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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Browse Select Happy Valley Cottages

Private, Cozy Retreat Convenient To Portland And The Gorge
Exterior

Private, Cozy Retreat Convenient To Portland And The Gorge

9.4 out of 10, Exceptional, (163)
"The property was clean as advertised and very nice, the host was quick to offer any way they could help make our stay more enjoyable "
Private, Cozy Retreat Convenient To Portland And The Gorge
The Victorian Cottage with Mountain & River views!
Property grounds

The Victorian Cottage with Mountain & River views!

9.8 out of 10, Exceptional, (20)
"Cute cottage home in the mountains enjoyed my 3 day stay. "
The Victorian Cottage with Mountain & River views!
The "Old Barn" in the woods. Peace, Romance, Ahhh
Outdoor dining

The "Old Barn" in the woods. Peace, Romance, Ahhh

8.8 out of 10, Excellent, (26)
"Property was very neat and had lots of things to do! Location was amazing."
The price is CA $201
CA $368 total
includes taxes & fees
Sep 1 - Sep 2
The "Old Barn" in the woods. Peace, Romance, Ahhh
Yeti's Tree House: Where Dreams Come True
Terrace/patio

Yeti's Tree House: Where Dreams Come True

8.4 out of 10, Very good, (20)
"Really great spot to get away"
The price is CA $229
CA $403 total
includes taxes & fees
Sep 1 - Sep 2
Yeti's Tree House: Where Dreams Come True
Zen Cottage in Close In NE Alberta Arts Area, Sleeps 2 Private and Sanitized!!
Fridge, microwave, oven, stovetop

Zen Cottage in Close In NE Alberta Arts Area, Sleeps 2 Private and Sanitized!!

10.0 out of 10, Exceptional, (130)
"We add reserved a different VRBO for our stay, but that one cancelled us due to a water leak. Fortunately, we were able to book this one on short notice. We had stayed there before. It is a very nice place for a couple. Very clean and well stocked. The host is very responsive and accommodating."
Zen Cottage in Close In NE Alberta Arts Area, Sleeps 2 Private and Sanitized!!
Oregon Wine Country Retreat: Sip & Dine Outside
TV

Oregon Wine Country Retreat: Sip & Dine Outside

10.0 out of 10, Exceptional, (1)
"Ideal setting and beautiful apartment with thoughtful details. I will definitely stay again."
Oregon Wine Country Retreat: Sip & Dine Outside
Blue Heron Sanctuary & Serene, River-Front Cottage
Beach

Blue Heron Sanctuary & Serene, River-Front Cottage

9.8 out of 10, Exceptional, (14)
"Super easy check in. Cool unique place. Beautiful area"
The price is CA $260
CA $359 total
includes taxes & fees
Sep 14 - Sep 15
Blue Heron Sanctuary & Serene, River-Front Cottage
Charming cottage with a private hot tub, gas grill, & furnished patio
Outdoor spa tub

Charming cottage with a private hot tub, gas grill, & furnished patio

2.0 out of 10, (1)
Charming cottage with a private hot tub, gas grill, & furnished patio
Peaceful Garden Cottage, Close to Mt. Tabor Park & Downtown Bus
Property grounds

Peaceful Garden Cottage, Close to Mt. Tabor Park & Downtown Bus

10.0 out of 10, Exceptional, (233)
"I have stayed in this lovely cottage several times and have always enjoyed the charm and comfort. It feels like my home away from home! I’m looking forward to my next visit."
Peaceful Garden Cottage, Close to Mt. Tabor Park & Downtown Bus
The Cottage at River Run!
Exterior

The Cottage at River Run!

10.0 out of 10, Exceptional, (32)
"We enjoyed staying in this cottage, and the views of the grounds from the home are fantastic. I would stay here again. "
The Cottage at River Run!
Peaceful + Elegant Cottage w/ Riverside View
View from property

Peaceful + Elegant Cottage w/ Riverside View

9.8 out of 10, Exceptional, (33)
"Loved our time here! Renters were extremely helpful and accommodating. "
Peaceful + Elegant Cottage w/ Riverside View
8 Mi to Columbia River Gorge: Cottage w/ Deck!
Cottage (2 Bedrooms) | Interior

8 Mi to Columbia River Gorge: Cottage w/ Deck!

3.0 star property
8 Mi to Columbia River Gorge: Cottage w/ Deck!
All the amenities of home with no cleaning fees and first breakfast included!
Terrace/patio

All the amenities of home with no cleaning fees and first breakfast included!

10.0 out of 10, Exceptional, (31)
"What an amazing little cottage! So grateful to have stumbled upon this little gem! The hosts were extremely gracious with extra amenities! A great little spot in a quiet neighborhood close to all Portland has to offer."
All the amenities of home with no cleaning fees and first breakfast included!
Vancouver Vacation Rental 16 Mi to Portland!
House (4 Bedrooms) | Interior

Vancouver Vacation Rental 16 Mi to Portland!

3.0 star property
8.0 out of 10, Very good, (1)
"We had a great stay here. Home was nice and had alot of fun with the ping pong table and hot tub. There was a throw blanket on the top bunk that had pee on it, but was easy to wash. Clean over all, nice size yard and shower."
Vancouver Vacation Rental 16 Mi to Portland!
Sage Guest House in Historic Ladd's Addition
Exterior detail

Sage Guest House in Historic Ladd's Addition

10.0 out of 10, Exceptional, (5)
"This was an excellent stay. The host is wonderful. Communicative and responsive. The flat itself was very comfortable and convenient. Great location within walking distance of pubs, restaurants and shopping, and quick driving distance to most of the city. The host has thought of everything to make for a comfortable stay - the bed and sofa are comfortable, the side outdoor area sweet and pretty, the kitchen well stocked (tho admittedly we didn't do any cooking), super handy to have the dedicated...
Sage Guest House in Historic Ladd's Addition
Cottagecore vibes, and everything you need
Terrace/patio

Cottagecore vibes, and everything you need

10.0 out of 10, Exceptional, (3)
"This property was perfect for my wife and I as we visited family nearby. Courtney has done a fabulous job of creating a cozy retreat that has everything we needed including a kitchenette, washer/dryer, and a comfortable bed. Courtney was very attentive and wanted to make our stay was everything we wanted it to be. She even provided some fresh eggs from her chicken coup. We will be back for sure. Thanks!"
Cottagecore vibes, and everything you need
Adorable cottage among trees close to everything
Exterior

Adorable cottage among trees close to everything

9.2 out of 10, Wonderful, (15)
"Great little cottage in a bra spot, close to everything!"
The price is CA $131
CA $438 total
includes taxes & fees
Sep 8 - Sep 9
Adorable cottage among trees close to everything
Great Deals on Summer Stays!
Fridge, microwave, dishwasher, coffee/tea maker

Great Deals on Summer Stays!

2.0 star property
9.8 out of 10, Exceptional, (9)
"This is the 4th time we have stayed at this wonderful cottage and it continues to be the perfect spot for us to be when visiting our son and his family. Quiet location, easy walk to Mississippi, well stocked, clean and comfortable. Highly recommend."
The price is CA $117
CA $492 total
includes taxes & fees
Aug 23 - Aug 24
Great Deals on Summer Stays!
Cozy Riverfront Cottage with Charming Interior & Hot Tub - Dog-Friendly
Exterior

Cozy Riverfront Cottage with Charming Interior & Hot Tub - Dog-Friendly

9.6 out of 10, Exceptional, (263)
"Beautiful spot by the river. "
Cozy Riverfront Cottage with Charming Interior & Hot Tub - Dog-Friendly
Great Deals on Summer Stays!
Terrace/patio

Great Deals on Summer Stays!

10.0 out of 10, Exceptional, (49)
"This was the most beautiful rental I’ve ever stayed at. Gorgeous location. 2 individual little homes overlooking the river. The bed was so comfortable, I never wanted to leave!"
Great Deals on Summer Stays!
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 Happy Valley Hotel Reviews

The Paramount Hotel

The Paramount Hotel

10/10 Excellent
"We absolutely loved our stay at this classic modern hotel! From the moment we checked in, the staff was incredibly warm, professional, and helpful—especially the front desk team who made both check-in and check-out smooth and welcoming. The room was beautiful and thoughtfully designed, with the perfect temperature for comfort. The beds were so cozy that we slept wonderfully. One of our favorite features was the oversized bathtub—plenty of hot water and the perfect way to relax after a long day. Overall, everything about our stay exceeded expectations. The hotel is stunning, the atmosphere inviting, and the service exceptional. We would definitely stay here again and highly recommend it to anyone visiting the area."
Ker 1-night trip
Posted 9 hours ago
The Paramount Hotel