Oyster Harbor vacation rentals
Find the best place to stay - Oyster Harbor
Fish to the Left of Me, Geese to the right, Stuck in the middle w/ Goats
Photo gallery for Annapolis waterfront "tiny house" in garden setting
Annapolis waterfront "tiny house" in garden setting
Photo gallery for Circa 1700 Chesapeake Colonial home on the National Register.
Circa 1700 Chesapeake Colonial home on the National Register.
Photo gallery for Directly Across from Gate One & Steps from the Waterfront
Directly Across from Gate One & Steps from the Waterfront
Photo gallery for Waterfront estate with gorgeous pool, pier, 3 acres of entertainment!
Waterfront estate with gorgeous pool, pier, 3 acres of entertainment!
Photo gallery for Little Magothy Riverfront Home With Pool
Little Magothy Riverfront Home With Pool
Top rated rentals - Oyster Harbor
Photo gallery for Private Waterfront Woods | Dock, Kayaks, Views
Spring Break with friends
Photo gallery for Sail into your Waterfront Oasis in Annapolis!
Amazing!
Photo gallery for Annapolis Waterfront Oasis with Pool, Hot Tub & Piers with L2 EV Charger
Wonderful Thanksgiving Weekend !
Photo gallery for NEW, waterfront, 5BR 4BA house w 2 decks near USNA & downtown
Family Fall Retreat @ Thanksgiving
Photo gallery for Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view
Pretty view and convenient!
Photo gallery for Water Views - Close to Downtown Annapolis
A Spacious Home Away from Home
Photo gallery for Oyster Harbor Waterfront Vacation Home -- Private Dock and Backyard
Beautiful Home
Photo gallery for Charming 3 BR/2BA home at Arundel on the Bay features a community beach, boat slips, playground.
Perfectly cozy
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of vacation rental accommodation in Oyster Harbor?
Based on our research, houses are considered the most popular vacation rental type in Oyster Harbor. But as you'd expect, everyone's idea of an awesome trip isn't the same. Vrbo has vacation homes with every size, shape and budget in mind, and we'll help you discover the best fit for your needs.
How much does it cost to rent a vacation rental in Oyster Harbor?
The average price for a vacation home in Oyster Harbor is based on several factors, including length of stay, season and property type. Whether you'd like a sprawling house with room for friends and family or a quaint cabin for just you and the kids, just enter your dates of travel to discover stays with exceptional value.
How much does it cost to rent a beach house in Oyster Harbor?
Prices for beach houses in Oyster Harbor may differ depending on the size and style of the property and when you plan to travel. All you have to do is enter your travel dates into Vrbo and how many guests to see your options and prices. From there you can use the filters to narrow down your search by amenities, ratings, nearby activities and more.
Are there pet-friendly vacation rentals in Oyster Harbor?
Pack a travel bag for your canine companion because Oyster Harbor has three vacation rentals that throw out the welcome mat to pets. Let your happy hound get in on the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates then check the "Pets allowed" filter box.
What are popular rental amenities in Oyster Harbor?
Some of the most popular rental amenities people are searching for in Oyster Harbor are tennis, nearby museums and a water view. Whether you're hitting the road with family, buddies or even pets, Vrbo vacation rentals feature the best amenities for hanging out with the people you cherish the most.
Are there vacation rentals in Oyster Harbor that welcome kids?
With three family-friendly vacation properties to choose from in Oyster Harbor, now is a fantastic time to introduce your kids to the wonders of travel. Simply click on our "Properties good for families" filter to find stays that come with conveniences perfect for vacationing families, like full kitchens, swimming pools, bunk beds and hot tubs.
What are the top attractions for families in Oyster Harbor?
Keeping the kids entertained during your stay in Oyster Harbor is a breeze with these fabulous family-friendly attractions:
- Annapolis Maritime Museum
- Sandy Point Beach
- Annapolis Sailing School
How can I find vacation rentals with air conditioning in Oyster Harbor?
Oyster Harbor has three vacation rentals where you'll be able to wind down in air-conditioned comfort. To book a property on Vrbo offering this perk, enter your dates of travel and use the filter tool to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in Oyster Harbor?
It's advisable to check with the Oyster Harbor vacation rental you're considering on Vrbo as the minimum age differs. However, normally it's 16, 18 or 21.
How long can I rent a vacation rental in Oyster Harbor for?
It all depends on the Oyster Harbor property. To look over a list of options offering extended stays, just type your dates and guest number into Vrbo. You can look forward to having the place to yourself, along with comforts such as a fully-equipped kitchen and a backyard where the kids can run and play. Be on the lookout for long-term stays that offer weekly or monthly discounts.