4066+ Private Villas and Holiday Rentals in Portland |
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Portland Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Portland

Discover more than 4066 vacation rentals available in Portland. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Portland.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Portland, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Portland. On average, places to stay near Portland offer 920.29 ft², with nightly prices averaging US $514.

With Casai, finding and comparing holiday rentals in Portland is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Portland

Type Count
Vacation Homes 1853
Holiday Apartments 840
Cottages 421
Villas 10

Use these Quick Filters to Find a Holiday Rental in Portland

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Portland.

Weather in Portland, ME

View the weather forecast for Portland before booking your Portland Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Portland, ME

Casai offers a large selection of top attractions around Portland . Research things to do on your vacation before you visit Portland.


Maine Mall
Maine Medical Center
Old Orchard Beach Pier
Higgins Beach
Goose Rocks Beach
State Theatre
Cross Insurance Arena
Portland Head Light
Portland Museum of Art
Thompson's Point
University of Southern Maine
Funtown Splashtown USA
University of New England
Victoria Mansion
Palace Playland
Portland Stage
Merrill Auditorium
Fort Williams Park
Center for Maine History
Engine

Other Places to Stay in Portland, ME


Old Orchard Beach 903 Properties
Kennebunkport 364 Properties
Kennebunk 316 Properties
Downtown Portland 249 Properties
Scarborough 191 Properties
Freeport 152 Properties
Old Port 149 Properties
Ocean Park 142 Properties
Biddeford 129 Properties
South Portland 126 Properties
Portland Arts District 100 Properties
Raymond 99 Properties

Frequently Asked Questions About Portland?

What are the top holiday rentals in Portland?

With numerous options available in Portland, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Portland:

How many holiday rentals have private pools in Portland?

Discover a selection of holiday rentals with private pools near Portland with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Portland are best for families?

If you're searching for a family-friendly holiday home in Portland, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Portland:

How many Casai.nz holiday rentals are available in Portland?

As of 2025, Casai boasts over 4066 properties listed in the Portland area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Portland.

Nearby Neighborhood (16) 
Neighborhood Property Count
Downtown Portland Vacation Rentals in Portland, Maine 249
Old Port Vacation Rentals in Portland, Maine 149
Cash Corner Vacation Rentals in Portland, Maine 93
East End Vacation Rentals in Portland, Maine 79
Munjoy Hill Vacation Rentals in Portland, Maine 79
West End Vacation Rentals in Portland, Maine 71
Pine Point Vacation Rentals in Portland, Maine 70
Parkside Vacation Rentals in Portland, Maine 55
East Bayside Vacation Rentals in Portland, Maine 35
Camp Ellis Vacation Rentals in Portland, Maine 33
Willard Vacation Rentals in Portland, Maine 31
Oakdale Vacation Rentals in Portland, Maine 25
Back Cove Vacation Rentals in Portland, Maine 563
Meetinghouse Hill Vacation Rentals in Portland, Maine 552
Valley Street Vacation Rentals in Portland, Maine 614
Fortunes Rocks Vacation Rentals in Portland, Maine 228

People Also Ask

There are 4066 Portland, ME Holiday Rentals

Recently Booked Holiday Rentals in Portland