Holiday houses in Saint John
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Top-rated holiday rentals in Saint John
Guests agree: these stays are highly rated for location, cleanliness and more.
Home in Michigan City
4.9 out of 5 average rating, 364 reviewsBest Deal In Michigan City 1.3 miles to Beach
We stayed at Crystal's during the Christmas season and we enjoyed it very much. The house itself was very comfortable and clean. The roominess allowed my family of 6 to spread out and enjoy ourselves. The close proximity to the outlet mall was great! We also visited a local winery (Shady Creek) and had a fantastic time. Crystal's is a definite recommendation.
Cottage in New Buffalo
4.96 out of 5 average rating, 183 reviewsVoted #1 Family Getaway In SW MI for 2019-2024
Great property for two families with small kids! The listing has everything you need, including pack and plays & a highchair. Dana was super responsive and laid out easy instructions + local recommendations. S’mores on our last night was a big hit!
Cottage in Union Pier
4.98 out of 5 average rating, 213 reviews"The Pines" in Union Pier: Year-round getaway
We had an amazing time at John’s home! It was so incredibly cozy and comfortable, and in a great location. It was so dreamy sitting by the fire every day. There was plenty of space for our family and family friends, and we were pleasantly surprised by how kid friendly it was. W would love to come back another time!
Apartment in New Buffalo
4.9 out of 5 average rating, 21 reviewsCharming 2BR/2BA Cottage with Full Kitchen & Patio
My husband and I and our mini-golden doodle rented cottage 14. It was super clean and exactly as described in the listing. We enjoyed our coffee on the front patio in the morning. We also spent some time at the pool (it was clean). The Neighborhood is located in an extremely quiet area and within walking distance to the beach. We walked the short distance to the beach and enjoyed the sunset a few nights. The dining recommendations provided by Jonathan were GREAT too! We tried David's Deli, Rio's and Redamak's. We also discovered a tasty pizza place, Villa Nova, in New Buffalo. It's next to Barney's. We would definitely recommend The Neighborhood to friends and family.
Home in Sawyer
4.96 out of 5 average rating, 78 reviewsHere and Now
My 3 friends and I had a great stay at Brandon and Lisa’s place. The home was clean and comfortable, and was exactly as advertised in the photos. The home is close to the Warren dunes state park, wineries, and an easy drive to New Buffalo as well. 10/10 recommend!
Home in Three Oaks
4.82 out of 5 average rating, 96 reviewsThree Oaks Creek House Perfect
I will call it "Mary Poppins", practically perfect in every way. If you are looking for a quite scenic vacation spot, this is it. Their are obviously things that could have been better, but we got exactly what we wanted, no notes, no issues, no problems.
Apartment in Logan Square
4.91 out of 5 average rating, 11 reviews2-level PH w/ 2 Luxe Suites Combined; Spa Access
Terrific place that met all of our needs. Well done and comfortable.
Home in Michigan City
4.89 out of 5 average rating, 113 reviewsRoomy and Private Getaway for Families & Friends
Very spacious and just as described. Perfect location for visiting family and would be great in the summer!
Apartment in Michigan City
4.94 out of 5 average rating, 136 reviewsCharming apartment in Arts District
We've stayed here before. It's always really clean and nice. The towels are super soft, and the pillows and linens are awesome. You're right across from the outlet mall, and a farmers market type store across the other way. There's a cute little ice cream shop on the corner. You're close to the beach and the zoo. It's just a nice place to rest and reset. I highly recommend it.
Cottage in Three Oaks
4.91 out of 5 average rating, 112 reviewsPrivate, Sun-filled Union Pier Cottage
Highly recommend staying at Ken’s place! He was a great host, always responsive and more than happy to provide us with local recommendations. The place was clean and looked exactly as described. It was the perfect place for a mom’s weekend getaway!
Townhouse in New Buffalo
4.91 out of 5 average rating, 92 reviewsDowntown NB! Walk Everywhere! Huge screened porch
Joe’s place was perfect for a chilly winter visit. So many restaurants and shops within walking distance. It was the perfect set-up for a weekend getaway with our 3 kids. They loved the bunk beds room. Joe was super helpful and responsive. Hope to come back in the summer!
Cottage in New Buffalo
4.95 out of 5 average rating, 140 reviewsThe Lemonade Cottage, New Buffalo. Walk to beach!
The Lemonade Cottage was perfect! Very clean and cozy. It’s steps away from downtown while still being in a quiet neighborhood. I definitely want to stay here again and highly recommend this quaint place to stay.
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Popular amenities for Saint John holiday rentals
Other great holiday rentals in Saint John
Apartment in Jefferson Park
4.81 out of 5 average rating, 16 reviewsCity Gem: Stylish 3BR for Urban Explorers
Excellent lodging and host, I would come back!
Home in Michigan City
4.95 out of 5 average rating, 62 reviewsHome near the lake with an inground pool
This is a great place. Very spacious and comfortable and close to downtown and attractions. We enjoyed our stay very much.
Holiday home in Baroda
4.94 out of 5 average rating, 16 reviewsLocation location
This was our second time staying in Pawel's place as a group of 8 friends and this home provides a very comfy stay with plenty of separation of space. We enjoyed the porch and pool table and the large dining space, as well as the close proximity to wineries, breweries, and Granor Farm.
Home in Lombard
5 out of 5 average rating, 21 reviewsSpacious Home in Chicago Suburbs
Fantastic spot. Came for a local event with some friends and definitely was not disappointed. Made my first ever Airbnb experience super easy and low stress.
Home in Austin
4.87 out of 5 average rating, 62 reviewsA Comfortable Stay While You are Away in Oak Park
Jay's place more than met the needs of me and my family. While the space isn't in the heart of OP/Lake Street, everything we needed for a pleasant stay was easily accessible. The beds were comfortable, and the kitchen was well-equipped. Overall, I would recommend Jay's place to anyone visiting the OPRF area.
Home in Chesterton
4.92 out of 5 average rating, 50 reviews4 Season House
Great location for our visits to family in the area. Very accommodating our sudden change of plans and willing to work with us. Easy and quick communication. Delightful stay. Would highly recommend and hope to return again. Thanks Cheryl!
Cottage in Union Pier
4.96 out of 5 average rating, 192 reviewsDesigner Cottage Relax Beach Pool & Spa—Windjammer
Second time staying in this home and it was even better than the last. Great neighborhood and layout and they’ve made some really nice cosmetic updates to the house as well. Can’t wait to come back in the summer!
Home in Union Pier
4.95 out of 5 average rating, 104 reviewscozy new buffalo cabin, hot tub, 14m walk to beach
Tim was an excellent host who managed all questions with speed and grace. The location couldn’t be better. We’re hoping to be back next year.
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