Compare Vacation Rentals & Rent By Owner Homes in Portland, Connecticut, USA
About Portland Vacation Rentals
With more than 95 Portland vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) 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 an RBO property in Portland.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Portland, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO 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 (RBOs), and other popular Airbnb-style properties in Portland. Places to stay near Portland are 865.72 ft² on average, with prices averaging US $309 a night.
RentByOwner 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.
Other Places to Stay in Portland, CT
Portland Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Portland?
- 🌅A Lakefront Sunrise retreat for Couples or Families🌅
- Family Friendly Lake House: Lake Pocotopaug, Fire-pit, Kayaks, Canoe. Sunsets.
- A Luxury Estate, Elegant, Historical, Hot Tub, Salt Water Pool ~The White Lion~
- Lake Fun: PingPong, Pool Table, Slide, EV Charger
- LAKE HOUSE! Walking distance to Lake Pocotopaug!
- Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
- Sunset Cove
- Family Stays: Middletown, CT
- John Hollister home on the farm
- Modern 3 Bedroom Lake House- Close To Restaurants and Beach Access
How many Rentbyowner vacation rentals are available in Portland?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 95 in the Portland area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Portland.
