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Explore Gay Accommodations in Chestertown
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1 guest, 1 bedroom
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Entire place • Chestertown
★
5 (1)
Walk to the Beach with Deck, Fireplace, BBQ Grill, Boat Ramp & Office
🏆 Pride Points x3
Wi-Fi • Parking • Pets allowed
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Instant
Entire place • Chestertown
Carriage House Hideaway In Center of Chestertown
🏆 Pride Points x3
Pets allowed
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Instant
Hotel room ** • Chestertown
★
3.6 (1)
Driftwood Inn
🏆 Pride Points x3
Wi-Fi • Parking • Pets allowed
Friendly
Approval
Instant
Entire place • Chestertown
Pet-Friendly Home on Chester River with Dock!
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Friendly
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Instant
Hotel room ** • Chestertown
★
4.48 (1)
Comfort Inn & Suites Chestertown
🏆 Pride Points x3
Wi-Fi • Parking • Gym
Friendly
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Instant
Private room ***** • Chestertown
★
5 (1)
Brampton 1860
🏆 Pride Points x3
Breakfast included • Wi-Fi • Adult Only
Friendly
Approval
Instant
Entire place • 8.9 miles from Chestertown
Eastern Shore Getaway Walk to Tolchester Marina!
🏆 Pride Points x3
Wi-Fi • Hot tub • Spa
Friendly
Approval
Instant
Entire place • 10.4 miles from Chestertown
Rock Hall Retreat with Balcony Near Park and Marina!
🏆 Pride Points x3
Wi-Fi • Parking • Bar
Matthew
Approval
Instant
Entire place • 10.6 miles from Chestertown
Blake House Historic Estate with Private Inn
Parking • Pets allowed • Air conditioning
Friendly
Approval
Instant
Hotel room • 10.9 miles from Chestertown
★
4.8 (1)
Inn at Haven Harbour
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Friendly
Approval
Instant
Hotel room • 10.9 miles from Chestertown
★
5 (1)
Inn at Osprey Point
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Friendly
Approval
Instant
Private room **** • 11 miles from Chestertown
★
5 (1)
Inn at Huntingfield Creek
🏆 Pride Points x3
Wi-Fi • Pool • Smoking allowed
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