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Annapolis Cottage Rentals & Holiday Homes

Find the best cottages in Annapolis - We found 36 exact matches

About Annapolis Cottage Rentals on BedroomVillas

Seeking incredible premium cottages to rent near Annapolis? BedroomVillas features more than 36 cottages that are ideal for your next trip. Discover high-end cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Annapolis have hot baths, are kid-friendly & family-friendly, and are near top local attractions, to give guests the best travel experience they could ever wish for. BedroomVillas’ cottage listings come in all shapes and sizes for large groups, friends, or couples in Annapolis.

Are you planning to travel to a lakeside, beach, or mountain area? Then we've got the places for you. BedroomVilla’s cottage rentals and boutique resorts and rentals offer a great selection, giving you direct access to the owners of these cottage properties, and providing you the best opportunity to find a great price for a great stay.

BedroomVillas offers 36 luxury holiday cottages and places to stay in Annapolis. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget. Relax with BedroomVillas.

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Frequently Asked Questions About Annapolis Rental Cottages

The average cost for a cottage rental in Annapolis is $495 per night. BedroomVillas has a wide list of great cottages near Annapolis that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage rentals in Annapolis that allow you to bring your pet:

See all pet-friendly vacation rentals in Annapolis on BedroomVillas

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Annapolis to find one that works for you.
As of 2025, the data from BedroomVillas shows that there are Over 36 private swimming pools or cottages with indoor pools in the Annapolis area along with other great amenities.
About 36 cottages in Annapolis boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in Annapolis on BedroomVillas
Yes, there are luxury cottages in Annapolis. Find more luxury, lakefront, winter, & last-minute cottage rentals near Annapolis.