Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly

Photo gallery for Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly

A modern kitchen with dark cabinetry, a central island, and a dining area with a chair and table.
A living room with a green armchair, a brown leather sofa, a lamp, a plant, and a door in the background.
A house with a black front door, two potted plants, and a small window above the door.
A wall-mounted clock, a coffee maker, a framed picture, and a plate with croissants on a wooden cabinet.
A dining area with a round table, two chairs, a wicker pendant light, a vase with flowers, and framed artwork on the wall.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Discover nearby landmarks
    Walk to Lake Erie

Popular amenities

  • Patio
  • Dog-friendly
  • Air conditioning
  • Refrigerator
  • Washer
  • Internet

Explore the area

View in a map
Portland, NY
  • Place, Chautauqua Lake
    ‪16 min drive‬
  • Place, Chautauqua Institution
    ‪25 min drive‬
  • Place, Peek'n Peak Ski Resort
    ‪44 min drive‬
  • Airport, Jamestown, NY (JHW-Chautauqua County)
    ‪41 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Master Bedroom

1 Queen Bed

Second Bedroom

2 Twin Beds

1 bathroom

Master Bathroom

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Garden
Dining area

Add dates for prices

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About the neighborhood

Portland

Portland is home to this cottage. The area's natural beauty can be seen at Lake Erie State Park and Lake Erie, while McClurg Museum and Rockefeller Arts Center are cultural highlights. Lake Shore Center for the Arts and Chautauqua Bookstore are also worth visiting. With jet skiing, kayaking, and motor boating nearby, you'll find plenty of adventures in the water.
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Map
Portland, NY

What's nearby

  • Chautauqua Lake - 16 min drive - 21.6 km
  • Chautauqua Institution - 25 min drive - 32.6 km
  • Lily Dale Spiritual Center - 27 min drive - 22.5 km
  • Peek'n Peak Ski Resort - 44 min drive - 61.2 km
  • Lucille Ball Desi Arnaz Museum - 47 min drive - 58.5 km

Getting around

  • Jamestown, NY (JHW-Chautauqua County) - 41 min drive

Restaurants

  • ‪Crosby's - Westfield - ‬13 min drive
  • ‪Quagliana's Bark Grill - ‬13 min drive
  • ‪Nickel Plate Depot - ‬8 min drive
  • ‪KISS Barbeque - ‬10 min drive
  • ‪Tim Hortons - ‬13 min drive

Frequently asked questions

Is Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet.

How much does it cost to stay at Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly?

As of Nov 5, 2026, prices found for a 1-night stay for 2 adults at Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly on Nov 9, 2026 start from $307, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly?

Check-in begins at 3:00 PM.

What time is check-out at Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly?

Check-out is at 11:00 AM.

Where is Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly located?

Situated in Portland, this cottage is steps from Lake Erie and 2 mi (3.2 km) from 21 Brix Winery. Lake Erie State Park and Vetter Vineyards Winery are also within 6 mi (10 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 8 out of 10 reviews
Rating 8 - Good. 2 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

9.8/10

Cleanliness

9.8/10

Check-in

9.8/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A lovely little house. Everything is perfect and very comfortable.
Stayed 2 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfortable bedding immaculate property. Great host.
Stayed 1 night in Oct 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a darling little cottage very close to Lake Erie with a view of the lake and outdoor area to sit and enjoy the beautiful view. We had a wonderful trip and enjoyed coming home every day to this cozy little private place in the village of Portland.
Stayed 2 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very Clean and quiet
Stayed 2 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute cottage. Perfect location. Very clean and the process was very smooth.
Stayed 1 night in May 2026
Response from VrboOwner on Jun 1, 2026
Thank you so much for your kind review, Julianne! It was such a pleasure to host you. Please come back again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property is beautiful and perfectly decorated. It is spacious enough for four people. The space is efficiently used. Bonus that it is pet friendly. I would stay there again. I frequent wineries in that area and the location is ideal. Camille
Stayed 1 night in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The cottage was everything myself, boyfriend and his dog could ask for. Close to the lake and secluded/quiet. Highly recommend
Stayed 3 nights in Jun 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay at this property. It was well stocked with everything we needed. The bathroom was particularly nice. Overall a very nice experience. The yard was a nice size and would have been great for walking our dog but the high grass especially in the back area made that difficult.
Stayed 2 nights in Jul 2026
Response from VrboOwner on Jul 16, 2026
Thank you so much for your feedback Nancy! We are thrilled you enjoyed your stay. We’ve increased frequency of mowing to ensure future guests don’t run into this issue. Again - our sincere thanks for bringing this to our attention!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We were so pleased with our stay at the Mainstay. It was immaculate and so well decorated and furnished. We were very comfortable during our visit there. Julie provided everything we might need -- and more. It was a wonderful area too. Close to many places of interest. But nice and quiet, too, which is what we were looking for. Julie was very helpful and responsive the couple of times we had questions. We would definitely use these accommodations again when we're in the area!
Stayed 4 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a super cute a cozy house. We did an East Coast road trip and we all decided it was the nicest rental we had the entire way. The owner was very accommodating and responsive. The grounds are beautiful and it is super close to an amazing view of Lake Erie.
Stayed 1 night in Jun 2026
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