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Annapolis Summer Rentals, Cottages & Cabins

Book a Place to Stay in Annapolis for Your Summer Getaway

About Annapolis Summer Rental on Rent By Owner

With 932 summer rentals in or near Annapolis, choosing a suitable rental home for your upcoming summer getaway on Rent By Owner is easy. Whether you are traveling with family, friends, or in a group to Annapolis or areas nearby, RBO has plenty of summer accommodations to choose from, many with top amenities such as private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxury bedrooms, bathtubs, and pet-allowed environments.

Looking for a relaxing place to stay in Annapolis for a summer vacation you do not want to forget easily? Rent By Owner summer rental homes are available to provide you with the maximum comfort you deserve. Whether you're needing a unique style condo, luxury resort, villas, bungalow, cozy cabin, RV, or cottage in Annapolis, RBO has got you covered for your next summer holiday.

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Annapolis Summer Rental Frequently Asked Questions

In 2025, RBO offers 932 summer rentals in or around Annapolis. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
The average price per night for a summer rental in Annapolis is $628. Check the full list of summer accommodations in Annapolis.
There are 932 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Rent By Owner.

Yes, here are some popular summer holiday rentals in Annapolis that have a private or indoor pool:

Check all holiday rentals with a pool in Annapolis on Rent By Owner.

Yes, We have 932 summer rental homes in Annapolis and types of place to stay in Annapolis include:

  • Vacation Homes: 932 available for rent
  • Villas: 932 Rentals available for rent
  • Holiday Apartments: 932 Rentals available for rent
  • Hotels with Suites: 932 Rentals available for book