Private Pool Vacation Rentals
Our vacation rentals with their own private pool offer guests the perfect opportunity to indulge without ever leaving the backyard of their own home-away-from-home. Meticulously maintained and regularly sought after, don’t wait, our collection of private pool homes books fast.
Need more pool options? Search additional Southwest Michigan vacation rentals with pools, including shared community pool access.
14 properties available
Exquisite 4BR-2.5BA vacation home on 1½ wooded acres, less than a mile from Lake MI beaches! Cathedral ceilings, Great Room, stone fireplace, hardwood floors and deluxe furnishings. Chef's kitchen has granite island, hi-end appliances. Large plush enclosed porch w/ dining table, great views! Huge yard, pool, hot tub, patio, grill, outdoor full BA.
The Dakota
House
Union Pier
4
bedrooms
2
baths
1
half baths
9
guests
5
(93)
A mixture of modern design, an inviting color palette, and curated furnishings create a sophisticated Harbor Country enclave that will impress even the most seasoned traveler. Owlwood boasts 4 ensuite bedrooms, open social areas, high-end appliances, and indoor/outdoor living brilliantly built around a large private courtyard. Pet friendly w/ a ni
Owlwood
House
Harbert
4
bedrooms
4
baths
9
guests
5
(17)
Set on a tranquil 1.25-acre wooded lot less than two miles from Townline Beach, this luxurious home is a vacay dream! The open design LR-DR-Kitchen, high ceilings, majestic stone fireplace and fabulous natural light draw you in. Then the elegant, comfy furnishings and stylish decor, plus a way-cool pool, huge deck and screened gazebo invite you to
Gray Haven
House
Union Pier
4
bedrooms
2
baths
1
half baths
8
guests
5
(3)
Mile-wide Lake Michigan views and a great open floor plan make this 5BR/4BA lakefront home a vacation dream come true. A heated pool, hot tub, fire pit, balconies, decks and most rooms in the house all feature lakefront vistas that can’t be beat. Spend mornings, afternoons, and evenings outdoors on the deck enjoying the fresh air and sounds of wave
Coastal Escape
House
New Buffalo
5
bedrooms
4
baths
1
half baths
12
guests
4.9
(96)
Truly fabulous, Bear Ranch sets you up for an amazing opulent vacation! In this huge estate home featuring 3 floors of elegance-meets-R-and-R, cathedral ceilings and abundant natural light, you and your guests can enjoy relaxing in front of a stone fireplace or spending time in a huge, fully-equipped game room, bar area or movie room. The Chef's Ki
Bear Ranch
House
Berrien Springs
8
bedrooms
6
baths
1
half baths
32
guests
Gorgeous "cabin" on 15 acres of Indiana farmland loaded with amenities: pool, spa, deck, fishing pond, pastures, barn. Spacious, luxurious interior: stainless-steel appliances, custom stonework, fireplace, huge windows. 5 BR, one is main ensuite - priv. bath and deck; 2 more full baths, all lushly styled. Sleeper sofa, Wii-TV, Bluetooth speakers, g
Scout's Haven
House
Rolling Prairie
5
bedrooms
3
baths
12
guests
4.9
(21)
This luxurious Harbert home 2 mins from Lake Michigan beaches has 4 levels of richly designed living space, gorgeous furnishings + so much more! You + your guests can cozy up to a fireplace or watch a flat-screen TV, relax in either of 2 comfy screened porches or dip into the pool or hot tub. Lay out or dine on the spacious deck, chill around a fir
Green Light
House
Harbert
4
bedrooms
4
baths
10
guests
5
(3)
This fabulous 6BR-4BA beach house will WOW you and your guests with its amazing combo of elegance and comfort, and being super-near a superb beach and countless amenities, Vacay Heaven is yours! Enjoy the chic open design Chef's Kitchen-DR-LR with views out to the super-cool courtyard, pool and deck. Gorgeous, comfy BRs and designer BAs make livin'
Michiana Shores Beach House
House
Michigan City
6
bedrooms
4
baths
18
guests
This spacious, captivating 6BR/3.5BA home in a golf-cart friendly area has a huge back yard and pool, hardwood floors and a 2-story great room, plus a stone fireplace flanked by huge windows! The gourmet kitchen has a granite-top island and hi-end appliances. The upper-level Master suite features a gas fireplace and private balcony with Lake Michig
Main Destination
House
Grand Beach
6
bedrooms
3
baths
1
half baths
12
guests
5
(57)
This elegant-yet-cozy 4-BR/3+BA beach house near downtown New Buffalo, Three Oaks and Sawyer combines all sorts of first-class features and amenities: heated swimming pool, furnished screened-in porch, woodburning fireplace, a short walk/bike ride to beaches and some of the best breweries, wineries, restaurants, coffee shops, boutiques and antique
After Dune Delight
House
Union Pier
4
bedrooms
3
baths
1
half baths
13
guests
5
(16)
Welcome to Bella and Dulce's Lakehouse! This freshly remodeled retreat offers the perfect blend of modern luxury and natural beauty. Enjoy the serenity of a private wooded lot while taking a dip in the refreshing pool or roasting marshmallows by the firepit. Inside, the designer kitchen is a chef's dream, and the 4 BDs and 3 full BAs ensure comfort
Bella and Dulce's Lakehouse
House
Union Pier
4
bedrooms
3
baths
10
guests
5
(13)
An extraordinary vacation experience awaits you and your guests in this lush, gorgeous lakefront estate. It features fabulous Lake Michigan views, elegant-yet-comfy furnishings, a Chef's Kitchen, spacious LR with fireplace, 7 stylish BRs and 8 deluxe BAs, and a fun, high-end Rec Room! Also, you'll find R-and-R comes easy with a posh 3 Season room,
Soybeana
House
Grand Beach
7
bedrooms
5
baths
3
half baths
16
guests
5
(3)