1. USA
  2. Maine
  3. Portland
  4. Dock Square
  5. Holiday Homes

604+ Dock Square Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Dock Square

Planning a trip to Dock Square, US with a group and need a place to stay? We have a selection of hotels, family resorts, and vacation rentals for small or large groups, friends, or large families. Whether you're looking for luxury or budget-friendly holiday rentals, condos, villas, or cabins in Dock Square . Cabinns.com features 604 places to stay in Dock Square with the amenities guests love, like private or indoor swimming pools, hot tubs, fitness centers, large bedrooms, and more.

Cabinns.com helps large-sized groups planning to stay in Dock Square find pitch-perfect premium stays, whether it’s for business trips, weddings, reunions, or multiple family getaways. Cabinns.com makes it an easy and hassle-free booking process for your next incredible travel accommodations, giving you a memorable trip with the people you love. Houses, family resorts, and villas are some of the most popular options for staying in Dock Square.

Cabinns.com offers plenty of large group rental homes available in Dock Square. Whether you need accommodation for a large family or group event, we have an array of holiday rentals that will meet your needs. Want to stay in or near Dock Square? We have many family-friendly vacation homes available to make your next trip a spectacular group experience. So, start browsing Cabinns.com large vacation rental, resort, and hotel inventory and find the perfect home for your group. Stay Close to Nature with Cabinns.com.

Show more
Show less

Frequently Asked Questions About Dock Square Holiday Rentals

There are a lot of options in Dock Square. If you plan on staying in the Dock Square area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Dock Square:

There are many holiday rentals available in Dock Square; however, here are a few of the most popular holiday homes listed in Dock Square on our website:
At Cabinns.com most of our places to stay are perfect for families. Check out the complete list of holiday homes in Dock Square to find one that works for you.
Yes, there are 604 self-catering family homes and holiday rentals in Dock Square.
There are more than 604 luxury holiday homes in or near Dock Square, according to 2025 data from Cabinns.com. Consider these homes for your next holiday:
Yes, there are 604 pet friendly rentals that are available in Dock Square.