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Cottage holiday rentals in Lake of the Woods

Find and book unique cottages on Airbnb

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Popular amenities for cottage rentals in Lake of the Woods

Cottage rentals with a hot tub

Guest favourite
Cottage in Talent
4.94 out of 5 average rating, 36 reviews

Paschal Winery - Dream 1 Cottage

MeghanRating, 5 stars4 weeks ago
Lovely place. The directions from the host are very helpful-our GPS alone got us close but not quite there. One quick warning-the bathroom doors are sliding barn style doors and don’t lock. This is absolutely fine if you’re with other adults-they stay closed if you leave them alone-but a child, or in our case, a small dog with separation anxiety, can leave you with some unexpected exposure that could be a little awkward. I was very glad we were meeting family, not staying with them. That aside, the cottage was lovely. It has a small fenced area that was awesome to let us and the beasties hang out off leash.
Superhost
Cottage in Talent
4.83 out of 5 average rating, 29 reviews

Paschal Winery - Dream 2 Cottage

MartaRating, 5 stars3 weeks ago
This property is breathtaking. The sunsets over the vineyard is incredible. Agnieszka in the winery is wonderful. The cottage we stayed in was updated and clean. The host was flexible and everyone on property was welcoming and knowledgeable. We stumbled upon a member dinner and it was magical. The beds were comfortable we had great water pressure! Would highly recommend. Will absolutely visit again.
Cottage in Klamath Falls
4.91 out of 5 average rating, 53 reviews

Klamath Falls Family Cottage: Hike & Explore!

JoyRating, 5 stars8 months ago
Pro's: Our family stayed at this location for a week. It was very comfortable. The surroundings were beautiful and the amenities were very nice. Suggestions: The walkway steps outside could be better lit. The lights on them are very dim. I missed a step one night in the dark and nearly fell. The kitchen could be better stocked with dishes. We cooked most of our meals in house and were surprised at how minimally the kitchen was stocked.
Superhost
Cottage in Talent

Paschal Winery - Paschal Compound

Pet-friendly cottage rentals

Guest favourite
Cottage in Central Point
4.91 out of 5 average rating, 79 reviews

Quiet Charming Cottage by Wineries

MatthewRating, 5 stars3 weeks ago
Great rural setting, extremely close to Jacksonville, and close (15-20min) to most anything you’d want to do in the Rouge Valley. Felt very private and peaceful. Beautiful surroundings. Good size Airbnb with three adults and two kids. Good AC. Really can’t talk good enough about the place. I’ve stayed at a few places in Medford and will be looking to book here as my primary Airbnb in Medford.
Superhost
Cottage in Klamath Falls
4.85 out of 5 average rating, 27 reviews

Historic Home in Klamath Falls

ColbyRating, 5 stars1 week ago
John hosts a beautiful home right in the middle of downtown Klamath Falls. The house was gorgeous, spacious, and everything we were looking for. John was very responsive whenever I reached out and was always happy to accommodate our stay in anyway he could. The house is historic, but very well kept and full of life. My family and I loved our stay and will definitely be reaching out again in the future.
Guest favourite
Cottage in Ashland
4.94 out of 5 average rating, 135 reviews

ABBOTT'S COTTAGES- Lark

ChristaRating, 5 stars4 weeks ago
This is a great location if you want to be right near downtown Ashland! It is easy to walk to Lithia Park, restaurants, groceries, shops, etc. Very quaint, rustic and relaxing, right next to Ashland Creek and fun little art galleries. We would definitely stay here again.
Superhost
Cottage in Central Point
5 out of 5 average rating, 5 reviews

Cheerful cottage in Southern Oregon

JodyRating, 5 stars13 months ago
From watching the sun rise with my coffee in the morning to watching the sun set with a glass of wine in the evening, Mary's cottage was a peaceful country getaway! I thoroughly enjoyed my stay!
Guest favourite
Cottage in Ashland
4.94 out of 5 average rating, 157 reviews

ABBOTT'S COTTAGES - Falcon

CharlesRating, 5 stars4 weeks ago
Very clean, adorable, comfy cottage. Location is wonderful for a walk to downtown or Lithia Park. The area feels safe and nice.
Cottage in Ashland

Cozy Modern Cottage

BlakeRating, 5 stars28 months ago
My husband and I stayed here for a month to explore Ashland because we plan to move there and wanted to make sure it was a good fit! We loved Ashland, so much live music, nice people, nature to hike! This airbnb was perfect while we explored! We could walk down to the plaza and coffeeshops, restaurants all within walking distance. The space had everything we needed for an extended stay! I would definitely recommend!
Guest favourite
Cottage in Shady Cove
4.85 out of 5 average rating, 53 reviews

Eagles Nest on the Rogue River

SheriRating, 5 stars9 months ago
what a beautiful location. river view was beautiful, river access is a little tough, but managed. Steve and Jayne are super friendly and although they live above, we really never heard them. It was a great stop for our mini Vaca and would love to revisit.
Guest favourite
Cottage in Talent
4.77 out of 5 average rating, 439 reviews

" sweet little garden studio "

KristineRating, 5 stars1 month ago
Gg's space is a slice of heaven! Private, quiet, clean and easy to find. I totally enjoyed my stay. I was lucky enough to meet Gg and her sweet doggies for a chat, she gave me great recommendations on all the things local. I will stay there again when passing through. Thank you Gg for being a wonderful host!

Private cottage rentals

Top guest favourite
Cottage in Jacksonville
4.93 out of 5 average rating, 45 reviews

Ida's Cottage!!!

GreggRating, 5 stars10 months ago
I am a retired contractor and the inside of the house was so well done. Looked like a recent paint job which was perfect. I thought it was very well done
Guest favourite
Cottage in Jacksonville
4.97 out of 5 average rating, 32 reviews

Cottage B with Private Patio

Dane & Casey - Sicily, Vienna, GeneRating, 5 stars12 months ago
My wife and I would stay here again for sure...super perfect location for doing all things Jacksonville
Superhost
Cottage in Ashland
4.89 out of 5 average rating, 76 reviews

Oak Lawn Cottage

DonnaRating, 5 stars5 months ago
Fantastic location, walking distance to Lithia Park, restaurants, theater, shopping, food co-op, etc. The place is squeaky clean and really comfortable. Even though there's just one bathroom, the 2 bedrooms each have a sink and mirror, which was great. Gas fireplace is cozy too. Owners were very friendly and responsive. Highly recommend -- we would stay here again in a heartbeat!
Cottage in Jacksonville
4.95 out of 5 average rating, 41 reviews

Tigers Den/#1 Best Location/Romantic & Luxurious

KarenRating, 5 stars10 months ago
Perfect location just off the Main Street (so quieter than staying in the hotel), and easy walking to the Britt fest. Super cute inside, with thoughtful hosts who gave us an early check in and treats when we arrived. Comfortable bed, private balcony area, wonderful soaking tub. We stayed in the Tigers Den because we knew we’d be eating out and wouldn’t need the kitchen. Perfect for 2 people! We would absolutely stay again.
Guest favourite
Cottage in Ashland
4.99 out of 5 average rating, 73 reviews

Abbott's Cottages- Raven

BrittynRating, 5 stars2 weeks ago
The house was adorable, super clean, and the beds were very comfortable. The location felt very private and it had a beautiful outdoor space along the river.
Top guest favourite
Cottage in Ashland
4.88 out of 5 average rating, 52 reviews

Oak Tower Cottage

KellyRating, 5 stars5 months ago
We had a fantastic stay at Oak Street Cottages in Ashland, OR! The location couldn't be better—right in the heart of Ashland and within walking distance of all the main attractions, including restaurants, shops, and theaters. The cottage was beautifully maintained, cozy, and equipped with everything we needed for a comfortable stay. The attention to detail and the warm, welcoming atmosphere truly made it feel like a home away from home. We highly recommend Oak Street Cottages to anyone visiting Ashland and look forward to returning on our next trip!
Guest favourite
Cottage in Ashland
4.93 out of 5 average rating, 40 reviews

Sherwin Cottage

KarenRating, 5 stars6 months ago
The location is fantastic. It's a block and a half away from the main area, the same distance from Lithia Park and a coop grocery store just 2 blocks away. The dining table for 6 was roomy and perfect for hosting our family Christmas dinner.
Guest favourite
Cottage in Jacksonville
4.87 out of 5 average rating, 91 reviews

The Inn on 5th Street!

HannahRating, 5 stars1 week ago
We used this space to hold a couple of days of meeting with clients in the Jacksonville area. This was our second time using Deanna's space for this purpose. It's nothing fancy, but is accurately described and fairly priced. It is perfectly accessible for meeting with older clients, which was the most important thing to us. The location is great for walking somewhere for lunch or coffee in between. We had a little trouble getting in with the old door (which Deanna warned us about prior) but Deanna was extremely responsive with any questions we had about both the house and recommendations in Jacksonville. Deanna is a great host and we recommend using her spot if you're visiting Jacksonville.

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