Compare Villas, Resorts, & Rentals in Assawoman Bay, Maryland, USA
About Casai's Private Villas and Holiday Rentals in Assawoman Bay
Discover more than 6710 vacation rentals available in Assawoman Bay. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Assawoman Bay.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Assawoman Bay, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Assawoman Bay. On average, places to stay near Assawoman Bay offer 798.64 ft², with nightly prices averaging US $359.
With Casai, finding and comparing holiday rentals in Assawoman Bay is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Frequently Asked Questions About Assawoman Bay?
What are the top holiday rentals in Assawoman Bay?
- #1 Rated Condo, Oceanfront, with Bay View Too
- Ocean Front - 3 Bedroom w/2 King Rooms - Amazing Views - Perfect for Families!
- Fabulous Fenwick Island Waterfront property!
- 5-6BR, 5BA in Bayside Retreat with Community Pools & Boat Slip
- Oceanfront Corner Unit, Spectacular Views, Pool, W/D, 2 Parking, Full Linen Svc
- Beach & Golf Vacation at Bayside - Pet Friendly - Indoor & Outdoor Pool
- Gorgeous Renovated Townhouse-MUST BE OVER 25 TO RENT
- Oceanfront ~Hypnotizing Ocean Waves & Stunning Sunrises! Pool~Linens~Smart TV
- 9/5 thru 10/31 - Book a weekend, receive 1 night, Thursday or Sunday, FREE!
- Carousel Oceanfront Condo w/Stunning Ocean & BayViews -Luxury Updates!
How many Casai.com holiday rentals are available in Assawoman Bay?
As of 2025, Casai boasts over 6710 properties listed in the Assawoman Bay area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Assawoman Bay.
Nearby Neighborhood (12)
| Neighborhood | Property Count |
|---|---|
| Midtown Ocean City Vacation Rentals in Maryland | 2649 |
| Ocean Pines Vacation Rentals in Maryland | 318 |
| Caine Woods Vacation Rentals in Maryland | 265 |
| Sunset Island Vacation Rentals in Maryland | 181 |
| West Ocean City Vacation Rentals in Maryland | 128 |
| Montego Bay Vacation Rentals in Maryland | 86 |
| Heron Harbour Isle Vacation Rentals in Maryland | 80 |
| South Bethany Harbor Vacation Rentals in Maryland | 77 |
| Assateague Pointe Vacation Rentals in Maryland | 38 |
| Bayside Vacation Rentals in Maryland | 36 |
| Little Salisbury Vacation Rentals in Maryland | 24 |
| Glen Riddle Vacation Rentals in Maryland | 626 |
