Entire home
Private Beach - Peaceful Retreat - Kayaks Bicycles Firepit and Pet-Friendly!
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Reviews
10 out of 10
Exceptional
3 bedrooms1 bathroomSleeps 6
Popular amenities
Rooms & beds
3 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
2 Queen Beds
1 bathroom
Bathroom 1
Towels provided · Bidet · Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Separate dining area
Outdoor play area
Garden
Dining area
About this property
Private Beach - Peaceful Retreat - Kayaks Bicycles Firepit and Pet-Friendly!
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 26
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs (limit 2 total)
The fee is $25 PER NIGHT, PER PUP, up to 2 pups.
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Gwynn
Located in Gwynn, this holiday home is on the beach. Deltaville Marina and Golden Eagle Golf Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Bethel Beach Natural Area Preserve and Chesapeake Bay. Deltaville Maritime Museum and Compass Entertainment Complex are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Gwynn's Island, VA
What's nearby
- Gwynn's Island Musuem - 18 min walk - 1.6 km
- Deltaville Marina - 30 min drive - 41.2 km
- Yorktown Beach - 47 min drive - 64.3 km
- Busch Gardens Williamsburg - 59 min drive - 79.6 km
- Water Country USA - 61 min drive - 82.3 km
Getting around
Restaurants
- Howard-Dooley Cafe - 10 min drive
- The Hatchery Culture - 5 min drive
- Shun Xing - 12 min drive
- Seafood Shack - 11 min drive
- Hole In The Wall - 5 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.8/10
Cleanliness
9.8/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
16 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 6 nights in Aug 2025
Verified
10/10 Excellent
karen w.
4 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
karen w.
Stayed 8 nights in Aug 2025
Verified
10/10 Excellent
Kristen F.
10 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kristen F.
Stayed 6 nights in Aug 2025
Verified
10/10 Excellent
Clayton S.
22 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Clayton S.
Stayed 5 nights in Aug 2025
Verified
10/10 Excellent
Seth R.
14 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing
Seth R.
Stayed 8 nights in Jun 2025
Verified
10/10 Excellent
Jody S.
30 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jody S.
Stayed 7 nights in Jul 2025
Verified
10/10 Excellent
Verified traveller
10 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy

Verified traveller
Stayed 6 nights in Oct 2025
Verified
10/10 Excellent
karen w.
21 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cottage on the Island.
karen w.
Stayed 8 nights in Jul 2024
Verified
10/10 Excellent
Andréa V.
14 Sept, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Stay
Andréa V.
Stayed 13 nights in Aug 2023
Verified
10/10 Excellent
Kimberly R.
1 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Quaint!
Kimberly R.
Stayed 5 nights in Jul 2024
Verified
10/10 Excellent
Jennifer S.
6 Jun, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute cottage, great boat access
Jennifer S.
Stayed 5 nights in Jun 2024
Verified
10/10 Excellent
Aurora G.
19 Aug, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic house and location for a relaxing family vacation!
Aurora G.
Stayed 7 nights in Aug 2023
Verified
10/10 Excellent
karen w.
15 Aug, 2023
Liked: Check-in, communication, location, listing accuracy
Cottage on the Bay in August 2023
karen w.
Stayed 6 nights in Aug 2023
Verified
10/10 Excellent
W E.
23 Jun, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Vacation
W E.
Stayed 6 nights in Jun 2024
Verified
10/10 Excellent
Kara M.
5 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful, relaxing getaway!
Kara M.
Stayed 6 nights in Jun 2024
Verified
10/10 Excellent
Tamara H.
14 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect stay
Tamara H.
Stayed 6 nights in Jul 2024
Verified
10/10 Excellent
Debbie C.
3 Jul, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Gwynn’s Island Gem
Debbie C.
Stayed 7 nights in Jun 2023
Verified
10/10 Excellent
Melissa Y.
1 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Little slice of heaven!
Melissa Y.
Stayed 6 nights in Aug 2024
Verified
10/10 Excellent
david a.
19 Sept, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Getaway
david a.
Stayed 7 nights in Sep 2023
Verified
10/10 Excellent
Philip R.
11 Jul, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Didn’t wanna leave
Philip R.
Stayed 7 nights in Jul 2023
Verified
10/10 Excellent
Christina W.
25 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Will return, great location


Christina W.
Stayed 7 nights in Jun 2025
Verified
10/10 Excellent
Carolyn F.
1 Aug, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Stay
Carolyn F.
Stayed 10 nights in Jul 2023
Verified
10/10 Excellent
Jamie V.
15 Oct, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic Stay at this Beach Cottage!
Jamie V.
Stayed 4 nights in Oct 2024
Verified
10/10 Excellent
Heather B.
11 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cozy cottage life
Heather B.
Stayed 6 nights in Aug 2024
Verified
10/10 Excellent
Maggie R.
9 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family trip on the bay
Maggie R.
Stayed 5 nights in Aug 2025
About the host
Hosted by Cannon Property Services LLC
We are an outdoor-loving family who has worked hard to build our dream seaside home. It is our happy place and we are so excited to share it with you! Our hope is that it becomes your happy place, too.
Why they chose this property
Gwynn’s Island on the Chesapeake Bay—is the perfect mix of seclusion, natural beauty, and small-town charm. Here’s why it’s such a special choice:
1. True Peace & Privacy
• Private beach and dock mean no crowds —just your own quiet slice of the Bay.
• The low-traffic island setting offers a slower pace of life, perfect for unwinding.
2. Stunning Natural Surroundings
• Enjoy panoramic water views, wildlife like dolphins and bald eagles, and gorgeous sunrises and sunsets.
• The sandy-bottom Bay is ideal for swimming, kayaking, fishing, or simply wading in the shallows.
3. Authentic Coastal Virginia
• Gwynn’s Island is untouched and steeped in history, offering a more authentic and intimate experience than busier tourist spots.
• The nearby town of Mathews is full of charm, with antique shops, local eats, and welcoming locals.
4. Central, Yet Hidden
• You’re within an hour of historic Williamsburg, Yorktown, Virginia Beach, and Busch Gardens, making this a great base for day trips.
• But once you cross the island’s drawbridge, it feels like a world away from it all.
5. All-Season Getaway
• Summer brings beach days and boating.
• Fall and winter are quiet, cozy, and romantic—great for fireside reading, stargazing, or holiday escapes.
In short, we choose this location to disconnect from the chaos, reconnect with nature, and recharge in a setting that’s both peaceful and full of things to explore.
1. True Peace & Privacy
• Private beach and dock mean no crowds —just your own quiet slice of the Bay.
• The low-traffic island setting offers a slower pace of life, perfect for unwinding.
2. Stunning Natural Surroundings
• Enjoy panoramic water views, wildlife like dolphins and bald eagles, and gorgeous sunrises and sunsets.
• The sandy-bottom Bay is ideal for swimming, kayaking, fishing, or simply wading in the shallows.
3. Authentic Coastal Virginia
• Gwynn’s Island is untouched and steeped in history, offering a more authentic and intimate experience than busier tourist spots.
• The nearby town of Mathews is full of charm, with antique shops, local eats, and welcoming locals.
4. Central, Yet Hidden
• You’re within an hour of historic Williamsburg, Yorktown, Virginia Beach, and Busch Gardens, making this a great base for day trips.
• But once you cross the island’s drawbridge, it feels like a world away from it all.
5. All-Season Getaway
• Summer brings beach days and boating.
• Fall and winter are quiet, cozy, and romantic—great for fireside reading, stargazing, or holiday escapes.
In short, we choose this location to disconnect from the chaos, reconnect with nature, and recharge in a setting that’s both peaceful and full of things to explore.
What makes this property unique
This property stands out for several reasons that make it truly unique and memorable:
1. Private Beach & Dock
Few rentals offer direct access to a private, sandy-bottom beach and a dock—perfect for swimming, kayaking, paddleboarding, fishing, or just unwinding by the water without the crowds.
2. Dual Water Access
With waterfront on both the front and back of the property, guests get a rare waterfront experience—ideal for boating, crabbing, wildlife spotting, or simply enjoying the views from every angle.
3. Authentic Island Experience
Situated on historic Gwynn’s Island, accessed via a drawbridge, the property offers a true island lifestyle—quiet, secluded, and steeped in local history and small-town charm.
4. Charming Bohemian Style
The cottage’s boho-meets-vintage décor creates a cozy, nostalgic vibe that sets it apart from generic beach rentals. From the record player and antique dining table to the lending library, every detail feels warm and personal.
5. Fully-Equipped for Adventure & Relaxation
Guests have free access to kayaks, paddleboard, bikes, crab traps, and more, stored conveniently in the backyard shed—an amenity package that goes above and beyond.
6. All-Season Appeal
While summer is perfect for beach fun, fall and winter bring their own quiet magic—think misty mornings, fires by the bay, and cozy reading nooks with waterfront views.
7. Ideal for Families, Couples, or Small Groups
With multiple king beds, a family-friendly loft, plenty of entertainment, and loads of outdoor gear, it’s a great fit for both adventurous and laid-back guests of all ages.
8. Prime Location for Exploring Coastal Virginia
Located within easy reach of Mathews, Yorktown, Williamsburg, and Chincoteague, guests can enjoy both peaceful seclusion and exciting day trips.
1. Private Beach & Dock
Few rentals offer direct access to a private, sandy-bottom beach and a dock—perfect for swimming, kayaking, paddleboarding, fishing, or just unwinding by the water without the crowds.
2. Dual Water Access
With waterfront on both the front and back of the property, guests get a rare waterfront experience—ideal for boating, crabbing, wildlife spotting, or simply enjoying the views from every angle.
3. Authentic Island Experience
Situated on historic Gwynn’s Island, accessed via a drawbridge, the property offers a true island lifestyle—quiet, secluded, and steeped in local history and small-town charm.
4. Charming Bohemian Style
The cottage’s boho-meets-vintage décor creates a cozy, nostalgic vibe that sets it apart from generic beach rentals. From the record player and antique dining table to the lending library, every detail feels warm and personal.
5. Fully-Equipped for Adventure & Relaxation
Guests have free access to kayaks, paddleboard, bikes, crab traps, and more, stored conveniently in the backyard shed—an amenity package that goes above and beyond.
6. All-Season Appeal
While summer is perfect for beach fun, fall and winter bring their own quiet magic—think misty mornings, fires by the bay, and cozy reading nooks with waterfront views.
7. Ideal for Families, Couples, or Small Groups
With multiple king beds, a family-friendly loft, plenty of entertainment, and loads of outdoor gear, it’s a great fit for both adventurous and laid-back guests of all ages.
8. Prime Location for Exploring Coastal Virginia
Located within easy reach of Mathews, Yorktown, Williamsburg, and Chincoteague, guests can enjoy both peaceful seclusion and exciting day trips.
Languages:
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