Cottage | Chesapeake Properties

10.0 out of 10, Exceptional, (3)
"We had a blast on our first trip to Cape Charles. The cottage was immaculate when we arrived. The kitchen is beautiful and has everything you need to prepare meals. There were plenty of supplies for our stay. This area is very charming and steeped in history. There were many things to do and we were thrilled that a lot of places were dog friendly. The walking trail nearby was amazing and utilized daily. It is only about a 10 minute walk down the trail to the beach. The property managers...
The price is NZ$1,258
includes taxes & fees
8 July - 9 July
Flip Flop Cottage | Chesapeake Properties

Luxury Beach Getaway in Cape Charles

10.0 out of 10, Exceptional, (9)
"My friends and I go to Cape Charles once or twice a year and always have an amazing time. This NYE trip was no exception. We really had a nice time and the property was perfect! Very clean and communication with the owners was amazing. I highly recommend. "
The price is NZ$2,256
includes taxes & fees
5 July - 6 July
Luxury Beach Getaway in Cape Charles

Pelican Place | Chesapeake Properties

9.6 out of 10, Exceptional, (57)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Fully stocked, nicely decorated, close to everything, easy check-in. Would stay again!"
The price is NZ$1,411
includes taxes & fees
11 July - 12 July
Pelican Place | Chesapeake Properties

Bring the whole family to the Summer House. 6 bedroom, 2 bath sleeps 13.

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a wonderful time visiting Cape Charles it was our first time there we were celebrating one of our kids, birthdays and just had a tremendous time not only in Cape Charles, but in the house as well. As well appointed clean close to everything and the secret of getting a golf cart to drive around made it even better Will definitely do it again next year "
The price is NZ$2,236
includes taxes & fees
26 July - 27 July
Bring the whole family to the Summer House. 6 bedroom, 2 bath sleeps 13.

Seaside - Traditional duplex in historic downtown!

2.0 star property
The price is NZ$1,758
includes taxes & fees
10 July - 11 July
Seaside - Traditional duplex in historic downtown!

Bayside - Classic duplex in historic downtown!

2.0 star property
The price is NZ$1,716
includes taxes & fees
12 July - 13 July
Bayside - Classic duplex in historic downtown!

Anchors Aweigh

10.0 out of 10, Exceptional, (8)
"The house was a beautiful mix of modern and historic. It was close to everything! Perfect location! Super easy check in and check out process! And to top it off everything you could possibly think of was included! We had an absolute blast!"
The price is NZ$1,298
includes taxes & fees
8 July - 9 July
Anchors Aweigh

Firepit/BBQ, Minutes to Beach & Park | Deja Blu II

The price is NZ$945
includes taxes & fees
7 July - 8 July
Firepit/BBQ, Minutes to Beach & Park | Deja Blu II

Walk to Beach & Park, Firepit & BBQ | Deja Blu I

The price is NZ$1,103
includes taxes & fees
9 July - 10 July
Walk to Beach & Park, Firepit & BBQ | Deja Blu I

Wild Blue Cottage | Chesapeake Properties

9.4 out of 10, Exceptional, (14)
"Very clean and well set to house. The space was very well utilized and met all our needs. Thanks for an incredible week."
The price is NZ$1,378
includes taxes & fees
24 July - 25 July
Wild Blue Cottage | Chesapeake Properties

Salt Box, One Block to the Beach

10.0 out of 10, Exceptional, (9)
"This is our second time staying and it was just was lovely as we remembered! Great location!"
The price is NZ$1,112
includes taxes & fees
31 July - 1 Aug
Salt Box, One Block to the Beach

Sisters 3 by the Sea, 400 Feet To The Beach

9.4 out of 10, Exceptional, (154)
"Clean, neat and extremely close to the sea"
Sisters 3 by the Sea, 400 Feet To The Beach
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Are there holiday rentals in Diggs?

Yes, there are holiday rentals close to the most popular sights in Diggs, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Diggs has to offer?

Charming 3-bedroom house with WiFi, AC in fantastic Gloucester Point: This holiday home rental outside of Diggs is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Diggs?

Explore the area and family-friendly sights such as Deltaville Maritime Museum, or get out into nature at a spot like Bethel Beach. Bethel Beach Natural Area Preserve and Gwynn's Island Musuem are a couple of places you'll find in the wider area.

What are holiday rentals like in Diggs?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Diggs. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great option for families.