Photo by Rachael Redford

Holiday Homes in Diggs

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Featured Holiday Homes in Diggs

Vacation Getaway on Chesapeake Bay
10.0 out of 10, Exceptional, (151)
"This house is truly in a perfect special spot. Super close to a few good spots to eat, and so jam packed with nature. So much nicer in person than even advertised in the pictures. Frank and Sandy couldn’t have been easier to deal with and the house was great. Kids enjoyed the heck out of the creek. Would love to visit again. "
Vacation Getaway on Chesapeake Bay
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
10.0 out of 10, Exceptional, (78)
"I would stay again. I didnt care for the lake of not telling you your address of location etc until few days before because we were planning a road trip with stops on way and wanted to put address in gps but I understand why they have to do ot so if your a big time planner just keep that in mind. The house itself and location and cleanliness was top notch"
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Radiant Gloucester House w/ Private Porch!
9.4 out of 10, Exceptional, (13)
"Beautifully restored interior. Air conditioning worked great. Quiet street but only steps to Main Street. Especially good for visiting residents at Riverside Sanders which is just a block away."
Radiant Gloucester House w/ Private Porch!
Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!
9.8 out of 10, Exceptional, (153)
"We really enjoyed our stay at the Little Blue House. The location could not have been better -- in walking distance to the Tides Inn, the Local, and a few cute shops. There was more to see and do just a short drive away. The house itself was very cute and my daughter loved having her own room and bathroom. The streaming options (Netflix, Hulu, etc.) didn't work, but I think they just need to be upgraded. The jacuzzi jets in the big tub were TO DIE FOR. We highly recommend!"
Heart of Irvington w/Fireplace Walk to Tides Inn & restaurants - Dog friendly!
Sisters 3 by the Sea, 400 Feet To The Beach
9.4 out of 10, Exceptional, (146)
"Absolutely loved the House and its proximity to the beach. We will be back!! "
Sisters 3 by the Sea, 400 Feet To The Beach
Family Rental, Best location to Central Park and beach!
10.0 out of 10, Exceptional, (22)
"The house was amazing, super clean and had everything we needed! Would love to rent this house again in the future!"
Family Rental, Best location to Central Park and beach!
"Tranquil Tides"-4BR, 3BA, beautiful home with private beach access!
10.0 out of 10, Exceptional, (3)
"Well equipped house, as described and close to the marina!"
"Tranquil Tides"-4BR, 3BA, beautiful home with private beach access!
Private, 7-acre waterfront retreat on Winter Harbor Haven
10.0 out of 10, Exceptional, (122)
"Family and dog had a wonderful time at this off-the-beaten path waterfront gem. Great water access and beautiful views from the screened porch. Enjoyed crabbing, beach walks at nearby preserve, sunrises, quaint town w cute shops."
Private, 7-acre waterfront retreat on Winter Harbor Haven
Cape Charles home with pool and golf cart 5 minutes from the beach!
9.6 out of 10, Exceptional, (4)
"The house is very nice. Kids said twin beds were fine. Master and downstairs beds very comfortable. Love that each bedroom has is own bathroom! Small kitchen but efficient enough though no garbage disposal. Overall our family had lots of fun and even times of relaxation "
Cape Charles home with pool and golf cart 5 minutes from the beach!
Gwynn's Island Renovated 1910 Farm House & Sand Beach
9.8 out of 10, Exceptional, (16)
"Owners' description provides all details needed; property itself met and exceeded expectations! Simply beautiful house, perfectly appointed, every amenity possible was available. Charming decor, appropriate for the historic Gwynn's Island charm, with all modern conveniences. We loved it and will definitely return! Thank you so much!"
Gwynn's Island Renovated 1910 Farm House & Sand Beach
Bay Creek Home Close to Private Beach, Pool & Golf
10.0 out of 10, Exceptional, (45)
"House is great! Tons to keep everyone entertained. Would happily stay there again."
Bay Creek Home Close to Private Beach, Pool & Golf
Scenic Port Haywood Gem w/ Waterfront Views!
10.0 out of 10, Exceptional, (8)
"Absolutely beautiful home with perfect views! Yard was beautifully landscaped and home was stocked with everything you need. The perfect relaxing getaway! "
Scenic Port Haywood Gem w/ Waterfront Views!
Relaxing 1 bedroom 2019 Camper beside the Seven River
9.2 out of 10, Wonderful, (13)
"We didn't wander much at property as we were doing theme park days but it was beautiful and as described."
The price is AU$225
includes taxes & fees
1 Oct - 2 Oct
Relaxing 1 bedroom 2019 Camper beside the Seven River
Welcome to this Waterfront Home with Amazing Views
10.0 out of 10, Exceptional, (17)
"Very nice home. Beautiful dock. Great location. Very clean."
The price is AU$570
includes taxes & fees
25 Sept - 26 Sept
Welcome to this Waterfront Home with Amazing Views
Nassawadox Creek Waterfront Home with Private Pool
10.0 out of 10, Exceptional, (37)
"Family had a great time - kids swam, fished, kayaked, learnt to trap and prepare crab...they loved it! The view's rather beautiful, and it's downright quiet. We barely stayed indoors during the day! Thanks for sharing!"
Nassawadox Creek Waterfront Home with Private Pool
Key Lime Cottage: Your Cape Charles Beachside Retreat
10.0 out of 10, Exceptional, (35)
"This was our fourth time to Cape Charles, but our first time at Key Lime. The house was great. The location was so close to the beach and having the golf cart to get to town was the best. We brought our 3 children with us and the house had so much to entertain them!"
Key Lime Cottage: Your Cape Charles Beachside Retreat
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
10.0 out of 10, Exceptional, (142)
"The cottage was great for the two of us. Very quiet and relaxing. You can't really relax on the beach though because when the tide comes in it disappears. We went to Haven Beach to relax and swim - just a short drive away. But you can sit by the fire pit and enjoy the serene scene with jumping fish and herons. The cottage was well equipped with almost everything we needed for our stay. The tennis court was unusable - the picture does not reflect its current condition. The pool looks nice but we...
MILLION $ VIEWS NO EXTRA CHARGE! HOT TUB! POOL! BEACH! RESORT-LIKE AMENITIES!
Steps away from Gloucester Marina & Restaurant
10.0 out of 10, Exceptional, (26)
"Absolutely beautiful, immaculate house located in a great location for Williamsburg and Busch gardens. Quiet neighborhood, best stocked kitchen of anyplace we have ever stayed. Super comfortable beds. Would absolutely return again. Thanks for an excellent stay. "
Steps away from Gloucester Marina & Restaurant
Cape Charles Newly Updated Family-friendly Beach House, 1 Block to Private Beach
10.0 out of 10, Exceptional, (14)
"What a great home to relax and enjoy time together while experiencing beautiful and quant Cape Charles. Drop Anchor had all the amenities needed for a wonderful long weekend. This beautiful, very clean, comfortable and well stocked home was central to all activities and restaurants. The beds and linens were super comfy and we rested well in the quiet neighborhood. We enjoyed early morning sunrise coffee on the screened porch and then hopped on our rented carts and were able to explore all the...
Cape Charles Newly Updated Family-friendly Beach House, 1 Block to Private Beach
Gorgeous 5 Bedroom, 3 Bath Waterfront Home!
10.0 out of 10, Exceptional, (5)
"The house was perfect. It had everything you need for the beach. Highly recommend"
Gorgeous 5 Bedroom, 3 Bath Waterfront Home!
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Other property types in Diggs

Private 5-acre Waterfront Peninsula with Beach
9.4 out of 10, Exceptional, (32)
"There were so many things to do at this beautiful location! We enjoyed boating, swimming, crabbing, disc golf, bonfires, games, and more! The house comfortably sleeps 21 people! It’s a lovely house that has an incredible view and it’s so quiet and relaxing. "
The price is AU$1,243
includes taxes & fees
1 Oct - 2 Oct
Private 5-acre Waterfront Peninsula with Beach
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
10.0 out of 10, Exceptional, (78)
"I would stay again. I didnt care for the lake of not telling you your address of location etc until few days before because we were planning a road trip with stops on way and wanted to put address in gps but I understand why they have to do ot so if your a big time planner just keep that in mind. The house itself and location and cleanliness was top notch"
"Bee Haven" Cottage Retreat Near Colonial Williamsburg
Cottage on a Private Island in the York River
10.0 out of 10, Exceptional, (312)
"The property is in a great location with stunning views. The hosts were super friendly, communcaitive and knowledge of the local area. We were able to go fishing on their nice pier. Super accomadating and pet friendly. THANKS"
Cottage on a Private Island in the York River
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.