Vacation rentals with a pool in Berrien County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Berrien County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

The dining area features a modern table surrounded by black chairs, with large windows offering views of the serene private lake outside. Natural light fills the space, highlighting the open layout that connects to the outdoor seating area.

Home in Stevensville

4.95 out of 5 average rating, 59 reviews

Bright & Modern Home with NEW POOL (open May-Sep)

The modern architecture and bright and airy design of the home provides a relaxing, inviting and luxurious space for guests. The home: -is set on an a sandy lot, facing a small private lake -has 3 bedrooms, 3 bathrooms, a den and a loft -has an 8-person hot tub and private pool -is equipped with top of the line kitchenwares -includes outdoor amenities such as kayak, canoe, fire pit, grill, yard games (Jenga and corn hole), etc. -allows pets but must be included in the booking and pay a pet fee

Guest favorite

Vacation home in Stevensville

4.92 out of 5 average rating, 63 reviews

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

The Chalets on the Lake is a unique community, right on Lake Michigan with all the amenities for a perfect Michigan Summer: heated swimming pools (Memorial-Labor Day), a kiddie pool, tennis courts, basketball courts, pickleball, a private beach and more! This chalet has a view of the lake, perfect for sunsets and walks to the beach. A private home with a queen bed, full bed, 2 sets of bunk beds, bathroom, fully equipped kitchen, Roku TV’s, high speed internet, AND a miniature foosball table.

Top guest favorite

Home in New Buffalo

4.99 out of 5 average rating, 198 reviews

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

Guest favorite

Home in Sawyer

5 out of 5 average rating, 16 reviews

Luxury Home | Year-Round Hot Tub | at Warren Dunes

Fall dates are booking quickly! Hot tub open year-round! IG: thehavenatsawyer This secluded retreat boasts a chef's kitchen to awaken your culinary creativity. Plunge into the refreshing saltwater pool or soothe your muscles in the hot tub after exploring nearby beaches at Warren Dunes (10-15 min walk). Unwind in ensuite bedrooms. Expansive windows blur the lines between the serene nature outside and the opulent interior. Savor delicious meals at nearby restaurants and gorgeous wineries.

Top guest favorite

The living space features wooden walls and a pitched ceiling, allowing for natural light from tall windows. A navy blue sofa is positioned against the wall, with a coffee table in front. A dining area for four and a full kitchen are visible in the background.

Cabin in Three Oaks

5 out of 5 average rating, 54 reviews

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!

Guest favorite

A stone pathway leads through lush greenery and colorful flowerbeds toward a light-filled, glass-fronted structure. Towering trees create a natural canopy, enhancing the serene atmosphere of the garden setting.

Home in Three Oaks

4.88 out of 5 average rating, 131 reviews

Harbor Country Charm w Heated Pool & Hot Tub

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.

Top guest favorite

An inviting outdoor pool area is surrounded by lounge chairs arranged along the deck. Trees provide natural shade nearby, and a cozy pool house is visible in the background. The crystal-clear water of the pool invites relaxation and enjoyment.

Cottage in Union Pier

4.96 out of 5 average rating, 216 reviews

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!

Luxe

An aerial view of a rectangular inground pool surrounded by a concrete patio, featuring six lounge chairs with umbrellas. The pool's clear water reflects light, and the landscape is accented by neatly arranged greenery and gravel pathways leading to the area.

Home in Union Pier

5 out of 5 average rating, 10 reviews

NEW! 1BR Cottage w/ Pool, Firepit, Walk to Beach

Presenting Townie 1 - The Ivy, 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.

Guest favorite

Home in Union Pier

4.84 out of 5 average rating, 186 reviews

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 .

Guest favorite

A serene association pool is surrounded by lush greenery, providing a tranquil setting for relaxation. The pool features a shallow end with a depth of 3 feet and includes stainless steel handrails for easy access. Sunlight reflects off the water, enhancing the natural surroundings.

Cottage in New Buffalo

4.96 out of 5 average rating, 113 reviews

Casa Playa - Union Pier Home w/ Pool & Private Spa

This 4 bedroom getaway is located in the heart of Harbor Country and is just a 10 minute walk or 3 minute drive to the best beach in Union Pier! Casa Playa has EVERYTHING a vacation house can offer: an association POOL, a private HOT TUB, high speed internet that accommodates many people working from home, a cozy indoor fireplace, an outdoor fire pit, an outdoor deck & grill, 2 smart Tvs, ALL brand new appliances, and games for the whole family!

Top guest favorite

A charming ranch-style house is situated on a spacious green lawn, surrounded by mature trees. The front features a welcoming porch with seating, and a driveway leads to an attached garage on the right. Lush landscaping enhances the tranquil setting.

Home in Bridgman

5 out of 5 average rating, 84 reviews

Heated Pool | 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!

Superhost

A clear, inviting pool is surrounded by a spacious patio area. Lush greenery and a white privacy fence provide a sense of seclusion. Steps lead into the pool, which is framed by a smooth concrete surface, offering a perfect spot for relaxation during warmer months.

Home in Saint Joseph

4.84 out of 5 average rating, 67 reviews

Updated 3 bdrm house w/ pool near beach & country

Your family will be close to everything when you stay at this centrally-located place. 10 minutes to wineries 10 minutes to Silver Beach 10 minutes to downtown St Joseph 5 minutes to Grand Mere State Park 45 minutes to Notre Dame 90 minutes to Chicago Our house is extremely comfortable for singles, couples, and families. Come relax and enjoy. We have everything you need for a perfect stay.