
Holiday rentals in Portland
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Top-rated holiday rentals in Portland
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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.

Canopy Treehouse: Get-Away, Hot Tub, Casino, Lake
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.

Lakefront Sunset Getaway on Cassadaga Lake
Welcome to the Cottage! This cottage sits directly on Cassadaga Lake where you can enjoy beautiful sunsets every night from the concrete patio or from the couch. Feel free to go kayaking, fishing, or swimming directly from the dock or shoreline. Perfect for anyone who wants to enjoy lake life for the weekend, week, or month! *NEW* 2 kayaks are available for free use during your stay. No gatherings, events, and/or parties larger than your reservation. Free parking up to 2 cars.

Blue Canoe/Upscale Lake Cottage/Chautauqua
Welcome to Blue Canoe Lake Cottage on Cassadaga Lakes! This small, 2 Queen Bedroom/1 Full Bath, newly renovated, open-concept, light-filled cottage offers 125 ft of private waterfront, a gated covered porch, & thoughtful details throughout. Enjoy 2 kayaks, 2 paddle boards, a pedal boat, 4 adult cruiser bikes, fire pit, & propane grill. Dog-friendly & perfect for up to 4 adults — luxury on the lake awaits! If booked, check out our sister property, Blue Oar (4BR/3BA, lakefront!

The A Frame-Cozy cabin, HOT TUB! Nature lovers!
Cabin with great amenities in the forest. There’s a creek flowing and a lovely pond. 4 seat Hot tub! Satellite Tv, WiFi, full size fridge, microwave, apartment size oven/stove, wood stove (primary heat in colder months) and electric baseboard heat 2 double beds, bunk beds. wood stove in garage. Easy access to NY State Land Snowmobile trails! Great location for hunters,Snowmobilers, cross country skiers, hikers, kayakers and all outdoor enthusiasts! Near Cassadaga Lake.

Lake Erie Retreat
Welcome to your home away from home! Featuring complimentary WiFi, Roku TV, 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!

Spacious Apartment in Historic Fredonia
This 2-bedroom, 1.5-bath apartment has a fully equipped kitchen; master suite with whirlpool tub; laundry, living, & dining rooms; & study. Attached to an historic home with on-site parking and private entrances, it has a porch overlooking a tree-shaded lot & quiet street. A 5-minute walk from SUNY Fredonia & downtown Fredonia, 3 miles from Lake Erie; a 35-minute drive from the Chautauqua Institute; & 1 hour from Niagara Falls, casinos, & ski resorts.

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.

Lakefront Escape
Our home is located in historic North East Pa. The house sits on a bluff overlooking beautiful Lake Erie with steps to access the beach. We have 2 bikes, a fire pit and plenty of seating on the oversized deck to enjoy your view of bald eagles flying along the shore. A split air system gives Air conditioning in the entire home makes your stay very comfortable. We are certain you will love your escape to the lake.

Westfield Charmer
Charming 2 Bedroom/1 Bath home that has been totally remodeled. Brand new kitchen, appliances, floors, furniture, and more! Home has an open concept kitchen-living room, large bedrooms, huge deck with dining table and extra seating. There is an additional folding single bed if needed in MBR closet. Gas grill. Almost 1/2 acre backyard. Well behaved pets are welcome as are children.

"The Beeches" Peaceful Lake Cottage
If your looking for a quiet, relaxing getaway this is the place. It is furnished with antiques and oriental rugs. It is at the end of a private road next to a small woods so it is very private. There is also great access to a beautiful beach.
Popular amenities for Portland holiday rentals
Other great holiday rentals in Portland

Breathtaking views, modern container design

Small town happiness

Portage Ponds HOT TUB near Lake Erie-CHQ-Wineries

Pool Table | Spacious | Perfect Location | Patio

Lakefront Getaway with Sunset Views

Cozy Loft-Pet Friendly-Spacious

Brightside Cottage by Lake Erie

Gilbert's @the Lake-Muskie Manor
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- Capital District, New York Holiday rentals
- Northeast Ohio Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Peek'n Peak Resort
- Holiday Valley Ski Resort
- Waldameer & Water World
- Buffalo RiverWorks
- Allegany State Park
- Presque Isle State Park
- Keybank Center
- Buffalo Zoo
- Kissing Bridge
- Highmark Stadium
- Splash Lagoon
- Buffalo and Erie County Botanical Gardens
- Eternal Flame Falls
- Turkey Point Provincial Park
- Holimont Ski Club
- Frank Lloyd Wright's Martin House
- Canisius University
- Chestnut Ridge Park
- Ellicottville Brewing Company
- Midway State Park
- Lucille Ball Desi Arnaz Museum
- Long Point Provincial Park
- Buffalo Museum of Science
- Shea's Performing Arts Center





