Oldtown Pet Friendly Vacation Rentals & PickleTrip Homes
Book a Dog-Friendly Rental in Oldtown for Your Next Adventure
10.0
(7 Reviews)
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- Pet Friendly
9.9
(7 Reviews)
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- Pet Friendly
10.0
(36 Reviews)
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House
9.3
(3 Reviews)
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- Pet Friendly
- Balcony/Terrace
10.0
(11 Reviews)
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- Pet Friendly
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House
9.0
(1 Review)
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- Pet Friendly
- Accessibility
10.0
(3 Reviews)
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House
New
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9.8
(38 Reviews)
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House
New
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9.6
(30 Reviews)
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House
New
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New
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- Pet Friendly
- Security/Safety
New
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- Pet Friendly
New
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- Pet Friendly
New
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- Pet Friendly
New
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- Pet Friendly
New
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New
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10.0
(42 Reviews)
- Air Conditioner
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- Pet Friendly
10.0
(4 Reviews)
- Air Conditioner
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- Pet Friendly
10.0
(4 Reviews)
- Air Conditioner
- Pet Friendly
- Pool
10.0
(1 Review)
- Air Conditioner
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- Pet Friendly
10.0
(1 Review)
- Air Conditioner
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- Pet Friendly
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About Oldtown Pet Friendly Vacation Rentals on PickleTrip
PickleTrip™'s pet-friendly rentals in Oldtown are perfect for pet owners who want to bring their furry friends and enjoy their next pickleball game on vacation. You can rest easy knowing that your pet is welcome and comfortable in your rental. With a variety of options to choose from, you can find the perfect accommodation that fits your needs and budget. Whether you're looking for a cabin in the woods, a beachfront villa, or a luxury resort, PickleTrip™ has a pet-friendly rental that will suit your needs.
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Frequently Asked Questions About Oldtown Pet-Friendly Rentals
There are a lot of options in Oldtown. If you plan on staying in the Oldtown area, consider making a reservation for a few nights at one of these properties as these have been rated the top Pet Friendly Vacation Rentals in Oldtown:
- Countryside pet-friendly bungalow with a pool, just 20 minutes from Portland
- Historic English Country Lake House
- Private guest house in the first addition Lake Oswego
- Charming 1-Bedroom Entire Condo Loft in Scenic Mountain Park
- Hillside House: Epic 5 bedroom 2 bath oasis - Game room, pool table, spa & sauna
- Private house on the Lake Oswego Monthly Rent
- Lake Oswego Condo w/Balcony, 3 Mi to the Water!
- Spectacular Pet Friendly Forested Retreat, Game Room w/Ping Pong, Gorgeous Patio Under the Trees
- Single Level Home w/Fully Fenced Backyard and BBQ
- Happy Rock Inn
There are more than 70 pet-friendly rentals available on PickleTrip. Check prices and availability in Oldtown and last updated on October 2025. Check an individual property if they have restrictions on the size or numbers of pets.
There are many dog-friendly vacation homes available in Oldtown. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Oldtown:
Most definitely! There are many luxury places to stay in Oldtown. Use our search filter to discover all of our luxury accommodations where pets are welcome, then choose the one that matches your taste. Sorting by price is another way to find the most expensive dog-friendly home in Oldtown. Though note, more expensive is not always better.
The average price of a pet-friendly vacation home is $314. Find our pet-friendly accommodation near Oldtown.
At PickleTrip, many of our accommodations are perfect for families and allow dogs too. Check out the complete list of pet-friendly holiday rentals in Oldtown to find what works for you.
Finding the best prices in Oldtown
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