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Kid-friendly holiday rentals in Sawyer

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Sawyer

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Cottage in Sawyer

4.94 out of 5 average rating, 185 reviews

Bright Modern Designer Maple Street Beach House

Beautiful renovated house on wooded lot, half mile to the Warren Dunes! Home completely designed for the ultimate vacation rental getaway! SS kitchen, memory foam mattresses, marble bathrooms w/walk-in shower on main floor & full bath w/tub up, hardwood floors, gas fireplace in sitting area and great room that connects the living/dining and kitchen. Roast s’mores, grill steaks & sip local brews in the private backyard w/ fire pit. Central to everything in Harbor Country. Come enjoy winter w/us!

30 Sep – 7 Oct

$373 SGD per night

Guest favourite

Flat in Sawyer

4.97 out of 5 average rating, 270 reviews

Ozzie’s Hideaway-Smack between Three Oaks & Sawyer

This entirely redone, adorable apartment features automotive themed collectibles and vintage finds, black & white photos, car part art & furniture. Custom made pillowcases and duvet covers portray the ultimate road trip. Play the license plate game you played riding in the backseat as a kid, with our collection of license plates. The boomerang countertops welcome you in a fully equipped kitchen, an outdoor patio, grill and fire pit will help you create lasting memories of your next road trip.

9–16 Aug

$202 SGD per night

Guest favourite

Farm stay in New Carlisle

4.94 out of 5 average rating, 154 reviews

Glamping Off Grid in a Tiny Cabin on a Farm

Experience a serene and relaxing getaway in our off-grid tiny cabin on our farm. Created with the intention of slowing down (no tv, no wifi and limited electricity), enjoy wandering the fields relaxing in one of the hammocks, cooking on the outdoor fire pit, sipping coffee on the front deck and generally taking a break from modern life. If you'd like to explore the area, we are nearby popular trails and bike routes, U-pick farms, breweries & restaurants and beaches along Lake Michigan.

17–24 Aug

$165 SGD per night

Guest favourite

Guest house in New Buffalo

4.98 out of 5 average rating, 696 reviews

"Tiny House" Guest House Under the Oak Trees

"Tiny House" guest house located under large oak trees near the beach, and not far from I-94 and the Michigan state line. Vaulted ceiling, open feeling. Light and bright décor. Full bathroom, comfy couch, and other amenities. Polished concrete floor, whitewashed shiplap ceiling, hand-crafted oak furniture, suspended shelving. High ceilings, windows with southern exposure, front porch with siting chairs and a grill. Convenient charger for electric cars. Never a cleaning fee.

24–31 May

$184 SGD per night

Tent in Sawyer

4.92 out of 5 average rating, 226 reviews

Fully Furnished Bell Tent at Campside

A cozier way to camp! The 13’x16’ Outpost bell tent is located on my quiet 5 acre property located 4-minutes from Lake Michigan and within walking distance to downtown Sawyer. In town, you’ll find a brewery, groceries, fresh produce, coffee and unique shops. Fresh farm eggs delivered to your private mailbox (when the girls are producing) at your trailhead for you to cook up on the fire or the community propane grill. Soak up some nature at the Outpost Tent at Campside!

23–30 Mar

$177 SGD per night

Guest favourite

Cabin in Union Pier

4.96 out of 5 average rating, 292 reviews

McComb's Cabin, Union Pier, MI

Giant trees welcome you down the drive back to the secluded cabin in the woods. A contemporary cabin of steel and pine with vaulted ceiling and sky lights. Open living space, inviting queen size bed, luxury rain shower, full kitchen but no stove. A wood burning fireplace- fall through end of March and outside fire pit. Public beach a 5 minute drive away. Couples check out the cabin for anniversaries/ birthdays - Singles, seeking a simple life under the pines.

17–24 Nov

$212 SGD per night

Guest favourite

Guest house in New Buffalo

4.96 out of 5 average rating, 471 reviews

Rainbows End 🌈 Plensa

Escape to a tranquil countryside cottage on a 20-acre farm. Enjoy breathtaking sunrises from the picture window, relax in lounge chairs, and gather around the fire pit and grill or take a trail walk down to the south branch of the Galien River. Just 10 minutes from Lake Michigan, and within 5 miles of a casino and a golf course, it's the perfect retreat for nature lovers and entertainment seekers. Book now and experience rural bliss with nearby attractions!

19–26 Feb

$198 SGD per night

Guest favourite

Guest house in Sawyer

4.92 out of 5 average rating, 150 reviews

Heron's Rest hideaway close to beaches, breweries

Privacy on 11 acres of conservancy-protected land including woods, two ponds, and a river. Minutes from Michigan’s most popular beach, breweries, wineries, antique malls, farm-to-table restaurants. Fully equipped kitchen, gas fireplace. Private fire pit, deck, and gas grill. Fish on site. Kayak, bike, hike nearby. Ideal for nature lovers. Separated from our home by breezeway. Private entrance, quiet road, dark nights. Daytime woodworking noise possible.

10–17 Jul

$184 SGD per night

Guest favourite

Guest suite in Benton Harbor

4.98 out of 5 average rating, 196 reviews

The Gingerbread House, respite in the woods.

Spring is here and the daffodils are beautiful! If you are looking for a zen like place to get away for a few days, the Gingerbread House is perfect. Guests have separate and private apartment (with Smart Lock) on bottom floor of home with private patio overlooking huge ravine. Our home is surrounded by over 20 acres of woods, yet we are only minutes from grocery, restaurants, golfing and beaches.

3–10 Jun

$165 SGD per night

Guest favourite

Farm stay in Sawyer

4.98 out of 5 average rating, 339 reviews

Your SW Michigan Modern Farmhouse Cottage Awaits

Located in Sawyer, you can bike or drive to countless beaches, breweries, wineries, distilleries, and outdoor adventures. Afterward come home to this stylish modern farmhouse cottage that looks out onto 14 acres of scenic barn, pasture. and woods. Your home away from home has a well appointed kitchen for foodies who like to cook or great local dining options for those who don't.

6–13 Jan

$248 SGD per night

Guest favourite

Guest house in Stevensville

4.98 out of 5 average rating, 276 reviews

Red Barn Lodge

The Red Barn Lodge is a few minutes from orchards, beaches and vineyards. The converted barn combines the convenience of modern kitchen and bathroom within a spacious loft. Air-conditioned and private huge fenced backyard with shady and sunny areas and fire pit. There is a woodburning fireplace inside for cozy fall and winter evenings and a charcoal grill in the yard.

28 Jan – 4 Feb

$200 SGD per night

Guest favourite

Flat in Bridgman

4.93 out of 5 average rating, 193 reviews

Lake Breeze Suite - Beaches, Dunes, Golf, Wine Tr

Private 1 bedroom UPSTAIRS suite. Kitchenette, private bathroom, dinette, queen bed and twin bed in bedroom. Parking available on site. Near beaches, golfing, breweries and wine trail. Older home but the units have all been updated. No pets allowed, no exceptions. Lake Breeze Suite is one of three Suites at this location Beachcomber Suite Chandelier Suite

23–30 Sep

$138 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space that's all yours, with room for everyone

Popular amenities for Sawyer family-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Guest favourite

Home in Sawyer

4.96 out of 5 average rating, 132 reviews

Darling Home + Hot Tub, Big Yard, by Warren Dunes

13–20 Nov

$479 SGD per night

Guest favourite

Home in Saint Joseph

4.96 out of 5 average rating, 225 reviews

Lincoln house in Saint Joseph

4–11 Nov

$226 SGD per night

Guest favourite

Home in Three Oaks

4.99 out of 5 average rating, 111 reviews

Dog Friendly Downtown Three Oaks Cottage! Fenced!

12–19 Mar

$262 SGD per night

Guest favourite

Home in Sawyer

4.94 out of 5 average rating, 129 reviews

Beautiful Beach Cottage - Walk into Warren Dunes!

16–23 Sep

$582 SGD per night

Guest favourite

Home in Three Oaks

4.98 out of 5 average rating, 224 reviews

Sycamore Cottage - Hot Tub - Steps to Downtown 2BR

12–19 Nov

$282 SGD per night

Guest favourite

Home in Michigan City

4.94 out of 5 average rating, 414 reviews

Sugar Babe Beach Retreat with Hot Tub!

13–20 Mar

$213 SGD per night

Guest favourite

Home in Sawyer

4.93 out of 5 average rating, 125 reviews

Dunes Beach Retreat House

9–16 Oct

$396 SGD per night

Home in Saint Joseph

4.89 out of 5 average rating, 276 reviews

Cozy & Clean Entire Home in Saint Joseph

28 Feb – 7 Mar

$191 SGD per night

Family-friendly apartment rentals

Guest favourite

Flat in Mishawaka

4.95 out of 5 average rating, 384 reviews

Private Entrance Guest Suite on the River

13–20 Oct

$118 SGD per night

Guest favourite

Flat in Stevensville

4.91 out of 5 average rating, 699 reviews

Quiet Grand Mere Coach House on Lake Michigan

18–25 Nov

$349 SGD per night

Guest favourite

Flat in Osceola

4.94 out of 5 average rating, 581 reviews

Silk On the Bend

3–10 Apr

$109 SGD per night

Guest favourite

Flat in Goshen

4.96 out of 5 average rating, 737 reviews

Half-Moon Cottage

24–31 Dec

$113 SGD per night

Guest favourite

Flat in Goshen

4.98 out of 5 average rating, 324 reviews

Charming and Cozy

24 Jun – 1 Jul

$78 SGD per night

Guest favourite

Flat in Cassopolis

4.99 out of 5 average rating, 311 reviews

The Hideaway on Mitchellii Lane

29 Sep – 6 Oct

$108 SGD per night

Guest favourite

Flat in Granger

4.94 out of 5 average rating, 708 reviews

Wayback House

16–23 Apr

$99 SGD per night

Guest favourite

Flat in Niles

4.9 out of 5 average rating, 174 reviews

Rivers Edge Lofts - Unit 10

16–23 Jun

$142 SGD per night

Family-friendly apartment rentals

Apartment in New Buffalo

4.8 out of 5 average rating, 142 reviews

Lake Condo in the heart of Downtown New Buffalo

9–16 Nov

$204 SGD per night

Guest favourite

Apartment in St. Joseph

4.9 out of 5 average rating, 115 reviews

*Luxury condo on water in St Joseph, 2 queen beds*

15–22 Dec

$261 SGD per night

Guest favourite

Apartment in Goshen

4.99 out of 5 average rating, 100 reviews

All Brick Condo in Quiet Neighborhood

11–18 Aug

$120 SGD per night

Guest favourite

Apartment in Portage

4.8 out of 5 average rating, 158 reviews

Marina Condo near Lake Michigan

29 Mar – 5 Apr

$192 SGD per night

Guest favourite

Apartment in Elkhart

4.93 out of 5 average rating, 127 reviews

Experience Main Street

31 Oct – 7 Nov

$269 SGD per night

Guest favourite

Apartment in South Bend

4.9 out of 5 average rating, 225 reviews

Historic Studebaker - Carriage Upper - Near DTSB

10–17 May

$268 SGD per night

Guest favourite

Apartment in South Bend

4.88 out of 5 average rating, 128 reviews

Notre Dame Townhouse - Walking distance to campus!

19–26 Oct

$336 SGD per night

Guest favourite

Apartment in Stevensville

5.0 out of 5 average rating, 19 reviews

Gatsby Place | Beaches | Grand Mere | Wineries

4–11 May

$209 SGD per night

Quick stats about holiday rentals that are kid-friendly in Sawyer

Total rentals
50 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
3.2K reviews
Nightly prices starting at
$123 SGD before taxes and fees

Destinations to explore