Holiday rentals in Gunpowder River

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Top-rated holiday rentals in Gunpowder River

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Home in Chestertown
CHESAPEAKE SUNSETS
Escape to a quaint bayside cottage with sweeping views of the Chesapeake. Relax and enjoy beautiful sunsets from the bayside sundeck, screened porch or from the comfort of your home. Less than 2 miles to the seasonal Shanty Bar at Tolchester Marina featuring live music, dining and its own beach. One mile from a private community boat ramp to launch your water toys. 800 sq ft 2 bedroom 1 bath house is on Maryland’s Eastern Shore less than 2 hours from Washington, Baltimore and Philadelphia.
2–9 MayIndividual Host,
£177 per night
4.94 out of 5 average rating, 127 reviews
Guest favourite
Guest suite in Forest Hill
Scenic, private 2 room-guest suite, near Bel Air
Relax and enjoy the scenic view of the countryside in this spacious (3 room) guest suite. The sunset is gorgeous! Spend the weekend enjoying the local activities: Dance under the stars at Boordy Vineyard Taste the craft beers at local breweries Hiking at Rocks State Park Biking nearby at the old railroad trail Explore the shops and restaurants on Main Street in historic Bel Air Spend a work trip in this peaceful, quiet space, located close to Aberdeen Proving Grounds, Peach Bottom Plant.
9–16 FebIndividual Host,
£89 per night
5.0 out of 5 average rating, 103 reviews
Guest favourite
Guest house in White Marsh
Bird River Bottega - A Waterfront Oasis!
Private entrance studio located on a waterfront property. The Bottega is perfect for couples, solo travelers, and business professionals; best suited for two travelers. Enjoy your morning coffee by the water and watch the Ospreys, herons, ducks, hawks, and bald eagles galore. Whether you are fishing, lounging, or kayaking the Bird River (home to the Chesapeake Bay), you are bound for relaxation. Surrounded by a plethora of eateries, shopping, and entertainment all within a 25 minute drive.
9–16 NovIndividual Host,
£89 per night
4.97 out of 5 average rating, 137 reviews

Popular amenities for Gunpowder River holiday rentals

Other great holiday rentals in Gunpowder River

Guest favourite
Flat in Monkton
Apartment in the 1858 Monkton Hotel!
24 Apr – 1 MayIndividual Host,
£105 per night
4.94 out of 5 average rating, 132 reviews
Guest favourite
Guest suite in Chestertown
Beautiful Waterfront Chestertown Getaway
27 Jun – 4 JulIndividual Host,
£123 per night
4.99 out of 5 average rating, 189 reviews
Guest favourite
Guest house in Towson
Cute cottage studio with full kitchen and laundry
6–13 JunIndividual Host,
£147 per night
4.99 out of 5 average rating, 164 reviews
Guest favourite
Guest suite in Jarrettsville
Modern Farmhouse Retreat Surrounded by Farmland
15–22 MarProfessional Host,
£100 per night
4.91 out of 5 average rating, 170 reviews
Guest favourite
Flat in Pasadena
Sea Dreamer aka Phenomenal Hospitality
17–24 NovIndividual Host,
£84 per night
4.99 out of 5 average rating, 536 reviews
Guest favourite
Farm stay in Essex
Private wing at historic water view Walnut Grove
23–30 AprIndividual Host,
£105 per night
4.95 out of 5 average rating, 139 reviews
Guest favourite
Guest suite in Joppatowne
Cozy, clean & spacious lower level of a new home
9–16 MayIndividual Host,
£55 per night
5.0 out of 5 average rating, 71 reviews
Guest favourite
Home in Middle River
Waterfront Home with Private Beach, Stunning Views
27 Sept – 4 OctIndividual Host,
£611 per night
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Joppatowne
Waterfront Oasis for Families/Remote Work
1–8 MayIndividual Host,
£298 per night
4.89 out of 5 average rating, 28 reviews
Guest favourite
Home in Joppatowne
Mac's Waterfront Wonder
12–19 OctIndividual Host,
£235 per night
4.9 out of 5 average rating, 10 reviews
Guest favourite
Home in Perry Hall
Gunpowder Retreat
25 Sept – 2 OctIndividual Host,
£323 per night
4.98 out of 5 average rating, 40 reviews
Guest favourite
Home in Sparrows Point
Pristine Waterfront Home with Bay Views for Miles
8–13 AugIndividual Host,
£532 per night
5.0 out of 5 average rating, 50 reviews

Destinations to explore