216+ Vacation Rentals & Holiday Homes in Oyster Harbor |
  1. USA
  2. Maryland
  3. Annapolis
  4. Oyster Harbor

Oyster Harbor Accommodations - Hotels & Rentals

About Oyster Harbor Vacation Rentals

Discover More than 216 Incredible Getaway Rentals Available in Oyster Harbor. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Oyster Harbor.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Oyster Harbor, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Oyster Harbor. The Average Size of Places to Stay Near Oyster Harbor is 1213.08 ft², with Prices Averaging US $644 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Oyster Harbor. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

Show more
Show less

Top Hotels & Vacation Rentals in Oyster Harbor

Type Count
Vacation Homes 178
Holiday Apartments 18
Cottages 9

Use these Quick Filters to Find a Vacation Rental in Oyster Harbor

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Oyster Harbor with Online Reservations.

Weather in Oyster Harbor, MD

View the weather forecast for Oyster Harbor before booking your Oyster Harbor Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Frequently Asked Questions About Oyster Harbor?

What are the top hotels, lake houses & vacation rentals in Oyster Harbor?

We provide an array of great vacation destinations in Oyster Harbor. If you are looking to stay in or around the Oyster Harbor area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Oyster Harbor:

How many Hotels & Vacation Rentals have private pools in Oyster Harbor?

We have 9 Hotels & Vacation Rentals featuring a private pool in and near Oyster Harbor. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Oyster Harbor is best for families?

Searching for a family-friendly getaway in Oyster Harbor? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Oyster Harbor?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 216 in the Oyster Harbor area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Oyster Harbor.


People Also Ask

Online Reservation in Oyster Harbor

Recently Booked Hotels, Resorts, or Rentals in Oyster Harbor