Holiday houses in Portland

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.

Family · Value · Access

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.

Family · Location · Decor

Lux Cabins w/ Electric Roll Out Bed! Hot Tub / EV

Welcome to Nordic Pines! Tucked into the woods like a hidden gem, Nordic Pines is your own private resort—where luxury meets warmth & modern comfort blends with natural beauty. Thoughtfully designed for relaxation, this peaceful retreat offers your group complete privacy, serene surroundings, an electric roll out bed & fun for all ages. *4 sleeping cabins exclusively to your group. The Main Amenity House will be shared among guests - including a living room, full kitchen, & 2 full bathrooms*

Family · Location · Kitchen

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

Value · Location · Indoor spaces

Captain's Treehouse: This Sunday! Beaches. Hot Tub

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.

Location · Value · Outdoor spaces

3 Bedroom Countryside Log Cottage Near Chautauqua

Three bedroom modernized log cottage 4 miles from Chautauqua Lake, 7 miles from Barcelona Harbor on Lake Erie. Room for fishing /snowmobile trailer on property, free boat launching at both lakes. Cabin is immediately adjacent to "Rails to Trails" for snowmobiling, cross country skiing and year around hiking. World famous Chautauqua Institution 10 min. Lily Dale "Spiritualist Capitol of the World" is 20 min. Chautauqua County's Largest Flea Market is 3 miles. Just to list a few.

Location · Value · Beach

Kingfisher Point: Beautiful New Lakeside Home

This stylish new lake house was completed in September of 2022, and we are excited to open it to visitors to the Cassadaga Lake. Our home on Cassadaga Lake rests among the trees of an old growth forest adjacent to protected wetlands. Guests can enjoy the sun setting over the lake each evening from one of two porches facing the lake, or from the kayaks that are available to guests. And yes, Kingfishers are frequent visitors to the lakes as well! (No smoking and no pets allowed).

Location · Value · Indoor spaces

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!

Location · Family · Check-in

Cedar Beach Cottage on Lake Erie

Cozy cottage with full lake view from back deck! 1 bedroom w double bed, comfortable living room, full eat-in kitchen (gas stove) updated bathroom, Roku tv, wifi and large windows to let in the sunshine! Easy walking distance Point Gratiot Park. Also listed by me is nearby Cedar Beach House , a separate- but -adjacent lot with larger home suitable for 6 guests, so you can book both houses together for larger family gatherings Price includes all state and local taxes.

Value · Location · Long stay

Quaint North East Cottage Near the Water

North East Cottage is a quaint, two level cottage nestled between 16 mile creek and Lake Erie. It offers two bedrooms, one pull-out couch with a queen mattress, two full baths and two large decks overlooking Lake Erie. The kitchen is fully stocked and newly remodeled! The living room provides warmth and coziness with a gas fireplace for cool evenings on the lake. A short walk down the road is a private beach for relaxing and spending the day on Lake Erie.

Location · Family · Wi-Fi

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.

Value · Location · Indoor spaces

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.

Value · Family · TV