Holiday rentals near Customs House
We found 385 holiday rentals — enter your dates for availability
Take a look at holiday rentals within easy reach of Customs House that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. Whatever you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Customs House
Showing deals for:19 Sept - 26 Sept
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
8% off
Price is AU$16,596
AU$16,596
AU$2,371 per night
includes taxes & fees
Image gallery for Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)
1010 out of 10 rating
Exceptional
(87 reviews)
Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)
Royal Oak, MD
8% off
Price is AU$26,591
AU$26,591
AU$3,799 per night
includes taxes & fees
Image gallery for Charming Waterfront Cottage Outside St. Michaels Close to the Oaks
1010 out of 10 rating
Exceptional
(95 reviews)
Charming Waterfront Cottage Outside St. Michaels Close to the Oaks
Royal Oak, MD
8% off
Price is AU$5,614
AU$5,614
AU$802 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 AU$9,485
AU$9,485
AU$1,355 per night
includes taxes & fees
Image gallery for Chesapeake Bay Waterfront ARTectural Home
1010 out of 10 rating
Exceptional
(27 reviews)
Chesapeake Bay Waterfront ARTectural Home
Stevensville, MD
8% off
Price is AU$11,471
AU$11,471
AU$1,639 per night
includes taxes & fees
Image gallery for Island Blue Getaway! Brand new charming family friendly Home on Kent Island MD
1010 out of 10 rating
Exceptional
(6 reviews)
Island Blue Getaway! Brand new charming family friendly Home on Kent Island MD
Chester, MD
8% off
Price is AU$4,917
AU$4,917
AU$702 per night
includes taxes & fees
Image gallery for Jellyfish Cottage - Waterfront. Spectacular Sunsets over Chesapeake Bay
9.69.6 out of 10 rating
Exceptional
(23 reviews)
Jellyfish Cottage - Waterfront. Spectacular Sunsets over Chesapeake Bay
Tilghman, MD
12% off
Price is AU$4,994
AU$4,994
AU$713 per night
includes taxes & fees
Image gallery for Charming cottage along water with private pier, near St. Michaels Winery
9.69.6 out of 10 rating
Exceptional
(132 reviews)
Charming cottage along water with private pier, near St. Michaels Winery
Bozman, MD
12% off
Price is AU$3,186
AU$3,186
AU$455 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 AU$6,214
AU$6,214
AU$888 per night
includes taxes & fees
Image gallery for "Point of View" Waterfront cottage with panoramic views on Tilghman Island
1010 out of 10 rating
Exceptional
(10 reviews)
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Tilghman, MD
9% off
Price is AU$3,936
AU$3,936
AU$562 per night
includes taxes & fees
Image gallery for River Front, Private Single Family Home
1010 out of 10 rating
Exceptional
(15 reviews)
River Front, Private Single Family Home
Grasonville, MD
8% off
Price is AU$6,004
AU$6,004
AU$858 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
24% off
Price is AU$5,489
AU$5,489
AU$784 per night
includes taxes & fees
Image gallery for Pet-Friendly Cottage – Ideal for Summer Getaways!
1010 out of 10 rating
Exceptional
(6 reviews)
Pet-Friendly Cottage – Ideal for Summer Getaways!
Tilghman, Maryland
11% off
Price is AU$4,457
AU$4,457
AU$637 per night
includes taxes & fees
Image gallery for Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
9.89.8 out of 10 rating
Exceptional
(126 reviews)
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Cambridge, MD
8% off
Price is AU$6,699
AU$6,699
AU$957 per night
includes taxes & fees
Image gallery for Waterfront 4 BR home with private pier and boat dock
1010 out of 10 rating
Exceptional
(10 reviews)
Waterfront 4 BR home with private pier and boat dock
Grasonville, MD
12% off
Price is AU$7,658
AU$7,658
AU$1,094 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 AU$3,727
AU$3,727
AU$532 per night
includes taxes & fees
Image gallery for Harbor View Suite
1010 out of 10 rating
Exceptional
(24 reviews)
Harbor View Suite
St. Michaels, MD
5% off
Price is AU$3,260
AU$3,260
AU$466 per night
includes taxes & fees
Image gallery for Turnbridge Manor
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Turnbridge Manor
Denton, MD
8% off
Price is AU$5,249
AU$5,249
AU$750 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 AU$3,251
AU$3,251
AU$464 per night
includes taxes & fees
Image gallery for Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
9.69.6 out of 10 rating
Exceptional
(139 reviews)
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
St. Michaels, MD
8% off
Price is AU$4,084
AU$4,084
AU$583 per night
includes taxes & fees
Image gallery for Relax on Kent Island in 3 Bedroom Home w/Waterview
9.89.8 out of 10 rating
Exceptional
(36 reviews)
Relax on Kent Island in 3 Bedroom Home w/Waterview
Stevensville, MD
8% off
Price is AU$4,185
AU$4,185
AU$598 per night
includes taxes & fees
Image gallery for Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
1010 out of 10 rating
Exceptional
(120 reviews)
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Chester, MD
8% off
Price is AU$4,839
AU$4,839
AU$691 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 AU$3,760
AU$3,760
AU$537 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 AU$4,076
AU$4,076
AU$582 per night
includes taxes & fees
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Find the best place to stay - Customs House
Cass-N-Reel Luxury Houseboat
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
An Afternoon Nap in the Hammock is a Must.
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Waterfront Property, kayaks, private dock, near town
Sleeps 6 · 3 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
151 reviews(151 reviews)
Waterfront Cottage, Private Hot Tub, Fire Pit, Pool - perfect Romantic Getaway
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
97 reviews(97 reviews)
Cass-Away Luxury Houseboat
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
96 reviews(96 reviews)
Stay in the HEART of Saint Michaels!
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
353 reviews(353 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value