Travel Trekkie - Vacation Rentals in Portland
- Air Conditioner
- Parking
- Pool
- Parking
- Balcony/Terrace
- Security/Safety
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- Designated Smoking Area
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
Luxury Places to Stay in Portland
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
Top-Rated Vacation Rentals with a Pool in Portland
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
Pet-Friendly Vacation Rentals in Portland
- Parking
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Large Vacation Homes & Villas in Portland
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
Wheelchair Accessible Vacation Homes in Portland
- Air Conditioner
- Wheelchair Accessible
- Balcony/Terrace
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
Portland Vacation Rentals and Airbnb Places to Stay Under $200
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
Instantly Bookable Vacation Homes in Portland
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
About Portland Vacation Rentals
With more than 280 Portland vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Traveltrekkie 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 Traveltrekkie 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 746.74 ft² on average, with prices averaging US $303 a night.
Traveltrekkie 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 | 154 |
| Hotels | 61 |
| Cottages | 18 |
| Holiday Apartments | 17 |
| Cabin Rentals | 15 |
| Villas | 7 |
| Others | 2 |
| Ski Chalet Rentals | 2 |
| B&B | 1 |
Use these Quick Filters to Find a Vacation Rental in Portland
★ Pro Tip: Traveltrekkie makes it easy to compare the best listings on Traveltrekkie homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Traveltrekkie 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, IN
Traveltrekkie 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, IN
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:
- Indoor Gymnasium, Seasonal Pool, 7 Bedroom, Sleeps 28
- Beach Club Escape - Unit 302: 3 bed/2 bath Lakeside Condo!
- Cheerful 2 Bedroom Cottage on 5th in Decatur IN
- Peaceful Lakehouse with Amazing Grand Lake Views
- Top-Rated Home Near Ball State & IU Hospital- Summer Specials
- Excellent Lake View 2Bdrm Cottage in Small Neighborhood Near Shopping & Dining
- Newly remodeled waterfront lake house with Dock!
- The Franklin Green House in the heart of Berne, Indiana
- Settle in at the Petite Retreat.
- Private Seasonal Pool, Dock & Hot Tub Spacious Dog-Friendly Near Lake
How many vacation rentals have private pools in Portland?
There are 31 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 280 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.
