Grimstead, Gwynn, VA, USA Vacation rentals • comparison for Airbnb, Vrbo and Booking prices

United States Virginia Gwynn vacation rental compare prices direct by owner 33272454

United States Virginia Hudgins vacation rental compare prices direct by owner 33319737

Private Beach Getaway at Finest Chesapeake Bay

5.0 (43)

3 Bedrooms • 8 Guests

$468 avg/night

United States Virginia Hudgins vacation rental compare prices direct by owner 32779279

Still Waters Cottage

4.9 (9)

2 Bedrooms • 5 Guests

$301 avg/night

United States Virginia Grimstead vacation rental compare prices direct by owner 495822

Waterfront Cottage on Chesapeake Bay w Private Beach- BOOK YOUR SUMMER '26 WEEK!

5.0 (220)

2 Bedrooms • 4 Guests

Available on

United States Virginia Gwynns Island vacation rental compare prices direct by owner 906653

PRIVATE BEACH on the Chesapeake Bay

5.0 (138)

5 Bedrooms • 12 Guests

Available on

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United States Virginia Gwynn vacation rental compare prices direct by owner 1317781

Sand and Sun Beachfront Home on Chesapeake Bay - Gwynn’s Island, Mathews County

5.0 (49)

3 Bedrooms • 8 Guests

Available on

United States Virginia Gwynn vacation rental compare prices direct by owner 2613009

~ Beautiful Gwynn’s Island Waterfront Home ~

5.0 (40)

4 Bedrooms • 8 Guests

$432 avg/night

United States Virginia Hudgins vacation rental compare prices direct by owner 2681191

Beach House on Chesapeake Bay!

5.0 (134)

3 Bedrooms • 8 Guests

Available on

United States Virginia Gwynn vacation rental compare prices direct by owner 26532056

Bay-frame: spacious, modern home + private beach

5.0 (4)

3 Bedrooms • 10 Guests

Available on

United States Virginia Gwynn's Island vacation rental compare prices direct by owner 33338378

Peaceful Waterfront Retreat. Kayaks, Bicycles, Firepit, and more. Pet-Friendly!

5.0 (35)

3 Bedrooms • 6 Guests

Available on

United States Virginia Hudgins vacation rental compare prices direct by owner 34551583

Water front Coastal Bungalow with boat docks

5.0 (19)

3 Bedrooms • 10 Guests

$352 avg/night

United States Virginia Gwynn vacation rental compare prices direct by owner 34826343

Cozy little home on Gwynn's Island with semi-private Chesapeake Bay beach access

5.0 (3)

2 Bedrooms • 5 Guests

Available on

United States Virginia Hudgins vacation rental compare prices direct by owner 36259794

Harding Hideaway on Beach & Bay!

5.0 (9)

3 Bedrooms • 6 Guests

$372 avg/night

United States Virginia Hudgins vacation rental compare prices direct by owner 37148005

Oyster Haven- private beach front home 3 bedrooms

5.0 (27)

3 Bedrooms • 7 Guests

$369 avg/night

United States Virginia Gwynn vacation rental compare prices direct by owner 1184460

Mathews Gwynn's Island Chesapeake Bay- Sand Beach!

5.0 (80)

3 Bedrooms • 6 Guests

$317 avg/night

United States Virginia Gwynn vacation rental compare prices direct by owner 12601571

‘The Sand Crab’- Beachfront Cottage, Kayaks, WiFi

5.0 (92)

3 Bedrooms • 6 Guests

$387 avg/night

United States Virginia Gwynn vacation rental compare prices direct by owner 25431554

Island Oasis 4+ acre waterfront house with hot tub

5.0 (42)

4 Bedrooms • 10 Guests

$544 avg/night

United States Virginia Gwynn vacation rental compare prices direct by owner 2418865

Island Get-A-Way on the Chesapeake Bay with Beach

4.9 (39)

3 Bedrooms • 7 Guests

$340 avg/night

United States Virginia Gwynn vacation rental compare prices direct by owner 36939156

320 Water View and Access Retreat - Fiddlers Green

4.9 (10)

2 Bedrooms • 6 Guests

$208 avg/night

United States Virginia Gwynn vacation rental compare prices direct by owner 24300154

Sunset Haven

4.9 (46)

3 Bedrooms • 8 Guests

$286 avg/night

United States Virginia Grimstead vacation rental compare prices direct by owner 782866

Gwynns Island Waterfront Getaway

4.9 (338)

3 Bedrooms • 6 Guests

$282 avg/night

United States Virginia Hudgins vacation rental compare prices direct by owner 747506

The Boathouse- Chesapeake Bay; Kayakers love it.

4.8 (107)

4 Bedrooms • 8 Guests

$613 avg/night

United States Virginia Gwynn vacation rental compare prices direct by owner 25257235

Beautiful Gwynn’s Island Waterfront Home

4.8 (8)

4 Bedrooms • 8 Guests

Available on

United States Virginia Gwynn vacation rental compare prices direct by owner 27725306

Miss Tryst! A 41’ sailing yacht

4.5 (26)

2 Bedrooms • 8 Guests

$276 avg/night

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