Holiday rentals near Waterman’s Museum
We found 854 holiday rentals — enter your dates for availability
Select the perfect holiday rental within easy reach of Waterman’s Museum. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as Wi-Fi and a hot tub. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Waterman’s Museum
Showing deals for:3 Oct - 10 Oct
Image gallery for 3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!
1010 out of 10 rating
Exceptional
(33 reviews)
3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!
Crownsville, MD
8% off
Price is NZ$39,663
NZ$39,663
NZ$5,666 per night
includes taxes & fees
Image gallery for Rare find! Chic cottage, salt water heated pool May 15-Oct15.
1010 out of 10 rating
Exceptional
(50 reviews)
Rare find! Chic cottage, salt water heated pool May 15-Oct15.
Arnold, MD
12% off
Price is NZ$9,609
NZ$9,609
NZ$1,373 per night
includes taxes & fees
Image gallery for HGTV quality, private guest suite, country getaway with hot tub & fire pit
1010 out of 10 rating
Exceptional
(5 reviews)
HGTV quality, private guest suite, country getaway with hot tub & fire pit
Centreville, MD
8% off
Price is NZ$3,699
NZ$3,699
NZ$528 per night
includes taxes & fees
Image gallery for Chesapeake Eastern Shore, Chestertown MD, waterfront with shared pool and dock.
1010 out of 10 rating
Exceptional
(5 reviews)
Chesapeake Eastern Shore, Chestertown MD, waterfront with shared pool and dock.
Chestertown, MD
17% off
Price is NZ$4,859
NZ$4,859
NZ$694 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$11,176
NZ$11,176
NZ$1,597 per night
includes taxes & fees
Image gallery for Waterfront Sunset Bayview: sleeps 6
1010 out of 10 rating
Exceptional
(17 reviews)
Waterfront Sunset Bayview: sleeps 6
Chester, MD
8% off
Price is NZ$5,347
NZ$5,347
NZ$764 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 NZ$12,579
NZ$12,579
NZ$1,797 per night
includes taxes & fees
Image gallery for Gorgeous Creek Side Ranch-Style Estate With Dock
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Gorgeous Creek Side Ranch-Style Estate With Dock
Queenstown, Maryland
7% off
Price is NZ$7,365
NZ$7,365
NZ$1,052 per night
includes taxes & fees
Image gallery for Annapolis Entertainment Complex
1010 out of 10 rating
Exceptional
(88 reviews)
Annapolis Entertainment Complex
Arnold, MD
8% off
Price is NZ$9,311
NZ$9,311
NZ$1,330 per night
includes taxes & fees
Image gallery for Stunning Waterfront Home, long pier, pool, featured in Conde Nast Traveler
9.89.8 out of 10 rating
Exceptional
(21 reviews)
Stunning Waterfront Home, long pier, pool, featured in Conde Nast Traveler
Rock Hall, MD
8% off
Price is NZ$16,686
NZ$16,686
NZ$2,384 per night
includes taxes & fees
Image gallery for Want to get away? Staying with us. Very relaxing.
8.88.8 out of 10 rating
Excellent
(11 reviews)
Want to get away? Staying with us. Very relaxing.
Pasadena, MD
11% off
Price is NZ$2,654
NZ$2,654
NZ$379 per night
includes taxes & fees
Image gallery for Circa 1700 Chesapeake Colonial home on the National Register.
9.89.8 out of 10 rating
Exceptional
(53 reviews)
Circa 1700 Chesapeake Colonial home on the National Register.
Stevensville, MD
8% off
Price is NZ$6,473
NZ$6,473
NZ$925 per night
includes taxes & fees
Image gallery for Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
1010 out of 10 rating
Exceptional
(45 reviews)
Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
Rock Hall, MD
12% off
Price is NZ$2,986
NZ$2,986
NZ$427 per night
includes taxes & fees
Image gallery for Peaceful getaway convenient to local amenities including beach, boating & food
9.89.8 out of 10 rating
Exceptional
(113 reviews)
Peaceful getaway convenient to local amenities including beach, boating & food
Rock Hall, MD
8% off
Price is NZ$2,880
NZ$2,880
NZ$411 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$11,176
NZ$11,176
NZ$1,597 per night
includes taxes & fees
Image gallery for Blissful Retreat In Rock Hall
1010 out of 10 rating
Exceptional
(111 reviews)
Blissful Retreat In Rock Hall
Rock Hall, MD
5% off
Price is NZ$3,216
NZ$3,216
NZ$459 per night
includes taxes & fees
Image gallery for Kent Island Luxury Waterfront
1010 out of 10 rating
Exceptional
(6 reviews)
Kent Island Luxury Waterfront
Stevensville, MD
17% off
Price is NZ$8,987
NZ$8,987
NZ$1,284 per night
includes taxes & fees
Image gallery for The Lazy River House
1010 out of 10 rating
Exceptional
(9 reviews)
The Lazy River House
Chestertown, MD
8% off
Price is NZ$7,400
NZ$7,400
NZ$1,057 per night
includes taxes & fees
Image gallery for Cozy, unique, historic registered cottage on the Corsica River!
1010 out of 10 rating
Exceptional
(5 reviews)
Cozy, unique, historic registered cottage on the Corsica River!
Centreville, MD
8% off
Price is NZ$2,551
NZ$2,551
NZ$364 per night
includes taxes & fees
Image gallery for BEACH WITHOUT THE BUSTLE
1010 out of 10 rating
Exceptional
(30 reviews)
BEACH WITHOUT THE BUSTLE
Betterton, MD
8% off
Price is NZ$2,677
NZ$2,677
NZ$382 per night
includes taxes & fees
Image gallery for Circa 1900 Home in the Heart of Historic Downtown Chestertown
1010 out of 10 rating
Exceptional
(71 reviews)
Circa 1900 Home in the Heart of Historic Downtown Chestertown
Chestertown, MD
17% off
Price is NZ$3,592
NZ$3,592
NZ$513 per night
includes taxes & fees
Image gallery for Waterfront Paradise on the Eastern Shore of Chesapeake Bay
1010 out of 10 rating
Exceptional
(64 reviews)
Waterfront Paradise on the Eastern Shore of Chesapeake Bay
Rock Hall, MD
8% off
Price is NZ$11,231
NZ$11,231
NZ$1,604 per night
includes taxes & fees
Image gallery for Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
1010 out of 10 rating
Exceptional
(8 reviews)
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Rock Hall, MD
7% off
Price is NZ$2,212
NZ$2,212
NZ$316 per night
includes taxes & fees
Image gallery for Newly restored apartment in the heart of Chestertown
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Newly restored apartment in the heart of Chestertown
Chestertown, MD
8% off
Price is NZ$3,536
NZ$3,536
NZ$505 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Chalet
Find the best place to stay - Waterman’s Museum
Showing deals for: 29 Sept - 2 Oct
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
Sleeps 10 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
49 reviews(49 reviews)
The current price is NZ$3,413
NZ$3,413
for 3 nights, 1 home
NZ$1,138 per night
includes taxes & fees
Grand home located right on Main St, walk to Chesapeake Bay & great restaurants
Sleeps 13 · 5 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
The current price is NZ$4,314
NZ$4,314
for 3 nights, 1 home
NZ$1,438 per night
includes taxes & fees
Water Front Retreat - Sunrise and Sunset Water Views - Lots of Amenities
Sleeps 8 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
286 reviews(286 reviews)
The current price is NZ$2,550
NZ$2,550
for 3 nights, 1 home
NZ$850 per night
includes taxes & fees
BAYSIDE BUNGALOW
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
40 reviews(40 reviews)
The current price is NZ$1,255
NZ$1,255
for 3 nights, 1 home
NZ$418 per night
includes taxes & fees
Waterfront Retreat with Private Dock and Beach
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
The current price is NZ$1,408
NZ$1,408
for 3 nights, 1 apartment
NZ$469 per night
includes taxes & fees
Waterfront Home Private Dock, Boat,fish,Eastern shore, Betterton,Chestertown
Sleeps 12 · 4 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
89 reviews(89 reviews)
The current price is NZ$3,011
NZ$3,011
for 3 nights, 1 home
NZ$1,004 per night
includes taxes & fees
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