Trips to Portland
Plan Your Next Trip to Portland and explore unforgettable sights, local flavors, and exciting experiences.
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Luxury Places to Stay in Portland
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Top-Rated Vacation Rentals with a Pool in Portland
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Pet-Friendly Vacation Rentals in Portland
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Large Vacation Homes & Villas in Portland
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Wheelchair Accessible Vacation Homes in Portland
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Portland Varoom and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Portland
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About Portland Vacation Rentals
With more than 4261 Portland vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Smartours and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Portland.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Smartours Portland, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Portland. Places to stay near Portland are 954.84 ft² on average, with prices averaging $515 a night.
Smartours makes it easy and safe to find and compare vacation rentals in Portland with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Portland
| Type | Count |
|---|---|
| Vacation Homes | 1958 |
| Holiday Apartments | 889 |
| Cottages | 431 |
| Hotels with Suites | 352 |
| Cabin Rentals | 60 |
| B&B | 39 |
| Others | 15 |
| Resorts | 12 |
| Villas | 12 |
| Hostels | 3 |
| Ski Chalet Rentals | 3 |
Use these Quick Filters to Find a Vacation Rental in Portland
★ Pro Tip: Smartours makes it easy to compare the best listings on Smartours homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Smartours homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Portland.
Weather in Portland
View the weather forecast for Portland before booking your Portland Vacation Rentals to confirm your best time to go.
Top Attractions Around Portland, ME
Smartours offers a large selection of top attractions around Portland. Research things to do on your vacation before you visit Portland.
Other Places to Stay Near Portland, ME
Complexes around Portland, ME
Portland Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Portland?
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
- Waterfront Two Master Suite Penthouse with Rooftop
- Stunning Waterfront Condo with deck, Walk to Shops and Restaurants
- The James Place Inn B&B
- 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!
How many vacation rentals have private pools in Portland?
There are 102 vacation rentals with private pools near Portland. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Portland are best for families?
If you are looking for a family-friendly vacation home in Portland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Portland:
How many vacation rentals are available in Portland?
Currently, the total number of properties listed in 2026 is over 4261 in the Portland area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Portland.
