Photo by Rachael Redford

Diggs Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Diggs holiday rentals

1. Campsite #4 At Blanchard Farm

Campsite #4 At Blanchard Farm
Diggs
The price is NZ$59
includes taxes & fees
7 Dec - 8 Dec
Campsite #4 At Blanchard Farm

2. Campsite #3 At Blanchard Farm

Campsite #3 At Blanchard Farm
Diggs
The price is NZ$59
includes taxes & fees
23 Nov - 24 Nov
Campsite #3 At Blanchard Farm

3. 1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town
Mathews
10.0 out of 10, Exceptional, (43 reviews)
"We had a great time at Baydreamin'."
United States
Crystal D.
The price is NZ$559
includes taxes & fees
18 Nov - 19 Nov
1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

4. Bay Dream Believer Cottage on Beautiful East River Waterfront

Bay Dream Believer Cottage on Beautiful East River Waterfront
Mathews
10.0 out of 10, Exceptional, (24 reviews)
"Wonderful location, host communicated well"
United States
Nicole K.
The price is NZ$795
includes taxes & fees
14 Nov - 15 Nov
Bay Dream Believer Cottage on Beautiful East River Waterfront

5. Deltaville 2BR Retreat, Walk to Museum, Boat Parking

Deltaville 2BR Retreat, Walk to Museum, Boat Parking
Deltaville
10.0 out of 10, Exceptional, (75 reviews)
"Everything was perfect - loved staying here. "
United States
John L.
Deltaville 2BR Retreat, Walk to Museum, Boat Parking

6. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
Gloucester
9.4 out of 10, Exceptional, (35 reviews)
"We loved the 1920’s feeling to the home. The cleanliness and quiet location were exactly what we were looking for. We were just a block from the historical center and took advantage of the shops and eateries. We would definitely stay here afain"
United States
David
The price is NZ$613
includes taxes & fees
13 Nov - 14 Nov
Radiant Gloucester House w/ Private Porch!

7. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.2 out of 10, Wonderful, (27 reviews)
"Peaceful and quiet with amazing views!"
United States
Eileen D.
The price is NZ$720
includes taxes & fees
13 Nov - 14 Nov
Smith Beach cottage w/ private sunset

8. Riverfront Cottage: Fire Pit & Kayaks

Riverfront Cottage: Fire Pit & Kayaks
Deltaville
9.8 out of 10, Exceptional, (52 reviews)
"This place was a perfect getaway. Quiet and a beautiful view!"
United States
David P.
The price is NZ$704
includes taxes & fees
23 Nov - 24 Nov
Riverfront Cottage: Fire Pit & Kayaks

9. The Bungalow, Pool, Dock, Kayaks, & Game Room

The Bungalow, Pool, Dock, Kayaks, & Game Room
Topping
The price is NZ$592
includes taxes & fees
15 Nov - 16 Nov
The Bungalow, Pool, Dock, Kayaks, & Game Room

10. Restored 1930s Cottage on 1 Acre w/ Fire Pit

Restored 1930s Cottage on 1 Acre w/ Fire Pit
Hayes
9.6 out of 10, Exceptional, (97 reviews)
"Our family of 6 (age range 20’s to 80’s) enjoyed all of the rooms and porches. The air conditioners kept the home comfortable and the porches were cozy for those who like it warmer. We liked the convenience of being able to make our own breakfasts and dinners here. Having a grill was a bonus."
United States
Susan C.
The price is NZ$612
includes taxes & fees
22 Nov - 23 Nov
Restored 1930s Cottage on 1 Acre w/ Fire Pit

11. Cape Haven - Condo 1.5 Blocks from Beach

Cape Haven - Condo 1.5 Blocks from Beach
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (51 reviews)
"Was wonderful..so close to everything..property was great ..had everything you need"
United States
Donna L.
The price is NZ$844
includes taxes & fees
16 Nov - 17 Nov
Cape Haven - Condo 1.5 Blocks from Beach

12. Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (66 reviews)
"Great house perfect for our family very conveniently located!"
United States
Dorothy A.
The price is NZ$902
includes taxes & fees
17 Nov - 18 Nov
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

13. Golf cart included! 5 blocks to the beach, and in historic district!

Golf cart included! 5 blocks to the beach, and in historic district!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (17 reviews)
"The home was perfectly situated in Cape Charles and on a quiet street. The home was well equipped with everything, the kitchen was well stocked with all the cooking pots/pans and anything you needed to cook with. Check out was a breeze! The screened in porch was perfect in the evening. Golf cart is always a nice touch for properties in Cape Charles."
United States
Lori G.
The price is NZ$1,020
includes taxes & fees
22 Nov - 23 Nov
Golf cart included! 5 blocks to the beach, and in historic district!

14. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
3.0 star property
Gloucester
The price is NZ$639
includes taxes & fees
13 Nov - 14 Nov
Radiant Gloucester House w/ Private Porch!

15. The Waverly Tree House

The Waverly Tree House
Machipongo
10.0 out of 10, Exceptional, (3 reviews)
"Very comfortable and clean spot. Great quiet morning views of the creak. We enjoyed a relaxing stay. It had everything we needed. "
United States
Jeanna C.
The Waverly Tree House

16. Oyster Oasis, Modern Loft in Historic Downtown

Oyster Oasis, Modern Loft in Historic Downtown
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (16 reviews)
"First time in Cape Charles! Our stay was perfect, great location and wonderful amenities!!"
United States
Julia G.
The price is NZ$736
includes taxes & fees
22 Nov - 23 Nov
Oyster Oasis, Modern Loft in Historic Downtown

17. The Captain's Quarters located in Cape Charles, VA offers breathtaking views.

The Captain's Quarters located in Cape Charles, VA offers breathtaking views.
Cape Charles
9.8 out of 10, Exceptional, (85 reviews)
"Very nice views of the water. Great location, close to town and restaurants."
United States
Bart
The price is NZ$578
includes taxes & fees
13 Nov - 14 Nov
The Captain's Quarters located in Cape Charles, VA offers breathtaking views.

18. Walk to Dining, Beach & Park~Family Friendly Home!

Walk to Dining, Beach & Park~Family Friendly Home!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (9 reviews)
"The close proximity to the park was perfect for our children and walking our dog"
United States
Jeff
The price is NZ$561
includes taxes & fees
17 Nov - 18 Nov
Walk to Dining, Beach & Park~Family Friendly Home!

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

Bay cottage, Beach 100 yards away! RESERVE NOW!!!
Historic Downtown Cape Charles
9.6 out of 10, Exceptional, (153 reviews)
"Great property and location. Loved easy walk to down town and the beach. Spent lots of time on front porch."
United States
John T.
The price is NZ$852
includes taxes & fees
16 Nov - 17 Nov
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
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.

Find holiday rentals that suit your style

Find out more about Diggs

Everything you need to know about Diggs 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 Diggs 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 Diggs holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Diggs holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Diggs. 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 Diggs 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 Diggs holiday rentals we have selected for you start as low as NZ$59 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Diggs rentals

At Expedia, we put the best Diggs 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 Diggs 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 Diggs 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 Diggs. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

The Crows Nest.
Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
: This holiday home rental outside of Diggs is located on the waterfront, and offers a balcony, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

What can I see and do in Diggs?

Chesapeake Bay and Bethel Beach are a couple of lovely local spots to get outside and enjoy nature. Bethel Beach Natural Area Preserve and Gwynn's Island Museum 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.