
Vacation rentals in Portland
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Top-rated vacation rentals in Portland
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

Arkwright, Cozy Country Farm Stay!
Come and enjoy WNY winter sports!! We are ideally located for skiing, tubing and boarding directly between Peek N Peek (43 miles) or Holiday Valley (40 miles). There are snowmobile trail heads 5 miles from our location. Be in the country yet just 5 minutes from 4 local wineries and 10 minutes from dining/shopping. We have kept the farm house feel with plenty of room for a family or friends gathering. We hope you will visit our cozy country farm house location with 4 season fun, see our photos.

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.

Camper in the country by area attractions dog ok
This is a very nice clean camper only minutes from the nys thruway , lake Erie Dunkirk ,Fredonia ,wineries and other area attractions. Fishermen welcome room for parking a boat. W/ stove ,,microwave,toilet, shower, coffee maker ,toaster ,pans,wi fi , tv gets 30 plus stations ,fridge / freezer, A.C. ,heat ,2 queen beds all linens included . A fire pit with firestarters and free wood also a bbq propane grill. Close to Lake Erie beaches and parks in Dunkirk,ny Small /med dog welcome.

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

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!

Peaceful waterfront paradise
Take it easy at this remodelled, well stocked, peaceful, family friendly, vacation spot. Fish, swim, kayak, golf, visit wineries or just watch nature. Located in Sunset Bay, a beautiful sandy beach on Lake Erie, 10 minute walk away. This is a beach community, during the summer it is very active, two beach bars in the bay. There are boat launches nearby. Trains pass nearby, which may disturb your sleep. This area is 40-50 min. drive to the Buffalo/Niagara Falls area.

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.

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.

Elegant 2 bedroom apt 1 block from SUNY Fredonia
Kick back and relax in this calm, stylish space—perfectly located in the heart of Fredonia. Just steps away from SUNY Fredonia, and a short drive to Lake Erie, local vineyards, Lily Dale, several scenic lakes, and the renowned Chautauqua Institution.

Cozy 2 BR 1 BA home in a nice quiet neighborhood
This cute little house is just down the road from SUNY Fredonia. It is just a 5 minute drive to the NYS Thruway, shopping, and restaurants. Downtown Fredonia and Lake Erie shoreline are a short drive away.
Popular amenities for Portland vacation rentals
Other great vacation rentals in Portland

Bear Lake Lodge

Come relax at Victorian Charm

Lakefront Lake House in Westfield!

Rustic Retreat

Kingfisher Point: Beautiful New Lakeside Home

A Walk Down Main”

Central Avenue Carriage House

Chautauqua Creek Retreat
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
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- Niagara Falls Vacation rentals
- Holiday Valley Ski Resort
- Peek'n Peak Resort
- Waldameer & Water World
- Buffalo RiverWorks
- Allegany State Park
- Highmark Stadium
- Presque Isle State Park
- Midway State Park
- Keybank Center
- Kissing Bridge
- Turkey Point Provincial Park
- Frank Lloyd Wright's Martin House
- Splash Lagoon
- Buffalo and Erie County Botanical Gardens
- Holimont Ski Club
- Buffalo Convention Center
- Canisius University
- Lucille Ball Desi Arnaz Museum
- Chestnut Ridge Park
- Eternal Flame Falls
- National Comedy Center
- Buffalo Zoo
- Ellicottville Brewing Company
- Shea's Performing Arts Center




