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.

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Guest favorite

A wooden sign stands at the entrance of Pat Crawford Beach, featuring white lettering against a dark brown background. Surrounding the sign, green grass and shrubs enhance the setting, with a view of the sandy beach and lake visible in the background.

Cottage in Edinboro

4.88 out of 5 average rating, 138 reviews

The Cove, cozy cottage by Edinboro Lake

ReneeRating, 5 stars2 weeks ago

The Cove was a delightful stay for my husband and I. I especially appreciated that this location was pet friendly and a great place to bring our dog. Lots of space, quiet, and cozy. We also appreciated her responsiveness to the front porch lights being burnt out- this was taken care of immediately the next day and we extremely grateful for the care shown by our host. Would absolutely book again!

Top guest favorite

A recreation area features an air hockey table and a shuffleboard table, both set against a neutral-walled backdrop. Vintage skis are displayed on the wall to add character. A small wooden table is positioned in the corner, completing the inviting space.

Home in Ellicottville

4.96 out of 5 average rating, 155 reviews

Stay in style. Walk to everything!

JillRating, 5 stars2 months ago

A wonderful base for an EVL long weekend. We were 2 families with 3 kids total. Exceptionally clean everywhere. Well-equipped kitchen, bathrooms, bedrooms. Lots of parking with space to turn around. Beds and linens comfy. Literally next door to the grocery store and a very short walk to shops, cafes and restos. 5-10 min drive to Holiday Valley (great for those of us acting as the ski shuttle!!).

Guest favorite

An enclosed front porch is furnished with a wooden coffee table and a comfy sectional sofa. Natural light floods the space through large windows, creating a bright and inviting atmosphere. A view of the surrounding area is visible through the glass.

Home in Erie

4.94 out of 5 average rating, 48 reviews

Tranquil Lake Erie

AbigailRating, 5 stars4 months ago

Nadia's place is great and very well-appointed. It's so cozy and clean and well taken care of. Nadia was also really helpful and flexible during our stay when we got stuck in a snowstorm. She's a very gracious host and went out of her way to make the accommodations work for us on short notice and through many twists and turns. We loved the beds and couch -- so comfortable and nice looking!

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Popular amenities for Portland vacation rentals

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Other great vacation rentals in Portland

Guest favorite

The entryway features a welcoming door adorned with a vibrant green wreath. A small bench rests beside the door, and a staircase leads to the upper level. Soft lighting illuminates the space, and the open layout provides a view into the dining area beyond.

Home in Ellicottville

5 out of 5 average rating, 9 reviews

Modern Mountain Bliss | Walking distance to town!

IanRating, 5 stars1 month ago

Great place to stay for a ski weekend. Plan to stay again next time we are in the area!

Top guest favorite

A spacious wrap-around deck is visible, furnished with two Adirondack chairs and a dining table set for four. Lush green hills stretch into the distance under a clear sky, enhancing the outdoor relaxation space.

Home in Ellicottville

4.93 out of 5 average rating, 44 reviews

*New deck/exterior* Quiet retreat on the hill

KelseyRating, 5 stars3 months ago

Cozy cabin only a few minutes away from Ellicottville ! It was perfect for our family, children and fur babe! The bunk beds were a huge hit. Sally also made the most cozy touches. Would 100% stay again!

Guest favorite

The exterior of a two-story yellow house is showcased, framed by lush greenery and a well-maintained lawn. A cozy seating area with chairs is positioned in the front, inviting relaxation. The structure features a prominent chimney and decorative architectural details along the roofline.

Home in Port Dover

4.96 out of 5 average rating, 28 reviews

The Main Street Family Retreat

CassandraRating, 5 stars7 months ago

Inna was very accommodating for the duration of our trip. She answered all our questions in a timely manner, and offered us a clean and comfortable stay. We will definitely be back!

Guest favorite

An indoor swimming pool is highlighted by natural wood beams and stone accents. Soft lighting from hanging fixtures casts a warm ambiance. Lounge chairs and a round table with a water bottle are positioned nearby, creating a welcoming space for relaxation.

Condo in Clymer

4.93 out of 5 average rating, 128 reviews

Home Away From Home at Peek n Peak

SarahRating, 5 stars1 month ago

We had an amazing stay here! Perfect for ski in and ski out!

Top guest favorite

An updated kitchen area features a granite countertop with seating for four at the bar. Modern appliances are visible, including a stainless steel refrigerator. Natural light filters in through windows, illuminating the open dining space with a wooden table that can accommodate multiple guests.

Townhouse in Ellicottville

4.95 out of 5 average rating, 60 reviews

Prime Location! Ski-in/Ski-Out Townhouse

KimberlyRating, 5 stars4 months ago

Beautiful home. Michael was a wonderful host and very responsive. Everything was exactly as described and we had a wonderful stay. Our family loved skiing at holiday valley and 9 of us were quite comfortable in this home. The view from the living room was lovely and the kitchen was well stocked.

Superhost

A welcoming entrance sign identifies Fox Ridge Townhomes & Residences, surrounded by lush green grass and foliage. The sign is prominently displayed, emphasizing the name against a clear blue sky, enhancing the inviting atmosphere of the area.

Townhouse in Ellicottville

4.88 out of 5 average rating, 8 reviews

Chalet Rosché Grand

RahulRating, 5 stars7 months ago

Beautiful location, and nice host.

Superhost

The cabin features a warm wooden exterior with a balcony adorned with a decorative railing. A small flag is displayed beside the front door, while a lush green lawn complements the home. Surrounding trees provide a serene, natural backdrop.

Home in Silver Creek

4.88 out of 5 average rating, 180 reviews

Lakeview House With Hot Tub & Close To Wineries!

Melissa,AnneRating, 5 stars1 month ago

Such a cute little place! It was a nice few days getaway. I'll definitely be back!

Guest favorite

An open-concept great room features natural wood beams and a stone fireplace. Comfortable seating is arranged around the hearth, with large windows offering views of the surrounding landscape. A dining area with wooden chairs and a table is included in the spacious layout.

Chalet in Ellicottville

5 out of 5 average rating, 11 reviews

Ski Chalet at Holiday Valley

ElisabethRating, 5 stars1 month ago

We absolutely loved the views. So much space - perfect for everyone. We cook, so the big kitchen and table was great. The kids loved the TV and living space downstairs. It was a very creative set up!

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Vacation rentals in Portland

Top-rated vacation rentals in Portland

Vacation rentals for every style

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