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Search results; Over 1,000 homes in Diggs

Top guest favourite
Cottage in Diggs
Chesapeake Bay Beach Front cabin
1 bedroom, 1 bed, 1 private bathroom
10–15 Oct
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4.93 out of 5 average rating, 45 reviews
Top guest favourite
Tiny home in Diggs
Stargazer Tiny Cabin
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
4.95 out of 5 average rating, 234 reviews
Farm stay in Diggs
Primitive Campsite #4
1 bedroom, 1 bed, WC
9–14 Sept
Guest favourite
Treehouse in Diggs
Wisteria Treehouse
WC
12–17 Sept
4.92 out of 5 average rating, 78 reviews
Guest favourite
Home in Moon
The Retreat at Lilly's Neck
4 bedrooms, 4 beds, 1 bathroom
19–24 Sept
4.91 out of 5 average rating, 74 reviews
Guest favourite
Home in Mathews
Quirky cottage in downtown Mathews
2 bedrooms, 3 beds, 1 bathroom
30 Oct – 4 Nov
4.9 out of 5 average rating, 115 reviews
Top guest favourite
Home in Port Haywood
Relax & Heal Cottage Near Ocean & Forest Retreat
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 67 reviews
Guest favourite
Cottage in Gwynn
Sunset Haven
3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
4.9 out of 5 average rating, 52 reviews
Superhost
Home in Mathews County
Island Vibes/ Bayfront Retreat w/private beach
3 bedrooms, 3 beds, 3 bathrooms
9–14 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Tiny home in North
The Callie Cottage at Belmont
1 bedroom, 1 double bed, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Barn in Cobbs Creek
The Barn at Pond Point - Riverfront Home
3 bedrooms, 5 beds, 2 bathrooms
9–14 Sept
4.95 out of 5 average rating, 146 reviews
Guest favourite
Cottage in Gloucester
White Heron Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.91 out of 5 average rating, 264 reviews
Top guest favourite
Home in North
Cozy Cottage on The North River
2 bedrooms, 5 beds, 1 bathroom
29 Sept – 4 Oct
4.96 out of 5 average rating, 96 reviews
Top guest favourite
Home in Gwynn
Island Oasis 4+ acre waterfront house with hot tub
4 bedrooms, 7 beds, 2.5 bathrooms
10–15 Sept
4.98 out of 5 average rating, 49 reviews
Home in Hallieford
Cozy getaway down by the Bay "GreenBay"
3 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
New place to stay
Top guest favourite
Home in Port Haywood
Waterfront Mathews home | 80-ft dock + kayaks
3 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Gwynn
Mathews Gwynn's Island Chesapeake Bay- Sand Beach!
3 bedrooms, 5 beds, 2 bathrooms
13–18 Oct
4.99 out of 5 average rating, 95 reviews
Guest favourite
Cabin in Deltaville
The Rudder. Great Views!
2 bedrooms, 4 beds, 1 bathroom
13–18 Oct
4.98 out of 5 average rating, 286 reviews
Guest favourite
Loft in Bohannon
Rooftop Chesapeake Bay Views! Waterfront Retreat
1 king bed, 1 bathroom
29 Sept – 4 Oct
5.0 out of 5 average rating, 7 reviews