Oregon beach vacation rentals
As the weather gets warmer, you’ll want to get outside and enjoy all the fun things Oregon has to offer. From oceanfront adventures to hiking in the woods and exploring local restaurants, there are so many ways to spend your time here.
To help you plan your next trip, we’ve compiled a list of Oregon beach vacation deals that will save you money on hotels, rentals and other accommodations.
We’ve hand-picked all the best packages from our site based on location, amenities and price point—so no matter what you’re looking for in your next vacation, we’ve got something for you!
Oregon beach vacation rentals
Chicago Athletic Association, part of Hyatt
4.5 out of 5
Price was $1,130, price is now $787 per person$1,130
$787
per person
Sep 29 – Oct 2
Roundtrip flight included
Newark (EWR) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Millennium Park and Art Institute of Chicago are located nearby. Discover genuine guest reviews for Chicago Athletic Association, part of Hyatt, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 out of 5
Save 100% on your flightPrice was $1,956, price is now $1,409 per person$1,956
$1,409
per person
Oct 6 – Oct 11
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Fairmont Chicago at Millennium Park Gold Experience
4.5 out of 5
Save 100% on your flightPrice was $1,079, price is now $785 per person$1,079
$785
per person
Sep 14 – Sep 17
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Popular attractions Chicago Riverwalk and Chicago Theatre are located nearby. Discover genuine guest reviews for Fairmont Chicago at Millennium Park Gold Experience, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Sheraton Grand Chicago
4 out of 5
Price was $749, price is now $572 per person$749
$572
per person
Aug 25 – Aug 28
Roundtrip flight included
Newark (EWR) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Sheraton Grand Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
LondonHouse Chicago, Curio Collection by Hilton
4.5 out of 5
Price was $1,055, price is now $822 per person$1,055
$822
per person
Sep 29 – Oct 2
Roundtrip flight included
Newark (EWR) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Chicago Theatre are located nearby. Discover genuine guest reviews for LondonHouse Chicago, Curio Collection by Hilton, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Hilton Garden Inn Chicago Central Loop
3 out of 5
Price was $848, price is now $667 per person$848
$667
per person
Sep 29 – Oct 2
Roundtrip flight included
Newark (EWR) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast, and onsite parking. Popular attractions Willis Tower and Art Institute of Chicago are located nearby. Discover genuine guest reviews for Hilton Garden Inn Chicago Central Loop, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Fairmont Chicago at Millennium Park
4.5 out of 5
Price was $751, price is now $595 per person$751
$595
per person
Aug 25 – Aug 28
Roundtrip flight included
Newark (EWR) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, breakfast, and a 24-hour fitness center. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Fairmont Chicago at Millennium Park, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Eurostars Magnificent Mile
4 out of 5
Price was $926, price is now $738 per person$926
$738
per person
Oct 7 – Oct 9
Roundtrip flight included
Newark (EWR) to Chicago (ORD)
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Eurostars Magnificent Mile, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Oregon Vacation Packages 3-4 Night Stays
Trip lengthStar ratingFlight classRemove all filters
Chicago Athletic Association, part of Hyatt
4.5 out of 5
Theatre District
Price was $1,130, price is now $787 per person$1,130
$787
per person
Sep 29 – Oct 2
Roundtrip flight included
Newark (EWR) to Chicago (ORD)
Fairmont Chicago at Millennium Park Gold Experience
4.5 out of 5
The Loop
Save 100% on your flightPrice was $1,079, price is now $785 per person$1,079
$785
per person
Sep 14 – Sep 17
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 out of 5
River North
Save 100% on your flightPrice was $1,343, price is now $1,001 per person$1,343
$1,001
per person
Sep 6 – Sep 10
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Fairmont Chicago at Millennium Park
4.5 out of 5
The Loop
Price was $933, price is now $705 per person$933
$705
per person
Sep 29 – Oct 2
Roundtrip flight included
Newark (EWR) to Chicago (ORD)
Red Lion Hotel Coos Bay
3 out of 5
Price was $1,241, price is now $1,186 per person$1,241
$1,186
per person
Sep 2 – Sep 9
Roundtrip flight included
Dallas (DFW) to North Bend (OTH)
This hotel doesn’t skimp on freebies – guests receive free WiFi, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the 3 conference rooms, along with dry cleaning/laundry services. Luggage storage and a safe deposit box are also provided.
Florence Lighthouse Inn
2.5 out of 5
Price was $864, price is now $839 per person$864
$839
per person
Sep 14 – Sep 19
Roundtrip non-stop flight included
Dallas (DFW) to Eugene (EUG)
This motel doesn’t skimp on freebies – guests receive free breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you’ll need for your pet including food and water bowls. A restaurant is also provided.
Motel 6 Coos Bay, OR
2 out of 5
Price was $793, price is now $789 per person$793
$789
per person
Sep 14 – Sep 19
Roundtrip non-stop flight included
Dallas (DFW) to North Bend (OTH)
This motel doesn’t skimp on freebies – guests receive free WiFi and free self parking. A snack bar/deli and laundry facilities are also provided.