
Holiday 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.

Designer Cottage - walking distance to downtown
Dream cottage getaway just over an hour from downtown Chicago. Walking distance from the beach, restaurants and all of downtown New Buffalo. Close to the casino, wineries and breweries. Whether driving in or taking the train, The Bradford is a relaxing yet sophisticated getaway. Eat, drink, and enjoy the beach, the pool, the shops and incredible summer sunsets, all within walking distance! Please note pool/bathhouse open late May - September and is shared with our association.Permit C22-0051

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!

Knotty but Nice-sleeps 6-one minute to lake
Cabin B-14 at Lakeside Cabins resorts gives you all the amenities of a 5 star resort for a 3 star price! Vacation in beautiful SW Michigan, close to Lake Michigan beach, man-made beach at Lakeside Cabins resorts, beachside towns, and wineries. Two pools, fishing, kayaks/paddleboards, shuffleboard, pickleball, volleyball and basketball too! Enjoy the peaceful setting of your cabin surrounded by trees in a park like setting of this centrally located retreat. Build memories for a lifetime!

Experience Fall Beauty & Harbor Country Charm!
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.

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.

'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!

Harbert Home With Private Pool and Hot Tub
Pool Open April 29-Nov 4th. Hot Tub Open Year-round! Located in the charming community of Harbert we welcome you to Sunset Shores Cottage! This amazing home has EVERYTHING you could ask for in a vacation rental. Just steps away (100 yards or less) from the largest beach in Harbor Country as well as having your own private heated pool and two hot tubs! Stand-alone hot tub open year-round! Lake views from many parts of the house as well. Outdoor firepit and grill.

Couples 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 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.

Bibi's Retreat- Grand 7 Bedroom Private Escape
Bibi's Retreat-Nestled among 6,000 trees along 15 acres of secluded property. This is the ultimate private getaway. Located in Niles, MI, the home offers 7 true bedrooms with plenty of space for multi-family living. We are within 30 min of 15 wineries and breweries. We are within 20 min of 10+ golf courses and 20 min to Notre Dame. Ladies Retreat, Golf Getaway or Winery Tours, this home is perfect for large groups.

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) .

50 Private Acres w/ Trails & Pool: Cozy Cabin
Unwind in this freshly renovated cabin set on 50 acres of peaceful nature. Explore private walking trails, relax by two serene ponds, or cool off in the seasonal pool (shared with our family). The space includes a kitchen for cooking, Xbox One for movie nights, and a fire pit perfect for stargazing. Dog-friendly and ideal for a quiet escape into the outdoors—with all the comforts of home.
Popular amenities for Chikaming Township rentals with a pool
House rentals with a pool

The Grapes are Calling - heart of SW MI

Beautiful home in Beachwalk/Notre Dame weekends

Large, Cozy, Theatre, Pool, Walk to ND Restaurants

Hot tub open year round and pvt association beach!

Updated 3 bdrm house w/ pool near beach & country

Home near the lake with an inground pool

The Sawyer Cottage

Fabulous designer owned home w/ heated pool & spa!
Apartment rentals with a pool

Union Pier Condo with Association Heated Pool.

(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 #31: Beach+ Pool + Games

Sunset Pointe Chalet #32: Beach + Pool+ Sports
Other holiday rentals with a pool

Luxe by the Lake - Pool Access - Walk to Beaches

Cozy Guest House with Pool near National Park

Rosie’s Cottage close to Warren Dunes (w pool)

Marina Sunset: Savor Fall Flavors in Saint Joseph

Holden Retreat

Buchanan Pool House 2 King Beds 25 min to ND

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

4 Bedroom home w/pool in St. Joseph
When is the best time to visit Chikaming Township?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £342 | £379 | £342 | £342 | £397 | £570 | £664 | £606 | £493 | £442 | £383 | £372 |
| 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 holiday rentals with a pool in Chikaming Township

Total holiday rentals
Explore 100 holiday rentals in Chikaming Township

Nightly prices starting at
Chikaming Township holiday rentals start at £76 per night before taxes and fees

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

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
100 of Chikaming Township holiday 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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- House rentals 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
- Deep River Waterpark
- Woodlands Course at Whittaker
- Promontory Point
- The Dunes Club
- Point O' Woods Golf & Country Club
- Culver Academies Golf Course
- Elcona Country Club
- Lost Dunes Golf Club
- South Bend Country Club
- Frederick C. Robie House
- Kennedy Water Park
- Warren Golf Course
- Cogdal Vineyards
- 12 Corners Vineyards
- Dablon Winery and Vineyards
- Shady Creek Winery




