Family-friendly holiday rentals in Shorewood-Tower Hills-Harbert

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Popular amenities for Shorewood-Tower Hills-Harbert family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Townhouse in New Buffalo
4.93 out of 5 average rating, 103 reviews

Dunescape Beach Retreat, Downtown New Buffalo

AmyRating, 5 stars3 weeks ago
We had a great stay! The house was perfect. It was nice and clean with a great rooftop deck and screened in porch. The location could not have been better, walking distance to everything in town. Everything was easy as far as check in and check out with a book explaining everything in the house. Mark was great at responding to questions. I would highly recommend staying here.
Guest favourite
Home in Buchanan
4.92 out of 5 average rating, 202 reviews

Beautiful RETREAT in the country

MelissaRating, 5 stars1 week ago
My girlfriends and I had a great stay! Ann’s place was peaceful and beautiful. We enjoyed relaxing outside, watching the animals and soaking in the hot tub. We will definitely be back!
Guest favourite
Home in Three Oaks
4.97 out of 5 average rating, 178 reviews

The Getaway - Hot Tub - 3 BR 1.5 Bath

KevinRating, 5 stars1 month ago
My wife and I and our twin 2 year olds stayed here over Mother's Day weekend. This home was perfect for us and had everything we needed as a family of 4! We really enjoyed all of the living space the home had to offer. From the front porch, to the 3 Seasons room, to the back deck. Our girls especially like the stoned area! They loved picking up the rocks and making piles lol. Don't forget the hot tub! It was super clean and we loved using it. The beds were super comfortable, and the bedrooms had everything we needed. A huge plus was having robes and slippers in every closet to use to go out to the hot tub! This location is at the end of a street and felt very private even though it was in a neighborhood. You are about a 2 minute drive to downtown Three Oaks. We would definitely stay here again. Also, Three Oaks is such a cute town and everyone was so nice! We can't wait to go back!
Top Guest favourite
Cottage in Union Pier
4.97 out of 5 average rating, 269 reviews

B's Retreat: Hot Tub & 10-min walk to Beach!

JamieRating, 5 stars1 week ago
Easy check-in and felt right at home. Jennifer was always responsive to messages. She also gave great suggestions for food etc. The house is located perfectly for walking to the beach, market, restaurants, coffee. It is also a great location for quick travels to New Buffalo, Three Oaks, Michigan City and more. We will visit again for sure!
Guest favourite
Home in Bridgman
4.84 out of 5 average rating, 148 reviews

Private Retreat w/Hot Tub - Beaches & Wine Tours

MarvinRating, 5 stars1 day ago
This was a very nice home for our large family of eight adults and nine children for a four night stay. A five minute drive to Weko beach, a beautiful sandy beach on Lake Michigan. We enjoyed visiting the farmer's market, one mile down the road on Sunday, open from 9 a.m.-early afternoon. Mikey's drive-in, serving burgers, fries, ice cream, etc., is directly across the road from the property. The very large back yard with hot tub and fire pit was a bonus. On the couple of occasions that I emailed Rebecca with a question or comment during our stay, she was very promptly responsive. Our family would stay at this property again.
Guest favourite
Cottage in Three Oaks
4.87 out of 5 average rating, 187 reviews

Blueberry Fields/ House and Retreat

MartinaRating, 5 stars2 days ago
Very peaceful to stay put here--bring what you need and stay in these beautiful surroundings among birds and gardens and an art-filled home. Or spend time on nearby beaches and trails, wander the nearby small-town shops and nice variety of restaurants and look forward to a hot tub soak and campfire. Donna's home is welcoming and inspiring!
Guest favourite
Cottage in Union Pier
4.96 out of 5 average rating, 206 reviews

Designer Cottage Relax Beach Pool & Spa—Windjammer

EmilyRating, 5 stars1 week ago
Lovely home, many well thought out perks like fans in upstairs rooms and beach toys for kids! Info said it was an easy short walk to beach so I spent a whole lot more than I usually would. With children it would not be pleasant and is really not a short walk (and is on a semi busy road) & beach is down a whole lot of steps. BUT there are parking spaces so it was fine. Within the house, the steps are fairly steep at parts & there are 2?big ones going into house &!these were hard for my 70 year old mom w knee issues. So if person reading reviews is one of those people, this might not be THE place. That being said, it is very short walk to community pool & host is very responsive & house is beautiful! My mom mostly stayed within first floor including an awesome bed/bath on ground floor. There are games (although I didn’t love the Ouija board 🫣😂) . This would be a great place for multiple family / friends to split cost ;) Its very beautiful & community pool & hot tub are great!
Guest favourite
Cottage in New Buffalo
4.94 out of 5 average rating, 168 reviews

Perfect Get Away - Private Hot Tub - Lots of Room

TerieRating, 5 stars3 weeks ago
This is our 5th year of vacationing in New Buffalo and have stayed at Missy's place on 3 of those visits! The house works beautifully for our family (7 adults and 4 kids under 6 yo) and you're never tripping over each other, which makes it so relaxing! We'll be back!!

Family- and pet-friendly home rentals

Guest favourite
Tiny home in New Buffalo
4.96 out of 5 average rating, 566 reviews

SoulShine Inn • Pets Welcome•Fully fenced backyard

AshleyRating, 5 stars2 weeks ago
This place was super adorable. My friends and I needed a weekend away and this was the perfect place. Everything was super clean. There’s coffee, teas, all sorts of cookware to use, it was just super easy. It’s the name on the board when you walk in was a great touch. Hope to stay here again soon and highly recommend!!
Superhost
Home in New Buffalo
4.87 out of 5 average rating, 172 reviews

The Bright Yellow Retreat

RebekahRating, 5 stars2 weeks ago
We loved how close this cute little house was to the downtown area. It was clean and tidy, beds were firm, but ok. It has a nice big yard, with plenty of outdoor seating. Would recommend.
Top Guest favourite
Home in New Buffalo
4.95 out of 5 average rating, 238 reviews

Anna's Cottage

RebeccaRating, 5 stars4 days ago
Rob’s house is clean (my number one criteria), well appointed, and conveniently located. I was staying in New Buffalo for work, so didn’t get the chance to relax in the screened porch or yard, but both looked welcoming.
Guest favourite
Home in South Haven
4.95 out of 5 average rating, 133 reviews

Happy Z's Retreat~ Walk to the Beach

JenniferRating, 5 stars1 week ago
This was our second time staying at Cheryl's place. The house has everything you need to cook, relax, and play indoor and outdoor games. Comfortable beds and nice bathrooms. Kitchen is big and ample room for everyone to join in preparing meals. We especially love the outdoor space. The location is ideal - grocery store and other markets close by. Downtown South Haven just a short drive away and about 20 minutes or so from Douglas and Saugatuck. Cheryl is a very responsive host!
Guest favourite
Bungalow in Valparaiso
4.91 out of 5 average rating, 365 reviews

Close to VU and amazing downtown

ChanceRating, 5 stars6 days ago
Great historical home in a downtown environment. Comfortable bedding, great front porch and classical interior. Will book again
Guest favourite
Home in Michigan City
4.9 out of 5 average rating, 374 reviews

Best Deal In Michigan City 1.3 miles to Beach

MeganRating, 5 stars3 weeks ago
Crystal's place was clean and comfortable and had everything we needed. Crystal sent us all the information we needed for check in and responded to any messages very quickly. The house is very nice and lots of room. It had a lot of restaurants nearby and was a great place to stay to visit the Indiana Dunes. Would definitely stay again!
Guest favourite
Cottage in Michigan City
4.83 out of 5 average rating, 145 reviews

DKM Cottage - 15 minute walk to Lake Michigan

JanetRating, 5 stars9 months ago
What a beautiful location! Loved all the trees, beautiful yard to play games, super big fire pit, deck and grill was spotless! The inside was nice and spacious for the size. Great kitchen and bathrooms. The basement was large! We had an incredible time. Would come back for a longer vacation!
Top Guest favourite
Home in Goshen
4.98 out of 5 average rating, 533 reviews

The Villa Goshen (Exclusive Use/All Guest Spaces)

JenniferRating, 5 stars3 weeks ago
We cannot say enough wonderful things about this property. For starters, it is gorgeous. Each room is beautifully decorated and the beds are perfect! One night wasn’t enough. We will book again. Don’t pass this up. Best stay so far!

Family-friendly home rentals with a pool

Superhost
Home in Union Pier
4.89 out of 5 average rating, 27 reviews

Union Pier Pool home

NickRating, 5 stars10 months ago
Awesome stay! Booked here for a nice relaxing weekend get away where we wouldn’t need to travel to have fun. That is exactly what this place offered. Great pool & hot tub, and house has plenty of room making it feel relaxing and gives everyone plenty of space. Easy walk down to the beach - you get to leverage the private side of the beach which is very very nice. Overall great stay and will look to book again!
Superhost
Home in South Haven
4.84 out of 5 average rating, 174 reviews

Experience Nature-Charming Cottage

WilliamRating, 5 stars9 months ago
This is our 3rd year in a row to come for an extended Labor Day weekend and bring our kids and/or grandkids. We love the setting. The pool is perfect for the younger kids and the adults appreciate the beauty of all the surroundings, including at poolside. If we could change anything at all we would add another bedroom as we can't quite get all of our extended family here at one time. That said, we would like to return for a 4th year at Labor Day weekend time next year. The combination of beauty, privacy, amenities, condition (always in great shape!), and proximity to lovely South Haven can hardly be beat!
Top Guest favourite
Home in New Buffalo
4.98 out of 5 average rating, 85 reviews

Modern Farmhouse - Walk to Downtown, beach & pool!

AshleyRating, 5 stars1 week ago
We really enjoyed staying here! All the downtown stores/restaurants were minutes away in walking distance. The house was clean and looked like the photos. Host was super informative with important information prior to check in. Everyone agreed that we’d happily stay in this house again!
Superhost
Cottage in South Haven
5 out of 5 average rating, 23 reviews

Sandy Feet Retreat. Walk to beach, downtown & pool

JulioRating, 5 stars8 months ago
Great stay! Very peaceful and quiet, exactly what we needed. Family friendly space, with enough space for 8 or more people. The house was just as described and the amenities, such as the pool and hot tub, were a great addition to our weekend getaway. Would recommend!
Guest favourite
Condo in New Buffalo
4.92 out of 5 average rating, 79 reviews

Nightingale Dunes - Modern beach town retreat

JohnRating, 5 stars6 days ago
Great place for New Buffalo. Close to the downtown. Place is spacious, good outdoor seating, pool is really nice.
Guest favourite
Guesthouse in Michigan City
4.99 out of 5 average rating, 115 reviews

“Treetops” Charming Country Coach House

CaitlynRating, 5 stars9 months ago
Tom and Charyl were amazing hosts ! We had open communication throughout our stay and even got a tour upon our arrival. The airbnb was everything as described and more ! The pool was incredible and the airbnb was only a 5 minute drive to the nearest beach. They even had a binder of recommendations available to us of local attractions/things to do. Our expectations were exceeded for this trip, and we can’t wait to come back !
Guest favourite
Cottage in Sawyer
4.96 out of 5 average rating, 24 reviews

Private Heated Pool and Hot Tub!

DeborahRating, 5 stars1 month ago
We had a fantastic time at your incredible home. It was perfect for our group/ gathering. Many amazing memories made! Thank you!
Superhost
Townhouse in South Haven
4.95 out of 5 average rating, 22 reviews

On Lake Michigan Priv. Beach/Pool. Walk to Town!!

LettyRating, 5 stars10 months ago
Best in South Haven! I lived in South Haven every summer during my childhood and this condo was the best of what South Haven has to offer.

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