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.

Guest favorite

Chalet in Brocton

4.91 out of 5 average rating, 171 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.

Mar 22 – 29

$153 per night
Guest favorite

Home in Ashville

4.92 out of 5 average rating, 215 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 5 – 12

$112 per night
Guest favorite

Guesthouse in Forestville

4.99 out of 5 average rating, 118 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.

Feb 8 – 15

$113 per night

Popular amenities for Portland vacation rentals

Other great vacation rentals in Portland

Guest favorite

Cottage in Westfield

4.94 out of 5 average rating, 108 reviews

"The Beeches" Peaceful Lake Cottage

Feb 15 – 22

$158 per night
Guest favorite

Cabin in Sinclairville

4.94 out of 5 average rating, 190 reviews

The A Frame-Cozy cabin, HOT TUB! Nature lovers!

Jul 10 – 17

$137 per night
Guest favorite

Cabin in Portland

4.97 out of 5 average rating, 32 reviews

The Fisherman's Cottage - a Lakeside Loft

May 31 – Jun 7

$259 per night
Guest favorite

Cabin in Portland

4.95 out of 5 average rating, 40 reviews

Scandinavian Escape/ Hot Tub/ EV Charger/ Secluded

Aug 10 – 17

$412 per night
Guest favorite

Apartment in Westfield

4.96 out of 5 average rating, 23 reviews

Quaint Neighborhood Duplex

Nov 19 – 26

$95 per night
Guest favorite

Home in Mayville

4.93 out of 5 average rating, 57 reviews

3 Bedroom Countryside Log Cottage Near Chautauqua

Oct 29 – Nov 5

$135 per night
Guest favorite

Guest suite in Westfield

4.91 out of 5 average rating, 58 reviews

Serene area on Lake Erie in middle of wine tour

Sep 8 – 15

$71 per night
Guest favorite

Apartment in Fredonia

4.94 out of 5 average rating, 33 reviews

Elegant 2 bedroom apt 1 block from SUNY Fredonia

Jul 25 – Aug 1

$98 per night
Guest favorite

Guesthouse in Westfield

4.99 out of 5 average rating, 92 reviews

Beachfront Cottage w/Amazing Views! Sunset Cottage

Dec 3 – 10

$100 per night
Guest favorite

Cottage in Dunkirk

4.98 out of 5 average rating, 94 reviews

28 Acres - Gorgeous Lake Erie Views

Feb 13 – 20

$71 per night
Guest favorite

Cottage in Cassadaga

5.0 out of 5 average rating, 43 reviews

Blue Canoe/Upscale Lake Cottage/Chaut/Lily Dale

Dec 26 – Jan 2

$650 per night
Guest favorite

Apartment in Bemus Point

4.99 out of 5 average rating, 78 reviews

Private in-law suite (without the in-laws)

Apr 16 – 23

$120 per night

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