
Holiday rentals in Portland
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Top-rated holiday rentals in Portland
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50 ft to Beach-Lakeview |Hot Tub| Quiet & Relaxing
“Time wasted at the lake is time well spent.” Welcome to your cozy lakefront cottage. The perfect place to unwind, reset, and soak up the beauty of Lake Erie. You’ll enjoy stunning lake views throughout your stay. Just steps from a large, family-friendly beach. Looking to explore? Point Gratiot Park is just around the corner, literally steps from the front door. Rent bikes & cruise through scenic trails, the park also offers pavilions, playground, volleyball court, BBQ grills, & picnic areas.

The Sunset Hideaway
Great year round, natural wood, high beamed contemporary lake house. You’ll think you’re in Napa Valley. Natural beautiful wood throughout entire chalet style lake house. Open floor plan. Separate bunk house with heat/ac that has a queen trundle that sleeps 2 and two twin bunks. 100 feet exclusive Lake Erie frontage. Wood burning stove inside with large floor to ceiling windows for breathtaking views. Private lake and beach shared access next to property. Reliable high speed internet/Roku.

Lake-View Cottage for 4 · Wine Tasting Included
Welcome to Fisherman’s Cottage; a cozy retreat with gorgeous lake views from the enclosed front porch and open-air back deck- perfect for catching a breathtaking sunset. Spend some time enjoying a complimentary wine tasting at nearby 21 Brix and return to comfortable furnishings, a fully equipped kitchen, and an efficient bath complete with a spa tub. Rent alone or pair with our newly renovated Mainstay cottage next door for extra space- ideal for families or groups seeking a peaceful getaway.

Kelly Cottage
Comfort and convenience put you within walking distance to Barcelona Harbor and it’s historic lighthouse and centrally located on the Lake Erie Wine trail. Visit many art galleries and studios and attend various festivals throughout the year. For fishermen, opportunities include world class creeks for fly fishing and many charter boats for walleye excursions. Bring your bass boat, as we have plenty of parking. Chautauqua Institution is 15 minutes away. Guys or gals weekend groups welcome

Blue Oar/Luxe Lakehouse/Chautauqua
Welcome to Blue Oar Lakehouse on Cassadaga Lakes! Luxe 4 Bed / 3 full Bath, with stunning views, private dock, and 75 ft beach. Spacious and light-filled, renovated 1925 Craftsman home, perfect for family or group getaways. Located in a quiet, year-round neighborhood just minutes from Lily Dale and The Red House. Dog-friendly. Kayaks, paddle boards, pedal boat, bikes, yard games, grill, firepit on lakefront. If booked, check out our sister property, Blue Canoe (2BR/1BA, right on the water!

Captain’s Treehouse: Elevated Hot Tub, Fireplace
Experience the perfect blend of comfort and natural tranquility. Equipped with modern utilities, our unique treehouse creates an elevated space that is both luxurious and comfortable. The subtle rustic details create a warm, inviting space. Enjoy beautiful forest views from the private deck and stargaze while soaking in the elevated hot tub. Whether you prefer the comfort of an indoor hammock and swing, or the freedom of the outdoors, we’ve thoughtfully designed our spaces with you in mind.

Stay & Play
Welcome to your home away from home! Featuring FREE WiFi, Roku TV, electric fireplace, pillow-top mattresses, games, snacks, fresh towels and toiletries, fully equipped Kitchen and complimentary coffee - you'll have all you need for your next get-away! You'll be walking distance to Lake Erie and a short drive to the beach, Chautauqua Lake or Niagara Falls! Your stay comes with an extensive list of local recommendations for places to eat, enjoy and entertain while you Stay & Play!

The Loft, with Hot tub and fire pit.
Kick back and relax in our peaceful, cozy space. We have a wooded area that surrounds the back and side of the house. Come and enjoy a warm fire up in the woods under the beautiful Hemlock trees, as well as the bubbling, steamy hot tub tucked under our pergola behind the house. Don't leave without experiencing the beautiful Allegheny National Forest that surrounds us in Warren County! Summer is so lush and green, with many outdoor activities! We hope to see you!☀️🌿

Forestville Studio Cabin (Rural Guest Home)
Reconnect with nature at our secluded studio cabin on 5 acres, nestled beside a creek. Just 11 miles from Lake Erie and an hour from Niagara Falls. Only 528 yards to the snowmobile trail, 10 minutes to the Amish Trail, and 12 miles to Boutwell Hill State Forest. Enjoy hiking, biking, swimming, fishing, tubing, kayaking, skiing, snowmobiling, hunting, and exploring Amish country and local wineries. Located on a quiet dirt road, yet close to main travel routes.

Beachfront Cottage w/Amazing Views! Sunset Cottage
Come visit us at Steelhead Run offering panoramic views of the sunsets on Lake Erie. You will find this Two-bedroom cottage to be quite comfortable offering all the utility of a smaller home. When you arrive, you will find yourself nestled between Lake Erie and Chautauqua Creek on 7 forested acres with access to Lake Erie. On the beach you can spend time hunting for beach glass and driftwood, or take the half-mile walk along the beach to Barcelona Harbor.

Island Cabin - The Paddle Inn
Abundant privacy is yours at this Island paradise on beautiful Cassadaga Lakes. Accessible by an arched bridge or boat, the cottage is brand new inside and out, is environmentally friendly, provides endless outdoor adventure and a charming interior. Fish from the back deck, swim in crystal clear lake water, relax on the covered porch, and enjoy boundless nature literally at your fingertips, in this very unique setting.

Secluded Egypt Hollow Cabin
Escape to a serene cabin near the Allegheny National Forest in Russell NWPA. Perfect for travelers and couples seeking a relaxing getaway surrounded by nature. 1 Bed. 1 Bath. Private Cabin Enjoy a stream, fire pit, and private driveway. Explore hiking, biking, and all types of boating nearby. Enjoy local businesses downtown Warren. Host available for questions and recommendations. Book your getaway now!
Popular amenities for Portland holiday rentals
Other great holiday rentals in Portland

The Cottage at VBP

Come relax at Victorian Charm

Small town happiness

Sweet Cottage Suite

Dublin Tree Haven - (5 miles from Ellicottville)

Rustic Retreat

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Casa Andante - Lakefront Getaway
Destinations to explore
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