Holiday rentals in Jennings Lodge

4.96 out of 5 average rating, 136 reviews

Guest house in West Linn

Charming one bedroom apartment in the forest.

This unique apartment above a garage/shop , detached from the main house. Tucked away into a urban forest. I call it Our Robin's Nest because you look out on to branches of large fir trees. It is very private , yet Starbucks is right next door. Private entry and off street parking. This space has everything you need full kitchen, washer&dryer, queen size bed and fold out couch , plus a Play and Pack for the Littles. Walkable neighborhood , parks market and restaurants within walking distance.

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Cottage in West Linn

4.88 out of 5 average rating, 186 reviews

The Bee Cottage

Welcome to The Bee Cottage! This cozy cottage is nestled in the woods overlooking a beautiful sun-filled meadow situated on 5 private acres adjacent to Mary S. Young Park. In this quiet and pastoral setting you'll see deer wandering in the orchard and on the other side of the meadow are honeybee hives tended to by the host. It’s a separate home with a fully stocked kitchen, an outdoor deck and barbecue great for entertaining just 3 blocks from Cedar Oaks Park/Boat Ramp on the Willamette River.

4.87 out of 5 average rating, 174 reviews

Guest house in Milwaukie

Milwaukie Riverfront Guest House

Incredibly majestic river-front guest house. This is the ultimate romantic getaway and peaceful retreat. Large windows and double french doors look out on the Willamette river from the cottage living room and loft sleeping area. It includes a semi-private rocky beach, and a large manicured lawn with fire pit. Kayaks are available for use, and guests are welcome to bring their own too! The guesthouse has its own drive-way, and is completely separate from the main-house grounds for privacy.

4.99 out of 5 average rating, 292 reviews

The Room In Between

Private and secure entrance to this modern and 5-Star space! Comfortable Queen Murphy bed that converts to a sofa. Fast Wifi and Smart TV w/access to Netflix & Prime Video. Fenced yard with security gate entrance, off of private paved driveway, to lead you to your own private patio & room entrance. Self check-in is at 2pm or later. Check out is 11am. No pets. Smoking allowed on the outside patio only. Flat entrance pathway is well lit from your parking space to your room & patio.

4.95 out of 5 average rating, 170 reviews

Riverside Cottage Apartment.

Charming cottage apartment on a hill next to the Willamette River, 30 mins from downtown Portland. Relax, and enjoy the quiet and peaceful surroundings. Fully stocked kitchen. Fast wifi at 50 Mbps. Cozy inside in the wintertime, also with a park-like setting with walking access down the lush backyard to the river where you can enjoy swimming, fishing, kayaking, and bird watching. You can use the shared recreation room with ping pong, pool table, shuffleboard, and weights.

4.99 out of 5 average rating, 393 reviews

Light Filled Garden Studio

Our wonderfully bright garden studio is perfect for a short stay or for visitors looking to explore Portland for an extended visit. It has a full, well-stocked kitchen, ideal for those looking to stay in and cook, but it’s also just a 20 minute drive from downtown, for those looking to explore the wonderful restaurant scene Portland offers. Keyless entry and private entrance through the side yard gate provide renters with complete autonomy during their visit.

5 out of 5 average rating, 243 reviews

Guest suite in West Linn

Arbor Suite Apartment - Washer/Dryer, Desk, A/C!

There is a private entrance to this 725 sq ft. bright, CLEAN, and SANITIZED guest apartment within a home, in a well established neighborhood on the border of West Linn and Lake Oswego. Spacious, beautifully furnished one bedroom with an office/den (includes fiber optic internet, monitor & printer ) in a quiet and desirable suburb of Portland that offers a lush treed garden with a gas fire pit and patio. YouTube TV available. Close to Mary's Woods!

4.88 out of 5 average rating, 697 reviews

Cabin in Milwaukie

Rustic Creekside Cabin

This tranquil hideaway feels like you're in the middle of the forest, but is just minutes from Portland. Relax next to the burbling creek surrounded by towering cedar trees. The MAX Orange line and downtown Milwaukie are only five minutes away. Built in 1928, the cabin has one bedroom and bathroom, living room, full kitchen and central heat. The bedroom has one queen bed and an en suite bathroom. There is a pull-out queen futon in the living room.

4.96 out of 5 average rating, 262 reviews

Cozy, Private Studio

This beautifully remodeled studio with private bathroom, entrance and off-street parking is nestled in a quiet, relaxed neighborhood in Milwaukie- a neighborhood south of Portland. Extremely comfortable queen bed will provide you with an excellent nights sleep. Great atmosphere for those traveling for business or vacation. Located 5 minutes from I-205 and a 10-minute drive to downtown Portland.

4.95 out of 5 average rating, 407 reviews

Guest suite in West Linn

Evergreen Escape - Relaxing South Metro Studio

Recently updated pricing and NOW NO CLEANING FEES! Quiet basement studio with efficiency kitchen and full bath with rain shower. Located a short distance south of downtown Portland, West Linn is a quiet suburb on the Willamette River. Our home is walkable to a great pub, groceries and other restaurants. This listing includes a lofted queen bed with charming barn door for privacy.

4.97 out of 5 average rating, 185 reviews

Flat in Milwaukie

Milwaukie Retreat in the Woods

Your private apartment is located on a wood filled lot with a private outdoor area, shade and even deer on occasion. We are 12 miles from the airport, near freeways with easy access to downtown, and to make your way to the coast or the Columbia Gorge, Mt Hood and the Willamette Valley for wine tasting. We have added extra cleaning procedures to help fight against Covid 19.

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Other great holiday rentals in Jennings Lodge

5 out of 5 average rating, 5 reviews

Farm stay in West Linn

Hillside Vineyard Retreat

JennaRating, 5 stars6 days ago

This is a beautiful getaway!! Definitely worth the price. Very peaceful, felt very secluded and private. Gorgeous location out of the city, but still a quick drive to restaurants and such. Had everything we needed!

5 out of 5 average rating, 3 reviews

Daylight Bungalow

SeanRating, 5 stars2 weeks ago

Roxie’s place was a perfect place for us to visit local family. It was comfortable and clean, nearby a lot of good restaurants and not far from downtown Milwaukie, which is getting better and better. Will definitely stay here again!

Guest suite in Portland

4.79 out of 5 average rating, 137 reviews

Contemporary Garden Retreat

JeremyRating, 5 stars3 weeks ago

The garden was beautiful and the communication was great!

5 out of 5 average rating, 5 reviews

Home in West Linn

A Harmony Retreat - Your Portland Wellness Stay

BryceRating, 5 stars3 days ago

We loved this place, it felt like a home more than just a hotel feel, extremely organized and had everything you could ask for while being modern and simplistic. Nora and Ian were very kind and helpful and always had our best intentions in mind when it came to our stay. They communicated extremely well with us and were very helpful with any questions we had and recommendations. And upon arrival were cupcakes and a nice thoughtful card to start our stay off. The bathroom had a great shower and all the necessary toiletries readily available to us. We loved the area too, nice parks to take walks and very pretty during the summer time. Easy check in and had flexible check in time. Definitely recommend this place to others, we had wonderful stay!

4.9 out of 5 average rating, 39 reviews

Flat in Milwaukie

Trendy pet friendly 1 br apt close to Portland!

RaeRating, 5 stars5 days ago

We had a fantastic stay at this Airbnb during our trip to the Oregon Renaissance Festival, which was conveniently just a 25-minute drive away. The location was excellent, near Portland, and easy to find. The hosts were incredibly communicative and made sure we had everything we needed. They had everything covered! Even down to a white noise machine. The space itself was clean, well-maintained, and very comfortable. The bed and couch were both very comfortable which made our stay very cozy. It was also an excellent choice for our dog. The space was dog-friendly and made us all feel welcome. This was one of the best and most affordable Airbnbs we’ve ever stayed in, and we’ll definitely be back! Highly recommended!

4.92 out of 5 average rating, 163 reviews

Bungalow in Gladstone

The Wee Humble Cottage

NaniRating, 5 stars1 month ago

Tracy was the best host - available for anything, but respectful of personal vacation time. The space was incredibly charming, and I am always so appreciative of hosts that welcome 4 legged ‘children’ with open arms… it can be hard to find! Look no further if you’re searching for a cozy home in a quaint, walkable location. I couldn’t have asked for a better stay!

4.86 out of 5 average rating, 7 reviews

Guest house in Milwaukie

Private Studio/steps away from River Access.

MinaRating, 5 stars2 weeks ago

amazing, comfy, amazing host. Best Airbnb I have stayed at honestly loved it!