
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.

Cabin with POOL in family resort!
Nestled within a gated 67-acre resort and just minutes from the shores of Lake Michigan, this charming cabin offers a peaceful retreat ideal for couples, families, or solo travelers, blending rustic décor with modern comforts. Guests can spend their days exploring nearby nature trails, lounging by the pool, paddling across the lake, or unwinding on the porch. The perfect vacation for exploring nearby orchards and countryside, catching live music or theater, or just slowing down and recharging!

Private! Cherry Beach Pool House
Summer 2026 Calendar Open! A few weeks left! Get away to Harbor County on this private ¾ acre, open concept home two blocks from Cherry Beach with a large PRIVATE heated pool and hot tub! This home has an open floor plan with natural light filling the spacious living areas. Relax in the 3 seasons room or go for a swim in a ‘15x45’ heated saltwater pool, soak in the hot tub, or roast marshmallows by firepit. New - Universal EV charger. Check our NEW listing - Warren Woods Pool Retreat

Play @ The Hideaway - hot tub, sauna, gymnasium
Accommodating up to 22 guests, this expansive 5,891 sqft property is set on 22.6 acres, creating a private oasis complete with a pool, hot tub, sauna, and gymnasium. The residence features a Great Room, fireplace, fire pit, and a private trail, making it an ideal setting for relaxation and recreation. With 3 king-size beds, 4 queen-size beds, and 2 bunk beds with trundles, comfortably catering to the needs of large groups. This venue offers enjoyable experiences for guests of all ages.

Wabi Sabi Chic at The Flamingo Ranch in Lakeside
SUMMER IS BOOKING FAST at Flamingo Ranch—an unforgettable retreat nestled in Harbor Country, 1/2 mile from the lake. ONE WEEK RENTALS ONLY DURING SUMMER, FRIDAY CHECK IN. This designer-owned haven offers both deep seclusion + an open-format layout that invites connection, healing + memory-making. Whether you’re gathering with family, reuniting with old friends, or seeking a rejuvenating escape, we deliver an experience that’s as comfortable + stylish as it is energetically charged.

Gray Haven: Stunning Woodland Retreat w/ Pool
Set on a 1.25-acre wooded lot less than two miles from Townline Beach, this luxurious home is a vacation dream! The open design of the living room, dining room, and kitchen, high ceilings, majestic stone fireplace, and natural light draw you in. Elegant furnishings and stylish decor, plus a pool, huge deck, and screened gazebo invite you to relax. Gather around the kitchen’s large center island or breakfast nook for coffee. Relax by the outdoor fireplace and count the stars. Boom.

Designer Cottage Relax Pool Beach & Spa—Windjammer
Escape to the Windjammer, Designer Cottage, Pool & Spa Relaxation in Lakeshore Cottages Union Pier. Enjoy 4 bedrooms, 3 bathrooms, community pool, private 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! Create lasting memories!

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. Maximum Guest Count 16.

'Pool Barn' w/Games & Hot Tub near Indiana Dunes
Hot tub open all year! Pool will reopen May 1. The Pool Barn is only 1 hour from Chicago & less than 10 minutes from large sand beaches & hiking trails of Indiana Dunes National Park & Indiana Dunes State Park. Outside enjoy our Pool, hot tub, grill, firepit, playground, & we are on the hike/bike trail. Inside is billiards, ping pong, air hockey, darts, popashot, foosball, board games, large smart tv, 5 beds, couch, & full kitchen. No cleaning fee. Book today!

Cozy cottage for two 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 sheep roaming the pasture. We also have a couple cats that claim the pool area as their 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.

New buffalo Farmstead main home pool hot tub
5 bedroom 2 bath 2200 sq ft modern farmstead , 2 minutes to new buffalo and beach and all its offerings , 18x36 new heated shared pool and hot tub. Property on 6 acres with plenty of room for kids to play , 26 apple trees and woods , ride host bikes to new buffalo .. Best of both worlds in country , close to town .There’s 2 new homes on 6 acre property, this home and 1 guest home ( rented separately) .

Cabin w/heated pool, near beach
Relax with the whole family at this peaceful place to stay. Come enjoy a day at the beach and after dinner go for a dip in the heated pool. Centrally located in Lakeside, MI close to Union Pier, New Buffalo, Bridgman and St. Joseph. Take the family to pick fruit or go for a tour of the many local wineries. We are also close to Notre Dame University if you are in town for games or to tour the campus.

Harbor Country Pool Oasis | Hot Tub • Walk to Lake
Set in a quiet, wooded setting, this spacious home is ideal for relaxed getaways in every season. In cooler months, the open floor plan and warm interiors make it easy to gather, unwind, and enjoy time together. As the weather warms, forest views, outdoor spaces, and easy access to the pool and nearby beach invite you to slow down, soak up the sunshine, and enjoy a more laid-back pace.
Popular amenities for Chikaming Township rentals with a pool
House rentals with a pool

Luxury home with pool.

Private Pool-150 Acres of Nature, Red House

Atomic Acres-POOL, Summer 2026 Awaits!

5 Bedroom Luxury Home In Heart of Beachwalk Resort

Updated 3 bdrm house w/ pool near beach & country

The Sawyer Cottage

Escape to Calm, Restoration, Quiet, Nature, Birds

Willow Dunes – Hot Tub, Pool & Near Beach Fun
Condo rentals with a pool

Large 3BR w/ pool and parking - near everything

Union Pier Condo With Heated Pool.

Idyllic New Buffalo Condo: Walk to Beach & Shops!

Perfect Location Condo Pools Walk to all Beach 1.5

Amazing Beach Condo with pool and great sunsets!

Nightingale Dunes - Modern beach town retreat

Sunset Pointe Chalet #32: Beach + Pool+ Sports

New Buffalo Getaway Condo
Other vacation rentals with a pool

Modern Lake House w/ Private Pool near New Buffalo

Marina Sunset: Spring Break in Style

Secluded Pool Playhouse: Hot Tub, Game Room, Fire

Spacious 3-BR/2-BA, Beach Access, Woodsy Getaway

| Fire Pit | Hot Tub | Dog Friendly

Lake Michigan Beach Cottage + Pool + Games

Enchanting Pool House (2.2 miles from Notre Dame)

Heated Pool, Hot Tub, Walk to Beach/ Markets
When is the best time to visit Chikaming Township?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$94,132 GYD | G$104,591 GYD | G$94,132 GYD | G$94,132 GYD | G$109,403 GYD | G$157,096 GYD | G$183,035 GYD | G$167,137 GYD | G$135,969 GYD | G$102,081 GYD | G$88,903 GYD | G$77,398 GYD |
| Avg. temp | -4°C | -3°C | 3°C | 9°C | 15°C | 20°C | 22°C | 22°C | 18°C | 11°C | 4°C | -1°C |
Quick stats about vacation rentals with a pool in Chikaming Township

Total vacation rentals
Explore 100 vacation rentals in Chikaming Township

Nightly prices starting at
Chikaming Township vacation rentals start at G$29,286 GYD per night before taxes and fees

Verified guest reviews
Over 2,190 verified reviews to help you choose

Family-friendly vacation rentals
100 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
100 of Chikaming Township vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chikaming Township rentals

4.9 Average rating
Chikaming Township stays are highly rated by guests—averaging 4.9 out of 5!
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- Warren Dunes State Park
- University of Notre Dame
- Museum of Science and Industry
- Washington Park Zoo
- Silver Beach Carousel
- Potato Creek State Park
- Indiana Dunes State Park
- Grand Mere State Park
- 12 Corners Vineyards
- Woodlands Course at Whittaker
- Promontory Point
- Beachwalk Vacation Rentals
- Silver Beach Park
- Benton Harbor St Joseph Ymca
- Van Buren State Park
- Jean Klock Park
- Potawatomi Zoo
- New Buffalo Public Beach
- Four Winds Casino
- Frederick C. Robie House
- Shady Creek Winery
- Weko Beach
- Four Winds Casino
- Studebaker National Museum




