Holiday houses in Chelsea

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Top-rated holiday rentals in Chelsea

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A peaceful entrance is framed by lush greenery, leading up wooden steps. Ferns and hostas line the pathway, guiding guests toward a lower-level apartment. The home, nestled among trees, features a large balcony and expansive windows, inviting natural light into the living spaces.
Apartment in Ann Arbor
4.99 out of 5 average rating, 277 reviews

Dream home in the woods (Sister lakes area)

We are renting out a 2 Bedroom Appartment (lower level) in our house/duplex. It has a separate entry and is located in a tree rich area. A natural area begins right behind the house. The sister lakes are in a 3 min walking distance. The apartment is conviniently located in Ann Arbor - 2.2 mi to Downtown - 3.5 mi to the Big House - 2.8 mi to UofM central campus A bus stop and a great coffee place (19 Drips) are in walking distance. Please make sure to enter the right amount of guests ;-)

Top Guest favourite
A spacious kitchen features modern white cabinetry and a large central island with seating for four. Natural light brightens the room through multiple windows, highlighting stainless steel appliances and a decorative backsplash. A small table in the corner offers additional seating.
Home in Chelsea
4.98 out of 5 average rating, 256 reviews

Charming Retreat in Downtown Chelsea 4 Br 2 Ba

A beautiful, remodeled 100+ year old home in the charming downtown area of Chelsea. Located near the new DTE bike trails, a short walk to downtown, and just minutes from great hiking in the Waterloo Recreation Area. Our home will be spotless and well sanitized for your stay. We provide snacks, water bottles, tea and coffee. If you need any baby or toddler items, we can provide things like baby gates, bed rail, pack n play, high chair, etc. A Christmas tree can be provided for holiday bookings.

Top Guest favourite
A cozy living area includes a dark, comfortable couch adorned with decorative pillows and a colorful rug featuring floral patterns. A wooden writing desk and a black entertainment unit housing an electric fireplace and a TV are also present, creating a warm and inviting space.
Apartment in Ann Arbor
4.98 out of 5 average rating, 417 reviews

Charming Garden Apt Oasis Near Hiking Trails

Cozy apartment just 8 min drive from downtown Ann Arbor and 10 min drive from the Stadium. Full kitchen, comfortable bed, sweet reading nook, and plenty of amenities. Convenient location near Weber's Inn. A two-minute walk to two bus routes, plus easy access to grocery stores and coffee shops. Walking distance to hiking trails that wander through peaceful woods, with overlooks of two inland lakes. The apartment is attached to the main house (not included), and has a separate, secure entrance.

Top Guest favourite
A teal skoolie sits parked on a grassy area, with a shaded wood deck extending from its side. Two red outdoor chairs are positioned nearby, and decorative lights are strung overhead, adding a cozy ambiance to the serene outdoor setting.
Bus in Grass Lake
4.97 out of 5 average rating, 261 reviews

The Feral Skoolie

Nestled on 4 acres and located in the heart of Waterloo recreation area, this 280sq ft skoolie boasts comfort and eclectic energy! Sure to please the outdoor enthusiast, the property is surrounded by public land with the Pinckney Waterloo Trail crossing at the end of our driveway, and several nearby lakes. Located 30 minutes to Ann Arbor, 15 minutes to downtown Chelsea which offers plenty of great eats and drinks, 20 minutes to downtown Jackson, 10 minutes to Sandhill crane winery.

Guest favourite
A compact living area features a dark blue couch adorned with colorful cushions. A round dining table with four chairs is complemented by a stylish bookshelf. Light stream from the windows, highlighting the hardwood floor and inviting furnishings throughout the space.
Townhouse in Ann Arbor
4.85 out of 5 average rating, 154 reviews

Cozy Mid-Century 2bdr/1bath 1 Mile to Downtown

Quaint & charming side-by-side duplex flat in the Eberwhite neighborhood. Centrally located and just minutes from The Big House, downtown, 94 or 23/14. A quick Uber to Downtown Ann Arbor makes enjoying local coffee shops, bars, and restaurants incredibly convenient. This unit includes a private driveway with two spaces and offers free street parking. Built in the 1960s, its mid-century roots are showcased throughout; featuring updated fixtures, spacious rooms, and thoughtful decorations.

Top Guest favourite
The modern kitchen and dining area features a large farmhouse table surrounded by light-colored chairs, complemented by a wooden bar with four stools. Natural light fills the space through expansive windows, providing views of the outdoor surroundings. Stylish pendant lights enhance the inviting atmosphere.
Apartment in Chelsea
5 out of 5 average rating, 114 reviews

Chelsea Lake House, Game Room, & Pontoon-rental

Come bike, hike, fish, kayak, boat and have a fire right on the shore of the lake, yet close to picturesque downtown Chelsea (3 miles) that features bars, shopping, excellent restaurants and we’re a short drive to downtown Ann Arbor/UoM Stadium (18 miles). We cater to families and business people alike with a fully renovated home, kayaks (5), paddle boat (life jackets provided), game room with ping pong, darts, table for poker, stone fire pit, etc. PONTOON RENTAL NOW AVAIL for addit fee.

Top Guest favourite
The exterior of the bungalow showcases a white siding with a bright red door and barn quilt design. A small patio area features a glass-topped table surrounded by four metal chairs, nestled in a grassy lawn with surrounding greenery.
Bungalow in Jackson
4.95 out of 5 average rating, 411 reviews

Barn Quilt Bungalow

The Barn Quilt Bungalow- Views of horses right out your window! Includes 1 bedroom (queen), 1 pull out mattress (queen), 1 bathroom (shower only), living room, kitchen, heat & A/C. Walk the trails or walk to the winery. MAX OCCUPANCY is TWO guests. You can add a third for $30/night. Guests may not bring additional people, no matter how long. Airbnb will be contacted immediately if you exceed the max occupancy. No children, animals, or service animals (allergy/ health hazard).

Top Guest favourite
A spacious field is dotted with wildflowers and vibrant greenery, creating a serene landscape. In the background, a quaint yellow house is visible, framed by lush trees against a colorful sunset sky.
Tiny home in Chelsea
4.93 out of 5 average rating, 169 reviews

Cozy Tiny House on Centennial Farm

“I feel thin. Sort of... stretched. Like butter scraped over too much bread.” ~ Bilbo Baggins to Gandalf~ If this is you right now, you've come to the right place. Blue Door Guest House is designed to be a place where very tired people can come and rest. The Camino de Santiago is a special place for us and this guest house is our version of a pilgrim’s albergue. PLEASE READ GUEST ACCESS SECTION BEFORE BOOKING

Guest favourite
The living room is furnished with a comfortable couch and a coffee table, set on a striped area rug. An accent chair and lamp are positioned nearby, while a dining area is visible in the background. The staircase leads to the upper level, under a well-lit atmosphere.
Apartment in Ann Arbor
4.84 out of 5 average rating, 138 reviews

Perfect Kerrytown + Main St. Location w/Parking #7

This stylish apartment is excellently located in Ann Arbor's Kerrytown district and two blocks from Main St shops! Kerrytown is a historic, quiet neighborhood located just north of downtown. It is a 30-minute walk to the Michigan Football Stadium and U of M Hospital, 20-minute walk to U of M campus, 5-minute walk to Zingerman’s and the Farmer’s Market, and a 10-minute walk to dozens of downtown restaurants and bars.

Top Guest favourite
A spacious bedroom features a comfortable king-sized bed with blue and white bedding. A decorative throw lies across the foot of the bed. Natural light enters through a window adorned with sheer curtains, while a wooden cabinet and bedside lamp complete the inviting space.
Home in Ann Arbor
4.94 out of 5 average rating, 262 reviews

Ann Arbor Get-a-Way.

My Duplex (this is the front unit) is near the University of Michigan, University Hospitals, transportation, shopping, and restaurants. You’ll love my place because of the private quiet location, fully equipped kitchen and comfortable king sized bed. I enjoy hosting people from all walks of life, so if your looking for a clean and comfortable place to stay...look no further. Monthly rentals welcome too.

Top Guest favourite
A welcoming sign is displayed on the wall, featuring playful lettering that reads 'hello,' 'WELCOME,' and 'ENJOY YOUR STAY.' The background reveals a softly lit bedroom with a glimpse of a spacious bed and bright natural light filtering through a nearby window.
Guest suite in Ann Arbor
4.96 out of 5 average rating, 160 reviews

Charming Apartment in Old West Side

Charming in-law suite is all yours in Ann Arbor’s Old West Side neighborhood — an easy walk to town, campus, and the Big House. A cozy, comfortable retreat close to everything Ann Arbor has to offer — perfect for a weekend away, a visit with family, or a quiet evening after a busy day out. No checkout responsibilities. You focus on your visit to Ann Arbor and we will take care of the rest.

Top Guest favourite
A spacious living area features exposed wooden beams and a vibrant rug, creating a bright environment. A comfortable sofa with floral patterns and a wooden cabinet are visible, along with a table and a chair. Colorful artwork adds interest to the background.
Guest suite in Dexter
4.79 out of 5 average rating, 217 reviews

Ann Arbor Area U of M Professionals

Private stay of home. Lower level Walk out. cobblestone steps to the apartment. Private entrance, bath. Basic place, designed for maximum comfort. Ideal for anyone needing housing for a short time. HAS PRIVATE LIGHTED PARKING. Beautiful home and community area. Nestled around farms and natural habitat. WIFI. is STARLINK TV HAS 38 antenna channels installed. KIDS STAY FREE. NO PETS.

Popular amenities for Chelsea holiday rentals

Quick stats about holiday rentals in Chelsea

  • Total holiday rentals

    Explore 10 holiday rentals in Chelsea

  • Nightly prices starting at

    Chelsea holiday rentals start at $101 AUD per night before taxes and fees

  • Verified guest reviews

    Over 620 verified reviews to help you choose

  • Wi-Fi availability

    10 of Chelsea holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Chelsea rentals

  • 4.9 Average rating

    Chelsea stays are highly rated by guests—averaging 4.9 out of 5!

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