
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.

Featured on TV! Epic Indoor Pool/Slide • Sleeps 25
Escape to Vine Vista, a 3+ acre retreat near Lake Michigan beaches, wine & beer tastings & the third coast. Enjoy a large private indoor heated pool (larger than many hotels!) & hot tub. Accommodates groups of up to 25. You can see why it will be featured in the Emmy Award-winning show Staycation as one of the highlights of the area. Unwind in privacy, but close to local attractions. Dining accommodations for family reunions, birthday celebrations, holidays or bachelor/bachelorette parties.

Anchors Away - Sawyer, MI
Welcome to our home! We are so excited to get to share our home with you! Our family-friendly has a cozy living room, fireplace and a full kitchen! On site is a heated pool, laundry mat, and it’s home to the Beach Bucket the best spot for amazing ice cream, homemade popcorn and fudge! Directly across the street is Warren Dunes State Park. The 3/4 mile walk, drive or bike ride gets you to the beach for a fun filled day! Climb the dunes, lay in the sand, go for a swim, relax-you’re on vacation!

Las Moras, 6 Acres, and a Large Pool
Come and enjoy Nature at Las Moras (“The Berries” in Spanish) with rows of blueberry bushes, watch the deer prance through the front yard, see the wild turkeys in the woods, watch the turtles in the pond as you enjoy the 25x30 salt water heated pool, surrounded by a beautiful forest and flowering shrubs, in a stunning setting. The renovated cottage is in a secluded 6 acres, surrounded by an open land preserve, all of this is close to Downtown Sawyer and Cherry Beach, 90 minutes from Chicago

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
NOW BOOKING SUMMER 2026 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.

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!

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 .

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.

Lagunitas Coach House in Beachwalk, Lake Michigan
Lagunitas Coach House is a sought after location on the quaint Thomas blvd cul de sac. It is the coach house to Gooch Life. It is the perfect get away spot for a couple or small family wanting to escape to the beautiful beach of Lake Michigan. Lagunitas and Gooch Life share the property but are separate structures. Lagunitas has a private entrance, amenities, and parking. Lagunitas sleeps 6, see pictures for bed configuartion.

Pool & Hot Tub Getaway | Walk to Beach • Wooded
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.

Couples, Quiet, Skiing Close, Magical, Farm, Birds
Escape to this private, renovated bungalow for two, nestled in nature. Perfect for a quiet retreat, it features a dedicated workspace, fast Wi-Fi a well equipped kitchenette and a seasonal stock tank pool. Enjoy private walking trails on a scenic farm yet you’re only 45 minutes from Notre Dame, Shipshewana, and Lake, Michigan beaches. A charming and peaceful getaway awaits.

After Dune Delight in Sun Coast Park
We are located in a small Tiny Home park. Full kitchen, sleep up to 6. Directly across street from Warren Dunes State Park. Wineries, breweries all within easy driving distance. Beach Bucket Ice cream shop next door. Walk and bike back to dunes for free. Come and relax with us! After Dune Delight is unit #18.
Popular amenities for Chikaming Township rentals with a pool
House rentals with a pool

Luxury home with pool.

Walk to Beach & Downtown | Pool Access

The Poolside Escape | Hot Tub | Arcade | Ping Pong

Lake House – Pond & Pool Access

Hot tub open year round and pvt association beach!

5 Bedroom Luxury Home In Heart of Beachwalk Resort

Updated 3 bdrm house w/ pool near beach & country

NEW Walk to Lake_Pool_Hot Tub_Game Room_EV level 2
Condo rentals with a pool

Large 3BR w/ pool and parking - near everything

Union Pier Condo with Association Heated Pool.

(2026 OPEN!) Union Pier Condo With Heated Pool.

Amazing Beach Condo with pool and great sunsets!

2026 Open Perfect Location Condo Pools Walk to all

New Buffalo Condo with Association Pool and Beach!

Nightingale Dunes - Modern beach town retreat

Sunset Pointe Chalet #31: Beach+ Pool + Games
Other vacation rentals with a pool

Private Cabin Retreat - Heart of Harbor Country

Beautiful, sunny 4 BR home with pool and hot tub

Marina Sunset: Snowy Saint Joseph Awaits You

Private! Warren Woods Pool Retreat

A-Frame On Lake Michigan - beach, sports, + pool

Family Tides at Harbor Shores

101 is all the fun! Arcade + Pool + Beach

Resort Villa with Pool and Hot Tub
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$93,901 GYD | G$104,334 GYD | G$93,901 GYD | G$93,901 GYD | G$109,134 GYD | G$156,710 GYD | G$182,585 GYD | G$166,726 GYD | G$135,635 GYD | G$101,830 GYD | G$88,684 GYD | G$77,208 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$29,214 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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- Rentals with a fireplace Chikaming Township
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- Rentals with pools Berrien County
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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
- Promontory Point
- Woodlands Course at Whittaker
- Frederick C. Robie House
- Silver Beach Park
- Beachwalk Vacation Rentals
- Grand Mere State Park
- Jean Klock Park
- Four Winds Casino
- New Buffalo Public Beach
- Benton Harbor St Joseph Ymca
- 12 Corners Vineyards
- Van Buren State Park
- Howard Park
- Four Winds Casino
- Weko Beach
- Studebaker National Museum
- Four Winds Field




