Portland Rentals By Owner

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

• Penthouse Two Master Waterfront Suite with Rooftop
• Old Port Penthouse Suite - Amazing Harbor Views
• Downtown Penthouse Suite - Stunning Harbor Views
• Chic One Bedroom Apartment In Portland's Arts District
• Fully Furnished Executive/Garden Apartment In Falmouth, Maine
• Luxury 5 Bed 4 1/2 Bath - Family Friendly, walk to town, close to beaches
• 5 Star Back Cove Apartment with water view!
• Now booking for Summer 2026!
• Brand new luxury home steps from Kennebunkport's Dock Square and the beaches.
• Spacious 4 bedroom waterfront home on Casco Bay

There are many large, family-friendly vacation homes available in Portland; however, here are the most popular family rentals listed on our site:

• AMAZING OCEANVIEW SERENITY COTTAGE 3 BED 2BATH SPECTACULAR BEACHFRONT ON OOB
• Arbor Lane Delight
• The Luna Lodge - close to old Orchard beach
• 4BR, 2 level, comfortable House In Kennebunkport/Cape Porpoise Maine.

Yes, there are 2932 self-catering vacation homes in Portland that have hot tubs, swimming pools, & other amenities.

There are more than 2932 luxury villas and vacation homes in or near Portland. Filter by price to compare find the most expensive places to stay on Delraybeachluxuryrentals.

Yes, there are 2932 pet friendly vacation homes and places to stays that are available in or near Portland that you may consider.