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Portland Vacation Rentals

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Tonight
Nov 1 - Nov 2
Tomorrow
Nov 2 - Nov 3
Next weekend
Nov 7 - Nov 9
In two weeks
Nov 14 - Nov 16

Vacation Rentals in Portland

Terrace/patio
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
10.0 out of 10, Exceptional, (45)
"We stayed for one night but it was perfect! Very clean and well kept! We will stay again! "
United States
Julie M.
The price is ￥31,876
￥55,161 total
includes taxes & fees
Nov 3 - Nov 4
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country
Outdoor dining
Comfortable Camper a few miles off thruway and area attractions. Fire ring wood
Comfortable Camper a few miles off thruway and area attractions. Fire ring wood
1.0 star property
8.0 out of 10, Very Good, (1)
The price is ￥9,239
￥16,530 total
includes taxes & fees
Nov 30 - Dec 1
Comfortable Camper a few miles off thruway and area attractions. Fire ring wood
Fridge, microwave, oven, stovetop
Cozy 2 Bedroom Canal Front Cottage With Private Dock
Cozy 2 Bedroom Canal Front Cottage With Private Dock
9.8 out of 10, Exceptional, (48)
"Our family had an amazing stay at this cottage! It was located in a cute area that was convenient to local shops and restaurants. The property was extremely clean and well kept making our stay easy across the board. Overall, lovely experience and hope to return back. "
United States
Kelly G.
The price is ￥13,721
￥37,081 total
includes taxes & fees
Nov 4 - Nov 5
Cozy 2 Bedroom Canal Front Cottage With Private Dock
Fridge, microwave, oven, stovetop
Step back in time farm house
Step back in time farm house
9.6 out of 10, Exceptional, (72)
"Great place to stay! Enjoyed the decor and location."
United States
Thomas B.
The price is ￥11,227
￥23,129 total
includes taxes & fees
Nov 3 - Nov 4
Step back in time farm house
Property grounds
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
10.0 out of 10, Exceptional, (57)
"Great place! Stayed for a night after a concert at Chautauqua. Had all the amenities we needed and excellent layout to accommodate all of us. We couldn't have asked for more!"
United States
Cheryl T.
The price is ￥18,017
￥42,980 total
includes taxes & fees
Nov 2 - Nov 3
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
Smart TV, fireplace, books
The Refined Retreat
The Refined Retreat
10.0 out of 10, Exceptional, (12)
"We really couldn't have asked for more. Top notch clean and comfortable. More amenities than you can imagine. Quiet neighborhood. Instant communication with owners. Ample space. Would highly recommend!"
United States
jessica w.
The price is ￥16,816
￥46,322 total
includes taxes & fees
Nov 2 - Nov 3
The Refined Retreat
Interior
The Stable at Windmill Ridge Farm
The Stable at Windmill Ridge Farm
9.6 out of 10, Exceptional, (14)
"Superb place "
Canada
Jonathan M.
The price is ￥16,375
￥33,481 total
includes taxes & fees
Nov 3 - Nov 4
The Stable at Windmill Ridge Farm
Fridge, microwave, oven, stovetop
Beautiful Wine Trail 2-BR Rental
Beautiful Wine Trail 2-BR Rental
10.0 out of 10, Exceptional, (7)
"The property was excellent, plenty of parking and super clean. The host was excellent with communications and I’ll definitely stay there again and would recommend it to anyone for a trip to Westfield or Barcelona. "
United States
William G.
The price is ￥25,408
￥47,156 total
includes taxes & fees
Nov 9 - Nov 10
Beautiful Wine Trail 2-BR Rental
Terrace/patio
Lakefront w Dock, Pet Friendly, Spacious Yard
Lakefront w Dock, Pet Friendly, Spacious Yard
2.0 star property
9.8 out of 10, Exceptional, (12)
"Great house and relaxing weekend with unbeatable location on the Lake! "
United States
Mary B.
The price is ￥20,373
￥41,119 total
includes taxes & fees
Nov 2 - Nov 3
Lakefront w Dock, Pet Friendly, Spacious Yard
Microwave, oven, stovetop, dishwasher
3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery
3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery
9.6 out of 10, Exceptional, (32)
"Perfect setting to enjoy the Lake Erie Wine Country!!!Close to the wineries and quaint restaurants! The house was perfect! "
United States
missy p.
The price is ￥25,639
￥51,246 total
includes taxes & fees
Nov 2 - Nov 3
3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery
Private kitchen
3- Bedroom Apartment at an Award Winning Winery
3- Bedroom Apartment at an Award Winning Winery
2.0 star property
10.0 out of 10, Exceptional, (21)
"We stopped through on a longer road trip and it was just a perfect place and beautiful property! Thank you!"
United States
Veronica A.
The price is ￥26,332
￥53,942 total
includes taxes & fees
Nov 2 - Nov 3
3- Bedroom Apartment at an Award Winning Winery
Marina
Charming Resort in the Heart of Bemus Village on CHQ Lake
Charming Resort in the Heart of Bemus Village on CHQ Lake
10.0 out of 10, Exceptional, (195)
"This property was amazing! Plenty of space, very clean, and within walking distance of shops and restaurants in Bemus Point and also very close to the lake. The property has an excellent layout, wonderful side and front porches, and is kid friendly. I would highly recommend and we will be staying there again in the future!"
United States
Zackary F.
The price is ￥33,262
￥77,260 total
includes taxes & fees
Nov 2 - Nov 3
Charming Resort in the Heart of Bemus Village on CHQ Lake
Interior
Walk out the door, walk onto the beach!
Walk out the door, walk onto the beach!
10.0 out of 10, Exceptional, (73)
"My wife and family stayed here. We grew up in this area and could not have found a better place to stay. Everything was perfect!"
United States
Kevin K.
The price is ￥30,644
￥73,432 total
includes taxes & fees
Dec 1 - Dec 2
Walk out the door, walk onto the beach!
Exterior
Portage Ponds 5 BR/3 Bath close to CHQ, wine trail
Portage Ponds 5 BR/3 Bath close to CHQ, wine trail
10.0 out of 10, Exceptional, (22)
"We had a fantastic stay at this property. Plenty of creature comforts to make it a home away from home. Tiffany was great. The location was perfect. I would stay at this property again. "
United Kingdom
Allen E.
The price is ￥44,385
￥106,534 total
includes taxes & fees
Nov 4 - Nov 5
Portage Ponds 5 BR/3 Bath close to CHQ, wine trail
3 bedrooms, iron/ironing board, WiFi, bed sheets
20 Park-Walk to Everything CHQ-Pets OK-Free Bikes
20 Park-Walk to Everything CHQ-Pets OK-Free Bikes
10.0 out of 10, Exceptional, (1)
"It was a very clean house with spacious areas including a full apartment upstairs. It was one of the better places we have ever stayed at as far as accommodations go. Highly recommended! Thank you."
United Kingdom
Bill T.
The price is ￥26,194
￥63,706 total
includes taxes & fees
Nov 5 - Nov 6
20 Park-Walk to Everything CHQ-Pets OK-Free Bikes
Smart TV, books
Cozy Colonial in Downtown Westfield, NY
Cozy Colonial in Downtown Westfield, NY
10.0 out of 10, Exceptional, (22)
"Great property in the perfect location. Very clean, updated property. We will definitely stay again. "
United States
Marci S.
The price is ￥30,028
￥52,725 total
includes taxes & fees
Nov 30 - Dec 1
Cozy Colonial in Downtown Westfield, NY
Exterior
Perfect Fall getaway! Leaves, Wine Tasting, Fishing, Birding, Family Time!
Perfect Fall getaway! Leaves, Wine Tasting, Fishing, Birding, Family Time!
9.8 out of 10, Exceptional, (23)
"We had a wonderful time at this perfectly appointed property. The host is very accommodating. Everything designed to ensure a lovely and relaxing time on this beautiful property."
United States
Vera B.
The price is ￥36,804
￥67,516 total
includes taxes & fees
Nov 18 - Nov 19
Perfect Fall getaway! Leaves, Wine Tasting, Fishing, Birding, Family Time!
Property grounds
LAKE VIEW. TWO MASTER BEDROOMS. PARKING. LOCATION!
LAKE VIEW. TWO MASTER BEDROOMS. PARKING. LOCATION!
The price is ￥30,798
￥79,522 total
includes taxes & fees
Nov 4 - Nov 5
LAKE VIEW. TWO MASTER BEDROOMS. PARKING. LOCATION!
Interior
Spacious 5 BR Home w/ Hot Tub in Wine Country on Lake Erie
Spacious 5 BR Home w/ Hot Tub in Wine Country on Lake Erie
9.6 out of 10, Exceptional, (20)
"Very nice and spacious house. "
United States
Larry M.
The price is ￥35,756
￥106,915 total
includes taxes & fees
Nov 3 - Nov 4
Spacious 5 BR Home w/ Hot Tub in Wine Country on Lake Erie
Fridge, microwave, oven, stovetop
Main St Bemus-HOT TUB-1 Block from Lake
Main St Bemus-HOT TUB-1 Block from Lake
10.0 out of 10, Exceptional, (6)
"Enjoyed the property and our stay in Bemus Point. The home was clean and comfortable. Plenty of space for multiple families. We enjoyed the firepit several nights and the smores bar was a special treat. The home is walkable to Bemus Point restaurants and shops. We would highly recommend staying at this home and we hope to return in the near future. "
United States
Bart C.
The price is ￥32,743
￥78,065 total
includes taxes & fees
Nov 3 - Nov 4
Main St Bemus-HOT TUB-1 Block from Lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Portland Hotel Reviews

Enjoy fall on the lake - colorful leaves, the grape harvest. Or, Winter snuggle.

Enjoy fall on the lake - colorful leaves, the grape harvest. Or, Winter snuggle.

10/10 Excellent
"The host was very responsive. And the home is lovely with a fabulous view of Lake Erie from almost all rooms. We had an enjoyable, comfortable, and cozy stay."
Dianne D. 4-night trip
Posted 2 days ago
Enjoy fall on the lake - colorful leaves, the grape harvest. Or, Winter snuggle.

Find out more about Portland

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Frequently asked questions

Can I find a vacation rental in Portland?

Yes, there are vacation rentals close to popular attractions in Portland, or you can select a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Portland has to offer?

Enjoy fall on the lake - colorful leaves, the grape harvest. Or, Winter snuggle.: This vacation home rental outside of Portland is located on a lake and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Portland?

While exploring the area, visit family-friendly sights like Chautauqua Belle Steamboat, or get outside and enjoy nature at Lake Erie. In the larger area, you’ll find 21 Brix Winery and Lily Dale Spiritual Center.

What are vacation rentals like in Portland?

Vacation rentals are private properties you can reserve for a couple days or more in Portland. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for family trips.