
Holiday rentals near Customs House
We found 376 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:1 Aug - 8 Aug
Image gallery for 4 KING Bedrooms on the Waterfront- FREE Kent Island Sunsets- Near Wedding Venues

1010 out of 10 rating
Exceptional
(33 reviews)
4 KING Bedrooms on the Waterfront- FREE Kent Island Sunsets- Near Wedding Venues
Stevensville, MD
8% off
Price is NZ$11,714
NZ$11,714
NZ$1,673 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
(118 reviews)
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Chester, MD
8% off
Price is NZ$5,372
NZ$5,372
NZ$767 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$11,714
NZ$11,714
NZ$1,673 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$10,275
NZ$10,275
NZ$1,468 per night
includes taxes & fees
Image gallery for Accessible, Screened-in porch, Water Access, Sauna, Fire Pit, Dog Friendly

1010 out of 10 rating
Exceptional
(40 reviews)
Accessible, Screened-in porch, Water Access, Sauna, Fire Pit, Dog Friendly
Stevensville, MD
8% off
Price is NZ$9,290
NZ$9,290
NZ$1,327 per night
includes taxes & fees
Image gallery for A Luxury Home located in Easton with Water VIEWS! Close to Oxford/St. Michaels

1010 out of 10 rating
Exceptional
(18 reviews)
A Luxury Home located in Easton with Water VIEWS! Close to Oxford/St. Michaels
Easton, MD
8% off
Price is NZ$5,195
NZ$5,195
NZ$742 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$11,714
NZ$11,714
NZ$1,673 per night
includes taxes & fees
Image gallery for Private+Cozy-3br+2ba-1mile to Historic Downtown Saint Michaels

1010 out of 10 rating
Exceptional
(6 reviews)
Private+Cozy-3br+2ba-1mile to Historic Downtown Saint Michaels
St. Michaels, MD
17% off
Price is NZ$5,267
NZ$5,267
NZ$752 per night
includes taxes & fees
Image gallery for Luxury on the river, steps to downtown &boat ramp!

1010 out of 10 rating
Exceptional
(5 reviews)
Luxury on the river, steps to downtown &boat ramp!
Cambridge, MD
8% off
Price is NZ$4,415
NZ$4,415
NZ$631 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 NZ$3,494
NZ$3,494
NZ$499 per night
includes taxes & fees
Image gallery for Perfect Waterview Cottage - St. Michaels Getaway

9.89.8 out of 10 rating
Exceptional
(110 reviews)
Perfect Waterview Cottage - St. Michaels Getaway
Wittman, MD
8% off
Price is NZ$3,185
NZ$3,185
NZ$455 per night
includes taxes & fees
Image gallery for Cheerful three-bedroom Cottage

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Cheerful three-bedroom Cottage
Cambridge, MD
8% off
Price is NZ$3,054
NZ$3,054
NZ$436 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 NZ$5,452
NZ$5,452
NZ$779 per night
includes taxes & fees
Image gallery for Grace Cottage, Saint Michaels Walk to everything!

1010 out of 10 rating
Exceptional
(7 reviews)
Grace Cottage, Saint Michaels Walk to everything!
St. Michaels, MD
8% off
Price is NZ$7,402
NZ$7,402
NZ$1,057 per night
includes taxes & fees
Image gallery for Charming Waterfront Cottage Outside St. Michaels Close to the Oaks

1010 out of 10 rating
Exceptional
(94 reviews)
Charming Waterfront Cottage Outside St. Michaels Close to the Oaks
Royal Oak, MD
8% off
Price is NZ$6,135
NZ$6,135
NZ$876 per night
includes taxes & fees
Image gallery for A little slice of heaven on the Choptank River Sept 19 to 23 is now open

1010 out of 10 rating
Exceptional
(22 reviews)
A little slice of heaven on the Choptank River Sept 19 to 23 is now open
East New Market, MD
8% off
Price is NZ$4,145
NZ$4,145
NZ$592 per night
includes taxes & fees
Image gallery for Easter Weekend open WATERFRONT St Michaels area historic home, dog friendly

1010 out of 10 rating
Exceptional
(51 reviews)
Easter Weekend open WATERFRONT St Michaels area historic home, dog friendly
Neavitt, MD
8% off
Price is NZ$5,273
NZ$5,273
NZ$753 per night
includes taxes & fees
Image gallery for Waterfront 4 BR home with private pier and boat dock

1010 out of 10 rating
Exceptional
(8 reviews)
Waterfront 4 BR home with private pier and boat dock
Grasonville, MD
12% off
Price is NZ$8,320
NZ$8,320
NZ$1,189 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
(124 reviews)
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Cambridge, MD
8% off
Price is NZ$8,135
NZ$8,135
NZ$1,162 per night
includes taxes & fees
Image gallery for Studio in Downtown – Walk to Everything!

1010 out of 10 rating
Exceptional
(17 reviews)
Studio in Downtown – Walk to Everything!
St. Michaels, Maryland
12% off
Price is NZ$4,112
NZ$4,112
NZ$587 per night
includes taxes & fees
Image gallery for Harbor View Suite

1010 out of 10 rating
Exceptional
(20 reviews)
Harbor View Suite
St. Michaels, MD
5% off
Price is NZ$3,574
NZ$3,574
NZ$511 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
(8 reviews)
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Tilghman, MD
9% off
Price is NZ$4,306
NZ$4,306
NZ$615 per night
includes taxes & fees
Image gallery for Casa Maria heart of downtown Cambridge Maryland

9.89.8 out of 10 rating
Exceptional
(10 reviews)
Casa Maria heart of downtown Cambridge Maryland
Cambridge, MD
8% off
Price is NZ$2,205
NZ$2,205
NZ$315 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
(118 reviews)
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
St. Michaels, MD
8% off
Price is NZ$4,121
NZ$4,121
NZ$589 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Customs House
An Afternoon Nap in the Hammock is a Must.
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Cass-N-Reel Luxury Houseboat
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
Stay in the HEART of Saint Michaels!
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
345 reviews(345 reviews)
Large -IN TOWN- Historic House on Harbor in St Michaels - Walk to Everything!
Sleeps 9 · 6 bedrooms · 3+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
126 reviews(126 reviews)
St. Michael's Premier In-Town Rental with heated pool-opens 4/11/2025
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
134 reviews(134 reviews)
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Sleeps 6 · 3 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
35 reviews(35 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