Vacation rentals with a pool in Pittsfield Charter Township

The Ambassador Estate Inn

Welcome home to all our previous guests and greetings to all our new friends across the globe. A luxurious 6 bedroom estate property located on Windsor’s finest golf course and just minutes from both the Ambassador Bridge and the brand new Gordie Howe Bridge International Bridge. With all the amenities of a 5 star resort, yet the privacy and serenity of a large country estate, you need look no further than the Ambassador Estate Inn to make your vacation or business travel a memorable experience!

Turtle Cove Lakefront, pool, hot tub, Sauna!

Full private apartment lakefront (NOT ENTIRE HOUSE) with many opportunities to relax! Swim in the heated pool (SEASONAL), hot tub (open all year), Sauna, fish, kayak, bonfire, walk or bike the nearby trails, relax under the gazebo by the lake, cook at the outdoor kitchen (Seasonal)/fireplace patio .We accommodate small bachelorette parties, wedding parties and have other properties nearby for additional rentals if needed. We offer professional gift baskets for any occasion, starting at $35.

Luxury Home - Indoor Pool - Fabulous Location

Our neighbors love that we DO NOT ALLOW parties & LATE NIGHT, AFTER 9pm outdoor activities. We are required to limit the total number of individuals at our home to no more than 10 at any time, including visitors. Include visitors in guest count. At the end of a quiet cul-de-sac on 2 acres. When we are not using our 2nd home, it is available for Airbnb guests. Our family home since 1986; when I designed & personally built it for my parents. Fully renovation in 2018, with continual updates.

Timberline / Indoor Pool / Arcade

Escape to our Shelby Township retreat, where luxury meets comfort in a 4-bedroom ranch-style home. Dive into the private indoor pool or challenge friends in the game room. The space boasts a gourmet kitchen for culinary exploits, an outdoor lounge for serene evenings, and plush bedrooms for tranquil rest. Ideal for families or groups seeking leisure and entertainment, this home is nestled in a quiet neighborhood, minutes from golf and shopping, ensuring a stay filled with cherished memories.

👑🌳Grand - Bright New Construction

King beds modern farmhouse, walk to downtown RO, designed and built in 2019 for you. Included: ✅️Self check in ✅️Soaring dramatic ceilings ✅️Open concept ✅️Up to 10 private rooms ✅️Basement rooms for larger groups only ✅️4 levels ✅️Full Gourmet kitchen ✅️Large group areas ✅️Fireplace ✅️Netflix ✅️10 person dining table ✅️Oversized windows ✅️up to 4.5 baths ✅️Double vanities ✅️Double slipper tub ✅️Heated tile ✅️3 car wide driveway ✅️3 outside sitting areas ✅️Fenced yard ✅️Fire pit available

Beautiful 2 bdrm Lower Level Sport Themed Suite

This private spacious 2 bedroom lower level sport themed/sport pool backyard getaway is nestled in the heart of South Windsor, ON Canada. This space is unique, clean and well maintained and is sure to exceed your expectations! This quiet and safe neighborhood is conveniently centered near everything -International bridge, major roads highways & expressway, shopping, restaurants & casino. Ideal for workers, couples, business traveller’s. Come enjoy the space but absolutely NO CRAZY PARTIES

Modern Unit - Great location, Parking, Pool & Gym

Enjoy a beautiful light-filled apartment plus indoor parking, a pool, lounges and gym in Ann Arbor’s beloved Old West Side! Stroll to The Big House and all that downtown has to offer. Grab complimentary gourmet coffee and soak up the historic neighborhood charm. Don't miss ice cream at Washtenaw Dairy (a local favorite!) or the Westside Art Hop. With wonderful restaurants, shops and Main Street and Kerry Town just steps away, this is the perfect spot to experience Ann Arbor like a local!

Clean & Comfortable Home in Belleville, Michigan

Fresh, 1950s cottage with charm and lots of space. Quiet, friendly neighborhood 2 blocks from Belleville Lake/lake access. Clean and fully furnished for easy living. City of Belleville location with great restaurants, shops and lakeside activity. Conveniently located near Detroit Airport (10 min.), Eastern Michigan University (11 min.) and University of Michigan (20 min.). Perfect for long-term stays. Moderate cancellation (full refund 5 days before check-in) for short & long-term stays.

Rejuven Acres - The Suite

With 23 acres of country, this Suite is perfect for reflecting and relaxing. Space includes a separate bedroom/bath, a great room w/bunk beds, kitchenette & a breakfast room. Enjoy the view out the picture window of the farm fields and big sky, play foos ball, POOL IS OPEN June-Sept, visit the animals, rest by the pond. There are sitting areas all around to inspire & a perimeter path to walk. Bonus Experience of hand feeding alpacas! Located off a dirt road with a long driveway.

5) Rustic Lakefront Lodge~ Hot Tub, Firepit| Pool

Welcome to our rustic lakefront lodge, a warm and inviting retreat perfect for families and groups. Inside enjoy a stunning two-sided stone fireplace, soaring ceilings, cozy living spaces, and a fully equipped kitchen ideal for gathering. Step outside to expansive lakefront views, a private hot tub, firepit, pool, and plenty of outdoor seating to relax and unwind. Whether you're enjoying quiet mornings by the water or evenings by the fire, this lodge is made for memorable stays.

Gorgeous Poolhouse! Spacious Family Home w/Sunroom

*HEATED POOL IS READY!* Welcome to Windsor’s largest and coziest stay! This gorgeous home blends modern design with comfort, featuring an inviting sunroom with soaring ceilings and natural light, perfect for morning coffee or quiet evenings. The chic decor creates a stylish, yet homey feel :) Unwind in a private backyard oasis with a 15x30, 8’ deep, in-ground oval pool with a brand NEW heater and BBQ lounge! Our backyard designed for a unique and relaxing family experience!

Midtown Gem – Walkable & Bright Hotel Style Unit

Stylish hotel-style apartment in the heart of vibrant Midtown Detroit! Walkable to Wayne State University and top hospitals like Henry Ford and DMC, this thoughtful space offers ultimate convenience. Enjoy stunning views of the Detroit skyline, take advantage of the attached bar and restaurant (Common Pub), and visit the pool without ever leaving the building. An absolutely perfect spot to explore or work in Midtown - whatever your visit entails!