Vacation rentals in Portland

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Top-rated vacation rentals in Portland

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Guest favorite

Chalet in Brocton

4.91 out of 5 average rating, 174 reviews

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.

Feb 9 – 16

G$36,822 GYD per night

Guest favorite

Home in Ashville

4.92 out of 5 average rating, 218 reviews

HEART AND SOUL--Secluded setting overlooking Pond

Relax at this Secluded Setting overlooking the centerpiece HEART shaped fish filled Pond. RE-CREATE or Rest your SOUL in Natures Beauty with Woods and Hiking trails to Roam, OR have a BONFIRE. Lots of Parking for reunion/retreats, Sledders, Equine, or Boaters. PEAK & PEAK Ski/Golf Resort,Several Lakes, State Lands with Hiking, Snowmobile, and Horse Trails just minutes away. ONE Main Bedroom and a Queen Sofa Sleeper in the Family Rm/2nd Bedroom. Fastest WIFI Available. Enclosed Deck. ENJOY ENJOY.

Jan 27 – Feb 3

G$26,735 GYD per night

Guest favorite

Guesthouse in Forestville

4.99 out of 5 average rating, 123 reviews

Forestville Studio Cabin (Rural Guest Home)

Reconnect with nature at our Studio Cabin Guest Home on 5 acres. Nestled along the edge of a creek behind cabin. About 11 miles from Lake Erie and 1hr away from Niagara Falls. 528 yards from Snowmobile trail. 10 mins from Amish Trail and 12 miles to Boutwell Hill State Forest, Hiking, biking, swimming, fishing, tubing, kayaking, snowshoeing, skiing, snowmobiling, state land for hunting, Amish country, wineries. We are currently in the process of logging the property and having it cleaned up.

May 28 – Jun 4

G$25,508 GYD per night

Guest favorite

Cottage in Westfield

4.94 out of 5 average rating, 154 reviews

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

Sep 26 – Oct 3

G$23,594 GYD per night

Guest favorite

Guesthouse in Findley Lake

4.94 out of 5 average rating, 125 reviews

Old Schoolhouse Music Cottage

7 minutes to skiing and tubing at Peek n Peak or 1 short block to Findley Lake. The boat launch is at the end of the block with a fantastic kayak launch ramp. The cottage is rumored to have been the music room for the old Findley Lake Highschool (main house in front of the cottage). The cottage is directly behind the old school house (where we live). We ski every day in the winter and find it's a super convenient location just down the road from pknpk (6 miles). Town of Mina Permit #17.

Sep 15 – 22

G$12,317 GYD per night

Guest favorite

Farm stay in Fredonia

4.99 out of 5 average rating, 120 reviews

Arkwright, Cozy Country Farm Stay!

Spring is coming!! Tired of hotels and noisy space? Have the entire house! 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. Please respect no pets, no smoking, and no children under 12. Grounds may be shared with overnight RV Campers May-Oct. Terry and Angela

Mar 31 – Apr 7

G$19,286 GYD per night

Guest favorite

Cottage in Ashville

4.94 out of 5 average rating, 112 reviews

Cozy lake property get away

Small cottage ( app. 400 sq ft ) on large lake front parcel. The rental is the rear cottage with very nice lake front view, quiet neighborhood and large yard. Two miles to Bemus point where there are several restaurants and a grocery store. Chautauqua county voted best small golf town by golf digest. National comedy center in Jamestown. Boat rentals near by. Guests have outdoor dining area and a fire pit. There is a large supply of fire wood also. Chautauqua institution 7 minutes.

Nov 6 – 13

G$27,657 GYD per night

Guest favorite

Cottage in Fredonia

4.93 out of 5 average rating, 185 reviews

Rock Cottage Getaway

Thinking of getting away from the city noise or just a quick weekend escape? Our beautiful Rock Cottage is the perfect fix! There's nothing like cozying up around the fire pit, getting the grill going and letting your worries go. Walking distance from downtown and the quaint coffee shops and eateries. Bike ride away from the historic Canadaway Creek(bikes provided). Short drive to some of WNY finest wineries. This Rock Cottage can also serve as your private getaway.

Nov 15 – 22

G$29,375 GYD per night

Guest favorite

Bungalow in Erie

5.0 out of 5 average rating, 109 reviews

The Couple's Cottage

For over 100 years the Gilded Eagle Inn has soared above the shore of Lake Erie. No where on the PA shoreline will you find a more intimate, inviting setting to celebrate that special day. Anniversaries, birthdays, honeymoons… or just a romantic getaway…there is no better “I Love You” than watching a breath taking Lake Erie sunset with your one true love. Are you a business traveler? Or just someone who needs a few nights to regroup by yourself? No worries!

Mar 12 – 19

G$33,536 GYD per night

Guest favorite

Home in Dunkirk

4.96 out of 5 average rating, 223 reviews

"Close to the Lake" House

The home is located just two blocks from the beach, a short drive to the SUNY Fredonia campus and within the Chautauqua wine trail. You will find it is very clean, well maintained, well stocked and provides a private backyard with covered porch. This is a great location for anyone who wishes to visit the campus, enjoy Lake Erie, explore Chautauqua County or coming into town to visit family. Ideal for couples, solo adventurers, business travelers and families.

Feb 15 – 22

G$28,701 GYD per night

Guest favorite

Apartment in Fredonia

4.94 out of 5 average rating, 362 reviews

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.

Aug 30 – Sep 6

G$27,301 GYD per night

Guest favorite

Home in Fredonia

4.97 out of 5 average rating, 138 reviews

CASA BELLA. Charming And Spacious.

CASA BELLA is a charming and spacious one bedroom, one bathroom space on the first floor of an unoccupied single family home in a quiet neighborhood. Located 1.7 miles from SUNY Fredonia, 8.1 miles from Lily Dale, 23 miles from Chautauqua and 69 miles from Niagara Falls. Perfect for families or a couple while visiting your college student, attending reunions, or local festivals.

May 5 – 12

G$23,041 GYD per night