
Guest house holiday rentals in The Great Lakes
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Top-rated guest house rentals in The Great Lakes
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Family-friendly guest house rentals

Coachhouse in central OP 4 blk to L
this is a gem. the place to book if you want to sleep near Chicago, outside of the city center rush, but at only 30 mins from downtown with the green line. The apartment is very well furnished (especially the kitchen !). Niles is an experienced host that provided us with recommandations and guidance for our stay. parking is free. Everything was super clean. check in and check out were smooth and independent. the quality/price ratio is good.

Bet-Cha-Wana-Stay Deer Cabin
Fantastic place to stop while driving across the country. Terry and Sandy were very kind and responsive hosts. Cabin is located across the road from a beautiful stone beach.

Red Barn Lodge
Absolutely recommend this place! It is warm and cozy, with a massive backyard which was great for our dogs to play in and for us to relax in! It feels very private and has such a unique vibe! Ann was amazing, she was kind, friendly, and gave incredible recommendations! Mason Jar Cafe is a MUST! Highly recommend and hope to return soon!

Keuka Beach House - Glamping at its best!
We absolutely love Robert's beach house. This is the second summer my husband and I have stayed with our two pups. Robert goes out of his way to make you feel at home. The view of the lake is spectacular! We will continue to come back for as long as we are welcome!

Boutique Eco Hideaway - Willy Street
This has to be one of my favourite AirBnBs I have stayed in across the USA and Europe. Jackie’s place was perfectly located, close to the lake and 2 minutes walk from Willy St for shops and restaurants. A very private setting in the backyard of their main house, with off road parking. Everything was beautiful, with high end furnishings, crockery, bedding etc., and an especially comfortable bed and sofa bed. And such a thoughtful welcome gift of local cheeses, crackers, chocolates, nuts, fruit and beer!Yes there are cheaper places in Madison, but this is perfect proof that you get what you pay for and it was worth every penny. Thank you Jackie for making mine and my Mum’s stay in Madison so comfortable! We hope to be able to return one day!

The Farm on Old North Road, Huntsville, ON
My 83-year-old mom, my sister and I had a fantastic weekend at David and Wendy’s property: The accommodations were impeccable, they provided everything we could possibly need, and their recommendations for visiting the area were excellent. As much as we enjoyed Huntsville and area, the highlight of our visit was savouring our time on the home’s lovely porch and enjoying the view of the garden and birds

The Guest House at Blossom Gardens
Mary was a wonderful host! The little farmlette was perfect for our stay. One night there were bad storms and the power and water went out in the little house (which was clearly beyond her control). Mary was proactive and ensured that we had what we needed and everything was fixed in several hours. The little farm is charming and well maintained!

Rustic Cozy Cabin Retreat on Lake Superior
Amazing spot with a beautiful location right on Lake Superior. The lake and beach views were incredible, and each day brought different weather which made it even more special. Great birdwatching as we saw ducks, flickers, wood peckers, bald eagles, shorebirds, mergansers, bandits of juncos and countless more. Beachcombing was peaceful, and watching migratory birds land was unforgettable. The cabin felt really grounding. It was quiet and serene but still close enough to Sault Ste. Marie and White River for day trips. The host was friendly and super helpful with hiking and sightseeing tips. It was cold in mid-spring, but honestly, that added to the beauty. We would absolutely stay here again.
Guest house rentals with a patio

Romantic Getaway Guesthouse/ Jacuzzi/Sauna/Pool
Great place to stay! The hot tub was perfect, pool was a bit cold, but the outdoor space was amazing to relax. We took a nap outside haha. Everything was clean and accurate to description. Very romantic and cozy, Agna went above and beyond with a happy anniversary message as well!

Tree house in Ithaca
Rented for 2 nights and had a wonderful time. Spacious, clean and very peaceful! Great view of the gorgeous pond outside the living room window and a back deck with table chairs to eat meals at. Check in was easy, wifi worked great. A/C also worked very well during hot summer heat. Not one bad thing to say! Very happy to have spent time at this wonderful airbnb and looking forward to booking it again in the future!

Steve’s Barn Lodge, Detroit River/Erie fishing
The price was more than fair and the place was clean and the area is very private.

Loft in Jordan: private balcony, close to wineries
Such an adorable spot on a country road across from the vineyards. It’s brand new and not only is it immaculately decorated, it’s also so comfortable. The mattress and the sheets were a standout for an excellent night’s sleep. Coffee on the little porch in the morning while listening to the birds sing was a perfect was to start the day. Thank you, Michelle!

R&R La Petite Rhineland Retreat
Erika and family were extremely friendly and very accommodating. She was happy to allow me in early because of some flight scheduling issues. The property is stunning and serene, absolutely a tranquil and relaxing feel!

Bruce Peninsula Country Loft on 17
Teresa's place is absolutely stunning. Very clean, well appointed and cozy. We stayed here as a basecamp for a weekend of hiking on the Bruce Trail. The cozy couches in the living room were a perfect place to unwind after a long day of adventure. The bedrooms are quiet, dark and incredibly comfortable. The kitchen is fully stocked with everything you could ask for. Teresa's place is just minutes from town if you want to grab dinner in Wiarton or need to stop at the grocery store. 10/10 I would recommend staying here!

Lakeview Loft with Hot Tub on Irish Mountain
It was amazing, we were on our way home from camping and wanted to split the drive up. We ended up taking a night walk to the lookout and enjoyed the hottub. It was a perfect little place!

The Pines, charming retreat close to the highway
Our stay at The Pool House was amazing. It was the perfect place to come back to after our long days at our daughters tournament. The place was so cozy and comfortable. The attention to details were unbelievable. Jessica was an amazing host. Everything was so perfect that we had no need to contact her throughout our stay. Definitely putting this stay on the top of our favorites. When we come back to Brantford, I hope we can have the pleasure of booking here again! Thank you so much Jessica!
Guest house rentals with a washing machine and dryer

Great View of West Traverse Bay!
We had the best time at Mimi’s Airbnb!! By far one of the cleanest airbnbs I’ve ever stayed in. The location was absolutely perfect with a beautiful view. Mimi was extremely communicative and wanted to make sure we had everything we needed for an enjoyable stay. We really enjoyed Hawthorne right up the road as well. We will absolutely be back!

Polk Street Coach House Apartment, Little Italy/Medical Dist
the airbnb was so lovely and spacious for our party of 4! we had 0 trouble finding the home and had the best weekend in chicago reuniting with our friends from college. would def recommend - it is a quieter part of chicago. the walk to little italy is quite lovely and is a quick uber from the west loop

private guesthouse on scenic property!
Had a great stay here! Beautiful place and one of my favorite airbnbs I’ve stayed in. Jennifer was swiftly responsive about a flickering light bulb dying in the kitchen and replaced it quickly with no issue. Definitely recommend!

Stylish Coachhouse in lovely Oak Park!
My stay at Blake and Lindy’s lovely home was awesome. The home was immaculate and beautifully decorated. The home had every amenity that you would need to feel right at home. It was a most pleasurable experience, I would recommend this Airbnb to future guests 100%. ❤️❤️❤️❤️❤️❤️❤️

Warnica Coach House
We stayed here while attending the Essa Horse Show, and it was perfect—just several minutes from the facility. The guest house is beautiful, spotless, and stocked with all the essentials. It has a charming rustic vibe, and we especially loved learning that it used to be a house for a horse and buggy—so unique! The host was absolutely lovely. Highly recommend!

Hawks Landing - Your Romantic Getaway! New Pricing
Hawks Landing is a beautiful, serene location nestled alongside Lake Canandaigua that is nothing short of breathtaking. We spent 4 days here and loved every moment of it. The property is well-maintained and offers plentiful amenities and privacy. Tom is a wonderful and generous host, and his two furry co-hosts were just as welcoming! We highly recommend this cabin to anyone looking to enjoy a vacation or even just a weekend to the country any time of year, and would definitely consider going back to experience it all anew.

Tiny House In the City
Everything was very nice!! Really enjoyed our time and everything was beautiful and Amy was very kind and proactive in her communication

Eagle's Nest by the Shore
My family was up for my nephew’s graduation. Stay at eagles nest was so nice. Our whole family got to stay together which saved in money for hotel rooms. Beautiful property, great location, and enough room to enjoy family time and alone time. Very clean and organized.
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