Assawoman Bay Hotels, Resorts, and Rentals

Compare HOTELS, RESORTS, AND RENTALS in Assawoman Bay, Maryland, USA

From ZA R9,915 per night
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10.0 (2 Reviews)
2 Bedrooms 8 Guests
From ZA R2,548 per night
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8.2 (1694 Reviews)
1 Bedroom 2 Guests
From ZA R1,732 per night
9.4 (333 Reviews)
1 Bedroom 2 Guests
From ZA R2,930 per night
10.0 (1 Review)
1 Bedroom 4 Guests
From ZA R1,385 per night
8.2 (1011 Reviews)
1 Bedroom 2 Guests
From ZA R2,290 per night
9.2 (31 Reviews)
1 Bedroom 2 Guests
From ZA R2,635 per night
9.1 (152 Reviews)
29 Bedrooms 4 Guests
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8.2 (1008 Reviews)
1 Bedroom 2 Guests
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9.0 (1006 Reviews)
1 Bedroom 2 Guests
9.0 (1 Review)
1 Bedroom 4 Guests
From ZA R2,217 per night
8.2 (474 Reviews)
1 Bedroom 2 Guests
9.0 (1006 Reviews)
1 Bedroom 2 Guests
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8.8 (1279 Reviews)
161 Bedrooms 66 Guests
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8.0 (39 Reviews)
1 Bedroom 2 Guests
From ZA R1,443 per night
9.0 (913 Reviews)
1 Bedroom 2 Guests
From ZA R3,744 per night
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8.8 (376 Reviews)
57 Bedrooms 12 Guests
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7.8 (1360 Reviews)
1 Bedroom 2 Guests
From ZA R7,003 per night
8.7 (3 Reviews)
34 Bedrooms 6 Guests
From ZA R1,510 per night
7.8 (1179 Reviews)
1 Bedroom 2 Guests
|
8.6 (420 Reviews)
113 Bedrooms 26 Guests
From ZA R1,628 per night
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7.8 (1013 Reviews)
1 Bedroom 2 Guests
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8.6 (154 Reviews)
14 Bedrooms 6 Guests
7.8 (1003 Reviews)
1 Bedroom 2 Guests
8.6 (6 Reviews)
1 Bedroom 2 Guests
From ZA R2,290 per night
7.6 (1005 Reviews)
1 Bedroom 2 Guests
From ZA R5,772 per night
|
8.5 (4 Reviews)
6 Bedrooms 18 Guests
From ZA R1,203 per night
7.6 (365 Reviews)
1 Bedroom 2 Guests
From ZA R3,104 per night
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8.4 (1424 Reviews)
251 Bedrooms 40 Guests
From ZA R1,647 per night
7.4 (344 Reviews)
1 Bedroom 2 Guests
|
8.4 (1052 Reviews)
77 Bedrooms 28 Guests
From ZA R3,918 per night
8.4 (5 Reviews)
1 Bedroom 2 Guests
From ZA R13,642 per night
|
9.2 (111 Reviews)
1 Bedroom 2 Guests
From ZA R4,628 per night
8.3 (13 Reviews)
1 Bedroom 2 Guests
From ZA R4,745 per night
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8.6 (58 Reviews)
1 Bedroom 4 Guests
From ZA R3,259 per night
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8.1 (537 Reviews)
59 Bedrooms 36 Guests
8.0 (447 Reviews)
99 Bedrooms 18 Guests
From ZA R3,103 per night
8.0 (346 Reviews)
35 Bedrooms 18 Guests
From ZA R10,851 per night
|
8.0 (1 Review)
3 Bedrooms 10 Guests
From ZA R6,319 per night
New
2 Bedrooms 6 Guests
From ZA R5,582 per night
|
8.0 (1 Review)
3 Bedrooms 8 Guests
From ZA R3,779 per night
7.9 (863 Reviews)
199 Bedrooms 26 Guests
|
7.8 (109 Reviews)
1 Bedroom 2 Guests
From ZA R6,675 per night
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7.9 (555 Reviews)
246 Bedrooms 42 Guests
10.0 (2 Reviews)
1 Bedroom 5 Guests
From ZA R3,259 per night
7.6 (8 Reviews)
2 Bedrooms 5 Guests
9.4 (33 Reviews)
1 Bedroom 2 Guests
From ZA R1,300 per night
7.6 (6 Reviews)
1 Bedroom 2 Guests
From ZA R2,826 per night
|
6.3 (33 Reviews)
16 Bedrooms 47 Guests
From ZA R1,763 per night
|
8.8 (1968 Reviews)
1 Bedroom 2 Guests
From ZA R2,774 per night
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6.2 (10 Reviews)
16 Bedrooms 46 Guests
|
8.8 (1009 Reviews)
1 Bedroom 2 Guests
From ZA R4,386 per night
5.5 (4 Reviews)
15 Bedrooms 42 Guests
8.8 (1003 Reviews)
1 Bedroom 2 Guests
From ZA R3,571 per night
5.0 (17 Reviews)
5 Bedrooms 22 Guests
|
8.6 (1959 Reviews)
1 Bedroom 2 Guests
From ZA R1,179 per night
4.7 (8 Reviews)
5 Bedrooms 17 Guests
From ZA R3,120 per night
4.7 (3 Reviews)
1 Bedroom 4 Guests
From ZA R9,326 per night
|
New
2 Bedrooms 8 Guests
From ZA R9,222 per night
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New
2 Bedrooms 6 Guests
From ZA R7,922 per night
|
New
2 Bedrooms 6 Guests
From ZA R7,558 per night
|
New
2 Bedrooms 6 Guests
From ZA R4,033 per night
|
New
1 Bedroom 8 Guests

About Assawoman Bay Vacation Rentals

There are more than 6712 places to stay in Assawoman Bay that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Assawoman Bay.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Assawoman Bay, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Assawoman Bay. Places to stay near Assawoman Bay are 797.96 ft² on average, with prices averaging ZA R6,224 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Assawoman Bay with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

Frequently Asked Questions About Assawoman Bay?

What are the top hotels or resorts in Assawoman Bay?

You have a lot of choices in or near Assawoman Bay. If you need a hotel in the Assawoman Bay area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Assawoman Bay:

How many hotels, resorts, or rentals are available in Assawoman Bay?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 6712 in the Assawoman Bay area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Assawoman Bay.

Nearby Neighborhood (12)

Neighborhood Property Count
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Montego Bay Hotel & Resort Deals in Maryland 86
Heron Harbour Isle Hotel & Resort Deals in Maryland 80
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Little Salisbury Hotel & Resort Deals in Maryland 24
Glen Riddle Hotel & Resort Deals in Maryland 626