Search results; Over 1,000 homes in Herald Harbor

Top guest favorite
Tiny home in Crownsville
The Perch at Heron’s Nest
1 bedroom1 king bed,
Dec 7 – 12
5.0 out of 5 average rating, 8 reviews
Top guest favorite
Home in Crownsville
Welcome to Heron House! Annapolis Waterfront Oasis
2 bedrooms2 beds,
Jan 3 – 8
4.96 out of 5 average rating, 27 reviews
Guest favorite
Home in Crownsville
Severn River Waterfront Home
2 bedrooms3 beds,
Dec 15 – 20
4.94 out of 5 average rating, 169 reviews
Top guest favorite
Room in Severna Park
Severna Park Private Entry Suite
2 beds
Dec 14 – 19
4.97 out of 5 average rating, 35 reviews
Top guest favorite
Home in Arnold
Rachel's BnB
2 bedrooms3 beds,
Dec 7 – 12
4.95 out of 5 average rating, 83 reviews
Top guest favorite
Guesthouse in Crownsville
The Studio on the Severn (Waterfront)
1 bedroom1 bed,
Dec 24 – 29
4.99 out of 5 average rating, 79 reviews
Home in Crownsville
2BR waterfront home with kayaks, firepit, & grill
2 bedrooms3 beds,
Dec 10 – 15
4.73 out of 5 average rating, 11 reviews
Top guest favorite
Apartment in Severna Park
Welcome to Anchors Aweigh!
1 bedroom3 beds,
Feb 28 – Mar 5
5.0 out of 5 average rating, 75 reviews
Top guest favorite
Guest suite in Arnold
Old Bay Bungalow
1 bedroom2 beds,
Dec 14 – 19
4.96 out of 5 average rating, 708 reviews
Top guest favorite
Home in Annapolis
Nautical Luxe Retreat 6 Guests • 3 BDR • 2 Baths
3 bedrooms3 beds,
Dec 7 – 12
4.99 out of 5 average rating, 114 reviews
Guest favorite
Home in Crownsville
Holiday Promo: Get 10% Off Holiday Stays
4 bedrooms6 beds,
Dec 14 – 19
4.93 out of 5 average rating, 15 reviews
Top guest favorite
Guesthouse in Severna Park
Private Severn Riverfront Guest Cottage
1 bedroom3 beds,
Dec 15 – 20
4.98 out of 5 average rating, 88 reviews
Top guest favorite
Cottage in Severna Park
Colorful Round Bay Cottage
3 bedrooms4 beds,
Dec 7 – 12
4.88 out of 5 average rating, 48 reviews
Top guest favorite
Guesthouse in Annapolis
Garden View, a spacious 1 bedroom with loft.
2 bedrooms3 beds,
Dec 7 – 12
4.99 out of 5 average rating, 151 reviews
Top guest favorite
Home in Crownsville
"Hilltop Hideaway"- Private basement suite
1 bedroom1 queen bed,
Dec 13 – 18
5.0 out of 5 average rating, 104 reviews
Apartment in Annapolis
Serene Hideaway
1 bedroom2 beds,
Dec 11 – 16
5.0 out of 5 average rating, 4 reviews
Top guest favorite
Home in Annapolis
Welcoming Luxury Estate for Family, Friends, Pets
6 bedrooms5 beds,
Dec 15 – 20
5.0 out of 5 average rating, 16 reviews
Guest favorite
Room in Arnold
Academy Room- 3 miles from US Naval Academy Gate 8
2 beds
Dec 7 – 12
4.83 out of 5 average rating, 95 reviews