
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!

Private Cottage in Gated Nudist Community
We offer a private cottage on the grounds of Lake O the Woods Club. Cottage has Queen size bed, air conditioning, heater, refrigerator, microwave, TV, coffee maker, work/dining area, private deck and porta-potty. Payment of club daily grounds fee ($30-$60) is mandatory. Pricing on club website. There is no running water in the cottage. Bathrooms, showers, hot tub, sauna and swimming pool are available at the clubhouse and pool area . The cottage is sanitized after every rental.

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.

'Pool Barn Camper' w/Hot Tub near Indiana Dunes
Hot tub open all year! Pool will reopen May 1. Fully equipped RV sleeps 5, has bathroom w/shower, stove, microwave, TV, heat & A/C, & running water all year. Located on the bike trail & only minutes from the sand beaches of Indiana Dunes on Lake Michigan. Hike in the Indiana Dunes National Park along the Little Calumet River & the historic Bailley homestead, only 1 block from the RV. Enjoy our large pool, hot tub, grill, campfire, & playground too. Schedule your visit today!

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!

The Fern: 2BR, Hot Tub, Fire Pit, Walk to Beach
Presenting Townie 4 - The Fern, part of the unique Townie Cottages collection. This newly built lakeside luxury home was designed exclusively by Kate Marker Interiors (recognized by Architectural Digest and Luxe Home). Located in Union Pier, these exquisite cottages blend rustic charm and modern elegance for an unforgettable stay. Immerse yourself in a meticulously curated interior with high-end finishes and chic furnishings, creating a sophisticated yet homey atmosphere.

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 .

Wabi Sabi Chic at The Flamingo Ranch in Lakeside
Autumn at Flamingo Ranch—an unforgettable retreat nestled in Harbor Country, 1/2 mile from the lake. Equal parts sanctuary and playground, 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.

Cottage for two with hot tub near Swiss Valley!
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.

Fall Fun | Quiet Area | Huge Fenced Yard
Enjoy a quiet, peaceful neighborhood while being close to everything. Five minute drive to Warren Dunes, Weko beach, wine bars, breweries, and restaurants. Three bedroom ranch perfect for your family to relax and have fun. Large fenced in backyard with gorgeous in-ground heated pool (June-September), gas grill, solo stove. Close to many wineries, orchards, and local farms. Lovely area for bicycling!

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.
Popular amenities for Chikaming Township rentals with a pool
House rentals with a pool

New Buffalo home w Indoor Assn. Pool, Gym, Hot Tub

Beautiful, sunny 4 BR home with pool and hot tub

Beautiful home in Beachwalk/Notre Dame weekends

Pool Vibes Retreat | Hot Tub | Poker | Fire Pit

5 Bedroom Luxury Home In Heart of Beachwalk Resort

Updated 3 bdrm house w/ pool near beach & country

The Keystone Ranch…The only house on the block!

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

Large 3BR w/ pool and parking - near everything

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

Fall 2 nt min Perfect Location Condo Pools Walk to

Amazing Beach Condo with pool and great sunsets!

New Buffalo Condo with Association Pool and Beach!

Nightingale Dunes - Modern beach town retreat

Sunset Pointe Chalet #32: Beach + Pool+ Sports

New Buffalo Getaway Condo
Other vacation rentals with a pool

Secluded Luxe 5BR Estate| Pool, Wineries, Near ND

Luxe by the Lake - Pool Access - Walk to Beaches

Heart of Notre Dame|King Bed|WiFi|Gym|Shuttle Bus

Sauna | Hot Tub | Heated Pool | Beach Walk

Modern Lake House w/ Private Pool near New Buffalo

Hot tub open year round and pvt association beach!

Friends & Family Fall Getaway Pvt Hot Tub

Updated Pool House with Private Pickle Ball Court
When is the best time to visit Chikaming Township?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $615 CAD | $684 CAD | $615 CAD | $615 CAD | $715 CAD | $1,027 CAD | $1,196 CAD | $1,093 CAD | $889 CAD | $797 CAD | $691 CAD | $670 CAD |
| 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 $137 CAD per night before taxes and fees

Verified guest reviews
Over 2,070 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
100 of Chikaming Township vacation rentals include wifi 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 pools Berrien County
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- Rentals with pools United States
- University of Notre Dame
- Warren Dunes State Park
- Museum of Science and Industry
- Washington Park Zoo
- Silver Beach Carousel
- Potato Creek State Park
- Deep River Waterpark
- Point O' Woods Golf & Country Club
- Woodlands Course at Whittaker
- Culver Academies Golf Course
- Promontory Point
- Elcona Country Club
- The Dunes Club
- Lost Dunes Golf Club
- South Bend Country Club
- Frederick C. Robie House
- Indiana Dunes State Park
- Warren Golf Course
- Kennedy Water Park
- Cogdal Vineyards
- Shady Creek Winery
- 12 Corners Vineyards
- Dablon Winery and Vineyards
- Four Winds Casino




