1. USA
  2. Maryland
  3. Annapolis
  4. Family Rental

Annapolis Family Rentals & Large Homes

Find Family-Friendly Vacation Rentals Near Annapolis

About Annapolis Family Rental on PetFriendly

We have 1180 family-friendly rentals in Annapolis. Bring your family dog and include the whole family. Looking for the best place to stay in Annapolis for your family reunion or retreat?

PetFriendly offers a variety of options of homes with multiple bedrooms and beds - perfect for large families or groups, and inter-generational travel. Find a place that is good for all ages (and pets), even if you have a large family with kids, parents, cousins, aunts, uncles, in-laws, grandma and grandpa, and even the family pet that'll be coming to Annapolis with you. PetFriendly family rentals have rental properties that would accommodate everyone, saving money vs. a hotel, and giving everyone enough space for relaxation. Smaller or single families are not left out, there’s something special for everyone.

Renting a Annapolis family vacation rental on PetFriendly gives you many options to help you in making the perfect selection for your family holiday. Our Annapolis house rentals come with all the required amenities you need for planning the perfect family vacation; such as comfortable beds, TVs, spas, bathtubs, balconies, lawns, playrooms, cribs, Wi-Fi, or swimming pools for an unforgettable trip with the entire family and kids.

PetFriendly offers thousands of rentals and has mapped out all of our properties against the nearest dog park. There are many well-equipped cabins, villas, family condos, lodges, and more to accommodate large groups or multiple families. Many of our holiday rentals also have large private pools and allow you to extend your budget.

Show more
Show less

Frequently Asked Questions About Annapolis Family Rentals

The average price per night for a family holiday rental in Annapolis is $613. Check the list of kid-friendly accommodations in Annapolis.
There are 1180 2-bedroom rental properties that are available in Annapolis. You can book for your next trip with PetFriendly.
Yes, here are some top-rated family vacation rentals in Annapolis that have a private swimming pool:

Check all holiday rentals with a pool in Annapolis on PetFriendly.

Yes, We have 1180 direct by owner rentals in Annapolis.
Yes, Of course! There are many luxury rental properties in or near Annapolis. Use our search filter to discover all of our luxury homes with your favorite amenities. Sorting by price is another way to find the luxury holiday rentals in Annapolis, though more expensive is not always better.