Holiday rentals near Chesapeake Beach Railway Museum
We found 516 holiday rentals — enter your dates for availability
Find the perfect private holiday rental that's close to Chesapeake Beach Railway Museum. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as Wi-Fi and a pool. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Chesapeake Beach Railway Museum
Showing deals for:26 Sept - 3 Oct
Image gallery for Edgewater/Mayo Getaway!
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Edgewater/Mayo Getaway!
Edgewater, MD
7% off
Price is NZ$5,652
NZ$5,652
NZ$807 per night
includes taxes & fees
Image gallery for Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
9.89.8 out of 10 rating
Exceptional
(181 reviews)
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
St. Michaels, MD
8% off
Price is NZ$4,943
NZ$4,943
NZ$706 per night
includes taxes & fees
Image gallery for Alpaca Farm on Chesapeake Bay - 86 Private Acres, Heated Pool, Beach, 600' Pier
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Alpaca Farm on Chesapeake Bay - 86 Private Acres, Heated Pool, Beach, 600' Pier
Cambridge, MD
7% off
Price is NZ$18,812
NZ$18,812
NZ$2,687 per night
includes taxes & fees
Image gallery for St Michaels Retreat, Log Cabin, Family & Pet-Friendly
9.89.8 out of 10 rating
Exceptional
(6 reviews)
St Michaels Retreat, Log Cabin, Family & Pet-Friendly
St. Michaels, MD
16% off
Price is NZ$10,206
NZ$10,206
NZ$1,458 per night
includes taxes & fees
Image gallery for Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
1010 out of 10 rating
Exceptional
(75 reviews)
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
Stevensville, MD
8% off
Price is NZ$11,377
NZ$11,377
NZ$1,625 per night
includes taxes & fees
Image gallery for Cottage Located on the Patuxent River!
1010 out of 10 rating
Exceptional
(38 reviews)
Cottage Located on the Patuxent River!
Prince Frederick, MD
9% off
Price is NZ$4,094
NZ$4,094
NZ$585 per night
includes taxes & fees
Image gallery for Bay views with kayaks, bikes, fire pit, crabbing and more
9.69.6 out of 10 rating
Exceptional
(20 reviews)
Bay views with kayaks, bikes, fire pit, crabbing and more
Shady Side, MD
33% off
Price is NZ$4,008
NZ$4,008
NZ$573 per night
includes taxes & fees
Image gallery for Beautiful Waterfront Retreat in Cambridge!
1010 out of 10 rating
Exceptional
(38 reviews)
Beautiful Waterfront Retreat in Cambridge!
Cambridge, MD
8% off
Price is NZ$3,887
NZ$3,887
NZ$555 per night
includes taxes & fees
Image gallery for Studio in Downtown – Walk to Everything!
1010 out of 10 rating
Exceptional
(19 reviews)
Studio in Downtown – Walk to Everything!
St. Michaels, Maryland
11% off
Price is NZ$4,025
NZ$4,025
NZ$575 per night
includes taxes & fees
Image gallery for Waterfront 4 acre home with pool between the towns of St. Michaels & Easton!
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Waterfront 4 acre home with pool between the towns of St. Michaels & Easton!
Easton, MD
8% off
Price is NZ$10,242
NZ$10,242
NZ$1,463 per night
includes taxes & fees
Image gallery for Waterfront property with private boat ramp and new dock!
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Waterfront property with private boat ramp and new dock!
Cambridge, MD
8% off
Price is NZ$3,252
NZ$3,252
NZ$465 per night
includes taxes & fees
Image gallery for Annapolis Area Private, 3 Bedroom Pool, Jacuzzi & Sauna & Casino-Like Game Room
9.69.6 out of 10 rating
Exceptional
(33 reviews)
Annapolis Area Private, 3 Bedroom Pool, Jacuzzi & Sauna & Casino-Like Game Room
Davidsonville, MD
7% off
Price is NZ$13,966
NZ$13,966
NZ$1,995 per night
includes taxes & fees
Image gallery for 5 bedroom, 8 bed, 3 story house a block from beach
9.69.6 out of 10 rating
Exceptional
(15 reviews)
5 bedroom, 8 bed, 3 story house a block from beach
St. Leonard, MD
5% off
Price is NZ$4,909
NZ$4,909
NZ$701 per night
includes taxes & fees
Image gallery for Grandview - Main House
9.89.8 out of 10 rating
Exceptional
(44 reviews)
Grandview - Main House
Bozman, MD
25% off
Price is NZ$6,730
NZ$6,730
NZ$961 per night
includes taxes & fees
Image gallery for Eastern Shore Waterside Cottage Near St. Michaels
1010 out of 10 rating
Exceptional
(19 reviews)
Eastern Shore Waterside Cottage Near St. Michaels
Neavitt, MD
12% off
Price is NZ$4,264
NZ$4,264
NZ$609 per night
includes taxes & fees
Image gallery for Charming Waterfront Cottage Retreat near St. Michaels
1010 out of 10 rating
Exceptional
(6 reviews)
Charming Waterfront Cottage Retreat near St. Michaels
Bozman, MD
23% off
Price is NZ$5,264
NZ$5,264
NZ$752 per night
includes taxes & fees
Image gallery for New Loft w/South River view from treehouse deck!
1010 out of 10 rating
Exceptional
(21 reviews)
New Loft w/South River view from treehouse deck!
Riva, MD
15% off
Price is NZ$1,949
NZ$1,949
NZ$278 per night
includes taxes & fees
Image gallery for Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!
9.89.8 out of 10 rating
Exceptional
(94 reviews)
Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!
Edgewater, MD
8% off
Price is NZ$5,886
NZ$5,886
NZ$841 per night
includes taxes & fees
Image gallery for Dollhouse in Central Historic St Michaels
9.69.6 out of 10 rating
Exceptional
(49 reviews)
Dollhouse in Central Historic St Michaels
St. Michaels, MD
12% off
Price is NZ$3,542
NZ$3,542
NZ$506 per night
includes taxes & fees
Image gallery for Spacious waterfront home with amazing views, private pier, fishing and crabbing.
1010 out of 10 rating
Exceptional
(21 reviews)
Spacious waterfront home with amazing views, private pier, fishing and crabbing.
Cambridge, MD
8% off
Price is NZ$8,128
NZ$8,128
NZ$1,161 per night
includes taxes & fees
Image gallery for Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
9.69.6 out of 10 rating
Exceptional
(119 reviews)
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
St. Michaels, MD
8% off
Price is NZ$4,093
NZ$4,093
NZ$585 per night
includes taxes & fees
Image gallery for Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.
1010 out of 10 rating
Exceptional
(38 reviews)
Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.
Stevensville, MD
8% off
Price is NZ$11,377
NZ$11,377
NZ$1,625 per night
includes taxes & fees
Image gallery for Spacious 6-bedroom country house on the water in beautiful Shady Side with WiFi
1010 out of 10 rating
Exceptional
(6 reviews)
Spacious 6-bedroom country house on the water in beautiful Shady Side with WiFi
Shady Side, MD
8% off
Price is NZ$13,650
NZ$13,650
NZ$1,950 per night
includes taxes & fees
Image gallery for Captain's Retreat! Newly Renovated - few steps from the beach!
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Captain's Retreat! Newly Renovated - few steps from the beach!
Annapolis, MD
16% off
Price is NZ$12,618
NZ$12,618
NZ$1,803 per night
includes taxes & fees
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