Holiday rentals in South Haven

Downtown Loft: Firepit, Pool/Hot Tub, Theater, Gym

Central Lofts is the old high school, from 1913. This 1-bedroom, 1-bath condo sleeps up to 4 guests with a king sized bed and a queen-sized pullout couch in the living area. The open-concept layout, modern finishes, and inviting atmosphere make it the perfect place for couples, small families, girls’ trips, or weekend escapes. • Bright modern loft design • Fully equipped kitchen • Queen sleeper sofa Shared condo spaces include indoor pool, hot tub, fire pit, grills, gym and 2 theater rooms

Dog & Family Friendly SoHa Oasis

Relax with the whole family (including your furry friends) at this beautiful and peaceful oasis. Enjoy the outdoors on our spacious property with a fenced yard, covered porch, outdoor cabana, firepit, and plenty of room to run, play, & cook out. A beautiful spot to gather with family and friends, unwind, and enjoy all that South Haven has to offer. Kal-Haven Trail - 1 Min Walk Downtown South Haven - 5 Min Drive Beaches - 5 Min Drive Book for lasting memories in South Haven! See Details Below

-The District 5 Schoolhouse-

The District 5 Schoolhouse was historically built "with not a single nail in the structure" in the 1800's. It still stands as a symbol of dedication to craftsmanship and community. Lovingly restored, preserving as much of the original soul as possible, it promises to be a luxury stay in understated sophistication with 100% linen sheets, beautiful kitchen/dining, lovely private outdoor space, tranquil idyllic work/recharge areas, and enough space to make your own history. You won't want to leave.

The Oasis Retreat

The Oasis Retreat is a newly remodeled home with a private heated pool & hot tub, just 4 blocks from downtown South Haven & close to Lake Michigan beaches, marina, trails, restaurants, bars & shops. Perfect for families & groups, the private backyard has an outdoor bar, fire pit, gas grill, pizza oven, ping pong, outdoor shower & detached guest unit w/ seasonal bath/shower. Inside: kitchen, laundry, fast WiFi, Roku TVs, heat/AC, sleeper sofa & upstairs loft. Pool: May-Oct Hot tub: Year-round

Prime Spot! Walk to Beach, Dining & Shops

Welcome to Harbortown Three! Our bright and spacious condo is perfectly located in the heart of downtown South Haven. Whether you're here to relax or explore, this peaceful retreat offers everything you need for a comfortable and memorable stay. The condo is just steps away from the vibrant downtown area, with the farmer’s market, beaches, marinas, restaurants, and shops. Enjoy the convenience of local festivals just outside your door, offering a unique, lively atmosphere throughout the year!

Captain's Loft in the heart of South Haven

Located in the heart of downtown South Haven! We are steps from Lake Michigan, South Beach, the Black River, Restaurants & Shopping. Recently updated with new sofa, queen bed & fresh beach vibe! An upstairs unit, its 25 steps to a perfect getaway that is close to everything that downtown South Haven has to offer! Private access to a rooftop deck with showstopper views of the river & marina. 1-bedroom with a private entrance from the sidewalk, a small kitchen, bathroom, and living room.

Big Red Cottage at Treetops by Lakewood Lux

Open concept living space with vintage cottage finishes, soaring ceiling, two separate bedrooms, and separate living space on the lower level. Professionally-serviced outdoor hot tub (shared). A large dual-shower bathroom on the upper level and a separate private bathroom on the lower level provides plenty of capacity. An expansive screened porch wraps the upper-level front of the cottage, situated directly on the dune bluff; the harbor views are fantastic. Includes washer/dryer.

Riverfront | Dock + SUP's | Hot Tub | Near Saug

Wake up to panoramic Kalamazoo River views from nearly every room and step onto your private dock—kayaks ready, coffee in hand. Spend your days on the water and evenings in the hot tub overlooking the river. Private, wooded, and designed for effortless summer living just minutes from Saugatuck. Private dock with kayaks + direct river access Hot tub, fire pit, grill + outdoor dining Four decks with multiple riverfront gathering spaces Spacious layout, game room, updated kitchen

Scandi Dream Cottage in Glenn, MI

Peaceful 2BR/1BA Scandinavian-style cottage in Glenn, MI—perfectly placed between Saugatuck, South Haven & Fennville. Thoughtfully modernized with high-design elements and amenities, while preserving cozy cottage charm. Surrounded by nature, ideal for families, couples, or weekend escapes. Enjoy a serene back deck, fire pit, BBQ, and warm interiors curated for comfort and style. A tranquil retreat with walking access to two beaches and a quick drive to vibrant lakeshore towns.

Family Friendly Private Beach Home with Hot Tub

5 min walk to Private Beach 10 min drive to Downtown South Haven 18 min drive to Downtown Saugatuck Escape to our 3BR South Haven home in an exclusive community, just a 5-min walk to a private Lake Michigan beach. Comfortably sleeps 8. Features a private hot tub, chef's kitchen, and cozy fireplace. Perfect for families, you're just a short drive from downtown South Haven & Saugatuck. Your luxurious lakeside retreat awaits! Experience South Haven With Us & Learn More Below!

Modern Aframe with River Views, Sauna, Hot Tub

Welcome to Riverbend Aframe, a stylish A-frame cabin perched on a wooded bluff above the tranquil Kalamazoo River in Southwest Michigan. This 2023-built retreat blends modern design with cozy charm, offering the perfect escape. Enjoy a private sauna, hot tub, and firepit among the trees. Stay tucked away in nature or explore nearby wineries, orchards, local eateries, and the beautiful Lake Michigan beaches—just minutes from the cabin.

Starlit Haven/Private hot tub/Pet Friendly

Unplug and unwind in our cozy domes near Lake Michigan and downtown South Haven. Enjoy a private hot tub, fire pit, full amenities, and a blend of rustic charm and modern comfort. We’re pet-friendly—bring up to two pets along for the adventure (a $50 deep-cleaning fee applies). Ask about our celebration packages and let us handle the setup for a surprise getaway, anniversary, birthday, or a treat just for you.