
Vacation rentals in Portland
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Portland
Guests agree: these stays are highly rated for location, cleanliness, and more.

Treehouse-Jubilee: Hot Tub, Erie Insurance Arena
There is something special about being up in the trees, surrounded by nature. In this cozy, little treehouse, you will find that no detail has been overlooked. Enjoy the forest view where it’s likely you'll see wild deer or turkey. Build a fire in the fire pit, have a stargazing soak in the hot tub, enjoy the freedom of an outdoor shower (available May 1- Oct 25), or relax on the hammock deck. You’ll have everything you need for the perfect getaway. Once you arrive, you won't ever want to leave.

The Guest House at Burdick Blueberries Farm
Share the peaceful beauty of our working family blueberry and flower farm with organic and sustainable practices. Located in East Otto, New York. During the blueberry season experience the joyful bustle of the pick-your-own blueberries and flowers, Mid-July - August. Private guest house attached to farmhouse. Enjoy our patio and spacious lawns plus in-ground pool. Walk along the blueberry bushes, farm roads and woodland trails. Guest space has a simple & natural aesthetic, a relaxing haven.

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.

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!

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!

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.
Popular amenities for Portland vacation rentals
Other great vacation rentals in Portland

3 Bedroom Countryside Log Cottage Near Chautauqua

Chautauqua Lake cottage on Big Inlet

Modern Lakefront Cottage

Cozy Boutique Stay Steps from Chautauqua Lake

Rustic Retreat

Enjoy sunset at private cottage on Lake Erie

Charming Retreat in the Heart of Westfield NY

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




