What are the top rated Summer Rentals in Oldtown?

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 Summer Rentals in Oldtown: Countryside pet-friendly bungalow with a pool, just 20 minutes from Portland Remodeled Guesthouse with separate Riverfront Patio and dock+river access Lovely Studio/Guesthouse in Lake Oswego Cozy Modern Farmhouse, King bed, great yard, pets! Historic English Country Lake House Upscale and quiet new home in Lake Oswego with amazing Patio Private guest house in the first addition Lake Oswego Crossroads Country Cottage Better than a 5-star hotel for extended business stay or romantic getaway High End New Estate Home in Lake Oswego. Private suite on 1st level w/o stairs.

How many summer rentals are available around Oldtown, OR?

In 2025, PickleTrip offers 127 summer rentals in or around Oldtown. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.

How much does it cost to rent a summer rental in Oldtown?

The average price per night for a summer rental in Oldtown is $289 . Check the full list of summer accommodations in Oldtown.

How many summer rentals are available to book in Oldtown?

There are 127 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with PickleTrip.

Do any summer rentals in Oldtown have a private pool?

Yes, here are some popular summer holiday rentals in Oldtown that have a private or indoor pool: Countryside pet-friendly bungalow with a pool, just 20 minutes from Portland Luxury on the Lake Lakeshore Inn Remodeled Guesthouse with separate Riverfront Patio and dock+river access Check all holiday rentals with a pool in Oldtown on PickleTrip.

Can I rent pet-friendly summer rentals in Oldtown?

Yes, We have 127 summer rental homes in Oldtown and types of place to stay in Oldtown include: Vacation Homes: 127 available for rent Villas: 127 Rentals available for rent Holiday Apartments: 127 Rentals available for rent Hotels with Suites: 127 Rentals available for book

Do you have a luxury summer rental with a pool in Oldtown?

Yes, of course! There are many luxury summer rental properties in Oldtown. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Oldtown.