Diggs Cottage Rentals & Holiday Homes
Find the best cottages in Diggs - We found 79 exact matches
About Diggs Luxury Rental on Cruises By Owner
Searching for cottages to rent near Diggs? Cruises By Owner features more than 79 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Diggs have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. Cruises By Owner’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Diggs.
Are you planning to travel to the lakeside, beach, or mountain area? Cruises By Owner’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.
Cruises By Owner boasts of 79 holiday cottages and places to stay in Diggs. The site provides unique Airbnb, VRBO, Cruises By Owner-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.
Frequently Asked Questions About Diggs Cottage Rentals
What are the top rated Cottage Rentals in Diggs?
There are a lot of options in Diggs. If you plan on staying in the Diggs area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Diggs:
- PRIVATE BEACH on the Chesapeake Bay
- Sunsets on the Mobjack and East River! Bring your kayaks & bikes.
- Sand and Sun Beachfront Home on Chesapeake Bay - Gwynn’s Island, Mathews County
- Peaceful Waterfront Retreat. Kayaks, Bicycles, Firepit, and more. Pet-Friendly!
- Southern Delight Mathews Virginia
- Starlight Inlet, a quiet getaway on beautiful Gwynn's Island, VA.
- WATERFRONT Southern Living Upscale Cottage close to Main St! Time to RELAX!
- "Right on the Water" vacation home in Mathews
- New 5 bedroom home on private, sandy beach with game room and elevator.
- Cozy little home on Gwynn's Island with semi-private Chesapeake Bay beach access
How much does it cost to rent a cottage in Diggs?
The average cost for a cottage rental in Diggs is $337 per night. Cruisesbyowner has a wide list of great cottages near Diggs that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Diggs that allow pets?
Yes, here are the top cottage rentals in Diggs that allow you to bring your pet:
- Beach House on Chesapeake Bay!
- 15 Mi to Gloucester Waterfront Mathews Home!
- Waterfront Cottage on Chesapeake Bay w Private Beach-nBOOK YOUR SUMMER '26 WEEK!
- Foster's Bethel Beach Inn
See all pet-friendly vacation rentals in Diggs on Cruisesbyowner
Do you have any rental cottages in Diggs that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Diggs to find one that works for you.
Are there quality cottages in Diggs that have indoor swimming pools?
As of 2026, the data from Cruisesbyowner shows that there are Over 79 private swimming pools or cottages with indoor pools in the Diggs area along with other great amenities.