Search Annapolis Holiday Homes from AU$169

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Featured Holiday Homes in Annapolis

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Holiday Accommodation Annapolis

Get the Lowdown on Annapolis Holiday Homes


How much is a holiday home in Annapolis?

Depending on when you visit, you can score a holiday home in Annapolis for as little as AU$169 per night. Prices vary by property class, amenities, and location, all of which you can quickly sort through on our handy search page.


How do I find the best price for a holiday home in Annapolis?

Discover exclusive deals on Annapolis house rentals when you book with Wotif. Once you enter the dates of your trip and number of travellers (Girls’ trip? Family getaway? We’ve got you covered.), filter the results by guest rating, budget, property class, number of bedrooms, amenities, and more. You can also use the map feature to zoom in on the neighbourhood or to view several rentals at once.


Why should I book a holiday home in Annapolis?

Because there’s nothing better than having a private place to call your home away from home while exploring Annapolis. When you book a holiday house in Annapolis, you can indulge in a variety of sweet amenities and truly relax in your own space.


What is the best time to stay in a holiday home in Annapolis?

Pack your bags and head to your rental house in , the most popular time to visit. If smaller crowds are your thing, book a holiday home in the off-season, around , when you may get more of a bargain.


How many holiday homes are available for rent in Annapolis?

Whether you’re adventuring to Annapolis for the first time or planning a return trip to your favourite spot, pick from 276 unique holiday homes in Annapolis.


What amenities are available in a private holiday home?

You’ll often find most amenities you’re looking for, such as a private pool or hot tub, parking on the premises, a full-service kitchen or kitchenette, laundry and Wi-Fi. If your companion has four legs, book a pet-friendly Annapolis accommodation so your furry pal is as comfy and cosy as can be. Keep in mind that the price of your rental will depend on how luxe the amenities are.


Why should I book a holiday home with Wotif?

You’ll find spectacular deals, book now and pay later discounts, and a massive inventory of one-of-a-kind house rentals. Save big bucks when you book your Annapolis car hire and accommodation together into a Annapolis holiday package. Our Price Promise means that if you find a lower price online up to 24 hours before check-in, we’ll match it and refund the difference. Do the right thing and book your Annapolis holiday house with Wotif.


What are the cancellation and flexibility options?

We understand that plans change, so we offer thousands of holiday homes that have free cancellations. To be sure your rental can be cancelled for a full refund, filter your search by “free cancellation”. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.

Annapolis Holiday Homes essential information

Accommodation
276 Holiday Homes
Lowest Price
AU$169
Highest Price
AU$839
Popular accommodation
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! , Private Waterfront Woods | Dock, Kayaks, Views, Charming garden row home, easy 4 block walk to the heart of Annapolis., Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown, La Maison - Stunning waterfront views with pool, Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA, Brand New Spacious Luxury Home, 421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!, Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis, Bennett House (entire):Haven in Historic Annapolis, Historic Annapolis Home 1.5 blocks from center of town., Serene waterfront sunsets in this sprawling historic Annapolis home

Top trending hotels in Annapolis

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