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Vacation rentals with a pool in Chikaming Township

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Chikaming Township

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Cabin in Benton Harbor

4.91 out of 5 average rating, 312 reviews

Cozy Cabin by Nature

We deep clean and sanitize after every guest. Enjoy social distancing in this completely renovated cabin in a picturesque setting with 2 ponds. Dog friendly. A full kitchen to cook your own meals. Xbox one is provided to watch movies and relax. Enjoy outdoors with the fire pit. We are dog friendly. We do ask 3 things if you bring your furry family with you. Please keep them off the furniture, clean up after their business and keep them leashed when around other guests as the property is shared

Camper/RV in Porter

4.9 out of 5 average rating, 638 reviews

'Pool Barn Camper' w/Hot Tub near Indiana Dunes

Pool is open! Hot tub open all year! Fully equipped RV is parked in the driveway of our Pool Barn. RV sleeps 5, has bath w/shower, stove, microwave, heat & A/C, & running water all year. We are located minutes from the sand beaches of Indiana Dunes on Lake Michigan. Hiking in the Indiana Dunes National Park along the Little Calumet River and the historic Bailley homestead is only 1 block away. You may also use our large pool, hot tub, grill, campfire, and playground area. No cleaning fee!

Villa in Niles

4.96 out of 5 average rating, 104 reviews

Pool, Hot tub, Kayaks, Waterfront, SW Michigan

Waterfront property with a private hot tub, pool, and tennis court, making it an ideal destination for those seeking both relaxation and recreation. Visit beautiful Southwest Michigan and stay at the St. Joe Overlook. Take a swim in the pool, unwind in the hot tub, take the kayaks out for a river cruise, or sit by the fire. Enjoy this stunning location and top-notch amenities. A trip to the St Joe Overlook is the perfect place to gather & reconnect. (More photos on socials @stjoeoverlook).

Home in Three Oaks

4.87 out of 5 average rating, 116 reviews

Luxury Living in Harbor Country|Hot Tub| Sleeps 10

Important notes: - Home is in HARBERT by the lakefront, NOT in Three Oaks - Hot tub open all year - Pool closes October 10, 2024 through Memorial Day 2025 After a day of exploring the waters of Lake Michigan, Warren Dunes, or nearby wineries, find your sanctuary at Mae's Place. Recharge by soaking in the inviting hot tub, sizzle up a delicious meal on the grill or in the kitchen and end the evening roasting marshmallows around the fire pit or watching an outdoor movie on the pool deck.

Home in Michigan City

4.96 out of 5 average rating, 167 reviews

5 Bedroom Luxury Home In Heart of Beachwalk Resort

Beautiful home in the heart of Beachwalk, across the street from Lake Kai, pools, basketball & tennis courts and 2 blocks to Lake Michigan. This home is bursting with charm. Front porch runs the width of the house. Dining area opens up to family room with a lovely fireplace. Stunning master bedroom w/walk-in closet and beautiful new bathroom with all the finishes. 3 more bedrooms upstairs, one with full bathroom attached and the other 2 sharing bathroom. 5th bedroom on the lower level.

Home in Union Pier

4.84 out of 5 average rating, 148 reviews

New Buffalo / Union Pier Pool Hot tub 6 Bedroom

Relax with the whole family at this peaceful home with Classic European style meets Lake Michigan! This astonishing turnkey home is the perfect escape from life in the busy city. The home is ideal for entertaining Famliy . 5 bed , 4 bath , hot tub and gas grille and( pool opens June 6) close to union pier beaches and wine country . Property is nestled in a quaint country road location 1/2 mile off re arrow highway. Room for 10 cars,blue stone patios,ping pong table .

Cottage in New Buffalo

4.93 out of 5 average rating, 152 reviews

Perfect Get Away - Private Hot Tub - Lots of Room

Gorgeous, New Buffalo cottage in the heart of New Buffalo. Perfect for families and friends ~ many areas for gathering within the home. Private hot tub off the back screened in porch and only ten steps away from large community pool. Walk to everything in NB - Whittaker is only 2 blocks away. Enjoy close proximity: beach, amazing restaurants in town (Stray Dog, Redamak's, etc.). The private hot tub makes this perfect place for social distancing with Family!

Cottage in Union Pier

4.96 out of 5 average rating, 189 reviews

Designer Cottage Relax Beach Pool & Spa—Windjammer

Escape to the Windjammer, Designer Cottage, Pool & Spa Relaxation in Lakeshore Cottages Union Pier. Enjoy 4 bedrooms, 3 bathrooms, pool, hot tub, fire pit, indoor fireplace, and loft for the kids! Take advantage of the beach and explore beautiful Harbor Country. Relax and unwind in this luxurious updated getaway with plenty of sun filled space for all to enjoy year-round. Professional Wolf stove for the chefs. Book your stay today and create lasting memories!

Guesthouse in Cassopolis

4.98 out of 5 average rating, 125 reviews

Cozy 2 person cottage with hot tub

Come for a relaxing getaway in the country. Cook in our small kitchenette or use our Blackstone or fire pit. Located in a small hobby farm setting with cows, sheep, & chickens roaming the pasture. We also have a cat that claims the pool area as her own. The long driveway and gravel road are perfect for a leisurely stroll to enjoy the great outdoors. Take a swim in the pool or a soak in the hot tub and let the worries of life melt away during your stay.

Cottage in New Buffalo

4.96 out of 5 average rating, 99 reviews

Casa Playa New House w/ Private Spa & Pool Access

This 4 bedroom getaway is located in the heart of Harbor Country and is just a 10 minute walk or 3 minute drive to the best beach in Union Pier! Casa Playa has EVERYTHING a vacation house can offer: an association POOL, a private HOT TUB, high speed internet that accommodates many people working from home, a cozy indoor fireplace, an outdoor fire pit, an outdoor deck & grill, 2 smart Tvs, ALL brand new appliances, and games for the whole family!

Townhouse in New Buffalo

4.93 out of 5 average rating, 102 reviews

Dunescape Beach Retreat, Downtown New Buffalo

Luxury & Location. A spacious beach getaway in the heart of down town New Buffalo and a short walk from the Marina and the beach. Start the day with the view from the rooftop deck before hitting the private Dunescape pool! Just over an hour from Chicago whether by car or train - the train station is just steps from Beach Retreat.

Cabin in Union Pier

4.89 out of 5 average rating, 119 reviews

Two Oaks Cabin - 3 BRs w/ private pool AND hot tub

Two Oaks Cabin, located in the heart of Harbor Country is a tucked away vacation home located in Union Pier, MI. We believe it is the perfect escape to come here and melt your stress away with the hot tub, pool, and the peaceful surroundings. A trusted space with superhost status, this is the place for you!

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Popular amenities for Chikaming Township rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in New Buffalo

4.83 out of 5 average rating, 18 reviews

Modern Cottage M w/hot tub-steps to town/beach

Home in Stevensville

5 out of 5 average rating, 31 reviews

Modern Lake House w/ Private Pool near New Buffalo

Home in New Buffalo

4.96 out of 5 average rating, 47 reviews

Secluded Pool Playhouse: Hot Tub, Games, Fire Pit

Home in Michigan City

4.97 out of 5 average rating, 60 reviews

Home near the lake with an inground pool

Home in New Buffalo

4.97 out of 5 average rating, 76 reviews

Modern Farmhouse - Walk to Downtown, beach & pool!

Home in Lakeside

4.8 out of 5 average rating, 10 reviews

New renovated house, private heated pool sleeps 10

Home in St. Joseph

5 out of 5 average rating, 69 reviews

4 Bedroom home w/pool in St. Joseph

Home in Stevensville

5 out of 5 average rating, 52 reviews

Guest favorite! Quiet setting w/heated pool & more

Condo rentals with a pool

Condo in Union Pier

4.67 out of 5 average rating, 9 reviews

(2025 Open!) Union Pier Condo with Association

Condo in Union Pier

4.67 out of 5 average rating, 9 reviews

2025 Open! Union Pier Condo With Heated Pool.

Condo in New Buffalo

5 out of 5 average rating, 4 reviews

2025 OPEN Condo w/Marina Views Pools Walk to all B

Condo in New Buffalo

4.6 out of 5 average rating, 5 reviews

(2025 Open!) New Buffalo Condo with Association

Condo in New Buffalo

4.92 out of 5 average rating, 73 reviews

Nightingale Dunes - Modern beach town retreat

Condo in Coloma

4.92 out of 5 average rating, 73 reviews

Anchor on Arbor:Lakeside Condo w/Pool+Beach Access

Condo in Stevensville

4.98 out of 5 average rating, 40 reviews

Sunset Pointe Chalet #31: Beach+ Pool + Games

Condo in Stevensville

5 out of 5 average rating, 51 reviews

Sunset Pointe Chalet #32: Beach + Pool+ Sports

Quick stats about vacation rentals with a pool in Chikaming Township

Total rentals
90 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Destinations to explore